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WO2012136818A2 - Composition cosmétique comprenant un composé acide cucurbique et un mélange de polymères acryliques - Google Patents

Composition cosmétique comprenant un composé acide cucurbique et un mélange de polymères acryliques Download PDF

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Publication number
WO2012136818A2
WO2012136818A2 PCT/EP2012/056369 EP2012056369W WO2012136818A2 WO 2012136818 A2 WO2012136818 A2 WO 2012136818A2 EP 2012056369 W EP2012056369 W EP 2012056369W WO 2012136818 A2 WO2012136818 A2 WO 2012136818A2
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WO
WIPO (PCT)
Prior art keywords
composition according
composition
weight
acrylic acid
acrylamide
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.)
Ceased
Application number
PCT/EP2012/056369
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English (en)
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WO2012136818A3 (fr
Inventor
Marie DEVIE
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.)
LOreal SA
Original Assignee
LOreal SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by LOreal SA filed Critical LOreal SA
Publication of WO2012136818A2 publication Critical patent/WO2012136818A2/fr
Anticipated expiration legal-status Critical
Publication of WO2012136818A3 publication Critical patent/WO2012136818A3/fr
Ceased legal-status Critical Current

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Classifications

    • 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
    • A61K8/042—Gels
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36—Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365—Hydroxycarboxylic acids; Ketocarboxylic acids
    • 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
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; 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
    • 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
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • Cosmetic composition comprising a cucurbic acid compound and a blend of acrylic polymers
  • the present invention relates to compositions, in particular cosmetic compositions, comprising a cucurbic acid compound and a blend of acrylamide and acrylic polymers, and also to the use of these compositions in a process for treating human keratin materials.
  • compositions of the invention are intended for caring for and/or making up keratin materials.
  • the term "keratin materials” is intended to denote, for example, the skin, mucous membranes, the lips, the scalp, the eyelashes, the eyebrows and the hair.
  • Patent application EP-A-1 333 021 discloses hydrogenated cucurbic acid compounds such as 3-hydroxy-2-pentylcyclopentaneacetic acid for promoting desquamation of the skin and stimulating epidermal renewal, combating the signs of ageing of the skin, improving the radiance of the complexion and/or making facial skin smooth.
  • these compounds are also described for their use as depigmenting agents.
  • a composition which is too fluid is difficult to apply to keratin materials. Such a composition runs on keratin materials, in particular on the skin, onto which it is applied. Its application to the keratin materials that it is desired to treat lacks precision and therefore makes it relatively unattractive to use.
  • a hydrogenated cucurbic acid compound is found to affect the thickening capacity of certain conventional gelling agents. In particular, this compound destabilises aqueous gels of partially or totally salified acrylamide/acrylic acid copolymer owing to very substantial fluidization of the gel.
  • compositions comprising a cucurbic acid compound and a partially or totally salified acrylamide/acrylic acid copolymer, which do not spontaneously exhibit substantial fluidization (no substantial drop in viscosity) and which have good cosmetic properties, in particular no tacky sensation nor any pilling during application to keratin materials, in particular to the skin.
  • the inventors have observed that the addition of a cross-linked acrylic acid homopolymer as described hereinafter makes it possible to obtain a composition of which the viscosity remains stable, without substantial fluidization.
  • the composition exhibits good stability over time, in particular after storage for 2 months at ambient temperature (25 °C).
  • the object of the present invention is, precisely, to satisfy these needs.
  • the present invention relates to a composition
  • a composition comprising, in a physiologically acceptable medium containing an aqueous medium, at least one cucurbic acid compound of formula (I), a partially or totally salified acrylamide/acrylic acid copolymer and a cross-linked acrylic acid homopolymer, as described hereinafter.
  • the composition according to the invention is in particular a cosmetic composition.
  • the present invention also relates to a non-therapeutic treatment process for caring for or making up keratin materials, comprising the application to the said keratin materials of a composition in accordance with the invention.
  • a non-therapeutic treatment process for caring for or making up keratin materials comprising the application to the said keratin materials of a composition in accordance with the invention.
  • such a process is intended for caring for making up the skin.
  • the cucurbic acid-based compound is a compound chosen from those corresponding to formula (I) below:
  • Ri represents a radical COOR 3 , R 3 denoting a hydrogen atom or a Ci-C 4 alkyl radical, optionally substituted with one or more hydroxyl groups;
  • R 2 represents a saturated or unsaturated linear hydrocarbon-based radical containing from 1 to 18 carbon atoms or a saturated or unsaturated branched or cyclic hydrocarbon-based radical containing from 3 to 18 carbon atoms;
  • Ri denotes a radical chosen from -COOH, -COOMe, -COO-CH 2 - CH 3 , -COO-CH 2 -CH(OH)-CH 2 OH, -COOCH 2 -CH 2 -CH 2 OH and -COOCH 2 - CH(OH)-CH 3 .
  • Ri denotes a radical -COOH.
  • R 2 denotes a saturated or unsaturated linear hydrocarbon-based radical, preferably containing from 2 to 7 carbon atoms.
  • R 2 may be a pentyl, pentenyl, hexyl or heptyl radical.
  • the compound of formula (I) is chosen from 3- hydroxy-2-[(2Z)-2-pentenyl]cyclopentaneacetic acid and 3-hydroxy-2- pentylcyclopentaneacetic acid and salts thereof.
  • compound (I) is 3- hydroxy-2-pentylcyclopentaneacetic acid and salts thereof; this compound may especially be in the form of the sodium salt.
  • the salts of the compounds that may be used according to the invention are chosen in particular from salts of alkali metals, for example sodium or potassium; salts of alkaline-earth metals, for example calcium, magnesium or strontium; metal salts, for example zinc aluminium, manganese or copper; ammonium salts of formula NH 4 + ; quaternary ammonium salts; salts of organic amines, for instance salts of methylamine, dimethylamine, trimethylamine, triethylamine, ethylamine, 2-hydroxyethylamine, bis(2-hydroxyethyl)amine or tris(2-hydroxyethyl)amine; lysine or arginine salts.
  • alkali metals for example sodium or potassium
  • salts of alkaline-earth metals for example calcium, magnesium or strontium
  • metal salts for example zinc aluminium, manganese or copper
  • ammonium salts of formula NH 4 + quaternary ammonium salts
  • Salts chosen from sodium, potassium, magnesium, strontium, copper, manganese and zinc salts are preferably used.
  • the sodium salt is preferentially used.
  • the compound of formula (I) defined previously may be present in the composition according to the invention in a content ranging from 1 % to 10% by weight, and preferably from 1 .5% to 5% by weight, relative to the total weight of the composition.
  • the composition according to the invention comprises a partially or totally salified acrylamide/acrylic acid copolymer.
  • the copolymer may be salified with a salt chosen from salts of alkali metals, such as sodium or potassium salts, salts of nitrogenous bases, such as the ammonium salt or the monoethanolamine salt.
  • a salt chosen from salts of alkali metals, such as sodium or potassium salts, salts of nitrogenous bases, such as the ammonium salt or the monoethanolamine salt.
  • An ammonium or sodium salt is preferably used.
  • a sodium salt is preferentially used.
  • the copolymer may be linear or cross-linked.
  • the copolymer When the copolymer is cross-linked, it may be cross-linked with a cross-linking agent chosen from diethylene or polyethylene compounds.
  • the cross-linking agent may, for example, be ethylene glycol dimethacrylate, diethylene glycol diacrylate, sodium diallyloxyacetate, ethylene glycol diacrylate, diallylurea or methylenebis(acrylamide).
  • Such copolymers are described especially in Patent Application WO 2005/040230.
  • copolymers of this type mention may be made in particular of the copolymer of acrylamide and ammonium acrylate, such as that sold as an invert emulsion at 60% in polyisobutene - stabilized with polysorbate 20 sold by the company
  • the partially or totally salified acrylamide/acrylic acid copolymer may be present in the composition according to the invention in an active material content ranging, for example,from 0.01 % to 5% by weight, preferably ranging from 0.1 % to 5% by weight, preferentially ranging from 0.1 % to 2% by weight, relative to the total weight of the composition.
  • the cucurbic acid compound of formula (I) (referred to as A) and the partially or totally salified acrylamide/acrylic acid copolymer (referred to as B) previously described may be present in the composition according to the invention in an A/B weight ratio ranging from 3 to 4.5.
  • composition according to the invention contains a cross-linked acrylic acid homopolymer.
  • the homopolymer may be cross-linked with a cross-linking agent, in particular chosen from pentaerythritol allyl ether, sucrose allyl ether, or propylene allyl ether.
  • a cross-linking agent in particular chosen from pentaerythritol allyl ether, sucrose allyl ether, or propylene allyl ether.
  • Such polymers have the INCI name: Carbomer
  • Use may, for example, be made of the polymers sold by the company Lubrizol under the names Carbopol 980 or 981 , or Carbopol Ultrez 10, or by the company 3V under the name Synthalen K or Synthalen L or Synthalen M.
  • the acrylic acid homopolymer may be present in the composition according to the invention in an amount ranging from 0.01 % to 5% by weight, and preferably from 0.1 % to 3% by weight, relative to the total weight of the composition.
  • the cucurbic acid compound of formula (I) (referred to as A) and the acrylic acid homopolymer (referred to as C) described previously may be present in the composition according to the invention in an A/C weight ratio ranging from 5 to 6.
  • the viscosity of a composition of the invention may be measured via any process known to those skilled in the art, and especially according to the following conventional process. Thus, the measurement can be carried out at 25°C using a Rheomat 180 viscometer equipped with a spindle rotating at 200 rpm. Those skilled in the art may select the spindle for measuring the viscosity from the spindles M1 , M2, M3 and M4 on the basis of their general knowledge, so as to be able to perform the measurement.
  • composition according to the invention comprises a physiologically acceptable aqueous medium.
  • physiologically acceptable medium is intended to denote a medium that is compatible with human keratin materials and/or fibres, for instance, in a non-limiting manner, the skin, the mucous membranes, the nails, the scalp and/or the hair.
  • This physiologically acceptable aqueous medium comprises an aqueous phase, optionally as a mixture, or not, with one or more organic solvents, such as a Ci-C 8 alcohol, in particular ethanol, isopropanol, tert-butanol, n-butanol, polyols such as glycerol, propylene glycol, butylene glycol, and polyol ethers.
  • organic solvents such as a Ci-C 8 alcohol, in particular ethanol, isopropanol, tert-butanol, n-butanol, polyols such as glycerol, propylene glycol, butylene glycol, and polyol ethers.
  • a composition according to the invention may also comprise a fatty phase, which may comprise oils, gums and waxes normally used in the field of application under consideration.
  • a composition according to the invention may also comprise at least one fatty phase chosen from a fatty phase which is solid at ambient temperature (20-25°C) and atmospheric pressure and/or a fatty phase which is liquid at ambient temperature (20-25°C) and atmospheric pressure.
  • a liquid fatty phase suitable for implementing the invention may comprise a volatile oil, a non-volatile oil, and a mixture thereof.
  • a volatile or non-volatile oil may be a hydrocarbon-based oil, in particular of animal or plant origin, a synthetic oil, a silicone-based oil, a fluorinated oil or a mixture thereof.
  • a solid fatty phase suitable for implementing the invention may be, for example, chosen from pasty fatty substances, gums, and mixtures thereof.
  • the proportion of the fatty phase may range from 5% to 80% by weight and preferably from 5% to 50% by weight relative to the total weight of the composition.
  • the oils, waxes, emulsifiers and co-emulsifiers used in the composition in emulsion form are chosen from those conventionally used in the cosmetics field.
  • One or more emulsifiers may be present in a composition of the invention in a proportion ranging from 0.3% to 30% by weight and in particular from 0.5% to 20% by weight relative to the total weight of the composition.
  • composition according to the invention may also contain cosmetic adjuvants in particular chosen from emulsifiers, gelling agents, oils, waxes, preservatives, antioxidants, water, fragrances, fillers, UV screens, pigments, fibres, chelating agents, odour absorbers and colorants.
  • cosmetic adjuvants in particular chosen from emulsifiers, gelling agents, oils, waxes, preservatives, antioxidants, water, fragrances, fillers, UV screens, pigments, fibres, chelating agents, odour absorbers and colorants.
  • these various adjuvants are those conventionally used in the cosmetics field, and may range, for example, from 0.01 % to 30% of the total weight of the composition. In general, the amounts are adjusted as a function of the formulation prepared. Depending on their nature, these adjuvants may be introduced into the fatty phase, into the aqueous phase and/or into lipid spherules.
  • composition according to the invention may be in the form of an aqueous or aqueous-alcoholic solution; a dispersion; a water-in-oil, oil-in-water or multiple emulsion; a suspension; microcapsules or microparticles; vesicular dispersions of ionic and/or non-ionic type; or an aerosol composition also comprising a pressurised propellant.
  • the composition according to the invention may be an oil-in-water or water-in-oil emulsion. More preferentially, the composition according to the invention is an oil-in-water emulsion.
  • composition when the composition comprises an oily phase, the latter may comprise a silicone elastomer.
  • silicone elastomers are described in patent application WO-A-2009/080 958.
  • a composition according to the invention may also be in the form of a care product, an antisun or after-sun product, a daily photoprotective care product, a body product, a foundation to be applied to the face or the neck, a concealer product, a complexion corrector, a tinted cream or a makeup base for making up the face, or a body makeup composition.
  • a composition according to the invention may be used for the purposes of improving the general condition of the epidermis, in particular of the skin, and especially for maintaining or restoring its physiological functions and/or its aesthetic appearance.
  • aqueous gel (ex 1 ) according to the invention containing the blend of acrylamide and acrylic polymers, and an aqueous gel not part of the invention (ex 2) which is similar but contains only the acrylamide polymer were prepared; each gel was prepared with or in the absence of the sodium salt of 3-hydroxy- 2-pentylcyclopentaneacetic acid.
  • the viscosity of the aqueous gels obtained was then measured after 24 hours of storage at ambient temperature (viscosity measured at 25°C using a Rheomat 180 viscometer with an M3 spindle after 10 minutes of rotation at 200 rpm).
  • Example 1A Example 1 B
  • the presence of the blend of the acrylic polymer makes it possible to avoid a very substantial drop in viscosity of the aqueous gel containing the acrylamide/ammonium acrylate polymer in the presence of the sodium salt of 3- hydroxy-2-pentylcyclopentaneacetic acid.
  • a skin care cream having the following composition was prepared:
  • composition spreads pleasantly on the skin without any sensation of a tacky effect and without pilling.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

L'invention concerne une composition cosmétique comprenant, dans un milieu aqueux physiologiquement acceptable, un composé acide cucurbique de la formule (I) dans laquelle R1 représente un radical COOR3, R3 désignant H ou un radical alkyle en C1-C4, facultativement substitué par un ou plusieurs groupes hydroxyle; R2 représente un radical à base d'hydrocarbure contenant de 1 à 18 atomes de carbone; un copolymère acrylamide/acide acrylique partiellement ou totalement salifié; et un homopolymère d'acide acrylique réticulé. L'invention concerne une utilisation pour prendre soin et conditionner des matières kératiniques.
PCT/EP2012/056369 2011-04-08 2012-04-05 Composition cosmétique comprenant un composé acide cucurbique et un mélange de polymères acryliques Ceased WO2012136818A2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
FR1153069A FR2973694B1 (fr) 2011-04-08 2011-04-08 Composition cosmetique comprenant un compose d'acide cucurbique et un melange de polymeres
FR1153069 2011-04-08
US201161474795P 2011-04-13 2011-04-13
US61/474,795 2011-04-13

Publications (2)

Publication Number Publication Date
WO2012136818A2 true WO2012136818A2 (fr) 2012-10-11
WO2012136818A3 WO2012136818A3 (fr) 2014-02-06

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PCT/EP2012/056369 Ceased WO2012136818A2 (fr) 2011-04-08 2012-04-05 Composition cosmétique comprenant un composé acide cucurbique et un mélange de polymères acryliques

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FR (1) FR2973694B1 (fr)
WO (1) WO2012136818A2 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015007567A1 (fr) * 2013-07-18 2015-01-22 L'oreal Composition cosmétique comprenant un composé d'acide cucurbique et un tensioactif anionique à base d'acide aminé
US9034833B1 (en) 2013-12-20 2015-05-19 L'oreal Anti-aging composition containing high levels of a jasmonic acid derivative
US9237998B2 (en) 2013-12-20 2016-01-19 L'oreal Carrier system for water-soluble active ingredients
US9539198B2 (en) 2013-12-20 2017-01-10 L'oreal Photoprotection composition containing high levels of water-soluble UV filters
US9545373B2 (en) 2013-12-20 2017-01-17 L'oreal Translucent cosmetic composition in the form of a water-in-oil emulsion
US9943477B2 (en) 2013-12-20 2018-04-17 L'oreal Emulsion compositions containing a novel preservative system

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1333021A2 (fr) 2002-02-04 2003-08-06 L'oreal Compositions comprenant des dérivés de l'acide jasmonique, et utilisation de ces dérivés pour favoriser la desquamation
WO2005040230A2 (fr) 2003-10-22 2005-05-06 Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic Nouveau latex inverse concentre, procede pour sa preparation, et utilisation dans l'industrie
FR2921255A1 (fr) 2007-09-21 2009-03-27 Oreal Utilisation d'un derive d'acide jasmonique a titre d'agent depigmentant
WO2009080958A2 (fr) 2007-12-05 2009-07-02 L'oreal Procédé cosmétique de maquillage et/ou de soin utilisant une résine de siloxane et un élastomère d'organopolysiloxane

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2701844B1 (fr) * 1993-02-23 1995-06-09 Oreal Association epaississante a base de gomme de guar ou de cellulose non ionique, sans groupe hydrophobe et d'un polymere reticule, et application pour le traitement des cheveux ou de la peau contenant une telle association.
FR2783159B1 (fr) * 1998-09-16 2000-11-17 Oreal Emulsion comprenant un compose epaississant hydrophile et un copolymere epaississant, compositions comprenant ladite emulsion, et utilisations
FR2940609B1 (fr) * 2008-12-30 2011-05-06 Oreal Association de monosaccharides et d'agents desquamants et son utilisation en cosmetique
CN101773459A (zh) * 2009-01-12 2010-07-14 孙海 一种看得见水珠的保湿护肤产品

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1333021A2 (fr) 2002-02-04 2003-08-06 L'oreal Compositions comprenant des dérivés de l'acide jasmonique, et utilisation de ces dérivés pour favoriser la desquamation
WO2005040230A2 (fr) 2003-10-22 2005-05-06 Societe D'exploitation De Produits Pour Les Industries Chimiques Seppic Nouveau latex inverse concentre, procede pour sa preparation, et utilisation dans l'industrie
FR2921255A1 (fr) 2007-09-21 2009-03-27 Oreal Utilisation d'un derive d'acide jasmonique a titre d'agent depigmentant
WO2009080958A2 (fr) 2007-12-05 2009-07-02 L'oreal Procédé cosmétique de maquillage et/ou de soin utilisant une résine de siloxane et un élastomère d'organopolysiloxane

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015007567A1 (fr) * 2013-07-18 2015-01-22 L'oreal Composition cosmétique comprenant un composé d'acide cucurbique et un tensioactif anionique à base d'acide aminé
FR3008611A1 (fr) * 2013-07-18 2015-01-23 Oreal Composition cosmetique comprenant un compose d'acide cucurbique et un tensioactif anionique derive d'acide amine
US9034833B1 (en) 2013-12-20 2015-05-19 L'oreal Anti-aging composition containing high levels of a jasmonic acid derivative
US9237998B2 (en) 2013-12-20 2016-01-19 L'oreal Carrier system for water-soluble active ingredients
US9539198B2 (en) 2013-12-20 2017-01-10 L'oreal Photoprotection composition containing high levels of water-soluble UV filters
US9545373B2 (en) 2013-12-20 2017-01-17 L'oreal Translucent cosmetic composition in the form of a water-in-oil emulsion
US9943477B2 (en) 2013-12-20 2018-04-17 L'oreal Emulsion compositions containing a novel preservative system

Also Published As

Publication number Publication date
WO2012136818A3 (fr) 2014-02-06
FR2973694A1 (fr) 2012-10-12
FR2973694B1 (fr) 2013-03-29

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