WO2023104727A1 - Dispersion comprenant une particule polymère, un stabilisant portant un groupe cycloalkyle, une huile et un polyol, et procédé de traitement de matières kératiniques à l'aide de la dispersion - Google Patents
Dispersion comprenant une particule polymère, un stabilisant portant un groupe cycloalkyle, une huile et un polyol, et procédé de traitement de matières kératiniques à l'aide de la dispersion Download PDFInfo
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
- A61Q1/04—Preparations containing skin colorants, e.g. pigments for lips
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- 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
- A61K8/044—Suspensions
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- 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
- A61K8/31—Hydrocarbons
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- 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
- A61K8/34—Alcohols
- A61K8/345—Alcohols containing more than one hydroxy group
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- 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
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- 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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- 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
- A61Q19/08—Anti-ageing preparations
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1802—C2-(meth)acrylate, e.g. ethyl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1812—C12-(meth)acrylate, e.g. lauryl (meth)acrylate
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
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- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/30—Characterized by the absence of a particular group of ingredients
- A61K2800/33—Free of surfactant
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- 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
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/546—Swellable particulate polymers
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- 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
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- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
Definitions
- the present invention relates to a dispersion (A) comprising at least two particles i) consisting of a polymer of ethylenic monomers, ii) at least one stabilizer comprising at least one (C3-Ci2)cycloalkyl group, iii) at least one hydrocarbon-based fatty substance which is liquid at 20°C and 1 atmosphere, iv) at least one polyol that is liquid at 20°C and 1 atmosphere and optionally v) water.
- a dispersion (A) comprising at least two particles i) consisting of a polymer of ethylenic monomers, ii) at least one stabilizer comprising at least one (C3-Ci2)cycloalkyl group, iii) at least one hydrocarbon-based fatty substance which is liquid at 20°C and 1 atmosphere, iv) at least one polyol that is liquid at 20°C and 1 atmosphere and optionally v) water.
- the invention also relates to a process for treating keratin materials, notably human keratin materials such as the skin, the eyelashes or the eyebrows, involving the application to said materials of at least one dispersion (A); to a process for preparing the dispersion (A), to the process for preparing the dispersion (A), and to the polymer material (C).
- keratin materials notably human keratin materials such as the skin, the eyelashes or the eyebrows
- Cosmetic products often require the use of a film-forming polymer to obtain a deposit of the product on keratin materials that has good cosmetic properties.
- the film-forming deposit it is necessary for the film-forming deposit to have good persistence, in particular for the deposit not to transfer during contact with the fingers or clothing, and also good resistance on contact with water, notably rain or during showering and for the deposit to be insensitive to perspiration or sebum, and also food fats, notably dietary fats such as oils.
- dispersions of polymer particles in organic media such as hydrocarbon-based oils. Polymers are notably used as film-forming agents in makeup products such as mascaras, eyeliners, eyeshadows or lipsticks.
- EP 0 749 747 describes in the examples dispersions in hydrocarbon-based oils (liquid paraffin, isododecane) of acrylic polymers stabilized with polystyrene/copoly(ethylene-propylene) diblock copolymers. The film obtained after application of the dispersion to the skin is sparingly glossy.
- FR 1 362 795 also describes the use of dispersions of surface-stabilized polymer particles containing hydrocarbon-based oils for making up the lips and the eyelashes.
- WO 2010/046 229 describes dispersions in isododecane of stabilized acrylic polymers.
- FR 1 362 795 describes the use of dispersions of surface-stabilized polymer particles containing hydrocarbon-based oils for making up the lips and the eyelashes.
- FR 3 029 786 is focused on makeup dispersions of polymer particles stabilized with at least one stabilizer which is a C8 alkyl (meth)acrylate homopolymer or a copolymer of C8 alkyl (2-ethyl hexyl) (meth)acrylate and of C1-C4 alkyl (meth)acrylate.
- stabilizer which is a C8 alkyl (meth)acrylate homopolymer or a copolymer of C8 alkyl (2-ethyl hexyl) (meth)acrylate and of C1-C4 alkyl (meth)acrylate.
- These dispersions are not always satisfactory in terms of resistance to fatty substances or sebum, which may be a curb on their use in lip makeup, for example.
- these dispersions may have a feel that is considered too “tacky” after application to the keratin materials, which may be prohibitive for certain applications such as lip or eyelash makeup.
- one of the aims of the present invention is to provide a composition with a reduced content of volatile compounds.
- Another aim is to provide a film-forming composition containing an aqueous phase, affording access to a wider formulation range. It is also sought to include as few surfactants as possible, or even not to include any, in the cosmetic composition for environmental reasons, but also to avoid potential long-term impairment of the keratin materials. Cosmetic compositions containing few or no surfactants in products intended to be applied to keratin materials are thus increasingly sought by users.
- an emulsifying composition which is able to form a stable composition in the presence of water, of hydrogel type with a very small amount ( ⁇ 5% by weight relative to the total weight of the composition) or even in the absence of surfactant, notably nonionic and/or ethoxylated surfactant which are of petrochemical origin.
- a hydrogel is a gel in which the swelling agent is usually water.
- the matrix of a hydrogel is generally a network of water-insoluble polymers which are capable of swelling substantially in the presence of a large amount of water or of aqueous composition.
- Hydrogels based on polymers of poly(acrylic acid) polymer type are used, for example, in beauty masks for the purpose of moisturizing the skin, restoring its elasticity or as antiageing agents (Journal of Materials Science: Materials in Medicine, S. Mitura et al. 31 :50, pages 1-14 (2020), https://doi.org/10.1007/s10856-020-06390-w).
- tacky hydrogels For beauty masks, use is notably made of tacky hydrogels in the presence of crosslinking agents (see, for example, WO 2014/077 519 A1 and FR 2 924 615). Moreover, acrylate-based hydrogels are widely applied in hygiene products for absorbing fluids as they can do so to keep moisture far from the skin, promoting healthy skin, preventing nappy/buttock rash and affording comfort (Journal of Materials Science: Materials in Medicine, S. Mitura et al. 31 :50 (2020)).
- Another aim of the present invention is to provide a composition for treating keratin materials, in particular the skin, preferably human skin and more preferentially the skin of the face, which is adhesive and if possible not tacky, which has good persistence with respect to external attacking factors, and over time, does not leach, and is resistant to sweat and sebum and insensitive to oils such as dietary oils.
- the dispersion may comprise cosmetic active agents such as those for obtaining a skin-tensioning effect, for caring for the body, the face and the hair, for protecting against ultraviolet (UV), or for making up the face, the lips, the eyelashes, the eyebrows and the hair.
- Said composition may notably be intended for caring for and/or making up notably the face and/or the neck.
- a dispersion (A) in particular in hydrogel form for treating keratin materials in particular a) keratin fibres, notably human keratin fibres such as the eyelashes and the eyebrows or P) human skin, in particular of the face
- the dispersion (A) comprises: i) at least two particles of different chemical structures consisting of polymer(s) obtained by polymerization of monomers chosen from ethylenic monomers of: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate, the (Ci-C4)alkyl group(s) of which are optionally substituted with one or more group(s) chosen from hydroxyl, and (di)(Ci- C4)(alkyl)amino,
- the subject of the invention relates to the use of the dispersion (A) as defined previously for treating keratin materials, in particular a) keratin fibres, in particular human keratin fibres such as the hair, the eyelashes or the eyebrows, and/or for shaping keratin fibres such as the hair or for treating P) human skin, in particular of the face, preferably for filling in skin imperfections such as wrinkles and fine lines or scars while making up said keratin materials, or for filling in skin imperfections such as wrinkles and fine lines or scars, while at the same time caring for said keratin materials, such as moisturizing the skin.
- keratin materials in particular a) keratin fibres, in particular human keratin fibres such as the hair, the eyelashes or the eyebrows, and/or for shaping keratin fibres such as the hair or for treating P) human skin, in particular of the face, preferably for filling in skin imperfections such as wrinkles and fine lines or scars while making up said ker
- a subject of the invention is also the dispersion (A) as defined previously, and also a process for treating keratin materials, preferably a) keratin fibres, notably human keratin fibres such as the hair, the eyelashes or the eyebrows, or ) human skin, in particular of the face, for filling skin imperfections such as wrinkles and fine lines or scars, comprising the application to said materials of a dispersion (A), as defined previously.
- keratin materials preferably a) keratin fibres, notably human keratin fibres such as the hair, the eyelashes or the eyebrows, or ) human skin, in particular of the face, for filling skin imperfections such as wrinkles and fine lines or scars, comprising the application to said materials of a dispersion (A), as defined previously.
- a subject of the invention is also a process for preparing the dispersion (A) as defined previously, and after evaporation of the water v) if present in the medium and of the fatty substances iii), the polymer material (C) obtained via said process.
- a subject of the invention is also a kit or device comprising a plurality of compartments comprising the ingredients i) to iv), optionally v) and vi) as defined previously.
- a subject of the invention is also a composition, preferably a cosmetic composition, comprising the dispersion (A) as defined previously, and the process for applying said composition to keratin materials.
- a subject of the invention is also a process for treating keratin materials, preferably a) keratin fibres, notably human keratin fibres such as the hair, the eyelashes or the eyebrows, or P) human skin, in particular of the face, notably of the lips, comprising the application to said materials of at least one dispersion (A) as defined previously.
- keratin materials preferably a) keratin fibres, notably human keratin fibres such as the hair, the eyelashes or the eyebrows, or P) human skin, in particular of the face, notably of the lips, comprising the application to said materials of at least one dispersion (A) as defined previously.
- a subject of the invention is also the use of a dispersion (A) as defined previously for treating keratin materials, notably a) keratin fibres, notably human keratin fibres such as the eyelashes or the eyebrows, or ) human skin, in particular of the lips, comprising the application to said materials of at least one dispersion (A), for filling skin imperfections such as wrinkles and fine lines or scars, for caring for the skin and/or for making up the skin.
- keratin materials notably a) keratin fibres, notably human keratin fibres such as the eyelashes or the eyebrows, or ) human skin, in particular of the lips
- a dispersion (A) as defined previously for treating keratin materials, notably a) keratin fibres, notably human keratin fibres such as the eyelashes or the eyebrows, or ) human skin, in particular of the lips, comprising the application to said materials of at least one dispersion (A), for filling skin imperfections
- the dispersions (A) of the invention are stable. Furthermore, after application of the dispersions (A) to the keratin materials, the material obtained (C) is film-forming and adheres to said materials. Furthermore, the active agents such as pigments are not altered in terms of colour when the imperfections, wrinkles, fine lines or scars are filled.
- the dispersion (A) according to the invention is applied to the skin for the purpose of obtaining an effect of filling imperfections on the keratin materials, notably on the skin of the face, and the polymeric material (C) which results from the application of the dispersion (A) to said materials after evaporation of the fatty substance(s) iii) and of the water v), if present, is film-forming and adheres to said keratin materials. Mention may notably be made of applications in the field of makeup (lipsticks, mascaras, filling of wrinkles and fine lines, and masking of imperfections).
- the dispersion (A) and the process for treating keratin materials as defined above make it possible to obtain a treatment for said materials which is notably resistant to shampoos, sebum, to sweat and/or to water, but also to fatty substances, notably dietary fatty substances such as oils. Furthermore, the dispersion is easy to use in compositions, notably cosmetic compositions, is easy to manufacture and remains stable over time. Specifically, the dispersion (A) in accordance with the present invention makes it possible to obtain deposits of polymer materials (C) on said keratin materials (substrate) that are very resistant to external attacking factors, notably to sebum and to the fatty substances found in food, in particular liquid fatty substances such as plant oils and in particular olive oil.
- the makeup produced with at least one dispersion (A), notably lip makeup, is particularly resistant to external attacking factors such as liquid fatty substances, in particular with respect to plant oils such as olive oil.
- the makeup results obtained with the dispersions (A) are very aesthetic. Since these dispersions of polymer particles are found at a high solids content in the hydrocarbon-based liquid fatty substance(s) iii), which makes them easy to formulate.
- the polymer materials (C) of the invention obtained after application to the substrate and evaporation of the solvents [the water v) and/or the fatty substances iii)] from the dispersion (A) are flexible and espouse the surface, significantly reduce or even fill the surface irregularities and imperfections of said substrate which is in particular flexible, notably the skin, such as the filling of wrinkles, fine lines, scars and other skin imperfections.
- the polymer materials of the invention have good affinity for the substrate, do not readily detach from the substrate, but do so sufficiently so that they can be removed, if necessary.
- an “alkyl radical” is a linear or branched saturated Ci-Cs, in particular Ci-Ce, preferably C1-C4 hydrocarbon-based group such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl and tert-butyl;
- (Cg-C22)alkyr radical is a linear or branched, preferably linear, saturated C9-C22, in particular C10-C20, preferentially C12-C18, more preferentially C12-C16 hydrocarbon-based group, such as lauryl (C12), myristyl (C14), hexadecyl (Cie), stearyl (Cis), arachidyl (C20) or behenyl (C22); more particularly, (C9-Cis)alkyl is a linear or branched, preferably linear, saturated C9-C18 hydrocarbon-based group;
- an “alkylene” radical is a linear or branched divalent saturated Ci-Cs, in particular Ci-Ce, preferably C1-C4 hydrocarbon-based group such as methylene, ethylene or propylene;
- (di)(Ci-C4)(alkyl)amino" radical is an amino radical -NH2; a (Ci-C4)alkylamino radical such as methylamino or ethylamino; a di(Ci-C4)alkylamino radical such as dimethylamino, or diethylamino, preferably dimethylamino;
- cycloalkyl radical is a cyclic saturated hydrocarbon-based group comprising from 1 to 3 rings, preferably 2 rings, and comprising from 3 to 12 carbon atoms, preferably between 5 and 10 carbon atoms, such as cyclopentyl, cyclohexyl, cycloheptyl, norbornyl, or isobornyl, the cycloalkyl radical possibly being substituted with one or more (Ci-C4)alkyl groups such as methyl; preferably, the cycloalkyl radical is an isobornyl group;
- cyclic radical is a cyclic saturated or unsaturated, aromatic or non-aromatic hydrocarbon-based group comprising from 1 to 3 rings, preferably 1 ring, and comprising from 3 to 10 carbon atoms, such as cyclohexyl or phenyl;
- an “aryl” radical is a monocyclic or fused or non-fused bicyclic, unsaturated cyclic aromatic radical comprising from 6 to 12 carbon atoms; preferably, the aryl group comprises 1 ring and contains 6 carbon atoms, such as phenyl;
- an “aryloxy” radical is an aryl-oxy, i.e. aryl-O-, radical, with aryl as defined previously, preferably phenoxy;
- an “aryl(Ci-C4)alkox ⁇ ’ radical is an aryl-(Ci-C4)alkyl-O- radical, preferably benzoxy;
- keratin materials particularly means the skin (keratinized epithelium) and human keratin fibres such as head hair, the eyelashes, the eyebrows and bodily hair, preferentially head hair, the eyebrows and the eyelashes, even more preferentially eyelashes and eyebrows;
- the term “soluble” monomer refers to any monomer of which the polymer, notably the homopolymer, is soluble, to 5% by weight, at 20°C and at atmospheric pressure in the liquid hydrocarbon-based medium consisting of liquid hydrocarbon-based fatty substances iii) of the dispersion.
- the polymer, notably the homopolymer is completely dissolved in the liquid carbon-based medium, visually at 20°C, i.e. no insoluble deposit or precipitate or agglomerate or sediment is visually noted;
- the term “insoluble” monomer refers to any monomer of which the polymer, notably the homopolymer, is not in soluble form, i.e. not fully dissolved at a concentration of greater than 5% by weight at room temperature (20°C) in said liquid hydrocarbon-based medium consisting of iii) liquid hydrocarbon-based fatty substances.
- the “insoluble” monomers may, as monomers, be soluble in the liquid hydrocarbon-based medium consisting of liquid hydrocarbon-based fatty substances iii) of the dispersion, it being understood that they become insoluble after polymerization;
- homopolymer of ethylenic monomers means a polymer derived from the polymerization of identical monomers
- copolymer of ethylenic monomers means a polymer derived from the polymerization of different monomers, in particular at least two different monomers.
- the ethylenic copolymer of the invention is derived from two or three different monomers, more preferentially derived from two different monomers;
- ethylenic polymer means a copolymer of ethylenic monomers or a homopolymer of ethylenic monomers
- (meth)acrylate or “(meth)acrylic” means acrylate or methacrylate or acrylic or methacrylic;
- particle(s) of different chemical structure means particles in which at least one of the constituent monomers is different and/or in which the constituent monomers are identical and the proportions of the monomers are different; a copolymer and a homopolymer thus constitute particles of different chemical structure; a copolymer of x% monomer X and y% monomer Y is different from a copolymer of z% monomer X and t% monomer Y if z is different from x and t is different from y; for the purposes of the present invention, the terms “particle(s) of different chemical structure” and “particle(s) of different chemical composition” are equivalent;
- fatty substance means an organic compound that is immiscible in water at ordinary room temperature (25°C) and at atmospheric pressure (760 mmHg) (solubility of less than 5%, preferably 1 % and even more preferentially 0.1 %). They bear in their structure at least one hydrocarbon-based chain including at least 6 carbon atoms or a sequence of at least two siloxane groups.
- the fatty substances are generally soluble in organic solvents under the same temperature and pressure conditions, for instance ethanol, ether, liquid petroleum jelly or decamethylcyclopentasiloxane. These fatty substances are neither polyoxyethylenated nor polyglycerolated. They are different from fatty acids, since salified fatty acids constitute soaps that are generally soluble in aqueous media;
- liquid fatty substance notably refers to a fatty substance that is liquid at 25°C and 1 atmosphere; preferably, said fatty substance has a viscosity of less than or equal to 7000 centipoises at 20°C;
- hydrocarbon-based fatty substance which comprises at least 50% by weight, notably from 50% to 100% by weight, for example from 60% to 99% by weight, or even from 65% to 95% by weight, or even from 70% to 90% by weight, relative to the total weight of said fatty substance, of carbon-based compound, having a global solubility parameter in the Hansen solubility space of less than or equal to 20 (MPa) 1/2 , or a mixture of such compounds;
- oif means a fatty substance that is liquid at room temperature (25°C) and at atmospheric pressure;
- hydrocarbon-based oil means an oil formed essentially from, or even constituted of, carbon and hydrogen atoms, and optionally of oxygen and nitrogen atoms, and not containing any silicon or fluorine atoms. It may contain hydroxy, ester, ether, carboxylic acid, amine and/or amide groups;
- volatile oil means an oil (or non-aqueous medium) that can evaporate on contact with keratin materials, in particular the skin, in less than one hour, at room temperature and at atmospheric pressure.
- the volatile oil is a volatile cosmetic oil, which is liquid at room temperature, notably having a non-zero vapour pressure, at room temperature and at atmospheric pressure, in particular having a vapour pressure ranging from 0.13 Pa to 40 000 Pa (10 -3 to 300 mmHg), preferably ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mmHg) and preferentially ranging from 1.3 Pa to 1300 Pa (0.01 to 10 mmHg);
- non-volatile oif means an oil with a vapour pressure of less than 0.13 Pa at room temperature and at atmospheric pressure;
- silicone oif means an oil comprising at least one silicon atom and notably at least one Si-0 group.
- the silicone oil may be volatile or non-volatile;
- the term “dispersant’ refers to a compound which can protect the dispersed particles from agglomerating or flocculating.
- This dispersant may be a surfactant, an oligomer, a polymer or a mixture of several thereof, bearing one or more functionalities with strong affinity for the surface of the particles to be dispersed; in particular, they can attach physically or chemically to the surface of the pigments.
- These dispersants also contain at least one functional group that is compatible with or soluble in the continuous medium.
- Said agent may be charged: it may be anionic, cationic, zwitterionic or neutral; - the term “pigment’ refers to any pigment that gives colour to keratin materials, of synthetic or natural origin, the solubility of the pigments in water at 25°C and at atmospheric pressure (760 mmHg) being less than 0.05% by weight and preferably less than 0.01%;
- the term “lake” refers to dyes adsorbed onto insoluble particles, the assembly thus obtained remaining insoluble during use.
- the inorganic substrates onto which the dyes are adsorbed are, for example, alumina, silica, calcium sodium borosilicate or calcium aluminium borosilicate and aluminium.
- hair dyes refers to the oxidation dyes and direct dyes used for dyeing keratin fibres, notably human keratin fibres such as the skin or the hair;
- anhydrous dispersion or composition means a dispersion or composition containing less than 2% by weight of water, or even less than 0.5% of water, and notably free of water; where appropriate, such small amounts of water may notably be provided by ingredients of the composition which may contain residual amounts thereof;
- pigments with special effects refers to pigments that generally create a coloured appearance (characterized by a certain shade, a certain vivacity and a certain level of luminance) that is non-uniform and that changes as a function of the conditions of observation (light, temperature, angles of observation, etc.). They thereby differ from coloured pigments, which afford a standard uniform opaque, semi-transparent or transparent shade; and
- submicron refers to pigments having a particle size that has been micronized by a micronization method and having a mean particle size of less than a micrometer (pm), in particular between 0.1 and 0.9 pm, and preferably between 0.2 and 0.6 pm;
- aryl or heteroaryf radical or the aryl or heteroaryl part of a radical may be substituted with at least one substituent borne by a carbon atom, chosen from:
- acylamino (-NR-C(O)-R’) in which the radical R is a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one hydroxyl group and the radical R’ is a C1-C2 alkyl radical;
- radical R represents a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one hydroxyl group and the radical R’ represents a C1-C4 alkyl radical, or a phenyl radical;
- radicals R which may be identical or different, represent a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one hydroxyl group;
- the cyclic or heterocyclic part of a non-aromatic radical may be substituted with at least one substituent chosen from the following groups: a) hydroxyl; b) C1-C4 alkoxy, C2-C4 (poly)hydroxyalkoxy; c) C1-C4 alkyl;
- radical R’ is a hydrogen atom or a C1-C4 alkyl radical optionally bearing at least one hydroxyl group
- radical R is a C1-C2 alkyl radical or an amino radical optionally substituted with one or two C1-C4 alkyl groups, which may be identical or different, themselves optionally bearing at least one hydroxyl group, said alkyl radicals possibly forming, with the nitrogen atom to which they are attached, a saturated or unsaturated, optionally substituted 5- to 7-membered heterocycle optionally comprising at least one other nitrogen or non-nitrogen heteroatom;
- alkylcarbonyloxy (R-C(O)-O-) in which the radical R is a C1-C4 alkyl radical or an amino group optionally substituted with one or two identical or different C1-C4 alkyl groups themselves optionally bearing at least one hydroxyl group, said alkyl radicals possibly forming with the nitrogen atom to which they are attached a saturated or unsaturated, optionally substituted 5- to 7-membered heterocycle, optionally comprising at least one other nitrogen or non-nitrogen heteroatom;
- R is a C1-C4 alkoxy radical
- G is an oxygen atom or an amino group optionally substituted with a C1-C4 alkyl group itself optionally bearing at least one hydroxyl group, said alkyl radical possibly forming with the nitrogen atom to which they are attached a saturated or unsaturated, optionally substituted 5- to 7- membered heterocycle, optionally comprising at least one other nitrogen or non-nitrogen heteroatom;
- a cyclic or heterocyclic radical, or a non-aromatic part of an aryl or heteroaryl radical may also be substituted with one or more oxo groups;
- hydrocarbon-based chain is unsaturated when it includes one or more double bonds and/or one or more triple bonds;
- aryk means a monocyclic or fused or non-fused polycyclic carbon-based group comprising from 6 to 22 carbon atoms, and in which at least one ring is aromatic; preferentially, the aryl radical is a phenyl, biphenyl, naphthyl, indenyl, anthracenyl or tetrahydronaphthyl;
- heteroaryl means an optionally cationic, 5- to 22-membered, monocyclic or fused or non-fused polycyclic group, comprising from 1 to 6 heteroatoms chosen from nitrogen, oxygen, sulfur and selenium, at least one ring of which is aromatic; preferentially, a heteroaryl radical is chosen from acridinyl, benzimidazolyl, benzobistriazolyl, benzopyrazolyl, benzopyridazinyl, benzoquinolyl, benzothiazolyl, benzotriazolyl, benzoxazolyl, pyridinyl, tetrazolyl, dihydrothiazolyl, imidazopyridyl, imidazolyl, indolyl, isoquinolyl, naphthoimidazolyl, naphthoxazolyl, naphthopyrazolyl, oxadiazolyl, oxazolyl, oxazolopyridy
- heterocyclic means a 5- to 22-membered, monocyclic or fused or non-fused polycyclic aromatic or non-aromatic radical that may contain one or more unsaturations, including from 1 to 6 heteroatoms chosen from nitrogen, oxygen and sulfur;
- heterocycloal kyl means a saturated heterocyclic radical such as morpholinyl, piperazinyl or piperidyl;
- organic or mineral acid salt more particularly means salts chosen from a salt derived from a halogenated acid such as i) hydrochloric acid HCI, ii) hydrobromic acid HBr, iii) sulfuric acid H2SO4, iv) alkylsulfonic acids: Alk-S(O)2OH such as methylsulfonic acid and ethylsulfonic acid; v) arylsulfonic acids: Ar-S(O)2OH such as benzenesulfonic acid and toluenesulfonic acid; optionally hydroxylated carboxylic acids such as vi) citric acid; vii) succinic acid; viii) tartaric acid; ix) lactic acid; x) acetic acid CHsC(O)OH; xi) alkoxysulfinic acids: Alk-O-S(O)OH such as methoxysulfinic acid and ethoxysulfinic acid
- addition salts that may be used in the context of the invention are notably chosen from addition salts with a cosmetically acceptable base such as the basifying agents as defined below, for instance alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
- a cosmetically acceptable base such as the basifying agents as defined below, for instance alkali metal hydroxides such as sodium hydroxide, potassium hydroxide, aqueous ammonia, amines or alkanolamines.
- skin means the skin of the body and of the scalp, in particular the skin of the face, the neck and the hands.
- the term “mature skin” notably means the skin of people at least 40 years old.
- very mature skin notably means the skin of people at least 50, in particular at least 60 or even 65 years old.
- Wrinkle means a static skin fold or groove that is visible to the eye, which may be the result of ageing of keratin materials, notably the skin, which may be caused by exposure or overexposure to UVA and UVB rays, smoking, notably of cigarettes, air pollution, hormonal reduction of oestrogen, oxidative stress or not, or a reduction in fat mass. Wrinkles may be found on the face or on the body, preferably on the face.
- Mention may be made of a) forehead wrinkles (across the forehead), b) frown lines (inter-brow or glabella wrinkles, vertical between the two eyebrows), c) crow’s feet wrinkles (periorbital wrinkles, outer corner of the eyes in the direction of the ears), d) bitterness wrinkles (cheek-chin or lip-chin furrow, wrinkles between the corners of the mouth down to the chin), e) nasolabial furrows (vertical wrinkles from the wings of the nose to the corners of the mouth), f) peribuccal wrinkles, or e) other facial wrinkles different from a) to f).
- the width of the furrow is between 2.5 and 3 mm
- the depth of the furrow is preferably between 0.6 mm and 1 mm
- the angle of the furrow is between 20° and 40°, particularly between 30° and 40°.
- fine line means small wrinkles, i.e. the width of the furrow is particularly between 0.5 and 1 mm, preferably the depth of the furrow is between 0.4 and 1 mm, more particularly between 0.5 and 0.8 mm, even more particularly between 0.6 and 0.8 mm, and preferably the angle of the furrow is between 10° and 40°, particularly between 20° and 30°.
- scar 1 means the visible part of a lesion resulting from the repair of the skin following an injury, a cut, a burn or an incision, for example.
- filling means the visual reduction of the depth of the furrow or scar greater than or equal to 30%, preferably greater than or equal to 50%.
- oxidative stress refers to all of the damage caused by an increase in oxygenbased free radicals in a subject.
- the dispersion (A) of the invention comprises i) at least two polymeric particles of different chemical composition stabilized preferably on the surface with ii) at least one stabilizer in a preferably anhydrous medium, also containing iii) at least one preferably volatile hydrocarbon-based fatty substance that is liquid at 20°C and at 1 atmosphere, iv) at least one polyol that is liquid at 20°C and 1 atmosphere, preferably chosen from (C2- Ce)alkanediol and (C2-Ce)alkanetriol, such as glycerol, and it may also contain v) water and optionally one or more cosmetic active agent(s) vi) which are different from iii) and iv) and are chosen from ingredients f) to j) as defined previously.
- the dispersion (A) thus comprises i) at least two particle(s) of different chemical structure consisting of polymer(s) obtained by polymerization of monomer(s) chosen from ethylenic monomers of: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate, of which the (Ci-C4)alkyl group(s) are optionally substituted with one or more groups chosen from hydroxyl, and (di)((C C4)alkyl)amino; a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)(alkyl)acrylate; as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups; it being understood that each particle is derived from the polymerization of one or more ethylenic monomers as).
- the dispersion (A) comprises at least one particle i1) consisting of a copolymer derived from monomers ai) and/or a 2 ) and as) and at least one particle i2) with a chemical composition different from i1) chosen from a copolymer derived from monomers ai) and/or a 2 ) and as), a copolymer derived from monomers as), and a homopolymer derived from monomers as).
- the dispersion (A) comprises i) at least two particle(s) of different chemical composition comprising one or more polymers chosen from: a) copolymers of ethylenic monomers of: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate of which the (Ci-C4)alkyl group(s) are optionally substituted with one or more groups chosen from hydroxyl and (di)(Ci-C4)(alkyl)amino; and/or a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)(alkyl)acrylate; and as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups; or b) mixtures of: bi) at least one copolymer of ethylenic monomers of: ai) (Ci-C4)alkyl (
- the dispersion (A) it is proposed to polymerize particular monomers that are capable of forming the particles i) in the presence of a polymeric statistical stabilizer ii) in at least one preferably volatile hydrocarbon-based fatty substance which is liquid at 20°C and at 1 atmosphere iii) and optionally iv) at least one polyol that is liquid at 20°C and 1 atmosphere, preferably chosen from (C2-Ce)alkanediol and (C2- Ce)alkanetriol such as glycerol and, v) optionally water.
- a polymeric statistical stabilizer ii) in at least one preferably volatile hydrocarbon-based fatty substance which is liquid at 20°C and at 1 atmosphere iii) and optionally iv) at least one polyol that is liquid at 20°C and 1 atmosphere, preferably chosen from (C2-Ce)alkanediol and (C2- Ce)alkanetriol such as glycerol and, v) optionally water.
- the dispersion (A) is such that the particles i) consist of several copolymers derived from monomers a1), and/or a2) and a3) a) of different chemical composition or of mixtures of copolymers b1) with at least one polymer b2), as defined previously and ii) one or more polymeric stabilizers derived from polymer d) and/or from copolymers e) as defined previously, and iv) one or more polyol(s) that are liquid at 20°C and 1 atmosphere, preferably chosen from (C2-Ce)alkanediol and (C2-Ce)alkanetriol, such as glycerol, said dispersion also possibly comprising one or more cosmetic active agent(s) vi) as defined previously.
- the dispersions (A) consist of particles i), which are generally spherical, and ii) at least one stabilizer, in a mixture iii) of liquid hydrocarbonbased fatty substance(s), v) optionally water, in the presence iv) of at least one polyol which is liquid at 20°C and 1 atmosphere, preferably chosen from (C2-Ce)alkanediol and (C2- Ce)alkanetriol, such as glycerol, said dispersion also possibly comprising one or more cosmetic active agents vi) as defined previously.
- the dispersion (A) is such that the particles i) consist of several copolymers derived from monomers ai), and/or a 2 ) and as) a) of different chemical composition or of mixtures of copolymers bi) with at least one polymer b2), as defined previously, and ii) one or more polymeric stabilizer(s) derived from polymer d) and/or from copolymers e) as defined previously, and iv) one or more polyol(s) which are liquid at 20°C and 1 atmosphere, preferably chosen from (C2-C6)- alkanediol and (C2-Ce)-alkanetriol such as glycerol, and v) water, said dispersion also possibly comprising one or more cosmetic active agent(s) vi) as defined previously.
- the stabilizer(s) ii) are particularly present in the dispersion (A) in an amount of between 0.01 % and 30% by weight relative to the total weight of the dispersion (A), more particularly between 0.1 % and 20% by weight, preferably between 0.5% and 10% by weight, more preferentially between 0.6% and 8%, notably between 0.7% and 4.5% by weight relative to the total weight of said dispersion (A).
- the amount of stabilizer(s) ii) is between 0.05% and 30% by weight relative to the total weight of said composition (A) without v) water, preferably between 0.2% and 20% by weight, notably between 2% and 15% by weight, more preferentially between 2% and 10%, notably between 2.5% and 5% by weight relative to the total weight of said dispersion (A) without v) water.
- the amount of stabilizer(s) ii) is between 0.01% and 20% by weight relative to the total weight of said composition (A) comprising water, preferably between 0.1% and 15% by weight, notably between 0.9% and 10%, more preferentially between 1% and 5%, notably between 2% and 3.5%, relative to the total weight of said dispersion (A) comprising v) water.
- the stabilizer(s) are present in an amount of between 5% and 40% by weight relative to the total weight of the ingredients i) + ii), more particularly between 8% and 30% by weight, preferably between 9% and 20% by weight relative to the total weight of the ingredients i) + ii).
- the monomers constituting the particles i) are chosen from monomers that are insoluble in the liquid hydrocarbon-based medium consisting of iii) liquid hydrocarbon-based fatty substances.
- the insoluble monomers notably represent 80% to 100% by weight, preferably 90% to 100% by weight, more preferentially 95% to 100% by weight, even more preferentially 100% by weight relative to the total weight of the monomers forming the particle(s).
- the particles i) of the dispersion (A) consists of at least two, preferably two, polymers chosen from a) copolymers of ethylenic monomers of: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate of which the (Ci-C4)alkyl group(s) are optionally substituted with one or more groups chosen from hydroxyl and (di)((Ci-C4)alkyl)amino; and/or a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)alkylacrylate; and as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- the particles i) of the dispersion (A) consist of several polymer(s) chosen from: bi) at least one copolymer of ethylenic monomers of: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate of which the (Ci-C4)alkyl group(s) are optionally substituted with one or more groups chosen from hydroxyl and (di)((Ci-C4)alkyl)amino; and/or a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)alkyl acrylate; and as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups; and b 2 ) at least one polymer of ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- the ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups a3) are chosen from ethylenic monomers comprising one or more carboxyl groups, more preferably (C1-C4)(alkyl)acrylic acids such as (meth)acrylic acid, notably acrylic acid.
- the (C1-C4)alkyl (C1-C4)(alkyl)acrylate ethylenic monomers denote (C1-C4)alkyl (meth)acrylate such as ethyl (meth)acrylate or methyl (meth)acrylate, notably methyl acrylate and ethyl acrylate.
- the (C1-C4)alkyl (C1-C4)(alkyl)acrylate ethylenic monomers whose (C1-C4)alkyl group(s) are substituted with one or more hydroxyl groups are substituted with a hydroxyl group such as 2-hydroxyethyl (meth)acrylate, notably 2- hydroxyethyl acrylate (HEA).
- a hydroxyl group such as 2-hydroxyethyl (meth)acrylate, notably 2- hydroxyethyl acrylate (HEA).
- the (C1-C4)alkyl (C1-C4)(alkyl)acrylate ethylenic monomers of which the (Ci-C4)alkyl group(s) are substituted with one or more (di)((Ci- C4)alkyl)amino groups are substituted with a di(Ci-C4)alkyl)amino group such as a dimethylamino group, such as 3-(dimethylamino)propyl (meth)acrylate or 2- (dimethylamino)ethyl (meth)acrylate.
- the particles i) of the dispersion (A) contain particles A1 consisting of copolymers of ethylenic monomers: ai) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate of which the (Ci-C4)alkyl group(s) are optionally substituted with one or more groups chosen from hydroxyl and (di)((Ci-C4)alkyl)amino; and/or a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)(alkyl)acrylate; and as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups; preferably consisting of copolymers of ethylenic monomers ai) and as), or a 2 ) and as), more preferentially ai) and as).
- the particles i) of the dispersion (A) contain particles A’1 consisting of copolymers of (C1-C4)alkyl (C1- C4)(alkyl)acrylate ethylenic monomers a’1) and a3) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- the particles i) of the dispersion (A) contain particles A’2 consisting of copolymers of (C1-C4)alkyl (C1- C4)(alkyl)acrylate ethylenic monomers a”1) substituted with one or more groups chosen from hydroxyl and (di)((C1-C4)alkyl)amino, preferably substituted with a hydroxyl group, such as 2-hydroxyethyl acrylate (HEA) and a3) a3) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- particles A’2 consisting of copolymers of (C1-C4)alkyl (C1- C4)(alkyl)acrylate ethylenic monomers a”1) substituted with one or more groups chosen from hydroxyl and (di)((C1-C4)alkyl)amino, preferably substituted with a hydroxyl group, such as
- the particles i) of the dispersion (A) contain particles A’1 and particles A’2 as described previously and more preferably the particles i) of the dispersion (A) are a mixture of particles A’1 and A’2, in particular in a mass ratio (mass of particles A’1/mass of particles A’2) of between 0.3 and 3, more particularly between 0.5 and 2.8, even more preferentially between 0.6 and 2.
- the particles i) of the dispersion (A) consist of a mixture of b1) at least one copolymer of ethylenic monomers of a1) and/or a2) and a3) as described previously and of b2) at least one polymer of ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- the particles i) of the dispersion (A) consist of a mixture of b1) at least one copolymer of ethylenic monomers of a1) and a3) as described previously and of b2) at least one polymer of ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups.
- b2) denotes a homopolymer of ethylenic monomers comprising one or more carboxyl, or anhydride, or phosphoric acid or sulfonic acid groups, preferably comprising a carboxyl group, more preferentially of (meth)acrylic acid and even more preferentially of acrylic acid.
- the particles i) may be crosslinked or non-crosslinked, preferably crosslinked.
- the particles i) contain ethylenic copolymers A’1 resulting from the polymerization of monomer of formula (I) with ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups a3).
- HbC C(R)-C(OJ-O-R’ (I) in which formula (I):
- - R represents a hydrogen atom or a (Ci-C4)alkyl group such as methyl
- - R’ represents a (Ci-C4)alkyl group such as methyl or ethyl, preferably a C1-C4 alkyl acrylate such as methyl acrylate.
- the C1-C4 alkyl (C1- C4)(alkyl)acrylate monomers denote C1-C4 alkyl (meth)acrylate monomers.
- the monomers are preferably chosen from methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate and tert-butyl (meth)acrylate, more preferentially chosen from methyl (meth)acrylate and ethyl (meth)acrylate, and even more preferentially chosen from methyl acrylate and ethyl acrylate.
- the dispersion (A) includes from 60% to 99% by weight, notably from 70% to 99% by weight, preferably from 80% to 95% by weight, notably from 85% to 93% by weight of monomers constituting the particles i) relative to the total weight of polymers contained in said dispersion (A).
- the monomers that are capable of forming the particles i) are chosen from monomers that are insoluble in the liquid hydrocarbon-based fatty substance(s) iii) of the dispersion (A).
- the insoluble monomers preferably represent from 80 to 100% by weight, more preferentially from 90% to 100% by weight, even more preferentially from 95% to 100% by weight and even more particularly 100% by weight relative to the total weight of the monomers forming the particles i).
- the particles i) include ethylenic polymers comprising or consisting of ethylenic monomers a3) comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid.
- the ethylenic monomer(s) as) comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups are chosen from (1), (2), (3) and (4):
- H2C C(R)-C(O)-N(R’)-Alk-Acid with R and R’, which may be identical or different, representing a hydrogen atom or a (Ci-C4)alkyl group;
- Aik represents a (Ci-Ce)alkylene group optionally substituted with at least one group chosen from Acid as defined previously and hydroxyl; and
- Acid is as defined previously, preferably carboxyl or sulfonic acid, and also the organic or mineral base salts thereof such as the alkali metal or alkaline-earth metal salts such as C(O)ONa or C(O)OK;
- R a , R b and R c which may be identical or different, representing a hydrogen atom or a (Ci-C4)alkyl group, and Ar representing an aryl group, preferably benzyl, optionally substituted with at least one acid group CO2H, H2PO4 or SO3H, preferably substituted with a CO2H or SO3H group, and also the organic or mineral base salts thereof such as the alkali metal or alkaline-earth metal salts such as C(O)ONa or C(O)OK;
- R a , Rb and R c which may be identical or different, represent a hydrogen atom or a (Ci-C4)alkyl group; preferably, R a , Rb, and R c represent a hydrogen atom.
- the ethylenically unsaturated anhydride monomer of the invention is of formula (4b) and more preferentially is maleic anhydride; and more particularly, the ethylenic monomer as) comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid is chosen from (1) and (4), in particular (5) and more particularly (5) and even more preferentially acrylic acid.
- the polymer constituting the particles i) and A’1 and/or bi) is an ethylenic acrylate copolymer derived from the polymerization:
- the amount of acrylic acid ranges from 0.01% to 30% by weight relative to the total weight of the copolymer A’1 and/or b1), preferably between 0.1% and 20% by weight relative to the weight of the polymer(s) of the particles i).
- A’1 and/or b1) is in particular a copolymer derived from the copolymerization of acrylic acid with one or more C1-C4 alkyl (meth)acrylate monomers in particular chosen from methyl (meth)acrylate and ethyl (meth)acrylate.
- the polymer constituting the particles i) and notably A’1 and/or b1) is an ethylenic acrylate copolymer derived from the polymerization:
- A’1 and/or b1) is derived from the polymerization of methyl acrylate, ethyl acrylate and acrylic acid.
- the ethylenic monomer a3) comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid is a (C1-C4)(alkyl)acrylic acid, more particularly A’1 and/or b1) is (are) copolymers of a (C1-C4)alkyl (meth)acrylate and of (meth)acrylic acid.
- the ethylenic monomer a3) comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid is chosen from crotonic acid, maleic anhydride, itaconic acid, fumaric acid, maleic acid, styrenesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, acrylic acid, methacrylic acid, acrylamidopropanesulfonic acid, acrylamidoglycolic acid and salts thereof, and even more preferentially the ethylenic monomer comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid represents acrylic acid and salts thereof.
- the dispersion comprises at least two different types of particles, preferably 2 to 5 types of particles, more preferentially two different types of particles.
- the dispersion comprises at least two different types of particles i), preferably two types of particles which are copolymers of different chemical structure derived from monomers ai) and/or a 2 ) and as), which are notably copolymers of different chemical structure obtained by polymerization of monomers ai) and a 3 ).
- the different particles i) preferably include ethylenic copolymers (IA) of: a”i) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate, the (Ci-C4)alkyl group(s) of which are substituted with one or more groups chosen from hydroxyl, (di)((Ci- C4)alkyl)amino, preferably hydroxyl and/or a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)(alkyl)acrylate; and a 3 ) ethylenic monomers comprising one or more groups from among carboxyl, anhydride, phosphoric acid and sulfonic acid, preferably carboxyl; preferably, ethylenic copolymers of a”i) and a 3 ).
- the ethylenic monomers a 3 ) comprising one or more carboxyl, anhydride, phosphoric acid and sulfonic acid groups are chosen from (1), (2), (3) and (4) as defined previously and notably denote (5) and also the organic or mineral base salts thereof such as alkali or alkaline-earth metals such as Na or K.
- the different particles i) preferably comprise i) ethylenic copolymers (I’A) derived from the polymerization:
- - R represents a hydrogen atom or a (Ci-C4)alkyl group such as methyl
- - R represents a (Ci-C4)alkyl group substituted with one or more hydroxyl groups (preferably, the alkyl group is substituted at the end of the chain with a hydroxyl group), such as hydroxymethyl or 2-hydroxyethyl; preferably, (I’) represents a C1-C4 hydroxyalkyl (meth)acrylate such as hydroxyethyl acrylate; and
- the different particle(s) i) preferably comprise an ethylenic copolymer (I’B) derived from the polymerization:
- - R represents a hydrogen atom or a (Ci-C4)alkyl group such as methyl
- - R’ represents a (Ci-C4)alkyl group such as methyl or ethyl, preferably a C1-C4 alkyl acrylate such as methyl acrylate;
- ALK represents a (Ci-Ce)alkylene group optionally substituted with at least one group chosen from Acid as defined previously and hydroxyl; preferably, ALK represents a (C1- C4)alkylene group such as ethylene, propylene, butylene or isobutylene; more preferentially, ALK represents an ethylene group;
- - p represents an integer greater than or equal to 1 and less than or equal to 100;
- the different particle(s) i) preferably comprise ethylenic copolymers (IC) derived from the polymerization of: a”’i) (Ci-C4)alkyl (Ci-C4)(alkyl)acrylate monomers, preferably of formula (I) defined previously; and/or of a 2 ) poly[oxy(Ci-C4)alkylene] (Ci-C4)(alkyl)acrylate monomers, and of as) ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups, preferably chosen from (1), (2), (3) and (4) as defined previously, more particularly of formula (5) and also the organic or mineral base salts thereof such as alkali or alkaline-earth metals such as Na or K, and even more preferentially acrylic acid, preferably ethylenic copolymers (IC) resulting from the polymerization of monomers a”’i) and as),
- IC ethy
- the copolymers (IC) are derived from the polymerization of several different monomers a’”1) and monomers a3), even more preferentially of ethyl (meth)acrylate with methyl (meth)acrylate and monomers a3), more particularly of methyl acrylate with ethyl acrylate and monomers a3).
- the dispersion comprises at least two different types of particles, preferably two different types of particles which are chosen from copolymers obtained by polymerization of monomers a1) and a3) as defined previously, and b2) polymers of ethylenic monomers comprising one or more carboxyl, anhydride, phosphoric acid or sulfonic acid groups, preferably carboxyl groups.
- the copolymers are preferably chosen from the copolymers (IC) as described previously.
- the polymers of ethylenic monomers b2) are preferably homopolymers (ID), more preferentially a homopolymer of monomers chosen from (1), (2), (3) and (4) as defined previously, more particularly of monomers of formula (5) and also the organic or mineral base salts thereof such as alkali or alkaline-earth metals such as Na or K, and even more preferentially of acrylic acid.
- ID homopolymers
- monomers of formula (5) more particularly of monomers of formula (5) and also the organic or mineral base salts thereof such as alkali or alkaline-earth metals such as Na or K, and even more preferentially of acrylic acid.
- the polymer particle(s) i), of dispersion (A) preferably have a number-average size of greater than 50 nm.
- the final size of the particles i) of structure (ID) included in the dispersion (A) is preferably greater than 50 nm, in particular a number-average size of between 50 nm and 600 nm, more particularly ranging from 100 nm to 500 nm, even more particularly ranging from 150 nm to 400 nm.
- the final size of the particles i) of structure (I A) , (IB), (IC) or (IE) included in the dispersion (A) is preferably greater than 100 nm, in particular a number-average size of between 100 nm and 100 pm, more particularly ranging from 500 nm to 10 pm.
- the mean size of the particles is determined via conventional methods known to those skilled in the art.
- a Malvern brand NanoZS model laser particle size analyser (which is particularly suitable for submicron dispersions) makes it possible to measure the size distribution of these samples.
- the operating principle of this type of machine is based on dynamic light scattering (DLS), also known as quasi-elastic light scattering (QELS) or photon correlation spectroscopy (PCS). It is also possible to determine the particle size by transmission microscopy.
- DLS dynamic light scattering
- QELS quasi-elastic light scattering
- PCS photon correlation spectroscopy
- the sample is pipetted into a disposable plastic tank (four transparent faces, side length of 1 cm and volume of 4 mL) placed in the measuring cell.
- the data are analysed on the basis of a cumulant fit method which leads to a monomodal particle size distribution characterized by an intensity-weighted mean diameter d (nm) and a size polydispersity factor Q.
- the results may also be expressed in the form of statistical data such as D10; D50 (median), D90 and the mode.
- NTA Nanoparticle Tracking Analysis
- LS laser scattering
- AES acoustic extinction spectroscopy
- the dispersion (A) according to the invention also comprises one or more stabilizers ii). Preferably, only one type of stabilizer ii) is used in the invention.
- the stabilizer(s) ii) consist of ethylenic polymers chosen from ethylenic homopolymers d) derived from the polymerization of monomers having the following formula: [Chem. 3]
- H 2 C C(R)-C(O)-O-R’” with R representing a hydrogen atom or a (Ci-C4)alkyl group such as methyl, and R’” representing a (C5-C )cycloalkyl group such as norbornyl or isobornyl, preferably isobornyl.
- the stabilizer(s) ii) are chosen from e) copolymers of ethylenic monomers of e1) (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate, and of e2) (C1-C4)alkyl (C1-C4)(alkyl)acrylate, preferably copolymers of (C3-C12)cycloalkyl (meth)acrylate and of (C1-C4)alkyl (meth)acrylate.
- the stabilizer(s) ii) are chosen from e’) ethylenic copolymers of e1) (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate, and of e2) (C1- C4)alkyl (C1-C4)(alkyl)acrylate, preferably copolymers e’1) of (C3-C12)cycloalkyl (meth)acrylate and e’2) of (C1-C4)alkyl (meth)acrylate.
- the stabilizer(s) ii) are chosen from the ethylenic copolymers e) of monomers of formula (IV) and of monomers of formula (III):
- - R which may be identical or different, represents a hydrogen atom or a (Ci-C4)alkyl group such as methyl;
- - R’ which may be identical or different, represents a (Ci-C4)alkyl group such as methyl or ethyl;
- - R represents a (C5-C )cycloalkyl group such as norbornyl or isobornyl, preferably isobornyl.
- R represents a (C5-C10)cycloalkyl group such as norbornyl or isobornyl, preferably isobornyl.
- the stabilizer(s) ii) of the invention consist of ethylenic copolymers e) chosen from e) copolymers of (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate monomers e1) notably of formula (IV) and monomers e2) of formula (III) as defined previously.
- the stabilizer(s) ii) of the invention consist of ethylenic copolymers d) chosen from copolymers of (C3-C 12) cycloalkyl (C1- C6)(alkyl)acrylate monomers, notably of formula (IV).
- the stabilizer(s) ii) of the invention consist of ethylenic homopolymers d) chosen from homopolymers of (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate monomers, notably of formula (IV).
- the stabilizer(s) ii) of the invention consist of ethylenic copolymers e) chosen from e’1) norbornyl (meth)acrylate or isobornyl (meth)acrylate, preferably isobornyl (meth)acrylate, and e’2) methyl (meth)acrylate or ethyl (meth)acrylate.
- the stabilizer(s) ii) are chosen from the ethylenic copolymers e) derived from the polymerization e1) of a monomer of formula (IV) as defined previously and e2) of two different monomers of formula (III) as defined previously.
- the stabilizer(s) ii) are chosen from copolymers derived from the polymerization of e1) one monomer of formula (IV) as defined previously notably chosen from isobornyl (meth)acrylate and e2) of two different monomers of formula (III) as defined previously, notably different C1-C4 alkyl (meth)acrylates, preferably chosen from methyl acrylate and ethyl acrylate.
- the stabilizer ii) is chosen from d) homopolymers of (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate monomers; and e) statistical copolymers of e1) (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate and e2) (C1-C4)alkyl (C1-C4)(alkyl)acrylate with a weight ratio e1/e2 of greater than 4.
- said weight ratio ranges from 4.5 to 19. More advantageously, said weight ratio e1/e2 ranges from 5 to 15 and more preferentially said weight ratio ranges from 5.5 to 14.
- the stabilizer ii) is a polymer chosen from d’) isobornyl (meth)acrylate homopolymer and e) statistical copolymers of eT) isobornyl (meth)acrylate and of e2’) C1-C4 alkyl (meth)acrylate preferably present in an isobornyl (meth)acrylate/C1-C4 alkyl (meth)acrylate weight ratio (e17e2’) of greater than 4.
- said weight ratio e17e2’ ranges from 4.5 to 19.
- said weight ratio e17e2’ ranges from 5 to 15 and more preferentially said weight ratio e17e2’ ranges from 5.5 to 14.
- the stabilizer(s) ii) as defined previously preferably comprise 80% to 100% by weight of monomer that is soluble in the liquid hydrocarbon-based fatty substances iii), notably from 85% to 95% by weight of soluble monomer, alone or as a mixture, relative to the total weight of monomers of the stabilizer(s).
- the stabilizing (co)polymer(s) ii) particularly include between 0% and 20% by weight, notably between 5% and 15% by weight, of monomer that is insoluble in the liquid hydrocarbon-based fatty substances iii), alone or as a mixture, relative to the total weight of monomers of the stabilizer(s).
- the stabilizer(s) ii) and the particle(s) i) have a number-average molecular weight (Mn) of between 1000 and 1 000 000 g/mol, notably between 5000 and 500 000 g/mol and better still between 10 000 and 300 000 g/mol.
- Mn number-average molecular weight
- the dispersion (A) according to the invention is finally formed from polymer particles, of relatively large diameter, i.e. preferably greater than 50 nm, and leads to deposits of film-forming compounds (C) which are resistant to fatty substances at room temperature (25°C), and which are notably advantageous for makeup and/or haircare applications.
- the dispersion (A) includes from 5% to 40% by weight, in particular from 7% to 20% by weight, notably from 8% to 15% by weight and preferably from 9% to 13% by weight of (C3-C12)cycloalkyl (C1-C6)(alkyl)acrylate monomers d) or e1), relative to the total weight of polymers contained in said dispersion.
- the dispersion of polymer particles (A) according to the invention also comprises iii) one or more hydrocarbon-based liquid fatty substances in which said particles are dispersed.
- the hydrocarbon-based liquid fatty substance(s) iii) of the invention are chosen from hydrocarbons, in particular alkanes, oils of animal origin, oils of plant origin, glycerides or fluorinated oils of synthetic origin, fatty alcohols, esters of fatty acids and/or of fatty alcohols, non-silicone waxes, and silicones; in particular, the liquid hydrocarbon-based fatty substance(s) are hydrocarbon-based oils, which are preferably volatile, or are a mixture of different volatile oils, more particularly isododecane.
- the hydrocarbon-based liquid fatty substances iii) are notably chosen from C6-C16 hydrocarbons or hydrocarbons comprising more than 16 carbon atoms and up to 50 carbon atoms, preferably between C6 and C16, and in particular alkanes, oils of animal origin, oils of plant origin, glycerides, fatty alcohols, fatty acid and/or fatty alcohol esters, and silicones.
- the fatty alcohols, fatty esters and fatty acids more particularly contain one or more linear or branched, saturated or unsaturated hydrocarbon-based groups comprising 6 to 50 carbon atoms, which are optionally substituted, in particular, with one or more (in particular 1 to 4) hydroxyl groups. If they are unsaturated, these compounds may comprise one to three conjugated or unconjugated carbon-carbon double bonds.
- C6-C16 alkanes they are linear or branched, and possibly cyclic. Examples that may be mentioned include hexane, decane, undecane, dodecane, tridecane or isoparaffins, such as isohexadecane, isodecane or isododecane, and mixtures thereof such as the combination of undecane and tridecane, for instance Cetiol UT® or mixtures of C9-C12 alkanes, preferably of natural origin, in particular linear or branched C9-C12 alkanes.
- the latter mixture is notably known under the INCI name C9-C12 Alcane E511470, CAS 68608-12-8, Vegelight Silk® sold by BioSynthls.
- This biodegradable, volatile oil mixture is obtained from coconut oil (viscosity of 0.9-1.1 cSt (40°C) and flash point of 65°C).
- the linear or branched hydrocarbons containing more than 16 carbon atoms may be chosen from liquid paraffins, petroleum jelly, liquid petroleum jelly, polydecenes, and hydrogenated polyisobutene such as Parleam®.
- oils which may be chosen from natural or synthetic, hydrocarbon-based oils, which are optionally branched, alone or as a mixture.
- the dispersion (A) according to the invention comprises one or more liquid fatty substances which are one or more hydrocarbon-based oils.
- the hydrocarbon-based oil(s) may be volatile or non-volatile.
- the liquid hydrocarbonbased fatty substance(s) are hydrocarbon-based oils which are volatile or are a mixture of different volatile oils.
- the fatty substance(s) are linear or branched hydrocarbon-based oils which are volatile, notably chosen from undecane, dodecane, isododecane, tridecane, and their mixture of different oils, preferably volatile comprising isododecane in the mixture, or a mixture of undecane and tridecane.
- the liquid fatty substance(s) c) are a mixture of a volatile hydrocarbon-based oil and a non-volatile hydrocarbon-based oil, the mixture of which preferably comprises dodecane or isododecane as volatile oil.
- the liquid hydrocarbon-based fatty substance(s) of the invention are a mixture of non-volatile oil(s) and volatile oil(s), the mixture preferably comprising undecane, dodecane, isododecane or tridecane, more preferentially isododecane, as volatile oil.
- mixture of volatile oil and nonvolatile oil mention may be made of the mixture of isododecane and isononyl isonanoate.
- the hydrocarbon-based liquid fatty substance(s) iii) are a mixture of a volatile oil and a non-volatile oil such as an isododecane/octyldodecanol mixture or an isododecane/isononyl isononanoate mixture.
- the hydrocarbon-based oil may be chosen from: hydrocarbon-based oils containing from 8 to 14 carbon atoms, and notably:
- Cs-Ci4 alkanes for instance Cs-Ci4 isoalkanes of petroleum origin (also known as isoparaffins), for instance isododecane (also known as 2,2,4,4,6-pentamethylheptane), isodecane and, for example, the oils sold under the trade names Isopar or Permethyl,
- oils of plant origin such as triglycerides constituted of fatty acid esters of glycerol, the fatty acids of which may have chain lengths ranging from C4 to C24, these chains possibly being linear or branched, and saturated or unsaturated; these oils are notably heptanoic acid or octanoic acid triglycerides, or alternatively wheatgerm oil, sunflower oil, grapeseed oil, sesame seed oil, corn oil, apricot oil, castor oil, shea oil, avocado oil, olive oil, soybean oil, sweet almond oil, palm oil, rapeseed oil, cotton oil, hazelnut oil, macadamia oil, jojoba oil, alfalfa oil, poppy oil, pumpkin oil, sesame seed oil, marrow oil, rapeseed oil, blackcurrant oil, evening primrose oil, millet oil, barley oil, quinoa oil, rye oil, safflower oil, candlenut oil, passion flower
- hydrocarbons of mineral or synthetic origin such as petroleum jelly, polydecenes, hydrogenated polyisobutene such as Parleam®, squalane and liquid paraffins, and mixtures thereof,
- oils of formula R 1 C(O)-O-R 2 such as oils of formula R 1 C(O)-O-R 2 in which R 1 represents a linear or branched fatty acid residue including from 1 to 40 carbon atoms and R 2 represents a, notably branched, hydrocarbon-based chain containing from 1 to 40 carbon atoms, on condition that R 1 + R 2 is greater than or equal to 10, for instance purcellin oil (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, C12 to C15 alkyl benzoates, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethylhexyl palmitate, isostearyl isostearate, 2-hexyldecyl laurate, 2-octyldecyl palmitate, 2-octyldodecyl myristate, alcohol or polyalcohol h
- octyldodecanol isostearyl alcohol, oleyl alcohol, 2-hexyldecanol, 2-butyloctanol and 2-undecylpentadecanol.
- the dispersion (A) may comprise a silicone oil. If the silicone oil is in the dispersion (A), it is preferably in an amount which does not exceed 10% by weight relative to the weight of the dispersion (A), more particularly in an amount of less than 5% and more preferentially 2%.
- the dispersion (A) comprises at least one liquid hydrocarbon-based fatty substance iii) chosen from:
- - plant oils formed by fatty acid esters of polyols in particular triglycerides, such as sunflower oil, sesame oil, rapeseed oil, macadamia oil, soybean oil, sweet almond oil, beauty-leaf oil, palm oil, grapeseed oil, corn oil, arara oil, cottonseed oil, apricot oil, avocado oil, jojoba oil, olive oil or cereal germ oil;
- triglycerides such as sunflower oil, sesame oil, rapeseed oil, macadamia oil, soybean oil, sweet almond oil, beauty-leaf oil, palm oil, grapeseed oil, corn oil, arara oil, cottonseed oil, apricot oil, avocado oil, jojoba oil, olive oil or cereal germ oil;
- esters of formula Rd-C(O)-O-Re in which Rd represents a higher fatty acid residue including from 7 to 19 carbon atoms and Re represents a hydrocarbonbased chain including from 3 to 20 carbon atoms, such as palmitates, adipates, myristates and benzoates, notably diisopropyl adipate and isopropyl myristate;
- Cs-Ceo isoparaffins which are optionally volatile, such as isododecane, Parleam (hydrogenated polyisobutene), isohexadecane, cyclohexane or Isopars; or else liquid paraffins, liquid petroleum jelly, or hydrogenated polyisobutylene; notably isododecane;
- - ethers containing 6 to 30 carbon atoms containing 6 to 30 carbon atoms; - aliphatic fatty monoalcohols containing 6 to 30 carbon atoms, the hydrocarbon-based chain not including any substitution groups, such as oleyl alcohol, decanol, dodecanol, octadecanol, octyldodecanol and linoleyl alcohol; notably octyldodecanol;
- the hydrocarbon-based liquid fatty substance(s) of the invention are apolar, i.e. formed solely of carbon and hydrogen atoms.
- the dispersion (A) comprises at least one apolar liquid hydrocarbonbased fatty substance iii) preferably chosen from:
- C10-C20 and more particularly C10-C16 alkanes which are volatile or non-volatile, preferably volatile;
- non-aromatic cyclic C5-C12 alkanes which are volatile or non-volatile, preferably volatile;
- the liquid hydrocarbon-based fatty substance(s) are preferably chosen from hydrocarbon-based oils containing from 8 to 16 carbon atoms, in particular containing from 10 to 14 carbon atoms, which are preferably volatile, more particularly the apolar oils, described previously.
- - isoalkanes of petroleum origin also known as isoparaffins
- isododecane also known as 2,2,4,4,6-pentamethylheptane
- isodecane and, for example, the oils sold under the Isopar or Permethyl trade names, - linear alkanes, for instance n-dodecane (C12) and n-tetradecane (C14) sold by Sasol under the references, respectively, Parafol 12-97 and Parafol 14-97, and also mixtures thereof, the undecane-tridecane mixture, mixtures of n-undecane (C11) and of n-tridecane (C13) from the company Cognis, and mixtures thereof.
- liquid hydrocarbon-based fatty substance(s) iii) of the invention are apolar, more particularly isododecane.
- the hydrocarbon-based liquid fatty substance(s) are a mixture of volatile oils or a mixture of one or more non-volatile and volatile oils; preferably, the mixture comprises isododecane or a mixture of oils, notably of undecane and tridecane as volatile oil and isononyl isononanoate and/or octyldodecanol as non-volatile oil.
- the liquid hydrocarbon-based fatty substance(s) iii) are present in the dispersion of the invention in an amount of between 1 % and 25% by weight, more preferentially between 2.5% and 20% by weight, even more preferentially between 4% and 15% by weight and preferentially between 10% and 11.2% by weight relative to the total weight of said dispersion (A) with water v).
- the liquid hydrocarbonbased fatty substance(s) iii) are present in the dispersion of the invention in an amount of between 1.5% and 30% by weight, more preferentially between 4% and 20% by weight, even more preferentially between 8% and 15% by weight, notably between 12% and 13% by weight, relative to the total weight of said water-free dispersion (A).
- the weight ratio of the sum of the ingredients [i) + ii)] I iii) is less than or equal to 3, more particularly [i) + ii)] I iii) the mass ratio is between 1 and 2.5, even more particularly between 1.5 and 2.4, preferentially between 1.7 and 2.2.
- the dispersion (A) of the invention also comprises one or more polyol(s) that are liquid at 20°C and 1 atmosphere.
- polyol means a compound which is liquid at 20°C and 1 atmosphere, comprising at least two hydroxyl groups, preferably between 2 and 10 hydroxyl groups (OH), and comprising at least one carbon atom.
- the polyol(s) of the invention are chosen from compounds comprising at least 2 OH groups, preferably between 2 and 8 OH groups, more preferentially 2 or 3 OH groups, even more preferentially 3 OH groups, and comprising a linear or branched, cyclic or acyclic, saturated or unsaturated hydrocarbon-based chain comprising from 1 to 10 carbon atoms, in particular between 2 and 8 carbon atoms.
- the polyol(s) of the invention have a molecular weight of between 50 g/mol and 300 g/mol, more particularly between 80 g/mol and 150 g/mol.
- the polyol(s) iv) are chosen from :
- C2-Ce alkanetriol compounds
- glycerol and butane triols such as glycerol and butane triols, and pentane triols, and hexane triols such as hexane-1 ,2,6-triol.
- pentane triols such as hexane-1 ,2,6-triol.
- hexane triols such as hexane-1 ,2,6-triol.
- the polyol(s) iv) are chosen from (C2-Ce)alkane triol hydrocarbonbased compounds such as glycerol.
- the dispersion (A) comprises one or more polyol(s) iv) in an amount of greater than or equal to 5% by weight and less than 95% by weight relative to the total weight of the water-free dispersion; in particular, the amount of polyol(s) present in the dispersion is between 10% and 90% by weight relative to the total weight of the water-free dispersion, more particularly between 25% and 90% by weight, more particularly between 35% and 90% by weight, relative to the total weight of the water-free dispersion (A), and even more preferentially between 50% and 70%.
- the dispersion (A) comprises one or more polyol(s) in an amount of greater than or equal to 15% by weight and less than 90% by weight, relative to the total weight of the dispersion with water; in particular, the amount of polyol(s) in the dispersion is between 20% and 85% by weight relative to the total weight of the dispersion with water, more particularly between 25% and 80% by weight, more particularly between 40% and 60% by weight, relative to the total weight of the dispersion (A) with water.
- the dispersion (A), notably the hydrogel, comprises water v) in particular in an amount of between 5% and 40% by weight, relative to the total weight of the dispersion, more particularly between 7% and 35% by weight, preferably between 10.8% and 26.0% by weight, relative to the total weight of the dispersion (A).
- the weight ratio of the hydrocarbon-based liquid fatty substance(s) iii)/the water v) is between 0.1 and 5, more particularly between 0.2 and 1 , preferably between 0.3 and 0.7, more preferentially between 0.4 and 0.6.
- the water that is suitable for use in the invention may be tap water, distilled water, spring water, a floral water such as cornflower water and/or a mineral water such as Vittel water, Lucas water or La Roche Posay water and/or a thermal water.
- the dispersion (A) may also comprise one or more water-miscible solvents.
- water-miscible solvent denotes a compound that is liquid at room temperature and water-miscible (miscibility with water of greater than 50% by weight at 25°C and atmospheric pressure).
- water-miscible solvents that may be used in dispersion (A) of the invention may also be volatile.
- water-miscible solvents that may be used in the composition or the dispersion (A) according to the invention, mention may notably be made of lower monoalcohols containing from 2 to 5 carbon atoms such as ethanol and isopropanol.
- the water may also comprise any water-soluble or water-dispersible compound that is compatible with an aqueous phase, such as associated film-forming polymers, surfactants, and mixtures thereof.
- surfactant means a “surface agent”, which is a compound that is capable of modifying the surface tension between two surfaces; surfactants are amphiphilic molecules, i.e. they contain two parts of different polarity, one lipophilic and apolar, and the other hydrophilic and polar.
- the surfactants may be nonionic, anionic, amphoteric or cationic active agents.
- the dispersion (A) of the invention does not comprise more than 3% by weight of surfactants relative to the total weight of the dispersion, preferentially not more than 2% by weight of surfactants relative to the total weight of the dispersion, more particularly not more than 1 % by weight of surfactants relative to the total weight of the dispersion; even more preferentially, the dispersion (A) does not comprise more than 0.5% by weight of surfactants relative to the total weight of the dispersion, and better still the mixture (A) does not comprise any surfactant.
- one or more cosmetic active agents vi)
- the dispersion (A) of the invention comprises one or more cosmetic active agents vi) different from iii) and iv), chosen from f) dyes, g) pigments; h) active agents for caring for keratin materials and i) UV (A) and/or UV (B) screening agents as well as m) mixtures thereof.
- the cosmetic active agent(s) of the invention are chosen from g) pigments.
- the cosmetic active agent(s) of the invention are chosen from h) active agents for caring for keratin materials, preferably active agents for caring for the skin, in particular antioxidants or notably polar moisturizers different from iv).
- moistureturizer 1 means a compound which fixes water, which enables the moisturization of keratin materials, making it possible to more efficiently prevent and/or combat the signs of drying-out of the skin.
- moistureturizer 1 ’ does not cover substances which only have an emollient effect, such as petroleum jelly and plant oils or silicone oils, which are compounds that deposit an occlusive lipid film on the skin, preventing the evaporation of water.
- the dispersion (A) comprises one or more moisturizers other than iv) which are hygroscopic substances that bring about rehydration of the skin by capturing atmospheric water and by retaining water in keratin materials, notably the skin.
- Moisturizers that may be mentioned include the constituents of NMF (Natural Moisturizing Factor) which are small water-soluble molecules with high hygroscopic power which play a moisturizing role.
- NMF Natural Moisturizing Factor
- NMF mainly consists of a) amino acids (preferably in a weight amount of between 50% and 80% such as 65%), b) organic acids (preferably in a weight amount of between 10% and 30% such as 21 %) including pyrrolidonecarboxylic acid, c) ions (anions cr eations, in a weight amount of between 3% and 10% such as 8%), d) urea (in a weight amount of between 1% and 6% such as 4%) and e) sugars (in a weight amount of between 1 % and 4% such as 2%, it being understood that the percentages are relative to the total weight of a) + b) + c) + d) + e)).
- Mention may be made in particular of organic acids and preferably (poly)hydroxylated carboxylic acids and salts thereof.
- the ingredient(s) vi) are chosen from (poly)hydroxylated carboxylic acids. More particularly, the carboxylic acids are saturated or unsaturated, cyclic or acyclic hydrocarbon-based (poly)hydroxylated compounds comprising from 2 to 20 carbon atoms, including one or more carboxyl or carboxylate groups, and one or more hydroxyl groups, and optionally comprising one or more heteroatoms such as nitrogen.
- (poly)hydroxylated carboxylic acids mention may notably be made of lactic acid and the lactate salt of an alkali metal such as sodium [72-17-3], optionally unsaturated (C1-C20) carboxylic acids such as linoleic acid [60-33-3], heteroarylcarboxylic acids such as pyrrolidonecarboxylic acid, notably 2-pyrrolidinone-5-carboxylic acid (PCA) [98-79-3],
- alkali metal such as sodium [72-17-3
- optionally unsaturated (C1-C20) carboxylic acids such as linoleic acid [60-33-3]
- heteroarylcarboxylic acids such as pyrrolidonecarboxylic acid, notably 2-pyrrolidinone-5-carboxylic acid (PCA) [98-79-3]
- the organic (poly) hydroxylated compound(s) that are solid at 20°C and atmosphere vi) are organic polyols other than the water-miscible polyols containing from 4 to 8 carbon atoms as defined previously.
- the ingredient(s) vi) are chosen from amino acids, notably chosen from alanine, arginine, aspartic acid, citrulline, glutamic acid, urocanic acid, glycine, histidine, leucine, lysine, ornithine, phenylalanine, proline, serine, threonine, tryptophan, tyrosine, valine, salts thereof and mixtures thereof. Glycine and serine are preferred.
- the ingredient(s) vi) are chosen from glycosaminoglycans GAG and sulfates thereof.
- Mention may be made of: hyaluronic acid or hyaluronan (HA), heparan sulfate (HS), heparin (HP), chondroitin, chondroitin sulfate (CS), chondroitin 4-sulfate or chondroitin sulfate A (CSA), chondroitin 6-sulfate or chondroitin sulfate C (CSC), dermatan sulfate or chondroitin sulfate B (CSB) and keratan sulfate (KS), which differs from the other glycosaminoglycans by the presence of galactose in place of uronic acid, and dextran sulfate. Mention may also be made of chitosan. Hyaluronic acid and the sodium salt thereof are preferred.
- moisturizers according to the invention consists of urea [57-13-6] and derivatives such as hydroxyalkyl ureas, notably of general formula (VII):
- RIR 2 N-C(O)-NR 3 R4 in which formula (VII) Ri, R2, R3 and R4 each independently represent a hydrogen atom, a C1-C4 alkyl group or a C2-C6 hydroxyalkyl group which may contain from 1 to 5 hydroxyl groups, at least one of the radicals R1-R4 representing a hydroxyalkyl group, and the salts thereof, solvates thereof such as hydrates and optical isomers thereof.
- salts include mineral acids, such as sulfuric acid, hydrochloric acid, hydrobromic acid, hydriodic acid, phosphoric acid and boric acid.
- organic acids may include one or more carboxylic, sulfonic or phosphonic acid groups. They may be linear, branched or cyclic aliphatic acids, or alternatively aromatic acids. These acids may also include one or more heteroatoms chosen from O and N, for example in the form of hydroxyl groups. Mention may notably be made of propionic acid, acetic acid, terephthalic acid, citric acid and tartaric acid.
- solvate means a stoichiometric mixture of said compound in question with one or more molecules of water or of organic solvent, such a mixture being derived from the synthesis of said compound.
- the ingredient(s) vi) according to the invention consist of acid.
- the cosmetic active agent(s) vi) of the invention are chosen from i) antioxidants.
- antioxidant or AOX means a natural or synthetic compound which reduces, slows down or prevents the oxidation of other chemical substances with which it is in contact (see, for example, Antioxidants, C. Krdhnke et al. Ullmann’s Encyclopedia of Industrial Chemistry Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 10.1002/14356007. a03_091.pub2, ISBN: 9783527306732
- the cosmetic active agent(s) vi) of the invention are chosen from i) IIV(A) and/or IIV(B) screening agents, and a mixture thereof.
- the dispersion (A) comprises iv) one or more cosmetic active agents chosen from pigments.
- the pigment(s) more particularly represent from 0.5 to 40% by weight and preferably from 1 to 20% by weight relative to the total weight of the dispersion (A).
- the pigments are white or coloured solid particles which are naturally insoluble in the hydrophilic and lipophilic liquid phases usually employed in cosmetics or which are rendered insoluble by formulation in the form of a lake, where appropriate. More particularly, the pigments have little or no solubility in aqueous-alcoholic media.
- the pigments that may be used are notably chosen from the organic and/or mineral pigments known in the art, notably those described in Kirk-Othmer’s Encyclopedia of Chemical Technology and in Ullmann’s Encyclopedia of Industrial Chemistry. Pigments that may notably be mentioned include organic and mineral pigments such as those defined and described in Ullmann’s Encyclopedia of Industrial Chemistry “Pigments, Organic”, 2005 Wiley- VCH Verlag GmbH & Co. KGaA, Weinheim 10.1002/14356007.a20 371 and ibid, “Pigments, Inorganic, 1. General” 2009 Wiley-VCH Verlag GmbH & Co. KGaA, WeinheimlO.1002/14356007. a20_243.pub3.
- These pigments may be in pigment powder or paste form. They may be coated or uncoated.
- the pigments may be chosen, for example, from mineral pigments, organic pigments, lakes, pigments with special effects such as nacres or glitter flakes, and mixtures thereof.
- the pigment may be a mineral pigment.
- mineral pigment refers to any pigment that satisfies the definition in Ullmann’s encyclopaedia in the chapter on inorganic pigments.
- the pigment may be an organic pigment.
- organic pigment refers to any pigment that satisfies the definition in Ullmann’s encyclopaedia in the chapter on organic pigments.
- the organic pigment may notably be chosen from nitroso, nitro, azo, xanthene, quinoline, anthraquinone, phthalocyanine, metal complex type, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyrrole, thioindigo, dioxazine, triphenylmethane and quinophthalone compounds.
- the active agent(s) vi) of the invention are chosen from:
- pigments with special effects such as fluorescent pigments, thermochromic pigments, photochromic pigments, nacres, which may or may not be coated, in the form of pigment powder or paste, lakes, glitter flakes or mixtures thereof;
- said pigments may be dispersed in the product by means of a dispersant and the pigments may be surface-treated with an organic agent; particularly the cosmetic active agent(s) iv) are chosen from:
- the white or coloured organic pigments which are chosen from carmine, carbon black, aniline black, azo yellow, quinacridone, phthalocyanine blue, sorghum red, the blue pigments codified in the Colour Index under the references pigment Blue 1 Lake Cl 42090, 69800, 69825, 73000, 74100, 74160, the yellow pigments codified in the Colour Index under the references Cl 11680, 11710, 15985, 19140, 20040, 21100, 21108, 47000, 47005, the green pigments codified in the Colour Index under the references Cl 61565, 61570, 74260, the orange pigments codified in the Colour Index under the references Cl 11725, 15510, 45370, 71105, the red pigments codified in the Colour Index under the references Cl 12085, 12120, 12370, 12420, 12490, 14700, 15525, 15580, 15620, 15630, 15800, 15850, 15865, 15880, 17200, 26100, 45
- the cosmetic active agent(s) iv) are chosen from carbon black, iron oxides, notably red, brown or black iron oxide, and micas coated with iron oxide, triarylmethane pigments, notably blue and violet pigments such as Blue 1 Lake, azo pigments, notably red pigments, such as D&C Red 7, an alkali metal salt of lithol red, such as the calcium salt of lithol red B; more preferentially, the pigment(s) used are chosen from red iron oxides and azo pigments, notably red pigments, such as D&C Red 7, more preferentially red iron oxides.
- the amount of pigments ranges from 0.5% to 40% and preferably from 1 % to 20% relative to the weight of the dispersion (A) comprising them.
- the dispersion (A) of the invention comprises vii) one or more crosslinking agents.
- crosslinking agent(s) are chosen from the monomers of formulae (VI) and (VII) below:
- A represents an optionally substituted (hetero)aryl or optionally substituted (hetero)cycloalkyl group; preferably, A represents a phenyl group;
- R 8 which may be identical or different, represents a hydrogen atom or a linear or branched, optionally substituted (Ci-Cs)alkyl group, preferably a Ci-Ce group such as methyl;
- the monomers of formulae (VI) and (VII) are chosen from the compounds from the table below, and also the optical and geometric isomers thereof, the tautomers thereof and the mineral or organic acid or base salts thereof:
- crosslinking agents of the invention are chosen from (Vile) such as (Vll’e), (VII7) and (Vlls), such as ethylene glycol diacrylate; tetra(ethylene glycol) diacrylate and diethylene glycol diacrylate (DEGDA), preferably DEGDA.
- Vile such as (Vll’e), (VII7) and (Vlls), such as ethylene glycol diacrylate; tetra(ethylene glycol) diacrylate and diethylene glycol diacrylate (DEGDA), preferably DEGDA.
- the homopolymers and copolymers derived from monomers chosen from (Vile) such as (Vll’e), (VII7) and (VI Is) such as poly(ethylene glycol) diacrylate, for instance Acrylate-PEG3500-Acrylate sold by Aldrich JKA4048 and Multi arm Poly(Ethylene Glycol) Acrylate such as 4 arm-PEG10K-Acrylate sold by Aldrich JKA7068; N,N’-methylenebisacrylamide.
- the crosslinking agent(s) of the invention are chosen from (VI l 6 ) such as (Vll’e), (VII7) and (Vlls), such as ethylene glycol diacrylate; diethylene glycol diacrylate; tetra(ethylene glycol) diacrylate; poly(ethylene glycol) diacrylate, for instance acrylate- PEG3500-acrylate; multiarm poly(ethylene glycol) acrylate; and N,N’- methylenebisacrylamide; more preferentially ethylene glycol diacrylate.
- the dispersion (A) or the composition (B) used in the preparation of the dispersion (A) comprises at least one neutralizer viii) notably chosen from organic or inorganic, preferably inorganic, alkaline agents, notably alkali metal or alkaline-earth metal hydroxides such as sodium or potassium hydroxide.
- neutralizer refers to any compound which can neutralize the pH to a pH value close to neutral pH, i.e. 7.
- an organic or inorganic acid or an alkaline agent (also known as a base), as defined below, notably alkali metal or alkaline-earth metal hydroxides such as sodium or potassium hydroxide or hydroxides of transition metals such as zinc.
- the neutralizer is added to the composition (B) until a pH value of 5 to 8, notably 6.5 to 7.5 such as 7, is obtained for said composition.
- the mineral (or inorganic) alkaline agent(s) are preferably chosen from aqueous ammonia, alkali metal carbonates or bicarbonates such as sodium or potassium carbonate and sodium or potassium bicarbonate, sodium hydroxide or potassium hydroxide, or mixtures thereof.
- the alkaline agent(s) are basic amino acids, for example lysine or arginine.
- the alkaline agent(s) are organic amines, i.e. they contain at least one substituted amine group (secondary or tertiary amine) or unsubstituted amine group (primary amine).
- the organic alkaline agent(s) are more preferentially chosen from organic amines with a pKb at 25°C of less than 12, preferably of less than 10 and even more advantageously of less than 6. If the alkaline agent(s) include several amine groups, it is the pKb corresponding to the function having the highest basicity.
- Hybrid compounds that may be mentioned include the salts of the amines mentioned previously with acids as defined previously such as carbonic acid or hydrochloric acid.
- organic alkaline agent(s) are chosen, for example, from alkanolamines, oxyethylenated and/or oxypropylenated ethylenediamines, amino acids and the compounds of formula (VIII) below:
- W is a divalent Ci-Ce alkylene radical optionally substituted with a hydroxyl group or a Ci-Ce alkyl radical, and/or optionally interrupted with one or more heteroatoms such as oxygen or NR U ;
- R x , R y , R z R‘ and R u which may be identical or different, represent a hydrogen atom or a Ci-Ce alkyl, Ci-Ce hydroxyalkyl or Ci-Ce aminoalkyl radical.
- Examples of such amines that may be mentioned include 1 ,3-diaminopropane, 1 ,3-diamino-2-propanol, spermine and spermidine.
- alkanolamine means an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C1-C8 alkyl groups bearing one or more hydroxyl radicals.
- Alkanolamines such as monoalkanolamines, dialkanolamines or trialkanolamines comprising from one to three identical or different C1-C4 hydroxyalkyl radicals are in particular suitable for performing the invention.
- amino acids that may be used are of natural or synthetic origin, in their L, D or racemic form, and include at least one acid function chosen more particularly from carboxylic acid, sulfonic acid, phosphonic acid and phosphoric acid functions.
- the amino acids may be in neutral or ionic form.
- amino acids that may be used in the present invention, mention may notably be made of aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine, cysteine, glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.
- the neutralizer(s) of the invention are chosen from:
- alkaline agents notably chosen from mineral or inorganic alkaline agents such as LiOH, NaOH, KOH, Ca(OH)2, NH4OH or Zn(OH) 2 ; and
- organic alkaline agents such as (Ci-C8)alkylamines bearing primary, secondary or tertiary amine groups, notably trimethyl or butylamine, or (Ci-C8)alkylamines bearing primary, secondary or tertiary groups including one or more nitrogen or oxygen atoms and/or including one or more hydroxyl groups; mention may notably be made of amino-2-methyl- 2-propanol, triethanolamine and dimethylamino-2-propanol. Mention may also be made of lysine or 3-(dimethylamino)propylamine.
- the process for preparing the dispersion (A) and the material (C) uses one or more radical initiators.
- radio initiator in particular refers to free-radical initiators generated thermally or from light sources (see, for example, Macromol. Rapid Commun., Christian Decker, 23, 1067-1093 (2002); Encyclopedia of Polymer Science and Technology,
- photoactive compounds are not chemical oxidizing agents such as peroxides, including hydrogen peroxide or hydrogen peroxide-generating systems.
- Two major families may be distinguished: the type I family, in which the photoactive compounds bring about, under irradiation, a unimolecular cleavage of the covalent bond to give a free-radical compound also symbolized by a “dot”, and the type II family, in which the photoactive compounds, under irradiation, lead to a bimolecular reaction in which the excited state of the photoactive compounds interacts with a second molecule (or co-initiator) to generate free radicals.
- radical initiators are chosen from the compounds of formulae (A), (B), (C), (D), (E) and (F), and also the organic or mineral acid salts thereof, the optical, geometrical or tautomeric isomers thereof and the solvates thereof such as the hydrates:
- R and R’ which may be identical or different, preferably identical, represent i) a radical EW or EW as defined below, or a group chosen from ii) optionally substituted linear or branched (Ci-Cs)alkyl, iii) optionally substituted aryl or iv) optionally substituted aryl(Ci-Cs)alkyl; or else R with Ri and/or R’ with R3 form, together with the carbon atoms which bear them, a group C(X 1 ), with R2 and R4 being as defined previously, or R2 and R4, which may be identical or different, represent a group Rs-(X 2 ) W - in which w has the value 0 or 1 , R5 represents a hydrogen atom, a linear or branched (Ci-Cs)alkyl group, an optionally substituted (hetero)aryl group, such as phenyl, or a (hetero)cycloalkyl group which is optionally substituted,
- X a which may be identical or different, represent a heteroatom chosen from oxygen and sulfur, a -C(O)-O- or -O-C(O)- group or a -O-C(O)-O- or -O-C(O)-O- group; preferably, Xa represent an oxygen atom;
- X 1 and X 2 which may be identical or different, represent a heteroatom chosen from oxygen, sulfur and amino N(R”) with R” being a hydrogen atom or a linear or branched (Ci-Ce)alkyl group; preferably, X 1 and X 2 represent an oxygen atom; optionally substituted with a (C1-C6)alkyl group; in which formula (C), (D), (E) or (F):
- R represents a group chosen from: i) (Ci-Cio)alkyl, which is optionally substituted, preferably with one or more atoms or groups chosen from halogen, hydroxyl, (Ci-Cw)alkoxy, 5- to 10-membered (hetero)cycloalkyl such as morpholinyl, and amino R a RbN- with R a and Rb, which may be identical or different, representing a hydrogen atom or a (Ci-Cw)alkyl group, or alternatively R a and Rb form, together with the nitrogen atom which bears them, a heteroaryl or heterocycloalkyl group such as morpholino; ii) (Ci-Cio)alkoxy, which is optionally substituted, preferably with the same substituents as for i) (Ci-C )alkyl; iii) hydroxyl; iv) optionally substituted (hetero)aryl such as optionally substituted phenyl
- R 1 , R 2 or R 3 which may be identical or different, represent i) a hydrogen atom, ii) a halogen atom such as chlorine, iii) an optionally substituted (Ci-Cio)alkyl, iv) (Ci- Cw)alkoxy which is optionally substituted notably with a hydroxyl group, v) optionally substituted (hetero)aryl, vi) optionally substituted (hetero)cycloalkyl, vii) carboxyl, viii) cyano, ix) nitro, x) nitroso, xi) -S(O) P -OM with p being equal to 1 or 2, M representing a hydrogen atom, an alkali metal or alkaline-earth metal, xii) R 4 R 5 N-; xiii) R 4 -(X)n-C(X)-(X) n - with R 4 , n and n’ as defined previously
- R and R 1 which are contiguous, form, together with the carbon atoms which bear them, an optionally unsaturated and optionally substituted (hetero)cycloalkyl group, preferably cycloalkyl which is optionally substituted, in particular with one or more oxo groups and/or optionally fused with an aryl group such as benzo;
- X which may be identical or different, represents an oxygen or sulfur atom or a group NR 5 with R 5 as defined previously, preferably representing a hydrogen atom or a (Ci-Cw)alkyl group; more particularly, X represents an oxygen atom;
- Y is as defined for X; preferably, Y represents a sulfur atom;
- Metal represents a transition metal such as iron or chromium, preferably Fe, said metal possibly being cationic, in which case the initiator of formula (D) comprises a number of anionic counterions An- as defined previously, making it possible to achieve the electrical neutrality of the molecule;
- L and L’ which may be identical or different, represent a transition metal ligand preferably chosen from the following electron donors: C(X) with X as defined previously, cyano CN, (Ci-Ce)alkenyl, optionally substituted (hetero)aryl, such as bipyridinyl, amines such as the amines R 4 R 5 R 6 N with R 4 and R 5 as defined previously and R 6 representing a hydrogen atom, or a group as defined for R 4 , phosphine R 4 R 5 R 6 P such as tri(hetero)arylphosphine, (hetero)cycloalkyl which is preferably unsaturated such as cyclopentadiene, carbene such as arduengo carbenes;
- • q represents an integer inclusively between 1 and 6, making it possible to achieve stability of the metal complex, i.e. so as to obtain an electron number around the Metal equal to 16 or 18 electrons (this is also referred to as a 16- or 18-electron coordination sphere);
- R’ and R which may be identical or different, represent an optionally substituted (hetero)aryl group
- An- represents an anionic counterion as defined previously, preferably chosen from (Hal)eP'’ or (Hal)eSb’’ with Hal, which may be identical or different, representing a halogen atom such as fluorine; and
- R a , R b , R c or R d which may be identical or different, represent a hydrogen atom or a (Ci-Cw)alkyl group.
- Radical initiators ix include the photoactive dye compounds known as “photosensitizing dyes”, such as ethyl eosin, eosin Y, fluorescein, rose bengal, methylene blue, erythrosine, phloxime, thionine, riboflavin and methylene green.
- photoactive dyes such as ethyl eosin, eosin Y, fluorescein, rose bengal, methylene blue, erythrosine, phloxime, thionine, riboflavin and methylene green.
- a combination of initiating compounds is used.
- the free- radical initiator(s) ix) which are useful for the polymerization are of formula (A) or (B) as defined previously. More particularly, the free-radical initiator(s) ix) are of formula (A).
- the free-radical initiator(s) ix) which are useful for the polymerization are of formula (B) as defined previously, preferentially with Xa representing a group O, R with R1 and R’ with R3 form, together with the carbon atom that bears them, an oxo group and R2 and R4 represent a group R5-(0)w- in which w is equal to 1 , R5 representing an optionally substituted (hetero)aryl group such as phenyl or a (hetero)cycloalkyl group which is optionally substituted, notably with a (C1-C6)alkyl group such as cyclohexyl optionally substituted with a (C1-C6)alkyl group.
- the radical initiator(s) ix) that are useful for the polymerization are of formula (B) as defined previously, preferentially with Xa representing an oxygen atom, R1 , R2, R3 and R4, which may be identical or different, represent a hydrogen atom or a (C1-C8)alkyl group, which may be linear or branched, preferably linear, such as methyl, ethyl or n-butyl, and R and R’, which may be identical or different, represent a (C1-C8)alkyl radical, which may be linear or branched, preferably linear.
- the radical initiator ix) is Al BN (azobisisobutyronitrile). This initiator generates free radicals i) under the influence of heat at a temperature of greater than or equal to 45°C, preferentially at a temperature of greater than or equal to 55°C, more particularly at 60°C; and/or ii) photochemically.
- the radical initiator ix is ABDV (2,2’-azobis(2,4-dimethylvaleronitrile)). This agent can be used under thermally “milder” polymerization conditions.
- the polymerization process is performed at a temperature of greater than or equal to 28°C and preferentially at a temperature of greater than or equal to 35°C, such as 40°C.
- alkali metal or alkaline-earth metal persulfates such as potassium persulfate.
- the polymerization is preferentially performed in the presence of initiators ix) chosen from peroxide or azo initiators, redox couples and photochemical initiators.
- initiators ix chosen from peroxide or azo initiators, redox couples and photochemical initiators.
- tert-butyl peroxy-2-ethylhexanoate Trigonox 21S
- 2,5-dimethyl-2,5-bis(2-ethylhexanoylperoxy)hexane Trigonox 141
- tert-butyl peroxypivalate Trigonox 25C75 from AkzoNobel, or alkali metal or alkaline-earth metal persulfate such as potassium persulfate (KPS); or
- - azo compounds in particular chosen from Al BN: azobisisobutyronitrile; V50: 2,2’-azobis(2- amidinopropane) dihalide such as dihydrochloride.
- the polymerization is preferably performed at a temperature of between 40°C and 110°C and more particularly between 60°C and 100°C such as 90°C.
- the dispersion according to the invention may be prepared in the following manner:
- the polymerization is performed in “dispersion” by precipitation of the polymer particles i) being formed, with protection of the formed particles with one or more stabilizers ii) as defined previously, preferably only one type of stabilizer ii) chosen from d) and e) as defined previously.
- the process of the invention comprises the following successive steps:
- the stabilizing polymer (or stabilizer ii)) is prepared by mixing the monomer(s) constituting the stabilizing polymer d) or e) as defined previously with one or more radical initiators ix), in a medium known as the synthesis medium, and by polymerizing these monomers; preferably, the synthesis medium comprises iii) one or more liquid fatty substances as defined previously; and the monomers constituting a first family of particles i), notably the monomers ai) and/or a 2 ) and as), preferably ai) and as), more preferentially a”’i) and as) as defined previously, are then added to the stabilizing polymer ii) thus formed, and polymerization of these monomers is performed by means of the presence of radical initiator(s) ix); and then
- composition (B) is prepared containing:
- A) monomers such as:
- composition (B) monomers a 3 ) as defined previously, preferably of formula (5) and more particularly acrylic acid; said composition (B) also containing:
- radical initiators ix in particular alkali metal or alkaline-earth metal persulfate(s) such as potassium persulfate,
- composition (B) contains C) and/or water v), it being understood that the composition (B) contains C) and/or water v), this composition (B) is added to the medium obtained in the preceding step, the polymerization of these monomers being performed preferably with stirring and preferably with heating for a time of between 1 minute and 1 day, more particularly between 30 minutes and 10 hours, such as 7 hours, at a temperature of less than 100°C and greater than 70°C, such as 90°C; the medium is then allowed to return to room temperature; and then optionally, when composition (B) does not contain any polyol, one or more polyol(s) that are liquid at 20°C and 1 atmosphere iv) as defined previously, preferably chosen from (C2- Ce)alkanediol and (C2-Ce)alkanetriol such as glycerol, are added to the medium during the first step
- the process comprises at least one step using at least one polyol iv) as defined previously, either in the first step, in the second step or in the third step.
- the composition (B) preferably comprises A + B + D and optionally C and/or E and water v);
- the composition (B) comprises: A + B + C + D + E and water v).
- the composition (B) comprises A + B + C + D + E and does not contain water v).
- the synthesis medium from the first step is apolar, organic and volatile, preferably chosen from alkanes such as heptane, cyclohexane, Cetiol UT or the mixture of C9-C12 alkanes, preferably of natural origin, in particular linear or branched Cg- C12 alkanes.
- alkanes such as heptane, cyclohexane, Cetiol UT
- C9-C12 alkanes preferably of natural origin, in particular linear or branched Cg- C12 alkanes.
- the latter mixture is notably known under the INCI name C9-C12 Alcane E511470, CAS 68608-12-8, Vegelight Silk® sold by BioSynthls or isododecane, preferably isododecane; or a mixture of:
- a polar solvent notably chosen from esters such as (Ci-C4)alkyl (Ci-C4)alkylate, for example ethyl acetate; when the synthesis of the first step is complete, the additional solvent is removed and a mixture of i) and ii) in the liquid fatty substance is obtained;
- the polymerization may be performed directly in said oil, which thus also acts as synthesis solvent.
- the synthesis medium of the first step is a mixture of liquid fatty substance such as iii) and notably isododecane with an additional solvent notably chosen from linear or branched hydrocarbon-based aliphatic-chain esters containing from 3 to 8 carbon atoms in total, such as ethyl acetate, methyl acetate, propyl acetate or n-butyl acetate and notably ethyl acetate, said additional solvent being chosen to have a boiling point below that of the liquid fatty substance.
- the additional solvent is removed and a mixture of i) and ii) in the liquid fatty substance is obtained.
- the monomers are preferably present in the synthesis medium of the first step, before polymerization, in a proportion of from 15% to 45% by weight.
- the total amount of the monomers may be present in the solvent before the start of the reaction, or a portion of the monomers may be added gradually as the polymerization reaction proceeds.
- the polymerization is preferably performed at a temperature ranging from 70 to 110°C and at atmospheric pressure.
- cosmetic active agent(s) vi) chosen from f) to j) as defined previously in the dispersion (A)
- they may be added during the first step; according to another variant, said cosmetic active agent(s) vi) are added during the second step or after the second step; according to another variant, said cosmetic active agent(s) vi) are added during the third step or after the third step, preferably during the third step; if the active agent(s) are water-soluble, they are preferably found in composition (B) if said composition (B) as defined previously contains water v).
- composition (B) contains A1) a monomer mixture (M) containing:
- the composition (B) contains A2) monomers a 3 ) as defined previously, preferably of formula (5) and more particularly acrylic acid.
- the stabilizer ii) is preferably present in the mixture before polymerization of the monomers of the polymer of the particles i). However, it is also possible to add it continuously, notably when the monomers of the particles i) are also added continuously.
- Use may be made of from 0.1 % to 50% by weight, particularly from 0.3% to 30% by weight, more particularly from 0.5% to 10% by weight of the stabilizer(s), relative to the total weight of monomers used (stabilizers ii) + polymer particles i)), and preferably from 0.9% to 6.3% by weight, relative to the total weight of monomers used.
- the polymer particle dispersion (A) advantageously comprises from 8% to 40% by weight of solids relative to the total weight of said dispersion and preferably from 15% to 30% by weight relative to the total weight of said dispersion.
- the composition according to the invention preferably comprises a content of solids (or active material) of polymers of particle i) + dispersing polymers ii) ranging from 5% to 60% by weight, relative to the total weight of the dispersion (A), and preferably ranging from 8% to 40% by weight, notably 15% to 30% by weight relative to the total weight of the dispersion (A).
- the statistical stabilizing polymer ii) is prepared in a first step. This stabilizing polymer is soluble in an apolar organic solvent of alkane type, such as isododecane.
- the at least two particles of different chemical composition i) are synthesized sequentially in the presence of the stabilizing polymer ii).
- the stabilizing polymer ii) may be prepared by radical polymerization optionally in the presence of a polymerization initiator vi) as defined previously.
- the particles i1) resulting from the polymerization of monomers ai) and/or a 2 ), and as), preferably ai) and as), more preferentially a”’i) and as), are first prepared in the first step, and particles i2) resulting from the polymerization of a mixture of monomers ai) and/or a 2 ), and a 3 ), which is different from the one used for i1), or of monomers a 3 ), such as those defined previously, are then prepared.
- the dispersions (A) according to the invention are thus finally formed from polymer particles, of relatively large diameter (preferably greater than 50 nm), and give filmforming deposits that are resistant to fatty substances at the observation temperature (25°C).
- said dispersion is in oily medium and may contain water v), it becomes easy to formulate it in cosmetic compositions based on oily medium commonly used in cosmetics, in particular in the fatty phases of emulsions, but also in the aqueous phases of emulsions to enable the dissolution of water-soluble or hydrophilic active agents.
- the process is performed according to the following three steps:
- a subject of the invention is also a polymer material (C), obtained by evaporation of the water v) - if present in the medium - and of the liquid fatty substance(s) iii) of the dispersion (A) as defined previously.
- the material (C) comprises one or more polyol(s) in an amount of greater than or equal to 5% by weight and less than 95% by weight relative to the total weight of the material; in particular, the amount of polyol(s) is between 10% and 90% by weight relative to the total weight of the material, more particularly between 20% and 85% by weight, more particularly between 30% and 80% by weight, relative to the total weight of the material (C).
- the process of the invention is a process for treating keratin fibres, in particular human keratin fibres, preferably the hair, which involves the application to said fibres of at least one dispersion (A) as defined previously.
- the process for treating keratin materials is a process for treating the skin and/or the eyelashes or the eyebrows involving the application to the skin and/or the eyelashes or the eyebrows of the dispersion (A) as defined previously, followed by a step of drying naturally or of drying using standard devices used in cosmetics such as a hairdryer or a heat lamp, preferably naturally.
- the process for treating keratin materials is a process for making up the skin and/or the eyelashes or the eyebrows using a step of applying the dispersion (A) optionally comprising at least one cosmetic active agent vi) chosen from the ingredients f) to j) as defined previously, notably chosen from the pigments g), and the skin-active agents h), in particular moisturizers other than iv) and/or antioxidants, preferably moisturizers, and optionally comprising at least one neutralizer viii) as defined previously.
- the dispersion (A) optionally comprising at least one cosmetic active agent vi) chosen from the ingredients f) to j) as defined previously, notably chosen from the pigments g), and the skin-active agents h), in particular moisturizers other than iv) and/or antioxidants, preferably moisturizers, and optionally comprising at least one neutralizer viii) as defined previously.
- the dispersion (A) according to the invention or the compositions, notably cosmetic compositions, containing it may also comprise a cosmetic additive chosen from fragrances, preserving agents, fillers, waxes, vitamins, ceramides, polymers other than i) and ii), and thickeners.
- a cosmetic additive chosen from fragrances, preserving agents, fillers, waxes, vitamins, ceramides, polymers other than i) and ii), and thickeners.
- the process for treating keratin materials of the invention comprises the application of the dispersion (A) to the keratin materials followed by natural drying.
- the polymer material (C) is obtained directly on the substrate, in particular on the keratin materials, notably the skin, once the water, the solvent(s) and the liquid fatty substances of the dispersion (A) have evaporated off naturally or using a suitable device such as a device which promotes evaporation by a flow of air and/or heat such as a hairdryer.
- the dispersion (A) once the dispersion (A) has been applied to the keratin materials, notably the skin, it is left to dry for at least 30 seconds, particularly between 1 minute and 30 minutes, more particularly between 5 minutes and 10 minutes.
- the dispersion (A) is applied using a spatula notably without stirring the dispersion beforehand, until filling and levelling of the surface with said spatula is obtained, the excess is removed mechanically using said spatula, followed by a step of drying or of leaving to dry naturally as defined previously.
- the process involves an additional step of removing the polymeric material (C) by scraping, notably with the fingernail of a hand, the surface of the part treated with the dispersion (A) during the first or second step, and then removing said polymeric material (C) like a film between the thumb and the index finger.
- the dispersion (A) according to the invention finds an application for caring for the skin and/or the lips.
- Step 1 Preparation of the oily dispersion comprising particles i) and stabilizer ii) prepared from acrylic acid, methyl acrylate, ethyl acrylate and isobornyl acrylate in isododecane.
- the medium is diluted with 900 g of a 60/40 by weight isododecane/ethyl acetate mixture.
- a dispersion is thus prepared containing particles i1) with 10% by weight of acrylic acid, 10% by weight of methyl acrylate, 60% by weight of ethyl acrylate and 20% by weight of isobornyl acrylate in isododecane.
- the solids content is approximately 50 wt%.
- composition B) for the preparation of the particles i2) [00254] Sodium hydroxide in pellet form is dissolved in water with magnetic stirring (250 rpm). The exothermic reaction is controlled by means of an ice bath.
- Phases B1 to B6 are added to the dispersion obtained in step 1 in a ratio of 60% by weight to 40% by weight of the dispersion obtained in step 1 , with stirring at room temperature (25°C). The stirred mixture obtained is heated for several hours (about 7 hours) at 90°C. The medium is allowed to return to room temperature.
- polyol (glycerol) is added to the medium obtained in step 2 in the amounts shown below; the tests correspond to an amount of polyol (glycerol) of 70% by weight when the film is dry.
- compositions B1 to B6 are then applied to a substrate.
- the substrate chosen is Bioskin® (reference K520 bioskin plate # 10-04-smooth and flight surf thickness 2 mm).
- An incision is made on the substrate using a scalpel to create an artificial wrinkle.
- a 100 pm wet film of each of the compositions 1 to 6, or T to 6’, respectively, is deposited on the support with a film spreader.
- the film is allowed to air dry at room temperature for at least 12 hours and the thickness of the film is measured by OCT (Ganymede Optical Coherence Tomography from Thorlabs) at the point where the incision (wrinkle) is the deepest (along the z-axis).
- compositions 1 to 6 of the invention comprising a polyol such as glycerol as opposed to 80% for compositions 1’ to 6’ outside the invention, in which the polyol has been replaced with water. Significant and lasting filling of the incision is thus observed with the compositions of Examples 1 to 6.
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- Cosmetics (AREA)
Abstract
La présente invention concerne une dispersion (A) comprenant au moins deux particules i) constituées d'un polymère de monomères éthyléniques, ii) au moins un stabilisant comprenant au moins un groupe cycloalkyle en C3 à C12, iii) au moins une substance grasse hydrocarbonée qui est liquide à 20 °C et 1 atmosphère, iv) au moins un polyol qui est liquide à 20 °C et 1 atmosphère et éventuellement v) de l'eau. L'invention concerne également un procédé de traitement de matières kératiniques, notamment de matières kératiniques humaines telles que la peau, les cils ou les sourcils, impliquant l'application sur lesdites matières d'au moins une dispersion (A) ; un procédé de préparation de la dispersion (A), le procédé de préparation de la dispersion (A) et le matériau polymère (C). La dispersion (A) et le procédé de traitement des matières kératiniques tels que définis ci-dessus permettent d'obtenir notamment un traitement desdites matières pour le comblement d'irrégularités cutanées telles que des rides ou des ridules.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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FR2113184 | 2021-12-09 | ||
FR2113184A FR3130131B1 (fr) | 2021-12-09 | 2021-12-09 | Dispersion comprenant une particule polymerique, un agent stabilisant a groupe cycloalkyle, une huile, et un polyol, procede de traitement des matieres keratiniques mettant en œuvre la dispersion |
Publications (1)
Publication Number | Publication Date |
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WO2023104727A1 true WO2023104727A1 (fr) | 2023-06-15 |
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Family Applications (1)
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PCT/EP2022/084446 WO2023104727A1 (fr) | 2021-12-09 | 2022-12-05 | Dispersion comprenant une particule polymère, un stabilisant portant un groupe cycloalkyle, une huile et un polyol, et procédé de traitement de matières kératiniques à l'aide de la dispersion |
Country Status (2)
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FR (1) | FR3130131B1 (fr) |
WO (1) | WO2023104727A1 (fr) |
Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1362795A (fr) | 1962-05-21 | 1964-06-05 | Lucas Industries Ltd | Appareil de combustion |
EP0749747A1 (fr) | 1995-06-21 | 1996-12-27 | L'oreal | Composition comprenant une dispersion de particules de polymères dans un milieu non aqueux |
WO2008155059A2 (fr) | 2007-06-19 | 2008-12-24 | Cognis Ip Management Gmbh | Mélanges d'hydrocarbures et leur utilisation |
FR2924615A1 (fr) | 2007-12-07 | 2009-06-12 | Vivacy Soc Par Actions Simplif | Hydrogel cohesif biodegradable. |
WO2010046229A1 (fr) | 2008-10-24 | 2010-04-29 | L'oreal | Dispersion de particules souples de polymère, composition cosmétique la comprenant et procédé de traitement cosmétique |
FR2949677A1 (fr) * | 2009-09-08 | 2011-03-11 | Oreal | Composition cosmetique fluide comprenant un copolymere ethylenique sequence et un ou plusieurs alcanes lineaires volatils |
FR2972630A1 (fr) * | 2011-03-18 | 2012-09-21 | Oreal | Composition cosmetique comprenant une dispersion de particules de polymere ethylenique stabilise en surface par un polymere sequence, et procede de traitement cosmetique |
WO2014077519A1 (fr) | 2012-11-13 | 2014-05-22 | 주식회사 제닉 | Composition cosmétique sous forme d'hydrogel collant |
WO2015091513A1 (fr) | 2013-12-17 | 2015-06-25 | L'oreal | Dispersion de particules de polymère dans un milieu non aqueux et son utilisation cosmétique |
FR3029786A1 (fr) | 2014-12-16 | 2016-06-17 | Oreal | Dispersion de particules de polymere dans un milieu non aqueux et utilisation en cosmetique |
FR3030256A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Compositon sous forme d'une emulsion inverse comprenant des particules de polymere, au moins un tensioactif et de l'eau |
FR3030265A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Composition comprenant des particules polymeriques, une huile hydrocarbonee et un pigment particulier, et procede la mettant en oeuvre |
FR3030263A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Composition comprenant des particules polymeres, une huile hydrocarbonee et une resine siliconee, et procede la mettant en oeuvre |
FR3104992A1 (fr) * | 2019-12-20 | 2021-06-25 | L'oreal | Procédé de coloration des matières kératiniques mettant en œuvre une dispersion huileuse particulière et au moins deux composés aminés différents l’un de l’autre |
-
2021
- 2021-12-09 FR FR2113184A patent/FR3130131B1/fr active Active
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2022
- 2022-12-05 WO PCT/EP2022/084446 patent/WO2023104727A1/fr unknown
Patent Citations (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1362795A (fr) | 1962-05-21 | 1964-06-05 | Lucas Industries Ltd | Appareil de combustion |
EP0749747A1 (fr) | 1995-06-21 | 1996-12-27 | L'oreal | Composition comprenant une dispersion de particules de polymères dans un milieu non aqueux |
WO2008155059A2 (fr) | 2007-06-19 | 2008-12-24 | Cognis Ip Management Gmbh | Mélanges d'hydrocarbures et leur utilisation |
FR2924615A1 (fr) | 2007-12-07 | 2009-06-12 | Vivacy Soc Par Actions Simplif | Hydrogel cohesif biodegradable. |
WO2010046229A1 (fr) | 2008-10-24 | 2010-04-29 | L'oreal | Dispersion de particules souples de polymère, composition cosmétique la comprenant et procédé de traitement cosmétique |
FR2949677A1 (fr) * | 2009-09-08 | 2011-03-11 | Oreal | Composition cosmetique fluide comprenant un copolymere ethylenique sequence et un ou plusieurs alcanes lineaires volatils |
FR2972630A1 (fr) * | 2011-03-18 | 2012-09-21 | Oreal | Composition cosmetique comprenant une dispersion de particules de polymere ethylenique stabilise en surface par un polymere sequence, et procede de traitement cosmetique |
WO2014077519A1 (fr) | 2012-11-13 | 2014-05-22 | 주식회사 제닉 | Composition cosmétique sous forme d'hydrogel collant |
WO2015091513A1 (fr) | 2013-12-17 | 2015-06-25 | L'oreal | Dispersion de particules de polymère dans un milieu non aqueux et son utilisation cosmétique |
FR3029786A1 (fr) | 2014-12-16 | 2016-06-17 | Oreal | Dispersion de particules de polymere dans un milieu non aqueux et utilisation en cosmetique |
FR3030256A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Compositon sous forme d'une emulsion inverse comprenant des particules de polymere, au moins un tensioactif et de l'eau |
FR3030265A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Composition comprenant des particules polymeriques, une huile hydrocarbonee et un pigment particulier, et procede la mettant en oeuvre |
FR3030263A1 (fr) * | 2014-12-18 | 2016-06-24 | Oreal | Composition comprenant des particules polymeres, une huile hydrocarbonee et une resine siliconee, et procede la mettant en oeuvre |
FR3104992A1 (fr) * | 2019-12-20 | 2021-06-25 | L'oreal | Procédé de coloration des matières kératiniques mettant en œuvre une dispersion huileuse particulière et au moins deux composés aminés différents l’un de l’autre |
Non-Patent Citations (7)
Title |
---|
"Kirk-Othmer's Encyclopedia of Chemical Technology and in Ullmann's Encyclopedia of Industrial Chemistry", 2009, WILEY-VCH VERLAG GMBH |
"Macromol. Rapid Commun.", vol. 23, 2002, CHRISTIAN DECKER, pages: 1067 - 1093 |
ANTIOXIDANTS, C. KR6HNKE ET AL.: "Ullmann's Encyclopedia of Industrial Chemistry", 2005, WILEY-VCH VERLAG GMBH, article "Pigments, Organic" |
CAS , no. 68608-12-8 |
HANSEN: "The three-dimensional solubility parameters", J. PAINT TECHNOL., vol. Solubility parameter values, 1967, pages 105 - 559 |
MACROMOL. SYMP., vol. Photopolymerization, Free Radical, 1999, pages 45 - 63 |
S. MITURA ET AL., JOURNAL OF MATERIALS SCIENCE: MATERIALS IN MEDICINE, vol. 31, no. 50, 2020, pages 50 - 14 |
Also Published As
Publication number | Publication date |
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FR3130131A1 (fr) | 2023-06-16 |
FR3130131B1 (fr) | 2023-11-17 |
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