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    • 专利摘要:
    The invention relates to a cosmetic composition in the form of an emulsion which is resistant to water through the use of an emulsifying polymer. This polymer is prepared by polymerization of an anionic monomer and a C1-C7 ester of an unsaturated carboxylic acid. The cosmetic composition according to the invention is free of film-forming agent and surfactant compound. The invention also relates to the preparation and use of this cosmetic composition.
    公开号:FR3079415A1
    申请号:FR1852731
    申请日:2018-03-29
    公开日:2019-10-04
    发明作者:Clementine CHAMPAGNE
    申请人:Coatex SAS；
    IPC主号:
    专利说明:

    WATER-RESISTANT COSMETIC COMPOSITION
    DESCRIPTION
    The invention relates to a cosmetic composition in the form of an emulsion which is resistant to water through the use of an emulsifying polymer. This polymer is prepared by polymerization of an anionic monomer and a C1-C7 ester of an unsaturated carboxylic acid. The cosmetic composition according to the invention is free from film-forming agent and surfactant compound. The invention also relates to the preparation and use of this cosmetic composition.
    Numerous cosmetic compositions are known, in particular cosmetic compositions in the form of an emulsion of the oil-in-water type for which a lipophilic phase is dispersed in a hydrophilic phase. These cosmetic compositions known in the form of an emulsion require the use of a surfactant during their preparation.
    Such emulsions must be stable and have a texture specific to each use and which makes them effective and pleasant to the touch. These cosmetic compositions must also be easy to apply.
    Furthermore, many known cosmetic compositions include film-forming agents which are usually polymers, for example poly (vinylpyrrolidone / eicosene) copolymers, polyurethaneacrylate-octylacrylamide copolymers, polyurethanes or acrylate copolymers. Generally, these film-forming agents make it possible to obtain a water-resistant film after application of the cosmetic composition.
    However, such film-forming agents generally lead to films which are tacky to the touch or else which give a feeling of greasy or waxy contact to the touch. After application, the film must be regular and homogeneous. It must be durable, in particular to avoid the too frequent multiplication of applications, while being sufficiently thin, in particular not to cause discomfort.
    After applying a cosmetic composition, the film applied should be water resistant, in particular to limit or avoid leaching phenomena due to humidity. The water resistance also makes it possible to maintain the other ingredients of the cosmetic composition longer and more effectively after application, in particular the active or moisturizing ingredients present in the composition.
    Furthermore, the methods for preparing known cosmetic compositions which use surfactant compounds lead to compositions which, after application, produce a film in which the surfactant compound limits the water resistance of these compositions. Indeed, in the presence of moisture, the surfactant compound can produce a phenomenon of resumption of emulsion which makes the composition leachable. The stability of these cosmetic compositions can therefore be altered due to the presence of a surfactant compound.
    In general, cosmetic compositions include very many ingredients. The reduction in the number of ingredients while retaining the properties of the cosmetic compositions during their use, but also during their preparation, is constantly sought.
    All of these properties are particularly sought after for cosmetic sunscreen compositions, in particular because of their usual use in wet conditions. The same is true for cosmetic makeup compositions, in particular for mascaras compositions and for foundation compositions.
    There is therefore a need to have improved cosmetic compositions as well as methods for preparing or using such cosmetic compositions which are also improved.
    The cosmetic composition according to the invention makes it possible to provide a solution to all or part of the problems of the cosmetic compositions of the state of the art.
    Thus, the invention provides a cosmetic composition in the form of an emulsion, resistant to water, free of film-forming agent and surfactant compound, and comprising • particles of a lipophilic phase comprising at least one compound lipophilic, dispersed in a • hydrophilic continuous phase having a pH greater than or equal to 6.5 and comprising o at least one hydrophilic compound and o at least one emulsifying polymer (P) prepared by at least one polymerization reaction (al) of at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid function or of a salt thereof and (a2) of at least one C1-C7 ester of a compound derived from a chosen acid among acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid and crotonic acid.
    Within the composition according to the invention, the amounts of lipophilic phase and of hydrophilic phase can vary, in particular according to the desired texture or else according to the final use of the composition.
    Preferably, the composition according to the invention comprises from 0.1 to 75% by weight or from 1 to 75% by weight of dispersed lipophilic phase, relative to the total amount by weight of continuous hydrophilic phase and of dispersed lipophilic phase . Also preferably, the composition according to the invention comprises from 0.1 to 70% by weight or from 1 to 70% by weight of dispersed lipophilic phase, relative to the total amount by weight of continuous hydrophilic phase and of lipophilic phase dispersed.
    More preferably, the composition according to the invention comprises from 0.1 to 65% by weight or from 1 to 65% by weight of dispersed lipophilic phase, relative to the total amount by weight of continuous hydrophilic phase and of lipophilic phase dispersed. Also more preferably, the composition according to the invention comprises from 0.1 to 60% by weight or from 1 to 60% by weight of dispersed lipophilic phase, relative to the total amount by weight of continuous hydrophilic phase and of phase dispersed lipophilic.
    The cosmetic composition according to the invention comprises at least one lipophilic compound in the form of particles to form the lipophilic phase. Preferably, the lipophilic compound is a compound for cosmetic use.
    Preferably according to the invention, the lipophilic phase comprises at least one lipophilic compound chosen from fatty acids, fatty alcohols, butters, waxes (for example beeswax), oils, preferably an oil chosen among mineral oils (for example paraffin oil, petrolatum oil, mineral oils having a boiling point ranging from 300 to 400 ° C), oils of animal origin (for example squalenes, squalane, perhydrosqualene), vegetable oils (e.g. sweet almond oil, calophyllum oil, palm oil, apricot kernel oil, avocado oil, jojoba oil, olive oil, castor oil, seed germ oils, liquid shea butter fraction), unsaponifiable compounds from natural oils, synthetic oils (eg polyisobutene hydrogenated, fatty acid esters such as purcellin oil, butyl myristate e, isopropyl myristate, cetyl myristate, isopropyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, isocetyl stearate, decyl oleate, hexyl laurate, propylene glycol dicaprylate, esters derived from lanolic acid such as disopropyl lanolate, isocetyl lanolate, acetylglycerides, alcohol octanoates, polyalcohol octanoates, alcohol decanoates, polyalcohol decanoates, in particular glycol octanoates, glycerol octanoates, glycol decanoates, glycerol decanoates, alcohol ricinoleates, polyalcohol ricinoleates), terpenes, polyterpenes, phytosterols, silicone oils (for example cyclomethicones, low molecular weight polydimethylsiloxanes or silicone oils, high molecular weight polydimethylsiloxanes or silicone gums, polymethylsil oxanes, dimethiconols, phenylated polydimethylsiloxanes, low molecular weight siloxanols, high molecular weight siloxanols, trimethylsiloxysilicates), fluorinated oils (e.g. fluorinated perfluoroethers and fluorinated silicones).
    In the composition according to the invention, the lipophilic phase is dispersed within the hydrophilic phase which comprises at least one hydrophilic compound. Preferably according to the invention, the hydrophilic compound is chosen from water alone or as a mixture with at least one compound chosen from glycerol, polyglycerols, glycols, for example propylene glycol, butylene glycol, humectant compounds, for example humectant compounds for composition cosmetic, sugar derivatives, for example xylytol, maltilol.
    Preferably, the composition according to the invention has a pH greater than 4, more preferably greater than 5 and much more preferably greater than 6.
    Also preferably, the composition according to the invention has a pH of less than 13, more preferably less than 12 and much more preferably less than 11.
    Also preferably, the composition according to the invention has a pH ranging from 4 to 13 or from 4 to 12 or from 4 to 11, more preferably ranging from 5 to 13 or from 5 to 12 or from 5 to 11 and much more preferably ranging from 6 to 13 or from 6 to 12 or from 6 to 11.
    Essentially according to the invention, the hydrophilic continuous phase comprises at least one hydrophilic compound and at least one emulsifying polymer (P) prepared by at least one polymerization reaction of the monomers (a1) and (a2). Although having an emulsifying character, the polymer (P) according to the invention is not a surfactant compound.
    The polymer (P) used according to the invention is known as such. H can be prepared by known methods, in particular a radical polymerization reaction, for example an emulsion, dispersion or solution polymerization reaction. The polymerization can be carried out in a solvent, in the presence of at least one initiating compound. As examples of initiating compounds, it is possible to use at least one compound chosen from azo initiating compounds (for example azo-bis-isobutyronitrile) a peroxide compound, preferably hydrogen peroxide, benzoyl peroxide, benzoyl hydroperoxide and their mixtures. Mention may also be made of alkali metal persulfates, in particular sodium persulfate and potassium persulfate, ammonium persulfate, partially water-soluble peroxides, in particular succinic peracid, ί-butyl hydroperoxide, hydroperoxide of cumyl, the persulfates associated with a cuprous ion, a ferrous ion, a sulfite ion or a bisulfite ion and their mixtures.
    In addition to the various monomers, the method for preparing the polymer (P) generally uses at least one chain transfer agent, preferably chosen from mercaptan compounds, in particular mercaptan compounds comprising at least four carbon atoms such as butylmercaptan, n-octylmercaptan, ndodecylmercaptan, ieri-dodecylmercaptan, isooctyl 3-mercaptopropionate. Preferably, the reaction is a radical emulsion polymerization reaction.
    According to the invention, the radical initiator or generator compound can therefore be combined with at least one transfer agent for controlled radical polymerization, in particular a transfer agent of the Raft type (reversible addition-fragmentation chain transfer or radical polymerization controlled by transfer of reversible chain by additionfragmentation).
    Preferably according to the invention, the monomer (a1) is chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, crotonic acid, a salt of acrylic acid, methacrylic acid salt, maleic acid salt, maleic anhydride salt, itaconic acid salt, crotonic acid salt and combinations thereof. Much more preferably, the monomer (a1) is chosen from acrylic acid, a salt of acrylic acid, methacrylic acid, a salt of methacrylic acid and their combinations.
    Preferably according to the invention, the monomer (a2) is a C1-C6 ester or a C1-C4 ester. Also preferably according to the invention, the monomer (a2) is a C1-C7 ester of acrylic acid or a C1-C7 ester of methacrylic acid, more preferably chosen from methyl acrylate, acrylate ethyl, propyl acrylate, butyl acrylate, ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate and combinations thereof. More preferably, the monomer (a2) is chosen. among ethyl acrylate, butyl acrylate, methyl methacrylate and combinations thereof.
    In a particularly preferred manner according to the invention, the monomer (a1) is chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, crotonic acid, a salt d acrylic acid, a methacrylic acid salt, a maleic acid salt, a maleic anhydride salt, an itaconic acid salt, a crotonic acid salt and their combinations, much more preferably acrylic acid or methacrylic acid; and the monomer (a2) is a C1-C6 ester or a C1-C4 ester or else is a C1-C7 ester of acrylic acid or a C1-C7 ester of methacrylic acid, preferably chosen among methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate and combinations thereof, more preferably ethyl acrylate, butyl acrylate, methyl methacrylate and combinations thereof.
    Also preferably, the polymerization reaction implements:
    • from 20 to 70 mol% or from 30 to 60 mol%, preferably from 30 to 55 mol% or from 30 to 50 mol%, of monomer (al), • from 30 to 80 mol% or from 40 to 70% molar, preferably 45 to 70 mol% or 50 to 70 mol%, of monomer (a2), relative to the total molar amount of monomers (al) and (a2).
    In addition to the monomers (al) and (a2), the polymer (P) can be prepared from other monomers. Thus, the polymer (P) can be prepared by a polymerization reaction also implementing:
    (a3) at least one compound chosen from 2-acrylamido-2-methylpropane sulfonic acid, ethoxymethacrylate sulfonic acid, sodium methallyl sulfonate, styrene sulfonate hydroxyethyl acrylate phosphate, hydroxypropyl acrylate phosphate, hydroxyethylhexyl acrylate phosphate, hydroxyethyl -phosphated methacrylate, phosphated hydroxypropyl methacrylate, phosphated hydroxyethylhexylmethacrylate, their salts and combinations thereof; or (a4) at least one compound chosen from hydroxyethyl-acrylate, hydroxypropylacrylate, hydroxyethylhexyl-acrylate, hydroxyethyl-methacrylate, hydroxypropylmethacrylate, hydroxyethylhexyl-methacrylate; or (a5) at least one crosslinking monomer or at least one monomer comprising at least two olefinic unsaturations.
    Also advantageously according to the invention, the polymerization reaction can use less than 20 mol%, preferably from 0.2 to 20 mol%, in particular from 0.5 to 10 mol%, of monomer (a3) relative to the total molar amount of monomers.
    Also advantageously, the polymerization reaction can use less than 20 mol%, preferably 0.2 to 20 mol%, in particular 0.5 to 10 mol%, of monomer (a4) relative to the total molar amount of monomers.
    According to the invention, the monomer (a5) can be chosen from • a compound of formula of formula (I):
    (I) in which:
    o L represents CH2, monoalkoxylated CH2 or polyalkoxylated CH2, preferably a monoethoxylated CH2 or polyethoxylated CH2 group;
    o Q represents a direct bond or C (O);
    o R represents -C (H) = CH 2 , -C (CH 3 ) = CH 2 , -C (H) = C (H) C (O) OH,
    -C (H) = C (H) CH 3 , -C (= CH 2 ) CH 2 C (O) OH, -CH 2 C (= CH 2 ) C (O) OH, Q 3 OQ 4 OC (O ) C (CH3) = CH2 or Q 3 OQ 4 OC (O) C (H) = CH2;
    o Q 3 represents a divalent residue of an asymmetric diisocyanate compound, preferably chosen from tolyl-1,3-diisocyanate (TDI) and isophoronediisocyanate (IPDI);
    o Q 4 represents CH2, CH2-CH2, CH2 monoalkoxylated, CH2-CH2 monoalkoxylated, CH2 polyalkoxylated or CH2-CH2 polyalkoxylated;
    • a compound of formula (II):
    (Π) in which:
    o R 3 independently represents H or CH 3 , o L 1 independently represents a linear or branched Ci-C20-alkylene group, preferably an ethylene group or a propylene group, and op independently represents 0 or an integer ranging from 1 to 30 , for example from 1 to 20, in particular from 1 to 15, in particular from 1 to 10.
    The monomer (a5) can also be chosen from di (meth) acrylates such as polyalkylene glycol di (meth) acrylate, in particular polypropylene glycol di (meth) acrylate, ethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, 1,3-butylene glycol di (meth) acrylate, 1,6-butylene glycol di (meth) acrylate, di ( 1,6-hexanediol meth) acrylate, neopentyl glycol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, but also 2,2'-bis (4- (acryloxy-propyleoxyphenyl) ) propane, 2,2'-bis (4- (acryloxydiethoxyphenyl)) propane and zinc acrylate; tri (meth) acrylate compounds such as trimethylolpropane tri (meth) acrylate and ethoxylated trimethylolpropane tri (meth) acrylate, tri (meth) acrylate trimethylolethane, tri (meth) acrylate pentaerythritol and tri (meth) acrylate tetramethylolmethane; tetra (meth) acrylate compounds such as ditrimethylolpropane tetra (meth) acrylate, tetramethylolmethane tetra (meth) acrylate and pentaerythritol tetra (meth) acrylate; hexa (meth) acrylate compounds such as dipentaerythritol hexa (meth) acrylate; penta (meth) acrylate compounds such as dipentaerythritol penta (meth) acrylate; allyl compounds such as allyl (meth) acrylate, diallylphthalate, diallyl itaconate, diallyl fumarate, diallyl maleate; polyallyl ethers of sucrose having from 2 to 8 groups per molecule; polyallyl ethers of pentaerythritol such as pentaerythritol diallyl ether, pentaerythritol triallyl ether and pentaerythritol tetraallyl ether; polyallyl trimethylolpropane ethers such as diallyl trimethylolpropane ether and triallyl trimethylolpropane ether. Other polyunsaturated compounds include divinyl glycol, divinyl benzene, divinylcyclohexyl and methylenebisacrylamide.
    The monomer (a5) can also be prepared by an esterification reaction of a polyol with an unsaturated anhydride such as acrylic anhydride, methacrylic anhydride, maleic anhydride or itaconic anhydride. To obtain the monomer (a5), it is also possible to use compounds chosen from polyhaloalkanols such as 1,3dichloroisopropanol and 1,3-dibromoisopropanol; haloepoxyalkanes such as epichlorohydrin, epibromohydrin, 2-methyl epichlorohydrin and epiiodohydrin; polyglycidyl ethers such as 1,4-butanediol diglycidyl ether, glycerin-1,3-diglycidyl ether, ethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, polypropylene glycol diglycidyl ether, bisphen epichlorohydrin epoxy resin and mixtures.
    The monomer (a5) can also be chosen from trifunctional crosslinkers. It may in particular be tri (meth) acrylate of trimethylolpropane (TMPTA) or tri (meth) acrylate of ethoxylated trimethylolpropane (such as for example TMPTA 3OE).
    The monomer (a5) can also be chosen from trimethylolpropane tri (meth) acrylate, ethoxylated trimethylolpropane tri (meth) acrylate, ethylene glycol di (meth) acrylate, methylenebisacrylamide, diallylphthalate, diallylmaleate and their mixtures.
    The monomer (a5) can also be a mixture of two separate monomers, for example EGDCPEA (ethylene glycol dicyclopentenyl ether acrylate) and TMPTA or alternatively EGDCPEA and TMPTA 3OE or alternatively EGDCPEMA (ethylene glycol dicyclopentenyl ether methacrylate) and TMPTA or EGDCPEMA and 3OE.
    According to the invention, the monomer (a5) is preferably chosen from a compound of formula (I), a compound of formula (II), trimethylolpropane trimethacrylate, trimethylolpropane triacrylate, ethoxylated trimethylolpropane trimethacrylate, ethoxylated trimethylolpropane triacrylate, ethylene glycol dimethacrylate, ethylene glycol diacrylate, methylenebisacrylamide, diallylphthalate, diallylmaleate and mixtures thereof.
    Also advantageously, the polymerization reaction can use less than 5 mol%, preferably from 0.01 to 4 mol%, in particular from 0.02 to 4 mol% or from 0.02 to 2 mol%, in particular from 0.02 to 1 mol%, of monomer (a5) relative to the total molar amount of monomers.
    Preferably, the polymer (P) is prepared from only the monomers (a1) and (a2) or else from the only monomers (a1), (a2) and (a5).
    Advantageously according to the invention, the polymerization reaction implements • from 19.9 to 66 mol% or from 29.8 to 66 mol%, preferably from 29.8 to 53 mol% or from 29.8 to 49 mol%, of monomer (al), • from 30 to 80 mol% or from 40 to 70 mol%, preferably from 45 to 70 mol% or from 50 to 70 mol%, of monomer (a2), • from 0 0.01 to 4 mol% or 0.02 to 4 mol%, preferably 0.02 to 2 mol% or 0.02 to 1 mol%, of monomer (a5), relative to the total molar amount of these three monomers.
    Preferably according to the invention, the polymer (P) can be totally or partially neutralized, preferably by means of at least one compound chosen from
    NaOH, KOH, ammonium derivatives, ammonia, amino bases, for example triethanolamine, aminomethylpropanol or 2-amino-2-methyl-propanol (AMP) and their combinations.
    Also preferably according to the invention, the polymer (P) can be totally or partially coacervated, more preferably:
    by reducing the pH of the dispersion (D), for example by reducing the pH to a value less than 6.5, in particular by means of an acidic compound, in particular by means of at least one organic or inorganic acidic compound , in particular an acid compound chosen from phosphoric acid, citric acid, glucono-lactone, lactic acid, salicylic acid, glycolic acid, ascorbic acid, glutamic acid, hydrochloric acid, acetic acid, D-gluconic acid, sulfonic acid, methane-sulfonic acid , benzimidazole-sulfonic acid, tartaric acid, 4-aminobenzoic acid, benzoic acid, sorbic acid, phenylbenzimidazole sulfonic acid, benzylidene camphor sulfonic acid, terephthalylidene dicamphor sulfonic acid; or o by increasing the ionic strength of the dispersion (D), for example by adding at least one ionized compound or at least one salt, in particular NaCI, KC1, MgCb, CaCl 2 , MgSO 4 , CaSO 4 .
    Within the composition according to the invention, the amount of polymer (P) present within the hydrophilic phase can vary. Preferably, the composition according to the invention comprises from 0.4 to 10% by weight, from 0.4 to 9% by weight or from 0.4 to 8% by weight, preferably from 0.5 to 10% by weight, from 0.5 to 9% by weight or from 0.5 to 8% by weight or again from 0.6 to 10% by weight, from 0.6 to 9% by weight or from 0.6 to 8 % by weight, of polymer (P) relative to the amount of hydrophilic phase.
    In addition to the lipophilic and hydrophilic phases, the composition according to the invention can comprise other substances, in particular other substances for cosmetic use. Preferably according to the invention, the composition also comprises at least one substance chosen from inorganic particles (for example particles of titanium dioxide, particles of iron oxide, particles of zinc oxide), particles mineral coated, in particular coated with a hydrophobic compound, for example stearic acid (for example titanium dioxide particles coated with a hydrophobic compound, for example stearic acid), an organic sunscreen ( for example chosen from avobenzone, ethylhexyltriazone, benzophenone-3, octocrylene, benzophenone-2, benzophenone-4, ethylhexylsalicylate, 4-methylbenzylidene camphor, octyl-N, N-dimethyl PABA (para-aminobenzoic acid), ethylhexyl dimethylabethylamethyl , isoamyl methoxycinnamate, butyl methoxydibenzoylmethane, diethylamino hydroxybenzoyl hexyl benzoate, bisethylhexyloxyphenol methoxyphenyl triazine, drometrizole trisiloxane, m ethylene bisbenzotriazolyl tetramethylbutylphenol, diethylhexyl butamido triazone, ethylhexyl triazone, isoamyl p-methoxycinnamate, polysilicone-15, tris biphenyl triazine, homomenthyl salicylate, PEG-25 PABA), active lipophilic cosmetic molecules, active cosmetic molecules, lipophilic active molecules.
    Advantageously, the composition according to the invention can be used within a formulation. The invention therefore also relates to a formulation comprising at least one cosmetic composition according to the invention. Preferably, the formulation according to the invention is chosen from a sun protection formulation, a makeup formulation, a skin care formulation and a hair care formulation. In addition to the cosmetic composition according to the invention and this formulation, the invention also relates to the preparation of the cosmetic composition according to the invention. Thus, the invention provides a method of preparing a cosmetic composition in the form of an emulsion, water resistant, free from film-forming agent and surfactant compound, and comprising:
    • the preparation a continuous hydrophilic phase comprising o at least one hydrophilic compound having a pH greater than or equal to 6.5 and o at least one emulsifying polymer (P) prepared by at least one polymerization reaction (al) of at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid function or of a salt thereof and (a2) of at least one C1-C7 ester of a compound derived from an acid chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid and crotonic acid;
    • the preparation of a hydrophilic continuous phase comprising at least one lipophilic compound; then • the addition with stirring and in the absence of surfactant compound of the lipophilic phase in the hydrophilic phase.
    In a particularly advantageous manner according to the invention and thanks to the emulsifying nature of the polymer (P), the cosmetic composition is prepared in the absence of surfactant compound usually used during the preparation of compositions of the oil-in-water type. state of the art.
    Preferably, the addition is carried out at a temperature ranging from 10 to 90 ° C or from 15 to 75 ° C or at room temperature.
    Also preferably, the preparation method according to the invention also comprises adjusting the final pH of the composition. Preferably, the pH is adjusted to a value ranging from 4 to 13 or from 4 to 12 or from 4 to 11. More preferably, the pH is adjusted to a value ranging from 5 to 13 or from 5 to 12 or from 5 to 11. Much more preferably the pH is adjusted to a value ranging from 6 to 13 or from 6 to 12 or from 6 to 11.
    During the preparation of the cosmetic composition according to the invention, the addition of the lipophilic phase in the hydrophilic phase is carried out with stirring, preferably with stirring by means of a device producing a shear gradient of less than 5000 s 1 .
    According to the invention, the particular, advantageous or preferred characteristics of the cosmetic composition according to the invention define methods of preparation according to the invention which are also particular, advantageous or preferred.
    Furthermore, the invention also relates to a method of improving the water resistance of a cosmetic composition in the form of an emulsion, free of film-forming agent and of surfactant compound, comprising the addition in the cosmetic composition of at least one emulsifying polymer (P) prepared by at least one polymerization reaction (a1) of at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid function or of one of its salts and (a2) of at least one C1-C7 ester of a compound derived from an acid chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, acid itaconic and crotonic acid.
    According to the invention, the particular, advantageous or preferred characteristics of the cosmetic composition according to the invention define methods for improving the water resistance of a cosmetic composition according to the invention which are also particular, advantageous or preferred .
    The invention also provides a cosmetic treatment method by means of a cosmetic composition according to the invention or else by means of a formulation according to the invention or even by means of a composition prepared according to the method of preparation of a cosmetic composition according to the invention. The cosmetic treatment method according to the invention comprises the application, in particular the application to the skin, of a composition or of this formulation according to the invention.
    During its implementation, in particular according to the cosmetic treatment method according to the invention, the cosmetic composition according to the invention makes it possible to obtain an applied layer or an applied film which is resistant to water. Such water resistance is particularly advantageous when the cosmetic composition according to the invention is applied to the skin.
    According to the invention, the particular, advantageous or preferred characteristics of the cosmetic composition according to the invention define cosmetic treatment methods according to the invention which are also particular, advantageous or preferred.
    EXAMPLES
    The following examples illustrate the various aspects of the invention. The following abbreviations are used:
    • AMA: methacrylic acid, • AE: ethyl acrylate, • diallyl phthalate (DAP), • Polyglykol B11 / 50 from Clariant: ethylene oxide-propylene oxide-monobutyl ether, • Empicol LXVN from Huntsmann: sodium lauryl sulfate (SLS) , • Texapon NSO from BASF: ammonium laureth sulfate in 28% solution or lauryl ether ammonium sulfate in 28% solution (SLES), • sodium persulfate (NtUhSiOs, • methacrylate (Ciô / Cis-alkyl linear) and ethoxylated 25 times) (monomer (x)).
    Example 1: Preparation of polymers (PI) according to the invention and (PCI) comparison according to a semi-batch process
    In a 1 L reactor stirred and heated using an oil bath, mixture 1 is prepared by introducing deionized water and a solution of sodium lauryl sulfate (SLS) or an aqueous solution containing 28%. mass of sodium lauryl ether sulfate (SLES), and optionally ethylene oxide-propylene oxide-monobutyl ether (B 11/50).
    A mixture 2, known as a premix of monomers, is prepared in a beaker, comprising in deionized water:
    • monomer (al), methacrylic acid (AMA), • monomer (a2), ethyl acrylate (AE), • monomer (a5), diallyl phthalate, • optionally monomer (x), • optionally 28% lauryl solution sodium ether sulfate (SLES) or sodium lauryl sulfate (SLS), • optionally an associative monomer (x), methacrylate-OE25-Ci6 / Ci8-linear alkyl.
    This premix is stirred to form a monomeric mixture.
    An initiator solution comprising ammonium persulfate and deionized water is prepared. All of the reagents and quantities used are presented in Table 1.
    In the reactor heated to a temperature of 85 ° C ± 1 ° C, the initiator solution and the premix of monomers are injected in parallel for 2 hours. Cook 30 min at a temperature of 85 ° C +/- 1 ° C. The assembly is then cooled to room temperature.
    The polymers according to the invention and comparative were prepared under these conditions by varying the monomer compositions of the premixes of monomers. The compositions of the copolymers obtained are presented in Table 1.
    polymer quantity (g) PI PCI mix 1 deionized water 400 400SLS 2.60 0SLES 0 6.17Polyglykol B11 / 50 1.10 0 premix deionized water 173,70 175.00SLS 1.81 0SLES 0 4.29Polyglykol B11 / 50 1.04 0AMA (al) 105.69 88.15AE (a2) 191.28 176,36diallyl phthalate (a5) 2.75 0.88monomer (x) 0 22.96 initiator deionized water 54.32 62,85ammonium persulfate 0.58 0.41 composition monomer (al) (mol%) 38,98 32.51monomer (a2) (mol%) 60.67 55.93monomer (a5) (molar%) 0.35 0.11monomer (x) (mol%) 0 0.52 characteristics final dry extract (% by weight) 30 29particle size (nm) 74 75
    Table 1
    Example 2; preparation and evaluation of cosmetic compositions (Cl to C8) according to the invention and comparatives (CCI to CC8)
    In a beaker, the hydrophilic phase is prepared by mixing, with stirring using a paddle stirrer and an Ika or Rayneri motor, deionized water and a polymer (PI) according to the invention or else a polymer (PCI) comparative or comparative polymers of the state of the art. The pH is adjusted to a value of 7 by adding a 20% sodium hydroxide solution in water (to a pH value of 5.5 for the compositions CC6 and
    CC8).
    The hydrophilic phase of the compositions according to the invention and of the comparative compositions is prepared with stirring at 700-1,000 rpm (except for the composition CC8 at 1,6002,000 rpm).
    The comparative polymers are the polymer (PCI) of Example 1 and the following comparative polymers of the prior art:
    • polymer (PC2): Pemulen TRI (Lubrizol - INCI: acrylates / Cio-30 alkyl acrylate crosspolymer), • polymer (PC3): Rheomer SC Plus (Solvay - INCI: acrylates / beheneth-25 methacrylate copolymer).
    The comparative composition (CCI) comprises polymer (PI) according to the invention and a surfactant compound (Emulium Delta Gattefossé - INCI: cethyl alcohol (and) glyceryl stearate (and) PEG75 stearate (and) ceteth-20 (and) steareth-20) while the comparative composition (CC8) does not include a polymer and includes a surfactant compound (Emulium Delta Gattefossé).
    The lipophilic compounds of the lipophilic phase are:
    • Caprylis (INCI: caprylic / capric triglyceride), • commercial hydrogenated sunflower oil (INCI: Helianthus annuus (sunflower) seed oil), • commercial liquid paraffin (INCI: Paraffinum liquidum), • Floramac 10 (Floratech - INCI: Ethyl macadamia ), • Gransil GMD-3 (Grant Industries - INCI: dimethicone & polysilicone-11).
    The ingredients and quantities are detailed in Tables 2 and 3, as well as the characteristics and properties of the cosmetic compositions prepared. The compositions are stable after 1 month at 40 ° C. after having been evaluated visually by the absence of partial separation of the lipophilic phase dispersed on the surface of the hydrophilic phase.
    Brookfield viscosity is measured at 20 rpm and 25 ° C.
    To measure the size distribution of the dispersed lipophilic phase particles (D50 in%) within the hydrophilic phase, a Mastersizer 2000 Malvem apparatus is used. D50% corresponds to the size for which 50% of the volume of the particles have a size less than this particular value.
    To assess the water resistance of cosmetic compositions, the composition is spread on a Leneta contrast card using a 300 μm shim and then left to dry for 24 hours. Then, a few drops of deionized water are deposited on the composition film. If the composition film becomes whitish, there is a redispersion phenomenon 5 which shows that the cosmetic composition is not stable. On the contrary, the absence of color change demonstrates the stability of the cosmetic composition.
    composition according to the invention (g) Cl C2 C3 C4 hydrophilic phase: deionized water 76 74 72 74 hydrophilic phase: PI at 30% in water 4 6 8 6 lipophilic phase: Caprylis 20 20 20 60 viscosity (mPa.s) 5,570 11,900 20,400 20,800 D50% (pm) 16.4 11.0 9.2 9.8 water resistance Yes Yes Yes Yes composition according to the invention (g) C5 C6 C7 C8 hydrophilic phase: deionized water 74 74 74 74 hydrophilic phase: PI at 30% in water 6 6 6 6 lipophilic phase: hydrogenated sunflower oil 20 0 0 0 lipophilic phase: liquid paraffin 0 20 0 0 lipophilic phase: Floramac 10 0 0 20 0 lipophilic phase: Gransil GMD-3 0 0 0 20 viscosity (mPa.s) 48,090 18,660 1,950 24,300 D50% (pm) 17.3 17.2 5.0 52.7 water resistance Yes Yes Yes Yes
    Table 2
    comparative composition (g) CCI CC2 CC3 CC4 hydrophilic phase: deionized water 72 76 74 72 hydrophilic phase: PI at 30% in water 6 0 0 0 hydrophilic phase: PCI at 30% in water 0 4 6 8 hydrophilic phase: Emulium Delta 2 0 0 0 lipophilic phase: Caprylis 20 20 20 20 viscosity (mPa.s) 32,200 6,920 29,000 47,600 D50% (pm) 5.7 10.9 5.0 4.3 water resistance no no no no comparative composition (g) CC5 AC6 CC7 CC8 hydrophilic phase: deionized water 74 79.6 74 74 hydrophilic phase: PCI at 29% in water 6 0 0 0 hydrophilic phase: PC 2 0 0.4 0 0 hydrophilic phase: PC3 at 28% in water 0 0 6 0 hydrophilic phase: Emulium Delta 0 0 0 6 lipophilic phase: Caprylis 60 20 20 20 viscosity (mPa.s) 44,400 9,660 60,400 2,300 D50% (pm) 7.0 32.2 6.5 17.8 water resistance no no no no
    Table 3
    Thus, the polymer (PI) according to the invention makes it possible to prepare water-resistant cosmetic compositions after application.
    On the contrary, the comparative polymer (PCI) comprising the monomer (x) does not make it possible to obtain a cosmetic composition resistant to water after application. Likewise, the known comparative polymers (PC2) and (PC3) do not make it possible to obtain a water-resistant cosmetic composition after application.
    Finally, the use of a surfactant compound in the comparative cosmetic compositions, with or without polymer (PI) according to the invention, does not make it possible to obtain a cosmetic composition that is resistant to water after application.
    Example 3: Preparation and evaluation of a sun protection formulation (Fl) according to the invention
    A mixture 1 is prepared comprising:
    • acid 2,2 ', 2,2' - (ethane-1,2-diyldinitrilo) -tetra-acetic (EDTA) (0.2 g), • potassium sorbate (0.1 g) • water (63, 8 g).
    A mixture 2 is prepared by adding into the mixture 1, polymer (PI) according to the invention (1.2 g) and a commercial rheology modifier (Rheostyl 90 N Coatex) (0.7 g). The pH is adjusted by adding with stirring (700-1000 rev / min) of sodium hydroxide 10% by weight in water (1 g).
    A mixture 3 is prepared comprising:
    • fat-soluble organic UVA filter (Uvinul A Plus Granular BASF) (2 g), • fat-soluble organic UVB filter (Eusolex 2292 Merck KGaA) (6g), • fat-soluble organic broad spectrum UV filter (Tinosorb S BASF) (3 g), • emollient (Cetiol B BASF) (4 g).
    A mixture 4 is prepared comprising:
    • water-soluble organic UVB filter (Parsol HS DSM) (2.5 g), • deionized water (15 g).
    In mixture 2 maintained with stirring, mixture 3 is added and then a preservative (phenoxyethanol) (0.5 g).
    The sun protection formulation (Fl) according to the invention is obtained, the pH of which is 6.7. It has a sun protection index of 30, evaluated using a simulator (BASF Sunscreen Simulator via www.sunscreensimulator.basf.com).
    Its water resistance is 91%.
    This water resistance is determined in vitro by measuring the evolution of the sun protection index according to a spectrophotometric method (Kontron UV spectrophotometer, equipped with an integration sphere and a monochromator, capable of delivering a UV energy flux between 290 and 400 nm) by measuring the UV energy flux passing through the formulation, expressed in energy transmission, and comparison of this flux with the initial flux. The source and the medium are also taken into account.
    On a support (PMMA Sunplates plates - Helioscience), spread the formulation (Fl) with plastic laboratory syringes or with a micro pipette with capillary and piston (Microman 250 pL Gilson) in order to achieve a homogeneous film of 1.3 mg / cm 2 approximately.
    Once the formulation has dried, the support is placed in a flow of thermostated water (29 ° C) by a water bath equipped with a water circulation pump with adjustable flow rate (Ika). Water is circulated (3 L / min) on the support for 15 minutes.
    Then the support is dried and the measurements are carried out using the spectrophotometer.
    The sun protection index (PF in vitro) is expressed from the entire residual spectrum of UVB and UVA having passed through the same layer of formulation as that spread on the skin and corrected according to a spectral characteristic of the sun. the reactivity of the skin as a function of the wavelength.
    The average protection index of the preparation studied was obtained by calculating the arithmetic mean of the protection indices of several tests. Water resistance is the ratio of SPF in vitro before and after bathing; it must be greater than or equal to 50% for the formulation to be considered water resistant.
    The 91% result clearly demonstrates the very good resistance to water of this oil-in-water type solar formulation prepared using only the emulsifying polymer (PI).
    权利要求:
    Claims (16)
    [1" id="c-fr-0001]
    1. Cosmetic composition in the form of an emulsion, resistant to water, free from film-forming agent and surfactant compound, and comprising:
    • particles of a lipophilic phase comprising at least one lipophilic compound, dispersed in • a continuous hydrophilic phase having a pH greater than or equal to 6.5 and comprising o at least one hydrophilic compound and o at least one emulsifying polymer (P) prepared by at least one polymerization reaction (a1) of at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid function or of a salt thereof and (a2) of at least one ester thereof C1-C7 of a compound derived from an acid chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid and crotonic acid.
    [2" id="c-fr-0002]
    2. Composition according to claim 1 comprising from 0.1 to 75% by weight or from 1 to 75% by weight, preferably from 0.1 to 70% by weight or from 1 to 70% by weight, more preferably from 0 , 1 to 65% by weight or from 1 to 65% by weight, also more preferably from 0.1 to 60% by weight or from 1 to 60% by weight, of lipophilic phase dispersed relative to the total amount by weight of continuous hydrophilic phase and dispersed lipophilic phase.
    [3" id="c-fr-0003]
    3. Composition according to one of claims 1 or 2 for which the lipophilic phase comprises at least one lipophilic compound chosen from fatty acids, fatty alcohols, butters, waxes (for example beeswax), oils , preferably an oil chosen from mineral oils (for example paraffin oil, petroleum jelly oil, mineral oils having a boiling point ranging from 300 to 400 ° C), oils of animal origin ( e.g. squalenes, squalane, perhydrosqualene), vegetable oils (e.g. sweet almond oil, calophyllum oil, palm oil, apricot kernel oil, oil avocado, jojoba oil, olive oil, castor oil, seed germ oils, liquid shea butter fraction), unsaponifiable compounds from natural oils, oils synthetics (e.g. hydrogenated polyisobutene, fatty acid esters such as purcell oil in, butyl myristate, isopropyl myristate, cetyl myristate, isopropyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, d stearate isocetyl, decyl oleate, hexyl laurate, propylene glycol dicaprylate, esters derived from lanolic acid such as disopropyl lanolate, isocetyl lanolate, acetyl glycerides, alcohol octanoates, polyalcohol octanoates, alcohol decanoates, polyalcohol decanoates, in particular glycol octanoates, glycerol octanoates, glycol decanoates, glycerol decanoates, alcohol ricinoleates, polyalcohol ricinoleates), terpenes , polyterpenes, phytosterols, silicone oils (for example cyclomethicones, low molecular weight polydimethylsiloxanes or silicone oils, high molecular weight polydimethylsiloxanes or silica gums icon, polymethylsiloxanes, dimethiconols, phenylated polydimethylsiloxanes, low molecular weight siloxanols, high molecular weight siloxanols, trimethylsiloxysilicates), fluorinated oils (e.g. fluorinated perfluoroethers and fluorinated silicones).
    [4" id="c-fr-0004]
    4. Composition according to one of claims 1 to 3 for which the hydrophilic compound is chosen from water alone or as a mixture with at least one compound chosen from glycerol, polyglycerols, glycols, for example propylene glycol, butylene glycol, humectant compounds, for example example of humectant compounds for cosmetic composition, sugar derivatives, for example xylytol, maltilol.
    [5" id="c-fr-0005]
    5. Composition according to one of claims 1 to 4 having:
    • a pH greater than 4, preferably greater than 5, more preferably greater than 6; or • a pH less than 13, preferably less than 12, more preferably less than 11 or • a pH ranging from 4 to 13 or from 4 to 12 or from 4 to 11, preferably ranging from 5 to 13 or from 5 to 12 or from 5 to 11, more preferably ranging from 6 to 13 or from 6 to 12 or from 6 to 11.
    [6" id="c-fr-0006]
    6. Composition according to one of claims 1 to 5 for which:
    • the monomer (al) is chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, crotonic acid, a salt of acrylic acid, a salt of methacrylic acid, a salt of maleic acid, a salt of maleic anhydride, a salt of itaconic acid, a salt of crotonic acid and their combinations, much more preferably chosen from acrylic acid, methacrylic acid, a salt of acrylic acid, a salt of methacrylic acid and combinations thereof; or • the monomer (a2) is a C1-C6 ester or a C1-C4 ester or else is a C1-C7 ester of acrylic acid or a C1-C7 ester of methacrylic acid, preferably selected from methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate and combinations thereof, more preferably ethyl acrylate, butyl acrylate, methyl methacrylate and combinations thereof; or • the monomer (a1) is chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid, crotonic acid, a salt of acrylic acid, a salt of methacrylic acid, a salt of maleic acid, a salt of maleic anhydride, a salt of itaconic acid, a salt of crotonic acid and their combinations, much more preferably acrylic acid or methacrylic acid; and the monomer (a2) is a C1-C6 ester or a C1-C4 ester or else is a C1-C7 ester of acrylic acid or a C1-C7 ester of methacrylic acid, preferably chosen among methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate and combinations thereof, more preferably ethyl acrylate, butyl acrylate, methyl methacrylate and combinations thereof; or • the polymerization reaction implements:
    o 20 to 70 mol% or 30 to 60 mol%, preferably 30 to 55 mol% or 30 to 50 mol%, of monomer (al), o 30 to 80 mol% or 40 to 70% molar, preferably 45 to 70 mol% or 50 to 70 mol%, of monomer (a2), relative to the total molar amount of monomers (al) and (a2).
    [7" id="c-fr-0007]
    7. Composition according to one of claims 1 to 6 for which the hydrophilic phase comprises from 0.4 to 10% by weight, from 0.4 to 9% by weight or from 0.4 to 8% by weight, preferably from 0.5 to 10% by weight, from 0.5 to 9% by weight or from 0.5 to 8% by weight or again from 0.6 to 10% by weight, from 0.6 to 9% by weight or from 0.6 to 8% by weight of polymer (P) relative to the amount of hydrophilic phase.
    [8" id="c-fr-0008]
    8. Composition according to one of claims 1 to 7 for which the polymer (P) is prepared by a polymerization reaction also employing:
    (a3) at least one compound chosen from 2-acrylamido-2-methylpropane sulfonic acid, ethoxymethacrylate sulfonic acid, sodium methallyl sulfonate, styrene sulfonate hydroxyethyl acrylate phosphate, hydroxypropyl acrylate phosphate, hydroxyethylhexyl acrylate phosphate, hydroxyethyl -phosphated methacrylate, phosphated hydroxypropyl methacrylate, phosphated hydroxyethylhexylmethacrylate, their salts and combinations, preferably less than 20 mol%, preferably 0.2 to 20 mol%, in particular 0.5 to 10 mol%, of monomer (a3) relative to the total molar amount of monomers; or (a4) at least one compound chosen from hydroxyethylacrylate, hydroxypropylacrylate, hydroxyethylhexylacrylate, hydroxyethylmethacrylate, hydroxypropylmethacrylate, hydroxyethylhexylmethacrylate, preferably less than 20 mol%, preferably from 0.2 to 20 mol%, particular from 0.5 to 10 mol%, of monomer (a4) relative to the total molar amount of monomers; or (a5) at least one crosslinking monomer or at least one monomer comprising at least two olefinic unsaturations, preferably less than 5 mol%, preferably from 0.01 to 4 mol%, in particular from 0.02 to 4 mol% or from 0.02 to 2 mol%, in particular from 0.02 to 1 mol%, of monomer (a5) relative to the total molar amount of monomers.
    [9" id="c-fr-0009]
    9. Composition according to one of claims 1 to 8 for which • the polymer (P) is totally or partially neutralized, preferably by means of at least one compound chosen from NaOH, KOH, ammonium derivatives, ammonia, amino bases, for example triethanolamine, aminomethylpropanol or 2-amino-2-methyl-propanol (AMP) and their combinations; or • the polymer (P) is totally or partially coacervated, preferably:
    by reducing the pH of the dispersion (D), for example by reducing the pH to a value less than 6.5, in particular by means of an acidic compound, in particular by means of at least one organic or inorganic acidic compound , in particular an acid compound chosen from phosphoric acid, citric acid, glucono-lactone, lactic acid, salicylic acid, glycolic acid, ascorbic acid, glutamic acid, hydrochloric acid, acetic acid, D-gluconic acid, sulfonic acid, methane-sulfonic acid , benzimidazole-sulfonic acid, tartaric acid, 4-aminobenzoic acid, benzoic acid, sorbic acid, phenylbenzimidazole sulfonic acid, benzylidene camphor sulfonic acid, terephthalylidene dicamphor sulfonic acid; or o by increasing the ionic strength of the dispersion (D), for example by adding at least one ionized compound or at least one salt, in particular NaCI, KC1, MgCb, CaCl 2 , MgSO 4 , CaSO 4 .
    [10" id="c-fr-0010]
    10. Composition according to one of claims 1 to 9 also comprising mineral particles (for example titanium dioxide particles, iron oxide particles, zinc oxide particles), coated mineral particles, in particular coated with a hydrophobic compound, for example stearic acid (for example titanium dioxide particles coated with a hydrophobic compound, for example stearic acid), an organic sunscreen (for example avobenzone, ethylhexyltriazone, benzophenone-3, octocrylene, benzophenone-2, benzophenone-4, ethylhexylsalicylate, 4methylbenzylidene camphor, octyl-N, N-dimethyl PABA, ethylhexyl dimethyl PABA, ethylhebenzyloxybethaneboxy methoxycinnamate methoxycinnamate, isoamyl methoxycinnamate triazine, drometrizole trisiloxane, methylene bisbenzotriazolyl tetramethylbutylphenol, diethylhexyl butamido triazone , ethylhexyl triazone, isoamyl p-methoxycinnamate, polysilicone-15, tris biphenyl triazine, homomenthyl salicylate, PEG-25 PABA), lipophilic cosmetic active molecules, water-soluble cosmetic active molecules.
    [11" id="c-fr-0011]
    11. Formulation chosen from a sun protection formulation, a makeup formulation, a skin care formulation and a hair care formulation, comprising at least one cosmetic composition according to one of claims 1 to 10.
    [12" id="c-fr-0012]
    12. Method for the preparation of a cosmetic composition in the form of an emulsion, water-resistant, free from film-forming agent and surfactant compound, and comprising • the preparation a continuous hydrophilic phase comprising:
    o at least one hydrophilic compound having a pH greater than or equal to 6.5 and o at least one emulsifying polymer (P) prepared by at least one polymerization reaction (a1) of at least one anionic monomer comprising at least one olefinic unsaturation polymerizable and at least one carboxylic acid function or one of its salts and (a2) of at least one C1-C7 ester of a compound derived from an acid chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid and crotonic acid;
    • the preparation of a hydrophilic continuous phase comprising at least one lipophilic compound; then • the addition with stirring and in the absence of surfactant compound of the lipophilic phase in the hydrophilic phase.
    [13" id="c-fr-0013]
    13. Method of preparation according to claim 12 • for which the addition is carried out at a temperature ranging from 10 to 90 ° C or from 15 to 75 ° C or at room temperature or alternatively • also comprising adjustment of the final pH of the composition, preferably the adjustment to a pH ranging from 4 to 13 or from 4 to 12 or from 4 to 11, more preferably at a pH ranging from 5 to 13 or from 5 to 12 or from 5 to 11, much more preferably at a pH ranging from 6 to 13 or from 6 to 12 or from 6 to 11.
    [14" id="c-fr-0014]
    14. Method of preparation according to one of claims 12 or 13 for which the cosmetic composition is defined according to one of claims 1 to 10.
    [15" id="c-fr-0015]
    15. Method for improving the water resistance of a cosmetic composition in the form of an emulsion, free of film-forming agent and of surfactant compound, comprising the addition to the cosmetic composition of at least an emulsifying polymer (P) prepared by at least one polymerization reaction (a1) of at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid function or of a salt thereof and (a2) d '' at least one C1-C7 ester of a compound derived from an acid chosen from acrylic acid, methacrylic acid, maleic acid, maleic anhydride, itaconic acid and crotonic acid.
    [16" id="c-fr-0016]
    16. Cosmetic treatment method using a composition according to one of claims 1 to 10 or using a formulation according to claim 11 or using a composition prepared according to the method according to one of claims 12 to 14, comprising the application, in particular the application to the skin, of this composition or of this formulation.
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    同族专利:
    公开号 | 公开日
    KR20200138361A|2020-12-09|
    EP3773928A1|2021-02-17|
    US20210161775A1|2021-06-03|
    FR3079415B1|2020-07-24|
    CN111867682A|2020-10-30|
    WO2019185999A1|2019-10-03|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    EP0815839A2|1996-07-05|1998-01-07|Basf Aktiengesellschaft|Cosmetic or pharmaceutical composition containing an acrylic polymer|
    EP1291001A2|2001-09-11|2003-03-12|L'oreal|Cosmetic compositions containing a copolymer of methacrylic acid and an oil and uses thereof|
    US20050186169A1|2004-02-23|2005-08-25|L'oreal|Process for treating skin with a tetrapolymer|
    US20110073126A1|2005-05-12|2011-03-31|Wellin Mu|Long-Wearing Glossy Cosmetic Composition|
    WO2014139901A1|2013-03-12|2014-09-18|Akzo Nobel Chemicals International B.V.|Sunscreen formulations|
    FR3101247A1|2019-09-30|2021-04-02|Coatex|ANTI-UV COSMETIC COMPOSITION|
    CN112409902A|2020-11-19|2021-02-26|陈南忠|Isolation composition and preparation method and application thereof|
    法律状态:
    2019-02-13| PLFP| Fee payment|Year of fee payment: 2 |
    2019-10-04| PLSC| Publication of the preliminary search report|Effective date: 20191004 |
    2020-02-14| PLFP| Fee payment|Year of fee payment: 3 |
    2021-02-10| PLFP| Fee payment|Year of fee payment: 4 |
    2022-02-08| PLFP| Fee payment|Year of fee payment: 5 |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1852731A|FR3079415B1|2018-03-29|2018-03-29|WATER RESISTANT COSMETIC COMPOSITION|
    FR1852731|2018-03-29|FR1852731A| FR3079415B1|2018-03-29|2018-03-29|WATER RESISTANT COSMETIC COMPOSITION|
    KR1020207031362A| KR20200138361A|2018-03-29|2019-03-28|Water-resistant cosmetic composition|
    US16/979,375| US20210161775A1|2018-03-29|2019-03-28|Water-resistant cosmetic composition|
    CN201980019819.3A| CN111867682A|2018-03-29|2019-03-28|Water-repellent cosmetic composition|
    EP19720934.9A| EP3773928A1|2018-03-29|2019-03-28|Water-resistant cosmetic composition|
    PCT/FR2019/000042| WO2019185999A1|2018-03-29|2019-03-28|Water-resistant cosmetic composition|
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