EMULSION COMPOSITIONS CONTAINING A CARBOSILOXANE DENDRIMER COMPOUND AND A FILM-FORMING AGENT IN THE AQUEOUS PHASE

Abstract

EMULSION COMPOSITIONS CONTAINING A CARBOSILOXANE DENDRIMER COMPOUND AND AN AQUEOUS-PHASE FILM-FORMING AGENT. The invention relates to water-in-oil (w / o) emulsion compositions, preferably for skin, comprising at least one colorant, at least one carbosiloxane dendrimer compound, and at least one aqueous-phase film-forming agent, as well as methods and kits for incorporating these emulsion compositions in one or more containers or for application. Figure for abstract: none

Description

Title of the invention: EMULSION COMPOSITIONS CONTAINING A CARBO-SILOXANE DENDRIMER COMPOUND AND A FILM-FORMING AGENT IN THE AQUEOUS PHASE. FIELD OF THE INVENTION

[0001] The present invention relates to water-in-oil (w / o) emulsions (compositions) comprising an aqueous phase dispersed in a continuous oily phase, comprising at least one colorant, at least one carbosiloxane dendrimer compound in the continuous oily phase, and at least one film-forming agent in the aqueous phase, as well as methods and kits comprising these emulsion compositions in one or more containers or in application. The compositions have beneficial cosmetic properties, including improved wear resistance, sebum resistance, and / or transfer resistance. Preferably, the compositions also have matte properties. DISCUSSION OF THE CONTEXT

[0002] Currently, in the keratin-based skincare and makeup market, many products claim to offer all-day wear, resisting external factors such as sebum, mechanical friction, etc. Long-lasting lip and face products, which can be used at home, are primarily based on synthetic coating polymers in the presence of organic solvents. For example, there are known skin and lip makeup compositions containing a film-forming agent in the oil phase; these film-forming agents are often silicone resins with the INCI name: Trimethylsiloxysilicate or polypropylsilsesquioxane.

[0003] In addition to these long-lasting products, the current trend is towards semi-permanent makeup. In particular, in recent years, traditional makeup products have found themselves competing with the semi-permanent makeup market in professional salons. This is found in the areas of eye makeup (semi-permanent mascara, permanent eyelash makeup, eyelash extensions, etc.), eyebrow makeup (semi-pigmentation, also known as microblading), complexion makeup (freckles, beauty marks, or full-face enhancement, for a healthy glow or radiant complexion), and lip makeup (semi-permanent tattooing). This new trend is driving consumers to seek increasingly longer-lasting results for greater convenience (avoiding daily makeup application and removal, a healthy glow upon waking, etc.).

[0004] The object of the present invention is to propose compositions that offer an ex excellent hold of the expected cosmetic effects, in particular the colour of the makeup on keratinous materials (e.g., skin and / or lips) which can prolong the duration of the cosmetic composition on keratinous materials, and improve the hold of the cosmetic composition on keratinous materials and its resistance to external forces such as mechanical friction, sebum, oil, etc.

[0005] Furthermore, the aim of the present invention is to propose compositions which offer hold of the expected cosmetic effects, in particular of the colour and / or the mattness of the makeup on keratinous materials, associated with a good level of comfort compared to conventional systems.

[0006] Any associated patent references include: • US 11 253 462 which discloses low-wax compositions containing silicone polymers among other ingredients; • US 2020 / 0022898 which discloses film-forming compositions comprising a first random copolymer of anionic or non-ionic non-crosslinking polyacrylate and a second random copolymer of cationic non-crosslinking polyamide; • US 11,033,478 which discloses a self-curling mascara composition containing at least about 7% by weight of a water-soluble or water-dispersible nonionic copolymer which includes a cyclic amide monomer, a cyclic amine monomer and an acrylamide monomer; • US 11 253 462 which discloses compositions containing polymethyl methacrylate polymers among other ingredients; • CN 111801092 which discloses compositions for the impregnation of a material, where the compositions contain PEG or polyether-modified silicones as well as dendrimer-type silioxanes; • FR 3 104 958 which discloses compositions containing polyurethane dispersions among other ingredients; • FR 3 110 849 which discloses compositions containing polyurethane and / or acrylic dispersions among other ingredients, with little or no fat and • WO 2020 / 104502 which discloses compositions containing at least one specific phenylated silicone oil, a liposoluble film-forming polymer, a water-soluble film-forming polymer selected from vinylpyrrolidone homopolymers and copolymers and colouring materials. • US 11 058 625 which discloses compositions containing a dendritic silicone acrylate polymer and a silicone elastomer resin.

[0007] There remains a need for improved cosmetic compositions having improved properties with regard to the wear of the cosmetic composition on materials keratin and its resistance to external forces such as mechanical friction, sebum and / or oil, as well as compositions that preferably have matte properties.

[0008] Therefore, one aspect of the present invention is a composition which exhibits improved properties with respect to resistance to external forces such as at least one of the following forces: mechanical friction, sebum and oil while preferably having matte properties. Summary of the invention

[0009] The present invention relates to water-in-oil (w / o) emulsions comprising an aqueous phase dispersed in a continuous oily phase, comprising at least one colorant, at least one carbosiloxane dendrimer compound in the continuous oily phase, and at least one film-forming agent in the aqueous phase. Preferably, the composition is a composition for application to the skin. Preferably, the composition is a foundation. Also preferably, the composition further comprises at least one thickening agent and / or at least one active agent.

[0010] The present invention also relates to methods for treating, caring for, and / or applying makeup to keratinous material such as skin, by applying compositions of the present invention to the keratinous material in a sufficient quantity to treat, care for, and / or apply makeup to the keratinous material. Preferably, the composition is a composition for application to the skin. Preferably, the composition is a foundation. Also preferably, the composition further comprises at least one thickening agent and / or at least one active agent.

[0011] The present invention also relates to methods of manufacturing a water-in-oil (w / h) emulsion composition comprising an aqueous phase dispersed in a continuous oily phase, comprising a combination of at least one carbosiloxane dendrimer compound in an oily phase and at least one aqueous-phase film-forming agent in an aqueous phase during the formation of the emulsion composition.

[0012] In a particular embodiment, at least one carbosiloxane dendrimer compound is a silicone-modified carbosiloxane dendrimer compound, preferably an acrylates / polytrimethyloxymethylate copolymer.

[0013] Preferably, the composition is a composition for application to the skin. Preferably, the composition is a foundation. Also preferably, the composition further comprises at least one gelling agent, and / or at least one active agent. DETAILED DESCRIPTION OF THE INVENTION

[0014] In the following description of the invention and the claims annexed thereto, it shall be understood that the terms used have, unless otherwise stated, their meanings ordinary and usual in art.

[0015] “Approximately” as used here means to within 10% of the number indicated (for example, “ "Approximately 10%" means from 9% to 11% and "approximately 2%" means from 1.8% to 2.2%.

[0016] “At least one” means one or more and thus includes components in individual products as well as mixtures / combinations.

[0017] As used here, all the proposed ranges are intended to include each specific range within the given ranges, and all combinations of intermediate sub-ranges. Thus, a range from 1 to 5 specifically includes 1, 2, 3, 4 and 5, as well as the sub-ranges 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.

[0018] “Film-forming”, “film-forming polymer” or “film-forming agent” as used herein means a polymer or resin that leaves a film on the substrate to which it is applied, for example, after a solvent accompanying the film-forming agent has evaporated, been absorbed into the substrate and / or dissipated onto it.

[0019] “Wax” as used herein means a lipophilic fatty compound that is solid at temperature ambient temperature (25 °C) and changes from solid to liquid reversibly, having a melting point above 30 °C and, for example, above 45 °C and a hardness above 0.5 MPa at room temperature.

[0020] “Surfactant” and “emulsifier” are used interchangeably throughout throughout this report.

[0021] “Substitute” as used here means comprising at least one substitute. Non-limiting examples of substituents include atoms, such as oxygen and nitrogen atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups, and polysiloxane groups. The substituent(s) may be further substituted.

[0022] By "volatile", as used here, is meant having a flash point below about 115°C.

[0023] By "non-volatile", as used here, is meant having a flash point above about 115°C.

[0024] “Polymer” as used herein means a compound that is made up of at least two monomers.

[0025] “Mat” in compositions as used herein refers to compositions having little or no light reflection. For example, matte compositions may have average gloss properties, measured at 60° in the absence of sebum, of 10 or less, for example 9, preferably 8, 6, 5, 4 or 1 or less, including all intermediate ranges and sub-ranges such as 1-10, 1-5, 2-10, 3-8, less than 1, less than 3, less than 5, etc. Such measurements can be performed by depositing films to be tested onto a substrate (e.g., a black exfoliating P121-10N panel or a BYK No. 2810 opacity card) using a pull tab (e.g., 1 mil, 3 mil, or 6 mil thick) and an automatic pull tab. The films can then be dried and analyzed using a gloss meter (BYK: micro-TRI-gloss) at an angle of 60° or 85°.

[0026] “Exempt” or “substantially exempt” or “devoid of” as used herein means While it is preferable that no quantity of the specific component be present in the composition, it is possible for very small quantities of it to be present in the compositions of the invention, provided that these quantities do not materially affect at least one, preferably most, of the advantageous properties of the packaging compositions of the invention. Thus, for example, "free from phenyl silicone oil" means that an effective amount (i.e., an effective amount for inhibiting dullness) of phenyl silicone oil is absent from the composition (i.e., about 0% by weight), "substantially free from phenyl silicone oil" means that phenyl silicone oil is present in quantities not exceeding 0.25% by weight, and "devoid of phenyl silicone oil" means that phenyl silicone oil is present in quantities not exceeding 0.5% by weight.relative to the total weight of the composition. The same nomenclature applies to all other ingredients identified throughout the application and in this paragraph in particular, for example, (1) mattifying fillers (compositions of the invention that are "free of mattifying fillers", "substantially free of mattifying fillers" and "devoid of mattifying fillers") and (2) additional film-forming agents other than dendritic silicone acrylate and at least one aqueous-phase film-forming agent (compositions of the invention that are "free of additional film-forming agents", "substantially free of additional film-forming agents" and "free of additional film-forming agents"; or "free of additional film-forming agents in the oily phase", "substantially free of additional film-forming agents in the oily phase" and "free of additional film-forming agents in the oily phase") have meanings consistent with the discussion in this paragraph,even if they are not specifically discussed for each identified ingredient. The examples cited of the use of such language as that in this paragraph are intended to be provided as examples, not as limitations.

[0027] “Makeup result” as used herein refers to compositions where the The color remains the same or substantially the same as at the time of application, as seen with the naked eye, after a prolonged period of time. The "Makeup Result" can be assessed by evaluating the long-lasting properties using any method known in the art for evaluating such properties. For example, the Longevity can be assessed by a test involving the application of a composition to keratinous materials such as the lips and evaluating the color of the composition after an extended period. For example, the color of a composition can be evaluated immediately after application to keratinous materials such as skin, and these characteristics can then be re-evaluated and compared after a certain time. Furthermore, these characteristics can be evaluated in relation to other compositions, such as commercially available ones.

[0028] “Keratinous material” or “keratin material” means natural nails, the lips, skin such as that of the face, body, hands and the area around the eyes, and keratin fibers such as hair, eyelashes, eyebrows, human hair, as well as synthetic additions, such as false eyelashes, false eyebrows, false nails, etc.

[0029] The expression "physiologically acceptable" means compatible with a keratinous material and having a pleasant color, odor, and feel, and which does not cause unacceptable discomfort (tingling or pulling) likely to discourage a consumer from using the composition. Acceptable pH levels for the compositions of the present invention are preferably acidic, namely, below 7, preferably 6.5 or less, preferably 6.0 or less, preferably 5.5 or less, including all intermediate ranges and sub-ranges, such as, for example, 3 to 5, 4 to 6, 3 to 4.5, etc. The compositions of the present invention may be in the form of a gel composition.

[0030] “Natural compound” means any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.

[0031] “Compound of natural origin” means any compound derived from a a natural compound that has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound being modified.

[0032] “Synthetic compound” means any compound that is not a compound natural nor a compound of natural origin.

[0033] “Ambient temperature” means 25°C.

[0034] “Atmospheric pressure” means 760 mmHg, i.e. 105 pascals.

[0035] The compositions and methods of the present invention may include, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredient, component, or limitation described herein or otherwise useful. For example, the oil-phase film-forming system may consist essentially of at least one dendrimer compound of car- bosiloxane and / or the aqueous phase film-forming system may consist essentially of an aqueous phase film-forming agent (e.g., a cyclic amide-containing polymer).

[0036] For the purposes of the present invention, the "fundamental and novel property" associated with the compositions, components and processes which "consist essentially of" identified ingredients or actions is "sebum resistance".

[0037] Reference is made herein to trade names of materials comprising, in particular, polymers and optional components. The inventors herein do not intend to limit themselves to the materials described and referenced by a particular trade name. Equivalent materials (for example, those obtained from a different source under a different name or catalogue (reference) number) to those referenced by a trade name may be substituted and used in the processes described and claimed herein.

[0038] Unless otherwise stated, all percentages and ratios are calculated by weight. Unless otherwise stated, all percentages are calculated on the basis of the total weight of a composition. All component or composition levels refer to the active level of that component or composition and are understood to exclude impurities, for example, residual solvents or by-products, which may be present in commercially available sources.

[0039] All US patents or patent applications disclosed herein are expressly incorporated by reference in their entirety. FILMOGENIC IN AQUEOUS PHASE

[0040] According to the present invention, compositions comprising one or more aqueous film-forming polymers (“first film-forming polymers” or “first film-forming agents”) that are a water-soluble or water-dispersible nonionic polymer are proposed. For clarity, “water-soluble or water-dispersible nonionic” means that the polymer is nonionic. The polymer is also water-soluble or water-dispersible, particularly insofar as it can be readily stabilized in a suspension medium (e.g., water) present in the composition. Preferably, the aqueous film-forming polymer(s) are also not emulsifiers: that is, the aqueous film-forming polymers preferably do not possess sufficient emulsifying properties to stabilize an emulsion to produce a viable emulsion product.

[0041] One or more of these first film-forming polymers are part of an aqueous-phase film-forming system. The aqueous-phase film-forming system may comprise, consist essentially of, or consist of an aqueous-phase film-forming agent.

[0042] Examples of aqueous-phase film-forming polymers include, in particular, homopolymers and copolymers containing at least one (meth)acrylic acid (meth)acrylate monomer and / or at least one vinylpyrrolidone monomer such as polyvinylpyrrolidone copolymers, vinylpyrrolidone / vinyl acetate copolymers, vinyl pyrrolidone / acrylic acid copolymers, vinylpyr-rolidone / acrylate copolymers, alkyl acrylate (e.g., butyl) copolymers and hydroxyalkyl dimethicone acrylate (e.g., propyl) copolymers, styrene / acrylates / ammonium methacrylate copolymers, acrylamide / sodium acryloyldimethyltaurate copolymers, etc.; Water-soluble polysaccharides such as pectin, unmodified pullulan or cellulose compounds; polyurethanes; latex and their mixtures...

[0043] According to preferred embodiments, the at least one film-forming polymer in the aqueous phase is at least one polymer containing a cyclic amide. Preferably, the at least one polymer containing a cyclic amide also has at least one cyclic amine and / or acrylamide functionality, preferably both, although it is possible that the at least one polymer may contain neither a cyclic amine nor an acrylamide functionality.

[0044] Useful cyclic amide and cyclic amine monomers in early film-forming polymers include those having one or more aromatic or aliphatic cyclic structures. These rings can have sizes ranging from about 3 to 10, for example, 5 to 8 cyclic links.

[0045] In some embodiments, the monomers useful for forming these first film-forming polymers are polymerizable, ethylenically unsaturated monomers having a cyclic amine residue or a cyclic amide residue. Therefore, the cyclic amide monomers of these first film-forming polymers may include cyclic amide residues that are or include heterocyclic cyclic structures such as lactams and the like. These may be α-lactam, γ-lactam, γ-lactam, β-lactam, and ε-lactam. In a preferred embodiment, the cyclic amide is a pyrrolidone (a γ-lactam), in particular vinylpyrrolidone.

[0046] The useful cyclic amine residues may include any of various heterocyclic amines such as azoles, pyrroles, pyrrolidines, carbamates, and the like. In a preferred embodiment, the cyclic amine residue is an imidazole.

[0047] In some embodiments, the acrylamide monomers useful in these first film-forming polymers include those having -C3H5NO functional groups. Examples include (meth)acrylamides.

[0048] As noted above, at least one polymer containing cyclic amide preferably has at least cyclic amine and acrylamide functions, preferably the two, although it is possible that the polymer contains neither of the two functions.For example, polymers containing cyclic amide residues, but no cyclic amine or acrylamide, include, among others, vinylpyrrolidone homopolymers (polyvinylpyrrolidone or PVP, such as that marketed by BASF as Luviskol 30 or by Ashland as PVP K30L) and vinylpyrrolidone copolymers containing at least one monomer other than vinylpyrrolidone, such as, for example, substituted or unsubstituted C2 (acrylic acid) or C3 (allyl) groups, possibly in the form of esters (e.g., acrylates or methacrylates) or ethers, such as vinylpyrrolidone polymers, for example, substituted or unsubstituted C2 (acrylic acid) or C3 (allyl) groups, possibly in the form of esters (e.g., acrylates or methacrylates) or in the form of ethers, such as the vinylpyrrolidone / vinyl acetate (VP / VA) copolymer such as that marketed under the name PVP / VA S 630 L by Ashland.

[0049] In some embodiments, at least one polymer containing the cyclic amide has an average molecular weight in a range of about 10,000 daltons to about 1,000,000 daltons, including all intermediate ranges and sub-ranges such as, for example, 50,000 daltons to 500,000 daltons, 75,000 daltons to 300,000 daltons and 100,000 daltons to 250,000 daltons.

[0050] In some embodiments, at least one cyclic amide-containing polymer is a copolymer of N-vinyl pyrrolidone, methacrylamide and N-vinylimidazole.

[0051] In some embodiments, at least one cyclic amide-containing polymer may be a commercially available variety, such as LUVISET CLEAR AT3, commercially available from BASF of Ludwigshafen, Germany.

[0052] According to preferred embodiments, the compositions of the present invention are devoid of, free from, or substantially free from polyurethanes.

[0053] Preferably, the at least one aqueous-phase film-forming agent is present in the compositions of the present invention in an amount ranging from about 0.5% to about 25% by weight, preferably from about 1% to about 20% by weight, preferably from more than 2% to about 20% by weight, and preferably from about 2.5% to about 15% by weight relative to the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, from 4% to 15%, from 2.5% to 15%, from 3% to 25%, etc. Preferably, the at least one aqueous-phase film-forming agent is present in the compositions of the present invention in an amount greater than 2% by weight of the total weight of the composition.

[0054] Carbosiloxane dendrimer compound

[0055] According to the present invention, compositions including one or more compound(s)

[0056]

[0057]

[0058]

[0059]

[0060]

[0061] Carbosiloxane dendrimer(s) (“second film-forming polymers”) are proposed. One or more of these second film-forming polymers are part of the oil-phase film-forming system. The oil-phase film-forming system may comprise, consist primarily of, or consist of one or more carbosiloxane dendrimer(s). Preferably, the carbosiloxane dendrimer(s) are compounds having a backbone and at least one side chain. In the context of the present invention, the term "carbosiloxane dendrimer structure" represents a molecular structure possessing branched groups having high molecular weights, said structure having high regularity in the radial direction from the bond to the backbone. These carbosiloxane dendrimer structures are described as a highly branched siloxane-silylalkylene copolymer in Japanese patent application JP 9-171 154, as well as in US patent application 6,280 748, the entire contents of which are incorporated herein by reference. A vinyl polymer according to the invention may contain carbosiloxane dendrimer-derived motifs which can be represented by the following general formula (I): in which: - R1 represents an aryl group containing 5 to 10 carbon atoms or an alkyl group containing 1 to 10 carbon atoms; - X' represents a silylalkyl group which, when i = 1, is represented by formula (II): laugh IMV -h—'Si—j—o—Si—x: i [I 3-;v in which: • R1 is as defined above in formula (I), • R2 represents an alkylene radical containing 2 to 10 carbon atoms, • R3 represents an alkyl group containing 1 to 10 carbon atoms, • X i+1 is chosen from: a hydrogen atom, an alkyl group containing 1 to 10 carbon atoms, an aryl group containing 5 to 10 carbon atoms and a silylalkyl group defined above, of formula (II), with i = i + 1, • i is an integer from 1 to 10 that represents the generation of said si-lylalkyl group and • a' is an integer from 0 to 3. • Y represents a polymerizable organic radical group chosen from: a. Organic groups containing a methacrylic group or an acrylic group, said groups being represented by the formulas:

[0062] 7 eu n

[0063] in which: • R4 represents a hydrogen atom or an alkyl group containing 1 to 10 carbon atoms and • Represents an alkylene group containing 1 to 10 carbon atoms, such as a methylene group, an ethylene group, a propylene group, or a butylene group, with methylene and propylene groups being preferred and a. Organic groups containing a styryl group with the formula:

[0065] in which: • R6 represents a hydrogen atom or an alkyl group containing 1 to 10 carbon atoms, such as a methyl group, an ethyl group, a propyl group or a butyl group, the methyl group being preferred: • R7 represents an alkyl group containing 1 to 10 carbon atoms, • R8 represents an alkylene group containing from 1 to 10 carbon atoms, such as that a methylene group, an ethylene group, a propylene group or a butylene group, the ethylene group being preferred; • b is an integer from 0 to 4 and • c is equal to 0 or 1, so that, if c is equal to 0, -(R8 )c - represents a bond.

[0066] According to certain embodiments, R1 may represent an aryl group containing from 5 to 10 carbon atoms or an alkyl group containing from 1 to 10 carbon atoms. The alkyl group may preferably be represented by a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, an isopropyl group, an isobutyl group, a cyclopentyl group, or a cyclohexyl group. The aryl group may preferably be represented by a phenyl group and a naphthyl group. Methyl and phenyl groups are particularly preferred, and the methyl group is preferred above all others.

[0067] According to some embodiments, R2 represents an alkylene group containing from 2 to 10 carbon atoms, in particular a linear alkylene group, such as an ethylene, propylene, butylene or hexylene group; or a branched alkylene group, such as a methylmethylene, methylethylene, 1-methylpentylene or 1,4-dimethylbutylene group.

[0068] The ethylene, methylethylene, hexylene, 1-methylpentylene and 1,4-dimethylbutylene groups are preferred to all others.

[0069] According to one embodiment, R3 is selected from the methyl, ethyl, propyl, butyl and isopropyl groups.

[0070] In formula (II), i indicates the number of generations and therefore corresponds to the number of repetitions of the silylalkyl group.

[0071] For example, when the generation number is equal to 1, the carbosiloxane dendrimer can be represented by the general formula shown below, in which Y, R1, R2, and R3 are as defined above, R12 represents a hydrogen atom or is identical to R1; a1 is identical to ai. Preferably, the total average number of OR3 groups in a molecule is in the range of 0 to 7.

[0072] When the generation number is equal to 2, the carbosiloxane dendrimer can be represented by the general formula below, in which Y, R1, R2, R3, and R12 are the same as those defined above; a1 and a2 represent the a' of the indicated generation. Preferably, the total average number of OR3 groups in a molecule is in the range of 0 to 25.

[0073] When the generation number is equal to 3, the carbosiloxane dendrimer is represented by the general formula below, in which Y, R1, R2, R3, and R12 are the same as those defined above; a1, a2, and a3 represent the a' of the indicated generation. Preferably, the total average number of OR3 groups in a molecule is located in the range from 0 to 79.

[0074] A vinyl polymer containing at least one carbosiloxane dendrimer-based motif has a molecular side chain containing a carbosiloxane dendrimer structure, and may be the product of the polymerization of: A. from 0 to 99.9 parts by weight of a vinyl monomer and B. 100 to 0.1 parts by weight of a carbosiloxane dendrimer containing a radical polymerizable organic group, represented by the general formula (I) as defined above:

[0075] The vinyl-type monomer that is component (A) of the vinyl polymer having at least one carbosiloxane dendrimer-based motif is a vinyl-type monomer that contains a radically polymerizable vinyl group

[0076] There is no particular limitation to this type of monomer.

[0077] Examples of this vinyl-type monomer are given below: methacrylate of methyl, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate or methacrylate of a lower analogous alkyl; glycidyl methacrylate; butyl methacrylate, butyl acrylate, n-butyl methacrylate, isobutyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, n-hexyl methacrylate, cyclohexyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, octyl methacrylate, lauryl methacrylate, stearyl acrylate, stearyl methacrylate or higher analogous methacrylate; vinyl acetate, vinyl propionate or vinyl ester of a lower analogous fatty acid; vinyl caproate, vinyl 2-ethylhexoate, vinyl laurate, vinyl stearate or ester of a higher analogous fatty acid; styrene, vinyltoluene, benzyl methacrylate, phenoxyethyl methacrylate, vinylpyrrolidone or similar vinylaromatic monomers;methacrylamide, N-methylolmethacrylamide, N-methoxymethylmethacrylamide, isobutoxymethoxymethacrylamide, N,N-dimethylmethacrylamide or similar vinyl monomers containing amide groups; hydroxyethyl methacrylate, hydroxypropyl alcohol methacrylate or similar vinyl monomers containing hydroxyl groups; acrylic acid, methacrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid or similar vinyl monomers containing a carboxylic acid group; tetrahydrofurfuryl methacrylate, methacrylate of; butoxyethyl, ethoxydiethylene glycol methacrylate, polyethylene glycol methacrylate, polypropylene glycol monomethacrylate, hydroxybutyl vinyl ether, cetyl vinyl ether, 2-ethylhexyl vinyl ether or a similar vinyl-type monomer with ether bonds; methacryloxypropyltrimethoxysilane, poly-dimethylsiloxane containing a methacrylic group on one of its molecular ends, polydimethylsiloxane containing a styryl group on one of its molecular ends or a similar silicone compound containing unsaturated groups; butadiene; vinyl chloride; vinylidene chloride; methacrylonitrile; dibutyl fumarate; an organic salt of an amine, an ammonium salt and an alkali metal salt of methacrylic acid, itaconic acid, crotonic acid, maleic acid or fumaric acid; a radically polymerizable unsaturated monomer containing a sulfonic acid group such as a styrene-sulfonic acid group; a quaternary ammonium salt derived from methacrylic acid, such as 2-hydroxy-3-methacryloxypropyltrimethylammonium chloride and a methacrylic acid ester of an alcohol containing a tertiary amine group, such as a methacrylic acid ester of diethylamine.

[0078] Multifunctional vinyl monomers can also be used.

[0079] The following examples represent such compounds: trimethyl-lolpropane trimethacrylate, pentaerythrityl trimethacrylate, ethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, neo-pentyl glycol dimethacrylate, trimethylolpropanetrioxyethyl methacrylate, tris(2-hydroxyethyl)isocyanurate dimethacrylate, tris(2-hydroxyethyl)isocyanurate trimethacrylate, polydimethylsiloxane capped with styryl groups containing divinylbenzene groups at both ends, or similar silicone compounds containing unsaturated groups.

[0080] A carbosiloxane dendrimer, which is component (B), can be represented by formula (I) as defined above.

[0081] The following are the preferred examples of the group Y of formula (I): an acryloxymethyl group, a 3-acryloxypropyl group, a methacryloxymethyl group, a 3-methacryloxypropyl group, a 4-vinylphenyl group, a 3-vinylphenyl group, a 4-(2-propenyl)phenyl group, a 3-(2-propenyl)phenyl group, a 2-(4-vinylphenyl)ethyl group, a 2-(3-vinylphenyl)ethyl group, a vinyl group, an allyl group, a methallyl group and a 5-hexenyl group.

[0082] A carbosiloxane dendrimer according to the present invention can be represented by the formulas having the average structures below:

[0084]

[0083] Thus, according to one embodiment, the carbosiloxane dendrimer of the composition according to the present invention is represented by the following formula:

[0085]

[0086] in which: • Y, R1, R2 and R3 are as defined in formulas (I) and (II) above; • a1, a2 and a3 correspond to the definition of ai according to formula (II) and • R12 is H, an aryl group containing 5 to 10 carbon atoms or a alkyl group containing 1 to 10 carbon atoms. According to one embodiment, the carbosiloxane dendrimer of the composition according to the present invention is represented by one of the following formulas:

[0087] The vinyl polymer comprising the carbosiloxane dendrimer according to the invention can be manufactured according to the manufacturing process of a branched silalkylene siloxane described in Japanese patent application Hei 9-171 154.

[0088] For example, it can be produced by submitting an organosilicon compound containing a hydrogen atom bonded to a silicon atom, represented by the following general formula (IV): R R (IV)

[0089]

[0090]

[0091]

[0092] • RI being as defined above in formula (I), and an organosilicon compound containing an alkenyl group, to a hydrosilylation reaction. In the formula above, the organosilicon compound can be represented by 3-methacryloxypropyltris(dimethylsiloxy)silane, 3-acryloxypropyltris(dimethylsiloxy)silane, and 4-vinylphenyltris(dimethylsiloxy)silane. The organosilicon compound containing an alkenyl group can be represented by vinyltris(trimethylsiloxy)silane, vinyltris(dimethylphenylsiloxy)silane, and 5-hexenyltris(trimethylsiloxy)silane. The hydrosilylation reaction is carried out in the presence of chloroplatinic acid, a vinylsiloxane and platinum complex or a similar transition metal catalyst. A vinyl polymer containing at least one carbosiloxane dendrimer-based motif can be selected from polymers such that the carbosiloxane dendrimer-based motif is a carbosiloxane dendritic structure represented by a formula (III):

[0093]

[0094]

[0095] in which Z is a divalent organic group, "p" is equal to 0 or 1, RI is as defined above in formula (IV) and Xi is a silylalkyl group represented by formula (II) as defined above. In a vinyl polymer containing at least one carbosiloxane dendrimer-based motif, the polymerization ratio between components (A) and (B), in terms of the weight ratio between (A) and (B), is in the range of 0 / 100 to 99.9 / 0.1, or even from 0.1 / 99.9 to 99.9 / 0.1, and preferably in the range of 1 / 99 to 99 / 1. A ratio between components (A) and (B) of 0 / 100 means that the compound becomes a homopolymer of component (B). A vinyl polymer containing at least one carbo- dendrimer-based motif Siloxane can be obtained by copolymerization of components (A) and (B), or by polymerization of component (B) alone.

[0096] The polymerization can be a free radical polymerization or an ionic polymerization, but free radical polymerization is preferred.

[0097] Polymerization can be achieved by driving a reaction between components (A) and (B) in a solution for a period of 3 to 20 hours in the presence of a radical initiator at a temperature of 50 °C to 150 °C.

[0098] A suitable solvent for this purpose is hexane, octane, decane, cyclohexane or a similar aliphatic hydrocarbon; benzene, toluene, xylene or a similar aromatic hydrocarbon; diethyl ether, dibutyl ether, tetrahydrofuran, dioxane or ethers; acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone or similar ketones; methyl acetate, ethyl acetate, butyl acetate, isobutyl acetate or similar esters; methanol, ethanol, isopropanol, butanol or similar alcohols; octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, hexamethyldisiloxane, octamethyltrisiloxane or a similar organosiloxane oligomer

[0099] A radical initiator can be any compound known in the art for standard radical polymerization reactions. Specific examples of such radical initiators are 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2-methylbutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), or similar azobis-type compounds; benzoyl peroxide, lauroyl peroxide, tert-butyl peroxybenzoate, tert-butyl peroxy-2-ethylhexanoate, or a similar organic peroxide. These radical initiators can be used alone or in combination with one or more others. The radical initiators can be used in an amount of 0.1 to 5 parts by weight per 100 parts by weight of components (A) and (B). A chain transfer agent may be added.The chain transfer agent may be 2-mercaptoethanol, butyl mercaptan, n-dodecyl mercaptan, 3-mercaptopropyltrimethoxysilane, a polydimethylsiloxane containing a mercaptopropyl group or a similar mercapto-type compound; methylene chloride, chloroform, carbon tetrachloride, butyl bromide, 3-chloropropyltrimethoxysilane or a similar halogenated compound.

[0100] In the manufacture of the vinyl-type polymer, after polymerization, the residual intact vinyl monomer can be removed under vacuum heating conditions.

[0101] To facilitate the preparation of the raw material for cosmetic products, the number-average molecular weight of the vinyl polymer containing a carbosiloxane dendrimer can be chosen in the range of 3,000 to 2,000,000 and preferably between 5,000 and 800,000. It can be a liquid, a gum, a paste, of a solid, a powder or any other form. Preferred forms are solutions consisting of the dilution of a dispersion or a powder in solvents.

[0102] The vinyl polymer can be a dispersion of a vinyl-type polymer having a carbosiloxane dendrimer structure in its side molecular chain, in a liquid such as silicone oil, organic oil, alcohol or water.

[0103] The silicone oil may be a dimethylpolysiloxane having both molecular ends capped with trimethylsiloxy groups, a copolymer of methylphenylsiloxane and dimethylsiloxane having both molecular ends capped with trimethylsiloxy groups, a copolymer of methyl-3,3,3-trifluoropropylsiloxane and dimethylsiloxane having both molecular ends capped with trimethylsiloxy groups, or similar non-reactive linear silicone oils, and also hexamethylcyclotrisiloxane, octamethylcyclotetrasiloxane, decamethylcyclopenta-siloxane, dodecamethylcyclohexasiloxane, or a similar cyclic compound. In addition to non-reactive silicone oils, modified polysiloxanes containing functional groups such as silanol groups, amino groups, and polyether groups at the ends or within the molecular side chains may be used.

[0104] The organic oils may be isododecane, liquid paraffin, isoparaffin, hexyl laurate, isopropyl myristate, myristyle myristate, cetyl myristate, 2-octyldodecyl myristate, isopropyl palmitate, 2-ethylhexyl palmitate, butyl stearate, decyl oleate, 2-octyldodecyl oleate, myristyle lactate, cetyl lactate, lanolin acetate, stearyl alcohol, cetearyl alcohol, oleyl alcohol, avocado oil, almond oil, cocoa oil, jojoba oil, gum oil, sunflower oil, soybean oil, camellia oil, squalane, castor oil, cottonseed oil, coconut oil, egg yolk oil, polypropylene glycol monooleate, neopentyl glycol ethylhexanoate or a similar glycol ester oil, triglyceryl isostearate, coconut oil fatty acid triglyceride, or a similar polyhydric alcohol ester oil,polyoxyethylene lauryl ether, polyoxypropylene cetyl ether, or a similar polyoxyalkyl ether,

[0105] The alcohol can be any type suitable for use in combination with a cosmetic product raw material. For example, it can be methanol, ethanol, butanol, isopropanol or similar lower alcohols.

[0106] A solution or dispersion of the alcohol must have a viscosity between 10 and 109 mPa at 25 °C. To improve the sensory use properties in a cosmetic product, the viscosity must be between 100 and 5 x 108 mPa.s.

[0107] The solutions and dispersions can be easily prepared by mixing a vinyl polymer containing at least one carbosiloxane dendrimer-based motif with silicone oil, organic oil, alcohol, or water. Liquids may be present during the polymerization step. In this case, the remaining intact vinyl monomer must be completely removed by heat treatment of the solution or dispersion under atmospheric or reduced pressure.

[0108] In the case of a dispersion, the degree of dispersion of the vinyl-type polymer can be improved by the addition of a surfactant.

[0109] Such an agent may be hexylbenzenesulfonic acid, octylbenzenesulfonic acid, decylbenzenesulfonic acid, dodecylbenzenesulfonic acid, cetylbenzenesulfonic acid, myristylbenzenesulfonic acid or anionic surfactants of the sodium salts of these acids; octyltrimethylammonium hydroxide, dodecyltrimethylammonium hydroxide, hexadecyltrimethylammonium hydroxide, octyldimethylbenzylammonium hydroxide, decyldimethylbenzylammonium hydroxide, dioctadecyldimethylammonium hydroxide, trimethylammonium hydroxide from beef tallow, trimethylammonium hydroxide from coconut oil or a similar cationic surfactant;a polyoxyalkylene alkyl ether, a polyoxyalkylene alkylphenol, a polyoxyalkylene alkyl ester, polyoxyalkylene sorbitol ester, polyethylene glycol, polypropylene glycol, a diethylene glycol trimethylnonanol ethylene oxide additive and nonionic polyester-type surfactants, as well as mixtures.

[0110] In the dispersion, the average particle diameter of the vinyl-type polymer can be in the range of 0.001 to 100 microns and, preferably, between 0.01 and 50 microns. The reason for this is that, outside the recommended range, a cosmetic product mixed with the emulsion will not provide a sufficiently pleasant sensation on the lips or to the touch, will not have sufficient spreading properties, or a pleasant feel.

[0111] A vinyl polymer contained in the dispersion or solution may have a concentration in the range of 0.1% to 95% by weight and preferably between 5% and 85% by weight. However, to facilitate handling and preparation of the mixture, the range should preferably be between 10% and 75% by weight.

[0112] A vinyl polymer suitable for use in the invention may also be one of the polymers described in the examples of patent application EP 0 963 751.

[0113] According to a preferred embodiment, a vinyl polymer grafted with a carbosiloxane dendrimer can be the polymerization product of:

[0114] (Al) from 0 to 99.9 parts by weight of one or more acrylate or methacrylate monomer(s) and

[0115] (B 1) of 100 to 0.1 parts by weight of an acrylate or methacrylate monomer of a tris[tri(trimethylsiloxy)silylethyldimethylsiloxy]silylpropyl carbosiloxane dendrimer.

[0116] The monomers (Al) and (B 1) correspond respectively to specific monomers (A) and (B).

[0117] According to one embodiment, a vinyl polymer containing at least one carbosiloxane dendrimer-based motif may comprise a tris[tri(trimethylsiloxy)silylethyldimethylsiloxy]silylpropyl carbosiloxane dendrimer-based motif corresponding to one of the following formulas: J * ÇH, | (¾ ! Çft ( h ■ - jr " ir 0 IC^.< I CA J s V 13 r / ■ ÇHg | ÇHj J n 1 " s î i O CH. CH.

[0118] According to a preferred embodiment, a vinyl polymer containing at least one carbosiloxane dendrimer-based motif used in the invention comprises at least one butyl acrylate monomer.

[0119] According to one embodiment, a vinyl polymer may also include at least one organic fluoro group.

[0120] Structures in which polymerized vinyl motifs constitute the skeleton and dendritic structures of carbosiloxane, as well as fluoroorganic groups attached to side chains, are particularly preferred.

[0121] The fluoroorganic groups can be obtained by replacing with fluorine atoms all or part of the hydrogen atoms of the methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, cyclohexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, hexadecyl and octadecyl groups and other alkyl groups of 1 to 20 carbon atoms, and also of alkyloxyalkylene groups of 6 to 22 carbon atoms.

[0122] The groups represented by the formula -(CH2)x-(CF2)y-R13 are suggested as examples of fluoroalkyl groups obtained by substituting fluorine atoms with hydrogen atoms from alkyl groups. In the formula, the subscript "x" is 0, 1, 2, or 3, and "y" is an integer from 1 to 20. R13 is an atom or group selected from a hydrogen atom, a fluorine atom, -(CH(CF3)2-, or CF(CF3)2. These fluorine-substituted alkyl groups are illustrated by linear or branched polyfluoroalkyl or perfluoroalkyl groups represented by the formulas shown below:

[0123] -CF3, -C2F5, -nC3F7, -CF(CF3)2, nC4F9, CF2 CF(CF3)2, -nC5Fn, -nC6F13, -nC8F17, CH2 CF3, -(CH(CF3)2, CH2 CH(CF3)2 -CH2 (CF2)2 F, -CH2(CF2)3F, -CH2(CF2)4F,CH2(CF2)6 F, CH2(CF2)8F, -CH2CH2CF3, -CH2CH2(CF2)2F, -CH2CH2(CF2)3F, -CH2CH2(CF2)4F, -CH2CH2(CF2)6F, -CH2CH2(CF2)8F, -CH2CH2(CF2)1oF, -CH2CH2(CF2)12F, CH2CH2(CF2) 14F, -CH2CH2(CF2)16F, -CH2CH2CH2CF3, -CH2CH2CH2(CF2)2F, -CH2CH2CH2(CF2)2H, -CH2(CF2)4H and -CH2CH2(CF2)3H.

[0124] The groups represented by -CH2CH2 -(CF2)m -CFR14 -[OCF2 CF(CF3 )]n -OC3F7 are suggested as fluoroalkyloxyfluoroalkylene groups obtained by substituting fluorine atoms with hydrogen atoms from alkyloxyalkylene groups. In the formula, the subscript "m" is 0 or 1, "n" is 0, 1, 2, 3, 4, or 5, and R14 is a fluorine atom or CF3. These fluoroalkyloxyfluoroalkylene groups are given by way of example by the perfluoroalkyloxyfluoroalkylene groups represented by the formulas shown below:

[0125] -CH2CH2CF(CF3)-[OCF2CF(CF3)]n-OC3F7,-CH2CH2CF2CF2-[OCF2CF(CF3)]n-OC3F7.

[0126] The number average molecular weight of the vinyl polymer used in the present invention can be between 3000 and 2,000,000 and, even better, between 5000 and 800,000.

[0127] This type of fluorinated vinyl polymer can be obtained by adding: • of a vinyl monomer (M2) without a fluorinated organic group, • on a vinyl monomer (Ml) containing fluorinated organic groups and • of a carbosiloxane dendrimer (B) as defined above, of general formula (I) as defined above,

[0128] by subjecting them to copolymerization.

[0129] Thus, according to one embodiment, a composition of the invention may comprise a vinyl polymer which has at least one carbosiloxane dendrimer-based motif and which results from the copolymerization of a vinyl monomer (M1) as defined above, optionally of a vinyl monomer (M2) as defined above, and of a carbosiloxane dendrimer (B) as defined above,

[0130] said vinyl polymer having a copolymerization ratio between monomer (Ml) and monomer (M2) of 0.1 to 100:99.9 to 0% by weight, and a copolymerization ratio between the sum of monomers (Ml) and (M2) and monomer (B) of 0.1 to 99.9:99.9 to 0.1% by weight.

[0131] Vinyl monomers (Ml) containing fluorinated organic groups in the molecule are preferably monomers represented by the general formula:

[0132] (CH2)=CR15COORf.

[0133] In this formula, R15 is a hydrogen atom or a methyl group and Rf is an organic fluoro group illustrated by the fluoroalkyl and fluoroalkyloxyfluoroalkylene groups described above. The compounds represented by the formulas shown below are suggested as specific examples of component (Ml). In the formulas presented below, “z” is an integer from 1 to 4.

[0134] CH2=CCH3COO-CF3, CH2=CCH3COO-C2F5, CH2=CCH3COO-nC3F7,

[0135] CH2=CCH3COO-CF(CF3)2, CH2=CCH3COO-nC4F9,

[0136] CH2=CCH3COO-CF(CF3)2, CH2=CCH3COO-nC5Fn,

[0137] CH2=CCH3COO-nC6F13, CH2=CCH3COO-nC8F17, CH2=CCH3COO-CH2CF3,

[0138] CH2=CCH3COO-CH(CF3)2, CH2=CCH3COO-CH2CH(CF3)2,

[0139] CH2=CCH3COO-CH2 (CF2)2F, CH2=CCH3COO-CH2(CF2)2F,

[0140] CH2=CCH3COO-CH2(CF2)4F, CH2=CCH3COO-CH2(CF2)6F,

[0141] CH2=CCH3COO-CH2(CF2)8F, CH2=CCH3COO-CH2CH2CF3,

[0142] CH2=CCH3COO-CH2CH2(CF2)2F,CH2=CCH3COO-CH2CH2(CF2)3F,

[0143] CH2=CCH3COO-CH2CH2(CF2)4F,CH2=CCH3COO-CH2CH2(CF2)6F,

[0144] CH2=CCH3COO-CH2CH2(CF2)8F,CH2=CCH3COO-CH2CH2(CF2)10F,

[0145] CH2=CCH3COO-CH2CH2(CF2) 12F, CH2=CCH3COO-CH2CH2(CF2) 14F,

[0146] CH2=CCH3COO-CH2-CH2(CF2)16F, CH2=CCH3COO-CH2CH2CH2CF3,

[0147] CH2=CCH3COO-CH2CH2CH2(CF2)2H, CH2=CCH3COO-CH2(CF2)2H,

[0148] CH2=CCH3COO-CH2(CF2)4F, CH2=CCH3COO-CH2(CF2)3F,

[0149] CH2=CCH3COO-CH2CH2CF3CF2-[OCF2-CF(CF3)]z-OC3 F7,

[0150] CH2=CCH3COO-CH2CH2CF2CF2-[OCF2-CF(CF3)]z-OC3F7,

[0151] CH2=CHCOO-CF3, CH2=CHCOO-C2F5, CH2=CHCOO-nC3F7,

[0152] CH2=CHCOO-nC3F2, CH2=CHCOO-nC4F9, CH2=CHCOO-CH2CF3,

[0153] CH2=CHCOO-nC5Fl 1, CH2=CHCOO-nC6F13, CH2=CHCOO-nC8F17,

[0154] CH2=CHCOO-CH2CF3, CH2=CHCOO-CH(CF3)2, CH2=CHCOO-CH2CH(CF3)2,

[0155] CH2=CHCOO-CH2(CF2)2F, CH2=CHCOO-CH2(CF2)3F,

[0156] CH2=CHCOO-CH2(CF2)4F, CH2=CHCOO-CH2(CF2)6F,

[0157] CH2=CHCOO-CH2(CF2)8F, CH2=CHCOO-CH2CH2CF3,

[0158] CH2=CHCOO-CH2CH2(CF2)2F, CH2=CHCOO-CH2CH2(CF2)3F,

[0159] CH2=CHCOO-CH2CH2(CF2)4F, CH2=CHCOO-CH2CH2(CF2)6F,

[0160] CH2=CHCOO-CH2CH2(CF2)8F, CH2=HCOO-CH2CH2(CF2)10F,

[0161] CH2-CHCOO-CH2CH2(CF2)12F,CH2=CHCOO-CH2CH2(CF2)14F,

[0162] CH2=CHCOO-CH2CH2(CF2) 16F,CH2=CHCOO-CH2CH2CH2CF3,

[0163] CH2=CCH3COO-CH2CH2CH2 (CF2)2H, CH2=CCH3COO-CH2 (CF2)2H,

[0164] CH2=CCH3COO-CH2(CF2)4F, CH2=CCH3COO-CH2(CF2)3F,

[0165] CH2=CCH3COO-CH2CH2CF3CF2-[OCF2-CF(CF3)]z-OC3 F7,

[0166] CH2=CCH3COO-CH2CH2CF2CF2-[OCF2-CF(CF3)]z-OC3F7,

[0167] CH2=CHCOO-CF3, CH2=CHCOO-C2F5, CH2=CHCOO-nC3F7,

[0168] CH2=CHCOO-nC3F2, CH2=CHCOO-nC4F9, CH2=CHCOO-CH2CF3,

[0169] CH2=CHCOO-nC5Fl 1, CH2=CHCOO-nC6F13, CH2=CHCOO-nC8F17,

[0170] CH2=CHCOO-CH2CF3, CH2=CHCOO-CH(CF3)2, CH2=CHCOO-CH2CH(CF3)2,

[0171] CH2=CHCOO-CH2(CF2)2F, CH2=CHCOO-CH2(CF2)3F,

[0172] CH2=CHCOO-CH2(CF2)4F, CH2=CHCOO-CH2(CF2)6F,

[0173] CH2=CHCOO-CH2(CF2)8F, CH2=CHCOO-CH2CH2CF3,

[0174] CH2=CHCOO-CH2CH2 (CF2)2F,CH2=CHCOO-CH2CH2(CF2)3F,

[0175] CH2=CHCOO-CH2CH2(CF2)4F, CH2=CHCOO-CH2CH2(CF2)6F,

[0176] CH2=CHCOO-CH2CH2(CF2)8F, CH2=HCOO-CH2CH2(CF2)10F,

[0177] CH2-CHCOO-CH2CH2-(CF2)12F,CH2=CHCOO-CH2CH2(CF2)14F,

[0178] CH2=CHCOO-CH2CH2(CF2) 16F,CH2=CHCOO-CH2CH2CH2CF3,

[0179] CH2=CHCOO-CH2CH2CH2(CF2)2F,CH2=CHCOO-CH2CH2CH2(CF)2H,

[0180] CH2=CHCOO-CH2(CF2)4H,CH2=CHCOO-CH2CH2(CF2)3H,

[0181] CH2=CHCOO-CH2CH2CF(CF3)-, [OCF2-CF(CF3)]Z-OC3F7,

[0182] CH2=CHCOO-CH2CH2CF2CF2(CF3)-[OCF2-CF(CF3)]2-OC3F7.

[0183] Among these, vinyl polymers represented by the formulas presented below- The following are preferable:

[0184] CH2=CHCOO-CH2CH2(CF2)6F, CH2=CHCOO-CH2CH2(CF2)8F,

[0185] CH2=CCH3COO-CH2CH2(CF2)6F, CH2=CCH3COO-CH2CH2(CF2)8F,

[0186] CH2=CCH3COO-CH2CH2(CF2)6F, CH2=CCH3COO-CH2CH2(CF2)8F,

[0187] CH2=CHCOO-CH2CF3, CH2=CCH3COO-CH2CF3.

[0188] The vinyl polymers represented by the formulas presented below are particularly preferable: CH2=CHCOO-CH2CF3, CH2=CCHCOO-CH2CF3.

[0189] Vinyl monomers (M2) not containing organofluorine groups in the molecule may be monomers containing radically polymerizable vinyl groups, such as methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, isopropyl acrylate, isopropyl methacrylate and other lower alkyl acrylates or methacrylates; glycidyl acrylate, glycidyl methacrylate;n-butyl acrylate, n-butyl methacrylate, isobutyl acrylate, isobutyl methacrylate, tert-butyl acrylate, tert-butyl methacrylate, n-hexyl acrylate, n-hexyl methacrylate, cyclohexyl acrylate, cyclohexyl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, octyl acrylate, octyl methacrylate, lauryl acrylate, lauryl methacrylate, stearyl acrylate, stearyl methacrylate and other higher acrylates and methacrylates; vinyl acetate, vinyl propionate and other lower vinyl esters of fatty acids; vinyl butyrate, vinyl caproate, vinyl 2-ethylhexanoate, vinyl laurate, vinyl stearate and other higher fatty acid esters;styrene, vinyltoluene, benzyl acrylate, benzyl methacrylate, phenoxyethyl acrylate, phenoxyethyl methacrylate, vinylpyrrolidone and other vinylaromatic monomers; dimethylami- acrylate; noethyl, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate, diethylaminoethyl methacrylate and other aminovinyl monomers, acrylamide, methacrylamide, N-methylolacrylamide, N-methylolmethacrylamide, N-methoxymethylacrylamide, N-methoxymethylmethacrylamide, isobutoxymethoxyacrylamide, isobutoxymethoxymethacrylamide, N,N-dimethylacrylamide, N,N-dimethylmethacrylamide and other vinylamide monomers; hydroxyethyl acrylate, hydroxyethyl methacrylate, acrylic acid hydroxypropyl alcohol, methacrylic acid hydroxypropyl alcohol and other hydroxyvinyl monomers; acrylic acid, methacrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid and other vinylcarboxylic acid monomers;tetrahydrofurfuryl acrylate, tetrahydrofurfuryl methacrylate, butoxyethyl acrylate, butoxyethyl methacrylate, ethoxydiethylene glycol acrylate, ethoxydiethylene glycol methacrylate, polyethylene glycol acrylate, polyethylene glycol methacrylate, polypropylene glycol monoacrylate, polypropylene glycol monomethacrylate, hydroxybutyl vinyl ether, cetyl vinyl ether, 2-ethylhexyl vinyl ether and other vinyl monomers containing an ether bond; acryloxypropyltrimethoxysilane, methacryloxypropyltrimethoxysilane, polydimethylsiloxanes containing acryl or methacryl groups at one end, polydimethylsiloxanes containing alkenylaryl groups at one end, and other silicone compounds containing unsaturated groups; butadiene; vinyl chloride; vinylidene chloride, acrylonitrile, methacrylonitrile; dibutyl fumarate; maleic anhydride; dodecylsuccinic anhydride; acrylic glycidyl ether, methacrylic glycidyl ether, 3,4-epoxycyclohexylmethyl acrylate, methacrylate 3,4-epoxycyclohexylmethyl, alkali metal salts, ammonium salts and organic amine salts of acrylic acid, methacrylic acid, itaconic acid, crotonic acid, fumaric acid, maleic acid and other radically polymerizable unsaturated carboxylic acids, radically polymerizable unsaturated monomers containing sulfonic acid groups, such as styrene sulfonic acid,

[0190] as well as their alkali metal salts, their ammonium salts and their organic amine salts; quaternary ammonium salts derived from acrylic acid or methacrylic acid, such as 2-hydroxy-3-methacryloxypropyltrimethylammonium chloride, methacrylic acid esters of a tertiary amino alcohol, such as diethylamine ester of methacrylic acid and their quaternary ammonium salts. In addition, it is also possible to use as vinyl monomers (M2) polyfunctional vinyl monomers illustrated, for example, by trimethylolpropane triacrylate, trimethylolpropane trimethacrylate, pentaerythrityl triacrylate, pentaerythrityl trimethacrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, tetraethylene glycol diacrylate, tetraethylene glycol dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, 1,4-butanediol diacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, neopentylglycol diacrylate, neopentylglycol dimethacrylate, trimethylolpropanetrioxyethyl acrylate, trimethylolpropanetrioxyethyl methacrylate, tris(2-hydroxyethyl)isocyanurate diacrylate, tris(2-hydroxyethyl)isocyanurate dimethacrylate, tris(2-hydroxyethyl)isocyanurate triacrylate,tris(2-hydroxyethyl)isocyanurate trimethacrylate, polydimethylsiloxane in which both ends of the molecular chain are blocked by alkenylaryl groups, and other silicone compounds containing unsaturated groups.

[0191] With regard to the above-mentioned ratio in which (Ml) and (M2) are co-polymerized, the weight ratio between (Ml) and (M2) is preferably in the range of 1:99 to 100:0.

[0192] Y can be chosen, for example, from organic groups containing groups acrylics or methacrylics, organic groups containing an alkenylaryl group, or alkenyl groups containing 2 to 10 carbon atoms.

[0193] Organic groups containing acrylic or methacrylic groups and the

[0194] Alkenylaryl groups are as defined above. Examples of compounds (B) include:

[0195] Carbosiloxane (B) dendrimers can be prepared using the process for preparing branched siloxane / silalkylene copolymers described in EP 1 055 674.

[0196] For example, they can be prepared by submitting organic alkenyl silicone compounds and silicone compounds comprising hydrogen atoms bonded to the silicon, represented by formula (IV) as defined above, to a hydrosilylation reaction.

[0197] The copolymerization ratio (by weight) between monomer (B) and monomers (M1) and (M2) is preferably in the range of 1:99 to 99:1 and even better in the range of 5:95 to 95:5.

[0198] Amino groups can be introduced into the side chains of the vinyl polymer by using, included in component (M2), vinyl monomers containing amino groups, such as dimethylaminoethyl acrylate, dimethylaminoethyl methacrylate, diethylaminoethyl acrylate and diethylaminoethyl methacrylate, with subsequent modification with potassium acetate monochloride, ammonium acetate monochloride, aminomethylpropanol salt of monochloroacetic acid, triethanolamine salt of monobromoacetic acid, sodium monochloropropionate and other alkali metal salts of halogenated fatty acids;Furthermore, carboxylic acid groups can be introduced into the side chains of the vinyl polymer by using, included in component (M2), vinyl monomers containing carboxylic acids, such as acrylic acid, methacrylic acid, itaconic acid, crotonic acid, fumaric acid and maleic acid, and the like, with subsequent neutralization of the product with triethylamine, diethylamine, triethanolamine and other amines.

[0199] A fluorinated vinyl polymer may be one of the polymers described in the examples of patent application WO 03 / 045 337.

[0200] According to a preferred embodiment, a carbosiloxane dendrimer compound of the present invention can be conveyed in an oil or mixture of oils, which is / are preferably volatile, selected in particular from silicone oils and hydrocarbon-based oils, and mixtures thereof.

[0201] According to a particular embodiment, a silicone oil suitable for use in the invention may be cyclopentasiloxane.

[0202] According to another particular embodiment, a hydrocarbon-based oil suitable for use in the invention may be isododecane.

[0203] Carbosiloxane dendrimer compounds that may be particularly suitable for use in the present invention are the polymers marketed under the names TIB 4-100, TIB 4-101, TIB 4-120, TIB 4-130, TIB 4-200, FA 4002 ID (TIB 4-202), TIB 4-220, and FA 4001 CM (TIB 4-230) by Dow Corning. Particularly preferred carbosiloxane dendrimer compounds are the ACRYLATE / POLYTRIMETHYLSILOXYMETHACRYLATE COPOLYMERS marketed by Dow Corning under the name Dowsil™, such as the commercial products FA 4002 ID and FA 4004 ID, which are polymer mixtures in isododecane (approximately 40% active material).

[0204] Preferably, at least one carbosiloxane dendrimer compound is present in the compositions of the present invention in an amount ranging from about 0.5% to about 25% by weight, preferably from about 1% to about 20% by weight, preferably from about 2.5% to about 17.5% by weight and, preferably, from about 3% to about 15% by weight relative to the weight of the composition, including all intermediate ranges and sub-ranges such as, for example, 4% to 14%, 1% to 15%, 5% to 25%, etc.

[0205] According to preferred embodiments, at least one cyclic amide-containing polymer and at least one carbosiloxane dendrimer compound are present in the compositions of the present invention in a weight ratio of about 3:1 to about 1:3, preferably about 2:1 to about 1:2, and preferably about 1:1.

[0206] According to preferred embodiments, the film-forming component of the compositions of the invention is free, substantially free or devoid of film-forming agents other than an aqueous-phase film-forming agent and at least one carbosiloxane dendrimer compound.

[0207] Aqueous phase

[0208] According to preferred embodiments of the present invention, compositions comprising an aqueous phase solvent system comprising (i) water in an amount of at least about 5% by weight relative to the total weight of the composition and (ii) optionally, at least one C2-C5 monoalcohol and / or at least one polyol are provided.

[0209] According to preferred embodiments, the compositions of the present invention comprise water. Preferably, the compositions comprise at least about 5% water by weight, preferably in amounts of about 5% to about 50%, preferably from about 10% to about 45%, preferably from about 15% to about 40%, and preferably from about 20% to about 40%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges, such as, for example, from about 15% to about 40%.

[0210] Suitable C2-C5 monoalcohols, if present, include ethanol, propanol, butanol, pentanol, isopropanol, isobutanol and isopentanol. Ethanol is particularly preferred.

[0211] Suitable polyols, where appropriate, include diols (2 OH groups), triols (3 OH groups) and tetrols (4 OH groups) such as, for example, glycerol, pro-panediols, butanediols, butanetriols, pentanediols, pentanetriols, pentaneterols, etc.

[0212] Preferably, the C2-C5 monoalcohol(s) and / or polyols, if present in the compositions of the present invention in quantities ranging from about 1% to about 25%, preferably from about 2% to about 20%, preferably typically from about 3% to about 20%, and preferably from about 5% to about 20%, by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as, for example, from about 1% to about 15%.

[0213] Preferably, the aqueous solvent system of the compositions of the present invention consists essentially of, or consists of, water and, optionally, C2-C5 monoalcohols and / or polyols. Preferably, the aqueous solvent system is "free of", "devoid of", or "substantially free of" solvents other than water and, optionally, C2-C5 monoalcohols and / or polyols.

[0214] Oily phase

[0215] The present invention provides compositions comprising at least one oil. The compositions of the present invention comprise sufficient oil to form a water-in-oil emulsion, preferably more than about 5% oil, preferably more than about 10% oil, preferably more than about 12% oil, preferably more than about 15% oil, preferably more than about 20% oil, and preferably more than about 25% oil, for example from about 5% to 80% oil, preferably from about 10% to 60% oil, preferably from about 12% to 55% oil, and preferably from about 15% to 50% oil by weight relative to the total weight of the composition, including all intermediate ranges and sub-ranges.

[0216] Suitable oils include volatile and / or non-volatile oils. These oils may be any acceptable oil, including, but not limited to, silicone oils and / or hydrocarbon-based oils.

[0217] According to certain embodiments, the oil carrier comprises one or more volatile silicone oils. Examples of these volatile silicone oils include linear or cyclic silicone oils having a viscosity at room temperature less than or equal to 6 cSt and possessing 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that can be used in the invention include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane, and mixtures thereof. Other volatile oils that can be used include KF 96A with a viscosity of 6 cSt, a commercial product from Shin Etsu with a flash point of 94°C.Preferably, volatile silicone oils have a flash point of at least 40°C.

[0218] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0219] [Tables 1] Compound Flash Point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethicone 72 4.2 Glycine 1 / 2 Octamethicone 55 2.5 Podecoxylated methylisothiazolinone (D6) 93 7 Decamethylisothiazolinone (L4) 63 1.7 KF-96 A from Shin Etsu 94 6 PDMS (polymethylisothiazolinone) DC 200 (1.5 cSt) 56 1.5 from Dow Corning PDMS DC 200 (2 cSt) from Dow Corning 87 2

[0220] Furthermore, a linear volatile silicone oil may be used in the present invention. Suitable linear volatile silicone oils include those described in US Patent No. 6,338,839 and WO03 / 042221, the contents of which are incorporated herein by reference. In one embodiment, the linear volatile silicone oil is decamethyltetrasiloxane. In another embodiment, decamethyltetrasiloxane is further combined with another solvent that is more volatile than decamethyltetrasiloxane.

[0221] According to certain embodiments of the present invention, the oil carrier preferably comprises one or more non-siliconized volatile oils and may be selected from volatile hydrocarbon oils, volatile esters, and volatile ethers. Examples of these volatile non-siliconized oils include, in particular, volatile hydrocarbon oils having 8 to 16 carbon atoms and mixtures thereof, and especially C8-C16 branched alkanes such as C8-C16 isoalkanes (also known as isoparaffins), isododecane, isodecane, and, for example, oils marketed under the Isopar or Permethyl brand names. Preferably, the non-siliconized volatile oils have a flash point of at least 40 °C.

[0222] Non-limiting examples of non-siliconized volatile oils are given in Table 2 below

[0223] [Tables2] Compound Flash Point (°C) Isododecane 43 Propylene glycol n-butyl ether 60 Ethyl 3-Ethoxypropionate 58 Propylene glycol methyl ether acetate 46 Isopar L (Cn-Cu isoparaffin) 62 Isopar H (Cn-Cl2 isoparaffin) 56 Undecane 62 Tridecane 94 Isohexadecane 96

[0224] The volatility of oils / solvents can be determined using the evaporation rate indicated in US Patent Number 6,338,839, the contents of which are incorporated herein by reference.

[0225] According to other embodiments of the present invention, the oil vector comprises at least one non-volatile oil. Examples of non-volatile oils that can be used in the present invention include, in particular, polar oils such as: • vegetable oils based on hydrocarbons, with a high triglyceride content consisting of fatty acid esters of glycerol, whose fatty acids can have varying chain lengths, these chains being optionally linear or branched and saturated or unsaturated; These oils include wheat germ oil, corn oil, sunflower oil, shea butter, castor oil, sweet almond oil, macadamia oil, apricot oil, soybean oil, rapeseed oil, cottonseed oil, alfalfa oil, poppy oil, pumpkin oil, sesame seed oil, pumpkin seed oil, avocado oil, hazelnut oil, blackcurrant seed oil, evening primrose oil, millet oil, rye oil, quinoa oil, olive oil, barley oil, safflower oil, candlenut oil, passionflower oil or rosehip oil;or caprylic / capric acid triglycerides, for example those marketed by Stéa-rineries Dubois or those marketed under the names Miglyol 810, 812 and 818 by Dynamit Nobel; • synthetic oils or esters of formula R5COOR6 in which R5 represents a linear or branched higher fatty acid residue containing from 1 to 40 carbon atoms, including from 7 to 19 carbon atoms, and R6 represents a branched hydrocarbon chain containing from 1 to 40 atoms carbon, including 3 to 20 carbon atoms, such as, for example, Purcellin oil (cetostearyl octanoate), isononyl isononanoate, C12-C15 alkyl benzoate, isopropyl myristate, 2-ethylhexyl palmitate and octanoates, decanoates or ricinoleates of alcohols or polyalcohols; hydroxylated esters, for example isostearyl lactate or diisostearyl malate and pentaerythritol esters; • synthetic ethers containing 10 to 40 carbon atoms; • Fatty alcohols in the C8 to C26 range, for example oleyl alcohol, cetyl alcohol, stearyl alcohol and cetearyl alcohol and • their mixtures.

[0226] In addition, examples of non-volatile oils that can be used in the present invention include, in particular, non-polar oils such as branched and unbranched hydrocarbons and hydrocarbon waxes including polyolefins, in particular Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene and mixtures thereof.

[0227] According to preferred embodiments, the compositions of the present invention are devoid of, free from or substantially free from silicone oils, or devoid of, free from or substantially free from phenylated silicone oils (as described above).

[0228] According to preferred embodiments, the compositions of the present invention are devoid of, free from, or substantially free from waxes.

[0229] Low HLB surfactant

[0230] According to preferred embodiments of the present invention, compositions comprising at least one surfactant with a low HLB are proposed. "HLB" refers to the "hydrophilic-lipophilic balance" associated with emulsifiers / surfactants. In particular, the "HLB" value relates to the ratio of hydrophilic to lipophilic groups in the emulsifiers, as well as to the solubility of the emulsifiers. Emulsifiers with lower HLB values ​​are more soluble in oils (lipophilic material) and are more suitable for use in water-in-oil (W / O) emulsions. Emulsifiers with higher HLB values ​​are more soluble in water (hydrophilic material) and are more suitable for oil-in-water (O / W) emulsions. In the context of the present invention, "low HLB surfactant" means a surfactant having an HLB value less than or equal to 6, preferably less than 5 and preferably less than 4.Preferably, the HLB value is 3 or higher.

[0231] The low HLB surfactant is present in whole or in part in a "surfactant component" in the compositions of the present invention. According to preferred embodiments of the present invention, the surfactant component has a HLB value less than or equal to 6, preferably less than 5, and preferably less than 4. Preferably, the HLB value is 3 or more.

[0232] According to preferred embodiments, the low HLB surfactant is non-ionic.

[0233] According to preferred embodiments, the low HLB surfactant comprises a backbone and one or more pendant groups, (1) the backbone being hydrophobic and one or more pendant groups being hydrophilic, or (2) the backbone being hydrophilic and one or more pendant groups being hydrophobic. The backbone may be silicone-based or hydrocarbon-based. "Backbone" means that the surfactant comprises a main chain. "Pendant group(s)" means that one or more groups are attached to the backbone or to the main chain of the surfactant. The pendant group(s) may be silicone-based or hydrocarbon-based and may be attached at any point along the backbone or main chain, for example, at one or both ends of the chain, or at one or more points, but not at one or both ends of the chain.According to preferred embodiments, the pendant group(s) comprises one or more ester group(s) attached to the skeleton or main chain.

[0234] A preferred skeleton is a hydrophobic compound such as, for example, one or more C8-C24 fatty compounds, preferably one or more C12-C20 fatty compounds, and preferably one or more C16-C18 fatty compounds such as, for example, stearate, isostearate, laurate, etc., and a preferred pendant group for such a skeleton is a hydrophilic group such as a polyethylene glycol (PEG) polymer or a polyglyceryl polymer.

[0235] Another preferred skeleton is a hydrocarbon-based hydrophilic skeleton such as a polyethylene glycol (PEG) polymer or a polyglyceryl polymer, and a preferred pendant group for such a skeleton is a hydrophobic group such as, for example, one or more C8-C24 fatty compounds, preferably one or more C12-C20 fatty compounds and, preferably, one or more C16-C18 fatty compounds such as, for example, stearate, isostearate, laurate, etc.

[0236] The low HLB surfactant of the present invention may be a silicone surfactant, preferably comprising dimethicone (e.g., PEG-10 dimethicone or lauryl PEG-9 polydimethylsiloxyethyl dimethicone), or a non-silicone surfactant, free of dimethicone (e.g., PEG-30 dipolyhydroxystearate). The low HLB surfactant of the present invention may have alkoxylation (e.g., ethoxylation or propoxylation) through groups such as, for example, (C2H4O)- / polyethylene glycol (PEG), (C3H6O)- / polypropylene glycol (PPG), etc. Suitable emulsifiers include alkoxylated compounds, partial glycerides of alkoxylated compounds, polyglycerol compounds and mixtures thereof, etc. Polyglycerols are preferred.

[0237] Suitable polyglycerol compounds include, in particular, compounds preferably containing 2 to 20 glyceryl groups, preferably 3 to 15 glyceryl groups and preferably 4 to 10 glyceryl groups. Polyglyceryl-4 diisostearate / polyhydroxystearate / sebacate, marketed under the trade name Isolan GPS by Evonik, is particularly preferred.

[0238] The at least one low HLB surfactant, if present, is preferably present in the compositions of the present invention in an amount of about 1% to about 15%, preferably about 1.5% to about 10%, and preferably about 2% to about 8%, by weight relative to the total weight of the composition, including all ranges and sub-ranges in between.

[0239] Dye (Coloring agent)

[0240] The present invention provides compositions comprising at least one coloring agent. In preferred embodiments, the at least one coloring agent is at least one surface-treated pigment. "Surface-treated pigment" means pigments that have undergone a surface treatment of a chemical, electronic, electrochemical, mechanochemical, or mechanical nature, wholly or partially, with a surface treatment agent. Preferably, the pigments are selected from inorganic pigments or mixed inorganic / organic pigments.

[0241] Surface treatment agents may be selected from the group consisting of alkyl silanes, organotitanates, halogenated phosphonates and halogenated organosilanes. According to preferred embodiments, the pigments were surface-treated with a surface treatment agent selected from the group consisting of alkoxylated alkyl silanes such as, for example, ethoxylated and / or propoxylated C2-C8 alkyl silanes and their salts, organotitanates such as, for example, titanium salts of fatty acids such as, for example, C2-C8 alkylated titanium salts of C9-C24 fatty acids such as stearic acid, isostearic acid, oleic acid, cetearic acid, cetyl acid, etc., halogenated organophosphonates such as, for example, perfluorinated alkyl phosphonates and their salts, and halogenated organosilanes such as, for example,C2-C8 perfluorinated alkyl silanes (possibly ethoxylated and / or propoxylated) and their salts. Specific examples of suitable surface treatment agents include (1) triethoxy caprylylsilane, (2) perfluorooctyltriethoxysilane, (3) sodium perfluorohexylethylphosphonate, (4) isopropyl titanium triisosterate, (5) triethoxysilylethyl polydimethyl-siloxyethyl dimethicone, and (6) combinations thereof.

[0242] The surface-treated pigments of the present invention can be prepared using surface treatment techniques well known to a person skilled in the art or can be found commercially.

[0243] For example, the surface treatment agent with which the pigments are treated can be deposited on the pigments by solvent evaporation, chemical reaction between the molecules of the surface treatment agent, or creation of a covalent bond between the surface treatment agent and the pigments. The surface treatment can therefore be carried out, for example, by a chemical reaction of a surface treatment agent with the surface of the pigments and the creation of a covalent bond between the surface treatment agent and the pigments. An exemplary method is described, for example, in US Patent No. 4,578,266, the entire contents of which are incorporated herein by reference;

[0244] The at least one surface-treated pigment, if present, is preferably present in the compositions of the present invention in an active solids content of about 1% to about 30%, preferably about 3% to about 25%, and preferably about 5% to about 20%, by weight relative to the total weight of the composition, including all ranges and sub-ranges between them.

[0245] According to preferred embodiments of the present invention, the compositions further comprise at least one untreated coloring agent. Such coloring agents, if present, may be added to or replace the surface-treated pigment mentioned above.

[0246] According to this embodiment, the colouring agent is preferably chosen from pigments, which are not surface treated, dyes, such as lipo-soluble dyes, pearlescent pigments and pearlescent agents.

[0247] Representative fat-soluble dyes that can be used according to the present invention include Sudan Red, DC Red 17, DC Green 6, [3-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow. The fat-soluble dyes, if any, generally have a concentration of up to 40% by weight of the total weight of the composition, such as from 0.0001% to 30%, including all intermediate ranges and sub-ranges.

[0248] The pearlescent pigments that can be used according to the present invention can be selected from colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment selected from those mentioned above, and pearlescent pigments based on bismuth oxychloride. The pearlescent pigments, if any, are present in the composition in a concentration of up to 50% by weight of the total weight of the composition, for example, from 0.0001% to 40%, preferably from 0.001% to 30%, including all intermediate ranges and sub-ranges.

[0249] The untreated pigments that can be used according to the present invention can be selected from white, colored, inorganic, organic, polymeric, and non-polymer pigments. Representative examples of pigments Minerals include titanium dioxide, zirconium oxide, zinc oxide, cerium oxide, iron oxides, chromium oxides, manganese violet, ultramarine blue, chromium hydrate, and ferric blue. Representative examples of organic pigments include carbon black, D&C type pigments, and lakes based on cochineal carmine, barium, strontium, calcium, and aluminum.

[0250] Colouring agents may be present in the composition at a concentration of up to 50% by weight of the total weight of the composition, such as from 0.0001% to 40%, and furthermore, such as from 0.001% to 30%, including all intermediate ranges and sub-ranges. Thickening agent / Colorant / Active agent

[0251] Thickening agent

[0252] Preferred embodiments of the present invention provide compositions further comprising at least one thickening agent. Suitable thickening agents include agents for thickening an oily phase of a composition, agents for thickening an aqueous phase of a composition, and mixtures thereof.

[0253] According to preferred embodiments, the thickening agent is a gelling agent for the gelling water (aqueous phase) in the composition. Suitable gelling agents include any gelling agent, such as, for example, polysaccharide gums, clays, and acrylic acid (co)polymers, such as high molecular weight homo- or copolymers comprising acrylic acid, optionally crosslinked with a polyalkenyl polyether, including certain polymers identified as "carbomers" as well as amphiphilic polymers. Preferably, the gelling agent is an amphiphilic polymer or a clay, or a combination thereof.

[0254] According to preferred embodiments, the gelling agent(s) may be at least one clay. Examples of clays include clays of the smectite family, such as laponite, of the kaolinite family, kaolinite, dickite, nacrite, and possibly modified clays of the halloysite, dombassite, antigorite, berthierine, pyrophyllite, montmorillonite, beidellite, vermiculite, talc, stevensite, hectorite, saponite, chlorite, sepiolite, and illite families.

[0255] Clays are products already well known in themselves, which are described, for example, in the publication “Clay Mineralogy”, S. Caillère, S. Hénin, M. Rautureau, 2nd edition 1982, Masson, the teaching of which is included here by reference.

[0256] Natural clay is a sedimentary rock composed largely of specific minerals, generally aluminum silicates. Kaolin is therefore a natural clay.

[0257] Clays can also be synthetic. Thus, Sumecton mentioned above- underneath is a synthetic saponite.

[0258] Clays can also be chemically modified by various compounds, such as acrylic acids, polysaccharides (e.g. carboxymethyl cellulose) or organic cations.

[0259] Preferably, in the context of the present invention, clays that are cosmetically compatible and acceptable with keratinous materials are used. Clays that may be mentioned include kaolinite, montmorillonite, saponite, laponite, hectorite, and illite. Mixtures of clays and natural clays may also be used.

[0260] Natural clays that may be mentioned include green clays, particularly those rich in illite; clays rich in montmorillonite, known as fuller's earth; or clays such as bentonite; or white clays rich in kaolinite. Bentonites, or modified bentonites, include in particular those marketed under the names Bentone 38 VCG®, Bentone Gel CAO V®, Bentone 27 V®, Bentone Gel ISD V, and Bentone Gel MIO V® by the company Elementis.

[0261] As an example of a clay rich in montmorillonite, one can cite the aluminium silicate hydrate marketed under the name Gel White H® by the Rockwood company.

[0262] As an example of saponite, which belongs to the montmorillonite family, synthetic saponite can be cited, in particular the product marketed by the Kunimine company under the name Sumecton®.

[0263] We can also mention those marketed under the names Rose Talc® and Talc SG-2000® marketed by the company Nippon Talc, Luzenac Pharma M® marketed by the company Luzenac, J-68BC® of US Corporation and Micro ACE-P-3® marketed by the company Nippon Talc.

[0264] According to preferred embodiments, the gelling agent(s) may be at least one polysaccharide gum. Among polysaccharide gums, examples include those produced by microorganisms; those isolated from algae; and those from higher plants, such as homogeneous polysaccharide gums, in particular celluloses, carrageenans, gellan gum, agar-agar, xanthan gum, alginate-based compounds, in particular sodium alginate, scleroglucan gum, guar gum, etc. In general, such compounds that may be used in the present invention are chosen from those described in particular in Kirk-Othmer's Encyclopedia of Chemical Technology, Third Edition, 1982, Volume 3, pp. 896-900, and volume 15, pp. 439-458, in Polymers in Nature by EAMacGregor and CT Greenwood, published by John Wiley & Sons, Chapter 6, pp. 240-328, 1980, in the publication by Robert L. Davidson entitled Title of Water-Soluble Gums and Resins. published by McGraw Hill Book Company (1980) and in Industrial Gums - Polysaccharides and their Derivatives, edited by Roy L. Whistler, Second Edition, published by Academie Press Inc.

[0265] Preferably, where appropriate, the thickening agent(s) is / are present in the compositions of the present invention in amounts ranging from about 0.1 to about 30% by weight, preferably from 0.5 to 25% by weight, preferably from 1 to 20% and preferably from 2.5 to 15% by weight, all weights being based on the weight of the composition as a whole, including all intermediate ranges and sub-ranges such as, for example, 0.1 to 1.5%, 2 to 20%, 10 to 20%, etc.

[0266] Active agent

[0267] Preferred embodiments of the present invention provide compositions further comprising at least one active agent. Preferably, the active agent is in the aqueous phase (hydrophilic active agent), although active agents may be present in the oily phase (hydrophobic active agent).

[0268] In some embodiments, the active agent may be: • a moisturizing agent, such as a polyol such as, for example, glycerin and sugars, urea and its derivatives, such as in particular hydroxyalkyl urea, especially hydroxyalkyl urea, and mixtures thereof; • a desquamating agent, which may be a compound capable of acting directly on desquamation by promoting exfoliation, such as [3-hydroxy acids, in particular salicylic acid and its derivatives (including 5-n-octanoylsalicylic acid); α-hydroxy acids, such as glycolic acid, citric acid, lactic acid, tartaric acid, malic acid or mandelic acid; urea; gentisic acid; oligofucoses; cinnamic acid; Saphora japonica extract; resveratrol and certain jasmonic acid derivatives; or capable of acting on enzymes involved in desquamation or the degradation of corneodesmosomes, glycosidases, chymotryptic enzyme of the stratum corneum (SCCE), or even other proteases (trypsin, chymotrypsin type). Examples of mineral salt chelating agents include: EDTA; N-acyl-N.N' acid.N'-ethylencdiaminctriacetic acid; aminosulfonic compounds and in particular (N-2-hydroxyethylpiperazine-N-2-ethane)sulfonic acid (HEPES); 2-oxothiazolidine-4-carboxylic acid derivatives (procysteine); α-amino acid derivatives of the glycine type (as described in EP-0 852 949 and sodium methylglycinediacetate marketed by BASF under the trade name Trilon M); honey; sugar derivatives such as O-octanoyl-6-D-maltose and N-acetylglucosamine; . • an amino acid, which may include, for example, lysine, glycine, the sarcosine, arginine, histidine, leucine, etc.; a humectant; an anti-aging agent, which may include, for example, one or more of C-beta-D-xylopyranoside-2-hydroxypropane (Pro-Xylane), retinol, peptides, caffeine and other components that improve skin texture, any other suitable soluble / dispersible targeted active ingredient, and combinations thereof. a mattifying agent, which may include, in particular, mattifying fillers such as, for example, talc, silica, silicone elastomers and polyamides and waxes such as, for example, beeswax and co-pemicia cerifera (carnauba) wax. an antimicrobial agent, including but not limited to: 2,4,4'-trichloro-2'-hydroxydiphenyl ether (or triclosan), 3,4,4'-trichlorobanilide, phenoxyethanol, phenoxypropanol, phenoxyisopropanol, hexamidine isethionate, metronidazole and its salts, micronazole and its salts, itraconazole, terconazole, econazole, ketoconazole, saperconazole, fluconazole, clotrimazole, butoconazole, oxiconazole, sulfaconazole, sulconazole, terbinafine, ciclopirox, ciclopirox olamine, undecylenic acid and its salts, benzoyl peroxide, 3-hydroxybenzoic acid, 4-hydroxybenzoic acid, phytic acid, N-acetyl-L-cysteine, acid lipoic acid, azelaic acid and its salts, arachidonic acid, resorcinol, 2,4,4'-trichloro-2'-hydroxydiphenyl ether, 3,4,4'-trichlorocarbanalide, octopirox, octoxyglycerin, octanoylglycine, caprylyl glycol, 10-hydroxy-2-decanoic acid, dichlorophenylimidazole dioxolane and its derivatives described in patent WO 93 / 18743,Famesol and phytosphingosines and their mixtures; A pigment-modifying agent and / or skin-lightening agents, such as double-stranded RNA oligonucleotides, are useful for decreasing tyrosinase expression. Other examples include ceramides, vitamin C and its derivatives, notably vitamins CG, CP and ethyl 3-C, alpha- and beta-arbutin, ferulic acid, kojic acid, resorcinol and its derivatives, calcium sulfonate, D-pantheine, lipoic acid, ellagic acid, vitamin B3, phenylethyl resorcinol (for example, Symwhite 377® from Symrise), kiwi juice (Actinidia chinensis) marketed by Gattefosse, Paeonia suffructicosa root extract (such as the product marketed by Ichimaru Pharcos under the name Botanpi Liquid B®), and brown sugar extract (Saccharum officinarum), such as the molasses extract marketed by... Taiyo Kagaku company under the name Molasses Liquid, a mixture of un-decylenic acid and undecylenoyl phenyl alanine, such as Sepiwhite MSH® from Seppic; • a vitamin such as a vitamin A compound like retinol or retinoic acid, a vitamin B compound such as vitamin B1, B3 or B6, in particular niacinamide, a vitamin C compound such as an ascorbyl phosphate salt (e.g., magnesium or sodium), and / or their derivatives; • an ultraviolet (UV) filter such as, for example, an aminobenzoic acid derivative, a dibenzoylmethane derivative, a salicylic acid derivative, a cinnamic derivative, a [3,[3] diphenyl acrylate derivative, a benzophenone derivative, a benzylidene camphor derivative, and mixtures thereof. Examples include ethylhexyl methoxycinnamate marketed under the trade name UVINUL MC 80® by BASF, ethylhexyl salicylate marketed under the trade name NEO HELIOPAN OS® by SYMRISE, and octocrylene marketed under the trade name NEO HELIOPAN 303® by SYMRISE. • a combination of these.

[0269] Additional Additives

[0270] The composition of the invention may also include any additive commonly used in the field concerned. For example, additional film-forming agents (in addition to the carbosiloxane dendrimer compound and at least one aqueous-phase film-forming agent), waxes, dispersants such as poly(12-hydroxystearic acid), preservatives, perfumes, fillers, antioxidants, neutralizing agents, silicone elastomers, and mixtures thereof may be added. A non-exhaustive list of these ingredients can be found in US Patent Application Publication No. 2004 / 0170586, the entire contents of which are incorporated herein by reference. Other examples of suitable additional components can be found in the other references incorporated by reference in this application.Further examples of these additional ingredients can be found in the International Cosmetic Ingredient Dictionary and Handbook (9th ed. 2002). However, it is understood that preferred embodiments of the present invention include compositions that are "free", "substantially free" or "devoid" of the ingredients indicated in this paragraph such as film-forming agents and waxes as discussed above, as well as fillers, including mattifying fillers (the compositions are "free of mattifying agents", "substantially free of mattifying agents" or "devoid of mattifying agents").

[0271] A person skilled in the art shall ensure that the optional additional additives and / or their quantity are selected so that the advantageous properties of the composition according to the invention are not, or substantially not, compromised by the envisaged addition.

[0272] These substances can be selected in various ways by a person skilled in the art to prepare a composition which has the desired properties, for example, consistency or texture.

[0273] It goes without saying that the composition of the invention must be cosmetically or dermatologically acceptable, namely that it must contain a physiologically acceptable non-toxic carrier and must be able to be applied to the eyelashes of human beings.

[0274] According to preferred embodiments, methods for treating, caring for, and / or improving the appearance of the skin by applying compositions of the present invention to the skin in a sufficient quantity to treat, care for, and / or improve the skin's appearance are proposed. In accordance with these preferred embodiments, the compositions of the present invention are applied topically to the desired area of ​​the skin in a sufficient quantity to treat, care for, and / or improve the skin's appearance. The compositions can be applied to the desired area as needed, preferably once or twice a day, more preferably once a day, and are then preferably allowed to dry before being subjected to contact such as with clothing or other objects (e.g., an overcoat).Preferably, the composition is allowed to dry for approximately 1 minute or less, more preferably for approximately 45 seconds or less. The composition is preferably applied to the desired area, which should be dry or have been dried prior to application, or to which a base has been applied.

[0275] According to preferred embodiments of the present invention, compositions having improved cosmetic properties such as, for example, increased water resistance, sebum resistance, and / or transfer resistance are provided. Preferably, the composition is a skin composition. Preferably, the composition is a foundation further comprising at least one colorant, preferably a surface-treated pigment.

[0276] According to preferred embodiments of the present invention, compositions having "matte" properties are proposed, in the presence or absence of sebum tests as mentioned herein.

[0277] In the absence of sebum, the compositions may have, for example, average shine properties, measured at 60°, less than or equal to 10, for example 9, preferably less than or equal to 8, 6, 5, 4 or 1, including all intermediate ranges and sub-ranges such as 1-10, 1-5, 2-10, 3-8, less than 1, less than 3, less than 5, etc.

[0278] In the absence of sebum, the compositions may have, for example, average shine properties, measured at 85° less than or equal to 20, for example 19, preferably less than or equal to 18, 16, 15, 14 or 10, including all intermediate ranges and sub-ranges such as 10-20, 10-15, 12-20, 13-18, less than 11, less than 13, less than 15, less than 17, etc.

[0279] In the presence of sebum, the compositions may have, for example, average shine properties, measured at 60° less than or equal to 15, for example 14, preferably less than or equal to 13, 12, 11, 10, 9, 8, 6, 5, 4 or 1, including all intermediate ranges and sub-ranges such as 10-15, 6-15, 6-10, 3-8, less than 10, less than 13, less than 5, etc.

[0280] In the presence of sebum, the compositions may have, for example, average shine properties, measured at 85°, less than or equal to 25, for example 23, preferably less than or equal to 22, 21, 20, 18, 16, 15, 14 or 10, including all intermediate ranges and sub-ranges such as 10-25, 20-25, 12-20, 18-25, less than 21, less than 23, less than 15, less than 17, etc.

[0281] According to designated embodiments of the present invention, methods for manufacturing a water-in-oil (w / o) emulsion composition comprising an aqueous phase dispersed in a continuous oily phase, comprising the combination (addition) of at least one carbosiloxane dendrimer compound in the oily phase and at least one film-forming agent in the aqueous phase during the formation of the emulsion composition. Preferably, the composition is a skin composition. Preferably, the at least one carbosiloxane dendrimer compound and at least one film-forming agent in the aqueous phase are combined or added in the quantities and / or ratios mentioned above. Preferably, the composition is a foundation comprising at least one colorant, preferably a surface-treated pigment.

[0282] According to preferred embodiments of the present invention, kits comprising, in the form of separate compositions in one or more containers within the kits, (A) a composition of the present invention as described above, in particular a foundation for application to the skin, comprising at least one carbosiloxane dendrimer compound and at least one aqueous-phase film-forming agent, and (B) at least one other composition such as a primer composition, a base composition, or a top coat composition are proposed. Compositions (A) and (B) may be contained in different portions or sections of the same container within the kit. However, compositions (A) and (B) may also be contained in different containers within the kit.

[0283] Unless otherwise stated, all numbers expressing quantities of ingredients, reaction conditions, and so forth used in the description and claims shall be understood as being modified in all cases by the term "approximately". Consequently, unless otherwise stated, the numerical parameters presented in the following descriptive memorandum and the attached claims are approximations which may vary depending on the desired properties that one seeks to obtain through the present invention.

[0284] Although the numerical ranges and parameters describing the broad scope of the invention are approximations, the numerical values ​​presented in the specific examples are reported as accurately as possible. However, every numerical value inherently contains some errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the invention without thereby limiting its scope. Percentages are given on a weight basis. EXAMPLES

[0285] Example 1 - Example of a foundation composition

[0286] [Tables3] Total 100% - General Total 100% - Preferred Chemical Name / Function % by weight / weight % by weight / weight Surfactants 1-10% 1-5% Aqueous Film Forming Agent 0.5-10% 1-5% Carbosiloxane Dendrimer Compound 0.5-10% 1-5% Oils 5-50% 20-40% Colorants 1-30% 5-20% Water QS QS Monoalcohol 1-20% 3-10% Polyol 1-10% 2-8% Active Agent (e.g., vitamin) 1-20% 5-20% Clays 0.1-10% 0.1-5% Fillers 0.5-10% 1-5%

[0287] Example 2 - Comparative composition A and composition of the invention B: Dullness and transfer tests

[0288] The following compositions were prepared:

[0289] [Tables4] INCI Name Comparative Composition A Composition of the invention B WATER 35.67 21.18 Additional additives 10.44 10.44 Cellulose-based thickener 0.26 0.26 VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER (Luviset Clear AT3 - 20% active polymer in water) 14.49 DENATURED ALCOHOL 4.35 4.35 Polyglyceryl surfactant 2.61 2.61 Volatile hydrocarbon oil QS QS Clay thickener 1.31 1.31 Propylene carbonate 0.39 0.39 Filler particles 0.44 0.44 ACRYLATES / POLY-TRIMETHYLSILOXYMETHACRYLATE COPOLYMER (DOWSIL FA4004ID Silicone Acrylate) -40% active polymer in isododecane) 8.7 8.7 HYDROPHOBICALLY MODIFIED PIGMENTS 13 13

[0290] Example 2A: Measurement of gloss resistance in the presence of sebum at 60°

[0291] The prepared compositions were applied to an opacity card using a 6 mil pull tab. The compositions were then mixed with artificial sebum by combining 95% of the composition with 5% artificial sebum to make a total of 100%. This was then applied to an opacity card using a 6 mil pull tab. All films were dried at approximately 37°C and the gloss levels were recorded using a BYK micro-TRI glossmeter at an angle of 60°.

[0292] It was observed that the composition of the invention B containing VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER (Luviset Clear AT3) was initially less shiny and maintained a more matte appearance in the presence of sebum ar- tificiel.

[0293] [Tables5] Shine level (60°) + 5% sebum Composition A 7.7 34.9 Composition B 5.5 10.7

[0294] Example 2B: Measurement of gloss resistance in the presence of sebum at 85°

[0295] The prepared compositions were applied to an opacity card using a 6 mil pull tab. The compositions were then mixed with artificial sebum by combining 95% of the composition with 5% artificial sebum to make a total of 100%. This was then applied to an opacity card using a 6 mil pull tab. All films were dried at approximately 37°C and the gloss levels were recorded using a BYK micro-TRI glossmeter at an angle of 85°.

[0296] It was observed that the composition of the invention B containing VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER (Luviset Clear AT3) was initially less shiny and maintained a more matte appearance in the presence of artificial sebum.

[0297] [Tableauxô] Shine level (85°) + 5% sebum Composition A 20.6 44.1 Composition B 16 20.9

[0298] Example 2C: Resistance to transfer

[0299] 20 microlitres of compositions A and B each were applied to a forearm in a square of equivalent surface area. The compositions were left to dry for 45 minutes. Each composition was then wiped with a cotton cloth (ISO 105 F09 Crock Square).

[0300] It was observed that both formulations exhibited resistance to transfer, but the composition of invention B, which contained VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER and ACRYLATES / POLYTRIMETHYLSILOXYMETHACRYLATE COPOLYMER (DOWSIL FA4004 ID silicone acrylate), exhibited increased resistance to color transfer on cotton fabric. Example 3: CF compositions and tests

[0301] The following compositions were prepared:

[0302] [Tables?] Comparative Composition Composition C Composition according to Invention D Comparative Composition E Composition according to Invention FIN WATER 35.11 20.46 35.11 20.46 ADDITIVES 10.65 10.65 10.65 10.65 CELLULOSE THICKNESS 0.26 0.26 0.26 0.26 VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER (LUVISET CLEAR AT3 - 20% WATER ACTIVE POLYMER) — 14.65 — 14.65 DENATURED ALCOHOL 4.40 4.40 4.40 4.40 POLYGLYCERYL SURFACTANT 2.64 2.64 2.64 2.64 CLAY THICKNESS 1.32 1.32 1.32 1.32 PROPYLENE CARBONATE 0.40 0.40 0.40 0.40 VOLATILE HYDROCARBONATE OIL QS QS QS QS FILLERS AND PARTICLES WITH EFFECT 2.38 2.38 2.38 2.38 ACRYLATES / POLYTRIMETHYLSILOXYMETHACRYLATE COPOLYMER (DOWSIL SILICONE ACRYLATE FA4004 ID - 40% ACTIVE POLYMER IN ISODODECANE) 8.8 8.8 0 0 ACRYLATES / POLYTRIMETHYLSILOXYMETHACRYLATE COPOLYMER (ACRYLATE OF SILICONE DOWSIL FA4002 ID - 40% ACTIVE POLYMER IN ISODODECANE) 0 0 8.8 8.8 HYDROPHOBICALLY MODIFIED PIGMENTS 12 12 12 12

[0303] Example 3A: Resistance to removal and transfer in the presence of sebum

[0304] 20 pL of formulations C, D, E and F were applied to an artificial leather substrate white. The applied formulations were then dried at 37 °C overnight. The color of each applied formulation in the L*A*B* color space was determined using a Datacolor spectrophotometer.

[0305] The formulas were then wiped using a fabric impregnated with artificial sebum (ISO 105 F09 Control Fabrics) in two controlled movements with alternating directions and controlled force by placing the protein leather on a pressure sensor. The samples were then dried and LAB readings were taken again. The normalized AL was then calculated as follows:

[0306] [Math.l] AL normalised = iqo

[0307] Where ABS is the absolute value, Lfinal is the final L value in the LAB color space of the deposited formula, Linitial is the initial L value in the LAB color space of the deposited formula, and Lsubstrat is the L value of the substrate. Higher normalized AL values ​​correspond to a greater color change of the deposited formulation after wiping, indicating lower resistance to removal and transfer in the presence of artificial sebum. All samples were tested in triplicate, and the data are presented as a mean of normalized AL and a standard deviation of the normalized AL values.

[0308] It was observed that the compositions of invention D and F which contained VP / METHACRYLAMIDE / VINYL IMIDAZOLE COPOLYMER (Luviset Clear AT3) had lower values ​​of normalized AL, indicating increased resistance to removal and transfer in the presence of artificial sebum.

[0309] [Tables8] Composition AL standardized mean AL standardized Standard deviation Comparative C 18.22 7.93 Invention D 5.51 0.78 Comparative E 16.30 2.13 Invention F 3.46 1.16

Claims

Demands

1. Water-in-oil emulsion composition comprising an aqueous phase dispersed in a continuous oily phase, comprising at least one carbosiloxane dendrimer compound in the oily phase, at least one oil, at least one colorant, water, and at least one aqueous-phase film-forming agent in the aqueous phase, and wherein the at least one aqueous-phase film-forming agent is selected from vinylpyrrolidone homopolymers and copolymers.

2. Composition according to claim 1, wherein the composition further comprises at least one thickening agent, preferably a clay and preferably a hectorite, and / or at least one active agent, preferably a vitamin, preferably a vitamin B compound, and preferably niacinamide.

3. Composition according to any one of the preceding claims, wherein at least one coloring agent is a surface-treated pigment.

4. Composition according to any one of the preceding claims, wherein at least one carbosiloxane dendrimer compound is a silicone-modified carbosiloxane dendrimer compound, preferably an acrylates / polytrimethyloxymethylate copolymer.

5. Composition according to any one of the preceding claims, wherein at least one aqueous film-forming agent is at least one cyclic amide-containing polymer comprising a pyrrolidone monomer, a cyclic amine monomer and an acrylamide monomer copolymer, and preferably is a copolymer of N-vinylpyrrolidone, methacrylamide and N-vinylimidazole; at least one vinylpyrrolidone homopolymer; at least one copolymer comprising vinylpyrrolidone or a mixture thereof.

6. Composition according to any one of the preceding claims, wherein the weight ratio between the aqueous phase film-forming compound and the carbosiloxane dendrimer compound is from about 3:1 to about 1:3, preferably about 1:

1.

7. Composition according to any one of the preceding claims, wherein the composition has average shine properties, measured at 60° in the presence of sebum, less than or equal to 15.

8. Composition according to any one of the preceding claims, wherein the composition is substantially free of oil phenylated silicone.

9. Composition according to any one of the preceding claims, wherein the composition comprises at least about 12% by weight of oil relative to the weight of the composition.

10. A method for making up the skin comprising applying the composition according to any one of the preceding claims to the skin in a quantity sufficient to make up the skin.