EP1363583A2 - Produits cosmetiques et/ou pharmaceutiques contenant des acides amines acyles et des condensats de proteines - Google Patents

Produits cosmetiques et/ou pharmaceutiques contenant des acides amines acyles et des condensats de proteines

Info

Publication number
EP1363583A2
EP1363583A2 EP02719685A EP02719685A EP1363583A2 EP 1363583 A2 EP1363583 A2 EP 1363583A2 EP 02719685 A EP02719685 A EP 02719685A EP 02719685 A EP02719685 A EP 02719685A EP 1363583 A2 EP1363583 A2 EP 1363583A2
Authority
EP
European Patent Office
Prior art keywords
weight
protein
acylated amino
acid
cosmetic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP02719685A
Other languages
German (de)
English (en)
Inventor
Karl Heinz Schmid
Hans-Christian Raths
Anke Eggers
Ingomar Mrozek
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cognis IP Management GmbH
Original Assignee
Cognis Deutschland GmbH and Co KG
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 Cognis Deutschland GmbH and Co KG filed Critical Cognis Deutschland GmbH and Co KG
Publication of EP1363583A2 publication Critical patent/EP1363583A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations

Definitions

  • the invention relates to an agent composed of at least one acylated amino acid and at least one protein condensate of a defined composition and the use thereof as an emulsifier and / or foaming agent.
  • protein condensates based on collagen are added to many cosmetic preparations, such as hair shampoos and body cleansing preparations. These protein condensates have good foaming and cleaning properties and can be produced inexpensively. Due to the currently prevailing BSE problem, however, protein condensates which are obtained from animal proteins are no longer used in cosmetic preparations.
  • the object of the present invention was to provide protein condensates - possibly in a mixture with surfactants - which are obtained from marine and vegetable proteins as well as from silk, cashmere and milk and which provide excellent foam - Have and cleaning properties and are also suitable as emulsifiers.
  • the present invention relates to a cosmetic and / or pharmaceutical composition
  • mixtures which contain acylated amino acids and protein condensates preferably based on wheat, soybean, silk milk, algae and the like, of a defined composition, in contrast to acylated amino acids and protein condensates alone, have excellent foam properties (including stable foams) .
  • the agents according to the invention can also be used as foam regulators in surface-active preparations.
  • the surfactant mixtures according to the invention also show excellent emulsifying properties.
  • acylated amino acids are all compounds which are obtained by acylation of amino acids with fatty acid halides of the formula (I) by the customary processes known from the prior art,
  • R 1 represents an alkyl or alkenyl radical having 6 to 22, preferably 8 to 18 and in particular 12 to 16 carbon atoms and X represents choir, bromine or iodine and preferably chlorine.
  • Typical acid halides are octanoyl chloride, nonanoyl chloride, decanoyl chloride, undecanoyl chloride, lauroyl chloride, tridecanoyl chloride, myristoyl chloride, palmitoyl chloride, stearoyl chloride, oleoyl chloride and also mixtures thereof.
  • the acylated amino acids thus produced have a degree of acylation of at least 60, preferably 70 and in particular 85%.
  • the acylated amino acids used are preferably those which, by reacting glutamic acid, sarcosine, aspartic acid, alanine, valine, leucine, isoleucine, proline, hydroxyproline, lysine, glycine, serine, cysteine, cystine, threonine, histidine and their salts and in particular glutamic acid, Sarcosine, aspartic acid, lysine, glycine and their monosodium salt in optically pure Form or as a racemic mixture with fatty acid halides of the formula (I).
  • coconut acyl glutamate is used.
  • the amino acids or their salts are used in the surfactant mixture according to the invention in amounts of 40 to 80, preferably 45 to 60 and in particular 50% by weight, based on the active substance content of the overall composition.
  • protein condensates In the context of the invention, all compounds which can be obtained by acylation of protein hydrolyzates with fatty acid halides of the formula (I) - as described in the chapter acylated amino acids - by the customary processes known from the prior art are suitable as protein condensates.
  • the protein condensates have degrees of acylation of 40 to 99, preferably 55 to 93 and in particular 60 to 85% by weight, based on the active substance content. These degrees of acylation are determined on the difference between the fatty acid used and the free fatty acid.
  • Protein hydrolyzates in the sense of the invention are degradation products of vegetable proteins such as e.g. Wheat, rice, soybean, sunflower, almond and potato protein as well as marine proteins such as Algae or protein from marine animals and from milk, silk and cashmere proteins and preferably from wheat, rice, soybean, sunflower, almond, potato, algae, silk and cashmere proteins and in particular wheat, rice, Soybean, sunflower, almond and potato proteins which are cleaved by acidic, alkaline and / or enzymatic hydrolysis and then have an average molecular weight in the range from 100 to 4000, preferably 300 to 2500 and in particular 400 to 1200. Protein hydrolyzates are not surfactants, but they can be converted into protein condensates which have surfactant properties by acylation with fatty acid halides. Oligopeptides that are synthetically accessible also fall under this claim.
  • vegetable proteins such as e.g. Wheat, rice, soybean, sunflower, almond and potato protein as well as marine proteins such as Algae or protein from marine
  • Vegetable protein hydrolyzates based on wheat gluten, soy or rice protein are preferably used, the production of which is described in the two German patents DE 19502167 C1 and DE 19502168 C1.
  • acylation products of wheat proteins are used, for example an average molecular weight of 400 to 1400, preferably 800 to 1200 with fatty acids of formula (I) and preferably coconut fatty acid with a fatty acid residue with 8 to 18 carbon atoms.
  • the protein hydrolyzates are used in the surfactant mixture according to the invention in amounts of 60 to 20, preferably 55 to 40 and in particular 50% by weight, based on the active substance content of the overall composition.
  • 0 to 15, preferably 0.2 to 10 and in particular 0.5 to 6% by weight of mono- or polyhydric alcohols, such as ethanol, propanol, isopropanol, butanol can be added as further components.
  • mono- or polyhydric alcohols such as ethanol, propanol, isopropanol, butanol
  • butanol can be added as further components.
  • Butanol, glycerin, ethylene glycol, propylene glycol, dipropylene glycol, 1, 3 butylene glycol, 1, 2-butanediol, 1, 4-butanediol, sorbitol, mannitol, erythritol, pentaerythritol are added.
  • acylated amino acids are prepared in accordance with the processes known in the chemical literature, and the reaction can also be carried out using solvents such as ethanol, isopropanol, propylene glycol, etc.
  • the agents according to the invention can be adjusted to any concentration by adding water, the water content being 10 to 80, preferably 30 to 70 and in particular 40 to 60% by weight.
  • They can be used in surface-active preparations in amounts of 0.1 to 40, preferably 0.5 to 25 and in particular 2 to 10% by weight, based on the active substance content.
  • surface-active preparations are preferably to be understood as detergents and dishwashing detergents, cleaning agents as well as cosmetic and / or pharmaceutical preparations and in particular cosmetic and / or pharmaceutical preparations.
  • This surface Other active ingredients and additives include pearl luster waxes, consistency enhancers, thickeners, superfatting agents, stabilizers, silicone compounds, fats, waxes, lecithins, phospholipids, antioxidants, deodorants, antiperspirants, antidandruff agents, swelling agents, tyrosine inhibitors, hydrotropes, solubilizers, solubilizers, solubilizers , Dyes, surfactants and other typical ingredients, such as those found in detergents, dishwashing detergents and cleaning agents.
  • Cosmetic and / or pharmaceutical preparations are preferably oral and dental care products, hair shampoos, hair lotions, bubble baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions and emulsions.
  • the mixtures according to the invention can preferably be used in the surface-active preparations as foaming agents or as emulsifiers.
  • Typical cosmetic and / or pharmaceutical cleaning agents preferably have the following composition - based on the active substance content:
  • Typical liquid detergents, dishwashing detergents and cleaning agents preferably have the following composition, based on the active substance content:
  • Typical cosmetic and / or pharmaceutical emulsions preferably have the following composition, based on the active substance content:
  • the surfactant mixture according to the invention can be used as a foaming agent or as an emulsifier in surface-active preparations, such as, for example, detergents and dishwashing detergents, household cleaners, fire-fighting foams, foam carpets for airplanes and cosmetic and / or pharmaceutical preparations.
  • surface-active preparations such as, for example, detergents and dishwashing detergents, household cleaners, fire-fighting foams, foam carpets for airplanes and cosmetic and / or pharmaceutical preparations.
  • These surface-active preparations can be used as further auxiliaries and additives, pearlescent waxes, consistency agents, thickeners, superfatting agents, stabilizers, silicone compounds, fats, waxes, lecithins, phospholipids, antioxidants, deodorants, antiperspirants, antidandruff agents, swelling agents, tyrosine inhibitors, solubilizers, hydrotrope Preservatives, perfume oils, dyes, other surfactants and the like can contain.
  • Cosmetic and / or pharmaceutical preparations include, for example, oral and dental care products, hair shampoos, hair lotions, foam baths, shower baths, creams, gels, lotions, alcoholic and aqueous / alcoholic solutions and emulsions.
  • Waxes include natural waxes, such as candelilla wax, camauba wax, japan wax, espartog ras wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, beeswax, shellac wax, walnut, lanolin (wool wax), shearling fat, ceresin, ozokerite (earth wax ), Petrolatum, paraffin waxes, micro waxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylene glycol waxes.
  • natural waxes such as candelilla wax, camauba wax, japan wax, espartog ras wax, cork wax, guaruma wax, rice germ oil wax, sugar cane wax, ouricury wax, montan wax, be
  • lecithins In addition to fats, fat-like substances such as lecithins and phospholipids can also be used as additives.
  • lecithins to mean those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification. Lecithins are therefore often referred to in the professional world as phosphatidylcholines (PC) and follow the general formula,
  • R typically represents linear aliphatic hydrocarbon radicals with 15 to 17 carbon atoms and up to 4 cis double bonds.
  • lecithins are the cephalins, which are also referred to as phosphatidic acids and are derivatives of 1,2-diacyl-sn-glycerol-3-phosphoric acids.
  • phospholipids are usually understood to be mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally classed as fats.
  • sphingosines or sphingolipids are also suitable.
  • Pearlescent waxes are: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polyvalent, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which have a total of at least 24 carbon atoms, especially lauron and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring opening products of olefin epoxides with 12 to 22 carbon atoms with fatty alcohols with 12 to 22 carbon atoms and / or polyols with 2 to 15 carbon atoms
  • Suitable consistency agents are primarily fatty alcohols or hydroxy fatty alcohols with 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxy fatty acids.
  • a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methyl glucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates is preferred.
  • Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides, in particular xanthan gum, guar guar, agar agar, alginates and ty- loose, carboxymethyl cellulose and hydroxyethyl cellulose, as well as higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, (e.g.
  • surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides as well as electrolytes
  • Substances such as, for example, lanolin and lecithin and polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used as superfatting agents, the latter simultaneously serving as foam stabilizers.
  • Metal salts of fatty acids such as e.g. Magnesium, aluminum and / or zinc stearate or ricinoleate are used.
  • Suitable silicone compounds are, for example, dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino, fatty acid, alcohol, polyether, epoxy, fluorine, glycoside and / or alkyl-modified silicone compounds, which can be both liquid and resinous at room temperature.
  • Simethicones which are mixtures of dimethicones with an average chain length of 200 to 300 dimethylsiloxane units and hydrogenated silicates, are also suitable.
  • a detailed overview of suitable volatile silicones can also be found by Todd et al. in Cosm.Toil. 91, 27 (1976).
  • Antioxidants can also be added which undermine the photochemical reaction chain. break, which is triggered when UV radiation penetrates the skin.
  • Typical examples are amino acids (e.g. glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazoles (e.g. urocanic acid) and their derivatives, peptides such as D, L-camosine, D-carnosine, L-camosine and their derivatives (e.g.
  • Carotenoids eg ⁇ -carotene, ⁇ -carotene, lycopene
  • carbotenoids eg ⁇ -carotene, ⁇ -carotene, lycopene
  • chlorogenic acid and their derivatives lipoic acid and their derivatives (eg dihydroliponic acid)
  • aurothioglucose propylthiouracil and other thiols (eg thioredoxin, glutathione, cysteine, Cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl, butyl and lauryl, palmitoyl, oleyl, ⁇ -linoleyl, cholesteryl and glyceryl esters) and their salts , Dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid and its derivatives (est
  • ⁇ -hydroxy fatty acids e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g. citric acid, lactic acid, malic acid
  • humic acid e.g.
  • Montmorillonites, clay minerals, pemulene and alkyl-modified carbopol types can serve as swelling agents for aqueous phases. Further suitable polymers or swelling agents can be found in the overview by R. Lochhead in Cosm.Toil. 108, 95 (1993).
  • hydrotropes such as ethanol, Isopropyl alcohol or polyols
  • Polyols that come into consideration here preferably have 2 to 15 carbon atoms and at least two hydroxyl groups.
  • the polyols can also contain further functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
  • Alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols with an average molecular weight of 100 to 1,000 daltons;
  • Methyl compounds such as in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
  • Alcohol amines such as diethanolamine, triethanolamine or 2-amino-1, 3-propanediol.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the other classes of substances listed in Appendix 6, Parts A and B of the Cosmetics Ordinance.
  • Perfume oils include mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (mace, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, mountain pine), resins and balms (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance compounds of the ester type are benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethyl benzyl, phenylethyl acetate, Linalyl benzoate, benzyl formate, Ethylmethylphenylglycinat, Allylcyclohexylpropio- nat, Styrallylpropionat and benzyl salicylate.
  • the ethers include, for example, benzyl ethyl ether
  • the aldehydes include, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxy acetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal
  • the ketones include, for example, the jonones, ⁇ -isomethylionone and methyl cedryl ketone the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and te ⁇ ineol
  • the hydrocarbons mainly include the terpenes and balsams.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, linden blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labola oil and lavandin oil.
  • Dyes which can be used are the substances which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Cosmetic Dyes” by the Dye Commission of the German Research Foundation, Verlag Chemie, Weinheim, 1984, pp. 81-106. These dyes are usually used in concentrations of 0.001 to 0.1% by weight, based on the mixture as a whole.
  • the total proportion of auxiliaries and additives can be 1 to 80, preferably 5 to 50 and in particular 7 to 10% by weight, based on the composition.
  • the agents can be produced by customary cold or hot emulsions or else by the PIT process. Examples
  • Table 1 Characteristic data of the protein condensates - amounts in% by weight -
  • the surfactant mixtures according to the invention (Examples 1 to 5), comparative surfactant mixtures (V5 and V6) and the individual components (Comparative Examples V1 to V4) were examined with regard to their foaming power in hard water.
  • the blow foam volume (ml) was determined according to Götte's blow foam method (DIN 53902, 3/81; 15 ° dH; pH 6; 40 ° C] at different times (30 seconds, 5, 10, 15 and 20 minutes) ,
  • O / W creams were produced using the combinations according to the invention of N-acylglutamates and N-acyl protein condensates (Table 3, Examples 1 to 5) and of the individual components or non-inventive surfactant mixtures (Table 3, Comparative Examples V1 to V7) ,

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  • 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)
  • Dermatology (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Cosmetics (AREA)
  • Peptides Or Proteins (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne un agent contenant (a) 40 à 80 % en poids d'au moins un acide aminé acylé, et (b) 60 à 20 % en poids d'au moins un condensat protéique, les quantités indiquées représentant un total de 100 % en poids avec éventuellement addition d'eau.
EP02719685A 2001-01-18 2002-01-09 Produits cosmetiques et/ou pharmaceutiques contenant des acides amines acyles et des condensats de proteines Withdrawn EP1363583A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10102009A DE10102009A1 (de) 2001-01-18 2001-01-18 Tensidgemisch
DE10102009 2001-01-18
PCT/EP2002/000124 WO2002062304A2 (fr) 2001-01-18 2002-01-09 Agents cosmetiques et/ou pharmaceutiques

Publications (1)

Publication Number Publication Date
EP1363583A2 true EP1363583A2 (fr) 2003-11-26

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ID=7670895

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02719685A Withdrawn EP1363583A2 (fr) 2001-01-18 2002-01-09 Produits cosmetiques et/ou pharmaceutiques contenant des acides amines acyles et des condensats de proteines

Country Status (5)

Country Link
US (1) US20040067213A1 (fr)
EP (1) EP1363583A2 (fr)
JP (1) JP2004519468A (fr)
DE (1) DE10102009A1 (fr)
WO (1) WO2002062304A2 (fr)

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US8263666B2 (en) 2002-10-29 2012-09-11 L'oreal Composition in the form of an oil-in-water emulsion and uses thereof
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Also Published As

Publication number Publication date
DE10102009A1 (de) 2002-08-01
JP2004519468A (ja) 2004-07-02
US20040067213A1 (en) 2004-04-08
WO2002062304A3 (fr) 2003-02-27
WO2002062304A2 (fr) 2002-08-15

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