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EP3775131B1 - Produit de soin des textiles comprenant un copolymère éventuellement réticulé et procédé permettant l'apprêt de textiles - Google Patents

Produit de soin des textiles comprenant un copolymère éventuellement réticulé et procédé permettant l'apprêt de textiles Download PDF

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Publication number
EP3775131B1
EP3775131B1 EP19715074.1A EP19715074A EP3775131B1 EP 3775131 B1 EP3775131 B1 EP 3775131B1 EP 19715074 A EP19715074 A EP 19715074A EP 3775131 B1 EP3775131 B1 EP 3775131B1
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EP
European Patent Office
Prior art keywords
care product
textile care
mass
textile
textiles
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.)
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Application number
EP19715074.1A
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German (de)
English (en)
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EP3775131A1 (fr
Inventor
Nadine BLUHM
Peter Schmiedel
Frank Janssen
Thomas Lohmeier
John Wong
Walter Richtering
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Publication of EP3775131A1 publication Critical patent/EP3775131A1/fr
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/01—Stain or soil resistance

Definitions

  • the present invention relates to the use of a copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent, and a textile care product containing such a copolymer, to reduce resoiling of textiles or to improve the removal of soiling from textiles.
  • the invention also relates to a method for finishing textiles with a soil-release protective layer and thus to a method with which resoiling of textiles can be reduced and/or the removability of soiling from textiles can be improved.
  • DE 101 52 308 A1 describes the use of polymers of polyisocyanates and polymeric polyols for this purpose. Furthermore describes DE 10 2007 013 217 A1 anionic soil release polyesters consisting of terephthalic acid, sulfoisophthalic acid (poly)alkylene glycol and a nonionic end group.
  • H 2 C CR 1 -CO-NH-R 2 -N + R 3 R 4 R 5 X -
  • R 1 is a hydrogen atom or a Alkyl radical having 1 to 4 carbon atoms
  • R 2 is a linear or branched alkylene radical having 1 to 12 carbon atoms
  • R 3 , R 4 , R 5 are each independently a hydrogen atom, an alkyl radical having 1 to 18 carbon atoms or one Phenlyrest mean
  • X - stands for an anion from the group of halogens, sulfates or alkyl sulfates or hydroxide, phosphate, acetate, formate or ammonium
  • H 2 C CR 6 - CO-NR 7 R 8 where R 6 represents a hydrogen atom or an alkyl radical having 1 to 4 carbon atoms and R 7 and R 8 each independently represent a hydrogen atom, an al
  • the soil-release active ingredients known in the prior art either show a high selectivity for a specific soiling, which means that only a specific type of soil, for example only oil-based soiling, or only pigments or other more hydrophilic soilings are removed, or unfold it Spectrum of activity only on a certain type of fabric, for example only on polyamides or cotton-based fabrics.
  • an object of the present invention to specify a use of a copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent, and to provide a textile care product that prevents and / or reduces resoiling of textiles or the Improved removability of soiling from the textiles. Furthermore, it is one The object of the present invention is to specify a method for finishing textiles with a soil-release protective layer, by means of which textiles are protected against resoiling and/or soiling which has been absorbed by the textile can be removed more easily.
  • the N-isopropylacrylamide units contained in the copolymer due to their chemical constitution, attach very well to different types of fabric, such as cellulose-based fabrics (cotton), polyamide fabrics, polyester fabrics, blended fabrics and the like and there form a kind of protective layer or protective film that prevents unimpeded access of soiling to or into the fabric and thus prevents soiling or resoiling or effectively reduces or even prevents it. It is also believed that the methacrylic acid units in the copolymer facilitate removal of the soils from or from the fabric due to the high hydrophilic content.
  • the methacrylic acid units also support film formation on the fabric, so that a so-called soil-release protective layer can be formed uniformly on the surface of the fabric.
  • the sterically demanding chains of N-isopropylacrylamide units and methacrylic acid units promote a comprehensive "protective covering" of the textile fabric, so that unimpeded access of soiling to or into the fabric is prevented or at least significantly reduced.
  • the methyl groups in the methacrylic acid units also ensure a certain hydrophobic proportion of the copolymer and thus also ensure that hydrophobic soiling, such as oils, fats and the like, do not even penetrate into the fabric, but are caught on its surface, so that it is very easy to wash out the soiling.
  • the copolymer used according to the invention is characterized by high hydrophilic but also lipophilic proportions, so that soiling of different types, i.e. lipophilic soiling such as fats, waxes or oils, and also hydrophilic soiling such as pigments, dyes and the like, can be reduced or even prevented or removed again very easily.
  • lipophilic soiling such as fats, waxes or oils
  • hydrophilic soiling such as pigments, dyes and the like
  • the copolymer used according to the invention is preferably in the form of a hydrogel.
  • the term “hydrogel” means a water-containing but water-insoluble copolymer whose molecules are linked chemically, for example by covalent or ionic bonds, or physically, for example by looping of the polymer chains, to form a three-dimensional network. Due to the high hydrophilic proportions in the copolymer, the hydrogel has the property of swelling in water with a considerable increase in volume without losing the material cohesion. As a result, detachment and removal of soiling can be facilitated and thus improved.
  • crosslinking agent Any agent which crosslinks the N-isopropylacrylamide units and/or methacrylic acid units can be used as the crosslinking agent.
  • Crosslinking agents are preferably used which crosslink the acrylamide moieties and methacrylic acid moieties, such as in particular N,N'-methylenebisacrylamide (MBA), which is a symmetrical, non-conjugated, bifunctional vinyl monomer.
  • MVA N,N'-methylenebisacrylamide
  • the molar ratio of units obtained from N-isopropylacrylamide to units obtained from the crosslinking agent is preferably in the range from 1000:1 to 10:1, in particular from 200:1 to 20:1 and particularly preferably from 50:1 to 25:1 .
  • a textile care product which contains at least one copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent.
  • This also includes the textile care product according to the invention containing one or more copolymers consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent.
  • textile care product means any washing, cleaning and care product that is used for cleaning and care of textiles, such as home textiles and clothing textiles. These include in particular heavy-duty detergents, special detergents such as delicate detergents, wool detergents and the like, washing aids, Laundry care preparations, laundry sprays, ironing aids, laundry pre-treatment preparations and laundry after-treatment preparations.
  • the textile care product according to the invention can prevent or effectively reduce soiling or resoiling of various types of textiles and also makes it easier to remove soiling from the textiles. It is assumed that, in order to achieve these effects, the copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent is applied to the textile fabric and forms a type of protective layer or protective film that prevents or at least reduces soiling and facilitates its removal .
  • the textiles treated with the textile care product according to the invention therefore remain clean for longer and can be retained even after several washes without any traces of soiling previously present.
  • the protective layer can be formed on different types of fabric, such as polyester-based fabric, cellulose-based fabric, polyamide-based fabric and any type of blended fabric. It was also found that by using the textile care product according to the invention, different types of soiling, ie both lipophilic soiling and hydrophilic soiling, can be reduced or even prevented or effectively removed.
  • An advantageous development of the textile care product according to the invention is characterized in that the total mass of copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent, based on the total mass of the textile care product, is 0.001% by mass to 10% by mass, in particular 0.01% by mass. to 5% by mass and in particular 1% by mass.
  • the total mass relates to the total mass of all the copolymers contained in the textile care product and consist of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent.
  • copolymer in the textile care product according to the invention which consists of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent, its total mass is also preferably 0.001% by mass to 10% by mass and in particular 0.01% by mass to 5% by mass.
  • Soiling can thus be particularly effectively reduced or even prevented if the total mass of this copolymer is 0.01% by mass to 5% by mass.
  • the spectrum of activity is particularly balanced in this area.
  • Higher total masses of more than 5% by mass or even more than 10% by mass are disadvantageous in terms of the costs of the textile care product, with in particular from a total mass of more than 10% by mass of the copolymer there is no significant increase in the dirt-repellent effect and no further improvement the removability of soiling is noticeable.
  • the haptic properties of the textile can be impaired.
  • the textile care product contains at least one surfactant.
  • the surfactant improves soil removal.
  • the addition of one or more surfactants is particularly advantageous when the textile care product is in the form of a detergent, such as a heavy-duty detergent, a delicate detergent or a special detergent.
  • a surfactant in the context of the present invention is a surface-active substance which, by forming micelles, is able to remove dirt particles from the textile or textiles during a washing process with the textile care product.
  • Suitable surfactants include cationic, anionic, nonionic and amphoteric surfactants. Any mixtures of two or more surfactants can also be used, depending on the desired washing performance.
  • Suitable anionic surfactants include, but are not limited to, alkyl benzene sulfonates, olefin sulfonates, alkane sulfonates, fatty alcohol sulfates, fatty alcohol ether sulfates, or a mixture of two or more of these anionic surfactants. Of these anionic surfactants, alkyl benzene sulfonates, fatty alcohol ether sulfates, and mixtures thereof are particularly preferred.
  • Surfactants of the sulfonate type are preferably alkylbenzene sulfonates, olefin sulfonates, ie mixtures of alkene and hydroxyalkane sulfonates and disulfonates, such as those obtained, for example, from C 12-18 monoolefins with a terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation products, under consideration.
  • esters of ⁇ -sulfofatty acids for example the ⁇ -sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
  • Alkyl benzene sulfonates are preferably selected from linear or branched mono- and di-alkyl benzene sulfonates.
  • the alkyl radicals individually or together, can contain 9 to 19, preferably 9 to 15, and in particular 9 to 13 carbon atoms.
  • a very particularly preferred representative is sodium dodecyl benzyl sulfonate.
  • Alk(en)yl sulfates are the salts of sulfuric acid monoesters of C12-C18 fatty alcohols, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl , cetyl or stearyl alcohol or C10- C20 oxo alcohols and those monoesters secondary alcohols of these chain lengths are preferred.
  • C 12 -C 16 -alkyl sulfates and C 12 -C 15 -alkyl sulfates and also C 14 -C 15 -alkyl sulfates are preferred for reasons of washing technology.
  • alkyl ether sulfates having the formula R 1 -O-(AO) n -SO 3 - X + are suitable.
  • R 1 is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, particularly preferably a fatty alcohol radical.
  • Preferred radicals R 1 are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl radicals and mixtures thereof, the representatives with an even number on carbon atoms are preferred.
  • Particularly preferred radicals R 1 are derived from C 12 -C 18 fatty alcohols, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or from C 10 -C 20 oxo alcohols.
  • AO stands for an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably for an ethylene oxide moiety.
  • the index n is an integer from 1 to 50, preferably from 1 to 20, and in particular from 2 to 10. n is very particularly preferably the numbers 2, 3, 4, 5, 6, 7 or 8.
  • X is for a monovalent cation or the nth part of an n-valent cation, preference being given to the alkali metal ions and including Na + or K + , with Na + being extremely preferred. Further cations X + can be selected from NH 4 + , 1 ⁇ 2 Zn 2+ , 1 ⁇ 2 Mg 2+ , 1 ⁇ 2 Ca 2+ , 1 ⁇ 2 Mn 2+ and mixtures thereof.
  • the anionic surfactants can be in the form of their sodium, potassium or magnesium or ammonium salts.
  • the anionic surfactants are preferably in the form of their sodium salts and/or ammonium salts.
  • Amines that can be used for neutralization are preferably choline, Triethylamine, monoethanolamine, diethanolamine, triethanolamine, methylethylamine or a mixture thereof, with monoethanolamine being preferred.
  • Suitable nonionic surfactants include alkoxylated fatty alcohols, alkoxylated oxo-alcohols, alkoxylated fatty acid alkyl esters, fatty acid amides, alkoxylated fatty acid amides, polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides, alkyl (poly)glucosides, and mixtures thereof.
  • R 2 is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, particularly preferably a fatty alcohol radical.
  • Preferred radicals R 2 are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl and eicosyl radicals and mixtures thereof, the representatives with an even number of C atoms are preferred.
  • radicals R 2 are derived from C 12 -C 18 fatty alcohols, for example from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or from C 10 -C 20 oxo alcohols.
  • AO represents an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably an ethylene oxide moiety.
  • the index m is an integer from 1 to 50, preferably from 1 to 20, and in particular from 2 to 10. m is very particularly preferably the numbers 2, 3, 4, 5, 6, 7 or 8.
  • the total mass of surfactant i.e. the total mass of one or more surfactants, based on the total mass of the textile care product, is 1% by mass to 50% by mass and is in particular 3% by mass to 20% by mass.
  • the total mass of surfactants relates to the total mass of all surfactants used.
  • the textile care product is in powder, liquid, gel form, in the form of tabs or capsules.
  • the liquid form is particularly preferred here, since in liquid textile care products the copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent is hydrated and is therefore present in particular in the form of a hydrogel, which is particularly easy to attach to textiles and can form a dirt-repellent protective layer.
  • the textile care product can contain other common ingredients. Unless otherwise stated, all quantitative data given in connection with the ingredients of the textile care product described herein relate to % by weight, in each case based on the total weight of the textile care product.
  • At least one refers to 1 or more, for example 1, 2, 3, 4, 5, 6, 7, 8, 9 or more. In connection with ingredients of the fabric care product described herein, this information does not refer to the absolute amount of molecules, but to the type of ingredient.
  • At least one enzyme or “at least one surfactant” thus means, for example, one or more different enzymes or surfactants, i.e. one or more different types of enzymes or surfactants. Together with quantities, the quantities refer to the total quantity of the corresponding type of ingredient as already defined above.
  • the textile care product according to the invention can also contain other ingredients that further improve the performance and/or aesthetic properties of the textile care product.
  • the textile care product preferably additionally contains one or more substances from the group of bleaches, enzymes, complexing agents, builders, electrolytes, non-aqueous solvents, pH adjusters, perfumes, perfume carriers, fluorescent agents, dyes, hydrotropes, foam inhibitors, silicone oils , antiredeposition agents, graying inhibitors, shrinkage inhibitors, crease inhibitors, color transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, preservatives, corrosion inhibitors, antistatic agents, bittering agents, ironing aids, repellents and impregnating agents, swelling and non-slip agents, softening components and UV absorbers.
  • Any substance that destroys or absorbs dyes through oxidation, reduction or adsorption and thereby decolorizes materials can be used as a bleaching agent.
  • a bleaching agent include, inter alia, hypohalite-containing Bleaching agents, hydrogen peroxide, perborate, percarbonate, peroxoacetic acid, diperoxoazelaic acid, diperoxododecanedioic acid and oxidative enzyme systems.
  • silicates aluminum silicates (in particular zeolites), carbonates, salts of organic di- and polycarboxylic acids and mixtures of these substances should be mentioned as builders that can be contained in the textile care product.
  • Organic builders which can be present in the textile care product are, for example, the polycarboxylic acids which can be used in the form of their sodium salts, polycarboxylic acids being understood as meaning those carboxylic acids which carry more than one acid function.
  • these are citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, saccharic acids, aminocarboxylic acids and mixtures of these.
  • Preferred salts are the salts of polycarboxylic acid, citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures of these.
  • Polymeric polycarboxylates are also suitable as builders. These are, for example, the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example those with a relative molecular weight of 600 to 750,000 g/mol.
  • Suitable polymers are, in particular, polyacrylates, which preferably have a molecular weight of 1000 to 15,000 g/mol. Because of their superior solubility, the short-chain polyacrylates, which have molar masses of 1000 to 10,000 g/mol and particularly preferably of 1000 to 5000 g/mol, may in turn be preferred from this group.
  • Copolymeric polycarboxylates are also suitable, in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid.
  • the polymers can also contain allyl sulfonic acids, such as allyloxybenzene sulfonic acid and methallyl sulfonic acid, as a monomer.
  • Soluble builders such as citric acid, or acrylic polymers with a molar mass of 1000 to 5000 g/mol are preferably used in liquid textile care products.
  • Liquid textile care products also preferably contain water as the main solvent. It is preferred that the textile care product contains more than 5% by weight, preferably more than 15% by weight and particularly preferably more than 25% by weight, based in each case on the total weight of textile care product, of water. Particularly preferred liquid textile care products contain from 5% by weight to 90% by weight, preferably 10% by weight to 85% by weight, particularly preferably 25% by weight to 75% by weight and particularly preferably 35% by weight to 65% by weight of water.
  • the textile care product according to the invention can be a low-water to anhydrous textile care product, the total mass of water in a preferred embodiment being less than 10% by mass and more preferably less than 8% by mass, based in each case on the total mass of the textile care product.
  • non-aqueous solvents can be added to the textile care product.
  • Suitable non-aqueous solvents include monohydric or polyhydric alcohols, alkanolamines or glycol ethers, provided they are miscible with water in the specified concentration range.
  • the solvents are preferably selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexylene glycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol methyl ether, Diethylene glycol ethyl ether, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol propyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol,
  • customary enzyme stabilizers that may be present, especially in liquid textile care products, include amino alcohols, for example mono-, di-, triethanolamine and propanolamine and mixtures thereof, lower carboxylic acids, boric acid, alkali metal borates, boric acid-carboxylic acid combinations, boric acid esters, boric acid derivatives, calcium salts, for example Ca-formic acid combination, magnesium salts, and/or sulphur-containing reducing agents.
  • soaps preference being given to soaps containing C 12 -C 18 fatty acids. They can also be in the form of their sodium, potassium, magnesium or ammonium salts.
  • the textile care product according to the invention can contain one or more enzymes.
  • all enzymes established in the prior art for these purposes can be used in this regard. It is preferably one or more enzymes that can develop a catalytic activity in a textile care product, in particular a protease, cellulase, amylase, lipase, mannanase, pectin-splitting enzyme, tannase, xylanase, xanthanase, ⁇ -glucosidase, carrageenase, perhydrolase , oxidase, oxidoreductase and mixtures thereof.
  • Preferred hydrolytic enzymes include in particular proteases, amylases, in particular ⁇ -amylases, lipases, in particular pectinase, mannanase, ⁇ -glucanases, and mixtures thereof. These enzymes are in principle of natural origin. Based on the natural molecules, improved derivatives are available for use in textile care products, which are used with preference accordingly.
  • the textile care product can be prepared in the form of a solution (washing liquor) in order to facilitate contact with the textile.
  • a solution washing liquor
  • the textiles treated according to the invention are provided with a type of dirt-repellent protective layer which effectively reduces or even prevents soiling and facilitates and thus improves the removal of soiling or resoiling on the textile.
  • soiling is prevented by the process from penetrating into the textiles and at most remain on their surface, and here in particular on the protective layer or the protective film. They can be removed from there very easily, for example by dissolving them down with part of the protective layer or else with the entire protective layer, and in particular by washing them out. Washing out is promoted in particular by the hydrophilic components of the copolymer, ie in particular the methacrylic acid units.
  • the process is simple and can be implemented without great technical effort and protects the treated textiles from soiling.
  • the advantageous effects for different types of textiles e.g. cotton-based textiles, polyamide-based textiles, polyester-based textiles and any type of blended fabric
  • soilings hydrophilic and hydrophobic soiling
  • a fabric care product as disclosed above to reduce resoiling of fabrics and to improve soil removal from fabrics.
  • the copolymer present in the textile care product according to the invention which consists of N-isopropylacrylamide units, methacrylic acid units and optionally at least one crosslinking agent, for different types of textiles (e.g. cotton-based textiles, polyamide-based textiles, polyester-based textiles and mixed fabrics) and different soiling achieved.
  • a copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and crosslinking agent (NIPAM-co-MAc polymer for short) was prepared according to the following manufacturing instructions: To a solution of 17.09 g of N-isopropylacrylamide (NIPAM) and 0.79 g of N,N'-methylenebis(acrylamide) (BIS) in 940 mL of degassed water heated to 90°C under a nitrogen atmosphere, a solution of 1.42 g of methacrylic acid (MAc) were added to 140 mL of degassed water and the pH was adjusted to 3 with 0.1 M HCl.
  • NIPAM N-isopropylacrylamide
  • BIOS N,N'-methylenebis(acrylamide)
  • a solution of 1.54 g of sodium fatty alcohol ether sulfate (FAEOS) in degassed water was then added. Further, a solution of 0.14 g of ammonium peroxodisulfate (APS) in 25 mL of deaerated water was added to start the polymerization reaction.
  • the reaction mixture obtained was maintained at 85°C under a nitrogen atmosphere with constant stirring (300 rpm) for 4 h and then cooled to room temperature with constant stirring (300 rpm).
  • the NIPAM-co-MAc was obtained in 75 % yield and had a hydrodynamic radius (R h ) of 102 nm in water at 20 °C.
  • the zeta potential was -25 mV in water at 20 °C.
  • the following fabric care products were made by mixing the ingredients listed in Table 1.
  • the textile care products V1 and V2 are not formulations according to the invention, which serve as a reference, while the textile care product E1 represents an embodiment according to the invention containing a copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and a crosslinking agent.
  • the copolymer from Example 1 was used as the copolymer.
  • Table 1 Compositions of textile care products [% by mass] V1 v2 E1 boric acid 1 1 1 citric acid 2.2 2.2 2.2 antifoam agent 0.03 0.03 0.03 surfactants 18 18 18 Fatty acid from palm kernel oil 2.25 2.25 2.25 NaOH 2,334 2,334 2,334 glycerin 2.5 2.5 2.5 preservatives 0.05 0.05 0.05 ethanol 1.25 1.25 1.25 phosphonate DTPMP 0.5 0.5 0.5 brightener 0.035 0.035 0.035 enzyme mix 0.836 0.836 0.836 Perfume 0.741 0.741 0.741 dye 0.006 0.006 0.006 Poly NIPAM - 1 - NIPAM-co-MAc - - 1 water to 100
  • the pH of the textile care products was between 8.2-8.6.
  • the density of the textile care products at 20° C. was 1.044-1.054 g/cm 3 .
  • test textiles were then soiled with standardized soiling and stored at room temperature for 7 days.
  • the test fabrics were then rewashed along with the remaining ballast wash in a wash liquor containing 66 mL of the same fabric care product of Example 2 as used previously under the conditions described above.
  • the residual stain intensity was determined using a DATA-COLOR Spectra Flash SF500 remission spectrometer.
  • Table 3 shows the stain intensity test results obtained Table 3: Stain Intensity Results soiling Textile v2 E1 makeup 1 cotton 8.0 14.8 lard polyester 1.6 4.3 makeup 1 polyester 4.1 8.4 Shoe polish black polyester 12.1 15.2 makeup 2 cotton 12.0 12.2 The delta-delta-Y values are given in comparison to the use of detergent C1.
  • the textile care product E1 which contained a copolymer consisting of N-isopropylacrylamide units, methacrylic acid units and a crosslinking agent, showed the best test results.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Claims (10)

  1. Utilisation d'un copolymère constitué de motifs N-isopropylacrylamide, de motifs acide méthacrylique et éventuellement d'au moins un agent de réticulation en tant que substance active d'apprêt antisalissure dans des produits d'entretien textile pour des textiles.
  2. Produit d'entretien textile contenant au moins un copolymère constitué de motifs N-isopropylacrylamide et de motifs acide méthacrylique et éventuellement au moins un agent de réticulation.
  3. Produit d'entretien textile selon la revendication 2, où la masse totale de copolymère constitué de motifs N-isopropylacrylamide, de motifs acide méthacrylique et éventuellement d'au moins un agent de réticulation est de 0,001 % en masse à 10 % en masse rapporté à la masse totale du produit d'entretien textile.
  4. Produit d'entretien textile selon la revendication 2 ou 3, où la masse totale de copolymère constitué de motifs N-isopropylacrylamide, de motifs acide méthacrylique et éventuellement d'au moins un agent de réticulation est de 0,01 % en masse à 5 % en masse, et en particulier de 1 % en masse, rapporté à la masse totale du produit d'entretien textile.
  5. Produit d'entretien textile selon l'une quelconque des revendications 2 à 4, où le produit d'entretien textile contient en outre au moins un tensioactif, la masse totale de tensioactif étant de 1 % en masse à 50 % en masse, en particulier de 10 % en masse à 25 % en masse, rapporté à la masse totale du produit d'entretien textile.
  6. Produit d'entretien textile selon l'une quelconque des revendications 2 à 5, où le produit d'entretien textile se présente sous forme de poudre, de liquide, de gel, de pastilles ou de capsules.
  7. Produit d'entretien textile selon l'une quelconque des revendications 2 à 6, où le produit d'entretien textile se présente sous la forme d'un adjuvant de lavage, d'un agent d'entretien du linge ou d'un agent de post-traitement du linge.
  8. Procédé destiné à l'apprêtage des textiles d'une couche protectrice d'apprêt antisalissure comprenant les étapes suivantes :
    a) la fourniture d'un produit d'entretien textile selon l'une quelconque des revendications 2 à 7 et
    b) la mise en contact d'un textile avec le produit d'entretien textile.
  9. Utilisation d'un produit d'entretien textile selon l'une quelconque des revendications 2 à 7 pour réduire la resalissure des textiles.
  10. Utilisation d'un produit d'entretien textile selon l'une quelconque des revendications 2 à 7 pour améliorer l'élimination de salissures des textiles.
EP19715074.1A 2018-04-13 2019-04-01 Produit de soin des textiles comprenant un copolymère éventuellement réticulé et procédé permettant l'apprêt de textiles Active EP3775131B1 (fr)

Applications Claiming Priority (2)

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DE102018003039.4A DE102018003039A1 (de) 2018-04-13 2018-04-13 Textilpflegeprodukt mit optional vernetztem Copolymer und Verfahren zur Ausrüstung von Textilien
PCT/EP2019/058134 WO2019197188A1 (fr) 2018-04-13 2019-04-01 Produit de soin des textiles comprenant un copolymère éventuellement réticulé et procédé permettant l'apprêt de textiles

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EP3775131B1 true EP3775131B1 (fr) 2022-03-23

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EP4321604A1 (fr) 2022-08-08 2024-02-14 The Procter & Gamble Company Tissu et composition de soins à domicile comprenant un tensioactif et un polyester
WO2024094803A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024094778A1 (fr) 2022-11-04 2024-05-10 Clariant International Ltd Polyesters
WO2024094800A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024119298A1 (fr) 2022-12-05 2024-06-13 The Procter & Gamble Company Composition de soin textile et ménager comprenant un composé de carbonate de polyalkylène
EP4458932A1 (fr) 2023-05-04 2024-11-06 The Procter & Gamble Company Tissu et composition de soins à domicile
EP4458933A1 (fr) 2023-05-05 2024-11-06 The Procter & Gamble Company Composition de tissu et de soins à domicile comprenant un polyol propoxylé
EP4484536A1 (fr) 2023-06-26 2025-01-01 The Procter & Gamble Company Composition de soin pour le linge et le domicile

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DE10152308A1 (de) 2001-10-26 2003-05-08 Henkel Kgaa Baumwollaktive schmutzablösevermögende Polymere auf Urethan-Basis
DE102007013217A1 (de) 2007-03-15 2008-09-18 Clariant International Ltd. Anionische Soil Release Polymere
DE102007013141A1 (de) * 2007-03-15 2008-09-18 Cognis Ip Management Gmbh Amphotere Polymere als Soil Release Additive in Wasch- und Reinigungsmitteln

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US20210024855A1 (en) 2021-01-28
WO2019197188A1 (fr) 2019-10-17
DE102018003039A1 (de) 2019-10-17

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