LONG-LASTING COMPOSITIONS CONTAINING A SILICONE ACRYLATE COPOLYMER AND A T-MODIFIED SILICONE RESIN

Abstract

LONG-LASTING COMPOSITIONS CONTAINING A SILICONE ACRYLATE COPOLYMER AND A T-MODIFIED SILICONE RESIN Compositions comprising at least one silicone acrylate copolymer and at least one T-modified silicone resin, as well as methods of applying such compositions to a keratinous material, are provided. Figure for abstract: none

Description

Title of the invention: LONG-LASTING COMPOSITIONS CONTAINING A SILICONE ACRYLATE COPOLYMER AND A T-MODIFIED SILICONE RESIN FIELD OF THE INVENTION

[0001] The present invention relates to compositions comprising (1) at least one silicone acrylate copolymer and (2) at least one T-modified silicone resin. Among other improved or beneficial properties, these compositions have surprisingly good properties such as minimal or no flaking or cracking, good oil and / or water resistance and / or good transfer resistance properties after application. DISCUSSION OF THE CONTEXT

[0002] Many cosmetic compositions, including pigmented cosmetics such as foundations, mascaras, and lipsticks, have been formulated with the intention of possessing long-lasting properties upon application. Unfortunately, many of these compositions generally do not possess good long-lasting / transfer resistance properties as well as good application properties, good comfort properties, and / or good appearance or stability properties (e.g., consistency or uniformity of color over time).

[0003] For example, with respect to lip compositions, commercial products containing silicone resins such as MQ resins are known. These products are known to provide good long-lasting properties and / or transfer resistance. However, these products exhibit poor application properties and / or poor feel upon application (e.g., a rough feel). Therefore, a second composition (top coat) is separately applied over these products to improve the poor properties of the compositions in order to make the products acceptable to consumers. Furthermore, the top coat composition must be continually reapplied in order for the product to remain acceptable to consumers, meaning that the products are effectively not "long-lasting" as they require constant maintenance and reapplication.

[0004] US Patent Applications Nos.: 2020 / 0283628 and 2020 / 0283629 relate to compositions containing MQ resin having certain silanol requirements.

[0005] US Patent 10,744,074 relates to compositions capable of forming a multi-layer structure after application which may contain silicone acrylates as well as other silicone compounds.

[0006] US Patent Application No.: 2021 / 0401723 relates to compositions capable of forming a multi-layer structure after application which may contain T-modified MQ resin.

[0007] US Patent Application No.: 2020 / 0332065 relates to compositions containing glycerolated silicone resins.

[0008] There remains a need for improved compositions having improved cosmetic properties, particularly good properties such as minimal or no flaking or cracking, good oil and / or water resistance and / or good transfer resistance properties after application.

[0009] Therefore, one aspect of the present invention is a care and / or makeup and / or treatment composition for keratinous materials which has good cosmetic properties such as, for example, good properties such as minimal or no flaking or cracking, good oil and / or water resistance and / or good transfer resistance properties after application. Summary of the invention

[0010] The present invention relates to compositions comprising (1) at least one silicone acrylate copolymer and (2) at least one T-modified silicone resin. Preferably, such compositions further contain at least one MQ silicone resin and / or at least one glycerolated silicone resin. Also, preferably, such compositions are liquid.

[0011] The present invention also relates to anhydrous compositions comprising (1) at least one silicone acrylate copolymer and (2) at least one T-modified silicone resin. Preferably, such compositions further contain at least one MQ silicone resin and / or at least one glycerolated silicone resin. Also, preferably, such compositions are liquid.

[0012] The present invention also relates to colored compositions comprising (1) at least one coloring agent, (2) at least one silicone acrylate copolymer and (3) at least one T-modified silicone resin. Preferably, such compositions further contain at least one MQ silicone resin and / or at least one glycerolated silicone resin. Also, preferably, such compositions are liquid.

[0013] The present invention also relates to methods for treating, caring for and / or making up keratinous materials such as, for example, the lips, skin or eyelashes, by applying compositions of the present invention to a material keratinous in a quantity sufficient to treat, care for and / or make up the keratinous material.

[0014] The present invention also relates to methods of improving the appearance of keratinous materials such as, for example, lips, skin or eyelashes, by applying compositions of the present invention to a keratinous material in an amount sufficient to improve the appearance of the keratinous material.

[0015] It is to be understood that both the foregoing general description and the following detailed description are provided by way of example and explanation only, and do not limit the invention. DETAILED DESCRIPTION OF THE INVENTION

[0016] In the following description of the invention and the claims appended thereto, it is to be understood that the terms used have their ordinary and customary meanings in the art, unless otherwise specified.

[0017] “Approximately” as used herein means within 10% of the number indicated (e.g., “ “about 10%” means 9% to 11% and “about 2%” means 1.8% to 2.2%.

[0018] “At least one” means one or more and thus includes components individuals as well as mixtures / combinations.

[0019] As used herein, all proposed ranges are intended to include each specific range within the given ranges, and combinations of sub-ranges therein. Thus, a range of 1 to 5 specifically includes 1, 2, 3, 4, and 5, as well as sub-ranges such as 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.

[0020] “Film former”, “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 former has evaporated, been absorbed into, and / or dissipated on the substrate.

[0021] “Wax” as used herein means a lipophilic fatty compound that is solid at room temperature (25°C) and changes from the solid state to the liquid state reversibly, having a melting temperature above 30°C and, for example, above 45°C and a hardness above 0.5 MPa at room temperature.

[0022] “Surfactant” and “emulsifier” are used interchangeably throughout throughout this memorandum.

[0023] “Polymer” as used herein means a compound that is comprised of at least two monomers.

[0024] “Keratinous materials” include keratin-containing materials such as hair, skin, eyebrows, lips, and nails.

[0025] “Substituted” in this document (unless otherwise indicated), means comprising at least one substituent. Non-limiting examples of substituents include atonies, such as oxygen atonies and nitrogen atonies, 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, hydroxyalkyl groups and polysiloxane groups. The substituent(s) may be further substituted.

[0026] “Volatile,” as used herein, means having a flash point less than about 100°C.

[0027] “Non-volatile,” as used herein, means having a flash point greater than about 100°C.

[0028] “Anhydrous” means that the compositions contain less than 1% water. Preferably, the compositions of the present invention contain less than 0.5% water, and preferably no water (water-free).

[0029] “Transfer” as used herein means the movement of a fraction of a composition that has been applied to a keratinous material by contact with another substrate, of the same or different nature. For example, when a composition such as liquid lipstick has been applied, the composition may be transferred to the teeth or hands or cheek of another person. Regardless of the type of composition, the composition may also be transferred from the keratinous material to which it has been applied to another substrate such as napkins, collars, glasses, cups or other containers.

[0030] “Transfer resistance” as used herein refers to the quality exhibited by a composition for transfer resistance. To determine transfer resistance, the amount of composition transferred from a keratinous material to a substrate may be evaluated and compared. For example, a composition may be transfer resistant if, after application to a keratinous material such as lips, skin, or eyelashes and contact with a substrate, a majority of the composition remains on the wearer. Further, the amount transferred may be compared to that transferred by other compositions, such as commercially available compositions. In a preferred embodiment of the present invention, little or no composition is transferred to the substrate from the keratinous material.

[0031] “Long-lasting” compositions as used herein refer to compositions where the compositions, after application to a keratinous material, do not transfer or stain after contact with another substrate and retain a consistent appearance on the keratinous material for an extended period of time. “Long-lasting” compositions, as used herein, may also refer to compositions where the color remains the same or substantially the same than at the time of application, as seen with the naked eye, after an extended period of time. Long-lasting properties may be evaluated by any method known in the art for evaluating such properties. For example, long-lasting may be evaluated by a test involving the application of a composition to keratinous materials such as skin, eyelashes or lips and evaluating the color of the composition after an extended period of time. For example, the color of a composition may be evaluated immediately after application to keratinous materials and these characteristics may then be re-evaluated and compared after a period of time. In addition, these characteristics may be evaluated relative to other compositions, such as commercially available compositions.Additionally, long-lasting properties can be evaluated by applying a sample, allowing it to dry, and then abrading it to determine sample shrinkage / loss.

[0032] The composition of the present invention may be in any form, liquid or non-liquid (semi-solid, soft solid, solid, etc.). For example, it may be a paste, a solid, a gel or a cream. It may be an emulsion, such as an oil-in-water or water-in-oil emulsion, a multiple emulsion, such as an oil-in-water-in-oil emulsion or a water-in-oil-in-water emulsion, or a solid, rigid or flexible gel. The composition of the invention may, for example, comprise an external or continuous fatty phase.

[0033] “Exempt” or “substantially free” or “devoid of” as used herein means that although it is preferable that no amount of the specific component is present in the composition, it is possible that there are very small amounts thereof in the compositions of the invention provided that such amounts do not materially affect at least one, preferably most, of the advantageous properties of the compositions of the invention.Thus, for example, "free of animal-derived ingredients" means that an effective amount (i.e., greater than trace amounts) of animal-derived ingredients is omitted from the composition (i.e., about 0% by weight), "substantially free of animal-derived ingredients" means that one or more animal-derived ingredients is / are present in amounts not greater than 0.1% by weight, and "free of animal-derived ingredients" means that one or more animal-derived ingredients is / are present in amounts not greater than 0.25% by weight, based on the total weight of the composition.Thus, for example, "surfactant-free" means that an effective amount of surfactant is omitted from the composition (i.e., about 0% by weight), "substantially surfactant-free" means that a surfactant is present in amounts not greater than 0.1% by weight, and "surfactant-free" means that a surfactant is present in amounts not greater than 0.25% by weight, based on the total weight of the composition. The same nomenclature applies to all other identified ingredients. throughout the application and in this paragraph, such as, for example, wax (compositions of the invention that are "wax-free," "substantially wax-free," and "wax-free" have meanings consistent with the discussion within this paragraph), even if not specifically stated for each identified ingredient. The examples discussed of the use of such language as that in this paragraph are intended to be provided by way of example, not limitation.

[0034] “Physiologically acceptable” means compatible with keratinous material and having a pleasant color, odor, and feel, and which does not cause unacceptable discomfort that would discourage a consumer from using the composition. Acceptable pH levels for the compositions of the present invention are preferably acidic, i.e., less than 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.

[0035] “Natural compound” means any compound derived directly from a natural substance such as a plant without having undergone any chemical modification.

[0036] “Naturally occurring compound” means any compound derived from a natural compound which has undergone one or more chemical modifications, for example by organic synthesis reaction, without the properties of the natural compound having been modified.

[0037] “Synthetic compound” means any compound that is not a compound natural nor a naturally occurring compound.

[0038] “Room temperature” means 25°C.

[0039] “Atmospheric pressure” means 760 mmHg, i.e. 105 pascals.

[0040] “Liquid” means a composition that can be conformed to a container in which it is placed.

[0041] The compositions and methods of the present invention may comprise, consist of, or consist essentially of the essential elements and limitations of the invention described herein, as well as any additional or optional ingredients, components, or limitations described herein or otherwise useful. For example, the film-forming system or component may consist essentially of (1) at least one silicone acrylate copolymer, (2) at least one T-modified silicone resin, and (3) optionally at least one MQ silicone resin and / or at least one glycerolated silicone resin. Similarly, the oil system or oil component may consist essentially of, or consist of, silicone oils or volatile oils.

[0042] For the purposes of the present invention, the “fundamental and novel property” associated with the compositions, components and methods which “consist essentially of” the identified ingredients or actions is “combined long-lasting wear and flexibility”.

[0043] Reference is made herein to trade names of materials including, but not limited to, polymers and optional components. The inventors do not intend herein to be limited to the materials described and referenced by a certain trade name. Equivalent materials (e.g., those obtained from a different source under a different catalog name or (reference) number) to those referenced by a trade name may be substituted and used in the methods described and claimed herein.

[0044] All percentages and ratios are, unless otherwise indicated, calculated by weight. All percentages are, unless otherwise indicated, calculated based on the total weight of a composition. All levels of component or composition refer to the active level of that component or composition, and are exclusive of impurities, e.g., residual solvents or by-products, which may be present in commercially available sources. SILICONE ACRYLATE COPOLYMER

[0045] According to the present invention, compositions including at least one silicone acrylate copolymer are provided. Silicone acrylate copolymers are polymers containing siloxane group(s) and hydrocarbon group(s). For example, suitable polymers include polymers comprising a hydrocarbon backbone such as, for example, a backbone selected from vinyl polymers, methacrylic polymers and / or acrylic polymers and at least one chain selected from pendant siloxane groups, and polymers comprising a backbone of siloxane groups and at least one pendant hydrocarbon chain such as, for example, pendant vinyl, methacrylic and / or acrylic group(s).Suitable silicone acrylate copolymers may comprise at least about 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80% or 90% silicone (siloxane groups) by weight, and may comprise at least about 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80% or 90% acrylate (hydrocarbon groups) by weight.

[0046] The at least one silicone acrylate copolymer may be chosen from silicone / (meth)acrylate copolymers, such as those described in US Patent Nos.: 5,061,481, 5,219,560 and 5,262,087, and US Patent Application No.: 2012 / 0301415.

[0047] The at least one silicone acrylate copolymer may be chosen from polymers derived from non-polar silicone copolymers comprising repeating units of at least one polar (meth)acrylate unit and vinyl copolymers grafted with at least one non-polar silicone chain. Non-limiting examples of These non-dendrimer copolymers are acrylates / dimethicone copolymers such as those commercially available from Shin-Etsu, for example, products marketed under the trade names KP-545 (cyclopentasiloxane (and) acrylates / dimethicone copolymer), KP-543 (butyl acetate (and) acrylates / dimethicone copolymer), KP-549 (methyl trimethicone (and) acrylates / dimethicone copolymer), KP-550 (INCI name: isododecane (and) acrylate / dimethicone copolymer), KP-561 (acrylates / stearyl acrylate / dimethicone acrylate copolymer), KP-562 (acrylates / behenyl acrylate / dimethicone acrylate copolymer), and mixtures thereof.Other examples include the acrylate / dimethicone dendrimer copolymers marketed by Dow Corning under the trade names FA 4001 CM SILICONE ACRYLATE (cyclopentasiloxane (and) acrylates / trimethylpolysiloxymethacrylate copolymer) and FA 4002 ID SILICONE ACRYLATE (isodecane (and) acrylates / trimethylpolysiloxymethacrylate copolymer), and mixtures thereof.

[0048] Non-limiting examples of such polymers and their synthesis are disclosed, for example, in U.S. Patent Nos.: 4,972,037, 5,061,481, 5,209,924, 5,849,275 and 6,033,650, and PCT Application Nos.: WO 93 / 23446, WO 95 / 06078 and WO 01 / 32737. These polymers may be sourced from various companies. One such company is Minnesota Mining and Manufacturing Company which offers these types of polymers under the trade names "Silicone Plus" polymers (e.g., poly(isobutyl methacrylate-co-methyl FOSEA)-g-poly(dimethylsiloxane), marketed under the trade name SA 70-5 IBMMF).

[0049] Other non-limiting examples of useful silicone acrylate copolymers include silicone / acrylate graft terpolymers, e.g., the copolymers described in PCT Application No.: WO 01 / 32727.

[0050] Other useful polymers may include those described in U.S. Patent No. 5,468,477. A non-limiting example of such polymers is poly(dimethylsiloxane)-g-poly(isobutyl methacrylate), which is commercially available from 3M under the trade name VS 70 IBM.

[0051] The silicone acrylate copolymer is preferably present in the compositions of the present invention at an active solids content of from about 0.5% to about 25%, preferably from about 1% to about 20%, preferably from about 1.5% to about 15%, preferably from about 2% to about 10%, and preferably from about 2.5% to about 7.5%, by weight based on the total weight of the composition, including all intermediate ranges and sub-ranges. It is to be understood that acceptable ranges of silicone acrylate copolymer present in the compositions of the invention include 3% to 6%, 2% to 10%, 1% to 5%, 15% to 25%, 15% to 20%, 10% to 20%, by weight based on the weight of the composition. T-MODIFIED SILICONE RESIN

[0052] In accordance with the present invention, compositions comprising at least one T-modified silicone resin are provided. By "T-modified silicone resin" is meant a silicone resin which comprises, in its chemical structure, one or more trifunctional units (T units) as well as one or more other units (M, D and / or Q) as described with respect to the nomenclature of silicone resins in the present application. Preferably, the at least one T-modified silicone resin comprises at least two of these units, most preferably at least three of these units, with resins containing M, T and Q units being most preferred.

[0053] The nomenclature for silicone resins is known in the art as the "MDTQ" nomenclature, whereby a silicone resin is described according to the various monomeric siloxane units that comprise the polymer. Each letter in "MDTQ" denotes a different type of unit. Trifunctional units (or T units) are part of this known nomenclature.

[0054] According to preferred embodiments, the at least one T-modified silicone resin is based on a siloxysilicate resin. A non-limiting example of a siloxysilicate resin is trimethylsiloxysilicate (MQ), which can be represented by the following formula:

[0055] [(CH3)3SiO]x(SiO4 / 2)y

[0056] wherein x and y may, for example, range from 50 to 80. These non-T-modified siloxysilicates are commercially available from General Electric, Dow Corning, Wacker, Milliken, Siltech, Grant Industries, Momentive and Shin-Etsu Silicones under the trade name Resin MQ®.

[0057] According to preferred embodiments, the at least one T-modified silicone resin is a T-modified MQ resin in which at least one of the methyl groups of the M unit is replaced by a T unit. Suitable T units for such replacements include, but are not limited to, polysilsesquioxanes of the formula ((R)SiO3 / 2)x (T units) in which x is greater than 100, in which the R groups may independently be lower C1-C8 alkyl groups, such as substituted or unsubstituted, branched or straight C1-C8 alkyl groups, such as, for example, methyl, ethyl, propyl, butyl, etc., preferred groups being C1-C6 groups, preferably C1-C4 groups, preferably C1-C3 groups, and / or C3-C8 cyclic groups such as, for example, substituted or unsubstituted phenyl groups or C5-C6 cycloalkyl groups: polymethylsilsesquioxanes which are polysilsesquioxanes in which R is a methyl group; polypropylsilsesquioxanes in which R is a propyl group; and polyphenylsilsesquioxanes in which R is a phenyl group. Of . Preferably, the MQ resin is modified with one or more polymethylsilsesquioxanes. An example of a T-modified MQ resin is GRANRESIN MQI-T50 resin from Grant Industries.

[0058] According to preferred embodiments of the invention, the at least one T-modified silicone resin is preferably present in an active solids content amount ranging from about 0.5% to about 25%, preferably from about 1% to about 20%, preferably from about 1.5% to about 15%, preferably from about 2% to about 10%, and preferably from about 2.5% to about 7.5%, by weight, based on the total weight of the composition, including all intermediate ranges and sub-ranges. It is to be understood that acceptable ranges of T-modified silicone resin present in the compositions of the invention include 3%-6%, 2%-10%, 1%-5%, 15%-25%, 15%-20%, 10%-20% etc., by weight based on the weight of the composition.

[0059] Preferably, the weight ratio of active material between (1) silicone acrylate copolymer and (2) T-modified silicone resin is from about 7:1 to about 1:7, from about 5:1 to about 1:5, from about 3:1 to about 1:3, and from about 2:1 to about 1:2 including any range of ratios therein, such as about 1:1 and / or which can be discerned using the amounts of ingredients in the examples of this application as the end of a range. Preferably, the amount of silicone acrylate copolymer present in the compositions of the present invention is greater than that of T-modified silicone resin.

[0060] MQ SILICONE RESIN AND / OR GLYCEROLATED SILICONE RESIN

[0061] In accordance with preferred embodiments of the present invention, compositions optionally further comprising at least one MQ silicone resin and / or at least one glycerolated silicone resin are provided. In accordance with such preferred embodiments, the compositions of the present invention comprise a film-forming component comprising, consisting of, or consisting essentially of, at least one silicone acrylate copolymer, at least one T-modified silicone resin, and at least one MQ silicone resin and / or at least one glycerolated silicone resin. Accordingly, the film-forming components of these preferred embodiments may contain, for example, any number of silicone acrylate copolymers, T-modified silicone resins, and MQ and / or glycerolated silicone resins, such as from 1 to 10 of such copolymers / resins, from 1 to 5 of such resins / copolymers, from 1 to 3 of such resins / copolymers, etc.

[0062] By "MQ silicone resin" is meant a resin which (1) comprises, in its chemical structure, only monomeric siloxane units M and Q which compose the polymer and (2) does not comprise glycerolation. These resins are distinguished from T-modified silicone resins which contain T units as indicated above and glycerolated silicone resins which contain monoglycerol or polyglycerol group(s) as indicated below.

[0063] By "glycerolated silicone resin" is meant a resin which comprises, in its chemical structure, one or more monoglycerol or polyglycerol group(s).

[0064] Examples of suitable MQ silicone resins include alkyl siloxysilicates of formula [(Rl)3 SiOl / 2]x(SiO4 / 2)y (MQ units) wherein x and y are integers from 20 to 200, preferably from 40 to 150, and most preferably from 50 to 80, including all intermediate ranges and sub-ranges, and such that the group RI represents an alkyl group containing from 1 to 8 carbon atoms or a hydroxyl group, preferably a methyl group.

[0065] Suitable MQ silicone resins include MQ resins such as trimethylsiloxysilicates represented by the following formula:

[0066] [(CH3)3SiO]x(SiO4 / 2)y

[0067] wherein x and y may, for example, range from 20 to 200, preferably from 40 to 150, and preferably from 50 to 80, including all intermediate ranges and sub-ranges.

[0068] As examples of MQ type silicone resins of trimethyl siloxysilicate type, mention may be made of those sold under the reference SR 1000 by the company Momentive Performance Materials, under the reference MQ 1600 by Dow Corning or under the reference Belsil TMS 803 by the company Wacker.

[0069] As silicone resins comprising MQ siloxysilicate units, mention may be made of phenylalkyl siloxysilicate resins, such as phenylpropyldimethyl siloxysilicate (Silshine 151 sold by the company Momentive Performance Materials). The preparation of such resins is described in particular in US patent 5,817,302.

[0070] The glycerolated silicone resin(s) may preferably be chosen from those of the following formula (1):

[0071] in which

[0072] - each RI, identical or different from the others, is an alkyl, aryl or aralkyl group from 1 to 30 carbon atoms, or a group substituted by a halogen, a group substituted by an amino or a group substituted by a carboxyl thereof;

[0073] - each R2 is a mono- or polyglycerol group of the following general formula (2): —(CH2>- O—(CHsCHIOH )CH2O>R4 (2)

[0074] in which

[0075] - R4 is a substituted or unsubstituted monovalent hydrocarbon group or an atom of hydrogen and

[0076] - the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 < i < 5,

[0077] - each R3 is an identical or different group of general formula (3), of formula general (4), general formula (5) or general formula (6) below [Chem 3] (3) [Chem 4] HCH2k^H2^SiR^rHOSiRU^^^ (4) [Chem 5] (5) [Chem 6] (6)

[0078] where • each R1, identical or different from the others, is an alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by a halogen, a group substituted by an amino or a group substituted by a carboxyl of the latter; • the indices m, j and ki to k3 are numbers that satisfy the conditions

[0079] 0 < m < 5, 0 < j < 500, 0 < kl < 2, 0 < k2 < 2 and 0 < k3 < 2; • the indices a, b, c, d, e and f are numbers that satisfy the conditions 0< a < 400, 0 < b < 200, 0 < c < 400, 0 < d < 320, 0 < e < 320, 0 < f < 1000 and 0.5 < (a + b + c) / f < 1.5.

[0080] The glycerolated silicone resins according to the invention are described in US patent application No.: US 2020 / 0332065 A1 of SHIN-ETSU.

[0081] According to a specific embodiment, the glycerolated silicone resin(s) of formula (1) as defined above is (are) chosen from those for which • the indices b and c satisfy the conditions 0 < b < 30 and 0 < c < 30; • the index i of the general formula (2) of the monoglycerol group or polyglycerol R2 is a number that satisfies the condition 0 < i < 3.

[0082] According to a specific embodiment, the glycerolated silicone resin(s) of formula (1) is (are) in solid form at 25°C when the index c satisfies the condition 0 < c < 400 and R3 is a group of general formula (3) where the index j satisfies the condition 0 < j < 10.

[0083] According to a specific embodiment, the glycerolated silicone resin(s) has(have) a weight average molecular weight ranging from 1000 to 100,000.

[0084] The glycerolated silicone resin(s) according to the invention is / are amphiphilic, that is to say that it / they have two parts of different polarities. In general, one is lipophilic (soluble or dispersible in an oily phase). The other is hydrophilic (soluble or dispersible in water). They are characterized by the value of their HLB (hydrophilic-lipophilic balance), the HLB being the ratio between the hydrophilic part and the lipophilic part of the molecule. This term HLB is well known to those skilled in the art and is described, for example, in "The HLB System. A Time-Saving Guide to Emulsifier Selection" published by ICI Americas Inc., 1984). The HLB value of the glycerolated silicone resins according to the invention preferably varies from 0.1 to 15 according to the Griffin method.

[0085] The glycerolated silicone resin(s) according to the invention may be obtained by a preparation process comprising the hydrosilylation step

[0086] A) of a silicone resin containing a hydrosilyl group of formula (7) below

[0087] in which: • each R1, identical or different from the others, is an alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by a halogen, a group substituted by an amino or a group substituted by a carboxyl of the latter; • the indices a, b, c, d, e and f are numbers that satisfy the conditions 0 < a < 400, 0 < b < 200, 0 < c < 400, 0 < d < 320, 0 < e < 320, 0 < f < 1000 and 0.5 < (a + b + c) / f < 1.5; • n is a number that satisfies the condition 1 < n < 3, with

[0088] B) of one or more compounds chosen from compounds terminated by an alkenyl group of general formulas (8), (9), (10), (11) and (12) below CHz^H^WO-CCHzCHtOHîCHAOJiR* (8) [Chem 9] (9) [Chem 10] CH 2““Ç H—Cœ H a»—SiR ' ss—(OS i R13 )3^ t (10) [Chem 11] CHi«-CH—CisHgm—SiRkt—(OSiR^2(OSiRî3)3«2)iUï (11) [Chem 12] CH2^H--Ct!ïH2?îr~SiR^MOSfRMOSm:ï(QS^^ (12) • R4 is a substituted or unsubstituted monovalent hydrocarbon group or a hydrogen atom, • the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 <i<5 ; • the indices m, j and ki to k3 are numbers that satisfy the conditions 0 < m < 5, 0 < j < 500, 0 <ki<2, 0<k2<2et0<k3<2; ladite résine de silicone contenant un groupe hydrosilyle de formule (7) qui réagit avec au moins un composé dans la formule (8).

[0090] The hydrosilylation reaction is carried out in the presence of, for example, a platinum or rhodium catalyst. The preferred ranges for b, c, d, e, f, R4,1, m, i, j and ki to k3 are as defined above.

[0091] Process for preparing glycerol silicone resin

[0092] A specific example of a process for preparing the glycerol silicone resin according to the invention is described below.

[0093] As mentioned above, the glycerolated silicone resin according to the invention can be obtained by the hydrosilylation step

[0094] (A) of a silicone resin containing a hydrosilyl group of average formula (7) below : (R:3SiOiï2)a(HrRAnSiOi?zjK5x:(RLSK32;2)${RiSiO (7)

[0095] in which • each R1 is an identical or different alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by a halogen, a group substituted by an amino or a group substituted by a carboxyl thereof; • the indices a, b, c, d, e and f are numbers that satisfy the conditions 0 < a < 400, 0 < b < 200, 0 < c < 400, 0 < d < 320, 0 < e < 320, 0 < f < 1000 and 0.5 < (a + b + c) / f < 1.5; • n is a number that satisfies the condition 1 < n < 3, with

[0096] (B) of one or more compounds chosen from compounds terminated by a alkenyl group of general formulas (8), (9), (10), (11) and (12) below CH^CH-QHzî-O-(CH2CH(OH^ (8) C Hz^CH -CmHanH SiOR RL (9) CH:M3H~~C^H2rr^ (10) CH2=CH—CmHsm—SiRLi-—(OSiRLziOSiR'Da-fâJw (11) CH-^CH—CrnHzrrr—SiRLs—(0SiRVî(0SiRL3(0SjR^ (12) • R4 is a substituted or unsubstituted monovalent hydrocarbon group or a hydrogen atom, • the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 <i<5 ; • the indices m, j and ki to k3 are numbers that satisfy the conditions 0 < m < 5, 0 < j < 500, 0 <ki<2, 0<k2<2et0<k3<2; lesdits comprennent un composé de formule générale (8).

[0098] The organosilicon resin containing hydrosilyl groups of average composition formula (7) and the compound having terminal alkenyl groups of general formula (8), (9), (10), (11) or (12) are mixed in a molar ratio, expressed as hydrosilyl groups / terminal unsaturated groups, which is preferably from 0.5 to 2.0 and more preferably from 0.8 to 1.2.

[0099] The addition reaction is preferably carried out in the presence of a platinum or rhodium catalyst. Specific examples include chloroplatinic acid, alcohol-modified chloroplatinic acid, and chloroplatinic acid / vinylsiloxane complexes. When an excessive amount of catalyst is included, discoloration of the sample occurs, and thus, the amount of platinum or rhodium is preferably 50 ppm or less, and more preferably 20 ppm or less.

[0100] In addition, if necessary, the addition reaction can be carried out in the presence of an organic solvent. Examples of organic solvents include cyclic organopolysiloxanes, such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, and dodecamethylcyclohexasiloxane; aromatic hydrocarbons, such as toluene and xylene; ketone-type solvents, such as acetone, methyl ethyl ketone, diethyl ketone, and methyl isobutyl ketone; aliphatic hydrocarbons, such as hexane, heptane, octane, and cyclohexane; and aliphatic alcohols, such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-methyl-1-propanol, 2-butanol, 2-methyl-2-propanol, 1-pentanol, 2-methylbutanol, 2-pentanol, 1-hexanol, 2-methylpentanol, 1-heptanol, 1-octanol, 1-nonanol, 1-decanol, phenol, benzyl alcohol, ethylene glycol and 1,2-propylene glycol. From the point of view of reactivity, ethanol, 1-propanol and 2-propanol are preferred.

[0101] The amount of solvent used is preferably 1% to 80% and more preferably 5% to 50% of the overall reaction system. Within the above range, the reaction system is kept uniform and the reaction proceeds efficiently.

[0102] The conditions of the addition reaction are not particularly limited, although it is preferable to reflux at a temperature between 50 and 150°C, particularly between 80 and 120°C, for approximately 1 to 10 hours.

[0103] After the addition reaction, the step of removing the rhodium or platinum catalyst used with the activated carbon can be included. The amount of activated carbon used is preferably 0.001% to 5.0% and particularly 0.01% to 1.0% of the overall system. The discoloration of the sample can be better suppressed by setting the amount of activated carbon within this range.

[0104] After the addition reaction, if necessary, the step of removing the remaining hydrosilyl groups can be included. Particularly in cases where use in applications such as cosmetic preparations is intended, there is a possibility that these hydrosilyl groups may deactivate over time due to dehydrogenation reactions, which presents a problem from a safety point of view. It is therefore preferable to include a step of maintaining the hydrosilyl groups.

[0105] An example of a hydrosilyl group removal step is the process of hydrolyzing unreacted hydrosilyl groups by adding a basic catalyst, such as an alkali metal carbonate, an alkali metal bicarbonate, or an alkali metal hydroxide, and then neutralizing by adding an amount of acid catalyst equal to the molar equivalent of the basic catalyst. Specific examples of basic catalysts include strong basic catalysts, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide, and barium hydroxide; and weak basic catalysts, such as sodium carbonate, calcium carbonate, and sodium bicarbonate. From the viewpoint of promoting the dehydrogenation reaction, the use of a strong basic catalyst is particularly preferred, with sodium hydroxide being particularly preferred.Acid catalysts include hydrochloric acid, sulfuric acid, sulfurous acid, fuming sulfuric acid, oxalic acid, p-toluenesulfonic acid, methanesulfonic acid, trifluoroacetic acid, trifluoromethanesulfonic acid, phosphoric acid, formic acid, acetic acid, propionic acid, benzoic acid, and citric acid. In general, instead of using the acid alone or the base alone, it is better to use them with water and heat them to a temperature not higher than the boiling point of water.

[0106] After the addition reaction, if necessary, the deodorization step to reduce the odor can be included. When use in applications such as cosmetic preparations in particular is envisaged, since the product acquires an odor over time, it is preferable to include a deodorization step. The deodorization mechanism of ordinary polyether-modified silicones can be explained as follows. When an addition reaction between an allyl-etherified polyether and a hydropolyorganosiloxane is carried out in the presence of a platinum catalyst, the allyl groups rearrange internally in the form of side reactions, forming an allyl-etherified polyether. propenyl. This propenyl-etherified polyether has no reactivity with polyorganosiloxane hydrogen and therefore remains in the system as an impurity. It is believed that when water acts on this propenyl-etherified polyether, the propenyl ether hydrolyzes, giving rise to propionaldehyde, which gives off an unpleasant odor. The above hydrolysis reaction is also known to be favored in the presence of an acid catalyst. Therefore, when polyether-modified silicone is used in a water-based cosmetic preparation, due to oxidative deterioration of the polyether, the preparation tends to become acidic over time, promoting the hydrolysis reaction described above and leading to the development of an unpleasant odor.

[0107] Typical examples of the deodorization step include two approaches. The first is that, by adding an acid catalyst to the solution after the addition reaction, any propenyl ether remaining in the system is hydrolyzed and the propionaldehyde that forms is removed by back-extraction purification (JP No. 2137062).

[0108] Specific examples of the acid catalyst used in the first approach include hydrochloric acid, sulfuric acid, sulfurous acid, fuming sulfuric acid, oxalic acid, p-toluenesulfonic acid, methanesulfonic acid, trifluoroacetic acid, trifluoromethanesulfonic acid, phosphoric acid, formic acid, acetic acid, propionic acid, benzoic acid and citric acid. These acids are used in combination with water. In the case where it is necessary to remove the acid that has been used, it is preferable to use an acid having a low boiling point, such as hydrochloric acid, formic acid, acetic acid or trifluoroacetic acid. Also, from the viewpoint of treatment efficiency, it is preferable to use a strong acid, such as hydrochloric acid or trifluoroacetic acid.

[0109] The treatment temperature is preferably set at 80°C or lower in order to prevent oxidation of hydrophilic groups. The amount of acidic aqueous solution added is preferably set at 0.1% to 100%, relative to the organosilicon resin modified with organic groups. The use of 5% to 30% is more preferred.

[0110] From the productivity point of view, the process of adding an aqueous solution to the post-reaction solution so as to regulate the pH to 7 or less and performing re-extraction purification after stirring under heating is preferred. The re-extraction purification can be carried out at normal temperature or under reduced pressure. The temperature conditions are preferably set at 120°C or less. In order to efficiently purify the re-extraction under these temperature conditions, it is preferable to perform this operation at reduced pressure; when is carried out at normal pressure, the operation is preferably carried out under a flow of inert gas, such as nitrogen or argon.

[0111] The second approach is that in which, by adding hydrogen to the solution after the addition reaction, the unsaturated double bonds are alkylated (subjected to a hydrogenation reaction) and the formation of propionaldehyde over time is stably controlled (US Patent No.: 5,225,509; JP-A H07-330907).

[0112] Hydrogenation reactions include processes involving the use of hydrogen and processes involving the use of metal hydrides. There are also homogeneous and heterogeneous reactions. These processes can be used alone, but it is also possible to use them in combination. However, given the advantage of having no trace of catalyst used in the product, a heterogeneous catalytic hydrogenation reaction using a solid catalyst is preferable.

[0113] The solid catalyst is, for example, nickel, palladium, platinum, rhodium, cobalt, chromium, copper, iron and others, in uncombined form or in compound form. In this case, it is not necessary to use a catalyst support. However, when a catalyst support is used, the support may, for example, be activated carbon, silica, silica / aluminum, aluminum or zeolite. These catalysts can be used alone, but it is also possible to use them in combination. The preferred catalyst is Raney nickel, which is economically advantageous. Since Raney nickel is generally developed and used with an alkali, it is necessary to carefully measure the pH of the reaction system. In addition, the reaction system becomes weakly alkaline, which is particularly effective for deodorization when the hydrolysis reaction is carried out with an acidic aqueous solution.

[0114] It is preferable to carry out the hydrogenation reaction at a pressure generally between 1 and 100 MPa and between 50 and 200 °C. The hydrogenation reaction can be carried out batchwise or continuously. When it is a non-continuous process, the reaction time depends, for example, on the amount of catalyst and the temperature, but is generally between 3 and 12 hours. The hydrogen pressure can be set at a suitable fixed pressure. The end point of the hydrogenation reaction is the point at which the hydrogen pressure has stopped changing and can therefore be determined by carefully monitoring a pressure gauge.

[0115] The amount of aldehyde included in the glycerol silicone resin which has been purified by this acid treatment and this hydrogenation treatment can be set at 70 ppm or less, preferably at 20 ppm or less and more preferably at 10 ppm or less.

[0116] It is also possible to combine the two types of deodorization steps mentioned above. In the approach involving acid treatment, the decomposition and removal of the aldehyde compound are possible, but, since there is a limit to the complete removal of unsaturated double bonds, the formation of odorous aldehydes cannot be completely suppressed. In the approach that involves a hydrogenation reaction, by removing the unsaturated double bonds, it is possible to reduce the amount of aldehyde compound that is formed thereby. However, the aldehyde condensate formed with the condensation of a portion of the aldehyde remains in the system even after such a treatment is carried out and removal by purification by back-extraction is also difficult. Therefore, by alkylation of the unsaturated double bonds that remain when the solution, following the addition reaction, is subjected to hydrogenation, and by subsequent decomposition of the aldehyde condensate in the system by addition of an acid catalyst, complete deodorization is possible (WO 2002 / 05588).

[0117] The weight average molecular weight of the glycerol silicone resin of average formula (1) preferably ranges from 1000 to 100,000; from the viewpoint of performance qualities and ease of operations, such as filtration, the weight average molecular weight preferably ranges from 3000 to 50,000. Here and hereinafter, the weight average molecular weight can be determined as the weight average molecular weight of polystyrene equivalent in gel permeation chromatography (GPC).

[0118] The glycerol silicone resin according to the invention is in a form at 25°C which can be solid or liquid; from the point of view of film formability, it is preferably solid.

[0119] In particular, the glycerol silicone resin according to the invention of formula (1) for which the indices b and c satisfy the conditions 0 <b<30et0<c< 30, l’indice i dans la formule générale (2) est un nombre qui satisfait à la condition 0 < i < 3 et l’indice j dans la formule générale (3) satisfait à la condition 0 < j < 10 est sous forme d’un solide à 25 °C et présente de préférence un poids moléculaire moyen en poids qui varie de préférence de 1000 à 100 000 et plus préférentiellement de 3000 à 50 000.

[0120] The glycerolated silicone resins according to the invention have a hydrophilic-lipophilic balance (HLB), as determined by the Griffin formula, preferably from 0.1 to 15 and more preferably from 1.0 to 8.0.

[0121] According to a preferred form, the composition of the invention comprises at least one glycerolated silicone resin in formula (1) of the (3-glyceroxypropyl) Dimethylsiloxy Trimethylsiloxysilicate type corresponding to the following formula (21): [(CH3)3SiOi^ (21)

[0122] Where • R denotes the structural group 3-glyceroxypropyl • C3H6OCH2-CH(OH)CH2OH ; • the indices a, b and f are numbers that satisfy the conditions 0 < a < 400, 0 < b < 30, 0 < f < 1000 and 0.5 < (a + b) / f < 1.5.

[0123] According to a particularly preferred form, the glycerolated silicone resin of the (3-glyceroxypropyl) Dimethylsiloxyl Trimethylsiloxysilicate type of formula (21) is in the form of a solution in at least one volatile oil.

[0124] Preferably, the volatile oil may be selected from the group consisting of hydrocarbon oils, silicone oils and mixtures thereof.

[0125] Preferably, the expression "hydrocarbon oil" means an oil containing mainly carbon and hydrogen atoms and optionally one or more functions chosen from hydroxyl, ester, ether and carboxyl functions.

[0126] Preferably, the expression “silicone oil” denotes an oil comprising at least one Si-O group and more particularly an organopolysiloxane.

[0127] Preferably, the volatile hydrocarbon oils may be chosen from branched C8-C16 alkanes. Mention may be made in particular of C8-C16 isoalkanes of petroleum origin (also known as isoparaffins), such as isododecane (also known as 2,2,4,4,6-pentamethylheptane), isodecane, isohexadecane and, for example, the oils marketed under the trade names Isopar® or Permethyl®. More preferably, isododecane will be used.

[0128] Preferably, the volatile silicone oil may be selected from volatile silicone oils, such as linear or cyclic volatile silicone oils, in particular those having a viscosity of 2 to 8 centistokes (2.106 to 8.106 m2 / s) and containing in particular from 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups containing from 1 to 10 carbon atoms. Mention may be made, in particular, as volatile silicone oils which may be used in the invention, of octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane and dodecamethylpentasiloxane; and their mixtures. More preferably, decamethylcyclopentasiloxane (D5) will be used.

[0129] According to a particularly preferred form, the glycerolated silicone resin of the (3-Glyceroxypropyl) Dimethylsiloxy Trimethylsiloxysilicate type of formula (21) is in the form of a solution comprising 49.5% by weight of active material in isododecane, such as the product manufactured under the trade name X-25-9138A® by SHIN ETSU with a weight average molecular weight of 11,000.

[0130] According to preferred embodiments of the invention, the MQ silicone resin(s) and / or glycerolated silicone resin(s) is (are) preferably present in a content as active material ranging from 0.1% to 30% by weight, relative to the weight total of the composition, preferably ranging from 0.2% to 20% by weight, preferably from 0.5% to 15% by weight, and preferably from 1% to 10% by weight, relative to the total weight of the composition, including all intermediate ranges and sub-ranges such as 1% to 5%, 5% to 25%, 1% to 7.5%, 2% to 12.5%, etc.

[0131] When at least one MQ silicone resin and / or at least one glycerolated silicone resin is / are also present in the compositions of the present invention, preferably the weight ratio of active material of (1) silicone acrylate copolymer to (2) total amount of silicone resin present (T-modified silicone resin and / or MQ silicone resin and / or glycerolated silicone resin) is from about 10:1 to about 1:10, from about 7.5:1 to about 1:7.5, from about 5:1 to about 1:5, and from about 3:1 to about 1:3, and from about 2:1 to about 1:2, including all ranges of ratios such as about 1:1 and / or which can be discerned using the amounts of ingredients in the examples of this application as the end of a range. Preferably, the amount of silicone acrylate copolymer present in the compositions of the present invention is greater than that of silicone resin (T-modified / MQ / glycerolated). OIL PHASE

[0132] Preferred embodiments of the present invention provide compositions further comprising at least one fatty substance. Suitable fatty substances include oils and / or waxes. "Oil" means any non-aqueous medium that is liquid at room temperature (25°C) and atmospheric pressure (760 mm Hg). A "wax" for the purposes of the present invention is a lipophilic fatty compound that is solid at room temperature (25°C) and reversibly changes from the solid to the liquid state, having a melting point above 30°C and, for example, above 45°C, up to 150°C, a hardness above 0.5 MPa at room temperature, and an anisotropic crystal organization in the solid state.By bringing the wax to its melting temperature, it is possible to use the wax(es) themselves as carriers and / or it is possible to make the wax(es) miscible with the oils to form a microscopically homogeneous mixture.

[0133] 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 oils.

[0134] According to certain embodiments, the compositions of the present invention preferably comprise one or more volatile silicone oils such as those discussed above. Examples of these volatile silicone oils include linear or cyclic silicone oils having a room temperature viscosity of less than or equal to 6 cSt and having from 2 to 7 silicon atoms, these silicones being optionally substituted with alkyl or alkoxy groups. from 1 to 10 carbon atoms. Specific oils that may be used in the invention include octamethyltetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane and mixtures thereof. Other volatile oils that may be used include KF 96A having a viscosity of 6 cSt, a commercial product from Shin Etsu having a flash point of 94°C. Preferably, the volatile silicone oils have a flash point of at least 40°C.

[0135] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0136] [Table 1] Table 1 Compound Flash point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane (cyclopentasiloxane or D 5) 72 4.2 Octamethylcyclotetrasiloxane (cyclotetramethylsiloxane or D4) 55 2.5 Dodecamethylcyclohexasiloxane (D6) 93 7 Decamethyltetrasiloxane (L4) 63 1.7 Shin Etsu KF-96 A 94 6 Dow Corning PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) 56 1.5 Dow Corning PDMS DC 200 (2cSt) 87 2

[0137] Further, a volatile linear silicone oil may be employed in the present invention. Suitable volatile linear silicone oils include those described in U.S. Patent Nos.: 6,338,839 and WO 03 / 042221. In one embodiment, the volatile linear silicone oil is decamethyltetrasiloxane. In another embodiment, the decamethyltetrasiloxane is further combined with another solvent more volatile than the decamethyltetrasiloxane.

[0138] According to certain embodiments of the present invention, the composition preferably comprises one or more non-silicone volatile oils and which may be chosen from volatile hydrocarbon oils, volatile esters and volatile ethers such as those mentioned above. Examples of these non-silicone oils volatile oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular, branched C8 to C16 alkanes such as C8 to C16 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and for example, oils marketed under the trademarks Isopar or Permethyl. Preferably, the non-silicone volatile oils have a flash point of at least 40°C.

[0139] Non-limiting examples of volatile non-silicone oils are given in Table 2 below.

[0140] [Table 2] Table 2 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-Ci2 isoparaffin) 56 Undecane 62 Tridecane 94 Isohexadecane 96

[0141] The volatility of solvents / oils can be determined using the evaporation rate as presented in US Patent No. 6,338,839.

[0142] According to certain embodiments of the present invention, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that may be used in the present invention include, but are not limited to, polar oils such as: • hydrocarbon-based vegetable oils with a high triglyceride content consisting of glycerol fatty acid esters, the fatty acids of which may 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 seed 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, bancoul oil, passion flower oil or musk rose oil; or triglycerides of acids caprylic / capric, for example those marketed by the company Stéarineries Dubois or those marketed under the names Miglyol 810, 812 and 818 by the company 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 carbon atoms, including from 3 to 20 carbon atoms, with R6 + R7 > 10, such as, for example, Purcellin oil (cetostearyl octanoate), isononyl isononanoate, octyldodecyl neopentanoate, 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; • C8 to C26 fatty alcohols, for example oleyl alcohol, cetyl alcohol, stearyl alcohol and cetearyl alcohol and • their mixtures.

[0143] Further, examples of non-volatile oils that may be used in the present invention include, but are not limited to, non-polar oils such as branched and unbranched hydrocarbons and hydrocarbon waxes including polyolefins, particularly Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydro squalene and mixtures thereof.

[0144] Further, examples of non-volatile oils that may be used in the present invention include, but are not limited to, silicone oils such as dimethicone (polydimethylsiloxane) of various viscosities as well as phenylated silicone oils such as phenyl trimethicone and trimethylsiloxyphenyl dimethicone.

[0145] According to preferred embodiments, where applicable, the at least one oil is present in the compositions of the present invention in an amount ranging from about 10% to about 80% by weight, more preferably from about 20% to about 70% by weight, and most preferably from about 25% to about 60% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges, such as 30-65%, 40-60%, 30-55%, etc.

[0146] According to preferred embodiments of the present invention, the compositions of the present invention further comprise at least one wax. Suitable examples of waxes that can be used in accordance with the present disclosure include those generally used in the cosmetic field: they include those of natural origin, such as beeswax, carnauba wax, candelilla wax, ouricoury wax, Japan wax, cork fiber wax or sugarcane wax, rice bran wax, rice wax, montan wax, paraffin wax, lignite wax or microcrystalline wax, ceresin or ozokerite, and hydrogenated oils such as hydrogenated castor oil or jojoba oil; synthetic waxes such as polyethylene waxes obtained by polymerization or copolymerization of ethylene, and Fischer-Tropsch waxes, or fatty acid esters, such as octacosanyl stearate, glycerides which are solid at 30°C, for example at 45°C.

[0147] According to particularly preferred embodiments of the present invention, the compositions of the present invention further include at least one silicone wax. Examples of suitable silicone waxes include, but are not limited to, silicone waxes such as alkyl- or alkoxydimethicones having an alkyl or alkoxy chain ranging from 10 to 45 carbon atoms, poly(di)methylsiloxane esters which are solid at 30°C and whose ester chain comprises at least 10 carbon atoms, di(1,1,1-trimethylolpropane) tetrastearate, which is marketed or manufactured by Heterene under the name HEST 2T-4S;Alkylated silicone acrylate copolymer waxes comprising at least 40 mol% of siloxy units of formula (R2 R'SiOi / 2)x (R"SiO3 / 2)y, where x and y have a value of 0.05 to 0.95, R is an alkyl group having 1 to 8 carbon atoms, an aryl group, a carbinol group, or an amino group, R is a monovalent hydrocarbon having 9-40 carbon atoms, R" is a monovalent hydrocarbon group having 1 to 8 carbon atoms, an aryl group such as those disclosed in US Patent Application No.: 2007 / 0149703, a particular example being C30-C45 alkyldimethylsilyl polypropylsilsesquioxane; and mixtures thereof. ;

[0148] According to preferred embodiments, the compositions of the present invention contain less than 1% wax.

[0149] According to preferred embodiments, the compositions of the present invention contain less than 0.5% wax.

[0150] According to preferred embodiments, the compositions of the present invention do not contain wax.

[0151] Where appropriate, the wax(es) may be present in an amount ranging from 1 to 30% by weight relative to the total weight of the composition, for example from 2 to 20%, and for example from 3 to 10%, including all intermediate ranges and sub-ranges. COLOURING AGENTS

[0152] According to embodiments of the present invention, the compositions of the present invention may further optionally comprise at least one agent colorant. According to this embodiment, the coloring agent(s) is (are) preferably chosen from pigments, dyes, pearlescent pigments, pearlescent agents and mixtures thereof.

[0153] Representative fat-soluble dyes that may be used in accordance with the present invention include Sudan Red, DC Red 17, DC Green 6, B-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow. 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.

[0154] The pearlescent pigments that can be used according to the present invention can be chosen 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 chosen 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.

[0155] The pigments, which can be used according to the present invention, can be selected from white, colored, inorganic, organic, polymeric and non-polymeric pigments. Representative examples of inorganic pigments 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.

[0156] Optionally, the coloring agents may be present in the composition in a concentration of up to 50% by weight of the total weight of the composition, such as from 0.0001% to 40%, and further, such as from 0.001% to 30%, including all intermediate ranges and sub-ranges. AQUEOUS PHASE

[0157] The compositions of the present invention may also optionally contain water. When the compositions of the present invention contain water, they are preferably in the form of an emulsion. Preferably, when the compositions of the present invention contain water, they are in the form of an oil-in-water (O / W) emulsion or a water-in-oil (W / O) emulsion. Preferably, when in the form of an emulsion, the oily phase contains mainly silicone oils (Si / W or W / Si emulsion) or hydrocarbon oils. Where appropriate, the water is preferably present in an amount from about 10% to about 80% by weight, preferably from about 20% to about 70% by weight, preferably from about 35% to about 65% by weight, including all intermediate ranges and sub-ranges, all weights being based on the total weight of the composition.

[0158] According to preferred embodiments, however, the compositions of the present invention are water-free, substantially water-free, or water-free as defined herein. Preferably, the compositions of the present invention are anhydrous.

[0159] The composition of the invention may also comprise any additive commonly used in the field under consideration. For example, additional film formers other than the at least one silicone acrylate and the at least one T-modified or glycerolated silicone resin, dispersants such as poly(12-hydroxystearic acid), antioxidants, essential oils, sunscreens, preservatives, perfumes, fillers, neutralizing agents, cosmetic and dermatological active agents such as, for example, emollients, moisturizers, vitamins, essential fatty acids, surfactants, silicone elastomers, thickening agents, gelling agents, particles, pasty compounds, viscosity increasing agents may be added. A non-exhaustive list of these ingredients is available in US Patent Application Publication No.: 2004 / 0170586.Further examples of suitable additional components may be found in the other references in this application. Still further examples of such additional ingredients may be found in the International Cosmetic Ingredient Dictionary and Handbook (9th ed. 2002).

[0160] A person skilled in the art will take care to select the optional additional additives and / or their quantity so that the advantageous properties of the composition according to the invention are not, or not substantially, compromised by the envisaged addition.

[0161] These substances can be chosen in various ways by those skilled in the art in order to prepare a composition which has the desired properties, for example, consistency or texture.

[0162] These additives may be present in the composition in a proportion of 0% to 99% (such as 0.01% to 90%) relative to the total weight of the composition and further such as 0.1% to 50% by weight (where applicable), including all intermediate ranges and sub-ranges.

[0163] 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 keratinous materials of human beings such as, for example, the lips, the skin or the eyelashes.

[0164] In particular, gelling agents suitable for the oily phase include, in particular, lipophilic or hydrophilic clays.

[0165] The expression "hydrophilic clay" designates a clay capable of swelling in water; this clay swells in water and forms, after hydration, a colloidal dispersion. These clays are products already well known in themselves, which are described, for example, in the work "Minéralogie des argiles", S. Caillère, S. Hénin, M. Rautureau, 2nd edition 1982, Masson, the teaching of which is included in this document by way of reference. Clays are silicates containing a cation which can be chosen from calcium, magnesium, aluminum, sodium, potassium and lithium cations, and mixtures thereof. Examples of such products which can be cited include clays of the smectite family such as montmorillonites, hectorites, bentonites, beidellites and saponites, but also of the vermiculite, stevensite and chlorite family. These clays can be of natural or synthetic origin.

[0166] The hydrophilic clays that can be cited include synthetic hectorites (also called laponites), for example the products marketed by the company Laporte under the names Laponite XLG, Laponite RD and Laponite RDS (these products are sodium magnesium silicates and in particular sodium lithium magnesium silicates); bentonites, for example the product marketed under the name Bentone HC by the company Rheox; magnesium aluminum silicates, in particular hydrated ones, for example the products marketed by the company Vanderbilt under the names Veegum Ultra, Veegum HS and Veegum DGT or calcium silicates, and in particular the product in synthetic form marketed by the company under the name Micro-cel C.

[0167] The term "lipophilic clay" refers to a clay capable of swelling in a lipophilic medium; this clay swells in the medium and thus forms a colloidal dispersion. Examples of lipophilic clays that may be mentioned include modified clays such as modified magnesium silicate (Bentone Gel VS38 from Rheox), and hectorites modified with a C10 to C22 fatty acid ammonium chloride, for example hectorite modified with distearyldimethylammonium chloride (CTFA name: disteardimonium hectorite) marketed under the name Bentone 38 CE by the company Rheox or Bentone 38V® by the company Elementis.

[0168] In particular, among the gelling agents which can be used, mention may be made of silica particles. Preferably, the silica particles are fumed silica particles.

[0169] Suitable silica aerogels are hydrophobic silicas and include, but are not limited to, pyrogenic silica with a hydrophobic surface treatment having a particle size of less than 1 micron, preferably less than 500 nm, preferably less than 100 nm, preferably from 5 nm to 30 nm, including all ranges and intermediate sub-ranges. It is indeed possible to chemically modify the surface of the silica, by a chemical reaction producing a reduction in the number of silanol groups present on the surface of the silica. The silanol groups can in particular be replaced by hydrophobic groups: we then obtain a hydrophobic silica. The hydrophobic groups can be:

[0170] trimethylsiloxyl groups, obtained in particular by treatment of pyrogenic silica in the presence of hexamethyldisilazane. The silicas thus treated are called “Silica silylate” according to the CTFA (6th edition, 1995). They are for example marketed under the references “AEROSIL R812®” by the company Degussa, “CAB-O-SIL TS-530®” by the company Cabot;

[0171] dimethylsilyloxyl or polydimethylsiloxane groups, obtained in particular by treatment of pyrogenic silica in the presence of polydimethylsiloxane or dimethyldichlorosilane. The silicas thus treated are called “Silica dimethyl silylate” according to the CTFA (6th edition, 1995). They are for example marketed under the references “AEROSIL R972®”, “AEROSIL R974®” by the company Degussa, “CAB-O-SIL TS-610®”, “CAB-O-SIL TS-720®” by the company Cabot.

[0172] Preferably, the gelling agent, if applicable, is present in the composition of the present invention in amounts of active material generally ranging from about 0.1% to about 10%, preferably from about 0.25% to about 5%, and more preferably from about 0.5% to about 3.5%, by weight, relative to the total weight of the nail composition, including all intermediate ranges and sub-ranges.

[0173] Preferred embodiments of the present invention provide methods of treating, caring for and / or making up a keratinous material by applying compositions of the present invention to the keratinous material in an amount sufficient to treat, care for and / or make up the keratinous material. Preferably, "making up" the keratinous material includes applying at least one coloring agent to the keratinous material in an amount sufficient to provide color to the keratinous material.

[0174] Still other preferred embodiments provide methods of improving the appearance of a keratinous material by applying compositions of the present invention to the keratinous material in an amount sufficient to improve the appearance of the keratinous material.

[0175] In accordance with the foregoing preferred embodiments, the compositions of the present invention are applied topically to the desired area of keratinous material in an amount sufficient to treat, care for, and / or make up the keratinous material, to cover or mask defects associated with the keratinous material, or to improve the appearance of the keratinous material. the compositions to the desired area as needed, preferably once daily, and then preferably allowed to dry before subjecting them to contact such as with clothing or other objects. Preferably, the composition is allowed to dry for about 4 minutes or less, more preferably for about 2 minutes or less.

[0176] Unless otherwise indicated, all numbers expressing amounts of ingredients, reaction conditions, etc. used in the specification and claims are to be understood as being modified in all instances by the term "about". Accordingly, unless otherwise indicated, the numerical parameters set forth in the following specification and appended claims are approximations which may vary depending on the desired properties sought to be achieved by the present invention.

[0177] Although the numerical ranges and parameters exhibiting the broad scope of the invention are approximations, the numerical values presented in the specific examples are reported as accurately as possible. However, any numerical value inherently contains certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the invention without limiting its scope accordingly. Percentages are given on a weight basis. Example 1#- Sample inventive compositions

[0178] The following compositions can be prepared:

[0179] [Tables3] Ingredient General range (active content) Specific range (active content) Silicone acrylate copolymer (KP) 0.5%-25% 2%-10% T-modified silicone resin (MQT) 0.5%-25% 2%-10% MQ glycerol silicone resin (MQG) 0%-30% 1%-5% MQ silicone resin (MQ) 0%-30% 1%-5% Volatile oil 10%-80% 25%-60% Coloring agent 0.1%-30% 5%-20% Others (e.g., preservatives, waxes, active agents, etc.) 0%-10% 0.1%-5% Example 2 - Test Procedures

[0180] Example 2A: Extended Hold Test Procedure

[0181] A 1 mL sample (below) was taken onto abrasive paper and allowed to stand at room temperature for 24 hours to dry and form a film. Two drops of liquid (olive oil, artificial saliva, or acetic acid) were placed on the film of each sample under test, taking care not to overlap the droplets. The droplets were allowed to stand for the times indicated below and then wiped 15 times with a cotton pad. This procedure was repeated twice to obtain an average score.

[0182] The above procedure was repeated for each AH sample for each liquid (olive oil, artificial saliva, acetic acid).

[0183] Finally, on a film to which no liquid has been applied, a piece of ASTM tape is passed over the film, exerting slight pressure with the fingers and it is removed at an angle of 180 degrees.

[0184] Rating: A numerical rating on a scale of 1 to 3 was assigned, where 1 = worst transfer / best property of the film and 3 = best transfer / worst property of the film. An average score of two readings was obtained and presented in the table below.

[0185] Example 2B: Stretch Test Procedure

[0186] Each sample 1-5 (below) was taken from a 3x1 window on a 4x2 section of nitrile glove with a 1 / 2" border on all sides created using tape, and each sample was allowed to dry overnight and then the tape was removed. Each sample was then stretched 10 times by a total of 6 inches to determine the impact on flexibility, using the following rating scale:

[0187] [Tables4] Rating scale 0 No breakage 1 Minimal breakage 2 Certain breakage 3 Half breakage 4 Significant breakage 5 Total breakage Example #3: Tests

[0188] Three types of compositions were prepared with high (15-20%), medium (8-19.9%) or low (1-7.9%) active film former (silicone acrylate copolymer and / or silicone resin(s) (T-modified, MQ and / or glycerolated) as follows:

[0189] [Tables5] Sample 1 Sample 2 Sample 3 Sample 4 Sample 5 100 100 100 100 100 INCI US % % % % % Silicone acrylate copolymer (KP) HHHHH Glycerol-based MQ resin (MQG) HMHLL T-modified silicone resin (MQT) LMLMH Trihydroxystearin 3.00 3.00 3.00 3.00 3.00 Isododecane QS QS QS QS QS Phenoxy ethanol / ethylhexylglycerin / sorbic acid 1.15 1.15 1.15 1.15 1.15 Untreated pigments in isododecane at 30% pigment 20.000 20.00 20.00 20.00 20.00 100.00 100.00 100.00 100.00 100.00

[0190] These Samples of compositions 1 to 5 were tested for extended wear and flexibility according to the procedures of Example 2, where the droplets were allowed to stand for 10 minutes. The results of these tests are presented below:

[0191] [Tableauxô] Name Oil Oil KW Saliva Saliva KW Acetic Acid Wipe A .A. ASTM Tape Average Score Stretch Sample 1: 1.25 2.00 1.00 1.25 1.00 1.50 1.00 1.29 5 Sample 2: 1.25 2.00 1.00 1.25 1.00 1.50 1.25 1.32 5 Sample 3: 1.00 2.00 1.00 1.25 1.00 1.50 1.25 1.29 5 Sample n4: 1.25 2.00 1.00 1.25 1.00 1.75 1.25 1.36 5 Sample n5: 1.25 2.00 1.00 1.25 1.00 1.75 1.00 1.32 1

[0192] Combinations of high silicone acrylate copolymer and T-modified silicone resin content with lower amounts of glycerolated silicone resin provided the best combined properties of flexibility (lower stretch indices) and long wear (lower hold test indices), indicating preferred compositions that have high silicone acrylate copolymer and T-modified silicone resin content with low amounts of MQ and / or glycerolated silicone resin. Example #4

[0193] The basic composition of Sample 5 was used to prepare compositions containing different ratios of silicone acrylate copolymer and various silicone resins. The total final solids content of the silicone acrylate copolymer and silicone resins was 20% in each composition. The compositions thus prepared can be summarized:

[0194] [Tables?] Sample Title Polymer Ratio Sample A Silicone Acrylate Copolymer (KP) 100% Sample B MQ Silicone Resin (MQ) 100% Sample C MQ Glycerol Resin (MQG) 100% Sample D T-Modified Silicone Resin (MQT) 100% Sample E KP + MQG only -10:1 Sample F KP + MQT only -1:1 Sample G KP & MQ only -10:1 Sample H MQT & MQ only -7:1 Sample I MQT & MQG only -7:1 Sample J KP550 & MQT & MQG -1:1:0.1 Sample K KP550 & MQT & MQ -1:1:0.1

[0195] The actual formulations were as follows:

[0196] [Tables8] Sample A Sample B Sample C Sample D Sample E Sample F Sample G Sample H Sample J Sample K KP MQ MQ G MQ T KP + M QG ~10 :1 KP + MQT ~1:1 KP et MQ ~1 0:1 MQ T et MQ ~7:1 MQ T et MQ G~ 7:1 KP55 0 et M QT et MQG ~1:1: 0,1 KP55 0 et M QT et MQ~ 1:1:0, 1 100 100 100 100 100 100 100 100 100 100 100 INCI US % % % % % % % % % Silicone acrylate copolymer (KP) 20 0 0 0 0 0 0 0 0 0 0 T-modified silicone resin (M QT) 0 0 0 20 0 0 0 0 0 0 0 Glycerol MQ resin (MQG) 0 0 20 0 0 0 0 0 0 2 0 MQ silicone resin 0 20 0 0 0 0 0 0 0 0 2 KP:MQG~10:l 0 0 0 0 20 0 0 0 0 0 0 KP:MQT~1:1 0 0 0 0 0 20 0 0 0 18 18 KP:MQ~10:l 0 0 0 0 0 0 20 0 0 0 0 MQT:MQ ~7:1 0 0 0 0 0 0 20 0 0 0 MQT:MQG ~7 :1 0 0 0 0 0 0 0 0 20 0 0 Trihydroxystearin 3 3 3 3 3 3 3 3 3 3 3 Isododecane QS QS QS QS QS QS QS QS QS QS Miscellaneous ingredients (Wax / humectant / preservative / pigment) 10 10 10 10 10 10 10 10 10 10 10 100 100 100 100 100 100 100 100 100 100

[0197] These compositions were tested for extended wear and flexibility according to the procedures of Example 2, where the droplets were allowed to stand for 30 or 60 minutes (as indicated). The results of these tests are shown below:

[0198] Experimental results:

[0199] [Tables9] Sample Sample Oil (30 min) Oil cotton (30 min) Saliva (30 min) Saliva cotton (30 min) Acetic acid (30 min) AA cotton (30 min) Oil (60 min) Oil cotton (60 min) Saliva (60 min) Saliva cotton (60 min) Acetic acid (60 min) AA cotton (60 min) Stretch test rating Sample A: 1.25 1.50 1.00 1.00 1.00 1.00 1.50 1.75 1.00 1.00 1.00 1.00 0 Sample nB: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.5 0 1.0 0 1.0 0 1.0 0 1.0 0 4 Sample nC: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 1.0 0 1.2 5 1.0 0 1.0 0 5 Sample nD: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 1.5 0 1.0 0 1.0 0 1.0 0 1.0 0 5 Sample nE: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 2.0 0 1.0 0 1.2 5 1.0 0 1.0 0 1 Sample No. F: (inventive) 1.2 5 1.2 5 1.0 0 1.2 5 1.0 0 1.0 0 1.2 5 1.5 0 1.0 0 1.2 5 1.0 0 1.0 0 1 Sample No. G: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.5 0 1.0 0 1.0 0 1.0 0 1.0 0 0 Sample nH: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 4.5 Sample ni: 1.0 0 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.5 0 1.0 0 1.0 0 1.0 0 1.0 0 5 Sample J: (inventive) 1.2 5 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 1.2 5 1.0 0 1.2 5 1.0 0 1.2 5 0 Sample nK: (inventive) 1.2 5 1.2 5 1.0 0 1.0 0 1.0 0 1.0 0 1.0 0 1.2 5 1.0 0 1.2 5 1.0 0 1.2 5 0

[0200] Sample A exhibited good flexibility, as indicated by a 0 in the stretch test, but its long-lasting properties (e.g., olive oil test) were affected.

[0201] Samples B, C and D, each containing a single silicone resin, exhibited poor flexibility.

[0202] Sample E exhibited good flexibility, as indicated by a 1 in the stretch test, but its long-lasting properties (e.g., olive oil test) were slightly affected.

[0203] Samples H and I had lower flexibility.

[0204] Samples F and J without MQ silicone resin both exhibited excellent long-lasting and flexible properties.

[0205] Samples G and K with MQ silicone resin both exhibited excellent long-lasting and flexibility properties, with sample K having better long-lasting properties (e.g., olive oil test).

Claims

Claims

1. A composition comprising (1) at least one silicone acrylate copolymer and (2) at least one T-modified silicone resin.

2. The composition of claim 1, wherein the composition further comprises at least one MQ silicone resin.

3. A composition according to any preceding claim, wherein the composition further comprises at least one glycerolated silicone resin.

4. A composition according to any preceding claim, wherein the composition is anhydrous.

5. A composition according to any preceding claim, wherein the composition is liquid.

6. A composition according to any preceding claim, wherein the composition further comprises at least one coloring agent.

7. A composition according to any preceding claim, the composition further comprises at least one volatile oil.

8. A composition according to any preceding claim, wherein the silicone acrylate copolymer is an acrylates / dimethicone copolymer.

9. A method of making up the lips comprising applying the composition of any one of the preceding claims to the lips in an amount sufficient to make up the lips.