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 including at least one silicone acrylate copolymer and at least one T-modified silicone resin, as well as methods for applying such compositions to keratinous material, are proposed. 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 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 remarkably good properties such as minimal or no peeling 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 aim of possessing long-lasting properties upon application. Unfortunately, many of these compositions generally do not possess good long-lasting / transfer-resistant 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 regard to lip compositions, commercial products containing silicone resins such as MQ resins are known. These products are known to offer good long-lasting properties and / or transfer resistance. However, these products exhibit poor application properties and / or an unpleasant feel upon application (e.g., a rough feel). Consequently, a second composition (topcoat) is applied separately to these products to improve the poor properties of the compositions in order to make the products acceptable to consumers. Furthermore, the topcoat composition must be continually reapplied in order for the product to remain acceptable to consumers, which means that the products are not effectively "long-lasting" because they require constant maintenance and reapplication.

[0004] US patent applications No: 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 multilayer 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 multilayer structure after application which may contain modified MQ T- resin.

[0007] US patent application no.: 2020 / 0332065 relates to compositions containing glycerol-coated silicone resins.

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

[0009] Therefore, one aspect of the present invention is a skincare and / or makeup and / or treatment composition for keratinous materials that possesses 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 glycerol-based silicone resin. Likewise, 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 glycerol-based silicone resin. Likewise, 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 glycerol-based silicone resin. Likewise, 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, lips, skin or eyelashes, by applying compositions of the present invention to a material keratin in sufficient quantity to treat, care for and / or make up the keratinous material.

[0014] The present invention also relates to methods for 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 a sufficient quantity to improve the appearance of the keratinous material.

[0015] It must be understood that both the preceding 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 annexed thereto, it shall be understood that the terms used have their ordinary and usual meanings in the art, unless otherwise specified.

[0017] “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%.

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

[0019] As used here, all the proposed ranges are intended to include each specific range within the given ranges, and combinations of intermediate sub-ranges. Thus, a range from 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-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.

[0021] “Wax” as used herein means a lipophilic fatty compound that is solid at room 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.

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

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

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

[0025] “Substituted” in this document (unless otherwise specified) means including at least one substituent. Non-exhaustive examples of substituents include atonic groups, such as oxygen atonic groups and nitrogen atonic groups, 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 also be substituted.

[0026] “Volatile”, as used here, means having a flash point below about 100°C.

[0027] “Non-volatile”, as used here, means having a flash point greater than approximately 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 A composition that has been applied to a keratinous material through contact with another substrate, whether of the same or a different nature. For example, when a composition such as liquid lipstick has been applied, the composition can be transferred to another person's teeth, hands, or cheek. Regardless of the type of composition, it can also be transferred from the keratinous material to which it was applied to another substrate such as towels, collars, glasses, cups, or other containers.

[0030] “Transfer resistance” as used herein refers to the quality exhibited by A composition with respect to transfer resistance. To determine transfer resistance, the amount of composition transferred from a keratinous material to a substrate can 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. Furthermore, the amount transferred can 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 from the keratinous material to the substrate.

[0031] The term “long-lasting” compositions, as used herein, refers to compositions where, after application to a keratinous material, they do not transfer or stain upon contact with another substrate and maintain a consistent appearance on the keratinous material for an extended period. The term “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, visible to the naked eye, after a prolonged period of time. Longevity properties can be evaluated by any method known in the art for evaluating such properties. For example, longevity can 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 a prolonged period of time. For example, the color of a composition can be evaluated immediately after application to keratinous materials, 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 compositions.Furthermore, long-lasting properties can be evaluated by applying a sample, allowing it to dry, and then abrading it to determine the shrinkage / loss of the sample.

[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 or water-in-oil-in-water emulsion, or a solid, rigid, or flexible gel. The composition of the invention may, for example, include an external or continuous oily phase.

[0033] “Exempt” or “substantially exempt” or “devoid of” as used herein means that although it is preferable that no quantity of the specific component be present in the composition, it is possible that there may be very small quantities of it 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 compositions of the invention.Thus, for example, "free from ingredients of animal origin" means that an effective amount (i.e., greater than trace amounts) of ingredients of animal origin is omitted from the composition (i.e., about 0% by weight), "substantially free from ingredients of animal origin" means that one or more ingredients of animal origin is / are present in amounts not exceeding 0.1% by weight, and "free from ingredients of animal origin" means that one or more ingredients of animal origin is / are present in amounts not exceeding 0.25% by weight, relative to 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., approximately 0% by weight), "substantially surfactant-free" means that a surfactant is present in amounts not exceeding 0.1% by weight, and "surfactant-free" means that a surfactant is present in amounts not exceeding 0.25% by weight, relative to the total weight of the composition. The same nomenclature applies to all other identified ingredients. throughout the application and in this paragraph, for example, the use of language such as wax (the compositions of the invention that are "wax-free," "substantially wax-free," and "wax-free" have meanings consistent with the review in this paragraph), even if not specifically stated for each identified ingredient. The examples of the use of such language as that in this paragraph are intended to be provided by way of illustration, 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 likely to discourage a consumer from using the composition. Acceptable pH levels for the compositions of the present invention are preferably acidic, namely, 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] “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.

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

[0038] “Ambient temperature” means 25 °C.

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

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

[0041] 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 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 glycerol-based silicone resin. Similarly, the oily system or oily component may consist essentially of, or consist of, silicone oils or volatile oils.

[0042] For the purposes of the present invention, the "fundamental and innovative property" associated with the compositions, components and processes which "consist essentially of" identified ingredients or actions is "long-lasting and flexible."

[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 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.

[0044] 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. SILICONE ACRYLATE COPOLYMER

[0045] According to the present invention, compositions comprising at least one silicone acrylate copolymer are proposed. Silicone acrylate copolymers are polymers containing one or more siloxane groups and one or more hydrocarbon groups. 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, one or more pendant vinyl, methacrylic, and / or acrylic groups.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] At least one silicone acrylate copolymer may be selected from silicone / (meth)acrylate copolymers, such as those described in US patents Nos. 5,061,481, 5,219,560 and 5,262,087, and US patent application No. 2012 / 0301415.

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

[0048] Non-limiting examples of such polymers and their synthesis are disclosed, for example, in US 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 obtained from different companies. One such company is Minnesota Mining and Manufacturing Company, which offers these types of polymers under the trade names "Silicone Plus" polymers (for example, poly(isobutyl methacrylate-co-methyl FOSEA)-γ-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, for example, the copolymers described in PCT Application No. WO 01 / 32727.

[0050] Other useful polymers may include those described in US 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 in an active solids content 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 relative to the total weight of the composition, including all intermediate ranges and sub-ranges. It should be understood that the 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%, and 10% to 20%, by weight relative to the weight of the composition. T-MODIFIED SILICONE RESIN

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

[0053] The nomenclature for silicone resins is known in the art as the "MDTQ" nomenclature, by which a silicone resin is described according to the various monomeric siloxane motifs that compose the polymer. Each letter of "MDTQ" designates a different type of motif. Trifunctional motifs (or T motifs) are part of this known nomenclature.

[0054] According to preferred embodiments, 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] in which x and y can, 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, 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 motif is replaced by a T motif. Suitable T motifs for such replacements include, but are not limited to, polysilsesquioxanes of formula ((R)SiO3 / 2)x (T motifs) in which x is greater than 100, in which the R groups may be independently of lower C1-C8 alkyl groups, such as substituted or unsubstituted, branched or linear C1-C8 alkyl groups, such as, for example, methyl, ethyl, propyl, butyl, etc.Preferred groups are 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. From . Preferably, MQ resin is modified with one or more polymethylsilsesquioxanes. An example of a T-modified MQ resin is Grant Industries' GRANRESIN MQI-T50 resin.

[0058] According to preferred embodiments of the invention, at least one T-modified silicone resin is preferably present in an amount of active solids content 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 relative to the total weight of the composition, including all intermediate ranges and sub-ranges. It should 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 relative to 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 approximately 7:1 to approximately 1:7, approximately 5:1 to approximately 1:5, approximately 3:1 to approximately 1:3, and approximately 2:1 to approximately 1:2, including any range of ratios therein, such as approximately 1:1 and / or which can be discerned by using the quantities of ingredients in the examples in this application as the boundary 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 comprising at least one MQ silicone resin and / or at least one glycerol silicone resin are proposed. According to such preferred embodiments, the compositions of the present invention comprise a film-forming component comprising, consisting of, or essentially consisting 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 glycerol 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 glycerol silicone resins, such as from 1 to 10 of these copolymers / resins, from 1 to 5 of these resins / copolymers, from 1 to 3 of these resins / copolymers, etc.

[0062] By "MQ silicone resin" is meant a resin which (1) comprises, in its chemical structure, only M and Q monomeric siloxane units that make up 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 glycerol-based silicone resins which contain one or more monoglycerol or polyglycerol groups as indicated below.

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

[0064] By way of examples of suitable MQ silicone resins, alkyl siloxysilicates of formula [(Rl)3 SiOl / 2]x(SiO4 / 2)y (MQ motifs) may be cited, in which x and y are integers from 20 to 200, preferably from 40 to 150, and preferably from 50 to 80, including all intermediate ranges and sub-ranges, and such that the RI group 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] in which x and y can, 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] Examples of MQ type silicone resins of the trimethyl siloxysilicate type include those sold under the reference SR 1000 by Momentive Performance Materials, under the reference MQ 1600 by Dow Corning or under the reference Belsil TMS 803 by Wacker.

[0069] Examples of silicone resins comprising MQ siloxysilicate motifs include phenylalkyl siloxysilicate resins, such as phenylpropyldimethyl siloxysilicate (Silshine 151 sold by Momentive Performance Materials). The preparation of such resins is described, in particular, in US patent 5,817,302.

[0070] The glycerol-based 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 of the latter;

[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 monovalent hydrocarbon group, substituted or unsubstituted, or an atom 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] Glycerol silicone resins according to the invention are described in US patent application No.: US 2020 / 0332065 Al of SHIN-ETSU.

[0081] According to a specific embodiment, the glycerol 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 glycerol 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 glycerol silicone resin(s) has / have an average molecular weight by weight ranging from 1000 to 100,000.

[0084] The glycerol silicone resin(s) according to the invention is / are amphiphilic, that is to say, it / they have two parts of different polarities. Generally, one is lipophilic (soluble or dispersible in an oil 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 and lipophilic parts 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 glycerol silicone resins according to the invention preferably varies from 0.1 to 15 according to the Griffin process.

[0085] The glycerol-coated silicone resin(s) according to the invention can 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 selected from the compounds ending with 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 monovalent hydrocarbon group, substituted or unsubstituted, 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-based 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 glycerol-coated 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 alkyl, aryl or aralkyl group identical or different 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 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

[0096] (B) of one or more compounds selected from compounds ending with 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 monovalent hydrocarbon group, substituted or unsubstituted, 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 in 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] Furthermore, 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; and 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 a reactivity standpoint, ethanol, 1-propanol, and 2-propanol are preferred.

[0101] The amount of solvent used is preferably from 1% to 80% and more preferably from 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 heat under reflux at a temperature between 50 and 150 °C, in particular 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 may be included. The amount of activated carbon used is preferably from 0.001% to 5.0%, and in particular from 0.01% to 1.0% of the overall system. Sample discoloration can be better suppressed by fixing the amount of activated carbon within this range.

[0104] After the addition reaction, if necessary, a step to remove the remaining hydrosilyl groups may be included. Particularly in cases where use in applications such as cosmetic preparations is planned, there is a possibility that these hydrosilyl groups may become deactivated over time due to dehydrogenation reactions, which presents a safety concern. Therefore, it is preferable to include a step to maintain the hydrosilyl groups.

[0105] An example of a step for removing hydrosilyl groups 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, followed by neutralization through the addition of an amount of acidic 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 perspective of promoting the dehydrogenation reaction, the use of a strong basic catalyst is particularly preferred, with sodium hydroxide being especially preferred.Examples of 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. Generally, instead of using the acid or base alone, it is preferable to use them with water and heat them to a temperature no higher than the boiling point of water.

[0106] After the addition reaction, if necessary, a deodorization step to reduce the odor may be included. When use in applications such as cosmetic preparations is envisaged, in particular, since the product acquires an odor over time, it is preferable to include a deodorization step. The deodorization mechanism of ordinary silicones modified with polyethers can be explained as follows. When an addition reaction between a polyether etherized with allyl groups and a hydropolyorganosiloxane is carried out in the presence of a platinum catalyst, the allyl groups rearrange internally through side reactions, forming a polyether etherized with [missing group] groups Propenyl. This propenyl-etherified polyether does not reactively with hydrogen polyorganosiloxane 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 emits 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 the oxidative deterioration of the polyether, the preparation tends to become acidic over time, promoting the hydrolysis reaction described above and resulting in the development of an unpleasant odor.

[0107] Typical examples of the deodorization step include two approaches. The first is that in which, 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 re-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. If it is necessary to remove the acid that has been used, it is preferable to use an acid with a low boiling point, such as hydrochloric acid, formic acid, acetic acid, or trifluoroacetic acid. Similarly, from the point of view of treatment efficiency, it is preferable to use a strong acid, such as hydrochloric acid or trifluoroacetic acid.

[0109] The processing temperature is preferably set at 80 °C or less to prevent oxidation of the 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 a productivity standpoint, the preferred process is to add an aqueous solution to the post-reaction solution to regulate the pH to 7 or less and then perform purification by reextraction after stirring under heating. Purification of the reextraction 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 reextraction under these temperature conditions, it is preferable to perform this operation at reduced pressure; when it 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, either in uncombined form or as a compound. In this case, it is not necessary to use a catalyst support. However, when a catalyst support is used, the support can be, for example, 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. Furthermore, 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 in batches or continuously. When it is a non-continuous process, the reaction time depends, for example, on the amount of catalyst and the temperature, but it is generally between 3 and 12 hours. The hydrogen pressure can be set to a suitable fixed pressure. The endpoint 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 that has been purified by this acid treatment and this hydrogenation treatment can be fixed 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 While the elimination of the aldehyde compound is possible, there is a limit to the complete removal of unsaturated double bonds, meaning that the formation of odorous aldehydes cannot be entirely eliminated. In the hydrogenation reaction, removing the unsaturated double bonds can reduce the amount of aldehyde compound formed. However, the aldehyde condensate formed by the condensation of a portion of the aldehyde remains in the system even after such treatment, and removal by re-extraction purification is also difficult. Therefore, complete deodorization is possible by alkylating the remaining unsaturated double bonds when the solution, following the addition reaction, undergoes hydrogenation, and by subsequently decomposing the aldehyde condensate in the system through the addition of an acid catalyst (WO 2002 / 05588).

[0117] The average molecular weight by weight of the glycerol silicone resin of average formula (1) preferably varies from 1000 to 100,000; from the point of view of performance qualities and ease of operations, such as filtration, the average molecular weight by weight preferentially varies from 3000 to 50,000. Here and thereafter, the average molecular weight by weight can be determined as the average molecular weight by weight equivalent of polystyrene 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 the film forming capability, it is preferably solid.

[0119] In particular, the glycerol-coated 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 glycerol-coated silicone resins according to the invention have a hydrophilic-lipophilic balance (HLB), as determined by Griffin's formula, preferably from 0.1 to 15 and more preferably from 1.0 to 8.0.

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

[0122] Where • R denotes the 3-glyceroxypropyl structural group • 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 glycerol silicone resin of the type (3-glyceroxypropyl) Dimethylsiloxyl Trimethylsiloxysilicate of formula (21) is in the form of a solution in at least one volatile oil.

[0124] Preferably, the volatile oil can be chosen 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 selected from among the hydroxyl, ester, ether and carboxyl functions.

[0126] Preferably, the expression "silicone oil" refers to an oil comprising at least one Si-0 group and more particularly an organopolysiloxane.

[0127] Preferably, volatile hydrocarbon oils can be selected from among C8-C16 branched alkanes. In particular, C8-C16 petroleum-derived isoalkanes (also known as isoparaffins), such as isododecane (also known as 2,2,4,4,6-pentamethylheptane), isodecane, isohexadecane, and, for example, oils marketed under the trade names Isopar® or Permethyl®. Isododecane will most preferably be used.

[0128] Preferably, the volatile silicone oil can 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 2 to 7 silicon atoms, these silicones optionally comprising alkyl or alkoxy groups containing 1 to 10 carbon atoms. In particular, volatile silicone oils that can be used in the invention include 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 glycerol silicone resin of the type (3-Glyceroxypropyl) Dimethylsiloxy Trimethylsiloxysilicate of formula (21) is in the form of a solution comprising 49.5 wt% 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 glycerol silicone resin(s) is / are preferably present as an active ingredient in a concentration ranging from 0.1% to 30% by weight, relative to the weight total 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] Where at least one MQ silicone resin and / or at least one glycerol silicone resin is / are also present in the compositions of the present invention, preferably the weight ratio between active material of (1) silicone acrylate copolymer and (2) total amount of silicone resin present (T-modified silicone resin and / or MQ silicone resin and / or glycerol silicone resin) is about 10:1 to about 1:10, about 7.5:1 to about 1:7.5, about 5:1 to about 1:5, about 3:1 to about 1:3, and about 2:1 to about 1:2, including all ranges of ratios such as about 1:1 and / or which can be discerned by using the quantities of ingredients in the examples of this application as a bound 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). OILY 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" within the meaning of the present invention is a lipophilic fatty compound that is solid at room temperature (25 °C) and reversibly changes from a solid to a 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 crystalline structure in the solid state.By bringing the wax to its melting point, it is possible to use the wax(s) themselves as supports and / or it is possible to make the wax(s) miscible with 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 mentioned above. 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 from 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.

[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 D5) 72 4.2 Octamethylcyclotetrasiloxane (cyclotetramethylsiloxane or D4) 55 2.5 Dodecamethylcyclohexasiloxane (D6) 93 7 Decamethyltetrasiloxane (L4) 63 1.7 KF-96 A from Shin Etsu 94 6 PDMS (polydimethylsiloxane) DC200 (1.5 cSt) from Dow Corning 56 1.5 PDMS DC200 (2 cSt) from Dow Corning 87 2

[0137] 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 WO 03 / 042221. 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.

[0138] According to certain embodiments of the present invention, the composition preferably comprises one or more non-silicone volatile oils, which may be selected 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 8 to 16 carbon atoms and mixtures thereof, and in particular, C8-Ci6 branched alkanes such as C8-Ci6 isoalkanes (also known as isoparaffins), isohexadecane, isododecane, isodecane, and, for example, oils marketed under the brand names Isopar or Permethyl. Preferably, 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-Cl2 isoparaffin) 56 Undecane 62 Tridecane 94 Isohexadecane 96

[0141] The volatility of solvents / oils can be determined using the evaporation rate as shown 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: • 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, and rosehip 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, alkyl benzoate in Ci2 to Ci5, 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.

[0143] In addition, examples of non-volatile oils that can 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, in particular Vaseline (petrolatum), paraffin oil, squalane, squalene, hydrogenated polyisobutene, hydrogenated polydecene, polybutene, mineral oil, pentahydrosqualene and mixtures thereof.

[0144] In addition, examples of non-volatile oils that can be used in the present invention include, in particular, silicone oils such as dimethicone (polydimethylsiloxane) of various viscosities as well as phenyl silicone oils such as phenyl trimethicone and trimethylsiloxyphenyl dimethicone.

[0145] According to preferred embodiments, where applicable, 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 those 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 may be used in accordance with this disclosure include those commonly used in the cosmetics field: they include those of natural origin, such as beeswax, carnauba wax, candelilla wax, ouricoury wax, Japanese wax, cork fiber wax or sugar cane 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 of 10 to 45 carbon atoms, poly(di)methylsiloxane esters that are solid at 30 °C and whose ester chain comprises at least 10 carbon atoms, di(l,l,l-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 motifs of formula (R2 R'SiO1 / 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(s) 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 can be used according to the present invention include Sudan Red, DC Red 17, DC Green 6, beta-carotene, soybean oil, Sudan Brown, DC Yellow 11, DC Violet 2, DC Orange 5, annatto, and quinoline yellow. The fat-soluble dyes, where applicable, 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 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.

[0155] The 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 mineral 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] Where appropriate, the colouring 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 furthermore, 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 emulsion form, the oil phase mainly contains silicone oils (Si / W or W / Si emulsion) or hydrocarbon oils. If applicable, the water is preferably present in a quantity 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 include any additive commonly used in the field concerned. For example, additional film-forming agents other than at least one silicone acrylate and 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, paste-like compounds, and viscosity-increasing agents may be added. A non-exhaustive list of these ingredients is available in US Patent Application Publication No. 2004 / 0170586.Other examples of suitable additional components can be found in the other references in this application. Further examples of these additional ingredients can be found in the International Cosmetic Ingredient Dictionary and Handbook (9th ed. 2002).

[0160] 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.

[0161] These substances can be chosen in various ways by a person skilled in the art 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 furthermore such as 0.1% to 50% by weight (where appropriate), 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, lips, skin or eyelashes.

[0164] In particular, suitable gelling agents for the oil phase include, among others, lipophilic or hydrophilic clays.

[0165] The term "hydrophilic clay" refers to a clay capable of swelling in water; this clay swells in water and, after hydration, forms a colloidal dispersion. These clays are products already well known in themselves, which are described, for example, in the work "Mineralogy of Clays," 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 that can be chosen from among the cations calcium, magnesium, aluminum, sodium, potassium, and lithium, and mixtures thereof. Examples of such products that can be cited include clays of the smectite family such as montmorillonites, hectorites, bentonites, beidellites, and saponites, but also of the vermiculite family, stevensites, and chlorites. These clays can be of natural or synthetic origin.

[0166] Examples of hydrophilic clays include synthetic hectorites (also called laponites), for example the products marketed by 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 Rheox; magnesium aluminium silicates, in particular hydrated, for example the products marketed by Vanderbilt under the names Veegum Ultra, Veegum HS and Veegum DGT; or calcium silicates, and in particular the synthetic product 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 can be mentioned include modified clays such as modified magnesium silicate (Rheox's Bentone Gel VS38), and hectorites modified with a C22 fatty acid ammonium chloride, for example, hectorite modified with distearyldimethylammonium chloride (CTFA name: disteardimonium hectorite) marketed as Bentone 38 CE by Rheox or Bentone 38V® by Elementis.

[0168] In particular, among the gelling agents that can be used, silica particles may be mentioned. Preferably, the silica particles are sublimed silica particles.

[0169] Suitable silica aerogels are hydrophobic silicas and include, in particular, 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 silica through a chemical reaction that reduces the number of silanol groups present on the silica surface. In particular, the silanol groups can be replaced by hydrophobic groups, resulting in 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 marketed for example 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 treating 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 marketed, for example, 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 any, is present in the composition of the present invention in quantities 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 for treating, caring for, and / or coloring keratinous material by applying compositions of the present invention to the keratinous material in a sufficient quantity to treat, care for, and / or color the keratinous material. Preferably, the "coloring" of the keratinous material includes the application of at least one coloring agent to the keratinous material in a sufficient quantity to provide color to the keratinous material.

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

[0175] In accordance with previous preferred embodiments, the compositions of the present invention are applied topically to the desired area of ​​keratinous material in a sufficient quantity to treat, care for, and / or conceal the keratinous material, to cover or mask defects associated with the keratinous material, or to improve the appearance of the keratinous material. One can apply The compositions are applied to the desired area as needed, preferably once a day, and then preferably allowed to dry before being subjected 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 stated, all numbers expressing quantities of ingredients, reaction conditions, etc., used in the specification and the claims are to be understood as modified in all cases by the term "about". Accordingly, unless otherwise stated, the numerical parameters presented in the following specification and the attached claims are approximations that may vary depending on the desired properties that are sought to be obtained by the present invention.

[0177] Although the numerical ranges and parameters illustrating 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. Example 1# - Sample Inventive Compositions

[0178] The following compositions can be prepared:

[0179] [Tables3] Ingredient General range (active ingredient content) Specific range (active ingredient content) Silicone acrylate copolymer (KP) 0.5%-25% 2%-10% Modified T-silicon resin (MQT) 0.5%-25% 2%-10% Glycerol-based silicone MQ resin (MQG) 0%-30% 1%-5% MQ silicone resin (MQ) 0%-30% 1%-5% Volatile oil 10%-80% 25%-60% Colorant 0.1%-30% 5%-20% Other (e.g., preservatives, waxes, active ingredients, etc.) 0%-10% 0.1%-5% Example 2 - Test Procedures

[0180] Example 2A: Extended durability test procedure

[0181] One mL samples (below) were taken on abrasive paper and left 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, taking care not to overlap the droplets. The droplets were left 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 on which no liquid has been applied, a piece of ASTM tape is passed over the film, applying slight pressure with the fingers and 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 film quality and 3 = best transfer / worst film quality. An average score from two readings was obtained and is 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 left 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 break 1 Minimal break 2 Some break 3 Partial break 4 Major break 5 Total break Example #3: Tests

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

[0189] [Tables5] Sample n° 1 Sample n° 2 Sample n° 3 Sample n° 4 Sample n° 5 100 100 100 100 100 INCI US % % % % % Silicone acrylate copolymer (KP) HHHHH Glycerol MQ resin (MQG) HMHLL Modified silicone T resin (MQT) LMLMH Trihydroxystearin 3.00 3.00 3.00 3.00 3.00 Isododecane QS QS QS QS QS Phenoxyethanol / ethylhexylglycerin / sorbic acid 1.15 1.15 1.15 1.15 1.15 Untreated pigments in 30% isododecane 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 prolonged durability and flexibility in accordance with 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. Tape ASTM Average score in 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 #4: 1.25 2.00 1.00 1.25 1.00 1.75 1.25 1.36 5 Sample #5: 1.25 2.00 1.00 1.25 1.00 1.75 1.00 1.32 1

[0192] Combinations of a high content of silicone acrylate copolymer and T-modified silicone resin with lower amounts of glycerol silicone resin offered the best combined properties of flexibility (lower stretch indices) and long-lasting performance (lower strength test indices), indicating preferred compositions which have a high content of silicone acrylate copolymer and T-modified silicone resin with low amounts of MQ and / or glycerol 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 final total dry matter content of the silicone acrylate copolymer and silicone resins was 20% in each composition. The compositions thus prepared can be summarized as follows:

[0194] [Tables?] Sample Title Polymer Ratio Sample A Silicone acrylate copolymer (KP) 100% Sample B MQ silicone resin (MQ) 100% Sample C Glycerol MQ resin (MQG) 100% Sample D Modified T silicone resin (MQT) 100% Sample E KP + MQG only -10:1 Sample F KP + MQT only -1:1 Sample G KP and MQ only -10:1 Sample H MQT and MQ only -7:1 Sample I MQT and MQG only -7:1 Sample J KP550 and MQT and MQG -1:1:0.1 Sample K KP550 and MQT and 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 Various 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 prolonged hold 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 presented 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 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 nF: (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 nG: 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 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 n 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) 1.25 1.25 1.00 1.00 1.00 1.00 1.00 1.00 1.25 1.00 1.25 1.00 1.25 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

Demands

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

2. Composition according to claim 1, wherein the composition further comprises at least one MQ silicone resin.

3. Composition according to any one of the preceding claims, wherein the composition further comprises at least one glycerol-coated silicone resin.

4. Composition according to any one of the preceding claims, wherein the composition is anhydrous.

5. Composition according to any one of the preceding claims, wherein the composition is liquid.

6. Composition according to any one of the preceding claims, wherein the composition further comprises at least one coloring agent.

7. Composition according to any one of the preceding claims, the composition further comprises at least one volatile oil.

8. Composition according to any one of the preceding claims, wherein the silicone acrylate copolymer is an acrylates / dimethicone copolymer.

9. A method for making up lips comprising applying the composition of any of the preceding claims to the lips in a quantity sufficient to make up the lips.