[go: up one dir, main page]
More Web Proxy on the site http://driver.im/

WO2000044345A1 - Cosmetic composition comprising at least a wax and at least a ceramide compound and methods - Google Patents

Cosmetic composition comprising at least a wax and at least a ceramide compound and methods Download PDF

Info

Publication number
WO2000044345A1
WO2000044345A1 PCT/FR2000/000128 FR0000128W WO0044345A1 WO 2000044345 A1 WO2000044345 A1 WO 2000044345A1 FR 0000128 W FR0000128 W FR 0000128W WO 0044345 A1 WO0044345 A1 WO 0044345A1
Authority
WO
WIPO (PCT)
Prior art keywords
radical
composition
composition according
denotes
weight
Prior art date
Application number
PCT/FR2000/000128
Other languages
French (fr)
Inventor
Serge Restle
Danièle Cauwet-Martin
Original Assignee
L'oreal
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
Application filed by L'oreal filed Critical L'oreal
Priority to AU30573/00A priority Critical patent/AU3057300A/en
Priority to BR0009137-5A priority patent/BR0009137A/en
Priority to KR1020017009269A priority patent/KR20010089623A/en
Priority to JP2000595649A priority patent/JP2003500337A/en
Priority to CA002360639A priority patent/CA2360639A1/en
Priority to EP00900630A priority patent/EP1150651A1/en
Publication of WO2000044345A1 publication Critical patent/WO2000044345A1/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/68Sphingolipids, e.g. ceramides, cerebrosides, gangliosides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

Definitions

  • the present invention relates to a cosmetic composition for the treatment of eratin materials such as the hair, comprising at least one particular wax and at least one compound of ceramide type as well as to the non-therapeutic treatment process using this composition.
  • Ceramides or glycoceramides are also known which have already been combined with cholesterol esters in order to protect the hair fiber.
  • the hair is damaged by the heat of the blow dryer and the passage of the brush through the hair to shape the hair.
  • compositions containing a particular wax in combination with compounds of Ceramide type a significant improvement in cosmetic performance was observed both on wet hair and on dry hair.
  • the Applicant has found in particular that the combination has a synergistic effect which is not simply the addition of the properties of the two components.
  • the disentangling properties are also superior to those of a composition containing only the compound of ceramide type or that wax.
  • the subject of the invention is therefore a cosmetic composition intended for the treatment of keratin materials, in particular the hair, characterized in that it contains in a cosmetically acceptable medium at least one wax having a melting point of between 70 and 85 °. C and of which at least 80% of the carbon chains have more than 40 carbon atoms and at least one compound of the ceramide type.
  • compositions defined above to protect keratin materials, in particular the hair, from physical or chemical attack and in particular with regard to brushing.
  • compositions also make it possible to improve the cosmetic properties, in particular the softness and straightening of the hair.
  • ceramide-type compound means ceramides and / or glycoceramides and / or pseudoceramides and / or neoceramides, natural or synthetic. Ceramide-type compounds are described for example in patent applications DE4424530, DE4424533, DE4402929, DE4420736, WO95 / 23807, WO94 / 07844, EP-A-0646572, WO95 / 16665, FR-2 673 179, EP-A- 0227994 and WO 94/07844, WO94 / 24097, WO94 / 10131, the teachings of which are included here for reference.
  • ceramide-type compounds which can be used according to the present invention preferably correspond to the general formula (I):
  • R7 being a radical hydrocarbon, saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated, in C1-C35, the hydroxyl or hydroxyls of the radical R7 can be esterified with a saturated or unsaturated fatty acid, linear or branched, optionally mono or polyhydroxylated, in C- 1-C35; - or a radical R "- (NR-CO) -R ', R denotes a hydrogen atom or a hydrocarbon radical C1-C20 mono or polyhydroxylated, preferably monohydroxylated, R' and R" are hydrocarbon radicals whose sum of carbon atoms is between 9 and 30, R 'being a divalent radical.
  • R denotes a hydrocarbon radical in C-1-C20 P t are an integer ranging from 1 to 12.
  • R2 is chosen from a hydrogen atom, a saccharide-type radical, in particular a (glycosyl) n , (galactosyl) m or sulfogalactosyl radical, a sulfate or phosphate residue, a phosphorylethylamine radical and a radical phosphorylethylammonium, in which n is an integer varying from 1 to 4 and m is an integer varying from 1 to 8;
  • R3 denotes a hydrogen atom or a C-1-C33 hydrocarbon radical, saturated or unsaturated, hydroxyl or not, the hydroxyl or hydroxyls which can be esterified by a mineral acid or an acid R7COOH, R7 having the same meanings as ci above, the hydroxyl or hydroxyls which can be etherified by a (glycosyl) n , (galactosyl) m sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, R3 can also be substituted by one or more C alk alkyl radicals
  • R4 denotes a hydrogen atom, a methyl, ethyl radical, a C3-C5Q hydrocarbon radical, saturated or unsaturated, linear or branched, optionally hydroxyl or a -CH2-CHOH-CH2-O-R5 radical in which R ⁇ denotes a C ⁇ n-C-26 hydrocarbon radical or a rad ' ca ' R8-0-CO- (CH2) p , Rg denotes a C ⁇ -C20 hydrocarbon radical > P is an integer varying from 1 to 12,
  • R5 denotes a hydrogen atom or a saturated or unsaturated, linear or branched C-1-C30 hydrocarbon radical, optionally mono or polyhydroxylated, the hydroxyl (s) possibly being etherified by a (glycosyl) n , (galactosyl) radical m ] sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium,
  • R3 and R5 denote hydrogen or when R3 denotes hydrogen and R5 denotes methyl then R4 does not denote a hydrogen atom, a methyl or ethyl radical.
  • ceramides and / or glycoceramides are preferred, the structure of which is described by DOWNING in Journal of Lipid Research Vol. 35, 2060-2068, 1994, or those described in French patent application FR-2 673 179, the teachings of which are included here for reference.
  • the compounds of ceramide type more particularly preferred according to the invention are the compounds of formula (I) for which R- j denotes a saturated or unsaturated alkyl derived from C14-C22 fatty acids optionally hydroxylated; R2 denotes a hydrogen atom; and R3 denotes a linear radical in C-) 1.-17 optionally hydroxyl and preferably in Ci 3. 5.
  • Such compounds are for example:
  • R denotes a saturated or unsaturated alkyl radical derived from C 2 -C 22 fatty acids
  • R2 denotes a galactosyl or sulfogalactosyl radical
  • the concentration of ceramide-type compounds can vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.005 and 3% by weight.
  • the waxes which can be used according to the invention preferably have at least 80% by weight of carbon chains comprising from 40 to 65 carbon atoms and preferably more than 95% by weight.
  • Waxes meeting these characteristics are in particular sunflower wax, in particular hydrogenated sunflower wax sold by the Soetenaey Laboratory, the melting point of which is approximately 77 ° C. (measured in the KOFLER block), the drop point is d 'about 70 ° C and which contains more than 95% by weight of carbon chains having 40 to 65 carbon atoms.
  • the wax concentration according to the invention can vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.005 and 3% by weight .
  • compositions of the invention also advantageously contain at least one surfactant which is generally present in an amount of between 0.1% and 60% by weight approximately, preferably between 3% and 40% and even more preferably between 5% and 30%, relative to the total weight of the composition.
  • This surfactant can be chosen from anionic, amphoteric, nonionic, cationic surfactants or mixtures thereof.
  • the surfactants which are suitable for carrying out the present invention are in particular the following:
  • Anionic surfactant (s): Their nature is not, in the context of the present invention, of a truly critical nature.
  • anionic surfactants which can be used, alone or in mixtures, in the context of the present invention, mention may be made in particular (non-limiting list) of the salts (in particular alkali salts, in particular sodium salts, ammonium salts, amine salts, amino alcohol salts or magnesium salts) of the following compounds: alkylsulphates, alkylethersulphates, alkylamidoethersulphates, alkylarylpolyethersulphates, monoglycerides sulphates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, ⁇ -olefin-sulfonates, paraffin-sulfonates; alkylsulfosuccinates, alkylethersulfosuccinates, alkylamidesulfosuccinates; alkyl sulfosuccinamates; alkyl sulfoacetate
  • anionic surfactants which can still be used, mention may also be made of the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic, stearic acids, coconut oil or hydrogenated coconut oil acids; acyl-lactylates whose acyl radical contains 8 to 20 carbon atoms.
  • Weakly anionic surfactants can also be used, such as alkyl D galactoside uronic acids and their salts as well as polyoxyalkylenated (C 6 -C 2 ) alkyl ether acids, (C 6 -C 24 ) aryl ether carboxylic acids. polyoxyalkylenated, (C 6 -C 24 ) alkyl amido ether polyoxyalkylenated carboxylic acids and their salts, in particular those comprising from 2 to 50 ethylene oxide groups, and mixtures thereof.
  • anionic surfactants it is preferred to use, according to the invention, the salts of alkyl sulfates and of alkyl ether sulfates and their mixtures.
  • Nonionic surfactant (ii) Nonionic surfactant (s):
  • the nonionic surfactants are also compounds well known per se (see in particular in this regard "Handbook of Surfactants” by MR PORTER, Blackie & Son editions (Glasgow and London), 1991, pp 116-178) and their nature is not, in the context of the present invention, of a critical nature.
  • alcohols can in particular be chosen from (nonlimiting list) alcohols, alpha-diols, alkylphenols or polyethoxylated, polypropoxylated or polyglycerolated fatty acids, having a fatty chain comprising for example 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups which may range in particular from 2 to 50 and the number of glycerol groups which may range in particular from 2 to 30.
  • copolymers of ethylene oxide and of propylene, condensates of ethylene and propylene oxide on fatty alcohols polyethoxylated fatty amides preferably having from 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1, 5 to 4; polyethoxylated fatty amines preferably having 2 to 30 moles of ethylene oxide; esters of oxyethylenated sorbitan fatty acids having from 2 to 30 moles of ethylene oxide; sucrose fatty acid esters, polyethylene glycol fatty acid esters, alkylpolyglycosides, N-alkyl glucamine derivatives, amine oxides such as amino (CQ - C 4) alkyl oxides or N-acylaminopropylmorpholine oxides.
  • the alkylpolyglycosides constitute nonionic surfactants which fall particularly well within
  • amphoteric surfactant (s) can in particular be (non-limiting list) derivatives of secondary or tertiary amines aliphatics, in which the aliphatic radical is a linear or branched chain containing 8 to 22 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulfate, phosphate or phosphonate); mention may also be made of (C 8 -C 20 ) alkyl betaines, sulfobetaines, (C 8 -C 20 ) alkyl amidoalkyl (C, -C 6 ) betaines or (C 8 -C 20 ) alkyl amidoalkyl (CC 6) ) sulfobetaines.
  • aliphatic radical is a linear or branched chain containing 8 to 22 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulf
  • B represents -CH 2 CH 2 OX '
  • C represents - (CH 2 ) Z -Y
  • z 1 or 2
  • X' denotes the group -CH 2 CH 2 -COOH or a hydrogen atom
  • Y denotes -COOH or the radical -CH 2 - CHOH - SO3H
  • R 5 denotes an alkyl radical of an acid R 9 -COOH present in coconut oil or in hydrolyzed linseed oil, an alkyl radical, in particular C 7 , C 9 , C fatigueor C 13 , a C 17 alkyl radical and its iso form, an unsaturated C 17 radical.
  • Cocoamphodipropionic acid By way of example, mention may be made of the cocoamphodiacetate sold under the trade name MIRANOL C2M concentrated by the company RHONE
  • compositions in accordance with the invention mixtures of surfactants and in particular mixtures of anionic surfactants and mixtures of anionic surfactants and amphoteric or nonionic surfactants are preferably used.
  • a particularly preferred mixture is a mixture consisting of at least one anionic surfactant and at least one amphoteric surfactant.
  • an anionic surfactant is used selected from alkyl (C 12 -C 14) alkyl sulphates of sodium, triethanolamine or ammonium alkyl (C 12 -C 14) alkyl ether sulfates of sodium, triethanolamine or ammonium oxyethylenated with 2.2 moles of ethylene oxide, sodium cocoyl isethionate and alphaolefin (C 14 -C ⁇ 6 ) sodium sulfonate and their mixture with: - or an amphoteric surfactant such as the amine derivatives called disodiumcocoamphodipropionate or sodiumcocoamphopropionate sold in particular by the company RHONE POULENC under the trade name "MIF ANOL C2M CONC" in aqueous solution at 38% of active material or under the name MIRANOL C32;
  • amphoteric surfactant of zwitterionic type such as alkylbetaines in particular cocobetaine sold under the name "DEHYTON AB 30" in aqueous solution at 32% of MA by the company HENKEL.
  • cationic surfactants among which there may be mentioned in particular (non-limiting list): the salts of primary, secondary or tertiary fatty amines, possibly polyoxyalkylenated; quaternary ammonium salts such as chlorides or bromides of tetraalkylammonium, alkylamidoalkyltrialkylammoniurn, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium; imidazoline derivatives; or amine oxides of a cationic nature.
  • quaternary ammonium salts such as chlorides or bromides of tetraalkylammonium, alkylamidoalkyltrialkylammoniurn, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium
  • imidazoline derivatives or amine oxides of a cationic nature.
  • composition of the invention may also contain at least one additive chosen from thickeners, perfumes, pearlescent agents, preservatives, sun filters, anionic or nonionic or cationic or amphoteric polymers, proteins, protein hydrolysates. , fatty acids with linear or branched C 1S -C 40 chains such as 18-methyl eicosanoic acid, hydroxy acids, vitamins, panthenol, vegetable, animal, mineral or synthetic oils and any other additive conventionally used in the cosmetic field which does not affect the properties of the compositions according to the invention.
  • additives are present in the composition according to the invention in proportions which can range from 0 to 50% by weight relative to the total weight of the composition.
  • the precise quantity of each additive is easily determined by the skilled person according to its nature and its function.
  • the cosmetically acceptable medium can consist solely of water or of a mixture of water and at least one cosmetically acceptable solvent such as monoalcohols, polyalcohols, glycol ethers and their mixture.
  • Monoalcohols are in particular chosen from CC 4 lower alcohols, such as ethanol, isopropanol, tert-butanol, n-butanol; alkylene glycols such as propylene glycol, glycol ethers and their mixture.
  • the composition comprises from 50 to 95% by weight of water relative to the total weight of the composition.
  • the pH of the compositions is generally between 2 and 12 and preferably between 4 and 9.
  • the adjustment of the pH to the desired value can be carried out conventionally by adding a base (organic or inorganic) in the composition, for example of ammonia or a primary, secondary or tertiary (poly) amine such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or propane-1, 3, or alternatively by addition of a mineral or organic acid, preferably a carboxylic acid such as for example citric acid.
  • a base organic or inorganic
  • a primary, secondary or tertiary (poly) amine such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or propane-1, 3, or alternatively by addition of a mineral or organic acid, preferably a carboxylic acid such as for example citric acid.
  • compositions according to the invention can be more particularly used for washing or treating keratin materials such as the hair, the skin, the eyelashes, the eyebrows, the nails, the lips, the scalp and more particularly the hair.
  • compositions according to the invention are detergent compositions such as shampoos, shower gels and bubble baths.
  • the compositions comprise a washing base, generally aqueous.
  • the surfactant (s) forming the washing base can be chosen either, alone or as a mixture, from anionic, amphoteric, nonionic and cationic surfactants as defined above.
  • the quantity and quality of the washing base are those sufficient to give the final composition a satisfactory foaming and / or detergent power.
  • the washing base can represent from 4% to 50% by weight, preferably from 6% to 35% by weight, and even more preferably from 8% to 25% by weight, of the total weight of the final composition.
  • the subject of the invention is also a process for treating keratin materials such as the skin or the hair, characterized in that it consists in applying to the keratin materials a cosmetic composition as defined above, then in optionally rinsing with the water.
  • this method according to the invention allows the hairstyle to be maintained, the treatment, the care or the washing or the make-up removal of the skin, the hair or any other keratin material.
  • compositions of the invention can also be in the form of conditioner to rinse off or not, of compositions for perm, straightening, coloring or discoloration, or also in the form of compositions to rinse, to be applied before or after coloring, discoloration, perm or straightening or between the two stages of a perm or straightening.
  • compositions according to the invention can be used as leave-in products, in particular for maintaining the hairstyle, shaping or styling the hair.
  • They are more particularly styling lotions, brushing lotions, fixing compositions (lacquers) and styling.
  • compositions of the invention may also be in the form of washing compositions for the skin, and in particular in the form of solutions or gels for the bath or shower or of make-up removing products.
  • compositions according to the invention can also be in the form of aqueous or hydroalcoholic lotions for the care of the skin and / or the hair.
  • the cosmetic compositions according to the invention can be in the form of a gel, milk, cream, lotion, stick, emulsion, thickened lotion or foam and can be used for the skin, nails, eyelashes, the lips and more particularly the hair.
  • compositions can be packaged in various forms, in particular in vaporizers, pump-dispenser bottles or in aerosol containers in order to ensure application of the composition in vaporized form or in the form of foam.
  • forms of packaging are indicated, for example, when it is desired to obtain a spray, a lacquer or a foam for the treatment of hair.
  • composition according to the invention when packaged in the form of an aerosol in order to obtain an aerosol lacquer or foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane , isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures. Carbon dioxide, nitrous oxide, dimethyl ether, nitrogen, compressed air and mixtures thereof can also be used as the propellant.
  • propellant can be chosen from volatile hydrocarbons such as n-butane, propane , isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures.
  • Carbon dioxide, nitrous oxide, dimethyl ether, nitrogen, compressed air and mixtures thereof can also be used as the propellant.
  • MA means active material
  • composition 1 g is applied to locks (2.7 g) of hair previously washed and towel-dried. Leave to stand for 5 minutes, comb the locks and then rinse them with water.
  • a movable wick, fixed on a sliding bench, is driven in a horizontal rectilinear movement between two other fixed wicks.
  • the force to be applied to slide the wick is measured using an electronic gauge connected to the drive arm. The lower the sliding force, the better the cosmetic properties.
  • composition 1 according to the invention is much lower than that of compositions 2,3 and 4.
  • the composition containing both ceramide and sunflower wax therefore has better cosmetic properties than those containing only one of the two compounds.
  • composition 1 g is applied to locks (2.7 g) of hair previously washed and towel-dried. Leave to stand for 5 minutes, comb the locks and then rinse them with water.
  • Brushing is carried out using a brush and a hair dryer. Brushing is carried out by passing the brush from root to tip. Broken hair is carefully collected on the brush using a comb, then it is weighed. The mass of hair recovered for a lock is reduced to the mass of hair recovered for one gram of starting hair.
  • the mass of hair recovered was compared for each of the compositions 1 to 4. The higher the mass of broken hair, the less the composition protects the hair.
  • the following shampoo composition was prepared:
  • Cocoyl betaine at 30% MA 2.5 g MA
  • Hair treated with this composition has very good cosmetic properties.
  • a rinse-off conditioner of the following composition was prepared
  • Cetylstearyl alcohol (50/50 by weight) 5 g Mixture of myristate, palmitate, myristyl stearate, cetyl and stearyl 1 g
  • a rinse-off conditioner of the following composition was prepared
  • a rinse-off conditioner of the following composition was prepared Cetylstearyl alcohol (50/50 by weight) 6 g

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Cosmetics (AREA)

Abstract

The invention concerns a cosmetic composition for treating keratinous materials, in particular human hair, comprising at least a wax with a melting point ranging between 70 and 85 DEG C and whereof at least 80 % of the carbon chains contain more than 40 carbon atoms and at least a ceramide-type compound. The invention also concerns a treatment method using said composition.

Description

COMPOSITION COSMETIQUE COMPRENANT AU MOINS UNE CIRE ET AU MOINS UN COMPOSE DE TYPE CERAMIDE ET PROCEDES COSMETIC COMPOSITION COMPRISING AT LEAST ONE WAX AND AT LEAST ONE CERAMID-LIKE COMPOUND AND METHODS
La présente invention a trait à une composition cosmétique pour le traitement des matières ératiniques telles que les cheveux, comprenant au moins une cire particulière et au moins un composé de type céramide ainsi qu'au procédé de traitement non-thérapeutique à l'aide de cette composition.The present invention relates to a cosmetic composition for the treatment of eratin materials such as the hair, comprising at least one particular wax and at least one compound of ceramide type as well as to the non-therapeutic treatment process using this composition.
On connaît déjà dans l'état de la technique des formulations capillaires permettant de traiter les cheveux abîmés par les intempéries ou les traitements capillaires physiques (brushing, peignage ...) ou chimiques (coloration, permanente...). On a déjà utilisé dans ce but diverses cires qui ont pour avantage d'améliorer les propriétés cosmétiques, entre autre le démêlage et la douceur des cheveux humides et séchés et également de protéger les fibres capillaires de ces agressions. Cependant, ces cires ont des propriétés encore insuffsantes et ont tendance par exemple, à alourdir la chevelure et à la rendre rèche, lors de superpositions de traitements.In the state of the art, hair formulations are already known which make it possible to treat hair damaged by bad weather or physical hair treatments (brushing, combing ...) or chemical (coloring, permanent ...). Various waxes have already been used for this purpose which have the advantage of improving the cosmetic properties, inter alia the disentangling and softness of damp and dried hair and also of protecting the hair fibers from these attacks. However, these waxes have properties that are still breath-taking and tend, for example, to weigh down the hair and make it dry, during treatment overlays.
On connaît également les céramides ou les glycocéramides qui ont déjà été associés à des esters de cholestérol dans le but de protéger la fibre capillaire. L'application sur cheveux de ces dernières compositions ou des céramides seuls conduit cependant à des performances cosmétiques insuffisantes, tant sur cheveux mouillés que sur cheveux séchés.Ceramides or glycoceramides are also known which have already been combined with cholesterol esters in order to protect the hair fiber. The application to the hair of the latter compositions or of the ceramides alone, however, leads to insufficient cosmetic performance, both on wet hair and on dried hair.
Par ailleurs, lors des traitements mécaniques tels que le brushing, les cheveux sont abîmés par la chaleur du séchoir et le passage de la brosse dans les cheveux pour mettre en forme la chevelure.Furthermore, during mechanical treatments such as brushing, the hair is damaged by the heat of the blow dryer and the passage of the brush through the hair to shape the hair.
De nombreux cheveux sont ainsi cassés lors d'un brushing. On recherche donc des compositions permettant de protéger les cheveux de cette casse lors de ces agressions.Many hairs are thus broken during brushing. We are therefore looking for compositions which make it possible to protect the hair from breakage during these attacks.
Or, la demanderesse a découvert de manière surprenante qu'en utilisant des compositions contenant une cire particulière en association avec des composés de type céramide, on observait une amélioration importante des performances cosmétique aussi bien sur cheveux mouillés que sur cheveux séchés.However, the Applicant has surprisingly discovered that by using compositions containing a particular wax in combination with compounds of Ceramide type, a significant improvement in cosmetic performance was observed both on wet hair and on dry hair.
La demanderesse a constaté en particulier que l'association avait un effet de synergie qui n'est pas simplement l'addition des propriétés des deux composants.The Applicant has found in particular that the combination has a synergistic effect which is not simply the addition of the properties of the two components.
En particulier, on obtenait un très bon effet de protection vis-à-vis de la casse des cheveux pendant un brushing, supérieur à celui obtenu soit avec la cire seule, soit avec le composé de type céramide seul.In particular, a very good protective effect against hair breakage was obtained during brushing, greater than that obtained either with the wax alone or with the compound of the ceramide type alone.
Les propriétés de démêlage (= facilité de peignage) sont également supérieures à celles d'une composition ne contenant que le composé de type céramide ou que la cire.The disentangling properties (= ease of combing) are also superior to those of a composition containing only the compound of ceramide type or that wax.
Cette découverte est à la base de la présente invention.This discovery is the basis of the present invention.
L'invention a donc pour objet une composition cosmétique, destinée au traitement des matières kératiniques en particulier les cheveux, caractérisée par le fait qu'elle contient dans un milieu cosmétiquement acceptable au moins une cire ayant un point de fusion compris entre 70 et 85°C et dont au moins 80% des chaînes carbonées possèdent plus de 40 atomes de carbone et au moins un composé de type céramide.The subject of the invention is therefore a cosmetic composition intended for the treatment of keratin materials, in particular the hair, characterized in that it contains in a cosmetically acceptable medium at least one wax having a melting point of between 70 and 85 °. C and of which at least 80% of the carbon chains have more than 40 carbon atoms and at least one compound of the ceramide type.
L'invention a encore pour objet l'utilisation de la composition définie ci-dessus pour protéger les matières kératiniques, en particulier les cheveux, des agressions physiques ou chimiques et en particulier vis-à-vis des brushings.Another subject of the invention is the use of the composition defined above to protect keratin materials, in particular the hair, from physical or chemical attack and in particular with regard to brushing.
Ces compositions permettent également d'améliorer les propriétés cosmétiques en particulier la douceur et le lissage des cheveux.These compositions also make it possible to improve the cosmetic properties, in particular the softness and straightening of the hair.
Selon la présente invention, on entend, par composé de type céramide, les céramides et/ou les glycoceramides et/ou les pseudoceramides et/ou les néocéramides, naturelles ou synthétiques. Des composés de type céramides sont par exemple décrits dans les demandes de brevet DE4424530, DE4424533, DE4402929, DE4420736, WO95/23807, WO94/07844, EP-A-0646572, WO95/16665, FR-2 673 179, EP-A-0227994 et WO 94/07844, WO94/24097, WO94/10131 dont les enseignements sont ici inclus à titre de référence.According to the present invention, the term “ceramide-type compound” means ceramides and / or glycoceramides and / or pseudoceramides and / or neoceramides, natural or synthetic. Ceramide-type compounds are described for example in patent applications DE4424530, DE4424533, DE4402929, DE4420736, WO95 / 23807, WO94 / 07844, EP-A-0646572, WO95 / 16665, FR-2 673 179, EP-A- 0227994 and WO 94/07844, WO94 / 24097, WO94 / 10131, the teachings of which are included here for reference.
Les composés de type céramide utilisables selon la présente invention répondent préférentiellement à la formule générale (I):The ceramide-type compounds which can be used according to the present invention preferably correspond to the general formula (I):
Figure imgf000005_0001
dans laquelle :
Figure imgf000005_0001
in which :
- R-| désigne :- R- | means:
- soit un radical hydrocarboné, linéaire ou ramifié, saturé ou insaturé, en C-1-C50, de préférence en C5-C50, ce radical pouvant être substitué par un ou plusieurs groupements hydroxyle éventuellement estérifié par un acide R7COOH, R7 étant un radical hydrocarboné, saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, en C1-C35 , le ou les hydroxyles du radical R7 pouvant être estérifié par un acide gras saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, en C-1-C35; - soit un radical R"-(NR-CO)-R', R désigne un atome d'hydrogène ou un radical hydrocarboné C1-C20 mono ou polyhydroxylé, préférentiellement monohydroxylé, R' et R" sont des radicaux hydrocarbonés dont la somme des atomes de carbone est comprise entre 9 et 30, R' étant un radical divalent.- or a hydrocarbon radical, linear or branched, saturated or unsaturated, in C-1-C50, preferably in C5-C50, this radical possibly being substituted by one or more hydroxyl groups optionally esterified by an acid R7COOH, R7 being a radical hydrocarbon, saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated, in C1-C35, the hydroxyl or hydroxyls of the radical R7 can be esterified with a saturated or unsaturated fatty acid, linear or branched, optionally mono or polyhydroxylated, in C- 1-C35; - or a radical R "- (NR-CO) -R ', R denotes a hydrogen atom or a hydrocarbon radical C1-C20 mono or polyhydroxylated, preferably monohydroxylated, R' and R" are hydrocarbon radicals whose sum of carbon atoms is between 9 and 30, R 'being a divalent radical.
- soit un radical Rs-O-CO-(CH2)p, Rg désigne un radical hydrocarboné en C-1-C20- P est un entier variant de 1 à 12.- or a radical R-O-CO- (CH2) p, R denotes a hydrocarbon radical in C-1-C20 P t are an integer ranging from 1 to 12.
- R2 est choisi parmi un atome d'hydrogène, un radical de type saccharidique, en particulier un radical (glycosyle)n, (galactosyle)m ou sulfogalactosyle, un résidu de sulfate ou de phosphate, un radical phosphoryléthylamine et un radical phosphoryléthylammonium, dans lesquels n est un entier variant de 1 à 4 et m est un entier variant de 1 à 8 ;- R2 is chosen from a hydrogen atom, a saccharide-type radical, in particular a (glycosyl) n , (galactosyl) m or sulfogalactosyl radical, a sulfate or phosphate residue, a phosphorylethylamine radical and a radical phosphorylethylammonium, in which n is an integer varying from 1 to 4 and m is an integer varying from 1 to 8;
- R3 désigne un atome d'hydrogène ou un radical hydrocarboné en C-1-C33, saturé ou insaturé, hydroxyle ou non, le ou les hydroxyles pouvant être estérifiés par un acide minéral ou un acide R7COOH, R7 ayant les mêmes significations que ci-dessus, le ou les hydroxyles pouvant être éthérifiés par un radical (glycosyle)n, (galactosyle)m sulfogalactosyle, phosphoryléthylamine ou phosphoryléthylammonium, R3 pouvant également être substitué par un ou plusieurs radicaux alkyle en C-|-C-|4 ; de préférence, R3 désigne un radical α-hydroxyalkyle en C-15-C26, le groupement hydroxyle étant éventuellement estérifié par un α-hydroxyacide en C-| g-C3o ;- R3 denotes a hydrogen atom or a C-1-C33 hydrocarbon radical, saturated or unsaturated, hydroxyl or not, the hydroxyl or hydroxyls which can be esterified by a mineral acid or an acid R7COOH, R7 having the same meanings as ci above, the hydroxyl or hydroxyls which can be etherified by a (glycosyl) n , (galactosyl) m sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, R3 can also be substituted by one or more C alk alkyl radicals | -C- | 4; preferably, R3 denotes a C-15-C26 α-hydroxyalkyl radical, the hydroxyl group being optionally esterified with a C- α-hydroxy acid | g-C3o;
- R4 désigne un atome d'hydrogène, un radical méthyle, éthyle, un radical hydrocarboné en C3-C5Q, saturé ou insaturé, linéaire ou ramifié, éventuellement hydroxyle ou un radical -CH2-CHOH-CH2-O-R5 dans lequel Rβ désigne un radical hydrocarboné en Cιn-C-26 ou un rad'ca' R8-0-CO-(CH2)p, Rg désigne un radical hydrocarboné en C-ι-C20> P est un entier variant de 1 à 12,- R4 denotes a hydrogen atom, a methyl, ethyl radical, a C3-C5Q hydrocarbon radical, saturated or unsaturated, linear or branched, optionally hydroxyl or a -CH2-CHOH-CH2-O-R5 radical in which Rβ denotes a Cιn-C-26 hydrocarbon radical or a rad ' ca ' R8-0-CO- (CH2) p , Rg denotes a Cι-C20 hydrocarbon radical > P is an integer varying from 1 to 12,
- R5 désigne un atome d'hydrogène ou un radical hydrocarboné en C-1-C30 saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, le ou les hydroxyles pouvant être éthérifiés par un radical (glycosyle)n, (galactosyle)m ] sulfogalactosyle, phosphoryléthylamine ou phosphoryléthylammonium,- R5 denotes a hydrogen atom or a saturated or unsaturated, linear or branched C-1-C30 hydrocarbon radical, optionally mono or polyhydroxylated, the hydroxyl (s) possibly being etherified by a (glycosyl) n , (galactosyl) radical m ] sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium,
sous réserve que lorsque R3 et R5 désignent hydrogène ou lorsque R3 désigne hydrogène et R5 désigne méthyle alors R4 ne désigne pas un atome d'hydrogène, un radical méthyle ou éthyle.provided that when R3 and R5 denote hydrogen or when R3 denotes hydrogen and R5 denotes methyl then R4 does not denote a hydrogen atom, a methyl or ethyl radical.
Parmi les composés de formule (I), on préfère les céramides et/ou glycoceramides dont la structure est décrite par DOWNING dans Journal of Lipid Research Vol. 35, 2060-2068, 1994, ou ceux décrits dans la demande de brevet français FR-2 673 179, dont les enseignements sont ici inclus à titre de référence. Les composés de type céramide plus particulièrement préférés selon l'invention sont les composés de formule (I) pour lesquels R-j désigne un alkyle saturé ou insaturé dérivé d'acides gras en C14-C22 éventuellement hydroxyle; R2 désigne un atome d'hydrogène ; et R3 désigne un radical linéaire en C-) 1.-17 éventuellement hydroxyle et de préférence en Ci 3. 5.Among the compounds of formula (I), ceramides and / or glycoceramides are preferred, the structure of which is described by DOWNING in Journal of Lipid Research Vol. 35, 2060-2068, 1994, or those described in French patent application FR-2 673 179, the teachings of which are included here for reference. The compounds of ceramide type more particularly preferred according to the invention are the compounds of formula (I) for which R- j denotes a saturated or unsaturated alkyl derived from C14-C22 fatty acids optionally hydroxylated; R2 denotes a hydrogen atom; and R3 denotes a linear radical in C-) 1.-17 optionally hydroxyl and preferably in Ci 3. 5.
De tels composés sont par exemple :Such compounds are for example:
- le 2-N-linoléoylamino-octadécane-1 ,3-diol,- 2-N-linoleoylamino-octadecane-1, 3-diol,
- le 2-N-oléoylamino-octadécane-1 ,3-diol, - le 2-N-palmitoylamino-octadécane-1 ,3-diol,- 2-N-oleoylamino-octadecane-1, 3-diol, - 2-N-palmitoylamino-octadecane-1, 3-diol,
- le 2-N-stéaroylamino-octadécane-1 ,3-diol,- 2-N-stearoylamino-octadecane-1, 3-diol,
- le 2-N-béhénoylamino-octadécane-1 ,3-diol,- 2-N-behenoylamino-octadecane-1, 3-diol,
- le 2-N-[2-hydroxy-palmitoyl]-amino-octadécane-1 ,3-diol,- 2-N- [2-hydroxy-palmitoyl] -amino-octadecane-1, 3-diol,
- le 2-N-stéaroyl amino-octadécane-1 ,3,4 triol et en particulier la N-stéaroyl phytosphingosine,- 2-N-stearoyl amino-octadecane-1,3,4 triol and in particular N-stearoyl phytosphingosine,
- le 2-N-palmitoylamino-hexadécane-1 ,3-diol ou les mélanges de ces composés.- 2-N-palmitoylamino-hexadecane-1, 3-diol or mixtures of these compounds.
On peut aussi utiliser des mélanges spécifiques tels que par exemple les mélanges de céramide(s) 2 et de céramide(s) 5 selon la classification de DOWNING.It is also possible to use specific mixtures such as for example mixtures of ceramide (s) 2 and ceramide (s) 5 according to the classification of DOWNING.
On peut également utiliser les composés de formule (I) pour lesquels R désigne un radical alkyle saturé ou insaturé dérivé d'acides gras en C 2-C22 ; R2 désigne un radical galactosyle ou sulfogalactosyle ; et R3 désigne un radical hydrocarboné en C-12-C22' satur® ou 'nsatuι"é et de préférence un groupement -CH=CH-(CH2)i2-C'H3.It is also possible to use the compounds of formula (I) for which R denotes a saturated or unsaturated alkyl radical derived from C 2 -C 22 fatty acids; R2 denotes a galactosyl or sulfogalactosyl radical; and R3 denotes a hydrocarbon radical in C-12-C22 'saturated ® or' nsatuι "é and preferably a -CH = CH- (CH2) i2-Ce H3.
A titre d'exemple, on peut citer le produit constitué d'un mélange de glycoceramides, vendu sous la dénomination commerciale GLYCOCER par la société WAITAKI INTERNATIONAL BIOSCIENCES.By way of example, mention may be made of the product consisting of a mixture of glycoceramides, sold under the trade name GLYCOCER by the company WAITAKI INTERNATIONAL BIOSCIENCES.
On peut également utiliser les composés de formule (I) décrits dans les demandes de brevet EP-A-0227994; EP-A-0 647 617, EP-A-0 736 522 et WO 94/07844. De tels composés sont par exemple le QUESTAMIDE H (bis-(N-hydroxyéthyl N-cétyl) malonamide) vendu par la société QUEST, le N-(2-hydroxyéthyl)-N-(3-cétyloxy-2- hydroxypropyl)amide d'acide cétylique .It is also possible to use the compounds of formula (I) described in patent applications EP-A-0227994; EP-A-0 647 617, EP-A-0 736 522 and WO 94/07844. Such compounds are for example QUESTAMIDE H (bis- (N-hydroxyethyl N-ketyl) malonamide) sold by the company QUEST, N- (2-hydroxyethyl) -N- (3-ketyloxy-2-hydroxypropyl) amide d cetylic acid.
On peut également utiliser le N-docosanoyl N-méthyl-D-glucamine décrit dans la demande de brevet WO94/24097.It is also possible to use the N-docosanoyl N-methyl-D-glucamine described in patent application WO94 / 24097.
La concentration en composés de type céramide peut varier entre 0,0001 % et 20% en poids environ par rapport au poids total de la composition, et de préférence entre 0,001 et 10% environ et encore plus préférentiellement entre 0,005 et 3 % en poids.The concentration of ceramide-type compounds can vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.005 and 3% by weight.
Les cires utilisables selon l'invention ont de préférence au moins 80% en poids de chaînes carbonées comprenant de 40 à 65 atomes de carbone et de préférence plus de 95% en poids.The waxes which can be used according to the invention preferably have at least 80% by weight of carbon chains comprising from 40 to 65 carbon atoms and preferably more than 95% by weight.
Des cires répondant à ces caractéristiques sont notamment la cire de tournesol, en particulier la cire de tournesol hydrogénée commercialisée par le Laboratoire Soetenaey dont le point de fusion est d'environ 77°C (mesuré au bloc KOFLER), le point de goutte est d'environ 70°C et qui contient plus de 95% en poids de chaînes carbonées ayant de 40 à 65 atomes de carbone.Waxes meeting these characteristics are in particular sunflower wax, in particular hydrogenated sunflower wax sold by the Soetenaey Laboratory, the melting point of which is approximately 77 ° C. (measured in the KOFLER block), the drop point is d 'about 70 ° C and which contains more than 95% by weight of carbon chains having 40 to 65 carbon atoms.
La concentration en cire selon l'invention peut varier entre 0,0001% et 20% en poids environ par rapport au poids total de la composition, et de préférence entre 0,001 et 10% environ et encore plus préférentiellement entre 0,005 et 3 % en poids.The wax concentration according to the invention can vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.005 and 3% by weight .
Les compositions de l'invention contiennent en outre avantageusement au moins un agent tensioactif qui est généralement présent en une quantité comprise entre 0,1 % et 60% en poids environ, de préférence entre 3% et 40% et encore plus préférentiellement entre 5% et 30%, par rapport au poids total de la composition.The compositions of the invention also advantageously contain at least one surfactant which is generally present in an amount of between 0.1% and 60% by weight approximately, preferably between 3% and 40% and even more preferably between 5% and 30%, relative to the total weight of the composition.
Cet agent tensioactif peut être choisi parmi les agents tensioactifs anioniques, amphotères, non-ioniques, cationiques ou leurs mélanges. Les tensioactifs convenant à la mise en oeuvre de la présente invention sont notamment les suivants :This surfactant can be chosen from anionic, amphoteric, nonionic, cationic surfactants or mixtures thereof. The surfactants which are suitable for carrying out the present invention are in particular the following:
(i) Tensioactif(s) anionique(s) : Leur nature ne revêt pas, dans le cadre de la présente invention, de caractère véritablement critique.(i) Anionic surfactant (s): Their nature is not, in the context of the present invention, of a truly critical nature.
Ainsi, à titre d'exemple de tensioactifs anioniques utilisables, seuls ou mélanges, dans le cadre de la présente invention, on peut citer notamment (liste non limitative) les sels (en particulier sels alcalins, notamment de sodium, sels d'ammonium, sels d'aminés, sels d'aminoalcools ou sels de magnésium) des composés suivants : les alkylsulfates, les alkyléthersulfates, alkylamidoéthersulfates, alkylarylpolyéthersulfates, monoglycérides sulfates ; les alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, α-oléfine-sulfonates, paraffine-sulfonates ; les alkylsulfosuccinates, les alkyléthersulfosuccinates, les alkylamidesulfosuccinates; les alkylsulfosuccinamates ; les alkylsulfoacétates ; les alkylétherphosphates; les acylsarcosinates ; les acyliséthionates et les N-acyltaurates, le radical alkyle ou acyle de tous ces différents composés comportant de préférence de 8 à 24 atomes de carbone, et le radical aryl désignant de préférence un groupement phényle ou benzyle. Parmi les tensioactifs anioniques encore utilisables, on peut également citer les sels d'acides gras tels que les sels des acides oléique, ricinoléique, palmitique, stéarique, les acides d'huile de coprah ou d'huile de coprah hydrogénée ; les acyl-lactylates dont le radical acyle comporte 8 à 20 atomes de carbone. On peut également utiliser des tensioactifs faiblement anioniques, comme les acides d'alkyl D galactoside uroniques et leurs sels ainsi que les acides alkyl (C6-C2 ) éther carboxyliques polyoxyalkylénés, les acides alkyl(C6-C24)aryl éther carboxyliques polyoxyalkylénés ,les acides alkyl(C6- C24) amido éther carboxyliques polyoxyalkylénés et leurs sels, en particulier ceux comportant de 2 à 50 groupements oxyde d'éthylène, et leurs mélanges.Thus, by way of example of anionic surfactants which can be used, alone or in mixtures, in the context of the present invention, mention may be made in particular (non-limiting list) of the salts (in particular alkali salts, in particular sodium salts, ammonium salts, amine salts, amino alcohol salts or magnesium salts) of the following compounds: alkylsulphates, alkylethersulphates, alkylamidoethersulphates, alkylarylpolyethersulphates, monoglycerides sulphates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, α-olefin-sulfonates, paraffin-sulfonates; alkylsulfosuccinates, alkylethersulfosuccinates, alkylamidesulfosuccinates; alkyl sulfosuccinamates; alkyl sulfoacetates; alkyl etherphosphates; acylsarcosinates; acylisethionates and N-acyltaurates, the alkyl or acyl radical of all these different compounds preferably containing from 8 to 24 carbon atoms, and the aryl radical preferably denoting a phenyl or benzyl group. Among the anionic surfactants which can still be used, mention may also be made of the salts of fatty acids such as the salts of oleic, ricinoleic, palmitic, stearic acids, coconut oil or hydrogenated coconut oil acids; acyl-lactylates whose acyl radical contains 8 to 20 carbon atoms. Weakly anionic surfactants can also be used, such as alkyl D galactoside uronic acids and their salts as well as polyoxyalkylenated (C 6 -C 2 ) alkyl ether acids, (C 6 -C 24 ) aryl ether carboxylic acids. polyoxyalkylenated, (C 6 -C 24 ) alkyl amido ether polyoxyalkylenated carboxylic acids and their salts, in particular those comprising from 2 to 50 ethylene oxide groups, and mixtures thereof.
Parmi les tensioactifs anioniques, on préfère utiliser selon l'invention les sels d'alkylsulfates et d'alkyléthersufates et leurs mélanges.Among the anionic surfactants, it is preferred to use, according to the invention, the salts of alkyl sulfates and of alkyl ether sulfates and their mixtures.
(ii) Tensioactif(s) non ionique(s) : Les agents tensioactifs non-ioniques sont, eux aussi, des composés bien connus en soi (voir notamment à cet égard "Handbook of Surfactants" par M.R. PORTER, éditions Blackie & Son (Glasgow and London), 1991 , pp 116-178) et leur nature ne revêt pas, dans le cadre de la présente invention, de caractère critique. Ainsi, ils peuvent être notamment choisis parmi (liste non limitative) les alcools, les alpha-diols, les alkylphénols ou les acides gras polyethoxylés, polypropoxylés ou polyglycérolés, ayant une chaîne grasse comportant par exemple 8 à 18 atomes de carbone, le nombre de groupements oxyde d'éthylène ou oxyde de propylène pouvant aller notamment de 2 à 50 et le nombre de groupements glycérol pouvant aller notamment de 2 à 30. On peut également citer les copolymères d'oxyde d'éthylène et de propylène, les condensats d'oxyde d'éthylène et de propylène sur des alcools gras ; les amides gras polyethoxylés ayant de préférence de 2 à 30 moles d'oxyde d'éthylène, les amides gras polyglycérolés comportant en moyenne 1 à 5 groupements glycérol et en particulier 1 ,5 à 4 ; les aminés grasses polyéthoxylées ayant de préférence 2 à 30 moles d'oxyde d'éthylène ; les esters d'acides gras du sorbitan oxyéthylénés ayant de 2 à 30 moles d'oxyde d'éthylène ; les esters d'acides gras du sucrose, les esters d'acides gras du polyéthylèneglycol, les alkylpolyglycosides, les dérivés de N-alkyl glucamine, les oxydes d'aminés tels que les oxydes d'alkyl (C Q - C 4) aminés ou les oxydes de N-acylaminopropylmorpholine. On notera que les alkylpolyglycosides constituent des tensioactifs non-ioniques rentrant particulièrement bien dans le cadre de la présente invention.(ii) Nonionic surfactant (s): The nonionic surfactants are also compounds well known per se (see in particular in this regard "Handbook of Surfactants" by MR PORTER, Blackie & Son editions (Glasgow and London), 1991, pp 116-178) and their nature is not, in the context of the present invention, of a critical nature. Thus, they can in particular be chosen from (nonlimiting list) alcohols, alpha-diols, alkylphenols or polyethoxylated, polypropoxylated or polyglycerolated fatty acids, having a fatty chain comprising for example 8 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups which may range in particular from 2 to 50 and the number of glycerol groups which may range in particular from 2 to 30. Mention may also be made of copolymers of ethylene oxide and of propylene, condensates of ethylene and propylene oxide on fatty alcohols; polyethoxylated fatty amides preferably having from 2 to 30 moles of ethylene oxide, polyglycerolated fatty amides comprising on average 1 to 5 glycerol groups and in particular 1, 5 to 4; polyethoxylated fatty amines preferably having 2 to 30 moles of ethylene oxide; esters of oxyethylenated sorbitan fatty acids having from 2 to 30 moles of ethylene oxide; sucrose fatty acid esters, polyethylene glycol fatty acid esters, alkylpolyglycosides, N-alkyl glucamine derivatives, amine oxides such as amino (CQ - C 4) alkyl oxides or N-acylaminopropylmorpholine oxides. It will be noted that the alkylpolyglycosides constitute nonionic surfactants which fall particularly well within the scope of the present invention.
(iii) Tensioactif(s) amphotère(s): Les agents tensioactifs amphotères, dont la nature ne revêt pas dans le cadre de la présente invention de caractère critique, peuvent être notamment (liste non limitative) des dérivés d'aminés secondaires ou tertiaires aliphatiques, dans lesquels le radical aliphatique est une chaîne linéaire ou ramifiée comportant 8 à 22 atomes de carbone et contenant au moins un groupe anionique hydrosolubiiisant (par exemple carboxylate, sulfonate, sulfate, phosphate ou phosphonate) ; on peut citer encore les alkyl (C8-C20) bétaïnes, les sulfobétaïnes, les alkyl (C8-C20) amidoalkyl (C,-C6) bétaïnes ou les alkyl (C8-C20) amidoalkyl (C C6) sulfobétaïnes.(iii) Amphoteric surfactant (s): The amphoteric surfactants, the nature of which is not critical in the context of the present invention, can in particular be (non-limiting list) derivatives of secondary or tertiary amines aliphatics, in which the aliphatic radical is a linear or branched chain containing 8 to 22 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulfate, phosphate or phosphonate); mention may also be made of (C 8 -C 20 ) alkyl betaines, sulfobetaines, (C 8 -C 20 ) alkyl amidoalkyl (C, -C 6 ) betaines or (C 8 -C 20 ) alkyl amidoalkyl (CC 6) ) sulfobetaines.
Parmi les dérivés d'aminés, on peut citer les produits commercialisés sous les dénomination MIRANOL, tels que décrits dans les brevets US-2 528 378 et US-2 781 354 et de structures : R2 -CONHCH2CH2 -N(R3)(R4)(CH2COO-) (2) dans laquelle : R2 désigne un radical alkyle dérivé d'un acide R2-COOH présent dans l'huile de coprah hydrolysée, un radical heptyle, nonyle ou undécyle, R3 désigne un groupement bêta-hydroxyéthyle et R4 un groupement carboxyméthyle ; et R5-CONHCH2CH2-N(B)(C) (3) dans laquelle :Among the amine derivatives, mention may be made of the products sold under the name Miranol, as described in patents US-2,528,378 and US-2,781,354 and of structures: R 2 -CONHCH 2 CH 2 -N (R 3 ) (R 4 ) (CH 2 COO-) (2) in which: R 2 denotes an alkyl radical derived from an acid R 2 -COOH present in hydrolyzed coconut oil, a heptyl, nonyl or undecyl radical, R 3 denotes a beta-hydroxyethyl group and R 4 denotes a carboxymethyl group; and R 5 -CONHCH 2 CH 2 -N (B) (C) (3) in which:
B représente -CH2CH2OX', C représente -(CH2)Z -Y, avec z = 1 ou 2, X' désigne le groupement -CH2CH2-COOH ou un atome d'hydrogène Y désigne -COOH ou le radical -CH2 - CHOH - SO3H R5 désigne un radical alkyle d'un acide R9 -COOH présent dans l'huile de coprah ou dans l'huile de lin hydrolysée, un radical alkyle, notamment en C7, C9, C„ ou C13, un radical alkyle en C17 et sa forme iso, un radical C17 insaturé.B represents -CH 2 CH 2 OX ', C represents - (CH 2 ) Z -Y, with z = 1 or 2, X' denotes the group -CH 2 CH 2 -COOH or a hydrogen atom Y denotes -COOH or the radical -CH 2 - CHOH - SO3H R 5 denotes an alkyl radical of an acid R 9 -COOH present in coconut oil or in hydrolyzed linseed oil, an alkyl radical, in particular C 7 , C 9 , C „or C 13 , a C 17 alkyl radical and its iso form, an unsaturated C 17 radical.
Ces composés sont classés dans le dictionnaire CTFA, 5ème édition, 1993, sous les dénominations Disodium Cocoamphodiacetate, Disodium Lauroamphodiacetate,These compounds are classified in the CTFA dictionary, 5th edition, 1993, under the names Disodium Cocoamphodiacetate, Disodium Lauroamphodiacetate,
Disodium Caprylamphodiacetate, Disodium Capryloamphodiacetate, Disodium Coco- amphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylampho- dipropionate, Disodium Capryloamphodipropionate, Lauroamphodipropionic acid,Disodium Caprylamphodiacetate, Disodium Capryloamphodiacetate, Disodium Coco- amphodipropionate, Disodium Lauroamphodipropionate, Disodium Caprylamphodipropionate, Disodium Capryloamphodipropionate, Lauroamphodipropionic acid,
Cocoamphodipropionic acid. A titre d'exemple on peut citer le cocoamphodiacetate commercialisé sous la dénomination commerciale MIRANOL C2M concentré par la société RHONECocoamphodipropionic acid. By way of example, mention may be made of the cocoamphodiacetate sold under the trade name MIRANOL C2M concentrated by the company RHONE
POULENC.POULENC.
Dans les compositions conformes à l'invention, on utilise de préférence des mélanges d'agents tensioactifs et en particulier des mélanges d'agents tensioactifs anioniques et des mélanges d'agents tensioactifs anioniques et d'agents tensioactifs amphotères ou non ioniques. Un mélange particulièrement préféré est un mélange constitué d'au moins un agent tensioactif anionique et d'au moins un agent tensioactif amphotère.In the compositions in accordance with the invention, mixtures of surfactants and in particular mixtures of anionic surfactants and mixtures of anionic surfactants and amphoteric or nonionic surfactants are preferably used. A particularly preferred mixture is a mixture consisting of at least one anionic surfactant and at least one amphoteric surfactant.
On utilise de préférence un agent tensioactif anionique choisi parmi les alkyl(C12-C14) sulfates de sodium, de triéthanolamine ou d'ammonium, les alkyl (C12-C14)éthersulfates de sodium, de triéthanolamine ou d'ammonium oxyéthylénés à 2,2 moles d'oxyde d'éthylène, le cocoyl iséthionate de sodium et l'alphaoléfine(C14-Cι6) sulfonate de sodium et leurs mélange avec : - soit un agent tensioactif amphotère tel que les dérivés d'aminé dénommés disodiumcocoamphodipropionate ou sodiumcocoamphopropionate commercialisés notamment par la société RHONE POULENC sous la dénomination commerciale "MIF ANOL C2M CONC" en solution aqueuse à 38 % de matière active ou sous la dénomination MIRANOL C32;Preferably an anionic surfactant is used selected from alkyl (C 12 -C 14) alkyl sulphates of sodium, triethanolamine or ammonium alkyl (C 12 -C 14) alkyl ether sulfates of sodium, triethanolamine or ammonium oxyethylenated with 2.2 moles of ethylene oxide, sodium cocoyl isethionate and alphaolefin (C 14 -Cι 6 ) sodium sulfonate and their mixture with: - or an amphoteric surfactant such as the amine derivatives called disodiumcocoamphodipropionate or sodiumcocoamphopropionate sold in particular by the company RHONE POULENC under the trade name "MIF ANOL C2M CONC" in aqueous solution at 38% of active material or under the name MIRANOL C32;
- soit un agent tensioactif amphotère de type zwittérionique tel que les alkylbétaïnes en particulier la cocobétaïne commercialisée sous la dénomination "DEHYTON AB 30" en solution aqueuse à 32 % de MA par la société HENKEL.- Or an amphoteric surfactant of zwitterionic type such as alkylbetaines in particular cocobetaine sold under the name "DEHYTON AB 30" in aqueous solution at 32% of MA by the company HENKEL.
On peut également utiliser des tensioactifs cationiques parmi lesquels on peut citer en particulier (liste non limitative) : les sels d'aminés grasses primaires, secondaires ou tertiaires, éventuellement polyoxyalkylénées ; les sels d'ammonium quaternaire tels que les chlorures ou les bromures de tétraalkylammonium, d'alkylamidoalkyltrialkylammoniurn, de trialkylbenzylammonium, de trialkylhydroxyalkyl- ammonium ou d'alkylpyridinium; les dérivés d'imidazoline ; ou les oxydes d'aminés à caractère cationique.It is also possible to use cationic surfactants among which there may be mentioned in particular (non-limiting list): the salts of primary, secondary or tertiary fatty amines, possibly polyoxyalkylenated; quaternary ammonium salts such as chlorides or bromides of tetraalkylammonium, alkylamidoalkyltrialkylammoniurn, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium; imidazoline derivatives; or amine oxides of a cationic nature.
La composition de l'invention peut également contenir au moins un additif choisi parmi les épaississants, les parfums, les agents nacrants, les conservateurs, les filtres solaires, les polymères anioniques ou non ioniques ou cationiques ou amphoteres, les protéines, les hydrolysats de protéines, les acides gras à chaînes linéaires ou ramifiées en C1S-C40 tels que l'acide méthyl-18 eicosanoique, les hydroxyacides, les vitamines, le panthénol, les huiles végétales, animales, minérales ou synthétiques et tout autre additif classiquement utilisé dans le domaine cosmétique qui n'affecte pas les propriétés des compositions selon l'invention.The composition of the invention may also contain at least one additive chosen from thickeners, perfumes, pearlescent agents, preservatives, sun filters, anionic or nonionic or cationic or amphoteric polymers, proteins, protein hydrolysates. , fatty acids with linear or branched C 1S -C 40 chains such as 18-methyl eicosanoic acid, hydroxy acids, vitamins, panthenol, vegetable, animal, mineral or synthetic oils and any other additive conventionally used in the cosmetic field which does not affect the properties of the compositions according to the invention.
Ces additifs sont présents dans la composition selon l'invention dans des proportions pouvant aller de 0 à 50% en poids par rapport au poids total de la composition. La quantité précise de chaque additif est déterminée facilement par l'homme du métier selon sa nature et sa fonction.These additives are present in the composition according to the invention in proportions which can range from 0 to 50% by weight relative to the total weight of the composition. The precise quantity of each additive is easily determined by the skilled person according to its nature and its function.
Le milieu cosmétiquement acceptable peut être constitué uniquement par de l'eau ou par un mélange d'eau et d'au moins un solvant cosmétiquement acceptable tel les monoalcools, les polyalcools, les éthers de glycol et leur mélange. Les monoalcools sont notamment choisis parmi les alcools inférieurs en C C4, comme l'éthanol, l'isopropanol, le tertiobutanol, le n-butanol ; les alkylèneglycols comme le propylèneglycol, les éthers de glycols et leur mélange.The cosmetically acceptable medium can consist solely of water or of a mixture of water and at least one cosmetically acceptable solvent such as monoalcohols, polyalcohols, glycol ethers and their mixture. Monoalcohols are in particular chosen from CC 4 lower alcohols, such as ethanol, isopropanol, tert-butanol, n-butanol; alkylene glycols such as propylene glycol, glycol ethers and their mixture.
De préférence , la composition comprend de 50 à 95 % en poids d'eau par rapport au poids total de la composition.Preferably, the composition comprises from 50 to 95% by weight of water relative to the total weight of the composition.
Le pH des compositions est généralement compris entre 2 et 12 et de préférence entre 4 et 9. L'ajustement du pH à la valeur désirée peut se faire classiquement par ajout d'une base (organique ou minérale) dans la composition, par exemple de l'ammoniaque ou une (poly)amine primaire, secondaire ou tertiaire comme la monoéthanolamine, la diéthanolamine, la triéthanolamine, l'isopropanolamine ou la propanediamine-1 ,3, ou encore par ajout d'un acide minéral ou organique, de préférence un acide carboxylique tel que par exemple l'acide citrique.The pH of the compositions is generally between 2 and 12 and preferably between 4 and 9. The adjustment of the pH to the desired value can be carried out conventionally by adding a base (organic or inorganic) in the composition, for example of ammonia or a primary, secondary or tertiary (poly) amine such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or propane-1, 3, or alternatively by addition of a mineral or organic acid, preferably a carboxylic acid such as for example citric acid.
Les compositions conformes à l'invention peuvent être plus particulièrement utilisées pour le lavage ou le traitement des matières kératiniques telles que les cheveux, la peau, les cils, les sourcils, les ongles, les lèvres, le cuir chevelu et plus particulièrement les cheveux.The compositions according to the invention can be more particularly used for washing or treating keratin materials such as the hair, the skin, the eyelashes, the eyebrows, the nails, the lips, the scalp and more particularly the hair.
En particulier, les compositions selon l'invention sont des compositions détergentes telles que des shampooings, des gels-douche et des bains moussants. Dans ce mode de réalisation de l'invention, les compositions comprennent une base lavante, généralement aqueuse.In particular, the compositions according to the invention are detergent compositions such as shampoos, shower gels and bubble baths. In this embodiment of the invention, the compositions comprise a washing base, generally aqueous.
Le ou les tensioactifs formant la base lavante peuvent être indifféremment choisis, seuls ou en mélanges, au sein des tensioactifs anioniques, amphoteres, non ioniques et cationiques tels que définis ci-dessus.The surfactant (s) forming the washing base can be chosen either, alone or as a mixture, from anionic, amphoteric, nonionic and cationic surfactants as defined above.
La quantité et la qualité de la base lavante sont celles suffisantes pour conférer à la composition finale un pouvoir moussant et/ou détergent satisfaisant. Ainsi, selon l'invention, la base lavante peut représenter de 4 % à 50 % en poids, de préférence de 6 % à 35 % en poids, et encore plus préférentiellement de 8 % à 25 % en poids, du poids total de la composition finale.The quantity and quality of the washing base are those sufficient to give the final composition a satisfactory foaming and / or detergent power. Thus, according to the invention, the washing base can represent from 4% to 50% by weight, preferably from 6% to 35% by weight, and even more preferably from 8% to 25% by weight, of the total weight of the final composition.
L'invention a encore pour objet un procédé de traitement des matières kératiniques telles que la peau ou les cheveux, caractérisé en ce qu'il consiste à appliquer sur les matières kératiniques une composition cosmétique telle que définie précédemment, puis à effectuer éventuellement un rinçage à l'eau.The subject of the invention is also a process for treating keratin materials such as the skin or the hair, characterized in that it consists in applying to the keratin materials a cosmetic composition as defined above, then in optionally rinsing with the water.
Ainsi, ce procédé selon l'invention permet le maintien de la coiffure, le traitement, le soin ou le lavage ou le démaquillage de la peau, des cheveux ou de toute autre matière kératinique.Thus, this method according to the invention allows the hairstyle to be maintained, the treatment, the care or the washing or the make-up removal of the skin, the hair or any other keratin material.
Les compositions de l'invention peuvent également se présenter sous forme d'après- shampooing à rincer ou non, de compositions pour permanente, defrisage, coloration ou décoloration, ou encore sous forme de compositions à rincer, à appliquer avant ou après une coloration, une décoloration, une permanente ou un defrisage ou encore entre les deux étapes d'une permanente ou d'un defrisage.The compositions of the invention can also be in the form of conditioner to rinse off or not, of compositions for perm, straightening, coloring or discoloration, or also in the form of compositions to rinse, to be applied before or after coloring, discoloration, perm or straightening or between the two stages of a perm or straightening.
Les compositions selon l'invention peuvent être utilisées comme produits non-rincés notamment pour le maintien de la coiffure, la mise en forme ou le coiffage des cheveux.The compositions according to the invention can be used as leave-in products, in particular for maintaining the hairstyle, shaping or styling the hair.
Elles sont plus particulièrement des lotions de mise en plis, des lotions pour le brushing, des compositions de fixation (laques) et de coiffage.They are more particularly styling lotions, brushing lotions, fixing compositions (lacquers) and styling.
Les compositions de l'invention peuvent encore se présenter sous la forme de compositions lavantes pour la peau, et en particulier sous la forme de solutions ou de gels pour le bain ou la douche ou de produits démaquillants.The compositions of the invention may also be in the form of washing compositions for the skin, and in particular in the form of solutions or gels for the bath or shower or of make-up removing products.
Les compositions selon l'invention peuvent également se présenter sous forme de lotions aqueuses ou hydroalcooliques pour le soin de la peau et/ou des cheveux. Les compositions cosmétiques selon l'invention peuvent se présenter sous forme de gel, de lait, de crème, de lotion, de stick, d'émulsion, de lotion épaissie ou de mousse et être utilisées pour la peau, les ongles, les cils, les lèvres et plus particulièrement les cheveux.The compositions according to the invention can also be in the form of aqueous or hydroalcoholic lotions for the care of the skin and / or the hair. The cosmetic compositions according to the invention can be in the form of a gel, milk, cream, lotion, stick, emulsion, thickened lotion or foam and can be used for the skin, nails, eyelashes, the lips and more particularly the hair.
Les compositions peuvent être conditionnées sous diverses formes notamment dans des vaporisateurs, des flacons pompe ou dans des récipients aérosols afin d'assurer une application de la composition sous forme vaporisée ou sous forme de mousse. De telles formes de conditionnement sont indiquées, par exemple, lorsqu'on souhaite obtenir un spray, une laque ou une mousse pour le traitement des cheveux.The compositions can be packaged in various forms, in particular in vaporizers, pump-dispenser bottles or in aerosol containers in order to ensure application of the composition in vaporized form or in the form of foam. Such forms of packaging are indicated, for example, when it is desired to obtain a spray, a lacquer or a foam for the treatment of hair.
Lorsque la composition selon l'invention est conditionnée sous forme d'aérosol en vue d'obtenir une laque ou une mousse aérosol, elle comprend au moins un agent propulseur qui peut être choisi parmi les hydrocarbures volatils tels que le n-butane, le propane, l'isobutane, le pentane, un hydrocarbure chloré et/ou fluoré et leurs mélanges. On peut également utiliser en tant qu'agent propulseur le gaz carbonique, le protoxyde d'azote, le diméthyléther, l'azote, l'air comprimé et leurs mélanges.When the composition according to the invention is packaged in the form of an aerosol in order to obtain an aerosol lacquer or foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane , isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures. Carbon dioxide, nitrous oxide, dimethyl ether, nitrogen, compressed air and mixtures thereof can also be used as the propellant.
Dans tout ce qui suit ou ce qui précède, les pourcentages exprimés sont en poids.In everything which follows or what precedes, the percentages expressed are by weight.
L'invention va être maintenant plus complètement illustrée à l'aide des exemples suivants qui ne sauraient être considérés comme la limitant aux modes de réalisation décrits.The invention will now be more fully illustrated with the aid of the following examples which should not be considered as limiting it to the embodiments described.
Dans les exemples, MA signifie matière active.In the examples, MA means active material.
EXEMPLE 1EXAMPLE 1
On a préparé les 4 compositions de brushing suivantes : The following 4 brushing compositions were prepared:
Figure imgf000016_0001
Figure imgf000016_0001
On applique 1 g de composition sur des mèches (2,7 g) de cheveux préalablement lavés et essorés. On laisse pauser pendant 5 minutes, on peigne les mèches puis on les rince à l'eau.1 g of composition is applied to locks (2.7 g) of hair previously washed and towel-dried. Leave to stand for 5 minutes, comb the locks and then rinse them with water.
Glissement mèche à mèche sur cheveux humidesSliding strand by strand on damp hair
Une mèche mobile, fixée sur un banc de glissement, est entraînée dans un mouvement rectiligne horizontal entre deux autres mèches fixes. La force à exercer pour faire glisser la mèche est mesurée à l'aide d'une jauge électronique reliée au bras d'entraînement. Plus la force de glissement est faible, meilleures sont les propriétés cosmétiques.A movable wick, fixed on a sliding bench, is driven in a horizontal rectilinear movement between two other fixed wicks. The force to be applied to slide the wick is measured using an electronic gauge connected to the drive arm. The lower the sliding force, the better the cosmetic properties.
Les résultats sont rassemblés dans le tableaux ci-dessous :The results are collated in the table below:
Figure imgf000016_0002
Figure imgf000016_0002
La force de glissement de la composition 1 selon l'invention est nettement inférieure à celle des compositions 2,3 et 4. La composition contenant à la fois le céramide et la cire de tournesol présente donc de meilleures propriétés cosmétiques que celles ne contenant qu'un seul des deux composés.The sliding force of composition 1 according to the invention is much lower than that of compositions 2,3 and 4. The composition containing both ceramide and sunflower wax therefore has better cosmetic properties than those containing only one of the two compounds.
Test de brushing :Brushing test:
On applique 1 g de composition sur des mèches (2,7 g) de cheveux préalablement lavés et essorés. On laisse pauser pendant 5 minutes, on peigne les mèches puis on les rince à l'eau.1 g of composition is applied to locks (2.7 g) of hair previously washed and towel-dried. Leave to stand for 5 minutes, comb the locks and then rinse them with water.
On réalise un brushing à l'aide d'une brosse et d'un sèche cheveux. Le brushing est réalisé en passant la brosse de la racine à la pointe. Les cheveux cassés sont récupérés minutieusement sur la brosse à l'aide d'un peigne, puis ils sont pesés. La masse de cheveux récupérés pour une mèche est ramenée à la masse de cheveux récupérés pour un gramme de cheveux de départ.Brushing is carried out using a brush and a hair dryer. Brushing is carried out by passing the brush from root to tip. Broken hair is carefully collected on the brush using a comb, then it is weighed. The mass of hair recovered for a lock is reduced to the mass of hair recovered for one gram of starting hair.
On a comparé la masse de cheveux récupérés pour chacune des compositions 1 à 4. Plus la masse de cheveux cassés est élevée, moins la composition protège les cheveux.The mass of hair recovered was compared for each of the compositions 1 to 4. The higher the mass of broken hair, the less the composition protects the hair.
Les résultats sont rassemblés dans le tableaux ci-dessous :The results are collated in the table below:
Figure imgf000017_0001
On remarque que la masse de cheveux récupérés sur la brosse après le brushing est nettement diminuée ( - 28%) pour la composition selon l'invention 1 contenant à la fois le céramide et la cire de tournesol.
Figure imgf000017_0001
It is noted that the mass of hair recovered on the brush after brushing is significantly reduced (- 28%) for the composition according to the invention 1 containing both ceramide and sunflower wax.
EXEMPLE 2EXAMPLE 2
On a préparé la composition de shampooing suivante :The following shampoo composition was prepared:
Lauryléther sulfate à 2,2 moles d'oxyde d'éthylène en solution aqueuse à 70% MA 15 g MALauryl ether sulfate with 2.2 moles of ethylene oxide in aqueous solution at 70% MA 15 g MA
Cocoyl bétaine à 30% MA 2,5 g MACocoyl betaine at 30% MA 2.5 g MA
Gomme de guar quaterniséeQuaternized guar gum
(Jaguar C 13S de RHODIA CHIMIE) 0,05 g PDMS de viscosité 300 000 cSt 2,7 g(Jaguar C 13S from RHODIA CHEMISTRY) 0.05 g PDMS with viscosity 300,000 cSt 2.7 g
Ether de cétyle et d'hydroxy 2 cétyl 2,5 g stéaryle / alcool cétyliqueCetyl ether of hydroxy 2 cetyl 2.5 g stearyl / cetyl alcohol
Monoisopropanilamide d'acide de coprah 1 gCopra acid monoisopropanilamide 1 g
Cire de tournesol hydrogénée (Laboratoire SOETENAEY) 0,5 gHydrogenated sunflower wax (SOETENAEY Laboratory) 0.5 g
N-oléoyldihydrosphingosine 0,01 gN-oleoyldihydrosphingosine 0.01 g
Conservateur qsConservative qs
Parfum qsPerfume qs
Eau qsp 100gWater qs 100g
Les cheveux traités avec cette composition présentent de très bonnes propriétés cosmétiques.Hair treated with this composition has very good cosmetic properties.
EXEMPLE 3EXAMPLE 3
On a préparé un après-shampooing à rincer de composition suivanteA rinse-off conditioner of the following composition was prepared
Alcool cétylstéarylique (50/50 en poids) 5 g Mélange myristate, palmitate, stéarate de myristyle, cétyle et stéaryle 1 gCetylstearyl alcohol (50/50 by weight) 5 g Mixture of myristate, palmitate, myristyl stearate, cetyl and stearyl 1 g
Chlorure de behényltriméthyl ammonium à 80% MA(GENAMIN KDMP de CLARIANT) 3,2 gMA Polydiméthyl siloxane à groupements 1 ,05 gMA amino éthyl iminopropyl en émulsion cationique (35 % MA dans l'eau) Glycérine 3 gBehenyltrimethyl ammonium chloride at 80% MA (GENAMIN KDMP from CLARIANT) 3.2 gMA Polydimethyl siloxane with groups 1.05 gMA amino ethyl iminopropyl in cationic emulsion (35% MA in water) Glycerin 3 g
Cire de tournesol hydrogénée 0,5 g N-oléoyldihydrosphingosine 0,1 gHydrogenated sunflower wax 0.5 g N-oleoyldihydrosphingosine 0.1 g
Conservateur qsConservative qs
Parfum qs Eau qsp 100 gPerfume qs Eau qs 100 g
EXEMPLE 4EXAMPLE 4
On a préparé un après-shampooing à rincer de composition suivanteA rinse-off conditioner of the following composition was prepared
N-(2 hydroxy-héxadécanoyl)-2-amino octadécane 1 ,3 diol 0,1 gN- (2 hydroxy-hexadecanoyl) -2-amino octadecane 1, 3 diol 0.1 g
Cire de Tournesol hydrogénée 0,4 gHydrogenated sunflower wax 0.4 g
Chlorure de béhényl triméthyl ammonium à 80% MA (GENAMIN KDMP de CLARIANT)1 ,6 gMA Eau qsp 100 gBehenyl trimethyl ammonium chloride 80% MA (GENAMIN KDMP from CLARIANT) 1.6 gMA Water qs 100 g
EXEMPLE 5EXAMPLE 5
On a préparé un après-shampooing à rincer de composition suivante Alcool cétylstéaryiique (50/50 en poids) 6 gA rinse-off conditioner of the following composition was prepared Cetylstearyl alcohol (50/50 by weight) 6 g
Chlorure de behényltriméthyl ammonium à 80% MA (GENAMIN KDMP de CLARIANT) 4 gMABehenyltrimethyl ammonium chloride at 80% MA (GENAMIN KDMP from CLARIANT) 4 gMA
Polydiméthyl siloxane à groupements 0,7 gMA amino éthyl iminopropyl en émulsion cationique (35 % MA dans l'eau)Polydimethyl siloxane with 0.7 gMA amino ethyl iminopropyl groups in cationic emulsion (35% MA in water)
Glycérine 3 gGlycerin 3 g
Cire de tournesol hydrogénée 2 gHydrogenated sunflower wax 2 g
N oléoyldihydrosphingosine 0,1 g Conservateurs qsN oleoyldihydrosphingosine 0.1 g Preservatives qs
Eau qsp 100 g Water qs 100 g

Claims

REVENDICATIONS
1. Composition cosmétique, caractérisée par le fait qu'elle contient dans un milieu cosmétiquement acceptable au moins une cire ayant un point de fusion compris entre 70 et 85°C et dont au moins 80% des chaînes carbonées possèdent plus de 40 atomes de carbone et au moins un composé de type céramide.1. Cosmetic composition, characterized in that it contains in a cosmetically acceptable medium at least one wax having a melting point of between 70 and 85 ° C and of which at least 80% of the carbon chains have more than 40 carbon atoms and at least one compound of ceramide type.
2. Composition selon la revendication 1 , caractérisée par le fait que le composé de type céramide répond à la formule générale (I):2. Composition according to Claim 1, characterized in that the ceramide-type compound corresponds to the general formula (I):
Figure imgf000021_0001
dans laquelle :
Figure imgf000021_0001
in which :
- R désigne :- R denotes:
- soit un radical hydrocarboné, linéaire ou ramifié, saturé ou insaturé, en C -C 0, de préférence en C5-C5Q, ce radical pouvant être substitué par un ou plusieurs groupements hydroxyle éventuellement estérifié par un acide R7COOH, R7 étant un radical hydrocarboné, saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, en C -C35 , le ou les hydroxyles du radical R7 pouvant être estérifié par un acide gras saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, en C1-C35; - soit un radical R"-(NR-CO)-R', R désigne un atome d'hydrogène ou un radical hydrocarboné C1-C20 mono ou polyhydroxylé, préférentiellement monohydroxylé, R' et R" sont des radicaux hydrocarbonés dont la somme des atomes de carbone est comprise entre 9 et 30, R' étant un radical divalent.- Or a hydrocarbon radical, linear or branched, saturated or unsaturated, C -C 0, preferably C5-C5Q, this radical may be substituted by one or more hydroxyl groups optionally esterified with an acid R7COOH, R7 being a hydrocarbon radical , saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated, C -C35, the hydroxyl (s) of the radical R7 can be esterified with a saturated or unsaturated fatty acid, linear or branched, optionally mono or polyhydroxylated, C1-C35 ; - or a radical R "- (NR-CO) -R ', R denotes a hydrogen atom or a hydrocarbon radical C1-C20 mono or polyhydroxylated, preferably monohydroxylated, R' and R" are hydrocarbon radicals whose sum of carbon atoms is between 9 and 30, R 'being a divalent radical.
- soit un radical Rs-O-CO-(CH2)p, Rg désigne un radical hydrocarboné en C1-C20. P est un entier variant de 1 à 12.- Or an Rs-O-CO- (CH2) p radical, Rg denotes a C1-C20 hydrocarbon radical. P is an integer varying from 1 to 12.
- R2 est choisi parmi un atome d'hydrogène, un radical de type saccharidique, en particulier un radical (glycosyle)n, (galactosyle)m ou sulfogalactosyle, un résidu de sulfate ou de phosphate, un radical phosphoryléthylamine et un radical phosphoryléthylammonium, dans lesquels n est un entier variant de 1 à 4 et m est un entier variant de 1 à 8 ;- R2 is chosen from a hydrogen atom, a saccharide-type radical, in particular a (glycosyl) n , (galactosyl) m or sulfogalactosyl radical, a sulfate or phosphate residue, a phosphorylethylamine radical and a radical phosphorylethylammonium, in which n is an integer varying from 1 to 4 and m is an integer varying from 1 to 8;
- R3 désigne un atome d'hydrogène ou un radical hydrocarboné en C1-C33, saturé ou insaturé, hydroxyle ou non, le ou les hydroxyles pouvant être estérifiés par un acide minéral ou un acide R7COOH, R7 ayant les mêmes significations que ci-dessus, le ou les hydroxyles pouvant être éthérifiés par un radical (glycosyle)n, (galactosyle)m sulfogalactosyle, phosphoryléthylamine ou phosphoryléthylammonium, R3 pouvant également être substitué par un ou plusieurs radicaux alkyle en C -C14 ; de préférence, R3 désigne un radical α-hydroxyalkyle en C 5-C26. le groupement hydroxyle étant éventuellement estérifié par un α-hydroxyacide en C15-C30 ;- R3 denotes a hydrogen atom or a C1-C33 hydrocarbon radical, saturated or unsaturated, hydroxyl or not, the hydroxyl or hydroxyls which can be esterified by a mineral acid or an acid R7COOH, R7 having the same meanings as above , the hydroxyl or hydroxyls which can be etherified by a (glycosyl) n , (galactosyl) m sulfogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, R3 can also be substituted by one or more C 1 -C 14 alkyl radicals; preferably, R3 denotes a C 5 -C 26 α-hydroxyalkyl radical. the hydroxyl group being optionally esterified with a C15-C30 α-hydroxy acid;
- R4 désigne un atome d'hydrogène, un radical méthyle, éthyle, un radical hydrocarboné en C3-C50, saturé ou insaturé, linéaire ou ramifié, éventuellement hydroxyle ou un radical -CH2-CHOH-CH2-O-R6 dans lequel R5 désigne un radical hydrocarboné en C-10-C26 ou un radical Rs-O-CO-(CH2)p, Rβ désigne un radical hydrocarboné en C1-C20. P est un entier variant de 1 à 12,- R4 denotes a hydrogen atom, a methyl, ethyl radical, a C3-C50 hydrocarbon radical, saturated or unsaturated, linear or branched, optionally hydroxyl or a -CH2-CHOH-CH2-O-R6 radical in which R5 denotes a C-10-C26 hydrocarbon radical or an Rs-O-CO- (CH2) p radical, Rβ denotes a C1-C20 hydrocarbon radical. P is an integer varying from 1 to 12,
- R5 désigne un atome d'hydrogène ou un radical hydrocarboné en C -C30 saturé ou insaturé, linéaire ou ramifié, éventuellement mono ou polyhydroxylé, le ou les hydroxyles pouvant être éthérifiés par un radical (glycosyle)n, (galactosyle)m sulfogalactosyle, phosphoryléthylamine ou phosphoryléthylammonium,- R5 denotes a hydrogen atom or a saturated or unsaturated, linear or branched C -C30 hydrocarbon radical, optionally mono or polyhydroxylated, the hydroxyl (s) being able to be etherified by a (glycosyl) n , (galactosyl) m sulfogalactosyl radical, phosphorylethylamine or phosphorylethylammonium,
sous réserve que lorsque R3 et R5 désignent hydrogène ou lorsque R3 désigne hydrogène et R5 désigne méthyle alors R4 ne désigne pas un atome d'hydrogène, un radical méthyle ou éthyle.provided that when R3 and R5 denote hydrogen or when R3 denotes hydrogen and R5 denotes methyl then R4 does not denote a hydrogen atom, a methyl or ethyl radical.
3. Composition selon l'une quelconque des revendications précédentes, caractérisé en ce que le composé de type céramide est choisi dans le groupe constitué par : - le 2-N-linoléoylamino-octadécane-1 ,3-diol,3. Composition according to any one of the preceding claims, characterized in that the ceramide-type compound is chosen from the group consisting of: - 2-N-linoleoylamino-octadecane-1, 3-diol,
- le 2-N-oléoylamino-octadécane-1 ,3-dioi,- 2-N-oleoylamino-octadecane-1, 3-dioi,
- le 2-N-palmitoylamino-octadécane-1 ,3-diol,- 2-N-palmitoylamino-octadecane-1, 3-diol,
- le 2-N-stéaroylamino-octadécane-1 ,3-diol, - le 2-N-béhénoylamino-octadécane-1 ,3-diol,- 2-N-stearoylamino-octadecane-1, 3-diol, - 2-N-behenoylamino-octadecane-1, 3-diol,
- le 2-N-[2-hydroxy-palmitoyl]-amino-octadécane-1 ,3-diol,- 2-N- [2-hydroxy-palmitoyl] -amino-octadecane-1, 3-diol,
- le 2-N-stéaroyl amino-octadécane-1 ,3,4 triol,- 2-N-stearoyl amino-octadecane-1, 3,4 triol,
- le 2-N-palmitoylamino-hexadécane-1 ,3-diol, ou les mélanges de ces composés.- 2-N-palmitoylamino-hexadecane-1, 3-diol, or mixtures of these compounds.
4. Composition selon l'une quelconque des revendications 1 ou 2, caractérisé en ce que le composé de type céramide est choisi parmi le bis-(N-hydroxyéthyl N-cétyl) malonamide, le N-(2-hydroxyéthyl)-N-(3-cétyloxy-2-hydroxypropyl)amide d'acide cétylique) et le N-docosanoyl N-méthyi-D-glucamine.4. Composition according to any one of claims 1 or 2, characterized in that the ceramide-type compound is chosen from bis- (N-hydroxyethyl N-ketyl) malonamide, N- (2-hydroxyethyl) -N- (3-cetyloxy-2-hydroxypropyl) cetylic acid amide) and N-docosanoyl N-methyl-D-glucamine.
5. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que le ou les composés de type céramides sont présents dans des concentrations allant de 0,0001 à 20% en poids par rapport au poids total de la composition et de préférence de 0,001 à 10 % en poids et plus préférentiellement entre 0,005 et 3% en poids.5. Composition according to any one of the preceding claims, characterized in that the ceramide-type compound or compounds are present in concentrations ranging from 0.0001 to 20% by weight relative to the total weight of the composition and preferably from 0.001 to 10% by weight and more preferably between 0.005 and 3% by weight.
6. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que ladite cire contient au moins 80% de chaînes carbonées comprenant de 40 à 65 atomes de carbone.6. Composition according to any one of the preceding claims, characterized in that the said wax contains at least 80% of carbon chains comprising from 40 to 65 carbon atoms.
7. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que ladite cire est présente dans des concentrations allant de 0,0001 à 20% en poids par rapport au poids total de la composition et de préférence de 0,001 à 10 % en poids et plus préférentiellement entre 0,005 et 3% en poids7. Composition according to any one of the preceding claims, characterized in that the said wax is present in concentrations ranging from 0.0001 to 20% by weight relative to the total weight of the composition and preferably from 0.001 to 10% by weight and more preferably between 0.005 and 3% by weight
8- Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait qu'elle comprend en outre au moins un agent tensioactif choisi parmi les tensioactifs anioniques, cationiques, non ioniques, amphoteres et leurs mélanges.8- Composition according to any one of the preceding claims, characterized in that it further comprises at least one surfactant chosen from anionic, cationic, nonionic, amphoteric surfactants and their mixtures.
9- Composition selon la revendication 8, caractérisée par le fait que le ou les agents tensioactifs sont présents à une concentration comprise entre 0,1 % et 60%) en poids, de préférence entre 3% et 40% en poids, et encore plus préférentiellement entre 5% et 30% en poids, par rapport au poids total de la composition. 9- Composition according to claim 8, characterized in that the surfactant (s) are present at a concentration of between 0.1% and 60% by weight, preferably between 3% and 40% by weight, and even more preferably between 5% and 30% by weight, relative to the total weight of the composition.
10. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait que le milieu cosmétiquement acceptable est constitué par de l'eau ou un mélange d'eau et d'au moins un solvant cosmétiquement acceptable.10. Composition according to any one of the preceding claims, characterized in that the cosmetically acceptable medium consists of water or a mixture of water and at least one cosmetically acceptable solvent.
11. Composition selon la revendication 10, caractérisée par le fait que les solvants cosmétiquement acceptables sont choisis dans le groupe constitué par les monoalcools, les polyalcools, les éthers de glycol, et leurs mélanges.11. Composition according to claim 10, characterized in that the cosmetically acceptable solvents are chosen from the group consisting of monoalcohols, polyalcohols, glycol ethers, and their mixtures.
12. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait qu'elle se présente sous forme de gel, de lait, de lotion, de stick, de crème, de dispersion, de lotion épaissie ou de mousse.12. Composition according to any one of the preceding claims, characterized in that it is in the form of a gel, milk, lotion, stick, cream, dispersion, thickened lotion or foam.
13. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait qu'elle est un produit de coiffage, de maintien de la coiffure, ou de mise en forme.13. Composition according to any one of the preceding claims, characterized in that it is a styling product, for maintaining the hairstyle, or for shaping.
14. Composition selon l'une quelconque des revendications précédentes, caractérisée par le fait qu'elle est conditionnée sous forme de vaporisateur, de flacon pompe ou bien dans un récipient aérosol en vue d'obtenir un spray, une laque ou une mousse.14. Composition according to any one of the preceding claims, characterized in that it is packaged in the form of a spray bottle, pump bottle or else in an aerosol container in order to obtain a spray, a lacquer or a foam.
15- Composition selon l'une quelconque des revendications 1 à 14, caractérisée par le fait qu'elle comprend en outre au moins un additif choisi parmi les épaississants, les parfums, les agents nacrants, les conservateurs, les filtres solaires, les polymères anioniques ou non ioniques ou cationiques ou amphoteres, les protéines, les hydrolysats de protéines, les acides gras à chaînes linéaires ou ramifiées en C16-C40 tels que l'acide méthyl-18 eicosanoique, les hydroxyacides, les vitamines, le panthénol, et les esters gras.15- Composition according to any one of claims 1 to 14, characterized in that it further comprises at least one additive chosen from thickeners, perfumes, pearlescent agents, preservatives, sun filters, anionic polymers or nonionic or cationic or amphoteric, proteins, protein hydrolysates, fatty acids with straight or branched C 16 -C 40 chains such as 18-methyl eicosanoic acid, hydroxy acids, vitamins, panthenol, and fatty esters.
16- Composition selon l'une quelconque des revendications 1 à 15, caractérisées par le fait qu'elle se présente sous forme de shampooing, d'après-shampooing, de composition pour la permanente, le defrisage, la coloration ou la décoloration des cheveux, de composition à rincer à appliquer entre les deux étapes d'une permanente ou d'un defrisage, de composition lavantes pour la peau. 16- Composition according to any one of claims 1 to 15, characterized in that it is in the form of shampoo, conditioner, composition for perming, straightening, coloring or bleaching of hair , of rinse-off composition to be applied between the two stages of a perm or of a straightening, of a cleansing composition for the skin.
17- Utilisation d'une composition telle que définie dans l'une quelconque des revendications 1 à 16 pour le lavage des matières kératiniques telles que les cheveux.17- Use of a composition as defined in any one of claims 1 to 16 for washing keratin materials such as the hair.
18. Procédé de traitement des matières kératiniques, telles que les cheveux, caractérisé en ce qu'il consiste à appliquer sur lesdites matières une composition cosmétique selon l'une des revendications 1 à 16, puis à effectuer éventuellement un rinçage à l'eau.18. A method of treating keratin materials, such as the hair, characterized in that it consists in applying to said materials a cosmetic composition according to one of claims 1 to 16, then in optionally rinsing with water.
19. Utilisation d'une composition telle que définie selon l'une quelconque des revendications 1 à 16 pour protéger les matières kératiniques, en particulier les cheveux, des agressions physiques ou chimiques.19. Use of a composition as defined according to any one of claims 1 to 16 for protecting keratin materials, in particular the hair, from physical or chemical attack.
20. Utilisation d'une composition telle que définie selon l'une quelconque des revendications 1 à 16 pour protéger les cheveux pendant les brushings. 20. Use of a composition as defined according to any one of claims 1 to 16 to protect the hair during brushing.
PCT/FR2000/000128 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods WO2000044345A1 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
AU30573/00A AU3057300A (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods
BR0009137-5A BR0009137A (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least one wax and at least one compound of the ceramide type, uses and treatment process of keratin materials
KR1020017009269A KR20010089623A (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods
JP2000595649A JP2003500337A (en) 1999-01-27 2000-01-20 Cosmetic composition containing at least one wax and at least one ceramide compound and method using the same
CA002360639A CA2360639A1 (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods
EP00900630A EP1150651A1 (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR99/00883 1999-01-27
FR9900883A FR2788689B1 (en) 1999-01-27 1999-01-27 COSMETIC COMPOSITION COMPRISING AT LEAST ONE WAX AND AT LEAST ONE CERAMID-LIKE COMPOUND AND METHODS

Publications (1)

Publication Number Publication Date
WO2000044345A1 true WO2000044345A1 (en) 2000-08-03

Family

ID=9541267

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2000/000128 WO2000044345A1 (en) 1999-01-27 2000-01-20 Cosmetic composition comprising at least a wax and at least a ceramide compound and methods

Country Status (10)

Country Link
EP (1) EP1150651A1 (en)
JP (1) JP2003500337A (en)
KR (1) KR20010089623A (en)
CN (1) CN1338921A (en)
AU (1) AU3057300A (en)
BR (1) BR0009137A (en)
CA (1) CA2360639A1 (en)
FR (1) FR2788689B1 (en)
PL (1) PL350299A1 (en)
WO (1) WO2000044345A1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1442739A1 (en) * 2003-02-03 2004-08-04 L'oreal Use of mono- or diesters of cinnamic acid or of one of its derivatives and vitamin C, as an NO donor
FR2850579A1 (en) * 2003-02-03 2004-08-06 Oreal Use of di-esters or mono-esters of cinnamic acid and derivatives of vitamin C as donors of nitric oxide in the treatment of skin, mucous membranes and scalp
GB2416303A (en) * 2004-07-14 2006-01-25 Mercy Ege After relaxer hair cream
US7544648B2 (en) 2003-04-17 2009-06-09 Kao Corporation Hair shampoo composition
US7612141B2 (en) 2002-12-25 2009-11-03 Kao Corporation Hair cleansing composition

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3779679B2 (en) 2002-12-25 2006-05-31 花王株式会社 Hair cleanser
KR100837558B1 (en) * 2007-04-30 2008-06-12 (주)아모레퍼시픽 Emulsion composition containing double-stabilized ceramide nano capsule, method for manufacturing the same, and cosmetic composition containing the same
CN104840373A (en) * 2015-04-28 2015-08-19 苏州药基美研医药科技有限公司 Nursing product used for relieving dry lips
WO2018177730A1 (en) * 2017-03-27 2018-10-04 Evonik Degussa Gmbh Method and product for producing formulations containing ceramide
CN115947666A (en) * 2023-02-02 2023-04-11 深圳市迪克曼生物科技有限公司 Rice bran oil ceramide and synthesis method and application thereof

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997026858A1 (en) * 1996-01-22 1997-07-31 Beiersdorf Ag Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses
EP0797976A2 (en) * 1996-03-25 1997-10-01 Unilever Plc Long wearing lipstick
EP0879593A2 (en) * 1997-04-17 1998-11-25 Unilever Plc Anhydrous cosmetic composition with ceramides for firming skin

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1997026858A1 (en) * 1996-01-22 1997-07-31 Beiersdorf Ag Compounds based on squalene and sphingolipids effective against bacteria, parasites, protozoa, fungi and viruses
EP0797976A2 (en) * 1996-03-25 1997-10-01 Unilever Plc Long wearing lipstick
EP0879593A2 (en) * 1997-04-17 1998-11-25 Unilever Plc Anhydrous cosmetic composition with ceramides for firming skin

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7612141B2 (en) 2002-12-25 2009-11-03 Kao Corporation Hair cleansing composition
EP2272494A3 (en) * 2002-12-25 2011-07-27 Kao Corporation Hair cleansing composition
EP1442739A1 (en) * 2003-02-03 2004-08-04 L'oreal Use of mono- or diesters of cinnamic acid or of one of its derivatives and vitamin C, as an NO donor
FR2850579A1 (en) * 2003-02-03 2004-08-06 Oreal Use of di-esters or mono-esters of cinnamic acid and derivatives of vitamin C as donors of nitric oxide in the treatment of skin, mucous membranes and scalp
US7544648B2 (en) 2003-04-17 2009-06-09 Kao Corporation Hair shampoo composition
GB2416303A (en) * 2004-07-14 2006-01-25 Mercy Ege After relaxer hair cream

Also Published As

Publication number Publication date
CN1338921A (en) 2002-03-06
FR2788689A1 (en) 2000-07-28
JP2003500337A (en) 2003-01-07
AU3057300A (en) 2000-08-18
FR2788689B1 (en) 2002-06-07
PL350299A1 (en) 2002-12-02
EP1150651A1 (en) 2001-11-07
CA2360639A1 (en) 2000-08-03
KR20010089623A (en) 2001-10-06
BR0009137A (en) 2002-02-26

Similar Documents

Publication Publication Date Title
EP1842528B1 (en) Cosmetic composition comprising at least one hydroxy acid, at least one mono- or disaccharide and at least one ceramide, and process for the preparation thereof
EP1108416B1 (en) Cosmetic aqueous emulsion compositions containing a vinyldimethicone/dimethicone copolymer and an associative thickener and their uses
EP1093809B1 (en) Cosmetic compositions containing a vinyldimethicone/dimethicone copolymer and a conditioning agent, and their uses
EP0858795B1 (en) Use of polymers having a critical temperature of the LCST or UCST-type in and for the preparation of dermo-cosmetic compositions, and compositions containing these
CA2368434A1 (en) Washing composition for keratinous materials based on water-soluble organic silicon compounds
EP1357884B2 (en) Composition for treating keratinous materials comprising a cationic poly(alkyl) vinyllactam polymer and a conditioning agent
EP1093807B1 (en) Cosmetic aqueous emulsion composition containing a vinyldimethicone/dimethicone copolymer and a thickener, and their uses
EP1093805B1 (en) Cosmetic emulsion compositions containing a vinyldimethicone/dimethicone copolymer and a cationic surfactant and their uses
EP1029534B1 (en) Cosmetic detergent compositions containing an anionic hydroxyalkyl surfactant and cationic guar gum and their use
WO2000044345A1 (en) Cosmetic composition comprising at least a wax and at least a ceramide compound and methods
EP1126817B1 (en) Cleansing cosmetic compositions and use
EP1135095B1 (en) Cosmetic composition comprising at least a cation, a liquid fatty alcohol and at least a ceramide type compound and method using same
EP1064915A1 (en) Cosmetic compositions containing an amphoteric polymer and a conditioning agent and their uses
EP1430871B1 (en) Cosmetic compositions comprising an amphoteric surfactant and a ceramide and their use
EP1047404B1 (en) Cosmetic compositions containing an anionic alkylpolyglycoside ester surfactant and a ceramide and their uses
EP1047401B1 (en) Cosmetic compositions containing an anionic alkylpolyglycoside ester surfactant and a water insoluble liquid conditioning agent and their uses
WO2000028949A1 (en) Cosmetic compositions containing an anionic alkylpolyglycoside surfactant, a galactomannan gum and their uses
EP1047402B1 (en) Cosmetic compositions containing an anionic alkylpolygylcoside ester surfactant and an organically modified silicone and their uses
EP1047400B1 (en) Cosmetic compositions containing an anionic alkylpolyglycoside ester surfactant and a silicone and their uses
FR2795951A1 (en) Cosmetic composition for treating keratinic material, e.g. as a shampoo, comprises a cosmetic medium, a fructane with an amine group(s) and a protector(s)

Legal Events

Date Code Title Description
WWE Wipo information: entry into national phase

Ref document number: 00803236.X

Country of ref document: CN

AK Designated states

Kind code of ref document: A1

Designated state(s): AE AL AM AT AU AZ BA BB BG BR BY CA CH CN CR CU CZ DE DK DM EE ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX NO NZ PL PT RO RU SD SE SG SI SK SL TJ TM TR TT TZ UA UG US UZ VN YU ZA ZW

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): GH GM KE LS MW SD SL SZ TZ UG ZW AM AZ BY KG KZ MD RU TJ TM AT BE CH CY DE DK ES FI FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN GW ML MR NE SN TD TG

121 Ep: the epo has been informed by wipo that ep was designated in this application
DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
WWE Wipo information: entry into national phase

Ref document number: 2000900630

Country of ref document: EP

WWE Wipo information: entry into national phase

Ref document number: 30573/00

Country of ref document: AU

ENP Entry into the national phase

Ref document number: 2360639

Country of ref document: CA

Ref document number: 2360639

Country of ref document: CA

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 1020017009269

Country of ref document: KR

WWE Wipo information: entry into national phase

Ref document number: PA/a/2001/007519

Country of ref document: MX

ENP Entry into the national phase

Ref document number: 2000 595649

Country of ref document: JP

Kind code of ref document: A

WWE Wipo information: entry into national phase

Ref document number: 09890070

Country of ref document: US

WWP Wipo information: published in national office

Ref document number: 1020017009269

Country of ref document: KR

WWP Wipo information: published in national office

Ref document number: 2000900630

Country of ref document: EP

REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

WWW Wipo information: withdrawn in national office

Ref document number: 2000900630

Country of ref document: EP

WWR Wipo information: refused in national office

Ref document number: 1020017009269

Country of ref document: KR