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    • 专利摘要:
    The invention relates to a dispersion of polymer particles stabilized with a stabilizing agent in a non-aqueous medium containing at least one hydrocarbon oil, the polymer of the particles being a polymer of (meth) acrylate C1-C4; the stabilizing agent being a polymer of (C 1 -C 4) alkyl (meth) acrylate and optionally of a silicone macromonomer (I): the stabilizing agent being a polymer comprising from 50 to 100% by weight, relative to the total weight of the stabilizer, of C 8 -C 22 alkyl acrylate, from 0 to 50% by weight of alkyl (meth) acrylate C1-C4 and optionally silicone macromerere (I). The invention also relates to the composition comprising said dispersion of polymer particles. Cosmetic application to the care and makeup of keratin materials.
    公开号:FR3030268A1
    申请号:FR1463082
    申请日:2014-12-22
    公开日:2016-06-24
    发明作者:Julien Portal；Xavier Schultze；Simon Taupin
    申请人:LOreal SA；
    IPC主号:
    专利说明:

    [0001] The present invention relates to a dispersion of polymer particles dispersed in a non-aqueous medium, as well as a cosmetic composition comprising such a dispersion.
    [0002] It is known to use in polymer dispersions of polymer particles in organic media such as hydrocarbon oils such as hydrocarbons. The polymers are used in particular as a film-forming agent in make-up products such as mascaras, eyeliners, eye shadows or lipsticks.
    [0003] EP-A-749747 describes in the examples dispersions in hydrocarbon oils (paraffin oil, isododecane) of acrylic polymers stabilized with diblock copolymers polystyrene / copoly (ethylene-propylene). However, when the dry matter content (polymer + stabilizer) exceeds 25% by weight, the dispersion then becomes too viscous, thus causing formulation problems in the cosmetic products because of a significant change in the viscosity of the product. the final composition of these products. In addition, the film obtained after application of the dispersion on the skin is faint. WO-A-2010/046229 discloses isododecane dispersions of acrylic polymers stabilized with block stabilizing polymers, in particular triblock, of acrylic monomers. In the examples, according to Example 1A, the stabilizing polymer is prepared by radical polymerization controlled by reversible chain transfer. This method of polymerization is difficult to achieve at the industrial stage because it requires a large number of intermediate purification steps to obtain the final polymer dispersion.
    [0004] Furthermore, the dispersions of acrylic polymers in isododecane may have compatibility problems with silicone oils generating a phase shift of the dispersion. There is therefore a need to have a stable dispersion of acrylic polymer stabilized in a nonaqueous medium comprising a hydrocarbon oil which is easy to manufacture industrially and which makes it possible to obtain a film having good cosmetic properties, especially a good gloss, and also being compatible with silicone oils. The Applicant has discovered that new dispersions of C1-C4 alkyl (meth) acrylate polymer particles stabilized by a particular stabilizing agent based on C8-C22 alkyl acrylate polymer, the polymer and or the stabilizer comprising a particular silicone macromonomer, in a hydrocarbon oil having a good property of stability, in particular after storage for 7 days at ambient temperature (25 ° C.), are easy to manufacture industrially without using a large number of synthetic steps and also make it possible to obtain a film after application on a support having good cosmetic properties, in particular good gloss and good resistance to oils. These dispersions also have good compatibility with silicone oils, in particular when the dispersion medium comprises up to 25% by weight of silicone oil, relative to the total weight of oils present in the dispersion.
    [0005] An object of the present invention is therefore a dispersion of particles of at least one polymer stabilized with a stabilizing agent in a non-aqueous medium containing at least one hydrocarbon-based oil, the polymer of the particles being an alkyl (meth) acrylate polymer. C1-C4 and optionally a silicone macromonomer (I) as defined below; the stabilizing agent being a polymer comprising from 50 to 100% by weight of C 8 -C 22 alkyl acrylate, from 0 to 50% by weight of (C 1 -C 4) alkyl (meth) acrylate and optionally of silicone macronomer (I) as defined below, relative to the total weight of the stabilizer, the stabilizer and / or the polymer of the particles comprising at least the silicone macromonomer (I), and: (i) when the stabilizer comprises the silicone macromonomer ( I), the macromonomer is present in the stabilizer in a content of less than or equal to 5.5% by weight, based on the total weight of the stabilizer + polymer unit of the particles; the polymer of the particles optionally comprising said silicone macromonomer (I) in a content of less than or equal to 28% by weight, relative to the total weight of the stabilizer + polymer set of the particles; (ii) when the polymer of the particles comprises the silicone macromonomer (I) and the stabilizer does not comprise a silicone macromonomer (I), the macromonomer is present in a content of less than or equal to 18% by weight, relative to the total weight of the stabilizer + polymer of the particles.
    [0006] The presence of the silicone macromonomer (I) in the stabilizer and / or the polymer of the particles makes it possible to obtain a stable polymer dispersion, in particular after storage for 7 days at ambient temperature (25 ° C.).
    [0007] Another subject of the invention is a composition comprising, in a physiologically acceptable medium, a dispersion of polymer particles as defined above. The subject of the invention is also a non-therapeutic cosmetic process for treating keratin materials, comprising the application to the keratin materials of a composition as defined above. The treatment method is in particular a process for the care or makeup of keratin materials.
    [0008] The dispersions according to the invention therefore consist of particles, generally spherical, of at least one polymer in a non-aqueous medium. The polymer of the particles is a polymer of (C1-C4) alkyl (meth) acrylate.
    [0009] The monomers of (C1-C4) alkyl (meth) acrylate may be chosen from methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate and (meth) acrylate. isopropyl, n-butyl (meth) acrylate, tert-butyl (meth) acrylate.
    [0010] Advantageously, a C1-C4 alkyl acrylate monomer is used. Preferably, the polymer of the particles is a polymer of methyl acrylate and / or ethyl acrylate. The polymer of the particles and / or the stabilizing agent may comprise a mono-terminal macromethyloyloxy or monomethacryloyloxy polydimethylsiloxane macromonomer of formula (I) (hereinafter referred to as silicon macromonomer) - R8 HC -O-Si 0 Si - Wherein R 8 is a hydrogen atom or a methyl group, preferably methyl; R 9 denotes a divalent hydrocarbon group, linear or branched, preferably linear, having from 1 to 10 carbon atoms; carbon, preferably having from 2 to 4 carbon atoms, and optionally containing one or two ether bonds -O-, preferably an ethylene, propylene or butylene group; R10 denotes a linear or branched alkyl group having from 1 to 10 carbon atoms, in particular from 2 to 8 carbon atoms, preferably methyl, ethyl, propyl, butyl or pentyl, n denotes an integer ranging from 1 to 300, preferably from 3 to 200, and preferably The monomethacryloyloxypropyl polydimethylsiloxanes, such as those sold under the names MCR-M07, MCRM17, MCR-M11, MCR-M22 by Gelest Inc or X-22-2475, X-22-, may be used in particular. 2426, X-22- 174DX by Shin Etsu. The polymer of the particles may furthermore comprise an ethylenically unsaturated acidic monomer or of their anhydride, chosen in particular from ethylenically unsaturated acidic monomers comprising at least one carboxylic, phosphoric or sulphonic acid function, such as crotonic acid, itaconic acid, fumaric acid, maleic acid, maleic anhydride, styrenesulfonic acid, vinylbenzoic acid, vinylphosphoric acid, acrylic acid, methacrylic acid, acrylamidopropanesulfonic acid, acrylamidoglycolic acid, and their salts.
    [0011] Preferably, the ethylenically unsaturated acidic monomer is selected from (meth) acrylic acid, maleic acid and maleic anhydride. The salts may be chosen from alkali metal salts, for example sodium and potassium; alkaline earth metal salts, for example calcium, magnesium, strontium, metal salts, for example zinc, aluminum, manganese, copper; ammonium salts of formula NH4; quaternary ammonium salts; organic amine salts, such as for example the salts of methylamine, dimethylamine, trimethylamine, triethylamine, ethylamine, 2-hydroxyethylamine, bis- (2-hydroxyethyl) amine, tri- (2- hydroxyethyl) amine; lysine salts, arginine. The polymer of the particles can thus comprise, or consists essentially of, from 62 to 100% by weight of (C 1 -C 4) alkyl (meth) acrylate and from 0 to 38% by weight of the silicone (I) macromonomer and from to 20% by weight of ethylenically unsaturated acidic monomer, based on the total weight of the polymer. According to a first embodiment of the invention, the polymer consists essentially of a polymer of one or more monomers of C1-C4 alkyl (meth) acrylate. According to a second embodiment of the invention, the polymer essentially consists of a copolymer of (meth) acrylate C1-C4 and (meth) acrylic acid or maleic anhydride. According to a third embodiment, the polymer consists essentially of a copolymer of (meth) acrylate C1-C4 and silicone macromonomer (I). According to a fourth embodiment of the invention, the polymer consists essentially of a copolymer of (meth) acrylate C1-C4, (meth) acrylic acid or maleic anhydride and silicone macromonomer (I). The polymer of the particles may be chosen from: homopolymers of methyl acrylate, methyl acrylate / silicone macromonomer copolymers (I), homopolymers of ethyl acrylate and ethyl acrylate / silicone macromonomer copolymers (I). methyl acrylate / ethyl acrylate copolymers methyl acrylate / ethyl acrylate / macromonomer silicone copolymers (I) methyl acrylate / ethyl acrylate / acrylic acid copolymers methyl acrylate / ethyl acrylate / acid copolymers acrylic / macromonomer silicone (I) 40 copolymers methyl acrylate / ethyl acrylate / maleic anhydride copolymers methyl acrylate / ethyl acrylate / maleic anhydride / macromonomer silicone (I) copolymers methyl acrylate / acrylic acid copolymers methyl acrylate / acrylic acid / silicone macromonomer (I) ethyl acrylate / acrylic acid copolymers ethyl acrylate / aci copolymers acrylic / silicone macromonomer (I) copolymers methyl acrylate / maleic anhydride copolymers methyl acrylate / maleic anhydride / silico-macromonomer (I) copolymers ethyl acrylate / maleic anhydride / macromonomer silicone (I) acrylate copolymers ethyl / maleic anhydride; and preferably from: methyl acrylate / acrylate copolymers methyl acrylate / ethyl acrylate / silicone macromonomer copolymers (I) methyl acrylate / ethyl acrylate / acrylic acid copolymers. Advantageously, the polymer of the particles is a non-crosslinked polymer.
    [0012] The polymer of the particles of the dispersion preferably has a number average molecular weight of from 2,000 to 10,000,000, preferably from 150,000 to 500,000.
    [0013] The polymer of the particles may be present in the dispersion in a content ranging from 20% to 60% by weight, based on the total weight of the dispersion. The stabilizing agent is a polymer comprising from 50 to 100% by weight, preferably from 60 to 95% by weight, of C 8 -C 22 alkyl acrylate, from 0 to 50% by weight, preferably from 5 to 40% by weight of (C1-C4) alkyl (meth) acrylate and optionally the silicone macronomer (I) as described above. The stabilizing agent is preferably a random polymer. The C 8 -C 22 alkyl acrylate may comprise a linear, branched or cyclic alkyl group such as, for example, a 2-ethyl hexyl, isobornyl, lauryl, behenyl or stearyl group. Preferably, isobornyl acrylate and 2-ethylhexyl acrylate are used. Preferably, isobornyl acrylate is used.
    [0014] Advantageously, the stabilizing agent is chosen from: homopolymers of 2-ethylhexyl acrylate homopolymers of isobornyl acrylate copolymers of isobornyl acrylate / methyl acrylate copolymers of 2-ethylhexyl acrylate / methyl acrylate copolymers of isobornyl acrylate / methyl acrylate / ethyl acrylate copolymers of 2-ethyl hexyl acrylate / methyl acrylate / ethyl acrylate copolymers of isobornyl acrylate / acrylate methyl / ethyl acrylate / silicone macromonomer (I) copolymers of 2-ethylhexyl acrylate / methyl acrylate / ethyl acrylate / silicone macromonomer (I). The stabilizing polymer preferably has a number average molecular weight ranging from 10,000 to 400,000, preferably from 20,000 to 200,000. The stabilizer is in contact with the surface of the polymer particles and thus stabilizes these particles. at the surface for maintaining these particles in dispersion in the non-aqueous medium of the dispersion. Thus, the polymer particles are surface stabilized by the stabilizing agent. The stabilizer is a polymer distinct from the polymer of the particles: the stabilizer does not form a covalent bond with the polymer of the particles. According to a first embodiment according to the invention, the silicone macromonomer (I) is present in the stabilizer of the dispersion; it is not present in the polymer of the particles. The silicone macromonomer (I) is present in the stabilizer in a content of less than or equal to 5.5% by weight, in particular ranging from 0.1 to 5.5% by weight, relative to the total weight of the stabilizing assembly + polymer particles. In particular, the silicone macromonomer (I) may be present in the stabilizer in a content of from 0.1 to 35% by weight, based on the total weight of the stabilizer. Advantageously, the stabilizer + polymer assembly of the particles present in the dispersion comprises from 5 to 50% by weight of C8-C22 alkyl acrylate polymerized, from 44.5 to 89.5% by weight of (meth) acrylate C1-C4 alkylated polymer and from 0.1 to 5.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer group of the particles. Preferably, the stabilizer + polymer assembly of the particles present in the dispersion comprises from 6 to 30% by weight of C8-C22 alkyl acrylate polymerized and from 64.5 to 93.9% by weight of (meth) acrylate polymerized C1-C4 alkyl and from 0.1 to 5.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer set of the particles. According to a second embodiment of the invention, the silicone macromonomer (I) is present in the dispersion stabilizer and in the polymer of the particles. The silicone macromonomer (I) is present in the stabilizer in a content of less than or equal to 5.5% by weight, in particular ranging from 0.1 to 5.5% by weight, relative to the total weight of the stabilizing assembly + polymer particles; and it is present in the polymer of the particles in a content of less than or equal to 28% by weight, especially ranging from 0.1 to 28% by weight, relative to the total weight of the stabilizer + polymer set of the particles. In particular, the silicone macromonomer (I) may be present in the stabilizer in a content of from 0.1 to 35% by weight, based on the total weight of the stabilizer; and it may be present in the polymer of the particles in a content ranging from 0.1 to 38% by weight, based on the total weight of the polymer of the particles. Advantageously, the stabilizer + polymer group of the particles present in the dispersion comprises from 5% to 50% by weight of C8-C22 alkyl acrylate Polymerized, from 16.5% to 94.9% by weight of (meth) ) C 1 -C 4 alkyl acrylate polymer and from 0.1 to 33.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer group of the particles. Preferably, the stabilizer + polymer group of the particles present in the dispersion comprises from 6 to 30% by weight of alkyl acrylate C8-C22 Polymerized and from 36.5 to 93.9% by weight of (meth) ) Polymerized C1-C4 alkyl acrylate and 0.1 to 33.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer set of the particles. According to a third embodiment according to the invention, the silicone macromonomer (I) is present in the polymer of the particles of the dispersion; it is not present in the stabilizer. The silicone macromonomer (I) is present in the polymer of the particles in a content of less than or equal to 18% by weight, in particular ranging from 0.1 to 18% by weight, relative to the total weight of the stabilizer + polymer assembly of the particles. Advantageously, the silicone macromonomer (I) is present in a content ranging from 0.1 to 25% by weight, relative to the total weight of the polymer of the particles. Advantageously, the stabilizer + polymer group of the particles present in the dispersion comprises from 5 to 50% by weight of C 8 -C 22 alkyl acrylate Polymerized, from 32 to 94.9% by weight of (meth) acrylate polymerized C1-C4 alkyl and from 0.1 to 18% by weight of silicone macromonomer (I), relative to the total weight of the stabilizer + polymer group of the particles. Preferably, the stabilizer + polymer group of the particles present in the dispersion comprises from 6 to 30% by weight of C8-C22 alkyl acrylate Polymerized and from 52 to 93.9% by weight of (meth) acrylate C1-C4 alkyl-polymer and 0.1 to 18% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer group of the particles. The oily medium of the polymer dispersion comprises a hydrocarbon oil. The hydrocarbon oil is a liquid oil at room temperature (25 ° C). The term "hydrocarbon-based oil" means an oil formed essentially or even consisting of carbon and hydrogen atoms, and optionally of oxygen and nitrogen atoms, and not containing any silicon atom or fluorine. It may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups.
    [0015] The hydrocarbon-based oil may be chosen from: hydrocarbon-based oils containing from 8 to 16 carbon atoms, and in particular: C8-C16 branched alkanes such as C8-C16 isoalkanes of petroleum origin (also known as isoparaffins), such as isododecane (also called 2,2,4,4,6-pentamethylheptane), isodecane, isohexadecane, and for example the oils sold under the trade names Isopars' or permetyls, - linear alkanes, by examples such as n-dodecane (C12) and ntétradécane (C14) sold by Sasol respectively under the references PARAFOL 12-97 and PARAFOL 14-97, as well as their mixtures, the mixture undecane-tridecane, mixtures of n-undecane (C11) and n-tridecane (C13) obtained in Examples 1 and 2 of Application WO2008 / 155059 from Cognis, and mixtures thereof. short-chain esters (having from 3 to 8 carbon atoms in total) such as ethyl acetate, methyl acetate, propyl acetate, n-butyl acetate; plant origin such as triglycerides consisting of esters of fatty acids and of glycerol whose fatty acids may have various chain lengths of C4 to C24, the latter may be linear or branched, saturated or unsaturated; these oils are in particular triglycerides of heptanoic acid or octanoic acid, or else the oils of wheat germ, sunflower, grape seed, sesame, maize, apricot, castor, shea, of avocado, olive, soya, sweet almond, palm, rapeseed, cotton, hazelnut, macadamia, jojoba, alfalfa, poppy, pumpkin, sesame, squash, rapeseed, cassis, evening primrose, millet, barley, quinoa, rye, safflower, bancoulier, passionflower, muscat rose; shea butter; or alternatively caprylic / capric acid triglycerides, such as those sold by Stéarineries Dubois or those sold under the names Miglyol 810®, 812® and 818® by the company Dynamit Nobel, synthetic ethers having from 10 to 40 carbon atoms. carbon; linear or branched hydrocarbons of mineral or synthetic origin, such as petroleum jelly, polydecenes, hydrogenated polyisobutene such as Parleam®, squalane, paraffin oils, and mixtures thereof; synthetic esters, such as oils; of formula R1COOR2 in which R1 represents the residue of a linear or branched fatty acid containing from 1 to 40 carbon atoms and R2 represents a particularly branched hydrocarbon-based chain containing from 1 to 40 carbon atoms, provided that R1 + R2 is 10, such as, for example, purcellin oil (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, C12-C15 alcohol benzoates, hexyl laurate, diisopropyl adipate, isononyl isononanoate, 2-ethylhexyl palmitate, isostearyl isostearate, 2-hexyl-decyl laurate, 2-octyl-decyl palmitate, 2-octyl-dodecyl myristate, heptanoates, octanoates, decanoates or ri alcohols or polyhydric alcohols such as propylene glycol dioctanoate; hydroxyl esters such as isostearyl lactate, diisostearyl malate, 2-octyl-dodecyl lactate; polyol esters and pentaerythritol esters, branched-chain and / or unsaturated carbon-chain liquid fatty alcohols having 12 to 26 carbon atoms, such as octyl dodecanol, isostearyl alcohol, oleic alcohol 2-hexyldecanol, 2-butyloctanol, and 2-undecylpentadecanol. Advantageously, the hydrocarbon oil is apolar (thus formed only of carbon atoms and hydrogen). The hydrocarbon-based oil is preferably chosen from hydrocarbon-based oils containing from 8 to 16 carbon atoms, in particular the apolar oils described above. Preferentially, the hydrocarbon oil is isododecane. The polymer particles of the dispersion preferably have a mean size, especially in number, ranging from 50 to 500 nm, especially ranging from 75 to 400 nm, and better still from 100 to 250 nm. In general, the dispersion according to the invention may be prepared in the following manner, given by way of example. The polymerization can be carried out in dispersion, that is by precipitation of the polymer being formed, with protection of the particles formed with a stabilizer. In a first step, the stabilizing polymer is prepared by mixing the monomer (s) constituting the stabilizing polymer, with a radical initiator, in a solvent called synthetic solvent, and by polymerizing these monomers. In a second step, the polymer or monomers constituting the polymer are added to the stabilizing polymer formed and the polymerization of these added monomers is carried out in the presence of the radical initiator. When the non-aqueous medium is a non-volatile hydrocarbon oil, the polymerization can be carried out in an apolar organic solvent (synthesis solvent) and then the nonvolatile hydrocarbon oil (which must be miscible with the said synthesis solvent) is added and selectively distilling the synthesis solvent.
    [0016] A synthesis solvent is thus chosen such that the monomers of the stabilizing polymer and the radical initiator are soluble therein, and the polymer particles obtained therein are insoluble so that they precipitate during their formation. In particular, the synthesis solvent can be chosen from alkanes such as heptane or cyclohexane. When the non-aqueous medium is a volatile hydrocarbon oil, the polymerization can be carried out directly in the said oil, which thus also acts as a synthesis solvent. The monomers must also be soluble there, as well as the radical initiator, and the polymer of the particles obtained must be insoluble there. The monomers are preferably present in the synthesis solvent, before polymerization, in a proportion of 5-20% by weight. All of the monomers may be present in the solvent before the start of the reaction, or a portion of the monomers may be added as the polymerization reaction progresses. The radical initiator may be in particular azobisisobutyronitrile or tert-butylperoxy-2-ethylhexanoate.
    [0017] The polymerization can be carried out at a temperature ranging from 70 to 110 ° C. The polymer particles are surface-stabilized, when formed during the polymerization, by the stabilizing agent.
    [0018] The stabilization can be carried out by any known means, and in particular by direct addition of the stabilizing agent, during the polymerization. The stabilizer is preferably also present in the mixture prior to polymerization of the monomers of the polymer of the particles. However, it is also possible to add it continuously, especially when the monomers of the polymer of the particles are also continuously added. It is possible to use from 10 to 30% by weight of stabilizer relative to the total weight of monomers used (stabilizer + polymer of the particles), and preferably from 15 to 25% by weight. The polymer dispersion obtained according to the invention can be used in a composition comprising a physiologically acceptable medium, in particular in a cosmetic composition. By physiologically acceptable medium is meant a medium compatible with keratin materials of human beings, for example skin, lips, nails, ciles, eyebrows, hair.
    [0019] By cosmetic composition is meant a composition compatible with keratin materials, which has a pleasant color, odor and feel, and which does not generate unacceptable discomfort (tingling, tightness, redness), likely to distract the consumer .
    [0020] By keratin materials is meant the skin (body, face, eye area, scalp), hair, eyelashes, eyebrows, hair, nails, lips. The composition according to the invention may comprise a cosmetic additive chosen from water, perfumes, preservatives, fillers, dyestuffs, UV filters, oils, waxes, surfactants, moisturizers, vitamins, ceramides, antioxidants, anti-free radical agents, polymers, thickeners.
    [0021] In particular, the composition may comprise a silicone oil, which may be chosen from volatile linear or cyclic silicone oils, in particular having from 2 to 10 silicon atoms, preferably from 2 to 7 silicon atoms, these silicones possibly comprising alkyl or alkoxy groups having from 1 to 10 carbon atoms, for example octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyl disiloxane, octamethyl trisiloxane, decamethyl tetrasiloxane, dodecamethylpentasiloxane; polydimethylsiloxanes (PDMS) comprising pendant alkyl or alkoxy groups and / or silicone chain ends, groups each having from 2 to 60 carbon atoms, in particular alkyl (O 2 -O) dimethicones; (C2-C60) alkyl methicones; phenyl silicones such as phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, trimethylsiloxyphenyl dimethicone, diphenyl methyldiphenyl trisiloxanes; and their mixtures.
    [0022] The silicone oil may be present in the composition according to the invention in a content ranging from 0.1 to 60% by weight, relative to the total weight of the composition, preferably ranging from 1 to 50% by weight, and better ranging from 1 to 40% by weight.
    [0023] The composition according to the invention may comprise the polymer of the dispersion in a content ranging from 1 to 50% by weight, relative to the total weight of the composition, and preferably ranging from 10 to 45% by weight.
    [0024] Advantageously, the composition according to the invention is a makeup composition, in particular a makeup composition for the lips, mascara, eyeliner, eyeshadow, foundation.
    [0025] According to one embodiment, the composition according to the invention is an anhydrous composition. By anhydrous composition is meant a composition containing less than 2% by weight of water, or even less than 0.5% of water, and especially free of water. If necessary, such small amounts of water may in particular be brought by ingredients of the composition which may contain residual amounts. The composition according to the invention may be an aerosol composition additionally containing a propellant.
    [0026] Can be used as propellant liquefied gases such as dimethyl ether, chlorinated hydrocarbons and / or fluorinated such as trichlorofluoromethane, dichlorodifluoromethane, chlorodifluoromethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro, 1,1-difluoroethane, 1,1-difluoroethane, or volatile hydrocarbons, such as especially C3-5 alkanes, such as propane, isopropane, n-butane, isobutane, pentane, or compressed gases like air, nitrogen, carbon dioxide, and their mixtures. Preferably, dimethyl ether, 1,1,1,2-tetrafluoroethane, and C3-C5 alkanes and in particular propane, n-butane, isobutane and mixtures thereof can be used. Preferentially, isobutane is used.
    [0027] The aerosol composition is generally packaged, in a known manner, in an aerosol device comprising a container and a means for dispensing the composition. The dispensing means generally comprises a dispensing valve controlled by a dispensing head which may comprise a nozzle through which the aerosol composition is vaporized. Those skilled in the aerosol field are quite capable of determining the characteristics of the packaging appropriate for the distribution of the composition in the form of an aerosol spray. The propellant may be present in the composition in amounts ranging from 1 to 95% by weight, preferably from 1.5 to 50% by weight, and more preferably from 2 to 30% by weight, based on the total weight of the composition. As shown in the examples, the oily dispersion according to the invention has good compatibility with isobutane, especially in the presence of polydimethylsiloxane silicone oil. The invention is illustrated in more detail in the following examples. Quantities are indicated in weight percent. Evaluation of the Cosmetic Properties of Oily Dispersions The oily dispersion to be evaluated was deposited on a contrast card (for example that sold by Byk-Gardner under the reference byko-charts) and the film deposited was dried for 24 hours. at room temperature (25 ° C). The dry film has a thickness of about 50 μm. The gloss of the film was measured using a glossmeter (three angles Refo 3/5 Refo 3D from Labomat) at an angle of 200. The resistance of the film to the fatty substance was determined by depositing on the dry film 3 drops of olive oil on the black part of the contrast card. The drops were left in contact with the dry film for 10 minutes, 10 minutes and 60 minutes respectively and then the drop of oil was wiped off and the appearance of the area of the film which was in contact with the film was observed. 'oil. If the film has been damaged by the drop of oil, the polymer film is considered as non-resistant to olive oil. The sticky appearance of the polymer film was evaluated by touching the dry film with the finger. All percentages of reagents described in the examples are percentages by weight. EXAMPLE 1 In a first step, 120 g of isododecane, 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of methyl acrylate, 12.5 g of carbon were introduced into a reactor. polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.665 g of tertiobutylperoxy-2-ethylhexanoate (Trigonox 21S from Akzo). The mass ratio of isobornyl acrylate / methyl acrylate / ethyl acrylate / PDMS methacrylate is 75.2 / 3/3 / 18.8. The mixture was heated to 90 ° C under argon with stirring. After 2 hours of reaction, 78 g of isododecane were added to the reactor bottom, and the mixture was heated to 90 ° C. In a second step, a mixture of 91.5 g of methyl acrylate, 91.5 g of ethyl acrylate, 183 g of isododecane and 1.83 g of Trigonox was introduced in one hour by casting. 21S, and allowed to react for 7 hours. 0.3 liter of isododecane was then added and then a portion of the isododecane was evaporated to give a solids content of 45% by weight. A dispersion of methyl acrylate / ethyl acrylate (50/50 weight) copolymer particles stabilized with a random copolymer stabilizer containing 75.2% by weight of isobornyl acrylate, 3% of methyl acrylate was obtained. , 3% ethyl acrylate, 18.8% PDMS methacrylate, in isododecane. The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 37.5% of ethyl acrylate and 5% of PDMS methacrylate.
    [0028] The particles of the polymer of the dispersion have a number average size of between about 170 and 200 nm. The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Body resistance Fatty tights 73 Fat-resistant Non-tacky Example 2 A dispersion of polymer particles in isododecane was prepared according to the procedure of the invention. Example 1, using: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.54 g of Trigonox 21S, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 98 g of methyl acrylate, 73 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 1, 96 g of Trigonox 21S, 196 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 40% by weight. An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50 / 37.2 / 12.8) copolymer particles stabilized by a random copolymer of isobornyl acrylate / methyl acrylate was obtained ethyl acrylate (92.6 / 3.7 / 3.7). The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 40% of methyl acrylate, 30% of ethyl acrylate and 10% of PDMS methacrylate.
    [0029] The particles of the polymer of the dispersion have a number average size of between about 170 and 200 nm. The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Body resistance Fatty tights 60 Fat-resistant Non-tacky Example 3 A dispersion of polymer particles in isododecane was prepared according to the procedure of the invention. Example 1, using: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.665 g Trigonox 21S, 120 g isododecane; then addition after reaction of 78 g of isododecane Step 2: 91.5 g of methyl acrylate, 79 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu) 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 42% by weight.
    [0030] An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50 / 43.2 / 6.8) copolymer particles stabilized by a random copolymer of isobornyl acrylate / methyl acrylate was obtained ethyl acrylate / PDMS methacrylate (75.2 / 3/3 / 18.8).
    [0031] The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 32.5% of ethyl acrylate and 10% of PDMS methacrylate. The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Body resistance Fatty tights 74 Fat-resistant Non-tacky Example 4 A dispersion of polymer particles in isododecane was prepared according to the procedure of US Pat. Example 1, using: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22 -2426 from Shin Etsu), 0.665 g of Trigonox 21S, 72 g of isododecane and 48 g of ethyl acetate; then addition after reaction of 47 g of isododecane and 31 g of ethyl acetate Step 2: 23 g of methyl acrylate, 135.5 g of ethyl acrylate, 1.835 g of Trigonox 21S, 183.5 g isododecane. After reaction, addition of 0.3 liter of a mixture of isododecane and ethyl acetate (60/40 weight) and total evaporation of the ethyl acetate and partial of the isododecane to obtain an extract 53% dry weight.
    [0032] An isododecane dispersion of methyl acrylate / ethyl acrylate / acrylic acid (12.5 / 73.9 / 13.6) copolymer particles stabilized by a random copolymer of isobornyl acrylate / methyl acrylate was obtained ethyl acrylate / PDMS methacrylate (75.2 / 3/3 / 18.8).
    [0033] The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 10% of methyl acrylate, 55% of ethyl acrylate, 10% of acrylic acid and 5% of PDMS methacrylate. .
    [0034] The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion exhibits the following properties: Gloss at 20 ° Body resistance Fatty tights 67 Fat-resistant Non-tacky Example 5 A dispersion of polymer particles in isododecane was prepared according to the procedure of the invention. Example 1, using: Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22- 2426 from Shin Et-su), 0.415 g Trigonox 21S, 120 g isododecane; then addition after reaction of 78 g of isododecane Step 2: 104 g of methyl acrylate, 104 g of ethyl acrylate, 2.08 g of Trigonox 21S, 208 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 45% by weight. An isododecane dispersion of methyl acrylate / ethyl acrylate (50/50) copolymer particles stabilized by a random copolymer of 2-ethylhexyl acrylate / methyl acrylate / ethyl acrylate / PDMS methacrylate was obtained ( 60.3 / 4.8 / 4.8 / 30.1). The oily dispersion contains in total (stabilizer + particles) 10% of 2-ethylhexyl acrylate, 42.5% of methyl acrylate, 42.5% of ethyl acrylate and 5% of PDMS methacrylate. The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Resistance to the body Fatty adhesive 40 51 Resistant to the fatty substance Paste Example 6 A dispersion of polymer particles in isododecane was prepared according to the procedure of the invention. Example 1, using: Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.29 g of Trigonox 21S, 120 g of isododecane ; then addition after reaction of 78 g of isododecane Step 2: 110.5 g of methyl acrylate, 85.5 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 2.21 g of Trigonox 21S, 221 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 43% by weight. An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50 / 38.7 / 11.3) copolymer particles stabilized by a 2-ethylhexyl acrylate / acrylate random copolymer was obtained. of methyl / ethyl acrylate (86.2 / 6.9 / 6.9). The oily dispersion contains in total (stabilizer + particles) 10% of 2-ethylhexyl acrylate, 45% of methyl acrylate, 35% of ethyl acrylate and 10% of PDMS methacrylate. The dispersion is storage stable for 7 days at room temperature (25 ° C).
    [0035] The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Resistance to the body Fatty tights 63 Resistant to the fatty substance Tight Example 7: A dispersion of polymer particles in isododecane was prepared, according to the procedure of the invention. Example 1, using: Step 1: 25 g of 2-ethylhexyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22- 2426 from Shin Et-su), 0.415 g Trigonox 21S, 120 g isododecane; then addition after reaction of 78 g of isododecane Step 2: 104 g of methyl acrylate, 91.5 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu 2.08 g of Trigonox 21S, 208 g of isododecane. After reaction, addition of 0.3 liter of isododecane and evaporation to obtain a solids content of 46% by weight.
    [0036] An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50/44/6) copolymer particles stabilized by a random copolymer of 2-ethylhexyl acrylate / methyl acrylate / acrylate was obtained. ethyl / PDMS methacrylate (60.2 / 4.8 / 4.8 / 3028).
    [0037] The oily dispersion contains in total (stabilizer + particles) 10% of 2-ethylhexyl acrylate, 42.5% of methyl acrylate, 37.5% of ethyl acrylate and 10% of PDMS methacrylate.
    [0038] The dispersion is storage stable for 7 days at room temperature (25 ° C). The film obtained with the oily dispersion has the following properties: Gloss at 20 ° Resistance to the body Fatty tights 54 Resistant to the fatty substance Tights Study of the compatibility with silicone oils: The compatibility of the dispersions of polymer particles effected was evaluated. by adding in the dispersion 5 different silicone oils (silicone 1 to 5) and observing whether the mixture obtained is stable or not (homogeneous or heterogeneous mixture) Silicone 1: Polyphenyltrimethylsiloxy dimethylsiloxane (Belsil® PDM 1000 from Wacker) (INCI name) TRIMETHYLSILOXYPHENYL DIMETHICONE) Silicone 2: Cyclohexadimethylsiloxane Silicone 3: 3-octylheptamethyl trisiloxane (Dow Corning FZ-3196 from Dow Corning) Silicone 4: Polydimethylsiloxane 5 cst (XIAMETER PMX-200 SILICIONE FLUIDS 5C5 from Dow Corning) Silicone 5: Dodecamethylpentasiloxane obtained the following results: Example Ratio 51 S2 S3 S4 S5 HC / Si 1 75/25 + + + + + 50/50 + + + - + 25/75 - + + - - 75/25 + - + - - 2 50/50 + - + - - 25/75 - - + - - 3 75/25 + + + + + 50/50 + + + - + 25/75 + - + - - 4 75/25 + + + + + 50/50 + + + - + 25/75 - + + - - 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + 6 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + 7 75/25 + + + + + 50/50 + + + + + 25/75 + + + + + HC / Si ratio: weight ratio hydrocarbon oil (isosododecane) / silicone oil present in the dispersion of polymer particles. The results obtained show that the dispersions of Examples 5 to 7 have a good compatibility with the silicone oils in the 3 ratio of oils. The dispersions of Examples 1, 3, 4 have good compatibility with silicone oils at the HC / Si ratio = 75/25 and with 4 silicone oils at a ratio of 50/50 and with 2 silicone oils at a ratio of 25/75. The dispersion of Example 2 is well compatible with silicone 3 (all ratios) and with silicone 1 (ratios 25/75 and 50/50). Examples 8 and 9 Two oil dispersions of isobornyl acrylate copolymer, methyl acrylate and a polydimethysiloxane methacrylate whose PDMS chain has a different molecular weight were prepared according to the procedure of Example 1. . All dispersions comprise in total (stabilizer + particles) 20% of isobornyl acrylate, 78% of methyl acrylate and 2% of PDMS methacrylate.
    [0039] The compatibility of these 2 dispersions with the silicone oils was evaluated. Example 8: Step 1: 50 g of isobornyl acrylate, 5 g of methyl acrylate, 4 g of polydimethylsiloxane methacrylate (X-22-2475 from Shin Etsu having a PDMS chain of molecular weight of 420 g / mole), 0.59 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 68 g of isododecane Step 2: 191 g of methyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, 300 g of isododecane are added and evaporation to obtain a solids content of 44% by weight. An isododecane dispersion of methyl polyacrylate particles stabilized with isobornyl polyacrylate / methyl acrylate / PDMS acrylate stabilizer (84.7 / 8.5 / 6.8) was obtained.
    [0040] The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 78% of methyl acrylate and 2% of PDMS methacrylate. The dispersion is storage stable for 7 days at room temperature (25 ° C). The resulting film is non-sticky.
    [0041] Example 9: Step 1: 50 g of isobornyl acrylate, 5 g of methyl acrylate, 4 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu having a PDMS chain of 12000 g / mol) 0.59 g of Trigonox 21, 120 g of isododecane; then added after reacting 68 g of isododecane Step 2: 191 g of methyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 47% by weight. An isododecane dispersion of methyl polyacrylate particles stabilized with isobornyl polyacrylate / methyl acrylate / PDMS acrylate stabilizer (84.7 / 8.5 / 6.8) was obtained. The dispersion is storage stable for 7 days at room temperature (25 ° C). The resulting film is non-sticky. The following compatibility results were obtained: Example Ratio Si S2 S3 S4 S5 HC / Si8 75/25 + + + - + 50/50 + - - - - 25/75 - - - - - 9 75/25 + + + - + 50/50 + + + - + 25/75 - + - - - The results obtained show that the dispersion of Example 9 has a greater compatibility with silicone oils than that of Example 8. last is compatible with 4 silicone oils at a ratio of 75/25.
    [0042] Study on the ratio of silicone macromonomer in the stabilizer: Examples 1, 10, 11 (invention) and 12 to 14 (outside the invention) Five oily dispersions of acrylate copolymer were prepared according to the procedure of Example 1. isobornyl, methyl acrylate, ethyl acrylate and polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu having a PDMS chain of 12,000 g / mol) by varying the content of silicone macromonomer (content compensated for those of acrylates) methyl and ethyl).
    [0043] Example 10: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.59 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 68 g of isododecane Step 2: 95.5 g of methyl acrylate, 95.5 g of ethyl acrylate, 1.91 g of Trigonox 21S, 191 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 43% by weight. A dispersion in isododecane of methyl polyacrylate / ethyl acrylate (50/50) particles stabilized with isobornyl polyacrylate / methyl acrylate / ethyl acrylate / PDMS acrylate stabilizer (84, 7 / 3.4 / 3.4 / 8.5). The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 39% of methyl acrylate, 39% of ethyl acrylate and 2% of PDMS methacrylate. Example 11: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 10 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu) 0.64 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 93 g of methyl acrylate, 93 g of ethyl acrylate, 1.86 g of Trigonox 21S, 186 g of isododecane. After reaction, 300 g of isododecane are added and evaporation to obtain a solids content of 46% by weight. An isododecane dispersion of methyl polyacrylate / ethyl acrylate (50/50) particles stabilized with isobornyl polyacrylate / methyl acrylate / ethyl acrylate / PDMS acrylate stabilizer (78, 2 / 3.1 / 3.1 / 15.6). Example 12: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 15.2 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Et-su), 0.7 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 90 g of methyl acrylate, 90 g of ethyl acrylate, 1.8 g of Trigonox 21S, 180 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation yielded an unstable dispersion in isododecane of methyl polyacrylate / ethyl acrylate (50/50) particles in the presence of isobornyl polyacrylate / acrylate stabilizer. methyl / ethyl acrylate / PDMS acrylate (72.5 / 2.9 / 2.9 / 21.7). The unstable oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 37% of methyl acrylate, 37% of ethyl acrylate and 6% of PDMS methacrylate. Example 13: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 25.10 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.79 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 85.5 g of methyl acrylate, 85.5 g of ethyl acrylate, 1.71 g of Trigonox 21S, 171 g of isododecane. After reaction, 300 g of isododecane and evaporation were added. An unstable dispersion in isododecane of methyl polyacrylate / ethyl acrylate (50/50) particles in the presence of isobornyl polyacrylate / methyl acrylate / ethyl acrylate / acrylate stabilizer was obtained. PDMS (78.2 / 3.1 / 3.1 / 15.6). The unstable oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 35% of methyl acrylate, 35% of ethyl acrylate and 10% of PDMS methacrylate. Example 14: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 20 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.74 g of Trigonox 21, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 88 g of methyl acrylate, 88 g of ethyl acrylate, 1.76 g of Trigonox 21S, 176 g of isododecane. After reaction, add 300 g of isododecane and evaporation. An unstable dispersion in isododecane of methyl polyacrylate / ethyl acrylate (50/50) particles was obtained in the presence of isobornyl polyacrylate / methyl acrylate / ethyl acrylate / PDMS acrylate stabilizer (78). , 2 / 3.1 / 3.1 / 15.6). The unstable oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 36% of methyl acrylate, 36% of ethyl acrylate and 8% of PDMS methacrylate. The stability of each dispersion was evaluated after 12 hours storage at room temperature. The following results were obtained: Examples Monomers Percent Solvent Dry Extract Mass Stability of (%) Monomers 10 Al 20 lsododecane 43.44 yes AM 39 AE 39 MPDMS12K 2 11 Al 20 lsododecane 45.80 yes AM 38 AE 38 MPDMS12K 4 1 Al 20 lsododecane 42.6 yes AM 37.5 AE 37.5 MPDMS12K 5 12 Al 20 lododecane - no AM 37 AE 37 MPDMS12K 6 13 Al 20 lododecane - no AM 35 AE 35 MPDMS12K 10 14 Al 20 lsododecane - no AM 36 AE 36 MPDMS12K 8 Al = Isobomyl actylate - AM = Methyl actylate - EA = Ethyl actylate - MPDM12k = PDMS methacrylate (X-22-2426 from Shin Etsu) The results obtained show that when PDMS methacrylate is present at a content greater than or equal to 6% of the total weight of the monomers forming the stabilizer, the dispersions (Examples 12 to 14) are not stable. The dispersions of Examples 1, 10 and 11 according to the invention are stable. Study on the Silicone Macromonomer Ratio in the Polymer of the Particles: Example 2 (Invention) and (Excluding the Invention): A dispersion of isobornyl acrylate-acrylate copolymer was prepared according to the procedure of Example 2 of methyl, ethyl acrylate and and polydimethyl siloxane methacrylate (X-22-2426 from Shin Etsu having a PDMS chain of 12,000 g / mol) by varying the content of the silicone macromonomer (content compensated for those of the acrylates of methyl and ethyl). Example 15: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 0.54 g of Trigonox 21S, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 98 g of methyl acrylate, 73 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 1, 96 g of Trigonox 21S, 196 g of isododecane. After reaction, add 0.3 liter of isododecane and evaporation. An unstable dispersion in isododecane of methyl polyacrylate / ethyl acrylate particles (50/50) was obtained in the presence of isobornyl polyacrylate / methyl acrylate / ethyl acrylate / PDMS acrylate stabilizer (67). , 6 / 2.7 / 2.7 / 20). The unstable oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 40% of methyl acrylate, 20% of ethyl acrylate and 20% of PDMS methacrylate. The stability of each dispersion was evaluated after 12 hours storage at room temperature. The following results were obtained: Examples Monomers Percent Solvent Dry Extract Mass Stability of (%) Monomers 2 Al 20 lsododecane 39.82 yes AM 40 AE 30 MPDMS12K 10 15 Al 20 lsododecane - no AM 40 AE 20 MPDMS 12K 20 20 Al = Actylate of Isobomyl - AM = Methyl actylate - AE = Ethyl actylate - MPDMS12k = PDMS methacrylate (X-22-2426 from Shin Etsu) The results obtained show that when the silicone macromonomer is present in the polymer particles at a content of 20% the dispersion is not stable. Study on the ratio of silicone macromonomer in the stabilizer and in the polymer of the particles: Example 3, 16, 17 (invention) and 18 (outside the invention): In accordance with the procedure of Example 3, 3 dispersions of isobornyl acrylate copolymer, methyl acrylate, ethyl acrylate and and polydimethyl siloxane methacrylate (Shin Etsu X-22-2426 having a PDMS chain of 12,000 g / mol) by varying silicone macromonomer content (content compensated for methyl and ethyl acrylates) in the stabilizer and in the polymer of the particles.
    [0044] Example 16: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu 0.665 g of Trigonox 21S, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 91.5 g of methyl acrylate, 66.5 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, 300 g of isododecane are added and evaporation to obtain a solids content of 44% by weight.
    [0045] An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50 / 36.3 / 13.7) copolymer particles stabilized by a random copolymer of isobornyl acrylate / methyl acrylate was obtained ethyl acrylate / PDMS methacrylate (75.2 / 3/3 / 18.8).
    [0046] The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 27.5% of ethyl acrylate and 25% of PDMS methacrylate.
    [0047] Example 17: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 12.5 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu 0.665 g of Trigonox 21S, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 91.5 g of methyl acrylate, 41.5 g of ethyl acrylate, 50 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu) 1.83 g of Trigonox 21S, 183 g of isododecane. After reaction, addition of 300 g of isododecane and evaporation to obtain a solids content of 42% by weight.
    [0048] An isododecane dispersion of methyl acrylate / ethyl acrylate / PDMS acrylate (50 / 22.7 / 27.3) copolymer particles stabilized with a random copolymer of isobornyl acrylate / methyl acrylate was obtained ethyl acrylate / PDMS methacrylate (75.2 / 3/3 / 18.8).
    [0049] The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 37.5% of methyl acrylate, 17.5% of ethyl acrylate and 25% of PDMS methacrylate. Example 18: Step 1: 50 g of isobornyl acrylate, 2 g of methyl acrylate, 2 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu), 0.79 g of Trigonox 21S, 120 g of isododecane; then addition after reaction of 78 g of isododecane Step 2: 85.2 g of methyl acrylate, 60.2 g of ethyl acrylate, 25 g of polydimethylsiloxane methacrylate (X-22-2426 from Shin Etsu ), 1.70 g of Trigonox 21S, 170 g of isododecane. After reaction, add 300 g of isododecane and evaporation. An unstable dispersion in the isododecane of methyl acrylate / ethyl acrylate / PDMS acrylate copolymer particles (50 / 35.3 / 14.7) was obtained in the presence of a random isobornyl acrylate / acrylate copolymer of methyl / ethyl acrylate / PDMS methacrylate (63.3 / 2.5 / 2.5 / 31.7). The oily dispersion contains in total (stabilizer + particles) 20% of isobornyl acrylate, 35% of methyl acrylate, 25% of ethyl acrylate and 20% of PDMS methacrylate.
    [0050] The stability of each dispersion was evaluated after 12 hours storage at room temperature. The following results were obtained: Examples Monomers Percentage Solvent Dry Extract Mass Stability (%) of monomers 3 Al 20 Isododecane 45.02 Yes AM 37.5 AE 32.5 MPDMS12K 5 (stabilizer) MPDMS12K 5 (particles) 16 Al 20 Isododecane 44.10 Yes AM 37.5 AE 27.5 MPDMS12K 5 (stabilizer) MPDMS12K 10 (particles) 17 Al 20 Isododecane 38.94 Yes AM 37.5 AE 17.5 MPDMS12K 5 (stabilizer) MPDMS12K 20 (particles) 18 Al 20 Isododecane - no AM 35 AE 25 MPDMS12K 10 (stabilizer) MPDMS12K 10 ( particles) Al = Isobomyl actylate - AM = Methyl actylate - AE = Ethyl actylate - MPDMS12k = PDMS methacrylate (X-22-2426 from Shin Etsu) The results obtained show that the dispersions (Examples 3, 16 17) containing 5% silicone macromonomer in the stabilizer and 5 to 20% silicone macromonomer in the particles are stabile while the dispersion of Example 18 containing 10% silicone macromonomer in the stabilizer and 10% macromonomer Ilicone in the particles is not stable.
    [0051] Compatibility study with the isobutane propellant: The following compositions were prepared with the oily dispersions of Examples 1, 3 and 4: Oily dispersion 8% MA PDMS oil 10% 29% Isododecane 63% Was introduced into a glass aerosol bottle, 4.45 g of each composition, then crimped the bottle with a dispensing valve, and then 25.25 g of isobutane was introduced into the can.
    [0052] The appearance (stability) of the composition thus conditioned was observed. The following results were obtained: Example oily dispersion 1 3 4 Stability Stable Stable stable The results obtained show that the oily dispersions of Examples 1, 3 and 4 are compatible with isobutane, in the presence of PDMS oil. They are therefore suitable for the formulation of aerosol compositions. EXAMPLE 19 A skin makeup composition comprising the following ingredients is prepared: Polymer dispersion of Example 1 85% dodecamethylpentasiloxane 10% Iron oxides 5% The composition applied to the skin makes it possible to obtain a glossy make-up film , oil resistant and non-sticky. The polymer dispersion of Example 1 can be replaced by the dispersions of Examples 2 to 7.
    [0053] Example 20: A lip makeup composition comprising the following ingredients is prepared: Polymer dispersion of Example 1 84% Polyphenyltrimethylsiloxy dimethylsiloxane (Belsil® PDM 1000 from Wacker) 15% Red 7 1% The composition applied to the lips makes it possible to obtain a glossy, oil-resistant and non-sticky makeup film. The polymer dispersion of Example 1 can be replaced by the dispersions of Examples 2 to 7. Example 21: An eyelash makeup composition comprising the following ingredients is prepared: Polymer dispersion of Example 1 60% isododecane 20% black iron oxides 20% The composition applied to the eyelashes makes it possible to obtain a glossy, oil-resistant and non-sticky makeup film.
    [0054] The polymer dispersion of Example 1 can be replaced by the dispersions of Examples 2 to 7. Example 22: A skin-forming aerosol composition for the skin comprising the following ingredients (packaged in an aesosol can with a valve) is prepared. of distribution: Polymer dispersion of Example 1 1.2% MA PDMS 10 cst 4.35% Isododecane 9.45% Isobutane qs 100% The composition is vaporized on the skin and forms after drying a film.
    权利要求:
    Claims (26)
    [0001]
    REVENDICATIONS1. Dispersion of particles of at least one polymer stabilized by a stabilizing agent in a non-aqueous medium containing at least one hydrocarbon oil, the polymer of the particles being a polymer of (meth) acrylate C1-C4 and optionally d A silicone macromonomer (I): ## STR5 ## wherein: ## STR2 ## in which: R8 denotes a hydrogen atom or a methyl group; preferably methyl; R 9 denotes a divalent hydrocarbon group, linear or branched, preferably linear, having from 1 to 10 carbon atoms, preferably having from 2 to 4 carbon atoms, and optionally containing one or two ether bonds -O-; preferably an ethylene, propylene or butylene group; R10 denotes a linear or branched alkyl group having from 1 to 10 carbon atoms, especially from 2 to 8 carbon atoms; preferably methyl, ethyl, propyl, butyl or pentyl; n denotes an integer ranging from 1 to 300, preferably ranging from 3 to 200, and preferably ranging from 5 to 100; ; the stabilizing agent being a polymer comprising from 50 to 100% by weight, relative to the total weight of the stabilizer, of C 8 -C 22 alkyl acrylate, from 0 to 50% by weight of alkyl (meth) acrylate C1-C4 and optionally silicone macronomer (I): the stabilizer and / or the polymer of the particles comprising at least the silicone macromonomer (I), and: (i) when the stabilizer comprises the silicone macromonomer (I), the macromonomer is present in the stabilizer in a content of less than or equal to 5.5% by weight, relative to the total weight of the stabilizer + polymer group of the particles; the polymer of the particles optionally comprising said silicone macromonomer (I) in a content of less than or equal to 28% by weight, relative to the total weight of the stabilizer + polymer set of the particles; (ii) when the polymer of the particles comprises the silicone macromonomer (I) and the stabilizer does not comprise a silicone macromonomer (I), the macromonomer is present at a content of less than or equal to 18% by weight, relative to total weight of the stabilizer + polymer of the particles.
    [0002]
    2. Dispersion according to claim 1, characterized in that the polymer of the particles is a polymer of methyl acrylate and / or ethyl acrylate.
    [0003]
    3. Dispersion according to one of the preceding claims, characterized in that the polymer of the particles comprises an ethylenically unsaturated acidic monomer or their anhydride, preferably chosen from (meth) acrylic acid, maleic acid and maleic anhydride.
    [0004]
    4. Dispersion according to one of the preceding claims, characterized in that the polymer of the particles comprises from 62 to 100% by weight of (meth) acrylate C1 to C4, from 0 to 38% by weight of the macromonomer silicone (I) and from 0 to 20% by weight of ethylenically unsaturated acidic monomer, based on the total weight of the polymer.
    [0005]
    5. Dispersion according to one of the preceding claims, characterized in that the polymer of the particles is chosen from: homopolymers of methyl acrylate copolymers of methyl acrylate / silicone macromonomer (I) homopolymers of ethyl acrylate the ethyl acrylate / silicone macromonomer copolymers (I) copolymers methyl acrylate / ethyl acrylate copolymers methyl acrylate / ethyl acrylate / macromonomer silicone (I) methyl acrylate / ethyl acrylate / acrylic acid copolymers methyl acrylate / ethyl acrylate / acrylic acid / macromonomer silicone copolymers (I) methyl acrylate / ethyl acrylate / maleic anhydride copolymers methyl acrylate / ethyl acrylate / maleic anhydride / silicone macromonomer copolymers (I) copolymers methyl acrylate / acrylic acid copolymers methyl acrylate / acrylic acid / macromonomer silicone (I) acr ethyl ylate / acrylic acid ethyl acrylate / acrylic acid / macromonomer silicone copolymers (I) methyl acrylate / maleic anhydride copolymers methyl acrylate / maleic anhydride / silico-macromonomer copolymers (I) acrylate copolymers ethyl / maleic anhydride / silicone macromonomer (I) ethyl acrylate / maleic anhydride copolymers; and preferably from: methyl acrylate / acrylate copolymers methyl acrylate / ethyl acrylate / silicone macromonomer copolymers (I) copolymers methyl acrylate / ethyl acrylate / acrylic acid
    [0006]
    6. Dispersion according to one of the preceding claims, characterized in that the polymer of the particles is present in a content ranging from 20% to 60% by weight, relative to the total weight of the dispersion.
    [0007]
    7. Dispersion according to one of the preceding claims, characterized in that the polymer particles have an average size ranging from 50 to 500 nm, in particular ranging from 75 to 400 nm, and better from 100 to 250 nm.
    [0008]
    8. Dispersion according to one of the preceding claims, characterized in that the stabilizing agent is a polymer comprising from 50 to 100% by weight, preferably from 60 to 95% by weight, of C 8 -C 8 alkyl acrylate. C22, from 0 to 50% by weight, preferably from 5 to 40% by weight, of (C1-C4) alkyl (meth) acrylate and optionally the silicone macronomer (I).
    [0009]
    9. Dispersion according to one of the preceding claims, characterized in that the stabilizing agent is a random polymer.
    [0010]
    10. Dispersion according to one of the preceding claims, characterized in that the C8-C22 alkyl acrylate comprises a group selected from 2-ethyl hexyl, isobornyl, lauryl, behenyl or stearyl; preferably isobornyl acrylate or 2-ethylhexyl acrylate; preferentially is isobornyl acrylate.
    [0011]
    11. Dispersion according to one of the preceding claims, characterized in that the stabilizing agent is chosen from: homopolymers of 2-ethylhexyl acrylate homopolymers of isobornyl acrylate copolymers of isobornyl acrylate / methyl acrylate copolymers of 2-ethyl hexyl acrylate / methyl acrylate copolymers of isobornyl acrylate / methyl acrylate / ethyl acrylate copolymers of 2-ethyl hexyl acrylate / methyl acrylate / acrylate ethyl copolymers of isobornyl acrylate / methyl acrylate / ethyl acrylate / silicone macromonomer (I) copolymers of 2-ethylhexyl acrylate / methyl acrylate / ethyl acrylate / silicone macromonomer (I).
    [0012]
    12. Dispersion according to one of the preceding claims, characterized in that the silicone macromonomer (I) is present in the stabilizer in a content of less than or equal to 5.5% by weight, in particular ranging from 0.1 to 5.5 % by weight, relative to the total weight of the stabilizer + polymer of the particles; and the silicone macromonomer (I) is not present in the polymer of the particles.
    [0013]
    13. Dispersion according to the preceding claim, characterized in that the stabilizing + polymer assembly of the particles present in the dispersion comprises from 5 to 50% by weight of C8-C22 alkyl acrylate polymerized, from 44.5 to 89 , 5% by weight of (C 1 -C 4) alkyl (meth) acrylate polymerized and from 0.1 to 5.5% by weight of silicone macromonomer (I), relative to the total weight of the stabilizing + polymer assembly of particles; Preferably, the stabilizer + polymer assembly of the particles present in the dispersion comprises from 6 to 30% by weight of C8-C22 alkyl acrylate polymerized and from 64.5 to 93.9% by weight of (meth) acrylate polymeric C1-C4 alkyl and from 0.1 to 5.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer set of the particles.
    [0014]
    14. Dispersion according to one of claims 1 to 11, characterized in that the silicone macromonomer (I) is present in the stabilizer at a content of less than or equal to 5.5% by weight, in particular ranging from 0.1 5.5% by weight, based on the total weight of the stabilizer + polymer group of the particles; and it is present in the polymer of the particles in a content of less than or equal to 28% by weight, in particular ranging from 0.1 to 28% by weight, relative to the total weight of the stabilizer + polymer set of the particles.
    [0015]
    15. Dispersion according to the preceding claim, characterized in that the stabilizing + polymer assembly of the particles present in the dispersion comprises from 5 to 50% by weight of C8-C22 alkyl acrylate polymerized, from 16.5 to 94 , 9% by weight of polymerized (C 1 -C 4) alkyl (meth) acrylate and from 0.1 to 33.5% by weight of silicone macromonomer (I), relative to the total weight of the stabilizer + polymer assembly of particles; Preferably, the stabilizer + polymer group of the particles present in the dispersion comprises from 6 to 30% by weight of C8-C22 alkyl acrylate polymerized and from 36.5 to 93.9% by weight of (meth) acrylate Polymerized C1-C4 alkyl and 0.1 to 33.5% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer group of the particles.
    [0016]
    16. Dispersion according to one of claims 1 to 11, characterized in that the silicone macromonomer (I) is present in the polymer of the particles in a content less than or equal to 18% by weight, in particular ranging from 0.1 to 18 % by weight, relative to the total weight of the stabilizer + polymer of the particles; and it is not present in the stabilizer.
    [0017]
    17. Dispersion according to the preceding claim, characterized in that the stabilizing + polymer assembly of the particles present in the dispersion comprises from 5 to 50% by weight of polymerized C8-C22 alkyl acrylate, from 32 to 94.9. % by weight of (C 1 -C 4) alkylated (meth) acrylate and 0.1 to 18% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer set of the particles; Preferably, the stabilizer + polymer assembly of the particles present in the dispersion comprises from 6 to 30% by weight of C 8 -C 22 alkyl acrylate and from 52 to 93.9% by weight of (meth) acrylate. polymerized C1-C4 alkyl and 0.1 to 18% by weight of silicone macromonomer (I), based on the total weight of the stabilizer + polymer group of the particles.
    [0018]
    18. Dispersion according to one of the preceding claims, characterized in that the hydrocarbon oil is selected from hydrocarbon oils, preferably apolar, having 8 to 16 carbon atoms.
    [0019]
    19. Dispersion according to one of the preceding claims, characterized in that the hydrocarbon oil is isododecane.
    [0020]
    20. Dispersion according to one of the preceding claims, characterized in that the polymer particles is present in the dispersion in a content ranging from 20% to 60% by weight, relative to the total weight of the dispersion.
    [0021]
    21. A composition comprising, in a physiologically acceptable medium, a polymer dispersion according to one of the preceding claims.
    [0022]
    22. Composition according to the preceding claim, characterized in that it comprises a cosmetic additive chosen from water, perfumes, preservatives, fillers, dyestuffs, UV filters, oils, waxes, surfactants, moisturizers, vitamins, ceramics, antioxidants, anti-free radical agents, polymers, thickeners.
    [0023]
    23. Composition according to one of Claims 21 or 22, characterized in that it comprises a silicone oil, in particular chosen from volatile linear or cyclic silicone oils, in particular having from 2 to 10 silicon atoms, preferably from 2 to 7 silicon atoms, these silicones optionally containing alkyl or alkoxy groups having from 1 to 10 carbon atoms, for example octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyl disiloxane, octamethyltrisiloxane, decamethyltetrasiloxane, dodecamethylpentasiloxane; polydimethylsiloxanes (PDMS) comprising pendant alkyl or alkoxy groups and / or silicone chain ends, groups each having from 2 to 60 carbon atoms, in particular alkyl (O 2 -O) dimethicones; (C2-C60) alkyl methicones; phenyl silicones such as phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenylsiloxanes, diphenyl dimethicones, trimethylsiloxyphenyl dimethicone, diphenyl methyldiphenyl trisiloxanes, and mixtures thereof.
    [0024]
    24. Composition according to the preceding claim, characterized in that the silicone oil is present in a content ranging from 0.1 to 60% by weight, relative to the total weight of the composition, preferably ranging from 1 to 50% by weight. weight, and preferably from 1 to 40% by weight.
    [0025]
    25. Composition according to one of Claims 21 to 24, characterized in that it is an aerosol fraction containing a propellant, in particular chosen from dimethyl ether, chlorinated and / or fluorinated hydrocarbons such as trichlorofluoromethane and dichlorodifluoromethane. , chlorodifluoromethane, 1,1,1,2-tetrafluoroethane, chloropentafluoroethane, 1-chloro-1,1-difluoroethane, 1,1-difluoroethane, or volatile hydrocarbons, such as in particular C3-5 alkanes, such as propane, isopropane, n-butane, isobutane, pentane, or compressed gases such as air, nitrogen, carbon dioxide, and mixtures thereof; preferably selected from dimethyl ether, 1,1,1,2-tetrafluoroethane, and C3-5 alkanes and in particular propane, n-butane, isobutane and mixtures thereof; preferentially isobutane.
    [0026]
    26. Non-therapeutic cosmetic process for treating keratin materials, comprising the application to the keratin materials of a composition according to one of claims 21 to 25, in particular for the care or makeup of keratin materials.
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    引用文献:
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    EP0749747A1|1995-06-21|1996-12-27|L'oreal|Composition contenant a dispersion of polymer particles in a non aqueous medium|
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    FR2880267A1|2005-01-04|2006-07-07|Oreal|Cosmetic composition, useful e.g. as a product of skin make-up and/or lips, comprises a fatty liquid phase, dispersion particles of homopolymer or cross linked acrylic or vinyl copolymers, a stabilizing polymer and a pasty compound|
    US20110243864A1|2008-10-24|2011-10-06|L'oreal|Dispersion of soft polymer particles, cosmetic composition comprising it and cosmetic treatment method|
    FR2972630A1|2011-03-18|2012-09-21|Oreal|Cosmetic composition, useful e.g. as care product for skin and face, comprises dispersion of ethylene polymer particles that are surface-stabilized with stabilizer, in nonaqueous medium, where stabilizer is ethylenic polymer block|
    FR2972631A1|2011-03-18|2012-09-21|Oreal|Cosmetic composition, useful for treating keratin materials, preferably hair, skin, lips or eyelashes, comprises dispersion, and ethylene polymer particles surface stabilized by stabilizer, where stabilizer is ethylene polymer sequences|WO2020127733A1|2018-12-21|2020-06-25|L'oreal|Washable dispersion of polymer particles dispersed in a nonaqueous medium|JP4012580B2|1995-03-28|2007-11-21|日本カーバイド工業株式会社|Non-aqueous resin dispersion for cosmetic ingredients|
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    FR3088201B1|2018-11-13|2020-10-16|Oreal|COMPOSITION COMPRISING POLYMER PARTICLES, A VOLATILE HYDROCARBON OIL, A FILM-GENERATING SILICONE VINYL POLYMER, A PHENYLATED SILICONE NON-VOLATILE OIL SILICONE|
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    2020-11-12| PLFP| Fee payment|Year of fee payment: 7 |
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