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WO2007054824A2 - Emulsion h/e contenant un tensioactif jumele - Google Patents

Emulsion h/e contenant un tensioactif jumele Download PDF

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Publication number
WO2007054824A2
WO2007054824A2 PCT/IB2006/003877 IB2006003877W WO2007054824A2 WO 2007054824 A2 WO2007054824 A2 WO 2007054824A2 IB 2006003877 W IB2006003877 W IB 2006003877W WO 2007054824 A2 WO2007054824 A2 WO 2007054824A2
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WO
WIPO (PCT)
Prior art keywords
composition according
weight
composition
acid
acrylamido
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Ceased
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PCT/IB2006/003877
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English (en)
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WO2007054824A3 (fr
Inventor
Angeles Fonolla Moreno
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LOreal SA
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LOreal SA
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Priority claimed from FR0552973A external-priority patent/FR2891456B1/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2007054824A2 publication Critical patent/WO2007054824A2/fr
Publication of WO2007054824A3 publication Critical patent/WO2007054824A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/062—Oil-in-water emulsions
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/90—Block copolymers
    • 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
    • A61Q19/005—Preparations for sensitive skin
    • 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
    • A61Q19/007—Preparations for dry skin

Definitions

  • the present invention relates to an O/W emulsion comprising a gemini surfactant and a particular polymer, and to the use of the said emulsion for caring for, removing makeup from and/or cleansing facial or bodily skin, including the lips and/or the eyes
  • gemini surfactant means compounds comprising two hydrophilic heads and two hydrophobic tails linked together via a spacer.
  • These surfactants have already been described as being useful in cosmetic compositions (WO-A-96/14926) , in particular in hair or skin cleansing compositions (EP-O 915 945) or in pearlescent concentrates used in cleansing compositions, optionally in combination with hydroxy acids and vitamins such as retinol or tocopherol, or derivatives thereof such as diascorbyl palmitate (WO-A-01/74979) .
  • Gemini surfactants have a quite specific structure since they comprise two hydrophilic groups and two hydrophobic groups, which gives them not only surfactant properties but also highly appreciated properties associated with their specific structure that is similar to that of ceramides, which allows them to have similar properties to ceramides, in particular moisturizing properties, without having the formulation drawbacks of ceramides, which are difficult to incorporate and can form crystals.
  • these gemini surfactants have a very low surface tension, and have good emulsifying properties for the preparation of oil-in-water (O/W) emulsions.
  • O/W oil-in-water
  • they are flexible molecules of very small size, similar to that of micelles, and are much less irritant than other surfactants.
  • they show very good affinity for the skin and the hair and reduce lipoperoxidation, i.e. oxidation of the lipids that protect the hair, this oxidation causing dehydration and loss of colour.
  • they are excellent wetting agents.
  • the Applicant has discovered, surprisingly, that the problem can be solved by combining the gemini surfactant with two particular polymers.
  • compositions for topical application in the form of an oil-in-water emulsion comprising an oily phase dispersed in an aqueous phase, and containing (1) at least one gemini surfactant of formula (I) :
  • R 3 denote, independently of each other, an alkyl radical containing from 1 to 25 carbon atoms;
  • R 2 denotes a spacer consisting of a linear or branched alkylene chain containing from 1 to 12 carbon atoms;
  • - X and Y denote, independently of each other, a group -(C 2 H 4 O) 3 -(C 3 H 6 O b Z in which
  • Z denotes a hydrogen atom or a radical -CH 2 -COOM, -SO 3 M, -P(O) (OM) 2 , -C 2 H 4 -SO 3 M, -C 3 H 6 -SO 3 M or -CH 2 (CHOH) 4 CH 2 OH, in which M and M' represent H or an alkali metal, alkaline-earth metal, ammonium or alkanolammonium ion,
  • the 0/W emulsion obtained has good cosmetic properties, since it gives a fresh effect, has no dragging or coarse effect, and applies easily to the skin without leaving a greasy film, while at the same time penetrating well.
  • the combination of the two polymers makes it possible to obtain a composition with good stability, while at the same time avoiding the use of an excessive amount of terpolymer, which might give a composition that is too slippery on the skin and that thus penetrates poorly.
  • This also makes it possible to incorporate a large amount of polyols without having the tacky effect of polyols.
  • composition of the invention moreover has very good moisturizing properties and a strong barrier effect, while at the same time being well tolerated and pleasant to use (immediate comfort) .
  • composition according to the invention is suitable for topical application to the skin and thus comprises a physiologically acceptable medium, i.e. a medium that is compatible with the skin and/or the integuments, it is preferably a cosmetically acceptable medium, i.e. a medium that has a pleasant colour, odour and feel and that does not cause any unacceptable discomfort (stinging, tautness or redness) liable to put the consumer off using this composition.
  • This composition may especially constitute a cosmetic or dermatological composition, especially a composition that soothes and nourishes the skin, makes the skin more comfortable, supple and soft, and protects the skin against external attack.
  • This composition is suitable for any type of skin, and particularly sensitive skin.
  • this surfactant is preferably such that, for each of the radicals X and Y, the sum of a and b has a mean value ranging from 10 to 20 and is preferably equal to 15.
  • a preferred group for Z is the group -SO 3 M in which M is preferably an alkali metal ion such as a sodium ion.
  • the spacer R 2 advantageously consists of a linear Ci-C 3 alkylene chain and preferably an ethylene chain (CH 2 CH 2 ) .
  • n is advantageously equal to 1.
  • a surfactant of this type is in particular the surfactant identified by the INCI name: Sodium dicocoylethylenediamine PEG-15 sulfate, having the following structure: O
  • PEG represents the OCH 2 CH 2 group and cocoyl represents a coconut fatty acid residue.
  • This surfactant has a molecular structure very similar to that of ceramide-3.
  • the gemini surfactant according to the invention is used as a mixture with other surfactants and especially as a mixture with (a) a glyceryl ester of a C 6 -C 2 2 fatty acid (preferably of Ci 4 -C 2O such as a stearate) , (b) a glycerol diester of a C 6 -C 22 fatty acid
  • Ci 4 -C 2 O such as a stearate
  • citric acid preferably citric acid
  • a Ci 0 -C 30 fatty alcohol preferably behenyl alcohol
  • the gemini surfactant according to the invention represents from 10% to 20% by weight and advantageously 15% by weight; the glyceryl ester of a Cg-C 22 fatty acid represents from 30% to 40% by weight and advantageously 35% by weight; the glycerol diester of a C 6 -C 22 fatty acid and of citric acid represents from 10% to 20% by weight and advantageously 15% by weight; and the C 10 -C 30 fatty alcohol represents from 30% to 40% by weight and advantageously 35% by weight, relative to the total weight of the mixture of surfactants containing the gemini surfactant.
  • the gemini surfactant may be used, for example, as a mixture with other surfactants in the form of products sold by the company Sasol under the name Ceralution ® , and especially the following products: • Ceralution" H: behenyl alcohol, glyceryl stearate, glyceryl stearate citrate and sodium dicocoyl- ethylenediamine PEG-15 sulfate,
  • Ceralution F: sodium lauroyl lactylate and sodium dicocoylethylenediamine PEG-15 sulfate
  • Ceralution ® C aqua, capric/caprylic triglyceride, glycerine, ceteareth-25, sodium dicocoylethylenediamine PEG-15 sulfate, sodium lauroyl lactylate, behenyl alcohol, glyceryl stearate, glyceryl stearate citrate, gum arabic, xanthan gum, phenoxyethanol, methyl paraben, ethyl paraben, butyl paraben, isobutyl paraben (INCI names) .
  • This gemini surfactant represents from 3% to 50% of the weight of these mixtures.
  • the amount (as active material) of gemini surfactant incorporated into the composition according to the invention may vary within a wide range as a function of the desired effect.
  • the composition may contain from 0.1% to 5% by weight, preferably from 0.1% to 3% by weight and better still from 0.5% to 3% by weight of gemini surfactant relative to the total weight of the composition, which represents an amount of Ceralution of about 0.2% to 10% by weight, preferably from 1% to 10% by weight and better still from 2% to 8% by weight relative to the total weight of the composition.
  • the tetrapolymer used according to the invention comprises, as monomers, methacrylic acid, methyl methacrylate, butyl acrylate and a C 16 -C 20 alkyl
  • (meth) acrylate It preferably contains (a) from 0.5% to
  • V ⁇ C 16 -C2o alkyl (meth) acrylates means one or more monomers consisting of alkyl acrylate or of alkyl methacrylate or of a mixture of alkyl acrylate and alkyl methacrylate, the alkyl chain of which contains from 16 to 20 carbon atoms. It is preferably a mixture of monomers, consisting of Ci 6 , C 1 B and C 2 0 alkyl acrylate and of Ci 6 , Ci 8 and C 2 o alkyl methacrylate.
  • the alkyl (meth) acrylates used in the composition of the invention preferably comprise a mixture of cetyl methacrylate and of eicosyl acrylate preferably also with stearyl acrylate, for example from 25% to 35% by weight of cetyl methacrylate, from 55% to 65% by weight of stearyl acrylate and from 5% to 15% by weight of eicosyl acrylate.
  • Tetrapolymers as defined above and the process for preparing them are described in particular in patent application US 2003/0021847.
  • tetrapolymers may be prepared by emulsion polymerization of the monomers indicated above in the presence of a free-radical initiator, such as hydrogen peroxide, tert-butyl hydroperoxide or sodium, potassium, lithium or ammonium persulfate, the initiator being optionally combined with a reducing agent to form a redox system and with a catalyst consisting of a transition metal such as a copper or iron salt.
  • a free-radical initiator such as hydrogen peroxide, tert-butyl hydroperoxide or sodium, potassium, lithium or ammonium persulfate
  • the initiator being optionally combined with a reducing agent to form a redox system and with a catalyst consisting of a transition metal such as a copper or iron salt.
  • the reaction may be performed, for example, at a temperature of between 10 and 120 0 C and preferably in the region of 85°C, for a time of approximately three hours .
  • a tetrapolymer of this type is in particular available from the company Rohm & Haas under the trade name Allianz OPT in the form of a water-glycol dispersion containing 48% active material, and containing 6% propylene glycol (INCI name: Acrylates/C12-22 alkyl methacrylate copolymer (and) propylene glycol) .
  • the amount of tetrapolymer (as active material) in the composition according to the invention may range, for example, from 0.1% to 5% by weight, preferably from 0.2% to 5% by weight, better still from 0.2% to 2% by weight and even better still from 0.5% to 1% by weight of tetrapolymer relative to the total weight of the composition.
  • the tetrapolymer is generally introduced into the aqueous phase before forming the emulsion.
  • composition according to the invention contains one or more 2-acrylamido-2-methylpropanesulfonic acid
  • AMPS polyacrylamido-2-methylpro- panesulfonic acid polymer
  • 2-acrylamido-2-methylpro- panesulfonic acid polymer means both homopolymers and copolymers of 2-acrylamido-2-methylpropanesulfonic acid, which are possibly crosslinked and/or neutralized.
  • a homopolymer that may especially be mentioned is the poly (2-acrylamido-2-methylpropanesulfonic acid) sold by the company Hoechst under the name "Hostacerin AMPS" (INCI name: ammonium polyacryldimethyltauramide) .
  • Copolymers that may especially be mentioned include: - crosslinked anionic copolymers of acrylamide and of AMPS which are in the form of a W/O emulsion, such as those sold under the name Sepigel 305 (CTFA name: Polyacrylamide/Cl3-14 Isoparaffin/Laureth-7 ) and under the name Simulgel 600 (CTFA name: Acrylamide/Sodium acryloyldimethyltaurate copolymer/Isohexadecane/Poly- sorbate 80) by the company SEPPIC; copolymers of 2-acrylamido-2-methylpropanesulfonic acid and of vinylpyrrolidone or vinylformamide, such as the products sold under the name Aristoflex AVC by the company Clariant, hydrophobic-modified AMPS polymers such as, especially, the copolymer of AMPS and of ethoxylated (8 EO) C 12 -Ci 4 alcohol methacrylate (non-crosslinked copolymer obtained
  • the AMPS polymer (s) may be present in an amount ranging, for example, from 0.01% to 5% by weight, preferably from 0.05% to 3% by weight and better still from 0.1% to 2% by weight relative to the total weight of the composition.
  • the oily phase consists of oils and of any other fatty substances and lipophilic constituents that may be present in the composition of the invention.
  • the oily phase contains at least one oil.
  • oil means a fatty substance that is liquid at room temperature (25°C) .
  • oils that may be used in the composition of the invention examples include: hydrocarbon-based oils of animal origin, such as perhydrosqualene and squalane; hydrocarbon-based oils of plant origin, such as liquid triglycerides of fatty acids containing from 4 to 10 carbon atoms, for instance heptanoic or octanoic acid triglycerides, or alternatively, for example, sunflower oil, maize oil, soybean oil, marrow oil, grapeseed oil, sesame seed oil, hazelnut oil, apricot oil, macadamia oil, arara oil, sunflower oil, castor oil, avocado oil, caprylic/capric acid triglycerides, for instance those sold by the company Stearineries Dubois or those sold under the names Miglyol 810, 812 and 818 by the company Dynamit Nobel, jojoba oil and shea butter oil;
  • hydrocarbon-based oils of animal origin such as perhydrosqualene and squalane
  • esters and ethers especially of fatty acids, for instance the oils of formulae R 1 COOR 2 and R 1 OR 2 in which R 1 represents a fatty acid residue containing from 8 to 29 carbon atoms and R 2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms, for instance purcellin oil, isononyl isononanoate, isopropyl myristate, 2-ethylhexyl palmitate, 2-octyldodecyl stearate, 2-octyldodecyl erucate or isostearyl isostearate; hydroxylated esters, for instance isostearyl lactate, octyl hydroxystearate, octyldodecyl hydroxystearate, diisostearyl malate, triisocetyl citrate, and fatty alkyl heptanoates, octanoates and de
  • cyclomethicones such as cyclohexasiloxane and cyclo- pentasiloxane
  • polydimethylsiloxanes or dimethicones
  • alkyl, alkoxy or phenyl groups which are pendent or at the end of a silicone chain, these groups containing from 2 to 24 carbon atoms
  • phenyl silicones for instance phenyl trimethicones, phenyl dimethicones, phenyltrimethylsiloxydiphenylsiloxanes, diphenyl dimethicones, diphenylmethyldiphenyltrisiloxanes, 2-phenylethyl trimethylsiloxysilicates and polymethyl- phenylsiloxanes ;
  • hydrocarbon-based oil means any oil mainly comprising carbon and hydrogen atoms, and possibly ester, ether, fluoro, carboxylic acid and/or alcohol groups.
  • the other fatty substances that may be present in the oily phase are, for example, fatty acids containing from 8 to 30 carbon atoms, for instance stearic acid, lauric acid, palmitic acid or oleic acid; waxes, for instance lanolin, beeswax, carnauba wax or candelilla wax, paraffin wax, lignite wax or microcrystalline waxes, ceresin or ozokerite, synthetic waxes, for instance polyethylene waxes and polymethylene waxes, and Fischer-Tropsch waxes; silicone resins such as trifluoromethyl-Cl-4-alkyldimethicone and trifluoro- propyldimethicone; silicone gums (dimethiconol) ; and silicone elastomers, for instance the products sold under the names "KSG" by the company Shin-Etsu, under the names "Trefil", "BY29” or "EPSX” by the company Dow Corning or under the name "Gransil
  • fatty substances may be chosen in a varied manner by a person skilled in the art in order to prepare a composition having the desired properties, for example in terms of consistency or texture.
  • the oily phase generally represents from 10% to 50% by weight and preferably from 15% to 30% by weight relative to the total weight of the composition.
  • the aqueous phase may contain, besides water, one or more water-soluble solvents chosen from polyols (or polyhydric alcohols) and water-soluble lower alcohol (s), and mixtures thereof.
  • water-soluble solvents chosen from polyols (or polyhydric alcohols) and water-soluble lower alcohol (s), and mixtures thereof.
  • lower alcohol means an alcohol containing from 1 to 8 carbon atoms.
  • polyols examples include glycerol; glycols, for instance pentylene glycol, propylene glycol, butylene glycol, isoprene glycol and polyethylene glycols such as PEG-8; sorbitol; sugars such as glucose, fructose, maltose, lactose and sucrose; and mixtures thereof.
  • the solvent (s) may be present in an amount ranging from 0.01% to 30% by weight, preferably from 0.1% to 20% by weight and better still from 0.5% to 15% by weight relative to the total weight of the composition.
  • composition of the invention contains at least 5% by weight of polyol (s) relative to the total weight of the composition, for example from 5% to 15% by weight of polyol (s) relative to the total weight of the composition.
  • the pH of the composition should be compatible with the skin and preferably ranges from 4.5 to 8, better still from 5 to 7.5 and even better still from 5.5 to 7.
  • composition according to the invention may also contain any adjuvant or additive usually used in the fields under consideration and especially in cosmetics or dermatology.
  • any adjuvant or additive usually used in the fields under consideration and especially in cosmetics or dermatology.
  • standard adjuvants such as parabens and phenoxyethanol; sequestrants (EDTA) ; antioxidants; fragrances; dyestuffs such as soluble dyes, pigments and nacres; matting fillers, tensioning agents, bleaching agents or exfoliants; sunscreens; hydrophilic or lipophilic cosmetic or dermatological active agents; polymers; electrolytes.
  • the amounts of these various adjuvants are those conventionally used in the field under consideration, for example from 0.01% to 20% of the total weight of the composition.
  • active agents that may be used in the composition of the invention, examples that may be mentioned include water-soluble or liposoluble vitamins, for instance vitamin A (retinol) , vitamin E (tocopherol) , vitamin C
  • vitamin B5 panthenol
  • vitamin B3 niacinamide
  • antiseptics antibacterial active agents, for instance 2,4,4'- trichloro-2' -hydroxydiphenyl ether (or triclosan) , 3, 4, 4' -trichlorocarbanilide (or triclocarban)
  • antiseborrhoeic agents antimicrobial agents such as benzoyl peroxide, salicylic acid, triclosan, azelaic acid and niacin (vitamin PP)
  • slimming agents such as caffeine
  • optical brighteners moisturizers such as polyols, for instance glycerol and urea derivatives such as the compounds of formula:
  • Rl, R2, R3 and R4 each independently represent a hydrogen atom, a C1-C4 alkyl group or a C2-C6 hydroxyalkyl group possibly containing from 1 to 5 hydroxyl groups, in which at least one of the radicals Rl to R4 represents a hydroxyalkyl group, and also salts, solvates and isomers thereof, such as, especially, N- (2-hydroxyethyl) urea sold under the name "Hydrovance" by the company National Starch; calmatives, for instance bisabolol and calmative plant extracts, for instance extracts of rose (Rosa gallica) and extracts of mint (Mentha piperita) ; and any active agent suitable for the final purpose of the composition, and mixtures thereof.
  • the amount of active agents depends on the desired purpose.
  • the active agent (s) may be present, for example, in a concentration ranging from 0.001% to 20%, preferably from 0.01% to 10% and better still from 0.05% to 5% by weight relative to the total weight of the composition.
  • hydrophilic or lipophilic gelling agents other than the terpolymer and the AMPS polymer may be incorporated into the composition.
  • the hydrophilic gelling agents i.e.
  • agents that are soluble or dispersible in water may be chosen, for example, from modified or unmodified carboxyvinyl polymers, such as the products sold under the names Carbopol (INCI name: carbomer) and Pemulen (INCI name: Acrylates/ClO-30 alkyl acrylate crosspolymer) by the company Noveon; polyacrylamides; polysaccharide biopolymers, for instance guar gum, alginates and modified or unmodified celluloses; and mixtures thereof.
  • These gelling agents may be present in an amount ranging, for example, from 0.001% to 2% by weight and preferably from 0.05% to 1.5% by weight relative to the total weight of the composition.
  • fillers that may be used in the composition of the invention, examples that may be mentioned include silica; zinc oxides; titanium oxides such as titanium dioxide; micas of natural or synthetic origin; calcium carbonate; magnesium carbonate and magnesium hydrogen carbonate; silica microbeads such as those sold under the name SB150 by the company Myoshi; talc; kaolin; glass and ceramic beads sold by the company 3M under the trade name Macrolite; metal soaps derived from organic carboxylic acids containing from 8 to 22 carbon atoms and preferably from 12 to 18 carbon atoms, for example zinc, magnesium or lithium stearate, zinc laurate or magnesium myristate; polyamide particles and especially those sold under the name Orgasol by the company Atochem; non-expanded synthetic polymer powders, such as polyethylene powders, polystyrene powders, polyester powders, polyamide (for example
  • microporous microspheres sold by the company Dow Corning under the trade name Polytrap powders, polymethacrylic acid powders and Teflon" (polytetrafluoroethylene) powders, for instance the products sold under the name Fluon by the company Uniqema
  • expanded powders such as hollow thermoplastic microspheres prepared via known processes, for instance those described in documents US-A-3 615 972 and EP-A-O 56 219, and especially the microspheres sold under the name Expancel by the company Kemanord Plast or under the name Micropearl F 80 ED by the company Matsumoto
  • powders of natural organic materials such as crosslinked or non-crosslinked corn, wheat or rice starch, such as the powders of starch crosslinked with octenyl succinate anhydride sold under the name Dry-Flo by the company National Starch
  • silicone resin microbeads such as those sold under the name Tospearl by the company Toshiba Silicone; and mixtures thereof.
  • compositions according to the invention may also optionally contain surfactants other than the gemini surfactant, in particular nonionic surfactants, especially those chosen from polyol esters of a fatty acid with a saturated or unsaturated chain containing, for example, from 8 to 24 carbon atoms and better still from 12 to 22 carbon atoms, and oxyalkylenated derivatives thereof, i.e.
  • derivatives comprising oxyethylene and/or oxypropylene units, such as glyceryl esters of a C8-C24 fatty acid, and oxyalkylenated derivatives thereof; polyethylene glycol esters of a C 8 -C 24 fatty acid, and oxyalkylenated derivatives thereof; sorbitol esters of a Cs-C 2 ⁇ fatty acid, and oxyalkylenated derivatives thereof; sugar (sucrose, glucose or alkylglucose) esters of a C 8 -C 24 fatty acid, and oxyalkylenated derivatives thereof; fatty alcohol ethers; sugar ethers of a C 8 -C 24 fatty alcohol, and mixtures thereof.
  • glyceryl esters of a C8-C24 fatty acid, and oxyalkylenated derivatives thereof polyethylene glycol esters of a C 8 -C 24 fatty acid, and oxyalkylenated derivatives thereof
  • the composition according to the invention may be in the form of a milk or a more or less fluid cream.
  • the composition is a more or less fluid cream.
  • this composition preferably has a viscosity at 25°C ranging from about 10 to 150 poises (1 to 15 Pa. s), preferably from about 15 to 100 poises (1.5 to 10 Pa. s) and better still from 20 to 50 poises (2 to 5 Pa. s), this viscosity being measured with a Rheomat 180 machine at 25°C with suitable spindles (spindle No. 3 for the fluid compositions and spindle No. 4 for the creams) .
  • compositions of the invention may be used on any keratin material, such as the skin, the scalp, the hair, the eyelashes, the eyebrows, the nails or mucous membranes. They may be used as a skincare product, for example as a protective, treating or care cream for the face, hands or body, as a body milk for protecting or caring for the skin, the scalp or mucous membranes, or as a hygiene product, for instance as a product for cleansing the skin or mucous membranes, or as a haircare product or as an antisun product.
  • a skincare product for example as a protective, treating or care cream for the face, hands or body, as a body milk for protecting or caring for the skin, the scalp or mucous membranes, or as a hygiene product, for instance as a product for cleansing the skin or mucous membranes, or as a haircare product or as an antisun product.
  • compositions may also constitute skin and/or hair makeup products, for example by incorporating pigments into the composition to especially constitute foundations .
  • a subject of the invention is also the cosmetic use of the composition as defined above as a skincare product, a hygiene product, a haircare product, an antisun product and a makeup product.
  • Another subject of the invention is a cosmetic process for treating a keratin material, such as the skin, the scalp, the hair, the eyelashes, the eyebrows, the nails or mucous membranes, characterized in that a composition as defined above is applied to the keratin material .
  • a subject of the invention is also a cosmetic process for moisturizing the skin, characterized in that a composition as defined above is applied to the keratin material.
  • the composition thus allows maintenance of the barrier function and good treatment of dry skin.
  • Pentaerythrityl tetraisostearate (Prisorine 4
  • phase II is heated to 45°C.
  • phase I preheated to 70 0 C is added.
  • the mixture is stirred and, once the emulsion has formed, the other phases are added in the order indicated (III and then IV) .
  • a smooth, glossy white cream is obtained, which is homogeneous and spreads well. It is suitable as a skincare cream and is suited to sensitive skin.
  • Pentaerythrityl tetraisostearate (Prisorine 4
  • Ceralution H i.e. about 0.75% sodium 5 dicocoylethylenediamine PEG-15 sulfate
  • phase II is heated to 45°C.
  • phase I preheated to 70 0 C is added.
  • the mixture is stirred and, once the emulsion has formed, the other phases are added in the order indicated (III and then IV) .
  • a homogeneous, smooth, glossy white cream is obtained. It spreads easily and has a soft feel, is suitable as a skincare cream and is suited to sensitive skin.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

La présente invention concerne une composition sous forme d’émulsion huile dans l’eau comprenant une phase huileuse dispersée dans une phase aqueuse, contenant (1) au moins un tensioactif jumelé de formule (I) : (2) au moins un tétrapolymère d’acide méthacrylique, de métacrylate de méthyl, d’acrylate de butyle et de (méth)acrylate d’alkyle C16-C20 et (3) au moins d’un polymère d’acide 2 - acrylamido-2-méthylpropanésulfonique. L’invention a également trait à l’utilisation de la composition, particulièrement pour hydrater la peau et traiter les peaux sèches ou sensibles.
PCT/IB2006/003877 2005-09-30 2006-09-28 Emulsion h/e contenant un tensioactif jumele Ceased WO2007054824A2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR0552973 2005-09-30
FR0552973A FR2891456B1 (fr) 2005-09-30 2005-09-30 Emulsion h/e contenant un tensioactif gemine
US72493505P 2005-10-11 2005-10-11
US60/724,935 2005-10-11

Publications (2)

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WO2007054824A2 true WO2007054824A2 (fr) 2007-05-18
WO2007054824A3 WO2007054824A3 (fr) 2007-10-04

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WO2009083131A3 (fr) * 2007-12-21 2009-08-27 Clariant International Ltd Compositions cosmétiques, pharmaceutiques ou dermatologiques présentant une teneur élevée en composants de soin hydrosolubles
FR2973693A1 (fr) * 2011-04-05 2012-10-12 Oreal Emulsion cosmetique comprenant un compose d'acide cucurbique
FR2973692A1 (fr) * 2011-04-05 2012-10-12 Oreal Composition cosmetique comprenant un compose d'acide cucurbique et un melange de polymeres sulfonique et acrylique
WO2012143645A3 (fr) * 2011-04-05 2013-03-28 L'oreal Composition cosmétique comprenant un composé d'acide cucurbique et un mélange de polymères sulfonique et acrylique
FR2981567A1 (fr) * 2011-10-21 2013-04-26 Oreal Composition cosmetique comprenant un tensioactif gemine et de forts taux de corps gras solide.
JP2013520464A (ja) * 2010-02-24 2013-06-06 ロレアル 超吸収性ポリマーおよびジェミニ界面活性剤を含む組成物
KR20140116897A (ko) * 2012-01-02 2014-10-06 로레알 알킬셀룰로오스, 비-휘발성 오일, 하나 이상의 왁스 및 하나 이상의 제미니형 계면활성제를 포함하는 수성 화장 조성물
WO2015039826A1 (fr) * 2013-09-18 2015-03-26 L'oreal Composition cosmétique utile en tant que mascara d'intensité de couleur élevée et de retrait facile
JP2015120741A (ja) * 2008-02-12 2015-07-02 ロレアル 両親媒性ポリマーを含む水中油型エマルジョン
US9364399B2 (en) 2014-03-21 2016-06-14 L'oreal Water-based gel cosmetic compositions without film formers
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US20160361242A1 (en) * 2013-12-23 2016-12-15 L'oreal Aqueous cosmetic composition comprising alkylcellulose, non-volatile oils, a hydrophilic gelling polymer and a polyol
US9744116B2 (en) 2013-09-18 2017-08-29 L'oreal High color intensity and easily removable mascara
KR20180079502A (ko) * 2016-12-30 2018-07-11 신성대학 산학협력단 표적지향형 리포좀
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FR2835430A1 (fr) * 2002-05-31 2003-08-08 Oreal Composition comprenant des nanocapsules enrobees de lecithine et un polymere d'acrylamide
US6664356B1 (en) * 2003-01-23 2003-12-16 Isp Investments Inc. Leach resistant oil based carrier for cosmetically and pharmaceutically active agents
AU2004242983B2 (en) * 2003-05-29 2008-01-03 Sun Pharmaceuticals Corporation Emulsion base for skin care compositions
FR2866562B1 (fr) * 2004-02-23 2006-05-12 Oreal Utilisation d'un tetrapolymere acrylique comme agent tenseur de la peau.

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FR2921262A1 (fr) * 2007-09-24 2009-03-27 Oreal Emulsion cosmetique de type huile dans eau
WO2009083131A3 (fr) * 2007-12-21 2009-08-27 Clariant International Ltd Compositions cosmétiques, pharmaceutiques ou dermatologiques présentant une teneur élevée en composants de soin hydrosolubles
US12109280B2 (en) 2008-02-12 2024-10-08 L'oreal Oil-in-water emulsion comprising an amphiphilic polymer
US10925815B2 (en) 2008-02-12 2021-02-23 L'oreal Oil-in-water emulsion comprising an amphiphilic polymer
JP2015120741A (ja) * 2008-02-12 2015-07-02 ロレアル 両親媒性ポリマーを含む水中油型エマルジョン
JP2013520464A (ja) * 2010-02-24 2013-06-06 ロレアル 超吸収性ポリマーおよびジェミニ界面活性剤を含む組成物
WO2012143645A3 (fr) * 2011-04-05 2013-03-28 L'oreal Composition cosmétique comprenant un composé d'acide cucurbique et un mélange de polymères sulfonique et acrylique
CN103442679A (zh) * 2011-04-05 2013-12-11 莱雅公司 包含葫芦酸化合物以及磺酸基和丙烯酸聚合物混合物的化妆品组合物
FR2973693A1 (fr) * 2011-04-05 2012-10-12 Oreal Emulsion cosmetique comprenant un compose d'acide cucurbique
FR2973692A1 (fr) * 2011-04-05 2012-10-12 Oreal Composition cosmetique comprenant un compose d'acide cucurbique et un melange de polymeres sulfonique et acrylique
CN107714498A (zh) * 2011-04-05 2018-02-23 莱雅公司 包含葫芦酸化合物的化妆品组合物
WO2013057118A3 (fr) * 2011-10-21 2013-06-27 L'oreal Composition cosmétique comprenant un tensioactif géminé et des taux élevés de corps gras solide
FR2981567A1 (fr) * 2011-10-21 2013-04-26 Oreal Composition cosmetique comprenant un tensioactif gemine et de forts taux de corps gras solide.
KR20140116897A (ko) * 2012-01-02 2014-10-06 로레알 알킬셀룰로오스, 비-휘발성 오일, 하나 이상의 왁스 및 하나 이상의 제미니형 계면활성제를 포함하는 수성 화장 조성물
US20150004111A1 (en) * 2012-01-02 2015-01-01 L'oreal Aqueous cosmetic composition comprising alkylcellulose, non-volatile oils, at least one wax and at least one gemini surfactant
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US10292918B2 (en) * 2012-01-02 2019-05-21 L'oreal Aqueous cosmetic composition comprising alkylcellulose, non-volatile oils, at least one wax and at least one gemini surfactant
WO2015039826A1 (fr) * 2013-09-18 2015-03-26 L'oreal Composition cosmétique utile en tant que mascara d'intensité de couleur élevée et de retrait facile
US9744116B2 (en) 2013-09-18 2017-08-29 L'oreal High color intensity and easily removable mascara
US9192562B2 (en) 2013-09-18 2015-11-24 L'oreal High color intensity and easily removable mascara
US20160361242A1 (en) * 2013-12-23 2016-12-15 L'oreal Aqueous cosmetic composition comprising alkylcellulose, non-volatile oils, a hydrophilic gelling polymer and a polyol
US9517188B2 (en) 2014-03-21 2016-12-13 L'oreal Water-based gel cosmetic compositions containing emulsifier
US9364399B2 (en) 2014-03-21 2016-06-14 L'oreal Water-based gel cosmetic compositions without film formers
KR20180079502A (ko) * 2016-12-30 2018-07-11 신성대학 산학협력단 표적지향형 리포좀
FR3157117A1 (fr) * 2023-12-22 2025-06-27 L'oreal Composition cosmétique de type émulsion huile-dans-eau à perception de poudré

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