LONG-LASTING COMPOSITIONS CONTAINING SILICONE ACRYLATE COPOLYMER AND GLYCEROLATED SILICONE RESIN

Abstract

LONG-LASTING COMPOSITIONS CONTAINING SILICONE ACRYLATE COPOLYMER AND GLYCEROLATED SILICONE RESIN Compositions including at least one silicone acrylate copolymer and at least one glycerolated silicone resin, as well as methods of applying such compositions to a keratin material are provided. Figure for abstract: none

Description

Title of the invention: LONG-LASTING COMPOSITIONS CONTAINING SILICONE ACRYLATE COPOLYMER AND GLYCEROLATED 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 glycerolated silicone resin. Among other improved or beneficial properties, these compositions have surprisingly good stability, long-lasting properties, adhesion and / or transfer resistance. 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 long-lasting and / or transfer-resistant properties. However, these products have poor application properties and / or a poor feel upon application (e.g., they are rough). 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, which means that the products are not “long-lasting” as they require constant maintenance and reapplication.

[0004] US patent applications 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] Patent application US 2021 / 0401723 relates to compositions capable of forming a multi-layer structure after application which may contain MQ resin with modified T.

[0007] Patent application US 2020 / 0332065 relates to compositions containing glycerolated silicone resins.

[0008] There remains a need for improved compositions having improved cosmetic properties, in particular good stability, wear, transfer resistance, adhesion, feel and / or appearance characteristics upon application.

[0009] Therefore, one aspect of the present invention is a care and / or makeup and / or treatment composition for keratin materials which has good cosmetic properties such as, for example, good stability, wear, transfer resistance, adhesion, feel and / or appearance upon 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 glycerolated silicone resin. Preferably, these compositions do not contain effective film-forming amounts of silicone resins that have not been glycerolated, and are preferably free of silicone resins that have not been glycerolated. 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 glycerolated silicone resin. Preferably, these compositions do not contain effective film-forming amounts of silicone resins which have not been glycerolated, and are preferably free of silicone resins which have not been glycerolated. 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 glycerolated silicone resin. Preferably, these compositions do not contain effective film-forming amounts of silicone resins which have not been glycerolated, and are preferably free of silicone resins which have not been glycerolated. Also, preferably, such compositions are liquid.

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

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

[0015] The present invention also relates to providing methods of increasing the color stability of a colored composition comprising combining at least one silicone acrylate copolymer and at least one glycerolated silicone resin in the composition so as to increase the color stability of the composition. Preferably, such compositions are anhydrous. Preferably, such compositions do not contain effective film-forming amounts of silicone resins that have not been glycerolated, and are preferably free of silicone resins that have not been glycerolated. Also, preferably, such compositions are liquid.

[0016] It should 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

[0017] By the expression "at least one" is meant one or more and this therefore includes individual components as well as mixtures / combinations.

[0018] In this document, all proposed ranges are intended to include every specific range within the given ranges, and all 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 2 to 5, 3 to 5, 2 to 3, 2 to 4, 1 to 4, etc.

[0019] “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.

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

[0021] Other than in the working examples, or unless otherwise indicated, all numbers expressing quantities of ingredients and / or reaction conditions must be understood as being modified in all circumstances by the term "approximately", meaning to within 10% of the number indicated.

[0022] By "film former" or "film-forming agent" as used herein is meant any material such as, for example, a polymer or a resin that leaves a film on the substrate to which it is applied.

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

[0024] “Keratin 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 atoms, such as oxygen atoms and nitrogen atoms, as well as functional groups, such as hydroxyl groups, ether groups, alkoxy groups, acyloxyalkyl groups, oxyalkylene groups, polyoxyalkylene groups, carboxylic acid groups, amine groups, acylamino groups, amide groups, halogen-containing groups, ester groups, thiol groups, sulfonate groups, thiosulfate groups, siloxane groups, hydroxyalkyl groups, and polysiloxane groups. The substituent(s) may be further substituted.

[0026] By "volatile" as used herein is meant having a flash point less than about 115°C.

[0027] By "non-volatile" as used herein is meant having a flash point above about 115°C.

[0028] As used herein, the term "anhydrous" refers to compositions that 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 com position that has been applied to a keratin 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 keratin 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 Transfer resistance composition. To determine transfer resistance, the amount of composition transferred from a keratin material to a substrate may be evaluated and compared. For example, a composition may be transfer resistant if, after application to a keratin material such as lips, skin, or eyelashes and contact with a substrate, a majority of the composition is left 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 keratin material.

[0031] “Long-lasting” compositions as used herein refer to compositions where the compositions, after application to a keratin material, do not do not transfer or run after contact with another substrate and maintain a consistent appearance on the keratin 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 as 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 keratin materials such as the lips and evaluating the color of the composition after an extended period of time.For example, the color of a composition can be evaluated immediately after application to keratinous materials such as lips and these characteristics can then be re-evaluated and compared after a period of time. In addition, these characteristics can be evaluated against other compositions, such as commercially available compositions. In addition, long-lasting properties can be evaluated by applying a sample, allowing it to dry, and then abrading it to determine 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 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 may be 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 conditioning compositions of the invention.Thus, for example, "free of non-glycerolated silicone resin" means that an effective amount (i.e., an effective film-forming amount) of non-glycerolated silicone resin is omitted from the composition (i.e., about 0% by weight), "substantially free of non-glycerolated silicone resin" means that the non-glycerolated silicone resin is present in amounts not greater than 0.1% by weight, and "free of non-glycerolated silicone resin" means that non-glycerolated silicone resin 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 ingredients identified throughout the application and in this paragraph, such as, for example, wax (the 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 keratin 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 film-forming component may consist essentially of (1) at least one silicone acrylate copolymer and (2) the at least one glycerolated silicone resin. Similarly, the oil system or oil component may consist essentially of silicone 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 “color stability after 6 months at room temperature” ambient, with or without centrifugation”.

[0043] “Color stability after 6 months at room temperature” means that the color of a composition remains uniform or homogeneous after 6 months at room temperature.

[0044] Reference is made herein to trade names of materials including, but not limited to, polymers and optional components. The inventors herein do not intend 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.

[0045] All percentages and ratios are calculated by weight unless otherwise indicated. All percentages are calculated based on the total weight of a composition unless otherwise indicated. All levels of a 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

[0046] According to the present invention, compositions including at least one silicone acrylate copolymer are provided. Silicone acrylate copolymers are polymers containing one or more siloxane groups 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, 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.

[0047] The at least one silicone acrylate copolymer may be chosen from silicone / (meth)acrylate copolymers, such as those described in US patents 5,061,481, 5,219,560 and 5,262,087, and US patent application 2012 / 0301415.

[0048] The at least one silicone acrylate copolymer may be selected 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 such non-dendrimer copolymers are acrylates / dimethicone copolymers such as those commercially available from Shin-Etsu, e.g., 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.

[0049] Other non-limiting examples of these polymers and their synthesis are disclosed, for example, in U.S. Patents 4,972,037, 5,061,481, 5,209,924, 5,849,275 and 6,033,650, and PCT applications 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).

[0050] Other non-limiting examples of useful silicone acrylate copolymers include silicone / acrylate graft terpolymers, e.g., the copolymers described in PCT application WO 01 / 32727.

[0051] 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(isobutylmethacrylate), which is commercially available from 3M under the trade name VS 70 IBM.

[0052] The silicone acrylate copolymer is preferably present in the compositions of the present invention at an active solids content of from about 1% to about 35%, preferably from about 2.5% to about 30%, and most preferably from about 5% to about 25%, by weight based on the total weight of the composition, including all ranges and sub-ranges therebetween. It is to be understood that acceptable ranges of silicone acrylate copolymer present in the compositions of the invention include 2 to 15%, 10 to 30%, 5 to 35%, 20 to 30%, 5 to 15%, by weight based on the weight of the composition. GLYCEROLATED SILICONE RESIN

[0053] In accordance with the present invention, compositions comprising at least one glycerolated silicone resin are provided.

[0054] Preferably, the compositions of the present invention comprise a film-forming component comprising at least one glycerolated silicone resin, at least two glycerolated silicone resins, at least three glycerolated silicone resins, at least four glycerolated silicone resins, etc. Accordingly, the film-forming components of the present invention may contain, for example, any number of glycerolated silicone resins such as from 1 to 10 of these resins, 1 to 5 of these resins, 1 to 3 of these resins, etc.

[0055] The expression "glycerolated silicone resin" means a resin which comprises, in its chemical structure, one or more monoglycerol or polyglycerol groups.

[0056] According to preferred embodiments of the invention, the glycerolated silicone resin(s) are preferably present in a content as active material ranging from 0.1% to 40% by weight, relative to the total weight of the composition, preferably ranging from 1% to 30% by weight and more preferably from 5% to 15% 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%, 12.5% ​​to 30%, 2% to 12.5%, etc.

[0057] The glycerolated silicone resin(s) according to the invention are preferably chosen from those of the following formula (1): (RLSiOvs ( 1}

[0058] in which

[0059] - each R1, identical or different, is an alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by halogen, a group substituted by amino or a group substituted by a carboxyl thereof;

[0060] - each R2 is a mono- or polyglycerol group of the following general formula (2): (2)

[0061] in which

[0062] - R4 is a substituted or unsubstituted monovalent hydrocarbon group or an atom of hydrogen and

[0063] - the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 < i < 5,

[0064] - 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] —(CH 2)2—Cm Hîm— (Si OR121—Si R ■ 3 (3) [Chem 4] CmHsm—SiR>iHOSiRh^ (4) [Chem 5] —[CHjJz—CmHîm—SiRki—(OSÎR'?;O$ iR 'S / î-kî / S-k': (5) [Chem 6] —(CHî)2—CmHîm—SiRVi—[OSiRk2(OSiR\j(OSiRh):5-kî)j-^ (6)

[0065] Where

[0066] - each R1, identical or different, is an alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by halogen, a group substituted by amino or a group substituted by a carboxyl thereof;

[0067] - the indices m, j and ki to k3 are numbers which satisfy the conditions 0 sms 5, 0 sjs 500, 0s k1 s 2, 0 s k2 s 2andO s kc s 2;

[0068] - the indices a, b, c, d, e and f are numbers which satisfy the conditions 0 < a < 400, 0 < b < 200, 0 <c < 400, 0 < d < 320, 0 <e < 320, 0 < f < 1000 et 0,5 < (a + b + c) / f < 1,5.

[0069] The glycerolated silicone resins according to the invention are described in patent application US20200332065A1 from SHIN-ETSU.

[0070] According to a specific embodiment, the glycerolated silicone resin(s) of formula (1) as defined above are chosen from those for which

[0071] - the indices b and c satisfy the conditions 0 < b < 30 and 0 < c < 30;

[0072] - the index i of the general formula (2) of the monoglycerol or polyglycerol group R2 is a number that satisfies the condition 0 < i < 3.

[0073] According to a specific embodiment, the glycerolated silicone resin(s) of formula (1) 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.

[0074] According to a specific embodiment, the glycerolated silicone resin(s) have a weight-average molecular weight ranging from 1000 to 100,000.

[0075] Preferably, the at least one glycerolated silicone resin in the composition is a glycerolated MQ resin.

[0076] The glycerolated silicone resin(s) according to the invention are amphiphilic, that is to say 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 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.

[0077] The glycerolated silicone resin(s) according to the invention can be obtained by a preparation process comprising the hydrosilylation step

[0078] A) of a silicone resin containing a hydrosilyl group of formula (7) below (7)

[0079] in which:

[0080] - each R1, identical or different, is an alkyl, aryl or aralkyl group of 1 to 30 carbon atoms, or a group substituted by halogen, a group substituted by amino or a group substituted by a carboxyl thereof;

[0081] - the indices a, b, c, d, e and f are numbers which 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 ;

[0082] - n is a number that satisfies the condition 1 < n < 3, with

[0083] B) of one or more compounds chosen from compounds terminated by a group alkenyl of general formulas (8), (9), (10), (11) and (12) below CH^H<>HsrO-{CHsCH <OH JCHsOÿR* (8) [Chem 9] CHs—CH -CmHawfSiO R12 );-S iR h (9) [Chem 10] CHs^CH—CmHsm—SiR^i—(OSiR^î.ls^j (10) [Chem 11J CH2®«CH—CmH2m—SiRA-s—(OSjR'ksfOSiR^SJs-^Ms (11) [Chem 12] CH2^H^mH2m~SiR^~(OSiRMOSiRMOSiRS)^ (12)

[0084] Where

[0085] - R4 is a substituted or unsubstituted monovalent hydrocarbon group or an atom of hydrogen,

[0086] - the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 < i<5 ;

[0087] - the indices m, j and ki to k3 are numbers which 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).

[0088] 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.

[0089] Process for preparing glycerol silicone resin

[0090] A specific example of a process for preparing the glycerol silicone resin according to the invention is described below.

[0091] As mentioned above, the glycerolated silicone resin according to the invention can be obtained by the hydrosilylation step

[0092] (A) of a silicone resin containing a hydrosilyl group of average formula (7) below : (7)

[0093] in which

[0094] - each R1 is an alkyl, aryl or aralkyl group identical or different from 1 to 30 carbon atoms, or a group substituted by halogen, a group substituted by amino or a group substituted by a carboxyl thereof;

[0095] - the indices a, b, c, d, e and f are numbers which 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 ;

[0096] - n is a number that satisfies the condition 1 < n < 3, with

[0097] (B) one or more compounds chosen from compounds terminated by a alkenyl group of general formulas (8), (9), (10), (11) and (12) below CH;M3H-GH2;-O-(CHaCH(OH^ (8) CHz-CH-CniHMSiOR^j-SiRS (9) CH2=CH—StR'kl— (OSiRUh-w (10) CH^CH^CmHs^SÏR V^OSiR^COSiR^^ (11) CH2=CH™C™H2m~SiRLiHOSiR^(OSiRMOSiRM^ (12)

[0098] Where

[0099] - R4 is a substituted or unsubstituted monovalent hydrocarbon group or an atom of hydrogen,

[0100] - the indices 1 and i are numbers that satisfy the conditions 0 < 1 < 15 and 0 < i<5 ;

[0101] - the indices m, j and ki to k3 are numbers which 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).

[0102] 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.

[0103] 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.

[0104] 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, decamethylcyclopenta-siloxane and dodecamethylcyclohexasiloxane; aromatic hydrocarbons, such as toluene and xylene; ketone 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.

[0105] 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.

[0106] 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, particularly between 80 and 120°C, for approximately 1 to 10 hours.

[0107] 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 in particular 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 in this range.

[0108] After the addition reaction, if necessary, the step of removing the remaining hydrosilyl groups may 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 the dehydrogenation reactions, which presents a safety problem. It is therefore preferable to include a step to maintain the hydrosilylated groups.

[0109] An example of a hydrosilyl group removal step is the process of hydrolyzing unreacted hydrosilyl groups by adding a base 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 base catalyst. Specific examples of base catalysts include strong base catalysts, such as lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide, and barium hydroxide; and weak base catalysts, such as sodium carbonate, calcium carbonate, and sodium bicarbonate. From the viewpoint of promoting the dehydrogenation reaction, the use of a strong base 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.

[0110] 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 intended, 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 a propenyl-etherified polyether. This propenyl-etherified polyether has no reactivity with the 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 has an unpleasant odor. It is known that the above hydrolysis reaction is also promoted in the presence of an acid catalyst. Therefore, when the 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 en- . trailing the appearance of a bad smell.

[0111] 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 strip purification (JP No. 2137062).

[0112] 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.

[0113] 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.

[0114] 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 strip purification after stirring under heating is preferred. Strip 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 effectively purify the strip under these temperature conditions, it is preferable to carry out this operation at reduced pressure; when carried out at normal pressure, the operation is preferably carried out under a flow of inert gas, such as nitrogen or argon.

[0115] 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).

[0116] 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 preferred.

[0117] 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.

[0118] 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.

[0119] 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.

[0120] It is also possible to combine the two types of deodorization steps mentioned above. In the approach involving acid treatment, decomposition and removal of the aldehyde compound is 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 involving 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 treatment is carried out and removal by strip purification is also difficult.Therefore, by alkylation of the unsaturated double bonds which remain when the solution, following the addition reaction, is subjected to hydrogenation, and by subsequent decomposition of the aldehyde condensate. in the system by adding an acid catalyst, complete deodorization is possible (WO2002 / 05588).

[0121] 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).

[0122] 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-forming ability, it is preferably solid.

[0123] In particular, the glycerolated 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 préférentiellement un poids moléculaire moyen en poids qui varie préférentiellement de 1000 à 100 000 et plus préférentiellement de 3000 à 50 000.

[0124] 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.

[0125] 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)3SÎOl / 2]a (21)

[0126] Where

[0127] - R denotes the group of structure 3-glyceroxypropyl

[0128] - C3H6OCH2-CH(OH)CH2OH;

[0129] - the indices a, b and f are numbers which satisfy the conditions 0 < a < 400, 0 < b < 30, 0 < f < 1000 and 0.5 < (a + b) / f < 1.5.

[0130] 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.

[0131] The term "volatile oil" is understood, within the meaning of the invention, to mean any oil capable of evaporating on contact with the skin in less than one hour, at room temperature and atmospheric pressure. Volatile oil is a volatile cosmetic compound, liquid at room temperature, in particular having a non-zero vapor pressure, at room temperature and at atmospheric pressure, in particular having a vapor pressure ranging from 2.66 Pa to 40,000 Pa, in particular ranging from 2.66 Pa to 13,000 Pa and more particularly ranging from 2.66 Pa to 1300 Pa.

[0132] The volatile oil in accordance with the invention may be chosen from the group consisting of hydrocarbon oils, silicone oils and mixtures thereof.

[0133] 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.

[0134] For the purposes of the present invention, the term “silicone oil” designates an oil comprising at least one Si-O group and more particularly an organopolysiloxane.

[0135] The volatile hydrocarbon oils which can be used in the compositions according to the invention can be chosen from branched C8-C16 alkanes.

[0136] 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, oils marketed under the trade names Isopar® or Permethyl®. More preferably, isododecane will be used.

[0137] Mention may be made, as an example of a volatile silicone oil which can be used in the invention, of 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. In particular, volatile silicone oils that can be used in the invention include octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyldisiloxane, octamethyltrisiloxane, decamethyltetrasiloxane and dodecamethylpentasiloxane; and mixtures thereof. More preferably, decamethylcyclopentasiloxane (D5) will be used.

[0138] 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.

[0139] Preferably, the weight ratio of the active material of (1) silicone acrylate copolymer to (2) glycerol silicone resin is from about 15:1 to about 1:15, from about 10:1 to about 1:10, from about 5:1 to about 1:5, from about 3:1 to about 1:3, from about 2:1 to about 1:2, from about 1.5 to about 1:1.5, and from about 1:1, y including any ratio range discerned from the examples of this specification. Preferably, the amount of silicone acrylate copolymer present in the compositions of the present invention is greater than that of glycerolated silicone resin. OIL PHASE

[0140] 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 temperature 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 to make the wax(es) miscible with the oils to form a microscopically homogeneous mixture.

[0141] Suitable oils include volatile and / or non-volatile oils. These oils may be any acceptable oil, including, but not limited to, silicone oils and / or hydrocarbon-based oils.

[0142] In some embodiments, the compositions of the present invention preferably comprise one or more volatile silicone oils. Examples of such 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, such silicones being optionally substituted with alkyl or alkoxy groups of 1 to 10 carbon atoms. Specific oils that may be used in the invention include octamethyltetrasiloxane, decamethylcyclopenta-siloxane, dodecamethylcyclohexasiloxane, heptamethyloctyltrisiloxane, hexamethyldi-siloxane, 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.

[0143] Non-limiting examples of volatile silicone oils are listed in Table 1 below.

[0144] [Tables 1] Compound Flash point (°C) Viscosity (cSt) Octyltrimethicone 93 1.2 Hexyltrimethicone 79 1.2 Decamethylcyclopentasiloxane 72 4.2 (cyclopentasiloxane or D5) 55 2.5 Octamethylcyclotetrasiloxane 93 7 (cyclotetramethylsiloxane or D4) 63 1.7 Dodecamethylcyclohexasiloxane (D6) 94 6 Decamethyltetrasiloxane (L4) 56 1.5 Shin Etsu KF-96 A PDMS (polydimethylsiloxane) DC 200 (1.5 cSt) Dow Corning PDMS DC 200 (2 cSt) Dow Corning 87 2

[0145] Furthermore, a volatile linear silicone oil may be employed in the present invention. Suitable volatile linear silicone oils include those described in U.S. Patent No. 6,338,839 and WO03 / 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.

[0146] According to certain embodiments of the present invention, the composition preferably comprises one or more non-silicone volatile oils and may be selected from volatile hydrocarbon oils, volatile esters and volatile ethers. Examples of these volatile non-silicone oils include, but are not limited to, volatile hydrocarbon oils having from 8 to 16 carbon atoms and mixtures thereof and in particular, C8 to C16 branched 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.

[0147] Non-limiting examples of non-silicone volatile oils are given in Table 2 below.

[0148] [Tables2] Compound Flash point (°C) Isododecane 43 Propylene glycol n-Butyl ether 60 Ethyl 3-Ethoxypropionate 58 Propylene glycol methyl ether acetate 46 Isopar L (Cn-Cu isoparaffin) 62 Isopar H (Cn-Ci2 isoparaffin) 56 Undecane 62 Tridecane 94

[0149] The volatility of solvents / oils can be determined using the evaporation rate as presented in US Patent No. 6,338,839.

[0150] According to certain embodiments of the present invention, the composition comprises at least one non-volatile oil. Examples of non-volatile oils that can be used in the present invention include, but are not limited to, polar oils such as:

[0151] - vegetable oils based on hydrocarbons, with a high triglyceride content consisting of fatty acid esters of glycerol, 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 caprylic / capric acid triglycerides, 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;

[0152] - 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 isostearyl malate; and pentaerythritol esters;

[0153] - synthetic ethers containing from 10 to 40 carbon atoms;

[0154] - C8 to C26 fatty alcohols, for example oleyl alcohol, cetyl alcohol, alcohol stearyl and cetearyl alcohol and

[0155] - their mixtures.

[0156] Furthermore, 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.

[0157] Furthermore, examples of non-volatile oils that can 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.

[0158] According to preferred embodiments, if present, the at least one oil is present in the compositions of the present invention in an amount ranging from about 5% to about 80% by weight, more preferably from about 10% to about 70% by weight, and most preferably from about 15% to about 60% by weight, based on the total weight of the composition, including all ranges and sub-ranges within these ranges.

[0159] According to preferred embodiments of the present invention, the compositions of the present invention may further optionally comprise at least one wax.Suitable examples of waxes that may be used in accordance with the present disclosure include those generally used in the cosmetic field: these 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.

[0160] 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, in particular, 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(l,l,l-trimethylolpropane) tetrastearate, which is marketed or manufactured by Hétérène under the name HEST 2T-4S; Alkylated silicone acrylate copolymer waxes comprising at least 40 mol% of siloxy units having the formula (R2 R'SiO i / 2 )x (R"SiO 3 / 2 )y, where x and y have a value of 0.05 to 0.95, R is an alkyl group having from 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 patent application 2007 / 0149703, a particular example being C30-C45 alkyldimethylsilyl polypropylsilsesquioxane and mixtures thereof.

[0161] According to preferred embodiments, the compositions of the present invention contain less than 1% wax.

[0162] According to preferred embodiments, the compositions of the present invention contain less than 0.5% wax.

[0163] According to preferred embodiments, the compositions of the present invention do not comprise wax.

[0164] Optionally, 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. OPTIONAL INGREDIENTS

[0165] BLOCK COPOLYMER

[0166] According to embodiments of the present invention, compositions optionally containing at least one block copolymer are provided. The block copolymers are characterized by the presence of at least one "hard" segment and at least one "soft" segment. In addition to their compositional nature, the hard and soft segments of the block copolymers are defined in terms of their respective glass transition temperatures, "Tg." More particularly, the hard segment has a Tg of about 50°C or higher, while the soft segment has a Tg of about 20°C or lower. The glass transition temperature Tg of the hard segment can range from about 50°C to about 150°C; from about 60°C to about 125°C; from about 70°C to about 120°C; or from about 80°C to about 110°C.The glass transition temperature Tg for the soft segment of the glycerol silicone resin can range from about 20°C to about -150°C; from about 0°C to about -135°C; from about -10°C to about -125°C; and from about -25°C to about -100°C. A more detailed explanation is available in US Patents 5,294,438 and 6,403,070.

[0167] The block copolymer is a thermoplastic elastomer. The hard segments of The thermoplastic elastomer generally comprises vinyl monomers in varying amounts. Examples of suitable vinyl monomers include, but are not limited to, styrene, methacrylate, acrylate, vinyl ester, vinyl ether, vinyl acetate, and the like.

[0168] The block copolymer comprises at least one hard segment which is styrene.

[0169] The soft segments of the thermoplastic elastomer typically comprise olefin polymers and / or copolymers which may be saturated, unsaturated, or combinations thereof. Suitable olefin copolymers may include, but are not limited to, ethylene / propylene copolymers, ethylene / butylene copolymers, propylene / butylene copolymers, polybutylene, polyisoprene, polymers of hydrogenated butanes and isoprenes, and mixtures thereof.

[0170] Thermoplastic elastomers useful in the present invention include block copolymers, e.g., block, diblock, triblock, multiblock, star and radial block polymers and blends thereof. A diblock thermoplastic elastomer is generally defined as an AB type or a hard segment (A) followed by a soft segment (B) in a block. A triblock polymer is generally defined as an ABA type copolymer or a ratio of a hard segment, a soft segment and a hard segment. Multiblock, star block or radial thermoplastic elastomers generally contain any combination of hard and soft segments, provided that the elastomers possess both hard and soft characteristics.

[0171] In preferred embodiments, the thermoplastic elastomer of the present invention may be selected from the Kraton™ class of rubbers (Shell Chemical Company) or similar thermoplastic elastomers. Kraton™ rubbers are thermoplastic elastomers in which the polymer chains comprise a diblock, triblock, multiblock, radial block, or star configuration or many mixtures thereof. Kraton™ triblock rubbers have polystyrene (hard) segments at each end of a rubber (soft) segment, while Kraton™ diblock rubbers have a polystyrene (hard) segment attached to a rubber (soft) segment. The Kraton™ radial or star configuration can be a four-pointed star or other multi-pointed rubber star with a polystyrene segment attached to each end of a rubber segment.The configuration of each of the Kraton™ rubbers forms distinct polystyrene and rubber domains.

[0172] Each Kraton™ rubber molecule would comprise block segments of styrene monomers and rubber monomers and / or comonomers. The most common structure for the Kraton™ triblock copolymer is styrene-butadiene-styrene, styrene-isoprene-styrene, styrene-ethylenepropylene-styrene or styrene-ethylene-butylene-styrene of linear ABA block type. The Kraton™ di-block is preferably of AB block type such as styrene-ethylenepropylene, styrene-ethylenebutylene, styrene-butadiene or styrene-isoprene. The configuration of Kraton™ rubber is well known in the art and any block copolymer elastomer having a similar configuration is within the practice of the invention. Other block copolymers are marketed under the trade name Septon (which represents the elastomers known as SEEPS, marketed by Kurary, Co., Ltd) and those marketed by Exxon Dow under the trade name Vector™.

[0173] Other thermoplastic elastomers useful in the present invention include block copolymer elastomers comprising a styrene-butylene / ethylene-styrene copolymer (tri-block), an ethylene / propylene-styrene copolymer (radial or star), or a mixture or combination of the two. (Some manufacturers refer to the block copolymers as hydrogenated block copolymers, e.g., hydrogenated styrene-butylene / ethylene-styrene copolymer (tri-block)).

[0174] The amounts of the block (co)polymer or (co)polymers, as well as their structure (di-block, tri-block, etc.), affect the nature of the thermoplastic elastomer, including its gel form, which can range from brittle to soft / flexible to firm. For example, soft gels contain relatively high amounts of soft segments and firm gels contain relatively high amounts of hard segments. The overall properties of the composition can also be affected by the inclusion of more than one such block copolymer, e.g., including a blend of copolymers. For example, the presence of tri-block copolymer improves the integrity of the film formed.

[0175] Although the block copolymers may comprise styrene, it is preferred that the styrene content of the block copolymer be less than 40 wt%, preferably less than 30 wt%, and more preferably less than 20 wt%, based on the weight of the block copolymer, and preferably greater than 5 wt%, preferably greater than 7 wt%, and most preferably greater than 10 wt%, including all intermediate ranges and sub-ranges, such as, for example, 10-30%, 6-22%, 5-40%, etc. This is due to the tendency of block copolymers having a styrene content greater than 40 wt% to harden / gel in conventional support systems.However, in the case where a block copolymer having a styrene content greater than 40% by weight is used, it may be necessary to also employ a co-solvent or functional ingredient capable of dissolving a styrene block in an amount effective to control the curing / gelling of the styrene-containing compound in the composition.

[0176] A particularly preferred block copolymer is a combination of styrene-ethylene / butylene-styrene (SEBS) block and triblock copolymers, commercially available from Shell Chemical Company under the trade name Kraton G1657M. It should be noted, however, that any thermoplastic elastomer of the block copolymer type having at least one soft segment and at least one hard segment may be used without departing from the spirit of the invention.

[0177] The block copolymer will preferably have a solubility parameter, relative to the adhesive component, of ô + 2, more preferably ô + 1.7, more preferably ô + 1.5, more preferably ô ±1.3, more preferably ô + 1.0, more preferably ô + 0.7, more preferably ô +0.5, and more preferably ô ±0.3.

[0178] The block copolymer, if present, is preferably present in the compositions of the present invention at an active solids content of from about 0.5% to about 30%, preferably from about 0.75% to about 20%, and most preferably from about 1% to about 10%, by weight based on the total weight of the composition, including all ranges and sub-ranges therebetween. In preferred embodiments, the compositions of the present invention contain at least about 2% by weight of the total weight of the composition, preferably at least about 5% by weight of the total weight of the composition, of the block copolymer. It is to be understood that acceptable ranges of block copolymer present in the compositions of the invention include 2%-30%, 2%-20%, 2%-10%, 2%-5%, 5%-30%, 5%-20% and 5%-10% by weight relative to the weight of the composition.

[0179] However, according to certain preferred embodiments, the compositions of the present invention contain less than 0.1% block copolymer(s), preferably less than 0.05% block copolymer(s), and preferably no block copolymer(s).

[0180] ADHESIVE AGENTS

[0181] According to preferred embodiments of the present invention, the compositions of the present invention may further optionally comprise at least one tackifier. Tackifiers may be present in the compositions of the present invention even if the compositions do not also contain a block copolymer as described above.

[0182] A substance is described as a tackifier if, upon addition to a block copolymer, the resulting composition has the properties of a pressure-sensitive adhesive. In general, tackifiers can be divided into four different families in terms of chemistry: hydrocarbon resins, terpene rosins, amorphous (i.e., non-crystalline), rosin esters and their derivatives, and pure monomeric resins. These tackifiers are characterized by their compa compatibility with at least one segment of the block copolymer. By "compatible" is meant, for example, that when the block copolymer and the tackifier are blended, the combination of at least one segment of the block copolymer with the tackifier forms a polymer blend having a single glass transition temperature Tg that can be measured by DMA, DSC or neutron light scattering.

[0183] The compatibility of the block copolymer and the tackifier can also be defined in terms of solubility parameters. The solubility parameter δ according to the Hansen solubility space is defined in the article “Solubility Parameter Values” by Eric A. Grulke in the book “Polymer Handbook” 3rd edition, Chapter VII, pages 519-559, by the relation:

[0184] ô =( dD2+ dp2 + dH2)1 / 2, in which:

[0185] - dD characterizes the London dispersion forces resulting from the formation of dipoles induced during molecular impacts;

[0186] - dp characterizes the strengths of Debye interactions between permanent dipoles,

[0187] - dH characterizes the specific interaction forces (hydrogen bond, acid type / base or donor / acceptor, etc.). The definition of solvents in the three-dimensional solubility space according to Hansen is described in the article by C.M. Hansen: "The three-dimensional solubility parameters" J. Paint Technol., 39, 105(1967).

[0188] The at least one tackifier used in the present invention preferably has a solubility parameter corresponding to δ and the block copolymer preferably has at least one segment whose solubility parameter corresponds to b + 2. preferably δ + 1.7^, more preferably δ + 1.5^, more preferably δ + 1.3, more preferably +δ1,0, more preferably δ + 0.7, more preferably δ + 0.5 and more preferably δ + 0.3.

[0189] Examples of suitable tackifiers include, but are not limited to, aliphatic hydrocarbon resins, aromatic modified aliphatic hydrocarbon resins, hydrogenated polycyclopentadiene resins, polycyclopentadiene resins, gum rosins, gum rosin esters, wood rosins, wood colopentadiene esters, tall oil rosins, tall oil colopentadiene esters, polyterpenes, aromatically modified polyterpenes, terpene phenolics, aromatic modified hydrogenated polycyclopentadiene resins, hydrogenated aliphatic resins, hydrogenated aliphatic aromatic resins, hydrogenated terpenes and modified terpenes, hydrogenated rosin acids, rosin esters hydrogenated, polyisoprene, partially or fully hydrogenated polyisoprene, polybutene, partially or fully hydrogenated polybutene and the like.As some of the examples cited show, the tackifying agent may be entirely or partially . hydrogenated. The tackifier may also be non-polar, "non-polar" meaning that the tackifier is substantially free of monomers having polar groups. Preferably, polar groups are not present; however, if present, they are preferably present in an amount of up to about 5% by weight, preferably up to about 2% by weight, and most preferably up to about 0.5% by weight.

[0190] In preferred embodiments, the tackifier may have a softening point (ring and ball, as measured by ASTM E-28) of about 80°C to about 150°C, preferably about 100°C to about 130°C. In other preferred embodiments, the tackifier may be liquid and have an R and B softening point of between about -70°C and about 70°C.

[0191] In preferred embodiments, the tackifiers are hydrogenated hydrocarbon resins such as a hydrogenated styrene / methyl styrene / indene copolymer, for example, styrene / methyl styrene / indene copolymers that include R1090, RI 100, R7100, S1100, and S5100, all commercially available from Eastman Chemical under the trade name Regalite®. In other embodiments, tackifying resins based on aliphatic or aromatic hydrocarbons, for example, the resins marketed as “Picotac” and “Hercotac” from Hercules or “Escorez” from Exxon, may also be used. It is also to be understood that mixtures of tackifiers may also be used without departing from the spirit of the invention.

[0192] A particularly preferred tackifier for use in the present invention is a hydrogenated hydrocarbon resin such as, for example, a hydrogenated styrene / methyl styrene / indene copolymer, commercially available from Eastman under the trade name Regalite® RI 100.

[0193] In particularly preferred embodiments, the compositions of the present invention comprise an equivalent amount of the at least one block copolymer and the at least one tackifier, or more of the at least one block copolymer relative to the at least one tackifier. For example, the at least one block copolymer and the at least one tackifier may be present in ratios of 1.25, 1.00, 0.75, 0.50, 0.33, 0.25, and 0.10, including all intermediate ranges and subranges, with ratios of 1.00 to 0.33 being particularly preferred.

[0194] If present in the compositions of the present invention, the adhesive(s) are preferably present in an amount of about 0.1 to about 10 weight percent, preferably 1 to 10 weight percent, preferably 1 to 8 weight percent, and preferably 1 to 5 weight percent of the total weight of the composition, including all intermediate ranges and sub-ranges.

[0195] However, according to other preferred embodiments, the compositions of the present invention contain less than 0.1% tackifier(s), preferably less than 0.05% tackifier(s), and preferably no tackifier.

[0196] COLOURING AGENTS

[0197] According to embodiments of the present invention, the compositions of the present invention may further optionally comprise at least one coloring agent. According to this embodiment, the coloring agent(s) are preferably chosen from pigments, dyes, pearlescent pigments, pearlescent agents and mixtures thereof.

[0198] Representative fat-soluble dyes that may be used according to 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.

[0199] 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.

[0200] The pigments, which can be used according to the present invention, can be selected from white, colored, inorganic, organic, polymeric, non-polymeric 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.

[0201] If present, the coloring agents may be present in the composition at a concentration of up to 50% by weight of the total weight of the composition, such as from 0.0001% to 40%, and further, such as from 0.001% to 30%, including all intermediate ranges and sub-ranges.

[0202] AQUEOUS PHASE

[0203] 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 com positions 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 oily phase contains primarily silicone oils (Si / W or W / Si emulsion) or hydrocarbon oils. Where present, water is preferably present in an amount of 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.

[0204] 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.

[0205] The composition of the invention may also comprise any additive commonly used in the field under consideration. For example, additional film-forming agents other than the at least one silicone acrylate and the at least one 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 may be found in the US patent application publication No. 2004 / 0170586. Other examples of suitable additional components can be found in the other references. Still further examples of such additional ingredients can be found in the International Cosmetic Ingredient Dictionary and Handbook (9th ed. 2002).

[0206] 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.

[0207] These substances can be selected in various ways by the person skilled in the art in order to prepare a composition which has the desired properties, for example, consistency or texture.

[0208] 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 (if present), including all intermediate ranges and sub-ranges.

[0209] 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 keratin materials of human beings such as, for example, the lips, skin or eyelashes.

[0210] In particular, gelling agents suitable for the oily phase include, in particular, lipophilic or hydrophilic clays.

[0211] The term "hydrophilic clay" designates a clay capable of swelling in water; this clay swells in water and forms a colloidal dispersion after hydration. 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 that can be cited include clays of the smectite family such as montmorillonites, hectorites, bentonites, beidellites and saponites, but also of the vermiculite, ste-vensite and chlorite families. These clays can be of natural or synthetic origin.

[0212] Hydrophilic clays that may be mentioned include smectite-based products such as saponites, hectorites, montmorillonites, bentonites and beidellite. Hydrophilic clays that may be mentioned 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 aluminium silicates, in particular hydrated magnesium silicates, 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.

[0213] 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.

[0214] 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.

[0215] Suitable silica aerogels are hydrophobic silicas and include, in particular, pyrogenic silica with hydrophobic surface treatment whose particle size is 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 sub-ranges between them. 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: a hydrophobic silica is then obtained. The hydrophobic groups can be:

[0216] 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.

[0217] 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.

[0218] Preferably, if present, the gelling agent 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.

[0219] Preferred embodiments of the present invention provide methods for treating, caring for and / or making up a keratin material by applying compositions of the present invention to the keratin material in an amount sufficient to treat, care for and / or make up the keratin material. Preferably, the "making up" of the keratin material comprises the application of at least one coloring agent to the keratin material in an amount sufficient to provide color to the keratin material.

[0220] Still other preferred embodiments provide methods of improving the appearance of a keratin material by applying compositions of the present invention to the keratin material in an amount sufficient to improve the appearance of the keratin material.

[0221] In accordance with the foregoing preferred embodiments, the compositions of the present invention are applied topically to the desired area of ​​keratin material in an amount sufficient to treat, condition, and / or make up the keratin material, to locally treat, cover, or mask blemishes, pigmentation discontinuities, or defects associated with the keratin material, or to improve the appearance of the keratin material. The compositions may be applied to the desired area as needed, preferably once daily, and are 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.

[0222] Preferred embodiments of the present invention provide methods of increasing the color stability of a colored composition comprising combining at least one silicone acrylate copolymer and at least one glycerolated silicone resin in the composition in amounts and ratios indicated in the description above so as to increase the color stability of the composition. Preferably, such compositions are anhydrous. Preferably, such compositions do not contain effective film-forming amounts of silicone resins that have not been glycerolated, and are preferably free of silicone resins that have not been glycerolated. Also, preferably, such compositions are liquid.

[0223] Although the numerical ranges and parameters setting forth 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 provided on a weight basis.

[0224] Example 1 - Inventive compositions

[0225] The following compositions, both a general formulation and a more specific formulation, can be prepared:

[0226] [Tables3] General Formula Phase More Specific Formula 5-25% ACRYLATES / DIMETHICONE COPOLYMER (40% active) Phase A 10-15% 5-20% GLYCERIN-MODIFIED MQ (50% active) IN ISODODECANE (50%) 10-15% 1-20% Volatile Hydrocarbon Oil Phase B 10-15% 1-20% Phenyl Silicone Oil 10-15% 1-15% Non-Phenyl Silicone Oil 2-7% 1-10% Non-Volatile Hydrocarbon Oil 1-5% 1-10% Tackifier 1-5% 1-15% Non-Phenyl Silicone Oil Phase C 5-10% 1-20% Pigment Phase D 10-20% 1-20% Wax Phase E 10-20% 1-10% Emollient Phase F 1-5% Total 100

[0227] To prepare the above formulations, the BF phases can be combined and heated to 90 C until the ingredients have melted.

[0228] Next, phase A may be added, after which the composition may be mixed for about 1 minute at 2,350 rpm until homogeneous. Example 2 - Multi-Challenge Wear Testing

[0229] Simplex systems containing different film-forming agents, pigments, isododecane and thickeners were prepared. The only variable in these systems was the type of film-forming agent present.

[0230] Comparative Sample 1 contained a non-glycerolated silicone resin (polypropylsilsesquioxane) and a silicone acrylate copolymer (KP550).

[0231] Comparative Sample 2 contained a non-glycerolated silicone resin (trimethylsilioxysilicate) and a silicone acrylate copolymer (KP550).

[0232] Inventive sample 3 contained glycerol silicone resin and silicone acrylate copolymer (KP550).

[0233] Comparative sample 4 contained only a silicone acrylate copolymer (KP550).

[0234] These compositions were tested as follows in a multi-challenge wear test. A film was deposited on a surface such as a Black Scrub Panels P121-10N #5015 byko-chart black using a 1 mL spreader bar. After drying overnight at 37C, the deposit was covered with olive oil, artificial saliva, or acetic acid. The film was wiped off by hand with an absorbent material such as cotton or tissue. How much of the sample remained intact on the abrasion panel and how much sample transferred to the absorbent material was determined using a numerical scale of 1 to 3, where 1 = least transfer property / best film property and 3 = most transfer property / worst film property. This test was performed twice and an average score was determined. The results are presented in the following table.

[0235] [Tables4] Sample Oil Oil KW Saliva Saliva KW Acetic Acid Cloth AA Oil Oil KW Saliva Saliva KW Acetic Acid Wipe AA AS TM avg. 1 2.0 0 3.00 1.0 0 1.25 1.00 1.75 2.0 0 3.00 1.0 0 1.25 1.00 1.75 1.0 1.6 2 2 1.2 5 1.75 1.0 0 1.25 1.00 1.75 1.0 0 1.75 1.0 0 1.25 1.00 1.75 1.2 5 1.3 1 3 1.0 0 1.75 1.2 5 1.25 1.25 1.75 1.0 0 1.75 1.2 5 1.25 1.25 1.75 1.2 5 1.3 7 4 1.2 5 3.00 1.2 5 1.25 1.25 1.75 1.2 5 3.00 1.2 5 1.25 1.25 1.75 1.0 1.5 8 Example 3 - Stability Test

[0236] The stability test after 30 minutes was carried out as follows. 5 ml of composition were placed in a centrifuge tube and centrifuged at 900 rpm for 30 min. The degree of separation in ml and any color observations were made. The higher the separation value, the more the sample is separated.

[0237] Stability tests after 6 months were carried out as follows. The samples were left at room temperature for 6 months. The degree of separation in ml and any color observations were made. The higher the separation value, the more separated the sample is. Separation, surface discoloration, white streaks or visual appearance of the covered surface were observed.

[0238] Samples AD were prepared based on Example 1 above. The only variable in these systems was the type of film former present. Each sample AD contained approximately 10% active solids of the film former(s) identified below. Samples AC contained the identified film formers in a 1:1 active solids content ratio. Sample D contained only one film former. The differences in film former content were as follows.

[0239] [Tables5] Sample A Sample B Sample C Sample D POLYPROPYLSILSESQUIOXANE (72%) (and) ISODODECANE X TRIMETHYLSILOXYSILICATE (and) POLYPROPYLSILSESQUIOXANE COPOLYMER ACRYLATES / DL METHICONE (40%) XXXX TRIMETHYLSILOXYSILICATE (75%) X GLYCERIN-MODIFIED MQ (50%) IN ISODODECANE (50%) X

[0240] In particular, after 6 months at room temperature in bulk, sample A showed liquid separation and color change / color streaking; Sample B showed liquid separation and also color non-uniformity; Sample C (invention) showed uniform coloring and no separation and Sample D showed formulation separation with time and a non-uniformity of color.

[0241] The results of all stability tests of these samples are presented in the table below.

[0242] [Tableauxô] Centrifugation of freshly prepared bulk Mixture 30 min * 900 g Separation 1 ml Centrifugation of freshly prepared bulk Mixture 30 min * 900 g Coloration Appearance of bulk After 6 months at RT Sample 1 -0.9 Slightly cloudy slightly pink shade Separation liquid / Color change Sample 2 -1.25 Opaque pale pink shade Separation of blue color and uniform color Sample 3 (inventive) -1.25 Slightly cloudy slightly pink shade Uniform coloring and no separation Sample 4 -1.75 Slightly cloudy slightly pink shade Separation and non-uniformity

Claims

Claims

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

2. The composition of claim 1, wherein the composition is anhydrous.

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

4. A composition according to any preceding claim, wherein the composition further comprises at least one coloring agent and / or one or more volatile or non-volatile silicone oils.

5. A composition according to any preceding claim, wherein the at least one silicone acrylate copolymer is an acrylates / dimethicone copolymer.

6. A composition according to any preceding claim, wherein the at least one glycerolated silicone resin is a glycerolated MQ resin.

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