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EP1879686A2 - Method for the treatment of a material other than the human body - Google Patents

Method for the treatment of a material other than the human body

Info

Publication number
EP1879686A2
EP1879686A2 EP06755480A EP06755480A EP1879686A2 EP 1879686 A2 EP1879686 A2 EP 1879686A2 EP 06755480 A EP06755480 A EP 06755480A EP 06755480 A EP06755480 A EP 06755480A EP 1879686 A2 EP1879686 A2 EP 1879686A2
Authority
EP
European Patent Office
Prior art keywords
compound
composition
ethers
esters
compounds
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP06755480A
Other languages
German (de)
French (fr)
Inventor
Léon Mentink
Joël BERNAERTS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roquette Freres SA
Original Assignee
Roquette Freres SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=35429323&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1879686(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Roquette Freres SA filed Critical Roquette Freres SA
Publication of EP1879686A2 publication Critical patent/EP1879686A2/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02Emulsion paints including aerosols
    • C09D5/024Emulsion paints including aerosols characterised by the additives
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/03Printing inks characterised by features other than the chemical nature of the binder
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/54Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Definitions

  • the present invention relates to a process for the treatment of a material other than the human body, using a composition containing at least one dianhydrohexitol ether, preferably chosen from dimethylisosorbide (“DMI”) and dimethylisoidide
  • DMIi dimethyl-1-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-aminoethyl)-2-aminoethyl-N-(2-amino
  • DMI dianhydrohexitol ether
  • This compound is particularly recommended in the treatment of the human body as a vectoring agent of active ingredients allowing them to reach their target more effectively inside the human body. It is especially used as a "dermo-penetrant" to improve the penetration of active ingredients in the upper layers of the epidermis, protein (keratin). Its use as a keratolytic agent vector in order to improve the percutaneous absorption of said agent is, for example, described in the patent application WO 2004/105722.
  • the finding can be made so that, to date, the industrial and commercial exploitation of dianhydrohexitol ethers, including DMI, remains very limited in the field of the treatment of the human body and is non-existent in the other fields, in particular in the fields of detergency, inks and paints, building materials, metallurgy, printing, paper, textiles, plant protection products, adhesives, industrial coatings and electronics.
  • the present invention relates to a method of treating a material other than the human body, comprising mixing or contacting said material to be treated with a composition
  • a composition comprising: a) at least one compound A selected among the ethers of dianhydrohexitol, and b) at least one compound B chosen from alkaline agents, acidic agents, and solubilizing agents chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
  • Treatment of a material other than the human body means any operation applied to any material, of an organic and / or mineral nature, with the exception of the only operations applied, directly and “in vivo", to the to be human, including on the skin or nails, for a therapeutic or cosmetic effect.
  • treatment of a material other than the human body is meant in particular any operation applied to an inanimate material.
  • the treated material according to the invention can have origins, natures, properties and highly variable destinations. It may be or contain at least a majority of:
  • a metallic material of any kind which may be in the form of articles and structures of all shapes, sizes and functionalities such as rods, sheets, films, coatings, plates, sheets, parts for the automotive, naval or aeronautical industries, bodies, vehicles, frames, tanks, formwork, packaging boxes, molds, pipes , rolls, blankets, pumps, tools, apparatus, instruments, hardware, cutlery, cutlery, prostheses, parts for household appliances, electronic or microelectronic components, floppy disks, semiconductor components.
  • a glass material, of a mineral or organic nature which may be in the form, for example, of fibers, walls, windows, verandas, aquariums, screens, windscreens, glasses, lenses, laboratory equipment, dishes, bottles,
  • a mineral material in particular based on plaster, cement, mortar, grout, concrete, plaster, porcelain or ceramic, which may be, for example, in the form of panels, paving stones, coatings, slabs, plates, tiles, bricks, walls, posts, enclosures, bridges and other structures,
  • - woody material in the form of wooden articles such as doors, windows, shutters, frames, poles, laths, floors, panels, tables, furniture, formwork, tools, instruments, including fiber-based articles wood and, optionally, fibers and / or mineral or plastic fillers, such as insulating panels or composite materials, - a plant material such as seeds, leaves, stems, flowers, fruits, vegetables, roots, cellulosic or hemicellulosic fibers or other plant extracts, - a material extracted from the animal body such as hides, skins, horns and wools,
  • a textile material which may be in the form of yarns, filaments, fibers or textile webs, of natural or synthetic origin, woven or non-woven articles, clothing, wipes, curtains, cloths,
  • a papermaking material such as paper fibers or sheets, a sheet of paper, flat or corrugated cardboard,
  • polysaccharides, polylactates, polyhydroxy-alkanoates, polyolefin resins, polyesters, polyamides, polyurethanes, acrylics, epoxies, elastomers, natural rubbers, etc. which may be, for example, in the form of latices, sheets, films, coatings, plates, formwork, packaging, parts for the automobile or household appliance, tires, electronic or microelectronic components, diskettes, prostheses, a fat such as an oil or a grease, mineral or organic origin, a fuel or a "bio-fuel” such as bioethanol or esters of vegetable oils,
  • material other than the human body in particular a material chosen from metal materials, glass materials, mineral substances, ligneous materials, vegetable matter, substances extracted from the animal body, textile materials, paper materials, polymeric materials of natural or synthetic origin, fats, fuels, water, fluids aqueous, air, gas, and mixtures of these materials.
  • said material is not in gelled form.
  • the treatment to which said material is subjected in accordance with the invention may consist of a treatment of all or only part of the surface or mass constituting the material. This treatment may have the purpose or effect of cleaning and / or ennobling all or part of this material and in particular consist of operations:
  • compositions in different forms liquid, emulsified, pasty, solid, gaseous, aerosol
  • a multitude of compositions in different forms including in the form of finished or semi-finished articles of structures, dimensions and forms of presentation that are very variable, and which have necessarily a wide variety of functionalities such as the following compositions, cleaning, detergent, stain remover, degreaser, degreaser, dust remover, lubricating, antifreeze, disinfectant, deodorant, impregnating, perfuming, decorative, adhesive, binder or film forming agents.
  • compositions may be in particular compositions, fully formulated or not, directly usable in the state or not, perfumes and ambiencers, paints, latex, coating sauces, inks, lacquers, stains and wood varnishes, glues and adhesives, foundry binders, cutting oils, machining fluids, drilling fluids, photographic baths, fuels, paint removers, window cleaners, liquid detergents, pulverulent or in tablet form, especially for washing dishes, linen or floors, precision cleaning compositions for photolithography, deicing compositions, fountain solutions, coating compositions for boxes or metal coils ("can coating compositions" or "coil coating compositions”), impregnated wipes or phytosanitary products including fungicidal or herbicidal activity.
  • any means implemented during its preparation may present all the criteria listed below: a) be sufficiently effective for any function for which it is intended for a given treatment, b) not to deteriorate, and if possible improve, the conditions of preparation and / or the conditions of use of any composition in which it is incorporated with a view to a given treatment, c) not to deteriorate, and if possible improve, the intermediate and final performance and physical characteristics of said composition or of any material treated with said composition, d) to be of high safety and minimum of inconvenience, particularly in terms of protection of man and the environment, (e) be derived from materials of natural origin and, if possible, renewable.
  • a) is really effective, for example as a cleaning agent, wetting agent, dispersant, lubricant, compatibilizer, and / or coalescing agent.
  • b) is advantageously usable in compositions intended to be applied (i) both cold and hot and / or (ii) both neutral pH and acidic or basic pH.
  • c) does not deteriorate, if possible improves, the physical, organoleptic and more generally applicative characteristics, for example the film-forming power, the wetting power, the viscosity, the volatility, miscibility with water, chemical stability, color, transparency and / or odor, of said compositions but also the characteristics, including organoleptic characteristics, of any material, for example of any glass surface, of metal of wood, paper or plastic, treated with said compositions.
  • (d) is more ecologically acceptable than adjuvants of the same classically used functionality, for example glycol ethers, fossil hydrocarbons or chlorinated solvents in general, and in particular:
  • VOCs volatile organic compounds
  • lactic acid esters has, for example, been described: in the preparation of paints, lacquers or varnishes in the patents US Pat. No. 3,985,691, EP 659,856 or EP 851,298,
  • compositions containing lactic acid esters have a certain number of drawbacks, and in particular: a lack of solvent power for highly hydrophobic materials, a relatively pronounced odor, a relatively low flash point (46 ° C. for lactate). ethyl) and high flammability, high vapor pressure, high instability in alkaline medium, resistance to relatively weak hydrolysis and an irritating character (presence of free lactic acid).
  • fatty acid esters for increasing the flash point of the following compositions (WO 01/18162) to tertiary amines for improving the odor thereof (WO 03/016449), to d-limonene in order to improve the possibilities of use in general, including the solvent power for highly hydrophobic materials (US 6,797,684).
  • solvents recognized as dangerous for man and / or the environment, it has also been proposed to replace them, in whole or in part, in association or not with lactic acid esters, with compositions based on products such as vegetable oil methyl esters, dicarboxylic acid esters or dibasic esters ("Dibasic
  • Esters "or” DBE ”) or terpenes such as d-limonene are examples of terpenes such as d-limonene.
  • methyl esters of vegetable oils eg rapeseed, soya, sunflower or castor oils: pronounced odor, pronounced color, immiscibility in water, absence of rinsability, limited solvent power (Applicable to few materials and with often limited effectiveness), viscosity often unsuitable, cold-setting ability
  • dibasic esters for example dimethyl esters of adipic, glutaric or succinic acids and mixtures thereof: limited solvent power, low miscibility with water, poor rinsability, sometimes unsuitable viscosity (either too low or too high), insufficient stability, irritating character due to the presence of free acids, - terpenes (d-limonene): immiscibility in water , not rinsing, relatively low flash point (48 ° C), irritating, low chemical stability (auto-oxidation).
  • the Applicant Company has found that in the general field of processing a subject other than the human body, it is now possible to have a means which: not only, as such, verifies all the criteria a) to d) above, - but also makes it possible advantageously to formulate, in particular with respect to said criteria, new compositions based on additives of a chemical nature or of very varied functionality (s).
  • a dianhydrohexitol ether (hereinafter referred to as "compound A”) as a component of said compositions in combination with a compound (hereinafter referred to as "compound B”) selected from certain solubilizing agents, alkaline agents and acidic agents.
  • compound A a dianhydrohexitol ether
  • compound B a compound selected from certain solubilizing agents, alkaline agents and acidic agents.
  • the subject of the present invention is a process for treating a material other than the human body, comprising mixing or bringing said material into contact with a composition comprising: a) at least one compound A selected from the group consisting of dianhydrohexitol ethers, and b) at least one compound B selected from alkaline agents, acidic agents, and solubilizing agents selected from liquid alcohols at 25 ° C.
  • dianhydrohexitol is particularly meant isosorbide, isomannide, isoidide, isogalactide and any mixture of at least two of these products.
  • dianhydrohexitol ether is intended to mean, in particular, any compound A chosen from dianhydrohexitol monoethers, dianhydrohexitol diethers and mixtures of these ethers.
  • alkyl ethers of dianhydrohexitols in particular methyl, ethyl, hexyl or 2-ethylhexyl ethers of isosorbide, isomannide and isoidide.
  • Said compound A may in particular consist, in whole or in majority (i.e for at least 50% of its dry matter), dimethylisosorbide (“DMI”), diethylisosorbide (“DEI”), di-2-ethylhexylisosorbide
  • DMI dimethylisosorbide
  • DEI diethylisosorbide
  • Said compound A may be present in all proportions within the composition used in the process of the invention. It can thus, depending on the nature and the destination of said composition: be the majority component of said composition and represent from 51 to 99.8%, especially from 55 to 99.5%, of the weight of said composition, or conversely, represent less than 50%, especially 10 to 45%, of the weight of said composition.
  • the dianhydrohexitol ether (compound A) preferably represents more than 5%, preferably more than 10% and more preferably still more than 15%, of the weight of said composition.
  • compound A and compound B are present in the composition used in the process of the invention in a weight ratio of compound A / compound B, expressed in dry weight / dry weight, of between 2/98. and 98/2, preferably between 5/95 and 95/5.
  • solubilising agent is chosen from:
  • fatty alcohols which are liquid at 25 ° C. other than isostearyl alcohol, such as butanol, isobutanol, isobutylcarbinol, hexanol, heptanol, octanol, nonanol and decanol; fatty alcohols such as isosorbide and pentitols, glycerol, methanol, ethanol, 2-butoxyethanol, isopropanol, propan-1-ol and alcohol benzyl, - terpene compounds such as d-limonene, dipentene, pinene, citrus, pine, eucalyptus or camphor essential oils, turpentine spirits, aldehydes such as benzaldehyde and its derivatives ketones such as N-methylpyrrolidone (NMP), cyclohexanone and isophorone, fluorinated compounds, in particular hydrofluoroethers (HFE), hydrofluorocarbons
  • glycerol such as triacetin, tributyrin, tricapryline, trioctanine or triolein,
  • non-fatty monoacids such as lactates or acetates of methyl, ethyl, butyl, isobutyl, propyl, isopropyl, amyl or benzyl,
  • non-fatty polyacids such as citrates, adipates, succinates or glutarates of methyl or isobutyl,
  • fatty acids especially derived from vegetable fats, for example methyl, n-propyl, isopropyl, butyl or ethylhexyl esters, supercritical fluids, in particular supercritical CO 2 .
  • the solubilizing agent combined with the dianhydrohexitol ether in the composition used according to the invention has: a) a vapor pressure, at 25 ° C., of less than 13.3 Pa, preferably more than 10 Pa, and / or b) a flash point greater than 60 ° C., preferably greater than 70 ° C. and more preferably still greater than 85 ° C., and / or (c) a biodegradability such that after 28 days at least 20%, preferably at least 70%, of said solubilizing agent has been degraded.
  • Biodegradability is measured here according to the method, hereinafter referred to as "OECD 302 B", recommended by the OECD under the following N ° and Title: N ° 302 B Intrinsic biodegradability: Zahn-Wellens test / EMPA ('Inherent Biodegradability: Zahn - Wellens / EMPA Test').
  • said solubilising agent is chosen from the group comprising non-fatty alcohols, esters of glycerol and of dianhydrohexitols, non-fatty monoacid esters, preferably lactates and acetates, polyunsaturated fatty acid esters, fatty acid esters, terpene compounds, glycerol ethers, propylene glycol ethers, fluorinated compounds, sulfur compounds, supercritical fluids and mixtures of these products.
  • Said solubilizing agent may then advantageously be chosen from the group comprising a) non-fatty alcohols, in particular isosorbide, glycerol, ethanol, propanol, isopropanol and 2-butoxyethanol, b) glycerol esters.
  • esters in particular methyl, ethyl, n -butyl and iso-butyl, n-propyl and iso-propyl, hexyl and ethylhexyl, lactic, acetic, adipic, succinic, glutaric or fatty acids comprising from 3 to 24 carbon atoms, d) terpene compounds, particularly d-limonene and pinenes, e) glycerol ethers and f) mixtures of these products.
  • solubilizing agent which is liquid at 25 ° C.
  • dianhydrohexitol ethers have many other advantages than those hitherto actually described and exploited for more than 50 years and more particularly for DMI and ' in the field of treatment of the human body (lack of irritancy and toxicity to humans, low odor, miscibility with water in all proportions, high flash point).
  • Biodegradability assessed according to the method recommended by the OECD under No. 301 A ( ⁇ DOC Die - Away Test ') higher than 20% at 28 days, in this case of the order of 25% and a intrinsic biodegradability aerobic
  • hydrotrope a high power, i.e. a high ability to allow, in aqueous media, a solubilizing insoluble compounds such as for example some dyestuffs, high physicochemical stability both in neutral medium or in an acid medium alkali, and an absence of corrosive power vis-à-vis metals conventionally used in industrial environments such as steel, iron-smelting, lead, aluminum, copper, tin or brass.
  • dibasic esters adjustment of the viscosity, improvement of the rinsability, improvement of the stability, reduction of the vapor tension, reduction of the irritating power, extension of the solvent power.
  • NMP N-methylpyrrolidone
  • the dianhydrohexitol ether (compound A) is minor to the solubilizing agent in the composition used according to the invention, which is then characterized in that:
  • the solubilising agent is chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehyde compounds, ketones, fluorinated compounds, sulfur compounds, ethers, esters, and supercritical fluids, and the weight ratio (dry weight / dry weight) compound A / compound B is less than 50/50, preferably between 2/98 and 40/60.
  • This ratio can in particular be between 5/95 and 25/75.
  • compound B can also be chosen from alkaline agents.
  • alkaline agents is intended in particular to mean compounds selected from the group consisting of ammonia, urea, hydroxides, silicates, metasilicates, aluminosilicates, borates, carbonates, bicarbonates, percarbonates, sulphates, phosphates, phosphonates and hypochlorites of metals.
  • alkali or alkaline-earth metals in particular sodium, alkali or alkaline earth salts of fatty or non-fatty organic acids, in particular citric, lactic, gluconic, formic, tartaric, acetic, lauric, stearic or oleic acids, primary, secondary or tertiary amines, amino derivatives of alcohols, acids or acid polymers, in particular 2-amino-2-methyl-1-propanol ("AMP"), amino derivatives of di-, tri-, tetra or pentaacetic, mono- or disuccinic, tartaric, citric or phosphonic such as, for example, amino derivatives known to those skilled in the art under the abbreviations of NTA, EDTA, DTPA, EDTMP, MGDA, EDMS and EDDS, as well as mixtures of these products.
  • AMP 2-amino-2-methyl-1-propanol
  • the composition used according to the invention has a pH greater than 8, preferably greater than 8.5 and even more preferably between 9 and 13.
  • a compound A such as DMI
  • an alkaline agent such as disodium metasilicate or ammonia, for example in a detergent or cleaning composition, in particular with a pH greater than 8, had the effect of improving the degreasing and saponifying powers of said composition.
  • compound B combined with dianhydrohexitol ether (compound A) according to the invention may also be chosen from acidic agents.
  • Acidic agents means all acids, organic or inorganic, in particular those chosen from the group comprising hydrochloric, sulfuric, phosphoric, sulphamic, citric, lactic, gluconic, formic, tartaric, acetic, octanoic, oleic or benzoic acids; as well as mixtures of these acids.
  • an acidic agent of organic origin is used.
  • the composition used according to the invention has a pH of less than 5, preferably less than 4.5 and even more preferably between 1.5 and 4.
  • the Applicant Company has in particular observed that a compound A such as DMI, combined with an acid such as lactic acid or sulphamic acid, for example in a descaling or descaling composition having a pH of less than 4.5, had the effect of to increase the solubilizing power of these.
  • compositions used according to the invention may also contain one or more other constituents, these being especially chosen from the group comprising water, dyes, pigments, thickeners, gelling agents, active ingredients and surfactants.
  • active ingredients especially biocides, nematicides, helicines, insecticides, raticides, fungicides, herbicides and repellents for animals.
  • surfactants is meant all surfactants whether anionic, cationic, amphoteric or nonionic.
  • the anionic surfactants may in particular be chosen from alkylbenzene sulfonates, paraffin sulfonates, olefin sulfonates, methyl ester sulfonates, alkyl ether sulphates, fatty alcohol sulphates, fatty acid soaps, sulphoalkyl fatty acid amides, sulphosuccinates, diglycolamide sulphates, acylated N-amino acids or polyoxyethylene carboxylates.
  • the cationic surfactants may in particular be imidazolines, quaternary mono- or dialkylammonium or quaternary ammonium esters.
  • amphoteric surfactants may in particular be amphoteric derivatives of betaine such as sulfonates and alkylamidopropylsulfobetaines or betaine ethoxylée.
  • Nonionic surfactants which are the surfactants preferred in the context of the present invention, may especially consist of ethoxylated fatty alcohols, copolymers of alkylene oxide, in particular of ethylene oxide or propylene oxide.
  • the surfactant in particular nonionic, has a biodegradability at 28 days of at least 20%, preferably at least 70% according to the method "OECD 302 B" mentioned above.
  • a dianhydrohexitol ether such as DMI
  • a nonionic surfactant such as an oxyethylenated alkylphenol
  • compositions may consist in particular: a) in compositions intended for the treatment, in particular the surface treatment, of a woody material (wood), textile or paper, said compositions being chosen in particular from the group of paints, dyes, latex , varnishes, lacquers, stains, pickling compositions, dedusting compositions, inks, glues and coating colors, b) in compositions intended for the treatment, in particular the surface treatment, of a metallic material, said compositions consisting especially of compositions for washing, cleaning, wetting, rinsing, degreasing, dedusting, machining, cutting, stripping, abrasion, glazing, varnishing, anti-rust, anti-corrosion, lubrication, painting, gilding, brightening, coating (including "can coating compositions” and “coil coating compositions”), film-coating or film-making, c) in compositions for the treatment, in particular the surface treatment, of a glass material, said compositions being chosen especially from the group of washing compositions such as
  • the material to be treated is a metal material, woody material, textile material or paper material and the method comprises contacting said composition with the material to be treated.
  • the present invention also relates to the use, for the preparation of a treatment composition of a material other than the human body: a) at least one compound A chosen from dianhydrohexitol ethers, preferably dimethylisosorbide ("DMI"), and b) at least one compound B selected from alkaline agents, acidic agents, and solubilizing agents chosen from liquid fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
  • DMI dimethylisosorbide
  • the subject of the invention is a composition for treating a material other than the human body, characterized in that it comprises at least one dianhydrohexitol ether, preferably dimethylisosorbide ("DMI"), and at least one compound B selected from alkaline agents, acidic agents and solubilizing agents selected from fatty alcohols liquid at 25 ° C other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
  • DMI dimethylisosorbide
  • compound B is a solubilizing agent chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes and ketones. fluorine compounds, sulfur compounds, ethers, esters, and supercritical fluids, and
  • the weight ratio (dry weight / dry weight) compound A / compound B is less than 50/50, preferably between 2/98 and 40/60.
  • the compositions of the present invention are preferably chosen from paints, dyes, latices, varnishes, lacquers, glues, varnishes, inks, coating colors, detergents, window washes, compositions of cleaning, washing, wetting, rinsing, degreasing, dedusting, machining, cutting, pickling, abrasion, glazing, varnishing, anti-rust, anti-corrosion, lubrication, gilding, brightening, laminating, coating, disinfecting or de-wetting, wipes, phytosanitary compositions, plant nutritive compositions and fertilizers.
  • the subject of the present invention is furthermore the use of a dianhydrohexitol ether, in particular DMI, as a coalescence agent for a composition based on latex, especially chosen from aqueous paints, varnishes, lacquers, glues, stains , inks and sleeping sauces.
  • a dianhydrohexitol ether in particular DMI
  • DMI dianhydrohexitol ether
  • EXAMPLE 1 Degreasing compositions of steel sheets.
  • COMPOSITION 1 trichlorethylene (TCE) marketed by RIEDEL-DE HA ⁇ N under the reference number 24254, - COMPOSITION 2: dichloromethane (DCM) marketed by RIEDEL-DE HA ⁇ N under the reference number 34488,
  • COMPOSITION 3 dipentene (DP) marketed by FLUKA under reference number 42560
  • COMPOSITION 4 ethyl lactate (LE) marketed by SIGMA-ALDRICH
  • COMPOSITION 5 dimethylisosorbide (DMI) produced by the Applicant in the form of a colorless, odorless, slightly viscous solution having a dimethylisosorbide purity of approximately 99.6%,
  • - COMPOSITION 6 mixture in equal parts, by weight, of DMI constituting COMPOSITION 5 and DP constituting COMPOSITION 3
  • - COMPOSITION 7 mixture in equal parts, by weight, of DMI constituting COMPOSITION 5 and LE constituent of COMPOSITION 4.
  • compositions have as such the general properties given in the table below, said properties being designated and noted as follows:
  • COMPOSITIONS 3 and 4 although they are of renewable origin while being biodegradable, have flash points too low so that a labeling RIO is necessary (flash points between 21 and 51 ° C).
  • COMPOSITION 5 as such has very advantageous properties (sufficiently high flash point, excellent water rinsability, renewable origin and intrinsically biodegradable). It is possible with this composition to obtain, by simple rinsing with water, a dry surface, but a supply of energy is necessary.
  • COMPOSITIONS 6 and 7, in accordance with the invention, have, compared to the COMPOSITIONS 3 and 4, the advantage of being much safer with regard to a risk of explosion and do not require the affixing of a RIO labeling. Compared to COMPOSITION 5,
  • COMPOSITIONS 6 and 7 have the same advantageous properties while having a much better drying ability.
  • CG 3 food mineral oil
  • CG 4 molybdenum disulfide grease
  • GC 5 mixture of mineral oil, paraffinic hydrocarbons and graphite
  • GC 6 polydimethylsiloxane oil
  • CG 7 polycoupe oily mixture
  • CG 8 biostable polyvalent microemulsion
  • CG 9 non-chlorinated special lubricant.
  • an "overall score” is assigned according to the number of fatty substances for which the composition in question did not achieve the score of 3. This overall score, a maximum value of 10, is attributed as follows: 10/10: the composition obtained a score of 3 for all 9 fatty substances,
  • composition obtained a score of 3 to 5 fat.
  • COMPOSITIONS 4 and 5 appear, in this case, less effective than the other compositions tested. However, they have an undeniable degreasing effect and it is remarkable to note that
  • COMPOSITION 5 based solely on DMI, makes it possible to eliminate, without visible residual traces, fatty substances of natures as different as the fatty substances CGl,
  • COMPOSITION 7 presents, contrary to expectations, better degreasing performance than those of COMPOSITIONS 4 and 5, while it is based on a mixture of DMI and LE. It is the same for COMPOSITION 6 which proves to be more efficient than COMPOSITION 3 or COMPOSITION 5.
  • COMPOSITIONS ⁇ and 7 according to the invention are particularly interesting products for use in degreasing because of their rinsability to water, their safety of use, their biodegradability, their renewable origin and their degreasing efficiency vis-à-vis types of fats and oils very varied and usually used in the metal processing industry. They can advantageously replace in this function the toxic chlorinated solvents and dangerous to health that are TCE or DCM, or terpene compounds such as DP and lactates such as the LE whose flash points are generally considered to be insufficiently high to avoid the risk of explosion.
  • EXAMPLE 2 Film-forming compositions based on latex.
  • COMPOSITION A 2,2,4-trimethyl-1-3-pentanediol monoisobutyrate, as sold by the Company PERSTORB 0X0 under the designation NEXCOAT® 795 and commonly used as a coalescing agent.
  • This product is a glycol ether derivative.
  • COMPOSITION B butyl ester mixture of glutaric, succinic and adipic acids as marketed by INVISTA under the designation DBE-IB®.
  • COMPOSITION C dimethylisosorbide (DMI) prepared by the Applicant in the form of a colorless, odorless, low viscosity solution with a DMI purity of about 99.6%.
  • DMI dimethylisosorbide
  • COMPOSITION D mixture in equal parts by weight of COMPOSITION A (NEXCOAT® 795) and COMPOSITION C
  • COMPOSITION E mixture in equal parts, by weight, of COMPOSITION B (DBE - IB (D) and COMPOSITION C (DMI).
  • the latex used consists a dispersion in water of styrene / acrylic ester copolymer, marketed by CRAYVALLEY under the name CRAYMUL® 2423.
  • the viscosity of the latex at 1 day (“VISC 1”) and at 7 days (“VISC 7”) corresponds to a Brookfield viscosity (20 ° C., 20 rpm). It is expressed here in thousands of millipascals. seconds (10 3 mPa.s).
  • HOM homogeneity characteristics
  • VISC 1 VISC 7 HOM HAZE TG
  • COMPOSITIONS A or B have a very high viscosity and a gelled structure, thus losing all ability to be easily pumpable and dosable.
  • This fluidization advantageously makes it possible to prepare more concentrated latexes and derived compositions (aqueous paints, inks, coating colors) requiring a reduced drying time.
  • COMPOSITIONS D and E do not significantly alter the viscosity of the latex nor its rheological evolution over time.
  • the films obtained from COMPOSITION C are of general quality improved compared to control films.
  • the films obtained from COMPOSITIONS D and E, according to the invention are also of general quality even higher (homogeneous films, not cracked, values of "HAZE” relatively low), this quality can be connected, at least in part , at the "TG” values measured, which are remarkably lowered and could not be imagined with regard to the values obtained, inter alia, with the DMI alone (COMPOSITION C) on the one hand and with each of the "NEXCOAT® 755" products ( COMPOSITION A) or "DBE - IB ®” (COMPOSITION B) on the other hand.
  • compositions according to the invention may be advantageously used in the preparation of aqueous paints, varnishes, lacquers, glues, stains, inks, coating colors or more generally any compositions, in particular film-forming or coating, based on latex.
  • DMI dianhydrohexitol ether
  • a compound B such as a glycol ether derivative or a mixture of non-fatty polyacid esters
  • compositions that can be used according to the invention make it possible to prepare matt or satin aqueous paints with the possibility of total replacement of the coalescence agents normally used, such as glycol ethers.
  • EXAMPLE 3 Concentrated liquid composition for machining fluid of very high biodegradability.
  • An emulsion is prepared from a composition essentially containing, by weight: 25% water, 30.8% of rapeseed oil methyl esters marketed by the company NOVANCE under the tradename LUBRISORB® 926 65 (compound B ), 16.3% of a dimethylisosorbide (DMI) composition prepared by the Applicant and described in the above EXAMPLES (compound A), 15.4% of ⁇ cyclodextrin as marketed by the Applicant under the trademark KLEPTOSE®, 10% inhibitors corrosion and 1.5% surfactants, derived from sorbitan.
  • DMI dimethylisosorbide
  • Said emulsion is prepared by mixing, on a colloidal mill, an aqueous phase consisting of water, ⁇ -cyclodextrin and a part of the surfactants and an oily phase consisting of the other aforementioned ingredients including the esters. rapeseed oil and DMI.
  • the emulsion thus obtained is weakly viscous, easily dilutable with water, stable in time, safe because it does not contain products such as diethylene glycol ethers usually used in this type of formulation to adjust the viscosity and physical stability, and non-corrosive vis-à-vis steel in particular. It also has good lubricating properties and good surface wetting properties provided by both the rapeseed oil methyl esters and the DMI. Finally, it contains essentially only highly biodegradable and renewable products, which makes it removable by simple and non-polluting processes.
  • EXAMPLE 4 Cleaning compositions of a glass material.
  • compositions usable according to the invention in the treatment of a glass material and more particularly as solvents in the cleaning of glass plates soiled by a bitumen composition.
  • bitumen of the "70/100" type supplied by the EUROVIA Company, melted, is spread in a film about 0.5 to 1 mm thick on the glass plate.
  • bitumen thus spread is at ambient temperature, cotton pieces which are impregnated with the solvent compound to be tested are deposited thereon.
  • the cotton is covered with a glass bell to limit the evaporation of the solvent.
  • compositions are evaluated according to two tests, namely:
  • TEST 1 and TEST 2 were subjected to the following different compositions:
  • COMPOSITION T2 control: mixture of 65% by weight of COMPOSITION T1 (gas oil) and 35% by weight of a dimethylisosorbide composition (DMI) prepared by the Applicant and described in the preceding Examples (compound A),
  • COMPOSITION A mixture of 50% by weight of dipentene marketed by FLUKA (compound B) and 50% by weight of a dimethylisosorbide (DMI) composition prepared by the Applicant and described in EXAMPLES precedents (compound A),
  • COMPOSITION B (according to the invention): mixture of 25% by weight of d-limonene sold by the company Prodasynthe (compound B) and 75% by weight of a dimethylisosorbide composition
  • COMPOSITIONS A and B which can be used in accordance with the invention, can advantageously be used as solvents, including co-solvents, for the treatment of a glass material, for example for cleaning glass. 'a glass material contaminated with bitumen.
  • compositions are generally more effective than a composition based on diesel (Tl) or a composition combining diesel fuel and DMI (T2).
  • Tl diesel
  • T2 diesel fuel
  • T2 diesel fuel

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Abstract

Treating a matter other than the human body, comprises mixing or setting the matter in contact with a composition comprising a compound (I) of dianhydrohexitol ethers, and a compound (II) of alkaline agents, acid agents, and solubilizing agents, preferably fatty alcohol liquid at 25[deg]C other than isostearylic alcohol, nonfatty alcohols, terpenic compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters or supercritical fluids. An independent claim is included for a composition to treat matter other than human body.

Description

PROCEDE POUR LE TRAITEMENT D'UNE MATIERE AUTRE QUE LE PROCESS FOR THE TREATMENT OF MATTER OTHER THAN
CORPS HUMAINHUMAN BODY
La présente invention a pour objet un procédé pour le traitement d'une matière autre que le corps humain, utilisant une composition contenant au moins un éther de dianhydrohexitol, choisi de préférence parmi le diméthylisosorbide (« DMI ») et le diméthylisoidideThe present invention relates to a process for the treatment of a material other than the human body, using a composition containing at least one dianhydrohexitol ether, preferably chosen from dimethylisosorbide ("DMI") and dimethylisoidide
(« DMIi ») , et au moins un composé choisi parmi les agents alcalins, les agents acides, et une liste d'agents solubilisants.("DMIi"), and at least one compound selected from alkaline agents, acidic agents, and a list of solubilizing agents.
Parmi les éthers de dianhydrohexitol, le DMI, connu depuis plus de 50 ans, est celui qui a fait l'objet du plus grand nombre d' études en termes de préparation et d'applications. Ce composé est tout particulièrement préconisé dans le traitement du corps humain comme agent vectorisant de principes actifs permettant à ceux-ci d'atteindre plus efficacement leur cible à l'intérieur du corps humain. Il est notamment utilisé comme « dermo- pénétrant » en vue d'améliorer la pénétration de principes actifs dans les couches supérieures de l'épiderme, de nature protéique (kératine) . Son usage comme vecteur d'agent kératolytique en vue d'améliorer l'absorption percutanée dudit agent est, par exemple, décrite dans la demande de brevet WO 2004/105722.Of the dianhydrohexitol ethers, DMI, known for more than 50 years, has been the subject of the most studies in terms of preparation and applications. This compound is particularly recommended in the treatment of the human body as a vectoring agent of active ingredients allowing them to reach their target more effectively inside the human body. It is especially used as a "dermo-penetrant" to improve the penetration of active ingredients in the upper layers of the epidermis, protein (keratin). Its use as a keratolytic agent vector in order to improve the percutaneous absorption of said agent is, for example, described in the patent application WO 2004/105722.
Cependant, force est de constater que, à ce jour, dans les domaines pharmaceutique et cosmétique, le DMI n'est exploité industriellement et commercialement qu'en quantités relativement restreintes et ce, dans des « niches » applicatives telles que crèmes auto-bronzantes ou crèmes anti-acnéiques .However, it must be noted that, to date, in the pharmaceutical and cosmetic fields, the DMI is used industrially and commercially only in relatively small quantities and this, in application "niches" such as self-tanning creams or anti-acne creams.
Dans le cadre du traitement du corps humain, il a été également décrit, dans le brevet US 5 258 070, le traitement des ongles par une composition destinée à éliminer le vernis préalablement déposé à leur surface. Dans cette composition, le DMI est utilisé en faible quantité (5% en poids selon les exemples), et ne joue qu'un rôle de « catalyseur » permettant au mélange binaire particulier de carbonate de propylène et de propylèneglycol d'agir efficacement comme dissolvant du vernis à ongles. Il est d'ailleurs souligné que le mélange binaire DMI/carbonate de propylène ou le mélange binaire DMI/propylène glycol n'a aucune fonction solvante du vernis. Dans ce document, les effets précis du DMI n'apparaissent pas clairement, notamment en regard de ses aptitudes potentielles à pénétrer à l'intérieur de la kératine constitutive de l'ongle et à y vectoriser l'un et/ou l'autre des solvants.In the context of the treatment of the human body, it has also been described in US Pat. No. 5,258,070 that treatment of the nails with a composition intended to eliminate the varnish previously deposited on their surface. In this composition, the DMI is used in a small amount (5% by weight according to the examples), and plays only a "catalyst" role enabling the particular binary mixture of propylene carbonate and propylene glycol to act effectively as a solvent. nail polish. It is also pointed out that the binary mixture DMI / propylene carbonate or the binary mixture DMI / propylene glycol has no solvent function of the varnish. In this document, the precise effects of the DMI do not appear clearly, especially with regard to its potential abilities to penetrate inside the constituent keratin of the nail and to vectorize one and / or the other of solvents.
En tout état de cause, de telles compositions dissolvantes de vernis à ongles contenant du DMI n'ont a priori jamais été mises sur le marché et on doit considérer, compte-tenu de ce qui précède, que si elles devaient l'être un jour, elles ne contiendraient qu'une faible ou très faible proportion de DMI .In any event, such nail polish remover compositions containing DMI have never been placed on the market before and it must be considered, in the light of the foregoing, that if they were to be they would contain only a low or very low proportion of DMI.
A la connaissance de la Demanderesse, il n'existe qu'un seul document publié divulguant l'usage de DMI pour le traitement d'une matière autre que le corps humain, à savoir le brevet US 5 843 194 relatif au domaine très particulier des compositions gélifiées destinées à la préparation de bougies. Dans ce contexte particulier, le DMI est mis en œuvre au sein de la masse constitutive de la bougie, obligatoirement en faibles proportions (6% maximum en pratique) et en association avec de l'alcool isostéarylique, et ce à des fins esthétiques et notamment comme agent améliorant la clarté de la flamme (« flame- enhancing agent ». Il- apparaît cependant qu'en l'absence d'alcool isostéarylique, le DMI ne permet pas d'obtenir une bougie satisfaisante en termes de combustion mais également de transparence. A la connaissance de la Demanderesse, l'utilisation de DMI dans la préparation de bougies, en particulier comme « flame-enhancing agent », n'a jamais connu de développement industriel et commercial.To the knowledge of the Applicant, there is only one published document disclosing the use of DMI for the treatment of a material other than the human body, namely US Patent 5,843,194 relating to the very particular field of gelled compositions for the preparation of candles. In this particular context, the DMI is implemented within the constitutive mass of the candle, obligatorily in small proportions (6% maximum in practice) and in association with isostearyl alcohol, and this for aesthetic purposes and in particular As a flame enhancement agent, it appears, however, that in the absence of isostearyl alcohol, DMI does not make it possible to obtain a candle satisfactory in terms of combustion but also transparency. To the knowledge of the Applicant, the use of DMI in the preparation of candles, in particular as "flame-enhancing agent", has never experienced any industrial and commercial development.
Le constat peut être donc fait que, à ce jour, l'exploitation industrielle et commerciale des éthers de dianhydrohexitol, y compris du DMI, reste très limitée dans le domaine du traitement du corps humain et est inexistante dans les autres domaines, en particulier dans les domaines de la détergence, des encres et peintures, des matériaux de construction, de la métallurgie, de l'imprimerie, de la papeterie, du textile, des produits phytosanitaires, des adhésifs, des revêtements industriels et de l'électronique.The finding can be made so that, to date, the industrial and commercial exploitation of dianhydrohexitol ethers, including DMI, remains very limited in the field of the treatment of the human body and is non-existent in the other fields, in particular in the fields of detergency, inks and paints, building materials, metallurgy, printing, paper, textiles, plant protection products, adhesives, industrial coatings and electronics.
La Demanderesse a désormais trouvé que les propriétés non révélées à ce jour des éthers de dianhydrohexitol étaient exploitables dans de nombreux autres domaines. Elle a notamment observé que l'utilisation des éthers de dianhydrohexitol dans des compositions spécifiquement destinées au traitement de matières autres que le corps humain permettait d' augmenter singulièrement les possibilités d'exploitation industrielle et commerciale non seulement desdits éthers mais également d'autres composés, sélectionnés, de natures et fonctionnalités diverses pouvant avantageusement être associés aux dits éthers.The Applicant has now found that the properties not yet revealed dianhydrohexitol ethers were exploitable in many other fields. It has notably observed that the use of dianhydrohexitol ethers in compositions specifically intended for the treatment of substances other than the human body makes it possible to increase singularly the possibilities of industrial and commercial exploitation not only of these ethers but also of other compounds, selected, natures and various features can advantageously be associated with said ethers.
De manière remarquable, il a été constaté qu'une telle utilisation d' éthers de dianhydrohexitol, en association avec des composés sélectionnés, avait pour effet de ne pas détériorer, voire généralement d'améliorer a) les conditions de préparation et/ou d'utilisation desdites compositions mais aussi b) les performances et caractéristiques physiques, intermédiaires ou finales, desdites compositions, voire même des matières traitées par de telles compositions.Remarkably, it has been found that such use of dianhydrohexitol ethers, in combination with selected compounds, has the effect of not deteriorating or generally improving a) the conditions of preparation and / or use of said compositions but also b) the performances and physical characteristics, intermediate or final, of said compositions, or even materials treated with such compositions.
Par conséquence, la présente invention a pour objet un procédé de traitement d'une matière autre que le corps humain, comprenant le mélange ou la mise en contact de ladite matière à traiter, avec une composition comprenant : a) au moins un composé A choisi parmi les éthers de dianhydrohexitol, et b) au moins un composé B choisi parmi les agents alcalins, les agents acides, et les agents solubilisants choisis parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques.Accordingly, the present invention relates to a method of treating a material other than the human body, comprising mixing or contacting said material to be treated with a composition comprising: a) at least one compound A selected among the ethers of dianhydrohexitol, and b) at least one compound B chosen from alkaline agents, acidic agents, and solubilizing agents chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
Par « traitement d'une matière autre que le corps humain », on entend toute opération appliquée à toute matière, de nature organique et/ou minérale, à l'exception des seules opérations appliquées, directement et « in vivo », à l'être humain, y compris au niveau de sa peau ou de ses ongles, en vue d'un effet thérapeutique ou cosmétique."Treatment of a material other than the human body" means any operation applied to any material, of an organic and / or mineral nature, with the exception of the only operations applied, directly and "in vivo", to the to be human, including on the skin or nails, for a therapeutic or cosmetic effect.
Par « traitement d'une matière autre que le corps humain », on entend en particulier toute opération appliquée à une matière inanimée.By "treatment of a material other than the human body" is meant in particular any operation applied to an inanimate material.
La matière traitée conformément à l'invention peut présenter des origines, natures, propriétés et destinations extrêmement variables . Elle peut être ou contenir majoritairement au moins :The treated material according to the invention can have origins, natures, properties and highly variable destinations. It may be or contain at least a majority of:
- une matière métallique de toute nature, laquelle peut se présenter sous la forme d' articles et de structures de toutes formes, dimensions et fonctionnalités telles que tiges, feuilles, films, revêtements, plaques, tôles, pièces destinées aux industries automobile, navale ou aéronautique, carrosseries, véhicules, armatures, cuves, coffrages, boîtes d'emballage, moules, tuyaux, rouleaux, blanchets d'imprimerie, pompes, outils, appareillages, instruments, visserie, coutellerie, prothèses, pièces destinées à l'électroménager, composants électroniques ou microélectroniques, disquettes, composants semiconducteurs . une matière verrière, de nature minérale ou organique, pouvant se présenter sous forme, par exemple, de fibres, parois, vitres, vérandas, aquariums, écrans, pare-brises, lunettes, lentilles, matériel de laboratoire, vaisselle, bouteilles,- a metallic material of any kind, which may be in the form of articles and structures of all shapes, sizes and functionalities such as rods, sheets, films, coatings, plates, sheets, parts for the automotive, naval or aeronautical industries, bodies, vehicles, frames, tanks, formwork, packaging boxes, molds, pipes , rolls, blankets, pumps, tools, apparatus, instruments, hardware, cutlery, cutlery, prostheses, parts for household appliances, electronic or microelectronic components, floppy disks, semiconductor components. a glass material, of a mineral or organic nature, which may be in the form, for example, of fibers, walls, windows, verandas, aquariums, screens, windscreens, glasses, lenses, laboratory equipment, dishes, bottles,
- une matière minérale, en particulier à base de plâtre, ciment, mortier, coulis, béton, enduit, porcelaine ou céramique, pouvant se présenter, par exemple, sous forme de panneaux, pavés, revêtements, dalles, plaques, tuiles, briques, murs, poteaux, enceintes, ponts et autres ouvrages d'art,- a mineral material, in particular based on plaster, cement, mortar, grout, concrete, plaster, porcelain or ceramic, which may be, for example, in the form of panels, paving stones, coatings, slabs, plates, tiles, bricks, walls, posts, enclosures, bridges and other structures,
- une matière minérale se présentant naturellement sous forme de sable, graviers, cailloux, pierres, rochers,- a mineral material naturally occurring in the form of sand, gravels, pebbles, stones, rocks,
- une matière ligneuse se présentant sous forme d'articles en bois tels que portes, fenêtres, volets, charpentes, poteaux, lattes, parquets, panneaux, tables, meubles, coffrages, outils, instruments, y compris d'articles à base de fibres de bois et, éventuellement de fibres et/ou de charges minérales ou plastiques, tels que des panneaux isolants ou des matériaux composites, - une matière végétale telle que graines, feuilles, tiges, fleurs, fruits, légumes, racines, fibres cellulosiques ou hémicellulosiques ou autres extraits de plantes, - un matière extraite du corps animal telle que, cuirs, peaux, cornes et laines,- woody material in the form of wooden articles such as doors, windows, shutters, frames, poles, laths, floors, panels, tables, furniture, formwork, tools, instruments, including fiber-based articles wood and, optionally, fibers and / or mineral or plastic fillers, such as insulating panels or composite materials, - a plant material such as seeds, leaves, stems, flowers, fruits, vegetables, roots, cellulosic or hemicellulosic fibers or other plant extracts, - a material extracted from the animal body such as hides, skins, horns and wools,
- une matière textile pouvant se présenter sous forme de fils, filaments, fibres ou nappes textile, d'origine naturelle ou synthétique, d'articles tissés ou non tissés, de vêtements, lingettes, rideaux, toiles,- a textile material which may be in the form of yarns, filaments, fibers or textile webs, of natural or synthetic origin, woven or non-woven articles, clothing, wipes, curtains, cloths,
- une matière papetière telle que des fibres ou nappes papetières, une feuille de papier, du carton plat ou ondulé,a papermaking material such as paper fibers or sheets, a sheet of paper, flat or corrugated cardboard,
- une matière polymérique d' origine synthétique ou naturelle, de type plastique ou élastomèrea polymeric material of synthetic or natural origin, of plastic or elastomer type
(polysaccharides, polylactates, polyhydroxy-alcanoates, résines polyoléfiniques, polyesters, polyamides, polyuréthanes, acryliques, époxy, élastomères, caoutchoucs naturels etc.) pouvant se présenter, par exemple, sous forme de latex, de feuilles, de films, de revêtements, de plaques, de coffrages, d'emballages, de pièces destinées à l'automobile ou à l'électroménager, de pneus, de composants électroniques ou microélectroniques, disquettes, prothèses, une matière grasse telle qu'une huile ou une graisse, d'origine minérale ou organique, un carburant ou un « bio-carburant » comme le bioéthanol ou les esters d'huiles végétales,(polysaccharides, polylactates, polyhydroxy-alkanoates, polyolefin resins, polyesters, polyamides, polyurethanes, acrylics, epoxies, elastomers, natural rubbers, etc.) which may be, for example, in the form of latices, sheets, films, coatings, plates, formwork, packaging, parts for the automobile or household appliance, tires, electronic or microelectronic components, diskettes, prostheses, a fat such as an oil or a grease, mineral or organic origin, a fuel or a "bio-fuel" such as bioethanol or esters of vegetable oils,
- de l'eau ou tout autre fluide aqueux, - de l'air ou tout autre gaz ou mélange de gaz.- water or any other aqueous fluid, - air or any other gas or mixture of gases.
Par conséquent, par « matière autre que le corps humain », on entend en particulier une matière choisie parmi les matières métalliques, les matières verrières, les matières minérales, les matières ligneuses, les matières végétales, les matières extraites du corps animal, les matières textiles, les matières papetières, les matières polymériques d'origine naturelle ou synthétique, les matières grasses, les carburants, l'eau, les fluides aqueux, l'air, les gaz, et les mélanges de ces matières.Consequently, by "material other than the human body", is meant in particular a material chosen from metal materials, glass materials, mineral substances, ligneous materials, vegetable matter, substances extracted from the animal body, textile materials, paper materials, polymeric materials of natural or synthetic origin, fats, fuels, water, fluids aqueous, air, gas, and mixtures of these materials.
De préférence, ladite matière ne se présente pas sous forme gélifiée. Le traitement auquel on soumet ladite matière conformément à l'invention peut consister en un traitement de la totalité ou uniquement d' une partie de la surface ou de la masse constitutive de la matière. Ce traitement peut avoir pour but ou effet de nettoyer et/ou d'ennoblir tout ou partie de cette matière et notamment consister en des opérations :Preferably, said material is not in gelled form. The treatment to which said material is subjected in accordance with the invention may consist of a treatment of all or only part of the surface or mass constituting the material. This treatment may have the purpose or effect of cleaning and / or ennobling all or part of this material and in particular consist of operations:
- de lavage, nettoyage (y compris de précision) , mouillage, rinçage, dégraissage, enrobage, collage, revêtement, pelliculage, surfaçage (y compris du papier) , couchage (y compris du papier) , dégivrage, désinfection, décontamination, dépoussiérage, usinage, coupe, décapage, abrasion, satinage, traitement anti-rouille, traitement anti-corrosion, lubrification, cirage, teinture, peinture, vernissage, coloration, dorure, brillantage, impression, marquage, révélation, désencrage, blanchiment, décoloration, désodorisation, parfumage ou aromatisation, opérations appliquées en surface et/ou dans la masse constitutive de la matière, de préférence appliquées en surface de la matière, - d'extraction, imprégnation, dispersion, solvatation, compatibilisation, adjuvantation, plastification, gélification, liquéfaction, vectorisation, combustion, de préférence appliquées au sein de la totalité de la masse constitutive de la matière.- washing, cleaning (including precision), wetting, rinsing, degreasing, coating, gluing, coating, lamination, surfacing (including paper), coating (including paper), deicing, disinfection, decontamination, dusting, machining, cutting, stripping, abrasion, satin finishing, anti-rust treatment, anti-corrosion treatment, lubrication, waxing, dyeing, painting, varnishing, coloring, gilding, brightening, printing, marking, revelation, deinking, bleaching, bleaching, deodorization, perfuming or aromatization, operations applied on the surface and / or in the constituent mass of the material, preferably applied on the surface of the material, - extraction, impregnation, dispersion, solvation, compatibilisation, adjuvantation, plasticization, gelation, liquefaction, vectorization , combustion, preferably applied to within the entire constitutive mass of matter.
Compte-tenu de la diversité des matières à traiter et des types de traitements, il est fait appel industriellement, en vue desdits traitements, à une multitude de compositions se présentant sous différentes formes (liquide, émulsionnée, pâteuse, solide, gazeuse, en aérosol), y compris sous forme d'articles finis ou semi-finis de structures, dimensions et formes de présentation très variables, et présentant des fonctionnalités forcément très diverses telles que des compositions suivantes, nettoyantes, détergentes, détachantes, décapantes, dégraissantes, dépoussiérantes, lubrifiantes, antigel, désinfectantes, désodorisantes, d'imprégnation, parfumantes, décoratives, adhésives, liantes ou filmogènes. Il peut s'agir en particulier de compositions, entièrement formulées ou non, directement utilisables en l'état ou non, de parfums et ambianceurs, de peintures, de latex, de sauces de couchage, d'encres, de laques, de lasures et vernis pour bois, de colles et adhésifs, de liants pour fonderie, d'huiles de coupe, de fluides d'usinage, de fluides de forage, de bains photographiques, de carburants, de décapants, de lave- vitres, de lessives liquides, pulvérulentes ou en tablettes notamment pour le lavage de la vaisselle, du linge ou des sols, de compositions de nettoyage de précision pour photolithographie, de compositions dégivrantes, de compositions de mouillage pour imprimerie (« fountain solutions ») , de compositions de revêtement pour boîtes ou bobines métalliques (« can coating compositions » ou « coil coating compositions ») , de lingettes imbibées ou de produits phytosanitaires y compris à activité fongicide ou herbicide. Quelles que soient la fonctionnalité et la destination de chacune de ces compositions, il est souhaité, dans la pratique industrielle actuelle, que tout moyen mis en œuvre lors de sa préparation puisse présenter l'ensemble des critères listés ci-après : a) être suffisamment efficace pour toute fonction à laquelle il est destiné pour un traitement donné, b) ne pas détériorer, et si possible améliorer, les conditions de préparation et/ou les conditions d'utilisation de toute composition dans laquelle il est incorporé en vue d'un traitement donné, c) ne pas détériorer, et si possible améliorer, les performances et caractéristiques physiques intermédiaires et finales de ladite composition ou de toute matière traitée avec ladite composition, d) présenter une innocuité élevée et le minimum de désagréments, notamment en termes de protection de l'homme et de l'environnement, e) être issu de matières d'origine naturelle et si possible renouvelables.Given the diversity of the materials to be treated and types of treatments, it is industrially used, for the purpose of said treatments, a multitude of compositions in different forms (liquid, emulsified, pasty, solid, gaseous, aerosol ), including in the form of finished or semi-finished articles of structures, dimensions and forms of presentation that are very variable, and which have necessarily a wide variety of functionalities such as the following compositions, cleaning, detergent, stain remover, degreaser, degreaser, dust remover, lubricating, antifreeze, disinfectant, deodorant, impregnating, perfuming, decorative, adhesive, binder or film forming agents. It may be in particular compositions, fully formulated or not, directly usable in the state or not, perfumes and ambiancers, paints, latex, coating sauces, inks, lacquers, stains and wood varnishes, glues and adhesives, foundry binders, cutting oils, machining fluids, drilling fluids, photographic baths, fuels, paint removers, window cleaners, liquid detergents, pulverulent or in tablet form, especially for washing dishes, linen or floors, precision cleaning compositions for photolithography, deicing compositions, fountain solutions, coating compositions for boxes or metal coils ("can coating compositions" or "coil coating compositions"), impregnated wipes or phytosanitary products including fungicidal or herbicidal activity. Whatever the functionality and purpose of each of these compositions, it is desirable in current industrial practice that any means implemented during its preparation may present all the criteria listed below: a) be sufficiently effective for any function for which it is intended for a given treatment, b) not to deteriorate, and if possible improve, the conditions of preparation and / or the conditions of use of any composition in which it is incorporated with a view to a given treatment, c) not to deteriorate, and if possible improve, the intermediate and final performance and physical characteristics of said composition or of any material treated with said composition, d) to be of high safety and minimum of inconvenience, particularly in terms of protection of man and the environment, (e) be derived from materials of natural origin and, if possible, renewable.
En particulier, il est tout particulièrement recherché un moyen qui, idéalement et en regard des critères précités : a) soit véritablement efficace, par exemple comme agent nettoyant, mouillant, dispersant, lubrifiant, compatibilisant, et/ou agent de coalescence. b) soit avantageusement utilisable dans des compositions destinées à être appliquées (i) aussi bien à froid qu'à chaud et/ou (ii) aussi bien à pH neutre qu'à pH acide ou basique. c) ne détériore pas, si possible améliore, les caractéristiques physiques, organoleptiques et plus généralement applicatives, par exemple le pouvoir filmogène, le pouvoir mouillant, la viscosité, la volatilité, la miscibilité à l'eau, la stabilité chimique, la couleur, la transparence et/ou l'odeur, desdites compositions mais également les caractéristiques, y compris organoleptiques, de toute matière, par exemple de toute surface de verre, de métal, de bois, de papier ou de plastique, traitée avec lesdites compositions . d) soit écologiquement plus acceptable que les adjuvants de même (s) fonctionnalité (s) classiquement utilisés, par exemple les éthers de glycols, les hydrocarbures d'origine fossile ou les solvants chlorés en général, et notamment :In particular, it is particularly desirable to find a means which, ideally and with regard to the aforementioned criteria: a) is really effective, for example as a cleaning agent, wetting agent, dispersant, lubricant, compatibilizer, and / or coalescing agent. b) is advantageously usable in compositions intended to be applied (i) both cold and hot and / or (ii) both neutral pH and acidic or basic pH. c) does not deteriorate, if possible improves, the physical, organoleptic and more generally applicative characteristics, for example the film-forming power, the wetting power, the viscosity, the volatility, miscibility with water, chemical stability, color, transparency and / or odor, of said compositions but also the characteristics, including organoleptic characteristics, of any material, for example of any glass surface, of metal of wood, paper or plastic, treated with said compositions. (d) is more ecologically acceptable than adjuvants of the same classically used functionality, for example glycol ethers, fossil hydrocarbons or chlorinated solvents in general, and in particular:
- ne contienne pas de substances dangereuses et notamment de substances reconnues comme toxiques, cancérigènes ou mutagènes, présente une faible propension à générer des composés organiques volatiles (COV) , y compris lors de l'application à chaud des compositions le contenant, et en particulier présente une pression de vapeur, à 25°C, inférieure à 13,3 Pa, de façon à préserver la couche d' ozone,- does not contain dangerous substances and in particular substances recognized as toxic, carcinogenic or mutagenic, has a low propensity to generate volatile organic compounds (VOCs), including during the hot application of the compositions containing it, and in particular has a vapor pressure, at 25 ° C, of less than 13.3 Pa, so as to preserve the ozone layer,
- présente un point éclair élevé, de préférence supérieur à 600C, en particulier supérieur à 700C, de façon à ne pas induire d'explosion, - présente une odeur acceptable, en tous cas significativement moins incommodante ou irritante que les adjuvants classiques en général,has a high flash point, preferably greater than 60 ° C., in particular greater than 70 ° C., so as not to induce an explosion, has an acceptable odor, in any case significantly less troublesome or irritating than adjuvants classics in general,
- présente une bonne rinçabilité, i.e une bonne aptitude à être entraîné par une solution aqueuse tout en étant inoffensif pour l'environnement (absence de bioaccumulation, absence de toxicité pour la flore et la faune, notamment aquatique, et biodégradabilié suffisante) . En vue de limiter l'usage de composés reconnus dangereux ou toxiques pour l'homme et/ou l'environnement tels que les hydrocarbures d'origine fossile, les solvants chlorés ou les éthers de glycols, il a notamment été proposé depuis une trentaine d'années, de les remplacer en tout ou partie par des compositions à base d' ester (s) .- Has good rinsability, ie good ability to be driven by an aqueous solution while being harmless to the environment (no bioaccumulation, no toxicity to flora and fauna, especially aquatic, and sufficient biodegradability). In order to limit the use of compounds known to be dangerous or toxic to humans and / or the environment, such as fossil hydrocarbons, chlorinated solvents or glycol ethers, it has been proposed in particular since about thirty years. 'years, to replace them in whole or in part by compositions based on ester (s).
L'usage d'esters de l'acide lactique a, par exemple, été décrit : - dans la préparation de peintures, laques ou vernis dans les brevets US 3 985 691, EP 659 856 ou EP 851 298,The use of lactic acid esters has, for example, been described: in the preparation of paints, lacquers or varnishes in the patents US Pat. No. 3,985,691, EP 659,856 or EP 851,298,
- en association avec des glycérides ou dérivés, dans la préparation de compositions solvantes en général dans le brevet WO 01/18162 ou spécifiquement destinées au nettoyage de surfaces souillées par de l'encre dans le brevet WO 01/74984,in combination with glycerides or derivatives, in the preparation of solvent compositions in general in patent WO 01/18162 or specifically intended for cleaning surfaces soiled with ink in patent WO 01/74984,
- dans la préparation de compositions lubrifiantes dans le brevet WO 03/106599, - sous forme de dérivés de type mono- et poly lactyl lactate d'alkyle, dans le nettoyage ou le dégraissage de pièces métalliques dans le brevet WO 03/087284, dans la préparation de carburants de type « diesel/fuel » dans le brevet US 6 719 815.in the preparation of lubricating compositions in patent WO 03/106599, in the form of derivatives of mono- and poly lactyl lactate alkyl type, in the cleaning or degreasing of metal parts in patent WO 03/087284, in the preparation of "diesel / fuel" type fuels in US Pat. No. 6,719,815.
Les compositions contenant des esters d' acide lactique présentent cependant un certain nombre d' inconvénients et notamment : un manque de pouvoir solvant pour les matières très hydrophobes, une odeur relativement prononcée, un point éclair relativement bas (46°C pour le lactate d'éthyle) et une grande inflammabilité, une tension de vapeur élevée, une instabilité élevée en milieu alcalin, une résistance à l'hydrolyse relativement faible et un caractère irritant (présence d'acide lactique libre).Compositions containing lactic acid esters, however, have a certain number of drawbacks, and in particular: a lack of solvent power for highly hydrophobic materials, a relatively pronounced odor, a relatively low flash point (46 ° C. for lactate). ethyl) and high flammability, high vapor pressure, high instability in alkaline medium, resistance to relatively weak hydrolysis and an irritating character (presence of free lactic acid).
Pour pallier tout ou partie de ces inconvénients, il a été préconisé d'associer lesdits esters respectivement :To overcome all or part of these disadvantages, it has been recommended to associate said esters respectively:
- à des esters d' acides gras en vue d' augmenter le point éclair des compositions suivantes résultantes (WO 01/18162) , à des aminés tertiaires en vue d' améliorer l'odeur de celles-ci (WO 03/016449), à du d-limonène en vue d'en améliorer les possibilités d'usage en général, y compris le pouvoir solvant pour des matières très hydrophobes (US 6 797 684) . En vue de limiter l'usage de solvants reconnus dangereux pour l'homme et/ou l'environnement, il a également été proposé de les remplacer, en tout ou partie, en association ou non avec des esters d'acide lactique, par des compositions à base de produits tels que les esters méthyliques d'huiles végétales, les esters d'acides dicarboxyliques ou esters dibasiques (« Dibasicfatty acid esters for increasing the flash point of the following compositions (WO 01/18162) to tertiary amines for improving the odor thereof (WO 03/016449), to d-limonene in order to improve the possibilities of use in general, including the solvent power for highly hydrophobic materials (US 6,797,684). In order to limit the use of solvents recognized as dangerous for man and / or the environment, it has also been proposed to replace them, in whole or in part, in association or not with lactic acid esters, with compositions based on products such as vegetable oil methyl esters, dicarboxylic acid esters or dibasic esters ("Dibasic
Esters » ou « DBE ») ou les terpènes comme le d-limonène.Esters "or" DBE ") or terpenes such as d-limonene.
Ces produits présentent cependant les inconvénients suivants : - esters méthyliques d'huiles végétales, par ex de colza, de soja, de tournesol ou de ricin : odeur prononcée, couleur prononcée, non miscibilité à l'eau, absence de rinçabilité, pouvoir solvant limité (applicable à peu de matières et avec une efficacité souvent limitée) , viscosité souvent inadaptée, aptitude à figer à froid, esters dibasiques, par exemple les esters diméthyliques d'acides adipique, glutarique ou succinique et leurs mélanges : pouvoir solvant limité, faible miscibilité à l'eau, mauvaise rinçabilité, viscosité parfois inadaptée (soit trop faible, soit trop élevée) , stabilité insuffisante, caractère irritant dû à la présence d'acides libres, - terpènes (d-limonène) : non miscibilité à l'eau, non rinçabilité, point éclair relativement bas (48°C), caractère irritant, faible stabilité chimique (auto-oxydation) .However, these products have the following drawbacks: methyl esters of vegetable oils, eg rapeseed, soya, sunflower or castor oils: pronounced odor, pronounced color, immiscibility in water, absence of rinsability, limited solvent power (Applicable to few materials and with often limited effectiveness), viscosity often unsuitable, cold-setting ability, dibasic esters, for example dimethyl esters of adipic, glutaric or succinic acids and mixtures thereof: limited solvent power, low miscibility with water, poor rinsability, sometimes unsuitable viscosity (either too low or too high), insufficient stability, irritating character due to the presence of free acids, - terpenes (d-limonene): immiscibility in water , not rinsing, relatively low flash point (48 ° C), irritating, low chemical stability (auto-oxidation).
La Société Demanderesse a trouvé que dans le domaine général du traitement d'une matière autre que le corps humain, il était désormais possible de disposer d' un moyen qui : non seulement, en tant que tel, vérifie l'ensemble des critères a) à d) précités, - mais encore permet de formuler avantageusement, en regard notamment desdits critères, de nouvelles compositions à base d'additifs de nature chimique ou de fonctionnalité (s) très variées.The Applicant Company has found that in the general field of processing a subject other than the human body, it is now possible to have a means which: not only, as such, verifies all the criteria a) to d) above, - but also makes it possible advantageously to formulate, in particular with respect to said criteria, new compositions based on additives of a chemical nature or of very varied functionality (s).
Ce moyen consiste donc en l'utilisation d'un éther de dianhydrohexitol (ici désigné « composé A ») comme composant desdites compositions en association avec un composé (ici désigné « composé B ») sélectionné parmi certains agents solubilisants, les agents alcalins et les agents acides. De manière plus précise la présente invention a pour objet un procédé de traitement d'une matière autre que le corps humain, comprenant le mélange ou la mise en contact de ladite matière avec une composition comprenant : a) au moins un composé A choisi parmi les éthers de dianhydrohexitol, et b) au moins un composé B choisi parmi les agents alcalins, les agents acides, et les agents solubilisants choisis parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques. Par « dianhydrohexitol », on entend tout particulièrement l' isosorbide, l' isomannide, l'isoidide, 1' isogalactide ainsi que tout mélange d'au moins deux de ces produits.This means therefore consists in the use of a dianhydrohexitol ether (hereinafter referred to as "compound A") as a component of said compositions in combination with a compound (hereinafter referred to as "compound B") selected from certain solubilizing agents, alkaline agents and acidic agents. More specifically, the subject of the present invention is a process for treating a material other than the human body, comprising mixing or bringing said material into contact with a composition comprising: a) at least one compound A selected from the group consisting of dianhydrohexitol ethers, and b) at least one compound B selected from alkaline agents, acidic agents, and solubilizing agents selected from liquid alcohols at 25 ° C. other such as isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids. By "dianhydrohexitol" is particularly meant isosorbide, isomannide, isoidide, isogalactide and any mixture of at least two of these products.
Par « éther de dianhydrohexitol » on entend notamment tout composé A choisi parmi les monoéthers de dianhydrohexitols, les diéthers de dianhydrohexitols et les mélanges de ces éthers .The term "dianhydrohexitol ether" is intended to mean, in particular, any compound A chosen from dianhydrohexitol monoethers, dianhydrohexitol diethers and mixtures of these ethers.
Il s'agit de préférence d' éthers alkyliques de dianhydrohexitols, en particulier des éthers de méthyle, d' éthyle, d'hexyle ou de 2-éthylhexyle d' isosorbide, d' isomannide et d'isoidide.It is preferably alkyl ethers of dianhydrohexitols, in particular methyl, ethyl, hexyl or 2-ethylhexyl ethers of isosorbide, isomannide and isoidide.
Ledit composé A peut notamment être constitué, en totalité ou majoritairement (i.e pour au moins 50 % de sa matière sèche) , de diméthylisosorbide (« DMI ») , de diéthylisosorbide (« DEI ») , de di-2 éthylhexylisosorbideSaid compound A may in particular consist, in whole or in majority (i.e for at least 50% of its dry matter), dimethylisosorbide ("DMI"), diethylisosorbide ("DEI"), di-2-ethylhexylisosorbide
(« DEHI ») et/ou de diméthylisoidide (« DMIi ») .("DEHI") and / or dimethylisoidide ("DMIi").
Ledit composé A peut être présent en toutes proportions au sein de la composition utilisée dans le procédé de l'invention. Il peut ainsi, en fonction de la nature et de la destination de ladite composition : être le composant majoritaire de ladite composition et représenter de 51 à 99,8%, notamment de 55 à 99,5%, du poids de ladite composition, ou inversement, représenter moins de 50%, notamment de 10 à 45%, du poids de ladite composition.Said compound A may be present in all proportions within the composition used in the process of the invention. It can thus, depending on the nature and the destination of said composition: be the majority component of said composition and represent from 51 to 99.8%, especially from 55 to 99.5%, of the weight of said composition, or conversely, represent less than 50%, especially 10 to 45%, of the weight of said composition.
L' éther de dianhydrohexitol (composé A) représente de préférence plus dé 5%, de préférence plus de 10% et plus préférentiellement encore plus de 15%, du poids de ladite composition.The dianhydrohexitol ether (compound A) preferably represents more than 5%, preferably more than 10% and more preferably still more than 15%, of the weight of said composition.
Selon une première variante, le composé A et le composé B sont présents au sein de la composition utilisée dans le procédé de l'invention selon un ratio pondéral composé A/composé B, exprimé en poids sec/poids sec, compris entre 2/98 et 98/2, de préférence compris entre 5/95 et 95/5.According to a first variant, compound A and compound B are present in the composition used in the process of the invention in a weight ratio of compound A / compound B, expressed in dry weight / dry weight, of between 2/98. and 98/2, preferably between 5/95 and 95/5.
Comme indiqué précédemment, l'agent solubilisant est choisi parmi :As indicated above, the solubilising agent is chosen from:
- les alcools gras liquides à 25 0C autres que l'alcool isostéarylique tels que le butanol, l' isobutanol, l' isobutylcarbinol, l'hexanol, l'heptanol, l'octanol, le nonanol et le décanol, - les alcools non gras tels que les sucre-alcools, en particulier les hexitols, anhydrohexitols tels que l'isosorbide et pentitols, le glycérol, le méthanol, l'éthanol, le 2 butoxyéthanol, l' isopropanol, le propane- l-ol et l'alcool benzylique, - les composés terpéniques tels que le d-limonène, le dipentène, les pinènes, les huiles essentielles d'agrumes, de pin, d'eucalyptus ou de camphre, les essences de térébenthine, les aldéhydes tels que le benzaldéhyde et ses dérivés, les cétones tels que la N-méthylpyrrolidone (NMP), la cyclohexanone et l' isophorone, les composés fluorés, en particulier les hydrofluoroéthers (HFE) , les hydrofluorocarbures (HFC) , les hydrochlorofluorocarbures (HCFC) comme les hydrofluoroalcanes et hydrochlorofluoroalcanes,fatty alcohols which are liquid at 25 ° C. other than isostearyl alcohol, such as butanol, isobutanol, isobutylcarbinol, hexanol, heptanol, octanol, nonanol and decanol; fatty alcohols such as isosorbide and pentitols, glycerol, methanol, ethanol, 2-butoxyethanol, isopropanol, propan-1-ol and alcohol benzyl, - terpene compounds such as d-limonene, dipentene, pinene, citrus, pine, eucalyptus or camphor essential oils, turpentine spirits, aldehydes such as benzaldehyde and its derivatives ketones such as N-methylpyrrolidone (NMP), cyclohexanone and isophorone, fluorinated compounds, in particular hydrofluoroethers (HFE), hydrofluorocarbons (HFCs), hydrochlorofluorocarbons (HCFCs) such as hydrofluoroalkanes and hydrochlorofluoroalkanes,
- les composés soufrés , les éthers , en particulier, de glycérol , d' hexylèneglycols ou de propylèneglycols , les esters, en particulier :sulfur compounds, ethers, in particular glycerol, hexylene glycols or propylene glycols, esters, in particular:
* de glycérol tels que triacétine, tributyrine, tricapryline, trioctanine ou trioléine,glycerol such as triacetin, tributyrin, tricapryline, trioctanine or triolein,
* de dianhydrohexitols, notamment d' isosorbide, d' isomannide ou d'isoidide,* dianhydrohexitols, in particular isosorbide, isomannide or isoidide,
* de monoacides non gras tels que les lactates ou acétates de méthyle, d'éthyle, de butyle, d'isobutyle, de propyle, d' isopropyle, d'amyle ou de benzyle,non-fatty monoacids such as lactates or acetates of methyl, ethyl, butyl, isobutyl, propyl, isopropyl, amyl or benzyl,
* de polyacides non gras tels que les citrates, adipates, succinates ou glutarates de méthyle ou d' isobutyle,non-fatty polyacids such as citrates, adipates, succinates or glutarates of methyl or isobutyl,
* d'acides gras, notamment issus de corps gras végétaux, par exemple les esters méthyliques, n- propyliques, isopropyliques, butyliques ou éthylhexyliques, les fluides supercritiques, notamment le CO2 supercritique .fatty acids, especially derived from vegetable fats, for example methyl, n-propyl, isopropyl, butyl or ethylhexyl esters, supercritical fluids, in particular supercritical CO 2 .
Selon un mode de réalisation préféré, l'agent solubilisant associé à l'éther de dianhydrohexitol dans la composition utilisée selon l'invention présente : a) une pression de vapeur, à 25°C, inférieure à 13,3 Pa, de préférence au plus égale à 10 Pa, et/ou b) un point éclair supérieur à 6O0C, de préférence supérieur à 7O0C et plus préférentiellement encore supérieur à 85 ° C, et/ou c) une biodégradabilité telle qu'après 28 jours, au moins 20 %, de préférence au moins 70 %, dudit agent solubilisant, se soit dégradé.According to a preferred embodiment, the solubilizing agent combined with the dianhydrohexitol ether in the composition used according to the invention has: a) a vapor pressure, at 25 ° C., of less than 13.3 Pa, preferably more than 10 Pa, and / or b) a flash point greater than 60 ° C., preferably greater than 70 ° C. and more preferably still greater than 85 ° C., and / or (c) a biodegradability such that after 28 days at least 20%, preferably at least 70%, of said solubilizing agent has been degraded.
La biodégradabilité est ici mesurée selon la méthode, ci-après désignée « OCDE 302 B », préconisée par l'OCDE sous les N° et titre suivants :N°302 B Biodégradabilité intrinsèque : essai Zahn - Wellens / EMPA (' Inhérent Biodegradability : Zahn - Wellens / EMPA Test ') .Biodegradability is measured here according to the method, hereinafter referred to as "OECD 302 B", recommended by the OECD under the following N ° and Title: N ° 302 B Intrinsic biodegradability: Zahn-Wellens test / EMPA ('Inherent Biodegradability: Zahn - Wellens / EMPA Test').
Selon un autre mode de réalisation, associée ou non au précédent, ledit agent solubilisant est choisi dans le groupe comprenant les alcools non gras, les esters de glycérol et de dianhydrohexitols, les esters de monoacides non gras, de préférence les lactates et les acétates, les esters de polyacides non gras, les esters d'acides gras, les composés terpéniques, les éthers de glycérol, les éthers de propylèneglycols, les composés fluorés, les composés soufrés, les fluides supercritiques et les mélanges de ces produits.According to another embodiment, whether or not associated with the preceding, said solubilising agent is chosen from the group comprising non-fatty alcohols, esters of glycerol and of dianhydrohexitols, non-fatty monoacid esters, preferably lactates and acetates, polyunsaturated fatty acid esters, fatty acid esters, terpene compounds, glycerol ethers, propylene glycol ethers, fluorinated compounds, sulfur compounds, supercritical fluids and mixtures of these products.
Ledit agent solubilisant peut alors être avantageusement choisi dans le groupe comprenant a) les alcools non gras, en particulier l' isosorbide, le glycérol, l'éthanol, le propanol, l' isopropanol et le 2- butoxyéthanol, b)les esters de glycérol et de dianhydrohexitols, en particulier la triacétine, la tributyrine, les acétates, les n- et isobutyrates, les n- hexylates, les éthylhexylates et octanoates d' isosorbide ou d'isoidide, c) les esters, en particulier méthyliques, éthyliques, n-butyliques et iso-butyliques, n-propyliques et iso-propyliques, hexyliques et éthylhexyliques, des acides lactique, acétique, adipique, succinique, glutarique ou des acides gras comprenant de 3 à 24 atomes de carbone, d) les composés terpéniques, en particulier le d-limonène et les pinènes, e) les éthers de glycérol et f) les mélanges de ces produits.Said solubilizing agent may then advantageously be chosen from the group comprising a) non-fatty alcohols, in particular isosorbide, glycerol, ethanol, propanol, isopropanol and 2-butoxyethanol, b) glycerol esters. and dianhydrohexitols, in particular triacetin, tributyrin, acetates, isosorbide or isoidide n-hexylates, n-hexylates, ethylhexylates and octanoates, c) esters, in particular methyl, ethyl, n -butyl and iso-butyl, n-propyl and iso-propyl, hexyl and ethylhexyl, lactic, acetic, adipic, succinic, glutaric or fatty acids comprising from 3 to 24 carbon atoms, d) terpene compounds, particularly d-limonene and pinenes, e) glycerol ethers and f) mixtures of these products.
De manière générale, on préfère mettre en œuvre un agent solubilisant qui est liquide à 25 0C.In general, it is preferred to use a solubilizing agent which is liquid at 25 ° C.
La Société Demanderesse a, dans un premier temps et à l'issue de nombreux travaux de recherche et d'analyse, démontré que les éthers de dianhydrohexitols présentaient de multiples autres avantages que ceux jusqu'alors effectivement décrits et exploités depuis plus de 50 ans et ce, plus particulièrement pour le DMI et 'dans le domaine du traitement du corps humain (absence de caractère irritant et de toxicité pour l' homme, faible odeur, miscibilité à l'eau en toutes proportions, point éclair élevé) .As a first step, and after much research and analysis, the Applicant Company has shown that dianhydrohexitol ethers have many other advantages than those hitherto actually described and exploited for more than 50 years and more particularly for DMI and ' in the field of treatment of the human body (lack of irritancy and toxicity to humans, low odor, miscibility with water in all proportions, high flash point).
Elle a notamment démontré que ces éthers, dont notamment le DMI, présentaient l'ensemble des avantages ci-dessous, jusqu'alors jamais décrits ni exploités, en tous cas à sa connaissance:In particular, it demonstrated that these ethers, including DMI, had all of the following advantages, hitherto never described or exploited, in any case to its knowledge:
° une vitesse d' évaporation par rapport à l'acétate de n-butyle extrêmement faible (inférieure à 0,005 à 20 0C) , traduisant une très faible propension à générer des composés organiques volatils (COV) ,An evaporation rate relative to the extremely low n-butyl acetate (less than 0.005 at 20 ° C.), reflecting a very low propensity to generate volatile organic compounds (VOCs),
° une biodégradabilité facile ( ΛReady° easy biodegradability ( Λ Ready
Biodegradability' ) , appréciée selon la méthode préconisée par l'OCDE sous le N° 301 A ( ΛDOC Die - Away Test'), supérieure à 20 % à 28 jours, en l'occurrence de l'ordre de 25 % et une biodégradabilité intrinsèque aérobieBiodegradability), assessed according to the method recommended by the OECD under No. 301 A DOC Die - Away Test ') higher than 20% at 28 days, in this case of the order of 25% and a intrinsic biodegradability aerobic
(selon méthode « OCDE 302 B » précitée) supérieure à 20 % à 28 jours, en l'occurrence de l'ordre de 36 %, lesdites valeurs traduisant le fait que le DMI ne peut ni persister indéfiniment dans l'environnement, ni présenter un quelconque risque de bioaccumulation dans le sol, les plantes ou les tissus animaux, une absence d' effet négatif sur la biodégradabilité d'autres substances, une absence de toxicité pour les organismes aquatiques tels que bactéries, algues d'eau douce, daphnies et poissons d'eau douce,(according to the "OECD 302 B" method) above 20% at 28 days, in this case of the order of 36%, said values reflecting the fact that the IMD can not persist indefinitely in the environment, or present any risk of bioaccumulation in soil, plants or animal tissues, absence of adverse effect on the biodegradability of other substances, absence of toxicity to aquatic organisms such as bacteria, freshwater algae, daphnia and freshwater fish,
° un pouvoir solvant important, en particulier une miscibilité à la très grande majorité des familles d'agents solubilisants utilisées industriellement (alcools, composés terpéniques, composés aldéhydiques, composés cétoniques, composés soufrés, composés fluorés, éthers et esters), à l'exception des seuls alcanes,An important solvent power, in particular miscibility with the vast majority of families of solubilizing agents used industrially (alcohols, terpene compounds, aldehyde compounds, ketone compounds, sulfur compounds, fluorinated compounds, ethers and esters), with the exception of only alkanes,
0 un pouvoir compatibilisant ou de tiers solvant de compositions à base d' alcanes, d'huiles minérales ou de distillats de pétrole, 0 a compatibilizing power or third solvent based compositions of alkanes, mineral oils or petroleum distillates,
0 un pouvoir hydrotrope élevé, c'est à dire une forte aptitude à permettre, en milieu aqueux, une solubilisation de composés insolubles tels que par exemple certaines matières colorantes, une haute stabilité physico-chimique tant en milieu neutre qu'en milieu acide ou alcalin, et une absence de pouvoir corrosif vis-à-vis des métaux utilisés classiquement en milieu industriel comme l'acier, la fonte ferreuse, le plomb, l'aluminium, le cuivre, l'étain ou le laiton. 0 hydrotrope a high power, i.e. a high ability to allow, in aqueous media, a solubilizing insoluble compounds such as for example some dyestuffs, high physicochemical stability both in neutral medium or in an acid medium alkali, and an absence of corrosive power vis-à-vis metals conventionally used in industrial environments such as steel, iron-smelting, lead, aluminum, copper, tin or brass.
La Société Demanderesse a ensuite imaginé que l'association d'un éther de dianhydrohexitol à des produits tels que les agents solubilisants listés ci- avant permettait à ces produits, pourtant de nature chimique et de caractéristiques intrinsèques extrêmement variées, de trouver de nouvelles possibilités d'utilisation, à savoir autres que le traitement du corps humain et ce, en particulier comme substituts de matières dangereuses, toxiques ou polluantes.The Applicant Company then imagined that the combination of a dianhydrohexitol ether with products such as the solubilizing agents listed above allowed these products, although of a chemical nature and with extremely varied intrinsic characteristics, to find new possibilities for improving use, namely other than the treatment of the human body and this, in particular as substitutes for hazardous, toxic or polluting materials.
Il a ainsi été observé qu'un composé A comme le DMI permettait, même lorsqu'il était présent de façon minoritaire par rapport à un composé B de type agent solubilisant tel que sélectionné, de procurer un certain nombre d'effets avantageux, lesdits effets pouvant par ailleurs varier en fonction de la nature de l'agent solubilisant retenu. La Demanderesse a obtenu en particulier les résultats suivants, grâce à l'association du DMI à l'un ou l'autre des composés B ci-dessous:It has thus been observed that a compound A such as DMI, even when it was present in a minority manner with respect to a solubilizing agent compound B as selected, has a number of advantageous effects, said effects may also vary depending on the nature of the solubilizing agent retained. The Applicant has obtained in particular the following results, thanks to the association of the DMI with one or other of the compounds B below:
* lactate d' éthyle ou de butyle : réduction de l'odeur, augmentation du point éclair, augmentation de la tension de vapeur, augmentation de la stabilité, extension du pouvoir solvant.* ethyl or butyl lactate: reduction of the odor, increase of the flash point, increase of the vapor tension, increase of the stability, extension of the solvent power.
* d-limonène ou dipentène : réduction de l'odeur, augmentation de la viscosité, augmentation de la irascibilité à l'eau, augmentation du point éclair, réduction de l' inflammabilité, extension du pouvoir solvant.* d-limonene or dipentene: reduction of the odor, increase of the viscosity, increase of the irascibility with the water, increase of the flash point, reduction of the flammability, extension of the power solvent.
* esters dibasiques : ajustement de la viscosité, amélioration de la rinçabilité, amélioration de la stabilité, réduction de la tension de vapeur, réduction du pouvoir irritant, extension du pouvoir solvant.* dibasic esters: adjustment of the viscosity, improvement of the rinsability, improvement of the stability, reduction of the vapor tension, reduction of the irritating power, extension of the solvent power.
* esters méthyliques d' acides gras d' huiles végétales : réduction de la couleur et de l'odeur, réduction de la température de figeage à froid, amélioration de la rinçabilité, extension du pouvoir solvant.* fatty acid methyl esters of vegetable oils: reduction of color and odor, reduction of cold setting temperature, improvement of rinsability, extension of solvent power.
* N-méthylpyrrolidone (NMP) : augmentation de la viscosité, réduction de la tension de vapeur, extension du pouvoir solvant.* N-methylpyrrolidone (NMP): increase of the viscosity, reduction of the vapor pressure, extension of the solvent power.
Selon un mode particulier, l'éther de dianhydrohexitol (composé A) est minoritaire par rapport à l'agent solubilisant au sein de la composition utilisée selon l'invention, laquelle est donc alors caractérisée en ce que :According to a particular embodiment, the dianhydrohexitol ether (compound A) is minor to the solubilizing agent in the composition used according to the invention, which is then characterized in that:
- l'agent solubilisant est choisi parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les- composés terpéniques, les composés aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters, et les fluides supercritiques, et le ratio pondéral (poids sec /poids sec) composé A/composé B est inférieur à 50/50, de préférence compris entre 2/98 et 40/60.the solubilising agent is chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehyde compounds, ketones, fluorinated compounds, sulfur compounds, ethers, esters, and supercritical fluids, and the weight ratio (dry weight / dry weight) compound A / compound B is less than 50/50, preferably between 2/98 and 40/60.
Ce ratio peut notamment être compris entre 5/95 et 25/75.This ratio can in particular be between 5/95 and 25/75.
Comme indiqué précédemment, le composé B peut également être choisi parmi les agents alcalins. Par « agents alcalins », on entend notamment les composés choisis dans le groupe comprenant l'ammoniaque, l'urée, les hydroxydes, silicates, métasilicates, aluminosilicates, borates, carbonates, bicarbonates, percarbonates, sulfates, phosphates, phosphonates et hypochlorites de métaux alcalins ou alcalin-terreux, en particulier de sodium, les sels alcalins ou alcalin- terreux d'acides organiques, gras ou non gras, en particulier des acides citrique, lactique, gluconique, formique, tartrique, acétique, laurique, stéarique ou oléïque, les aminés primaires, secondaires ou tertiaires, les dérivés aminés d'alcools, d'acides ou de polymères d'acides, en particulier le 2-amino-2-méthyl-l-propanol (« AMP ») , les dérivés aminés des acides di-, tri-, tétra ou pentaacétique, mono- ou disuccinique, tartrique, citrique ou phosphonique tels que, par exemple, les dérivés aminés connus de l'homme de l'art sous les abréviations de NTA, EDTA, DTPA, EDTMP, MGDA, EDMS et EDDS, ainsi que les mélanges de ces produits.As indicated above, compound B can also be chosen from alkaline agents. The term "alkaline agents" is intended in particular to mean compounds selected from the group consisting of ammonia, urea, hydroxides, silicates, metasilicates, aluminosilicates, borates, carbonates, bicarbonates, percarbonates, sulphates, phosphates, phosphonates and hypochlorites of metals. alkali or alkaline-earth metals, in particular sodium, alkali or alkaline earth salts of fatty or non-fatty organic acids, in particular citric, lactic, gluconic, formic, tartaric, acetic, lauric, stearic or oleic acids, primary, secondary or tertiary amines, amino derivatives of alcohols, acids or acid polymers, in particular 2-amino-2-methyl-1-propanol ("AMP"), amino derivatives of di-, tri-, tetra or pentaacetic, mono- or disuccinic, tartaric, citric or phosphonic such as, for example, amino derivatives known to those skilled in the art under the abbreviations of NTA, EDTA, DTPA, EDTMP, MGDA, EDMS and EDDS, as well as mixtures of these products.
De préférence, lorsqu'elle contient au moins un agent alcalin, la composition utilisée conformément à l'invention présente un pH supérieur à 8, de préférence supérieur à 8,5 et plus préférentiellement encore compris entre 9 et 13. La Société Demanderesse a notamment observé qu'un composé A tel que le DMI, associé à un agent alcalin tel que le métasilicate de disodium ou l'ammoniaque, par exemple au sein d'une composition lessivielle ou de nettoyage, notamment de pH supérieur à 8, avait pour effets d' améliorer les pouvoirs dégraissant et saponifiant de ladite composition.Preferably, when it contains at least one alkaline agent, the composition used according to the invention has a pH greater than 8, preferably greater than 8.5 and even more preferably between 9 and 13. The Applicant Company notably observed that a compound A such as DMI, combined with an alkaline agent such as disodium metasilicate or ammonia, for example in a detergent or cleaning composition, in particular with a pH greater than 8, had the effect of improving the degreasing and saponifying powers of said composition.
Comme indiqué précédemment le composé B, associé à l'éther de dianhydrohexitol (composé A) conformément à l'invention peut également être choisi parmi les agents acides .As indicated above, compound B, combined with dianhydrohexitol ether (compound A) according to the invention may also be chosen from acidic agents.
Par « agents acides », on entend tous les acides, organiques ou minéraux, notamment ceux choisis dans le groupe comprenant les acides chlorhydrique, sulfurique, phosphorique, sulfamique, citrique, lactique, gluconique, formique, tartrique, acétique, octanoïque, oléique ou benzoïque ainsi que les mélanges de ces acides."Acidic agents" means all acids, organic or inorganic, in particular those chosen from the group comprising hydrochloric, sulfuric, phosphoric, sulphamic, citric, lactic, gluconic, formic, tartaric, acetic, octanoic, oleic or benzoic acids; as well as mixtures of these acids.
De préférence, on met en œuvre un agent acide d'origine organique. De préférence, lorsqu'elle contient au moins un agent acide, la composition utilisée conformément à l'invention présente un pH inférieur à 5, de préférence inférieur à 4,5 et plus préférentiellement encore compris entre 1,5 et 4. La Société Demanderesse a notamment observé qu'un composé A tel que le DMI, associé à un acide tel que l'acide lactique ou l'acide sulfamique, par exemple dans une composition décapante ou détartrante présentant un pH inférieur à 4,5, avait pour effet d'augmenter le pouvoir solubilisant de ceux-ci.Preferably, an acidic agent of organic origin is used. Preferably, when it contains at least one acidic agent, the composition used according to the invention has a pH of less than 5, preferably less than 4.5 and even more preferably between 1.5 and 4. The Applicant Company has in particular observed that a compound A such as DMI, combined with an acid such as lactic acid or sulphamic acid, for example in a descaling or descaling composition having a pH of less than 4.5, had the effect of to increase the solubilizing power of these.
Les compositions utilisées selon l'invention peuvent contenir en outre un ou plusieurs autres constituants, ceux-ci- étant notamment choisis dans le groupe comprenant l'eau, les colorants, les pigments, les épaississants, les agents gélifiants, les principes actifs et les agents tensioactifs .The compositions used according to the invention may also contain one or more other constituents, these being especially chosen from the group comprising water, dyes, pigments, thickeners, gelling agents, active ingredients and surfactants.
Par « principes actifs », on entend notamment les biocides, nématicides, hélicides, insecticides, raticides, fongicides, herbicides et les agents répulsifs pour animaux.By "active ingredients" is meant especially biocides, nematicides, helicines, insecticides, raticides, fungicides, herbicides and repellents for animals.
Par « agents tensioactifs », on entend tous les tensioactifs qu'ils soient anioniques, cationiques, amphotères ou non-ioniques. Les agents tensioactifs anioniques peuvent notamment être choisis parmi les alkylbenzène-sulfonates, paraffine-sulfonates, oléfine- sulfonates, méthylester-sulfonates, alkyléther-sulfates, sulfates d'alcools gras, savons d'acides gras, suifoalkylamides d'acides gras, sulfosuccinates, sulfates de diglycolamides, N-aminoacides acylés ou carboxylates de polyoxyéthylène .By "surfactants" is meant all surfactants whether anionic, cationic, amphoteric or nonionic. The anionic surfactants may in particular be chosen from alkylbenzene sulfonates, paraffin sulfonates, olefin sulfonates, methyl ester sulfonates, alkyl ether sulphates, fatty alcohol sulphates, fatty acid soaps, sulphoalkyl fatty acid amides, sulphosuccinates, diglycolamide sulphates, acylated N-amino acids or polyoxyethylene carboxylates.
Les agents tensioactifs cationiques peuvent notamment être des imidazolines, des mono- ou dialkylammonium quaternaires ou des esters d' ammonium quaternaires.The cationic surfactants may in particular be imidazolines, quaternary mono- or dialkylammonium or quaternary ammonium esters.
Les agents tensioactifs amphotères peuvent notamment être des dérivés amphotères de bétaïne tels que les sulfonates et alkylamidopropylsulfobétaines ou la bétaïneéthoxylée . Les agents tensio-actifs non ioniques, lesquels sont les agents tensio-actifs préférés dans le cadre de la présente invention, peuvent notamment consister en alcools gras éthoxylés, copolymères d'oxyde d'alkylène, en particulier d'oxyde d'éthylène ou propylène, en oxydes d'aminés, alcool amides, éthers de poplyglycérol, alkylpolyglucosides, alkylpolyglucosamides, esters de mono- ou dianhydrohexitols, en particulier en esters de sorbitan, éthoxylés ou non, en esters de pentaérythritol . De préférence, l'agent tensioactif, en particulier non ionique, présente une biodégradabilité à 28 jours d'au moins 20 %, de préférence d'au moins 70 % selon la méthode « OCDE 302 B » mentionnée précédemment. La Société Demanderesse a notamment observé qu'un éther de dianhydrohexitol, tel que le DMI, dans une composition décapante contenant, en outre, un agent tensioactif non-ionique tel qu'un alkylphénol oxyéthyléné, avait pour effet d'améliorer la dépose de la composition sur la surface d'une matière à base de bois, voire d'améliorer le décapage de ladite matière.The amphoteric surfactants may in particular be amphoteric derivatives of betaine such as sulfonates and alkylamidopropylsulfobetaines or betaine ethoxylée. Nonionic surfactants, which are the surfactants preferred in the context of the present invention, may especially consist of ethoxylated fatty alcohols, copolymers of alkylene oxide, in particular of ethylene oxide or propylene oxide. , in amine oxides, alcohol amides, poplyglycerol ethers, alkylpolyglucosides, alkylpolyglucosamides, esters of mono- or dianhydrohexitols, in particular sorbitan esters, ethoxylated or otherwise, to pentaerythritol esters. Preferably, the surfactant, in particular nonionic, has a biodegradability at 28 days of at least 20%, preferably at least 70% according to the method "OECD 302 B" mentioned above. The Applicant Company has notably observed that a dianhydrohexitol ether, such as DMI, in a stripping composition containing, in addition, a nonionic surfactant such as an oxyethylenated alkylphenol, had the effect of improving the deposition of the composition on the surface of a wood-based material, or even to improve the pickling of said material.
L'utilisation conjointe d'un éther de dianhydrohexitol et d' un composé B tel que revendiqué constitue par conséquent un nouveau moyen particulièrement bien adapté aux exigences actuelles, notamment techniques, environnementales et réglementaires, liées au domaine général des compositions destinées au traitement des matières autres que le corps humain, lesdits traitements et lesdites matières pouvant consister en particulier en ceux et celles listé (e) s précédemment .The joint use of a dianhydrohexitol ether and a compound B as claimed is therefore a new means particularly well adapted to current requirements, including technical, environmental and regulatory, related to the general field of compositions for the treatment of materials other than the human body, said treatments and said materials being able to consist in particular of those and those listed previously.
Ces compositions peuvent consister en particulier : a) en des compositions destinées au traitement, en particulier au traitement de surface, d'une matière ligneuse (bois) , textile ou papetière, lesdites compositions étant notamment choisies dans le groupe des peintures, teintures, latex, vernis, laques, lasures, compositions de décapage, compositions de dépoussiérage, encres, colles et sauces de couchage, b) en des compositions destinées au traitement, en particulier au traitement de surface, d'une matière métallique, lesdites compositions consistant notamment en des compositions de lavage, nettoyage, mouillage, rinçage, dégraissage, dépoussiérage, usinage, coupe, décapage, abrasion, satinage, vernissage, anti-rouille, anti-corrosion, lubrification, peinture, dorure, brillantage, revêtement (dont les « can coating compositions » et « coil coating compositions ») , pelliculage ou filmification, c) en des compositions destinées au traitement, en particulier au traitement de surface, d'une matière verrière, lesdites compositions étant notamment choisies dans le , groupe des compositions de lavage telles que les lessives et compositions de nettoyage tels que les lave- vitres, de dégraissage, de dépoussiérage, de dégivrage et de désinfection, d) en des compositions se présentant sous forme de lingettes destinées au traitement, en particulier au nettoyage, dégraissage, dépoussiérage, parfumage et/ou à la désinfection, de toute matière autre que le corps humain, notamment d'une matière ligneuse, polymérique, verrière ou métallique, et e) en des compositions destinées au traitement des plantes, notamment des compositions phytosanitaires, des compositions nutritives pour plantes ou des engrais.These compositions may consist in particular: a) in compositions intended for the treatment, in particular the surface treatment, of a woody material (wood), textile or paper, said compositions being chosen in particular from the group of paints, dyes, latex , varnishes, lacquers, stains, pickling compositions, dedusting compositions, inks, glues and coating colors, b) in compositions intended for the treatment, in particular the surface treatment, of a metallic material, said compositions consisting especially of compositions for washing, cleaning, wetting, rinsing, degreasing, dedusting, machining, cutting, stripping, abrasion, glazing, varnishing, anti-rust, anti-corrosion, lubrication, painting, gilding, brightening, coating (including "can coating compositions" and "coil coating compositions"), film-coating or film-making, c) in compositions for the treatment, in particular the surface treatment, of a glass material, said compositions being chosen especially from the group of washing compositions such as detergents and cleaning compositions such as window-cleaning, degreasing and dust-removing , defrosting and disinfection, d) compositions in the form of wipes for the treatment, in particular cleaning, degreasing, dusting, perfuming and / or disinfecting, of any material other than the human body, particularly woody, polymeric, glassy or metallic material, and e) compositions for the treatment of plants, in particular plant compositions osanoids, plant nutrients or fertilizers.
Dans un mode de réalisation préféré du procédé de l'invention la matière à traiter est une matière métallique, matière ligneuse, matière textile ou matière papetière et le procédé comprend la mise en contact de ladite composition avec la matière à traiter.In a preferred embodiment of the process of the invention the material to be treated is a metal material, woody material, textile material or paper material and the method comprises contacting said composition with the material to be treated.
La présente invention a également pour objet l'utilisation, pour la préparation d'une composition de traitement d'une matière autre que le corps humain : a) d'au moins un composé A choisi parmi les éthers de dianhydrohexitol, de préférence du diméthylisosorbide (« DMI») , et b) d'au moins un composé B choisi parmi les agents alcalins, les agents acides, et les agents solubilisants choisis parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques.The present invention also relates to the use, for the preparation of a treatment composition of a material other than the human body: a) at least one compound A chosen from dianhydrohexitol ethers, preferably dimethylisosorbide ("DMI"), and b) at least one compound B selected from alkaline agents, acidic agents, and solubilizing agents chosen from liquid fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
Enfin l'invention a pour objet une composition de traitement d'une matière autre que le corps humain, caractérisée en ce qu'elle comprend au moins un éther de dianhydrohexitol, de préférence du diméthylisosorbide (« DMI ») , et au moins un composé B choisi parmi les agents alcalins, les agents acides et les agents solubilisants choisis parmi les alcools gras liquides à 25 °C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques.Finally, the subject of the invention is a composition for treating a material other than the human body, characterized in that it comprises at least one dianhydrohexitol ether, preferably dimethylisosorbide ("DMI"), and at least one compound B selected from alkaline agents, acidic agents and solubilizing agents selected from fatty alcohols liquid at 25 ° C other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
Dans un mode de réalisation préféré de cette composition, - le composé B est un agent solubilisant choisi parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters, et les fluides supercritiques, etIn a preferred embodiment of this composition, compound B is a solubilizing agent chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes and ketones. fluorine compounds, sulfur compounds, ethers, esters, and supercritical fluids, and
- le ratio pondéral (poids sec /poids sec) composé A/composé B est inférieur à 50/50, de préférence compris entre 2/98 et 40/60. Les compositions de la présente invention sont de préférence choisies parmi les peintures, les teintures, les latex, les vernis, les laques, les colles, les lasures, les encres, les sauces de couchage, les lessives, les lave-vitres, les compositions de nettoyage, de lavage, de mouillage, de rinçage, de dégraissage, de dépoussiérage, d'usinage, de coupe, de décapage, d'abrasion, de satinage, de vernissage, anti-rouille, anti-corrosion, de lubrification, de dorure, de brillantage, de pelliculage, de revêtement, de désinfection ou de dégrivrage, les lingettes, les compositions phytosanitaires, les compositions nutritives pour plantes et les engrais.- The weight ratio (dry weight / dry weight) compound A / compound B is less than 50/50, preferably between 2/98 and 40/60. The compositions of the present invention are preferably chosen from paints, dyes, latices, varnishes, lacquers, glues, varnishes, inks, coating colors, detergents, window washes, compositions of cleaning, washing, wetting, rinsing, degreasing, dedusting, machining, cutting, pickling, abrasion, glazing, varnishing, anti-rust, anti-corrosion, lubrication, gilding, brightening, laminating, coating, disinfecting or de-wetting, wipes, phytosanitary compositions, plant nutritive compositions and fertilizers.
La présente invention a en outre pour objet l'utilisation d'un éther de dianhydrohexitol, en particulier du DMI, comme agent de coalescence d'une composition à base de latex, notamment choisie parmi les peintures aqueuses, vernis, laques, colles, lasures, encres et sauces de couchage. La présente invention va être décrite de façon encore plus détaillée à l'aide des exemples qui suivent et qui ne sont aucunement limitatifs.The subject of the present invention is furthermore the use of a dianhydrohexitol ether, in particular DMI, as a coalescence agent for a composition based on latex, especially chosen from aqueous paints, varnishes, lacquers, glues, stains , inks and sleeping sauces. The present invention will be described in more detail with the aid of the examples which follow and which are in no way limiting.
EXEMPLE 1 : Compositions de dégraissage de tôles d'acier.EXAMPLE 1: Degreasing compositions of steel sheets.
On dégraisse des tôles d'acier recouvertes d'un film mince uniforme de différentes graisses, lubrifiants ou huiles de coupe entières, utilisés couramment dans l'industrie du traitement des métaux. On compare l'efficacité dégraissante des compositions suivantes :Uniform thin film coated steel sheets of different greases, lubricants or whole cutting oils commonly used in the metal processing industry are degreased. The degreasing efficiency of the following compositions is compared:
COMPOSITION 1 : trichloroéthylène (TCE) commercialisé par la société RIEDEL-DE HAËN sous le numéro de référence 24254, - COMPOSITION 2 : dichlorométhane (DCM) commercialisé par la société RIEDEL-DE HAËN sous le numéro de référence 34488,COMPOSITION 1: trichlorethylene (TCE) marketed by RIEDEL-DE HAËN under the reference number 24254, - COMPOSITION 2: dichloromethane (DCM) marketed by RIEDEL-DE HAËN under the reference number 34488,
- COMPOSITION 3 : dipentène (DP) commercialisé par la société FLUKA sous le numéro de référence 42560, COMPOSITION 4 : lactate d' éthyle (LE) commercialisé par la société SIGMA - ALDRICH,COMPOSITION 3: dipentene (DP) marketed by FLUKA under reference number 42560, COMPOSITION 4: ethyl lactate (LE) marketed by SIGMA-ALDRICH,
- COMPOSITION 5 : diméthylisosorbide (DMI) produit par la Demanderesse sous forme de solution incolore, inodore, faiblement visqueuse et présentant une pureté en diméthylisosorbide de 99,6 % environ,COMPOSITION 5: dimethylisosorbide (DMI) produced by the Applicant in the form of a colorless, odorless, slightly viscous solution having a dimethylisosorbide purity of approximately 99.6%,
- COMPOSITION 6 : mélange à parts égales, en poids, de DMI constitutif de la COMPOSITION 5 et de DP constitutif de la COMPOSITION 3, - COMPOSITION 7 : mélange à parts égales, en poids, de DMI constitutif de la COMPOSITION 5 et de LE constitutif de la COMPOSITION 4.- COMPOSITION 6: mixture in equal parts, by weight, of DMI constituting COMPOSITION 5 and DP constituting COMPOSITION 3, - COMPOSITION 7: mixture in equal parts, by weight, of DMI constituting COMPOSITION 5 and LE constituent of COMPOSITION 4.
Ces compositions présentent en tant que telles les propriétés générales données dans le tableau ci-dessous, lesdites propriétés étant désignées et notées de la façon suivante :These compositions have as such the general properties given in the table below, said properties being designated and noted as follows:
* INF = inflammabilité : - = non ; +/°C = oui/pt éclair.* INF = flammability: - = no; + / ° C = yes / flash point.
* VOL = volatilité/aptitude au séchage : 0 = faible ; + = moyenne ; ++ = forte.* VOL = volatility / drying ability: 0 = low; + = average; ++ = strong.
* RIN = rinçabilité à l'eau : 0 = mauvaise ; + = bonne ; ++ = excellente.* RIN = rinsability with water: 0 = bad; + = good; ++ = excellent.
* BIO = biodégradabilité : 0 = non ; + = oui.* BIO = biodegradability: 0 = no; + = yes.
* ORI = origine renouvelable : 0 = non ; + = oui.* ORI = renewable origin: 0 = no; + = yes.
COMPOSITION CONSTITUANT(S) INF VOL RIN BIO ORCOMPOSITION COMPRISING BIO GOLD INFINITE RINE
1 TCE - ++ 0 - -1 TCE - ++ 0 - -
2 DCM - ++ 0 - -2 DCM - ++ 0 - -
3 DP +/48°C ++ 0 + +3 DP + / 48 ° C ++ 0 + +
4 LE +/46°C + + + +4 LE + / 46 ° C + + + +
5 DMI +/1200C 0 ++ + +5 DMI + / 120 0 C 0 ++ + +
6 DMI/DP +/950C + + + +6 DMI / DP + / 95 0 C + + + +
7 DMI/LE +/960C + ++ + + Les COMPOSITIONS 1 et 2 à base de solvants chlorés, bien qu'ininflammables, ne sont pas biodégradables et ne sont pas d'origine renouvelable contrairement aux autres compositions indiquées. De plus, elles sont reconnues pour avoir une certaine toxicité pour l'homme7 DMI / LE + / 96 0 C + ++ + + COMPOSITIONS 1 and 2 based on chlorinated solvents, although nonflammable, are not biodegradable and are not of renewable origin unlike the other compositions indicated. In addition, they are known to have some toxicity to humans
(étiquetages obligatoires T, Xn, R40, R45 et/ou R65) et pour l'environnement (étiquetages obligatoires R51/R53) .(mandatory labeling T, Xn, R40, R45 and / or R65) and for the environment (mandatory labeling R51 / R53).
Les COMPOSITIONS 3 et 4, bien qu'elles soient d'origine renouvelable tout en étant biodégradables, présentent des points éclairs trop faibles de sorte qu'un étiquetage RIO est nécessaire (points éclairs compris entre 21 et 51°C) .The COMPOSITIONS 3 and 4, although they are of renewable origin while being biodegradable, have flash points too low so that a labeling RIO is necessary (flash points between 21 and 51 ° C).
La COMPOSITION 5 présente en tant que telle des propriétés très avantageuses (point éclair suffisamment élevé, rinçabilité à l'eau excellente, origine renouvelable et intrinsèquement biodégradable) . Il est possible avec cette composition d'obtenir par simple rinçage à l'eau, une surface sèche mais un apport d'énergie est nécessaire.COMPOSITION 5 as such has very advantageous properties (sufficiently high flash point, excellent water rinsability, renewable origin and intrinsically biodegradable). It is possible with this composition to obtain, by simple rinsing with water, a dry surface, but a supply of energy is necessary.
Les COMPOSITIONS 6 et 7, conformes à l'invention, présentent, par rapport aux COMPOSITIONS 3 et 4, l'avantage d'être nettement plus sûres au regard d'un risque d'explosion et ne nécessitent pas l'apposition d'un étiquetage RIO. Par rapport à la COMPOSITION 5, lesThe COMPOSITIONS 6 and 7, in accordance with the invention, have, compared to the COMPOSITIONS 3 and 4, the advantage of being much safer with regard to a risk of explosion and do not require the affixing of a RIO labeling. Compared to COMPOSITION 5,
COMPOSITIONS 6 et 7 possèdent les mêmes propriétés avantageuses tout en présentant une bien meilleure aptitude au séchage.COMPOSITIONS 6 and 7 have the same advantageous properties while having a much better drying ability.
Les performances de ces 7 compositions sont comparées pour 9 graisses et huiles du commerce de natures chimiques différentes. Ces 9 corps gras sont désignés et définis de la façon suivante :The performances of these 7 compositions are compared for 9 commercial fats and oils of different chemical natures. These 9 fatty substances are designated and defined as follows:
CG 1 ≈ huile minérale paraffinique,CG 1 ≈ paraffinic mineral oil,
CG 2 = mélange d'huiles minérales pétrolières,GC 2 = mixture of petroleum mineral oils,
CG 3 = huile minérale alimentaire, CG 4 = graisse au bisulfure de molybdène, CG 5 = mélange d'huile minérale, d'hydrocarbures paraffiniques et de graphite,CG 3 = food mineral oil, CG 4 = molybdenum disulfide grease, GC 5 = mixture of mineral oil, paraffinic hydrocarbons and graphite,
CG 6 = huile de polydiméthylsiloxane, CG 7 = mélange huileux polycoupe,GC 6 = polydimethylsiloxane oil, CG 7 = polycoupe oily mixture,
CG 8 = microémulsion polyvalente biostable, CG 9 = lubrifiant spécial non chloré. En vue de l'évaluation, on imbibe un coton avec la composition testée, puis ce coton est mis en contact avec un film mince et uniforme de corps gras déposé à la surface d'une plaque d'acier. Cette opération est renouvelée à deux reprises. La plaque d'acier est ensuite rincée à l'eau froide de façon à entraîner le solvant. On note ensuite l'effet dégraissant comme suit : Note = 1 : présence résiduelle visible d'une pellicule grasse.CG 8 = biostable polyvalent microemulsion, CG 9 = non-chlorinated special lubricant. For evaluation purposes, a cotton wool is impregnated with the tested composition and then this cotton is brought into contact with a thin and uniform film of fatty substance deposited on the surface of a steel plate. This operation is renewed twice. The steel plate is then rinsed with cold water to entrain the solvent. The degreasing effect is then noted as follows: Note = 1: visible residual presence of a greasy film.
Note = 2 : présence résiduelle visible de petites tâches grasses.Score = 2: visible residual presence of small fat spots.
Note = 3 : absence visible de corps gras (tôle dégraissée) .Note = 3: visible absence of fat (defatted plate).
Les résultats obtenus pour chaque composition appliquée à chacun des 9 corps gras, sont résumés dans le tableau ci-dessous.The results obtained for each composition applied to each of the 9 fatty substances are summarized in the table below.
Pour chacune des COMPOSITIONS 1 à 7, une « note globale » est attribuée en fonction du nombre de corps gras pour lesquels la composition en question n' a pas permis d'atteindre la note de 3. Cette note globale, d'une valeur maximale de 10, est attribuée de la façon suivante : 10/10 : la composition a obtenu une note de 3 pour l'ensemble des 9 corps gras,For each of the COMPOSITIONS 1 to 7, an "overall score" is assigned according to the number of fatty substances for which the composition in question did not achieve the score of 3. This overall score, a maximum value of 10, is attributed as follows: 10/10: the composition obtained a score of 3 for all 9 fatty substances,
9/10 : la composition a obtenu une note de 3 pour 8 corps gras, 8/10 : la composition a obtenu une note de 3 pour 7 corps gras,9/10: the composition obtained a score of 3 for 8 fats, 8/10: the composition obtained a score of 3 for 7 fatty substances,
7/10 : la composition a obtenu une note de 3 pour 6 corps gras,7/10: the composition obtained a score of 3 for 6 fatty substances,
6/10 : la composition a obtenu une note de 3 pour 5 corps gras.6/10: the composition obtained a score of 3 to 5 fat.
Le tableau ci-dessous reprend donc, pour chacune des COMPOSITIONS 1 à 7, la note obtenue a) pour le dégraissage spécifique de chacun des corps gras CG 1 à CG 9 déposés (note de 1 à 3) et b) de manière globale, comme composition dégraissante (notes de 6/10 à 10/10) .The table below thus shows, for each of COMPOSITIONS 1 to 7, the score obtained a) for the specific degreasing of each of the fat substances CG 1 to CG 9 deposited (score from 1 to 3) and b) globally, as a degreasing composition (notes from 6/10 to 10/10).
Les COMPOSITIONS 4 et 5 apparaissent, dans le cas présent, moins efficaces que les autres compositions testées. Elles présentent cependant un effet dégraissant indéniable et il est remarquable de constater que laCOMPOSITIONS 4 and 5 appear, in this case, less effective than the other compositions tested. However, they have an undeniable degreasing effect and it is remarkable to note that
COMPOSITION 5, à base uniquement de DMI, permet d'éliminer, sans traces résiduelles visibles, des corps gras de natures aussi différentes que les corps gras CGl,COMPOSITION 5, based solely on DMI, makes it possible to eliminate, without visible residual traces, fatty substances of natures as different as the fatty substances CGl,
CG2, CG4, CG7 et CG 9. La COMPOSITION 7 présente cependant, contre toute attente, des performances dégraissantes meilleures que celles des COMPOSITIONS 4 et 5 alors qu'elle est à base d'un mélange de DMI et de LE. II en est de même pour la COMPOSITION 6 qui s'avère plus performante que la COMPOSITION 3 ou que la COMPOSITION 5.CG2, CG4, CG7 and CG9. However, COMPOSITION 7 presents, contrary to expectations, better degreasing performance than those of COMPOSITIONS 4 and 5, while it is based on a mixture of DMI and LE. It is the same for COMPOSITION 6 which proves to be more efficient than COMPOSITION 3 or COMPOSITION 5.
En définitive, les COMPOSITIONS β et 7 selon l'invention constituent des produits particulièrement intéressants pour un usage en dégraissage du fait de leur rinçabilité à l'eau, de leur sûreté d'usage, de leur biodégradabilité, de leur origine renouvelable et de leur efficacité dégraissante vis-à-vis de types de graisses et d'huiles très variées et d'ordinaire utilisées dans l'industrie du traitement des métaux. Elles peuvent avantageusement remplacer dans cette fonction les solvants chlorés toxiques et dangereux pour la santé que sont le TCE ou le DCM, ou encore les composés terpéniques tels que le DP et les lactates tels que le LE dont les points éclairs sont généralement considérés comme insuffisamment élevés pour éviter les risques d' explosion.Finally, COMPOSITIONS β and 7 according to the invention are particularly interesting products for use in degreasing because of their rinsability to water, their safety of use, their biodegradability, their renewable origin and their degreasing efficiency vis-à-vis types of fats and oils very varied and usually used in the metal processing industry. They can advantageously replace in this function the toxic chlorinated solvents and dangerous to health that are TCE or DCM, or terpene compounds such as DP and lactates such as the LE whose flash points are generally considered to be insufficiently high to avoid the risk of explosion.
EXEMPLE 2 : Compositions filmogènes à base de latex.EXAMPLE 2: Film-forming compositions based on latex.
On compare les propriétés, en tant qu'agents de coalescence pour latex destinés à la préparation de peintures aqueuses, des compositions liquides suivantes : COMPOSITION A : monoisobutyrate de 2,2,4- triméthyl-1-3 pentanediol tel que commercialisé par la Société PERSTORB 0X0 sous la désignation NEXCOAT® 795 et couramment utilisé comme agent de coalescence. Ce produit est un dérivé d' éther de glycol. - COMPOSITION B : mélange d'esters butyliques des acides glutarique, succinique et adipique tel que commercialisé par la Société INVISTA sous la désignation DBE-IB®. - COMPOSITION C : diméthylisosorbide (DMI) préparé par la Demanderesse sous la forme d'une solution incolore, inodore, faiblement visqueuse et présentant une pureté en DMI de 99,6 % environ.The properties, as coalescence agents for latex intended for the preparation of aqueous paints, are compared with the following liquid compositions: COMPOSITION A: 2,2,4-trimethyl-1-3-pentanediol monoisobutyrate, as sold by the Company PERSTORB 0X0 under the designation NEXCOAT® 795 and commonly used as a coalescing agent. This product is a glycol ether derivative. COMPOSITION B: butyl ester mixture of glutaric, succinic and adipic acids as marketed by INVISTA under the designation DBE-IB®. COMPOSITION C: dimethylisosorbide (DMI) prepared by the Applicant in the form of a colorless, odorless, low viscosity solution with a DMI purity of about 99.6%.
- COMPOSITION D : mélange à parts égales, en poids, de COMPOSITION A (NEXCOAT® 795) et de COMPOSITION C- COMPOSITION D: mixture in equal parts by weight of COMPOSITION A (NEXCOAT® 795) and COMPOSITION C
(DMI) .(DMI).
- COMPOSITION E : mélange à parts égales, en poids, de COMPOSITION B (DBE - IB(D) et de COMPOSITION C (DMI) .- COMPOSITION E: mixture in equal parts, by weight, of COMPOSITION B (DBE - IB (D) and COMPOSITION C (DMI).
Le tableau ci-dessous reprend, pour chacune des COMPOSITIONS A a E, les caractéristiques d'odeurThe table below shows, for each of the COMPOSITIONS A to E, the odor characteristics
(« ODOR. ») , de stabilité à pH alcalin, i.e à pH de 9("ODOR."), Of stability at alkaline pH, i.e at pH of 9
(« STAB. ») et de risques de nocivité en termes de préservation du milieu aquatique / bioaccumulation("STAB.") And risks of harm in terms of preservation of the aquatic environment / bioaccumulation
(« BIO. ») selon la notation suivante : « ODEUR » : - = assez forte ; + = légère, ++ = très légère .("BIO.") According to the following notation: "ODOR": - = strong enough; + = slight, ++ = very light.
« STABIL » : 0 = moyenne ; + = bonne ; ++ = très bonne ."STABIL": 0 = average; + = good; ++ = very good.
« BIO » : - = nocivité démontrée ; + = faibles risques ; ++ = très faibles risques."BIO": - = proven harmfulness; + = low risks; ++ = very low risk.
ODOR. STAB. BIO. COMPOSITION A + +ODOR. STAB. ORGANIC. COMPOSITION A + +
COMPOSITION B - 0 +COMPOSITION B - 0 +
COMPOSITION C ++ ++ ++ COMPOSITION D ++ ++ +/++COMPOSITION C ++ ++ ++ COMPOSITION D ++ ++ + / ++
COMPOSITION E + + ++COMPOSITION E + + ++
On évalue, pour chacune des COMPOSITIONS A a E, le pouvoir d'amélioration de la coalescence de latex lors de leur séchage par départ d'eau. Le latex utilisé consiste en une dispersion dans l'eau de copolymère styrène / ester acrylique, commercialisée par la Société CRAYVALLEY sous la désignation CRAYMUL® 2423.It is evaluated, for each of COMPOSITIONS A to E, the ability to improve the coalescence of latex during their drying by leaving water. The latex used consists a dispersion in water of styrene / acrylic ester copolymer, marketed by CRAYVALLEY under the name CRAYMUL® 2423.
On mesure l'effet de l'ajout à ce latex, de 5,3 % en poids de chacune des COMPOSITIONS A a E, exprimé par rapport au poids commercial dudit latex, et plus précisément de son effet sur :The effect of the addition to this latex of 5.3% by weight of each of COMPOSITIONS A to E, expressed with respect to the commercial weight of said latex, and more precisely of its effect on:
1) l'évolution de la viscosité de la dispersion de latex et ce, pendant 7 jours, et 2) les propriétés d'un film obtenu après dépôt de cette dispersion sur une plaque de verre ou de téflon et séchage pendant 24 heures à température ambiante.1) the evolution of the viscosity of the latex dispersion for 7 days, and 2) the properties of a film obtained after depositing this dispersion on a glass or teflon plate and drying for 24 hours at room temperature. room.
La viscosité du latex à 1 jour (« VISC 1 ») et à 7 jours (« VISC 7 ») correspond à une viscosité Brookfield (2O0C, 20 tours / minute) . Elle est exprimée ici en milliers de millipascals . secondes (103 mPa.s).The viscosity of the latex at 1 day ("VISC 1") and at 7 days ("VISC 7") corresponds to a Brookfield viscosity (20 ° C., 20 rpm). It is expressed here in thousands of millipascals. seconds (10 3 mPa.s).
Pour chaque film réalisé, on étudie les caractéristiques d'homogénéité (« HOM ») par observation macroscopique, de trouble (« HAZE ») par mesure sur appareillage « HAZE-GARD plus », et de température de transition vitreuse (« TG » en 0C) classiquement par DSC.For each film produced, the homogeneity characteristics ("HOM") are studied by macroscopic observation, by HAZE ("HAZE") by HAZE-GARD plus, and by the glass transition temperature ("TG"). 0 C) conventionally by DSC.
Pour chacune des COMPOSITIONS A a E, on a obtenu les caractéristiques ci-après pour les latex et films préparés en regard d'un latex / film (« TEMOIN ») non adjuvante de 5,3 % d'une quelconque composition.For each of the COMPOSITIONS A to E, the following characteristics were obtained for the latexes and films prepared in comparison with a non-additive latex / film ("WITNESS") of 5.3% of any composition.
VISC 1 VISC 7 HOM HAZE TGVISC 1 VISC 7 HOM HAZE TG
TEMOIN 9,1 8, 9 - 9,9 + 18,2WITNESS 9.1 8, 9 - 9.9 + 18.2
COMP. A 24,4 24, 1 + 3,7 - 5,4COMP. A 24.4 24, 1 + 3.7 - 5.4
COMP. B 24,4 25, 5 + 3,6 - 7,2COMP. B 24.4 25, 5 + 3.6 - 7.2
COMP. C 4,8 4, 8 + 8,9 + 1,6COMP. C 4.8 4, 8 + 8.9 + 1.6
COMP. D 8,4 8, 1 + 6,4 - 11,7COMP. D 8.4 8, 1 + 6.4 - 11.7
COMP. E 8,8 8, 9 + 3,9 - 12,5COMP. E 8.8 8, 9 + 3.9 - 12.5
On constate que les latex comprenant l€It can be seen that the latexes comprising l €
COMPOSITIONS A ou B présentent une très haute viscosité et une structure gélifiée, perdant ainsi toute faculté d'être aisément pompables et dosables.COMPOSITIONS A or B have a very high viscosity and a gelled structure, thus losing all ability to be easily pumpable and dosable.
L'ajout de la COMPOSITION C a un effet contraire, le latex résultant présentant alors une fluidité certes augmentée mais acceptable et conservant donc en tout état de cause une bonne aptitude au pompage et au dosage.The addition of the COMPOSITION C has a contrary effect, the resulting latex then having a fluidity certainly increased but acceptable and thus maintaining in any case a good pumping and dosing ability.
Cette fluidification permet de préparer avantageusement des latex plus concentrés et des compositions dérivées (peintures aqueuses, encres, sauces de couchage) nécessitant un temps de séchage réduit.This fluidization advantageously makes it possible to prepare more concentrated latexes and derived compositions (aqueous paints, inks, coating colors) requiring a reduced drying time.
Par contre et de façon inattendue, les COMPOSITIONS D et E, selon l'invention, ne modifient pas de façon significative la viscosité du latex ni son évolution rhéologique au cours du temps.By cons and unexpectedly, COMPOSITIONS D and E, according to the invention do not significantly alter the viscosity of the latex nor its rheological evolution over time.
Les films obtenus à partir de la COMPOSITION C sont de qualité générale améliorée par rapport aux films témoin.The films obtained from COMPOSITION C are of general quality improved compared to control films.
Les films obtenus à partir des COMPOSITIONS D et E, selon l'invention, sont par ailleurs de qualité générale encore supérieure (films homogènes, non craquelés, valeurs de « HAZE » relativement basses), cette qualité pouvant être reliée, au moins en partie, aux valeurs de « TG » mesurées, lesquelles sont remarquablement abaissées et ne pouvaient être imaginées au regard des valeurs obtenues, entre autres, avec le DMI seul (COMPOSITION C) d'une part et avec chacun des produits « NEXCOAT® 755 » (COMPOSITION A) ou « DBE - IB® » (COMPOSITION B) d'autre part. Contre toute attente, les compositions selon l'invention et notamment celles associant un éther de dianhydrohexitol (DMI par ex) et un composé B tel qu'un dérivé d' éther de glycol ou un mélange d' esters de polyacides non gras, peuvent être avantageusement utilisées dans la préparation de peintures aqueuses, de vernis, de laques, de colles, de lasures, d'encres, de sauces de couchage ou plus généralement de toutes compositions, notamment filmogènes ou de revêtement, à base de latex.The films obtained from COMPOSITIONS D and E, according to the invention, are also of general quality even higher (homogeneous films, not cracked, values of "HAZE" relatively low), this quality can be connected, at least in part , at the "TG" values measured, which are remarkably lowered and could not be imagined with regard to the values obtained, inter alia, with the DMI alone (COMPOSITION C) on the one hand and with each of the "NEXCOAT® 755" products ( COMPOSITION A) or "DBE - IB ®" (COMPOSITION B) on the other hand. Unexpectedly, the compositions according to the invention, and in particular those combining a dianhydrohexitol ether (DMI for example) and a compound B such as a glycol ether derivative or a mixture of non-fatty polyacid esters, may be advantageously used in the preparation of aqueous paints, varnishes, lacquers, glues, stains, inks, coating colors or more generally any compositions, in particular film-forming or coating, based on latex.
La Demanderesse a notamment constaté que les compositions utilisables selon l'invention permettaient de préparer des peintures aqueuses mattes ou satinées avec la possibilité de remplacement total des agents de coalescence habituellement utilisés tels que les éthers de glycol.The Applicant has found in particular that the compositions that can be used according to the invention make it possible to prepare matt or satin aqueous paints with the possibility of total replacement of the coalescence agents normally used, such as glycol ethers.
Il a été observé en particulier lors de la préparation et de l'application d'une peinture blanche satinée contenant du DMI que les propriétés de la peinture (rhéologie, vitesse de séchage, brillance, dureté, aspect final) , avant et après séchage, étaient aussi bonnes, voire meilleures en ce qui concerne la blancheur avant et après vieillissement sous UV, que les propriétés obtenues avec des peintures formulées avec des agents de coalescence habituels et ne contenant pas de DMI.It has been observed in particular when preparing and applying a satin white paint containing DMI that the properties of the paint (rheology, drying speed, gloss, hardness, final appearance), before and after drying, the properties obtained with paints formulated with usual coalescing agents and not containing DMI were also good or better with regard to whiteness before and after UV aging.
EXEMPLE 3 : Composition concentrée liquide pour fluide d'usinage de très haute biodégradabilité . On prépare une émulsion à partir d'une composition contenant essentiellement, en poids : 25 % d'eau, 30,8 % d'esters méthyliques d'huile de colza commercialisés par la Société NOVANCE sous la marque LUBRISORB® 926 65 (composé B), 16, 3 % d'une composition de diméthylisosorbide (DMI) préparée par la Demanderesse et décrite dans les EXEMPLES précédents (composé A), 15,4 % de βcyclodextrine telle que commercialisée par la Demanderesse sous la marque KLEPTOSE®, 10 % d'inhibiteurs de corrosion et 1,5 % de tensio-actifs, dérivés du sorbitan.EXAMPLE 3 Concentrated liquid composition for machining fluid of very high biodegradability. An emulsion is prepared from a composition essentially containing, by weight: 25% water, 30.8% of rapeseed oil methyl esters marketed by the company NOVANCE under the tradename LUBRISORB® 926 65 (compound B ), 16.3% of a dimethylisosorbide (DMI) composition prepared by the Applicant and described in the above EXAMPLES (compound A), 15.4% of βcyclodextrin as marketed by the Applicant under the trademark KLEPTOSE®, 10% inhibitors corrosion and 1.5% surfactants, derived from sorbitan.
Ladite émulsion est préparée par mélange, sur broyeur colloïdal, d'une phase aqueuse constituée de l' eau, de la β-cyclodextrine et d'une partie des tensio- actifs et d'une phase huileuse constituée des autres ingrédients précités dont les esters méthyliques d'huile de colza et le DMI.Said emulsion is prepared by mixing, on a colloidal mill, an aqueous phase consisting of water, β-cyclodextrin and a part of the surfactants and an oily phase consisting of the other aforementioned ingredients including the esters. rapeseed oil and DMI.
Il apparaît que l' émulsion ainsi obtenue est faiblement visqueuse, aisément diluable à l'eau, stable dans le temps, sûre car elle ne contient pas de produits tels qu' éthers de diéthylèneglycol d' ordinaire utilisés dans ce type de formulation pour ajuster la viscosité et la stabilité physique, et non corrosive vis-à-vis de l'acier notamment. Elle présente de plus de bonnes propriétés lubrifiantes et de bonnes propriétés de mouillage de surface apportées à la fois par les esters méthyliques d'huile de colza et le DMI. Enfin, elle ne contient essentiellement que des produits hautement biodégradables et d'origine renouvelable, ce qui la rend éliminable par des procédés simples et non polluante.It appears that the emulsion thus obtained is weakly viscous, easily dilutable with water, stable in time, safe because it does not contain products such as diethylene glycol ethers usually used in this type of formulation to adjust the viscosity and physical stability, and non-corrosive vis-à-vis steel in particular. It also has good lubricating properties and good surface wetting properties provided by both the rapeseed oil methyl esters and the DMI. Finally, it contains essentially only highly biodegradable and renewable products, which makes it removable by simple and non-polluting processes.
EXEMPLE 4 : Compositions de nettoyage d'une matière verrière. Dans le cadre de cet exemple, on évalue l'intérêt de compositions utilisables conformément à l'invention dans le traitement d'une matière verrière et plus particulièrement comme agents solvants dans le nettoyage de plaques de verre souillées par une composition de bitume.EXAMPLE 4: Cleaning compositions of a glass material. In the context of this example, it is evaluated the interest of compositions usable according to the invention in the treatment of a glass material and more particularly as solvents in the cleaning of glass plates soiled by a bitumen composition.
Le bitume, de type « 70/100 » fourni par la Société EUROVIA, mis en fusion, est étalé en un film d'environ 0,5 à 1 mm d'épaisseur sur la plaque de verre. Lorsque le bitume ainsi étalé se retrouve à température ambiante, on dépose sur celui-ci des morceaux de coton inbibés du composé solvant à tester. Le coton est recouvert d'une cloche en verre pour limiter 1' évaporâtion du solvant.The bitumen, of the "70/100" type supplied by the EUROVIA Company, melted, is spread in a film about 0.5 to 1 mm thick on the glass plate. When the bitumen thus spread is at ambient temperature, cotton pieces which are impregnated with the solvent compound to be tested are deposited thereon. The cotton is covered with a glass bell to limit the evaporation of the solvent.
Chacune des compositions est évaluée selon deux tests, à savoir :Each of the compositions is evaluated according to two tests, namely:
- TEST 1 : après 1 heure de contact entre le bitume et le coton inbibé, ce dernier est soulevé pour observer l'action du composé comme solvant du bitume.- TEST 1: after 1 hour of contact between the bitumen and cotton swab, the latter is raised to observe the action of the compound as solvent bitumen.
La notation suivante est adoptée pour ce TEST 1 :The following notation is adopted for this TEST 1:
0 : coton intact,0: intact cotton,
1 : traces de bitume sur le coton,1: traces of bitumen on cotton,
2 : coton souillé sur toute la surface, 3 : le bitume a été solubilisé par le solvant et a migré dans le coton.2: cotton soiled over the entire surface, 3: the bitumen was solubilized by the solvent and migrated into the cotton.
- TEST 2 : le coton est ensuite frotté sur le bitume pour évaluer un nettoyage avec action mécanique.- TEST 2: the cotton is then rubbed on the bitumen to evaluate a cleaning with mechanical action.
La notation suivante est adoptée pour ce TEST 2 : 0 : coton intact,The following notation is adopted for this TEST 2: 0: intact cotton,
1 : traces de bitume sur le coton,1: traces of bitumen on cotton,
2 : coton noirci,2: blackened cotton,
3 : attaque franche du bitume,3: clean attack of the bitumen,
4 : élimination facile du bitume.4: easy removal of bitumen.
On a soumis aux TEST 1 et TEST 2 les différents compositions suivantes ci-après :TEST 1 and TEST 2 were subjected to the following different compositions:
• COMPOSITION Tl (témoin) : gazole de type• COMPOSITION T1 (control): diesel type
« rouge », • COMPOSITION T2 (témoin) : mélange de 65% en poids de COMPOSITION Tl (gazole) et 35% en poids d'une composition de diméthylisosorbide (DMI) préparée par la Demanderesse et décrite dans les EXEMPLES précédents (composé A) ,"Red", • COMPOSITION T2 (control): mixture of 65% by weight of COMPOSITION T1 (gas oil) and 35% by weight of a dimethylisosorbide composition (DMI) prepared by the Applicant and described in the preceding Examples (compound A),
• COMPOSITION A (selon l'invention): mélange de 50% en poids de dipentène commercialisé par la société FLUKA (composé B) et 50% en poids d'une composition de diméthylisosorbide (DMI) préparée par la Demanderesse et décrite dans les EXEMPLES précédents (composé A),COMPOSITION A (according to the invention): mixture of 50% by weight of dipentene marketed by FLUKA (compound B) and 50% by weight of a dimethylisosorbide (DMI) composition prepared by the Applicant and described in EXAMPLES precedents (compound A),
• COMPOSITION B (selon l'invention): mélange de 25% en poids de d-limonène commercialisé par la société PRODASYNTHE (composé B) et 75% en poids d'une composition de diméthylisosorbideCOMPOSITION B (according to the invention): mixture of 25% by weight of d-limonene sold by the company Prodasynthe (compound B) and 75% by weight of a dimethylisosorbide composition
(DMI) préparée par la Demanderesse et décrite dans les EXEMPLES précédents (composé A) .(DMI) prepared by the Applicant and described in the previous Examples (compound A).
Le tableau ci-dessous reprend, pour chacune des COMPOSITIONS Tl, T2, A et B, la note obtenue pour chacun des TEST 1 et TEST 2 :The table below shows, for each of the COMPOSITIONS T1, T2, A and B, the score obtained for each of TEST 1 and TEST 2:
Ce tableau montre que les COMPOSITIONS A et B, utilisables conformément à l'invention, peuvent être avantageusement mises en œuvre comme agents solvants, y compris comme agents co-solvants, pour le traitement d'une matière verrière, par exemple pour le nettoyage d'une matière verrière souillée par du bitume.This table shows that COMPOSITIONS A and B, which can be used in accordance with the invention, can advantageously be used as solvents, including co-solvents, for the treatment of a glass material, for example for cleaning glass. 'a glass material contaminated with bitumen.
Il apparaît que ces compositions sont globalement plus efficaces qu'une composition à base de gazole (Tl) ou qu'une composition associant gazole et DMI (T2) . Cette dernière, du fait de la mauvaise miscibilité entre le gazole et le DMI pour le ratio ici envisagé, s'est par ailleurs révélée instable physiquement, contrairement aux COMPOSITIONS A et B conformes à l'invention. It appears that these compositions are generally more effective than a composition based on diesel (Tl) or a composition combining diesel fuel and DMI (T2). The latter, because of the poor miscibility between the diesel and the DMI for the ratio envisaged here, has also been physically unstable, contrary to COMPOSITIONS A and B according to the invention.

Claims

W41REVENDICATIONS W41REVENDICATIONS
1. Procédé de traitement d'une matière autre que le corps humain, comprenant le mélange ou la mise en contact de ladite matière à traiter avec une composition comprenant : a) au moins un composé A choisi parmi les éthers de dianhydrohexitol, et b) au moins un composé B choisi parmi les agents alcalins, les agents acides, et les agents solubilisants choisis parmi les alcools gras liquides à 25 °C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques.A method of treating a material other than the human body, comprising mixing or contacting said material to be treated with a composition comprising: a) at least one compound A selected from dianhydrohexitol ethers, and b) at least one compound B selected from alkaline agents, acidic agents and solubilizing agents chosen from fatty alcohols liquid at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes and ketones , fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
2. Procédé selon la revendication 1, caractérisé en ce que le composé A est choisi parmi les éthers alkyliques de dianhydrohexitols, de préférence parmi les éthers de méthyle, d'éthyle, d'hexyle ou de 2-éthylhexyle d' isosorbide, d' isomannide et d'isoidide.2. Process according to claim 1, characterized in that compound A is chosen from dianhydrohexitol alkyl ethers, preferably from methyl, ethyl, hexyl or 2-ethylhexyl ethers of isosorbide, from isomannide and isoidide.
3. Procédé selon l'une des revendications 1 ou 2, caractérisé en ce que la matière à traiter est choisie parmi les matières métalliques, les matières verrières, les matières minérales, les matières ligneuses, les matières végétales, les matières extraites du corps animal, les matières textiles, les matières papetières, les matières polymériques d'origine naturelle ou synthétique et les mélanges de celles-ci.3. Method according to one of claims 1 or 2, characterized in that the material to be treated is selected from metal materials, glass materials, mineral materials, woody materials, plant materials, materials extracted from the animal body , textile materials, paper materials, polymeric materials of natural or synthetic origin and mixtures thereof.
4. Procédé selon l'une quelconque des revendications 1 à 3, caractérisé en ce que la matière ne se présente pas sous forme gélifiée.4. Method according to any one of claims 1 to 3, characterized in that the material is not in gelled form.
5. Procédé selon l'une quelconque des revendications 1 à 4, caractérisé en ce que le composé A et le composé B sont présents au sein de ladite composition selon un ratio pondéral composé A /composé B, exprimé en sec/sec, compris entre 2/98 et 98/2, de préférence compris entre 5/95 et 95/5.5. Method according to any one of claims 1 to 4, characterized in that compound A and compound B are present within said composition according to a weight ratio of compound A / compound B, expressed in dry / dry, between 2/98 and 98/2, preferably between 5/95 and 95/5.
6. Procédé selon l'une quelconque des revendications 1 à 5, caractérisé en ce que l'agent solubilisant présente : a) une pression de vapeur, à 250C, inférieure à 13,3 Pa, de préférence au plus égale à 10 Pa, et/ou b) un point éclair supérieur à 600C, de préférence supérieur à 7O0C et plus préférentiellement encore supérieur à 85°C, et/ou c) une biodégradabilité (OCDE 302 B) telle qu'après 28 jours, au moins 20 %, de préférence au moins 70 %, dudit agent solubilisant, se soit dégradé. 6. Method according to any one of claims 1 to 5, characterized in that the solubilizing agent has: a) a vapor pressure, at 25 0 C, less than 13.3 Pa, preferably at most 10 Pa, and / or b) a flash point greater than 60 ° C., preferably greater than 70 ° C. and more preferably still greater than 85 ° C., and / or (c) a biodegradability (OECD 302 B) such that after 28 at least 20%, preferably at least 70%, of said solubilizing agent has been degraded.
7. Procédé selon l'une quelconque des revendications 1 à β, caractérisé en ce que l'agent solubilisant est choisi dans le groupe formé par les alcools non gras, les esters de glycérol et de dianhydrohexitols, les esters de monoacides non gras, de préférence les lactates et les acétates, les esters de polyacides non gras, les esters d'acides gras, les composés terpéniques, les éthers de glycérol, les éthers de propylèneglycols, les composés fluorés, les composés soufrés, les fluides supercritiques et les mélanges de ces composés.7. Process according to any one of Claims 1 to 6, characterized in that the solubilising agent is chosen from the group formed by non-fatty alcohols, esters of glycerol and of dianhydrohexitols, esters of non-fatty monoacids, lactates and acetates, non-fatty polyacid esters, fatty acid esters, terpene compounds, glycerol ethers, propylene glycol ethers, fluorinated compounds, sulfur compounds, supercritical fluids and these compounds.
8. Procédé selon la revendication 7, caractérisé en ce que l'agent solubilisant est choisi dans le groupe formé par a) les alcools non gras, en particulier lr isosorbide, le glycérol, l'éthanol, le propanol, lr isopropanol et le 2-butoxyéthanol, b) les esters de glycérol et de dianhydrohexitols, en particulier la triacétine, la tributyrine, les acétates, les n-butyrates les isobutyrates, les • n-hexylates, les éthylhexylates et les octanoates d' isosorbide ou d'isoidide, c) les esters, en particulier méthyliques, éthyliques, n-butyliques, isobutyliques, isopropyliques, hexyliques et éthylhexyliques, des acides lactique, acétique, adipique, succinique, glutarique ou des acides gras comprenant de 3 à 24 atomes de carbone, d) les composés terpéniques, en particulier le d-limonène et les pinènes, e) les éthers de glycérol et f) les mélanges quelconques d'au moins deux quelconques de l'ensemble des produits précités.8. A method according to claim 7, characterized in that the solubilizing agent is selected from the group consisting of a) non-fatty alcohols, in particular the r isosorbide, glycerol, ethanol, propanol, isopropanol and r 2-butoxyethanol, b) esters of glycerol and of dianhydrohexitols, in particular triacetin, tributyrin, acetates, n-butyrates, isobutyrates, n-hexylates, ethylhexylates and octanoates of isosorbide or of isoidide, c) esters, in particular methyl, ethyl, n-butyl, isobutyl, isopropyl, hexyl and ethylhexyl, lactic acid, acetic acid, adipic acid, succinic acid, glutaric acid or fatty acids comprising from 3 to 24 carbon atoms, d) terpene compounds, in particular d-limonene and pinenes; e) glycerol ethers; and f) any mixtures of at least two of all of the aforementioned products.
9. Procédé selon l'une quelconque des revendications 1 à 5, caractérisé en ce que le composé B est choisi dans le groupe comprenant les agents alcalins et les agents acides.9. Process according to any one of claims 1 to 5, characterized in that compound B is chosen from the group comprising alkaline agents and acidic agents.
10. Procédé selon l'une quelconque des revendications 1 à 9, caractérisé en ce que la matière à traiter est une matière métallique, ligneuse, textile ou papetière et en ce que le procédé comprend la mise en contact de ladite composition avec la matière à traiter.10. Method according to any one of claims 1 to 9, characterized in that the material to be treated is a metallic material, woody, textile or paper and in that the method comprises contacting said composition with the material to treat.
11. Procédé selon l'une quelconque des revendications 1 à 10, caractérisé en ce que le composé A représente plus de 5 %, de préférence plus de 10 % et plus préférentiellement plus de 15 % en poids de ladite composition.11. Method according to any one of claims 1 to 10, characterized in that the compound A represents more than 5%, preferably more than 10% and more preferably more than 15% by weight of said composition.
12. Procédé selon l'une quelconque des revendications 1 à 11, caractérisé en ce que le composé A est le diméthylisosorbide .12. Method according to any one of claims 1 to 11, characterized in that the compound A is dimethylisosorbide.
13. Utilisation, pour la préparation d'une composition de traitement d'une matière autre que le corps humain : a) d'au moins un composé A choisi parmi les éthers de dianhydrohexitol, de préférence du diméthylisosorbide (« DMI») , et b) d'au moins un composé B choisi parmi les agents alcalins, les agents acides, et les agents solubilisants choisis parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques. 13. Use, for the preparation of a treatment composition of a material other than the human body: a) of at least one compound A chosen from dianhydrohexitol ethers, preferably dimethylisosorbide ("DMI"), and b) at least one compound B selected from alkaline agents, acidic agents, and solubilizing agents chosen from liquid alcohols at 25 ° C. other such as isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
14. Composition de traitement d'une matière autre que le corps humain, caractérisée en ce qu'elle comprend au moins- un éther de dianhydrohexitol, de préférence du diméthylisosorbide (« DMI ») , et au moins un composé B choisi parmi les agents alcalins, les agents acides et les agents solubilisants choisis parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters et les fluides supercritiques.14. Treatment composition of a material other than the human body, characterized in that it comprises at least one dianhydrohexitol ether, preferably dimethylisosorbide ("DMI"), and at least one compound B selected from the agents alkalis, acidic agents and solubilizing agents chosen from fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters and supercritical fluids.
15. Composition selon la revendication 14, caractérisée en ce que :15. Composition according to claim 14, characterized in that:
- l'agent solubilisant est choisi parmi les alcools gras liquides à 25 0C autres que l'alcool isostéarylique, les alcools non gras, les composés terpéniques, les aldéhydes, les cétones, les composés fluorés, les composés soufrés, les éthers, les esters, et les fluides supercritiques, etthe solubilizing agent is chosen from liquid fatty alcohols at 25 ° C. other than isostearyl alcohol, non-fatty alcohols, terpene compounds, aldehydes, ketones, fluorinated compounds, sulfur compounds, ethers, esters, and supercritical fluids, and
- le ratio pondéral (sec / sec) composé A / composé B est inférieur à 50/50, de préférence compris entre 2/98 et 40/60.- The weight ratio (dry / dry) compound A / compound B is less than 50/50, preferably between 2/98 and 40/60.
16. Composition selon la revendication 14 ou 15, caractérisée en ce qu'elle est choisie parmi les peintures, les teintures, les latex, les vernis, les laques, les colles, les lasures, les encres, les sauces de couchage, les lessives, les lave-vitres, les compositions de nettoyage, de lavage, de mouillage, de rinçage, de dégraissage, de dépoussiérage, d'usinage, de coupe, de décapage, d'abrasion, de satinage, de vernissage, anti-rouille, anti-corrosion, de lubrification, de dorure, de brillantage, de pelliculage, de désinfection ou de dégivrage, les lingettes, les compositions phytosanitaires, les compositions nutritives pour plantes et les engrais.16. Composition according to claim 14 or 15, characterized in that it is chosen from paints, dyes, latices, varnishes, lacquers, glues, varnishes, inks, coating colors, detergents. , window washers, cleaning, washing, wetting, rinsing, degreasing, dusting, machining, cutting, pickling, abrasion, satin-finishing, varnishing, anti-rust, anti-corrosion, lubrication, gilding, brightening, lamination, disinfection or de-icing, wipes, phytosanitary compositions, plant nutritive compositions and fertilizers.
17. Utilisation d'un éther de dianhydrohexitol, en particulier du DMI, comme agent de coalescence d'une composition à base de latex, notamment choisie parmi les peintures aqueuses, vernis, laques, colles, lasures, encres et sauces de couchage. 17. Use of a dianhydrohexitol ether, in particular DMI, as a coalescence agent of a latex-based composition, especially chosen from aqueous paints, varnishes, lacquers, glues, stains, inks and coating colors.
EP06755480A 2005-05-12 2006-05-10 Method for the treatment of a material other than the human body Withdrawn EP1879686A2 (en)

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PCT/FR2006/001041 WO2006120342A2 (en) 2005-05-12 2006-05-10 Method for the treatment of a material other than the human body

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US20080191171A1 (en) 2008-08-14
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JP2008540097A (en) 2008-11-20
US20080191164A1 (en) 2008-08-14
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WO2006120342A3 (en) 2007-02-01
JP5086245B2 (en) 2012-11-28
JP5373391B2 (en) 2013-12-18
CN101175556A (en) 2008-05-07
CN101175555B (en) 2013-03-13
FR2885536B1 (en) 2007-07-27
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US8080115B2 (en) 2011-12-20
WO2006120343A3 (en) 2007-02-08
FR2885536A1 (en) 2006-11-17
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WO2006120343A2 (en) 2006-11-16
EP2003163B1 (en) 2016-11-30

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