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    • 专利摘要:
    The invention relates to a cosmetic process for the care or makeup of keratinous materials, comprising: either the topical application to keratin materials of an anhydrous mixture of a cosmetic composition comprising a block polymer of maleic anhydride and of an amino compound alkoxysilane; or the sequential application on the keratin materials of an anhydrous cosmetic composition comprising a block polymer of maleic anhydride and of an anhydrous cosmetic composition containing an amino alkoxysilane compound, said block polymer comprising: a first block having a glass transition temperature (Tg) greater than or equal to 40 ° C derived from a monomer CH2 = C (R1) -COOR2 with R1 = H or methyl, R2 = C4 to C12 cycloalkyl group; and a second block having a glass transition temperature (Tg) less than or equal to 20 ° C derived from a maleic anhydride monomer and a monomer CH2 = C (R1) -COOR3 with R1 = H or methyl, R3 = group unsubstituted C1 to C6 alkyl, linear or branched, with the exception of tert-butyl, or methoxyethyl. The invention also relates to the alkoxysilane polymer obtained by the reaction of said polymer sequenced with said amino alkoxysilane. The process makes it possible to obtain a film-forming deposit of good resistance, resistant to water, oil, sebum, non-tacky and non-transferable.
    公开号:FR3045378A1
    申请号:FR1563106
    申请日:2015-12-22
    公开日:2017-06-23
    发明作者:Bertrand Lion
    申请人:LOreal SA；
    IPC主号:
    专利说明:

    The present invention relates to a block polymer with alkoxysilane groups, a composition comprising such a polymer and the use of this polymer in the cosmetic field.
    Cosmetic products often require the use of film-forming polymer to obtain a deposit of the product on keratin materials having good cosmetic properties. In particular, it is necessary that the film-forming deposit exhibits good behavior, in particular that the deposit does not transfer when in contact with the fingers, the clothing, a glass, a cup, as well as good holding in contact with the water, especially rain or when showering or sweating. The sebum of the skin can also damage the film-forming deposit.
    It is known to one skilled in the art to use polymers to obtain these properties of good behavior during the day. These polymers are of very different chemical natures and are generally carried either in a fatty phase or in an aqueous phase. Examples that may be mentioned include silicone resins, polyacrylates and latices.
    If these polymers effectively provide holding properties, particularly non-transfer, they may present discomfort, for example after the application of the product have a tacky appearance.
    There remains the need for polymers to obtain both good holding properties while maintaining a certain comfort in use.
    The inventors have discovered that a particular block polymer of maleic anhydride associated with a particular aminosilane compound makes it possible to obtain a deposit on keratin materials having good film-forming properties.
    The film-forming deposit obtained has good water resistance and also good resistance to oil (especially olive oil) and sebum.
    This particular block polymer is easily transportable in a hydrocarbon oil such as isododecane.
    In addition, the film-forming deposit has good properties of non-sticking and non-transfer, especially when touching the film with the fingers: the deposit obtained has good holding properties.
    In addition, when the block polymer of maleic anhydride is formulated with a non-volatile oil (often used in make-up products), for example isohexadecane, the process according to the invention makes it possible to obtain a film-forming deposit having good properties of resistance, no transfer, no stickiness, good resistance to water, oil, sebum.
    This block polymer maleic anhydride associated with said aminosilane forms a film-forming deposit suitable for the makeup of the skin or lips or eyelashes such as foundations, lipsticks, mascaras, or for the fixation of hair.
    More specifically, the subject of the present invention is a process, especially a cosmetic process, in particular a care or makeup process, of keratin materials comprising: either the topical application to keratin materials of an anhydrous (extemporaneous) mixture of a cosmetic composition comprising a block polymer of maleic anhydride and an amino alkoxysilane compound (I) or a cosmetic composition containing it; or the sequential application on the keratin materials of an anhydrous cosmetic composition comprising a block polymer of maleic anhydride and of an amino alkoxysilane compound (I), or of an anhydrous cosmetic composition containing it, said block polymer comprising: minus a first block having a glass transition temperature (Tg) greater than or equal to 40 ° C and obtained from at least one (meth) acrylate monomer of the formula CH2 = C (R1) -COOR2 in which R1; is H or methyl, R2 is C4 to C12 cycloalkyl; and at least one second block having a glass transition temperature (Tg) less than or equal to 20 ° C and is obtained from at least one maleic anhydride monomer and at least one (meth) acrylate monomer of formula CH2 = C (R 1) -COOR 3 wherein R 1 is H or methyl, R 3 is unsubstituted C 1 -C 6 alkyl, linear or branched, with the exception of tert-butyl, or methoxyethyl; said amino alkoxy silane being of formula (I): R-NH-R ^ KORzMRak (I) in which:
    Ri is a divalent linear or branched, saturated or unsaturated, cyclic or acyclic, CrC20 hydrocarbon group, which may be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group (CO), R- | being bonded to the silicon atom directly via a carbon atom; R = H or C1-C4 alkyl, preferably H; R2 and R3, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms, z denotes an integer ranging from 1 to 3, and x denotes an integer ranging from 0 to 2, with z + x = 3.
    The method according to the invention is suitable for the care or makeup of keratin materials such as skin, lips, eyelashes, nails.
    According to one embodiment of the process according to the invention, the topical application on the keratin materials of an extemporaneous mixture of an anhydrous composition comprising a block polymer of maleic anhydride and of an amino alkoxysilane (I) is carried out, or an anhydrous composition containing it and comprising a physiologically acceptable medium, as defined below.
    According to another embodiment of the process according to the invention, the sequential application on the keratin materials of an anhydrous composition comprising a block polymer of maleic anhydride as described above and of an amino alkoxysilane (I), or an anhydrous composition containing it and comprising a physiologically acceptable medium, as defined above. The subject of the invention is also a composition, in particular a cosmetic composition, obtained by mixing an anhydrous composition comprising said block polymer of maleic anhydride and an amino alkoxyosilane (I) or of an anhydrous composition containing it and comprising a medium physiologically acceptable, as defined below. The subject of the invention is also a kit comprising a first anhydrous composition comprising said block polymer of maleic anhydride as described above and a second anhydrous composition comprising an amino alkoxysilane (I) as described above and comprising a physiologically acceptable medium, the first and second compositions being each packaged in a separate package. The packaging assembly of the compositions is in a known manner any packaging adapted to store the cosmetic compositions (bottles, tube, spray bottle, aerosol bottle in particular).
    Such a kit makes it possible to implement the method of treating the skin according to the invention.
    The block polymer used according to the invention comprises: at least one first block having a glass transition temperature (Tg) greater than or equal to 40 ° C. and obtained from at least one (meth) acrylate monomer of formula CH 2 = C (R 1) -COOR 2 wherein R 1 is H or methyl, R 2 is C 4 -C 12 cycloalkyl; and at least one second block having a glass transition temperature (Tg) less than or equal to 20 ° C and is obtained from at least one maleic anhydride monomer and at least one (meth) acrylate monomer of formula CH2 = C (R1) -COOR3 wherein R1 is H or methyl, R3 is unsubstituted C1-C6 linear or branched alkyl except tertiary butyl or methoxyethyl.
    The indicated glass transition temperatures of the first and second sequences can be theoretical Tg determined from the theoretical Tg of the constituent monomers of each of the sequences, which can be found in a reference manual such as Polymer Handbook, 3rd ed, 1989, John Wiley, according to the following relationship, known as Fox's Law:
    where ojj is the mass fraction of the monomer i in the sequence under consideration and Tg is the glass transition temperature of the homopolymer of the monomer i.
    Unless otherwise indicated, the Tg values for the first and second sequences in the present application are theoretical Tg. The difference between the glass transition temperatures of the first and second blocks is generally greater than 20 ° C., preferably greater than 40 ° C., and better still greater than 60 ° C.
    In the present invention, the expression "between ... and ..." is intended to denote an interval of values whose mentioned limits are excluded, and "from ... to ..." and "from from ... to ... ", an interval of values whose terminals are included.
    The block polymer used according to the invention has a first block having a glass transition temperature (Tg) greater than or equal to 40 ° C, for example a Tg ranging from 40 to 150 ° C, and obtained from at least one (meth) acrylate monomer of formula CH2 = C (R1) -COOR2 wherein R1 is H or methyl, R2 is C4-C12 cycloalkyl, and preferably isobornyl.
    Preferably, said first block has a Tg greater than or equal to 60 ° C, ranging for example from 60 ° C to 140 ° C, in particular ranging from 80 ° C to 120 ° C, preferably ranging from 95 to 110 ° C.
    The monomers present in the first block of the polymer and their proportions are preferably chosen so that the glass transition temperature of the first block is greater than or equal to 40 ° C., and in particular as described above.
    According to a preferred embodiment, the first block of the polymer is obtained from at least one acrylate monomer of formula CH 2 CHCH-COOR 2 in which R 2 represents a C 4 to C 12 cycloalkyl group, and at least one methacrylate monomer. formula CH2 = C (CH3) -COOR'2 in which R'2 represents a C4 cycloalkyl group at
    Ci2.
    The first block of the polymer can be obtained exclusively with said acrylate monomer and said methacrylate monomer.
    The acrylate monomer and the methacrylate monomer are used, preferably present in mass proportions acrylate / methacrylate between 30: 70 and 70: 30, preferably between 40: 60 and 60: 40, in particular between 45: 55 and 55:45 .
    The proportion of the first block in the block polymer is preferably 60 to 80% by weight of the polymer, more preferably 65 to 75%.
    According to a preferred embodiment, the first block of the polymer is obtained by polymerization of isobornyl methacrylate and isobornyl acrylate.
    The first block of the polymer may further comprise an additional monomer selected from linear or branched C 1 -C 22 alkyl (meth) acrylates (i.e., including a C 3 -C 22 alkyl group). such as, for example, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, lauryl acrylate, lauryl methacrylate, behenyl acrylate, behenyl methacrylate, stearyl acrylate, stearyl methacrylate .
    Said additional monomer may be present in a content ranging from 0.1 to 15% by weight, relative to the total weight of the monomers of the first block of said block polymer, and preferably ranging from 0.1 to 5%.
    According to one embodiment, the first sequence of said sequenced polymer contains no additional monomer.
    The block polymer used according to the invention has a second block having a glass transition temperature (Tg) of less than or equal to 20 ° C., for example a Tg ranging from -100 to 20 ° C., and is obtained from from at least one maleic anhydride monomer and at least one (meth) acrylate monomer of formula CH 2 = C (R 1) -COOR 3 in which H is a methyl radical, R 3 representing a linear or branched C 1 to C 6 unsubstituted alkyl group; with the exception of tertiary butyl or methoxyethyl.
    Preferably, said second block has a Tg of less than or equal to 10 ° C., in particular ranging from -80 ° C. to 10 ° C. and better still less than or equal to 0 ° C., for example ranging from -100 ° C. to 0 ° C. , especially ranging from -30 ° C to 0 ° C.
    The monomers present in the second block of the polymer and their proportions are preferably chosen so that the glass transition temperature of the second block is less than or equal to 20 ° C., and in particular as described above.
    Monomers having a Tg of less than or equal to 20 ° C are preferred isobutyl acrylate, ethyl acrylate, n-butyl acrylate, methoxyethyl acrylate, or mixtures thereof in all proportions, and preferably isobutyl acrylate.
    The second block of the polymer can be obtained exclusively with maleic anhydride and said (meth) acrylate monomer.
    In the second block, maleic anhydride and the (meth) acrylate monomer are preferably used in proportions by mass (meth) acrylate / maleic anhydride ranging from 1 to 10, preferably ranging from 2 to 9, in particular ranging from 3 to 8. or from 4 to 7.
    The proportion of the second block in the block polymer is preferably 20 to 40% by weight of the polymer, more preferably 25 to 35% by weight.
    According to a preferred embodiment, the second block of the polymer is obtained by polymerization of maleic anhydride and isobutyl acrylate.
    The second block of the polymer may further comprise an additional silicone monomer of formula (II) (hereinafter referred to as silicone monomer):
    (II) wherein: - Rs denotes a hydrogen atom or a methyl group; preferably methyl; R 9 denotes a linear or branched divalent hydrocarbon group, 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; - R- o denotes a linear or branched alkyl group having 1 to 10 carbon atoms, especially 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 monomer (II) is a polydimethylsiloxane end-group mono (meth) acryloyloxy.
    In particular, monomethacryloyloxypropyl polydimethylsiloxanes may be used, such as those sold under the names MCR-M07, MCR-M17, MCR-M11 and MCR-M22 by Gelest Inc or the silicone macromonomers sold under the names X-22-2475 and X-22. -2426, X-22-174DX by Shin Etsu.
    The monomer (II) may be present in the second block of the sequenced polymer in a content ranging from 0.1 to 15% by weight, relative to the total weight of the monomers of the second block of said block polymer, and preferably ranging from , 1 to 5%.
    According to one embodiment, the second sequence of said sequenced polymer does not contain additional monomer.
    Preferably, the polymer used according to the invention comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in the first block and maleic anhydride and isobutyl acrylate monomers in the second block.
    Preferably, the polymer comprises at least, or even consists of, isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of from 30: 70 to 70: 30 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of 40:60 to 60:40 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a mass proportion ranging from 45: 55 to 55:45 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence.
    Preferably, the polymer comprises at least, or even consists of, isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of from 30: 70 to 70: 30 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence, the first sequence representing between 65 and 75% by weight of the polymer, and in particular 70% by weight.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of 40:60 to 60:40 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence, the first sequence representing between 65 and 75% by weight of the polymer, and in particular 70% by weight.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a mass proportion ranging from 45: 55 to 55:45 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second sequence, the first sequence representing between 65 and 75% by weight of the polymer, and in particular 70% by weight.
    Preferably, the polymer comprises at least, or even consists of, isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of from 30: 70 to 70: 30 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second block, the first block being between 65 and 75% by weight of the polymer, and especially 70% by weight, and the maleic anhydride being from 3 to 7% by weight of the polymer.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a weight ratio of 40:60 to 60:40 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second block, the first block being between 65 and 75% by weight of the polymer, and especially 70% by weight, and the maleic anhydride being from 3 to 7% by weight of the polymer.
    Preferably, the polymer comprises at least or even consists of isobornyl acrylate and isobornyl methacrylate monomers in a mass proportion ranging from 45: 55 to 55:45 in the first block and isobutyl acrylate and maleic anhydride monomers. in the second block, the first block representing between 65 and 75% by weight of the polymer, and especially 70% by weight, and the maleic anhydride representing from 3 to 7% by weight of the polymer.
    Said first and second polymer blocks may advantageously be interconnected by an intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block.
    The intermediate segment is a sequence comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block of the polymer makes it possible to "compatibilize" these blocks.
    Advantageously, the intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block of the polymer is a random polymer.
    Preferably, the intermediate sequence is derived essentially from constituent monomers of the first sequence and the second sequence.
    By "essentially" is meant at least 85%, preferably at least 90%, better at 95% and even better at 100%.
    Advantageously, the intermediate block has a glass transition temperature Tg between the glass transition temperatures of the first and second blocks.
    The block polymer used according to the invention is advantageously a film-forming polymer. By "film-forming" polymer is meant a polymer capable of forming on its own or in the presence of an auxiliary film-forming agent, a continuous and adherent film on a support, in particular on keratin materials.
    Advantageously, the block polymer has a polydispersity index greater than 2. The polydispersity index I of the polymer is equal to the ratio of the weight average mass Mw to the number average mass Mn.
    The weight average (Mw) and number (Mn) molar masses are determined by gel permeation liquid chromatography (THF solvent, calibration curve established with linear polystyrene standards, refractometric detector).
    The weight average mass (Mw) of the sequenced polymer is preferably less than or equal to 300,000, for example from 35,000 to 200,000, and more preferably from 45,000 to 150,000 g / mol.
    The number average mass (Mn) of the sequenced polymer is preferably less than or equal to 70,000, it ranges, for example, from 10,000 to 60,000, and more preferably from 12,000 to 50,000 g / mol.
    Preferably, the polydispersity index of the sequenced polymer is greater than 2, for example ranging from 3 to 11, preferably greater than or equal to 4, for example ranging from 4 to 10. The subject of the invention is also a process for preparation of a sequenced polymer, comprising mixing, in the same reactor, a polymerization solvent, an initiator, a maleic anhydride monomer, at least one (meth) acrylate monomer of formula CH 2 = C (R 1) -COOR 3 in which R 1 represents H or a methyl radical, R3 represents a linear or branched C1-C6 unsubstituted alkyl group, with the exception of the tert-butyl group, or a methoxyethyl group, at least one (meth) acrylate monomer of formula CH2 = C ( R 1) -COOR 2 in which R 1 represents H or a methyl radical, R 2 represents a C 4 to C 12 cycloalkyl group, according to the following sequence of steps: part of the polymerization solvent and part of the primer are poured into the reactor; ur, a mixture which is heated to a reaction temperature between 60 and 120 ° C, is then poured, in a first casting, said at least monomer (meth) acrylate of formula CH2 = C (Ri) -COOR2 that the is allowed to react for a time T corresponding to a conversion rate of said monomers of 90% maximum, is then poured into the reactor, in a second casting, again the polymerization initiator, the maleic anhydride monomer and said ( meth) acrylate of formula CH2 = C (R1) -COOR3, which is allowed to react for a time T 'after which the conversion rate of said monomers reaches a plateau, the reaction mixture is brought to room temperature.
    By polymerization solvent is meant a solvent or a mixture of solvents. The polymerization solvent may be chosen in particular from ethyl acetate, butyl acetate, C 8 -C 16 branched alkanes such as C 8 -C 16 isoalkanes such as isododecane, isodecane and isohexadecane. and their mixtures. Preferably, the polymerization solvent is isododecane.
    According to another embodiment, the subject of the invention is a process for preparing a polymer, comprising mixing, in the same reactor, a polymerization solvent, an initiator, a maleic anhydride monomer, at least one monomer (meth) acrylate of the formula CH2 = C (R1) -COOR3 wherein R1 represents H or methyl, R3 represents a linear or branched C1-C6 unsubstituted alkyl group, with the exception of the tert-butyl group, or a methoxyethyl group, at least one (meth) acrylate monomer of formula CH 2 = C (R 1) -COOR 2 in which R 1 represents H or a methyl radical, R 2 represents a C 4 to C 12 cycloalkyl group, according to the following sequence of steps a part of the polymerization solvent and a portion of the initiator, which mixture is heated to a reaction temperature of between 60 and 120 ° C., are poured into the reactor, and then poured in a first casting, maleic anhydride monomer and (meth) acrylate of formula CH2 = C (R1) -COOR3 which is allowed to react for a duration T corresponding to a conversion rate of said monomers of 90% maximum, then poured into the reactor, in a second casting , again of the polymerization initiator, said at least one monomer (meth) acrylate of formula CH 2 = C (R 1) -COOR 2, which is allowed to react for a time T 'at the end of which the conversion rate of said monomers reaches a plateau, the reaction mixture is brought to room temperature.
    The polymerization temperature is preferably between 85 and 95 ° C, in particular of the order of 90 ° C.
    The reaction time after the second casting is preferably between 3 and 6 hours.
    The monomers used in this process and their proportions may be those described above.
    The polymerization is especially carried out in the presence of a radical initiator, in particular of the peroxide type (for example tert-Butyl peroxy-2-ethylhexanoate: Trigonox 21S, 2,5-dimethyl-2,5-di (2-ethylhexanoylperoxy) hexane: Trigonox 141; tert-butyl peroxypivalate: Trigonox 25C75 from AkzoNobel) or azo for example (AIBN: azobisisobutyronitrile; V50: 2,2'-azo-bis (2-amidinopropane) dihydrochloride). The subject of the invention is also, as novel polymer, the block polymer described above.
    The polymer used according to the invention can be used in an anhydrous 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, in particular with the skin.
    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 .
    The block polymer of maleic anhydride as defined above may be present in the composition used according to the invention in a content ranging from 0.1 to 40% by weight, relative to the total weight of the composition resulting from extemporaneous mixing, of preferably from 0.5% to 35% by weight, and preferably from 1% to 30% by weight, and more preferably from 10% to 30% by weight. This is the composition that is applied to keratin materials.
    For the amino alkoxysilane of formula (I) used in the process according to the invention: preferably, R2 represents an alkyl group comprising from 1 to 4 carbon atoms. Preferably, R2 represents a linear alkyl group comprising from 1 to 4 carbon atoms.
    Preferably, R2 represents the ethyl group.
    Preferably, R3 represents an alkyl group comprising from 1 to 4 carbon atoms. Preferably, R3 represents a linear alkyl group comprising from 1 to 4 carbon atoms.
    Preferably, R3 represents the methyl or ethyl group.
    Preferably, R = H.
    Preferably Ri is an acyclic chain.
    Preferably R 1 is a linear or branched, saturated or unsaturated C 1 -C 5 hydrocarbon-based chain. Preferentially, est is a linear saturated C 1 -C 5 hydrocarbon-based chain. More preferentially, est is a saturated linear C2-C4 hydrocarbon chain.
    Preferably, R 1 is a substituted saturated linear C 1 -C 4 hydrocarbon chain, R 2 is H, R 2 is an alkyl group having 1 to 4 carbon atoms, R 3 is an alkyl group having 1 to 4 carbon atoms.
    Preferably z is 3.
    Preferably, the amino alkoxysilane of formula (I) is chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane, and 3- (m-aminophenoxy) propyltrimethoxysilane, p-aminophenyltrimethoxysilane, N- (2-aminoethylaminomethyl) phenethyltrimethoxysilane.
    Preferably, the amino alkoxysilane (I) is chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane and N- (2-aminoethyl) -3-aminopropyltriethoxysilane.
    Preferably the amino alkoxysilane (I) is 3-aminopropyl triethoxysilane (APTES).
    Advantageously, the amino alkoxysilane is used in a molar ratio aminoalkoxysilane / maleic anhydride group of the acrylic polymer ranging from 0.01 to 10, preferably ranging from 0.1 to 5, preferably ranging from 0.1 to 2, and more preferably ranging from 0.1 to 1. The amino alkoxysilane (I) used reacts with the maleic anhydride group present in the block polymer to form a unit of the following formula:
    Scheme I
    Such an amino-alkoxysilane block polymer is novel and thus also subject of the present invention. The invention also relates to an anhydrous composition comprising such an amino-alkoxysilane polymer and a physiologically acceptable medium.
    The amino-alkoxysilane block polymer is thus capable of being obtained by reaction of the amino alkoxysilane (I) with the maleic anhydride block polymer described above. Some or all of the anhydride groups react with the NH group of the compound (I) and form a unit having an amide group and a carboxylic acid group as shown in Scheme I.
    According to one embodiment of the process according to the invention, a mixture is prepared, in particular extemporaneously, of the block polymer of maleic anhydride and of an amino alkoxysilane (I) and the mixture is applied to the keratin materials, in particular to the skin. Sequential application can also be performed on the one hand of the maleic anhydride block polymer and on the other hand of an amino alkoxysilane (I) as defined above.
    The composition used according to the invention is generally suitable for topical application to kertainic materials, in particular on the skin, and therefore generally comprises a physiologically acceptable medium, that is to say a medium that is compatible with the skin and / or its appendages. It is preferably a cosmetically acceptable medium, that is to say which has a pleasant color, odor and feel and that does not generate unacceptable discomfort (tingling, tightness, redness), likely to divert the consumer from using this composition.
    According to a preferred embodiment of the invention, the composition comprising the block polymer of maleic anhydride may contain a hydrocarbon oil. The hydrocarbon oil is a liquid oil at room temperature (25 ° C).
    Hydrocarbon oil is understood to mean an oil formed essentially or even consisting of carbon and hydrogen atoms, and possibly oxygen, nitrogen, and not containing silicon or fluorine atoms. It may contain alcohol, ester, ether, carboxylic acid, amine and / or amide groups. The hydrocarbon oil may be volatile or non-volatile. The hydrocarbon-based oil may be chosen from: hydrocarbon-based oils having 8 to 14 carbon atoms, and in particular: C 8 -C 14 branched alkanes, such as C 8 -C 14 isoalkanes of petroleum origin (also called isoparaffins), such as isododecane (also called 2,2,4,4,6-pentamethylheptane), isodecane, and for example the oils sold under the trade names Isopars' or permetyls, - linear alkanes, for example such as the n-dodecane (C12) and n-tetradecane (C14) sold by Sasol respectively under the references PARAFOL 12-97 and PARAFOL 14-97, as well as their mixtures, the undecane-tridecane mixture, the 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 R! represents the residue of a linear or branched fatty acid containing from 1 to 40 carbon atoms and R 2 represents a particularly branched hydrocarbon-based chain containing from 1 to 40 carbon atoms, provided that + R2 is> 10, such as for example Purcellin (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, C12-C15 alcohol benzoates, hexyl laurate, diisopropyl adipate, isononyl isononanoate, palmitate of 2-ethylhexyl, isostearyl isostearate, 2-hexyl-decyl laurate, 2-octyl-decyl palmitate, 2-octyl-dodecyl myristate, heptanoates, octanoates, decanoates or ricinoleates of alcohols or polyalcohols such as propylene glycol dioctanoate; hydroxylated esters such as isostearyl lactate, di-isostearyl malate, 2-octyl-dodecyl lactate; polyol esters and pentaerythritol esters, branched-chain and / or unsaturated carbon-chain liquid fatty alcohols having from 12 to 26 carbon atoms, such as octyl dodecanol, isostearyl alcohol and oleic alcohol, 2-hexyldecanol, 2-butyloctanol, and 2-undecylpentadecanol.
    Advantageously, the hydrocarbon oil is apolar (thus formed only of carbon and hydrogen atoms). The hydrocarbon oil is preferably chosen from hydrocarbon oils having 8 to 14 carbon atoms, in particular apolar oils, described above.
    Preferentially, the hydrocarbon oil is isododecane.
    The composition comprising the polymer may contain, in addition to the hydrocarbon oil, a silicone oil. The term "silicone oil" means an oil comprising at least one silicon atom, and in particular at least one Si-O group. The silicone oil can be volatile or non-volatile.
    The term "volatile oil", an oil (or non-aqueous medium) capable of evaporating on contact with the skin in less than one hour, at room temperature and at atmospheric pressure. The volatile oil is a volatile cosmetic oil which is liquid at ambient temperature, in particular having a non-zero vapor pressure, at ambient temperature and at atmospheric pressure, in particular, having a vapor pressure ranging from 0.13 Pa to 40,000 Pa (10 3 to 300 mm Hg), and preferably ranging from 1.3 Pa to 13 000 Pa (0.01 to 100 mm Hg), and preferably ranging from 1.3 Pa to 1300 Pa (0.01 to 100 mm Hg), and preferably ranging from 1.3 Pa to 1300 Pa (0.01 to 100 mm Hg), and preferably ranging from 1.3 Pa to 1300 Pa (0.01 to 100 mm Hg), 10 mmHg).
    The term "non-volatile oil" means an oil having a vapor pressure of less than 0.13 Pa.
    As volatile silicone oils, mention may be made of volatile linear or cyclic silicone oils, especially those having a viscosity <8 centistokes (cSt) (8 × 10 -6 m 2 / s), and having, in particular, from 2 to 10 atoms silicon, and in particular from 2 to 7 silicon atoms, these silicones optionally containing alkyl or alkoxy groups having from 1 to 10 carbon atoms. As the volatile silicone oil that may be used in the invention, mention may be made, in particular, of dimethicones of viscosity 5 and 6 cSt, octamethyl cyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, heptamethylhexyltrisiloxane, heptamethyloctyltrisiloxane, hexamethyl disiloxane, octamethyl trisiloxane, decamethyl tetrasiloxane, dodecamethyl pentasiloxane, and mixtures thereof.
    Non-volatile silicone oils that may be mentioned are non-volatile, linear or cyclic polydimethylsiloxanes (PDMS); polydimethylsiloxanes comprising alkyl, alkoxy or phenyl groups, during or at the end of the silicone chain, groups having from 2 to 24 carbon atoms; phenyl silicones such as phenyl trimethicones, phenyl dimethicones, phenyl trimethylsiloxy diphenyl siloxanes, diphenyl dimethicones, diphenyl methyldiphenyl trisiloxanes, 2-phenylethyl trimethylsiloxysilicates.
    Advantageously, the composition may comprise a hydrocarbon oil in a content ranging from 60 to 100% by weight of the total weight of the oils present in the composition and from 0 to 40% by weight of silicone oil. According to a preferred embodiment of the invention, the composition contains as oil only a hydrocarbon oil.
    The composition according to the invention may comprise a cosmetic additive chosen from perfumes, preservatives, fillers, UV filters, oils, waxes, surfactants, moisturizers, vitamins, ceramides, antioxidants, anti-inflammatory agents and free radicals, polymers, thickeners, dyestuffs.
    The composition according to the invention may also comprise a dyestuff such as pulverulent dyestuffs, liposoluble dyes and water-soluble dyes. This dyestuff may be present in a content ranging from 0.01% to 30% by weight, relative to the total weight of the composition.
    The pulverulent dyestuffs may be chosen from pigments and nacres.
    The pigments may be white or colored, mineral and / or organic, coated or uncoated. Among the inorganic pigments, titanium dioxide, optionally surface-treated, oxides of zirconium, zinc or cerium, as well as oxides of iron or chromium, manganese violet, ultramarine blue, chromium hydrate and ferric blue. Among the organic pigments, mention may be made of carbon black, D type pigments &amp; C, and lacquers based on carmine cochineal, barium, strontium, calcium, aluminum.
    The nacres may be chosen from white pearlescent pigments such as mica coated with titanium or bismuth oxychloride, colored pearlescent pigments such as titanium mica with iron oxides, titanium mica with ferric blue or chromium oxide, titanium mica with an organic pigment of the aforementioned type as well as pearlescent pigments based on bismuth oxychloride.
    Liposoluble dyes are, for example, Sudan Red, D &amp; C Red 17, D &amp; C Green 6, β-carotene, soybean oil, Sudan Brown, D &amp; C Yellow 11, D &amp; C Violet 2, D &amp; C orange 5, yellow quinoline, annatto. The water-soluble dyes are, for example, beet juice, methylene blue.
    Advantageously, the composition according to the invention is a skin care composition.
    The composition according to the invention may be a makeup composition such as a foundation, a lipstick or a liner.
    According to one embodiment, the composition according to the invention is a make-up composition and comprises a volatile oil and a non-volatile oil as described above. In particular, the makeup composition may comprise a hydrocarbon volatile oil and a non-volatile hydrocarbon oil.
    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.
    Of course, those skilled in the art will take care to choose this or these optional additional compounds and / or their amount in such a way that the anti-wrinkle properties of the composition according to the invention are not, or not substantially, impaired by the addition envisaged.
    According to a first embodiment of the process according to the invention, a mixture, especially an extemporaneous mixture, of an anhydrous cosmetic composition comprising the block polymer of maleic anhydride and of an amino is applied to the keratin materials, especially to the skin. alkoxysilane (I) as described above. The extemporaneous mixture is advantageously carried out less than 5 minutes before its application on keratin materials, especially on the skin, and preferably less than 3 minutes.
    According to a second embodiment of the process according to the invention, the keratinous substances, in particular the skin, are first applied to an anhydrous, in particular a cosmetic, composition comprising the block polymer, and then an aminoalkoxysilane (I) is applied or a cosmetic anhydrous composition containing it. The application of the amine compound may be carried out after a time of between 5 minutes and one hour after having applied the acrylic polymer to the keratin materials, in particular to the skin.
    According to a third embodiment of the process according to the invention, the aminoalkoxysilane (I), or a cosmetic anhydrous composition containing it, is firstly applied to the keratin materials, in particular to the skin, and then the anhydrous composition is applied. , in particular cosmetic, comprising the block polymer. The application of the sequenced polymer may be carried out after a time of between 5 minutes and one hour after having applied the amino alkoxysilane to the keratin materials, in particular to the skin. The application of the cosmetic composition used according to the invention is carried out according to the usual techniques, for example by application (in particular of creams, gels, serums, lotions) to the skin to be treated, in particular the skin of the skin. face and / or neck, especially the skin around the eye. As part of this process, the composition may be, for example, a care composition. The invention will now be described with reference to the following examples given for illustrative and non-limiting.
    Example 1: Isobornyl methacrylate / isobornyl acrylate copolymer (35/35 by weight) -isobutyl co-acrylate / maleic anhydride (25/5 by weight)
    In a 1-liter jacketed reactor equipped with a stirring anchor 1 liter of isododecane was introduced and the temperature was increased from 25 ° C. to 90 ° C. in 1 hour.
    105 g of isobornyl methacrylate, 105 g of isobornyl acrylate and 1.8 g of 2,5-bis (2-ethylhexanoylperoxy) -2,5-dimethylhexane (Trigonox® 141 from Akzo Nobel) were then added over 1 hour. . The reaction mixture was stirred for 1 hour at 90 ° C.
    75 g of isobutyl acrylate, 15 g of maleic anhydride and 1.2 g of 2,5-bis (2-ethylhexanoylperoxy) -2,5-dimethylhexane were then introduced over 30 minutes.
    The reaction mixture was stirred for 3 hours at 90 ° C, then the mixture was cooled to room temperature (25 ° C) and diluted by the addition of 150 g of isododecane.
    There was thus obtained a 50% solution of active polymer material in isododecane.
    The resulting polymer has a number average molecular weight (Mn) of 18,000 and a weight average molecular weight (Mw) of 290,200; with an Ip = 8.9.
    Comparative Example 2 to 7: Cosmetic evaluation of make-up compositions with 2-step application
    The 3 base coat makeup compositions (lipstick gloss, foundation) and a top coat composition containing APTES described below were prepared.
    Each base coat composition was applied to an equivalent elastomeric skin support by depositing a wet 100 μm thickness and allowed to dry at room temperature (25 ° C) for 24 hours.
    Then, the top coat composition was applied to each dry base coat deposit by depositing a wet 100 μm thickness and allowed to dry at room temperature (25 ° C) for 24 hours.
    The state of the film obtained before (outside the invention) and after (invention) application of the top coat composition was then observed.
    The strength of the obtained film was evaluated by separately applying 0.5 ml of water, 0.5 ml of olive oil and 0.5 ml of sebum; after 5 minutes of contact, the surface of the film was rubbed with a cotton pad and then the condition of the film (degraded or non-degraded aspect of the film) was observed
    It was also evaluated the stickiness of the film and its ability to transfer or not by touching the film with the finger The assessment was made as follows: +++: Cosmetic property evaluated high performance ++: evaluated cosmetic property moderately efficient +: evaluated cosmetic property not performing o: cosmetic property evaluated not performing
    The following results were obtained:
    The results obtained show that the deposits resulting from the application of the polymer 1, with or without isohexadecane, then of the Aptes (Examples 3, 5; 7) form a homogeneous film that is non-sticky and does not transfer to the finger, and that is resistant to water, oil and sebum while the sole application of the polymer 1 (Examples 2, 4; 6) forms a much more sticky deposit and transfer to the finger and having a lower resistance to water, water and water. oil and sebum.
    Thus, the non-sticky appearance and non-transfer in contact with the finger, as well as the resistance of the film in contact with olive oil and sebum are significantly improved with the application of the composition top coat containing the APTES.
    The lipstick compositions of Examples 3 and 5 applied to the lips thus make it possible to obtain a makeup which is non-tacky, non-transferable and resistant to water, oil and sebum, thus having good strength.
    The compositions of Example 7 applied to the skin thus make it possible to obtain a makeup which is non-tacky, non-transferable and resistant to water, oil and sebum, thus having good strength.
    Comparative Examples 8 and 9 Cosmetic Evaluation of Makeup Composition with 1-Step Application
    The make-up compositions (lipstick gloss) described below containing the polymer of Example 1 with or without APTES were prepared and then the composition was applied to an equivalent elastomer skin support by depositing a 100 μm wet thickness and allowed to dry at room temperature (25 ° C) for 24 hours.
    The cosmetic properties of the film obtained according to the tests described previously in Examples 2 to 7 were evaluated.
    The following results were obtained:
    The results obtained show that the deposit resulting from the application of the polymer 1 mixed with the Aptes (Example 9) forms a homogeneous film that is non-sticky and does not transfer to the finger, and that is resistant to water, oil and water. sebum while the sole application of the polymer 1 (Example 8) forms a deposit much more sticky and transferring to the finger and having a lower resistance to water, oil and sebum.
    Thus, the non-sticky and non-transfering aspect in contact with the finger, as well as the resistance of the film in contact with water, olive oil and sebum are significantly improved with the application of the composition containing the polymer of Example 1 and the APTES.
    The lipstick compositions of Example 9 applied to the lips thus make it possible to obtain a makeup which is non-tacky, non-transferable and resistant to water, oil and sebum, thus having good strength.
    Examples 10 to 12 Comparative: Cosmetic Evaluation of Hair Composition
    On a washed and dried hair strand of 2.7 g (wick No. 1) was applied 0.5 g of a base coat composition containing 10% MA of the polymer of Example 1 in isododecane. The treated wick was allowed to air dry (25 ° C) for 24 hours. 0.5 g of a top coat composition containing 10% MA of APTES in isododecane was then applied to the lock and then allowed to dry in the open air for 24 hours (example 12 according to the invention). On another lock of hair (lock No. 2) the basic composition coat alone (Example 10) was applied. On another lock of hair (lock No. 3) the top coat composition was applied alone (Example 11).
    The quality of the fixation of the lock of hair was evaluated by observing the more or less rigid aspect of the wick: the wick is taken at one of its ends with the fingers and the wick is put upside down in holding it at the bottom; we then observe the shape of the wick: either the wick keeps its shape which means that the wick is very well fixed; either the wick is deformed (under the effect of weightlessness) which means that the wick is not well fixed.
    The water retention of the wicking property was then evaluated by immersing the treated locks in water for 5 minutes. The locks were then wrung out and dried with a helmet. We observed the rigidity of the 3 locks
    It has been found that the wick treated according to Example 12 before and after immersion in water has a rigid shape with good fixation of the hair.
    Fixing the hair of Example 12 thus has good persistence to water. The locks treated according to Examples 10 and 11 have a rigid shape before immersion in water but lose their rigidity after immersion in water: the wick is flexible and without fixation.
    权利要求:
    Claims (24)
    [1" id="c-fr-0001]
    1. A cosmetic process for treating keratin materials comprising: either the topical application to the keratin materials of an anhydrous (extemporaneous) mixture of a cosmetic composition comprising a block polymer of maleic anhydride and of an aminoalkoxysilane compound (I ), or a cosmetic composition containing it; or the sequential application on the keratin materials of an anhydrous cosmetic composition comprising a block polymer of maleic anhydride and of an amino alkoxysilane compound (I), or of an anhydrous cosmetic composition containing it, said block polymer comprising: minus a first block having a glass transition temperature (Tg) of greater than or equal to 40 ° C and obtained from at least one (meth) acrylate monomer of the formula CH2 = CfR1-COC4 in which R1; is H or methyl, R2 is C4 to C12 cycloalkyl; and at least one second block having a glass transition temperature (Tg) less than or equal to 20 ° C and is obtained from at least one maleic anhydride monomer and at least one (meth) acrylate monomer of formula CH2 = C (R1) -COOR3 wherein R1 is H or methyl, R3 is unsubstituted C1-C6 alkyl, linear or branched, with the exception of tert-butyl, or methoxyethyl; said amino alkoxy silane being of formula (I): R-NH-RiSi (OR2) z (R3) x (I) in which: R1 is a linear or branched, saturated or unsaturated, cyclic or acyclic divalent hydrocarbon group of CrC20; which can be interrupted in its chain by a heteroatom (O, S, NH) or a carbonyl group (CO), R ') being bonded to the silicon atom directly via a carbon atom; R = H or C 1 -C 4 alkyl group, preferably H; R2 and R3, which may be identical or different, represent a linear or branched alkyl group comprising from 1 to 6 carbon atoms, 2 denotes an integer ranging from 1 to 3, and x denotes an integer ranging from 0 to 2, with z + x = 3.
    [2" id="c-fr-0002]
    2. Method according to claim 1, characterized in that the first block of the block polymer is obtained from at least one acrylate monomer of formula CH 2 CHCH-COOR 2 in which R 2 represents a C 4 to C 12 cycloalkyl group and from minus a methacrylate monomer of formula CH2 = C (CH3) -COOR'2 wherein R'2 represents a C4-C12 cycloalkyl group; and optionally an additional monomer chosen from linear or branched C4-C22 alkyl (meth) acrylates.
    [3" id="c-fr-0003]
    3. Method according to the preceding claim, characterized in that for the first block of the block polymer said acrylate monomer and said methacrylate monomer are in mass proportions acrylate / methacrylate between 30: 70 and 70: 30, preferably between 40: 60 and 60:40, especially between 45:55 and 55:45.
    [4" id="c-fr-0004]
    4. Method according to one of claims 2 or 3, characterized in that the first block of the block polymer is obtained by polymerization of isobornyl methacrylate and isobornyl acrylate.
    [5" id="c-fr-0005]
    5. Method according to any one of the preceding claims, characterized in that the proportion of the first block in the block polymer ranges from 60 to 80% by weight of the polymer, more preferably from 65 to 75%.
    [6" id="c-fr-0006]
    6. Process according to any one of the preceding claims, characterized in that the second block of the block polymer comprises a monomer chosen from isobutyl acrylate, ethyl acrylate, n-butyl acrylate, methoxyethyl acrylate, or mixtures thereof, and preferably isobutyl acrylate.
    [7" id="c-fr-0007]
    7. Method according to any one of the preceding claims, characterized in that for the second block of the block polymer maleic anhydride and said monomer (meth) acrylate are in proportions by mass (meth) acrylate / maleic anhydride ranging from 1 to 10, preferably ranging from 2 to 9, in particular ranging from 3 to 8, or even from 4 to 7.
    [8" id="c-fr-0008]
    8. Process according to any one of the preceding claims, characterized in that the second block of the block polymer comprises an additional silicone monomer of formula (II):

    in which: - Rs denotes a hydrogen atom or a methyl group; preferably methyl; R 9 denotes a linear or branched divalent hydrocarbon group, 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; - R- o denotes a linear or branched alkyl group having 1 to 10 carbon atoms, especially 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.
    [9" id="c-fr-0009]
    9. Process according to any one of the preceding claims, characterized in that the proportion of the second block in the block polymer ranges from 20 to 40% by weight of the polymer, more preferably from 25 to 35% by weight.
    [10" id="c-fr-0010]
    10. Method according to one of the preceding claims, characterized in that said sequenced polymer comprises an intermediate segment comprising at least one constituent monomer of the first block and at least one constituent monomer of the second block, in particular is a random polymer.
    [11" id="c-fr-0011]
    11. Method according to one of the preceding claims, characterized in that said sequenced polymer has a polydispersity index greater than 2, preferably ranging from 3 to 11.
    [12" id="c-fr-0012]
    12. Method according to one of the preceding claims, characterized in that the block polymer of maleic anhydride is present in the composition applied on the keratin materials in a content ranging from 0.1 to 40% by weight, relative to total weight of the composition resulting from extemporaneous mixing, preferably from 0.5% to 35% by weight, and preferably ranging from 1% to 30% by weight, and more preferably ranging from 10% to 30% by weight.
    [13" id="c-fr-0013]
    13. Process according to any one of the preceding claims, characterized in that for the amino alkoxysilane (I): R = H; R 1 is a saturated, linear C 2 -C 4 hydrocarbon-based chain, preferably C 2 -C 4; R2 represents an alkyl group comprising 1 to 4 carbon atoms, preferably linear, preferably represents the ethyl group; R3 represents an alkyl group comprising from 1 to 4 carbon atoms, preferably linear, preferably represents a methyl or ethyl group; preferably: R 1 is a saturated, linear saturated C -C hydrocarbon-based chain, R = H, R 2 represents an alkyl group comprising from 1 to 4 carbon atoms, R 3 represents an alkyl group comprising from 1 to 4 carbon atoms .
    [14" id="c-fr-0014]
    14. Process according to any one of the preceding claims, characterized in that the amino alkoxysilane (I) is chosen from 3-aminopropyltriethoxysilane, 3-aminoethyltriethoxysilane, 3-aminopropylmethyldiethoxysilane and N- (2-aminoethyl). 3-aminopropyltriethoxysilane, 3- (m-aminophenoxy) propyltrimethoxysilane, p-aminophenyltrimethoxysilane, N- (2-aminoethylaminomethyl) phenethyltrimethoxysilane; preferably chosen from 3-aminopropyltriethoxysilane, 3-aminoethyltriethoxysilane, 3-aminopropylmethyldiethoxysilane, N- (2-aminoethyl) -3-aminopropyltriethoxysilane; preferentially is 3-aminopropyl triethoxysilane.
    [15" id="c-fr-0015]
    15. Method according to any one of the preceding claims, characterized in that the amino alkoxysilane (I) is implemented according to a molar ratio amino alkoxysilane / maleic anhydride group of the block polymer ranging from 0.01 to 10, preferably ranging from 0.1 to 5, preferentially ranging from 0.1 to 2, and more preferably ranging from 0.1 to 1.
    [16" id="c-fr-0016]
    16. Process according to any one of the preceding claims, characterized in that the composition comprises a hydrocarbon oil, preferably an apolar hydrocarbon oil having 8 to 14 carbon atoms, preferentially isododecane.
    [17" id="c-fr-0017]
    17. Process according to any one of the preceding claims, characterized in that a mixture made less than 5 minutes before the application to the keratinous materials of the composition comprising the sequenced anhydride polymer is applied to the keratin materials. maleic and the amino alkoxysilane or the composition containing it.
    [18" id="c-fr-0018]
    18. Process according to any one of Claims 1 to 16, characterized in that the composition comprising the block polymer of maleic anhydride is applied to the keratin materials and then the aminoalkoxysilane (I) is applied. or an anhydrous composition containing it and comprising a physiologically acceptable medium.
    [19" id="c-fr-0019]
    19. Process according to any one of Claims 1 to 16, characterized in that the aminoalkoxysilane (I) is first applied to the keratin materials, or an anhydrous composition containing it and comprising a physiologically acceptable medium. and then applying the composition comprising the block polymer of maleic anhydride.
    [20" id="c-fr-0020]
    20. Method according to any one of the preceding claims, characterized in that it is performed on the skin or the lips or the eyelashes or the hair or nails.
    [21" id="c-fr-0021]
    21. Composition obtained by mixing an anhydrous composition comprising a block polymer of maleic anhydride as defined in any one of claims 1 to 12 and an amino alkoxyosilane (I) or an anhydrous composition containing it and comprising a physiologically acceptable medium, as defined in one of claims 1 and 13, 14.
    [22" id="c-fr-0022]
    22. Composition according to the preceding claim, characterized in that it is a makeup composition comprising a volatile oil and a non-volatile oil, preferably a volatile hydrocarbon oil and a non-volatile hydrocarbon oil.
    [23" id="c-fr-0023]
    23. A kit comprising a first anhydrous composition comprising a block polymer of maleic anhydride as defined in any one of claims 1 to 12 and a second anhydrous composition comprising an amino alkoxysilane (I) as defined in one of the claims. 1 and 13, 14 and comprising a physiologically acceptable medium, the first and second compositions being each packaged in a separate package.
    [24" id="c-fr-0024]
    24. A polymer obtainable by reaction of an amino alkoxysilane (I) as defined in one of claims 1 and 13, 14 with a block polymer of maleic anhydride as defined in any one of the claims. 1 to 12.
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    FR3045057A1|2017-06-16|SUPRAMOLECULAR POLYMER WITH IMIDAZOLIDONE PATTERN AND ITS USE IN COSMETICS
    FR3045372A1|2017-06-23|PROCESS FOR TREATING KERATIN FIBERS WITH A MALEIC ANHYDRIDE SEQUENCE POLYMER AND A POLYOL
    FR2871684A1|2005-12-23|Cosmetic composition, useful in e.g. mascara, eyeliner, make-up foundation, lipstick, deodorant, body make-up product, eye shadow or rouge and anti-dark circle product, comprises a fatty liquid phase and a semi-crystalline copolymer
    同族专利:
    公开号 | 公开日
    CN108472507A|2018-08-31|
    BR112018012687A2|2018-12-04|
    FR3045378B1|2018-01-12|
    EP3393587A1|2018-10-31|
    US20190000739A1|2019-01-03|
    KR20180096735A|2018-08-29|
    WO2017108594A1|2017-06-29|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    FR2953399A1|2009-12-09|2011-06-10|Oreal|Composition, useful for e.g. caring and/or making up of keratin materials, comprises, in a medium, at least one fatty phase containing ethylene block copolymer and polyester obtained by reacting e.g. tetraol and monocarboxylic acid|
    US20120171140A1|2010-12-30|2012-07-05|L'oreal S.A|Reaction product of a polar modified polymer and an alkoxysilane and a composition containing the reaction product|WO2020074720A1|2018-10-11|2020-04-16|L'oreal|Method for treating keratin materials using an acrylic anhydride polymer in oily dispersion and an amine compound|
    WO2020074699A1|2018-10-11|2020-04-16|L'oreal|Process for treating keratin fibers employing an anhydride acrylic polymer in oily dispersion and an amine compound|
    FR3108256A1|2020-03-23|2021-09-24|L'oreal|REACTIVE TWO-STEP LIP SYSTEM|EP1545438B1|2002-09-26|2010-11-17|L'Oréal|Non-transfer cosmetic composition comprising a sequenced polymer|
    FR2873702B1|2004-07-29|2006-12-22|Oreal|HYPERBRANCH COPOLYMER COMPRISING SELECTED MONOMERS, COMPOSITION COMPRISING SAME, AND COSMETIC PROCESS|US10772816B2|2017-12-27|2020-09-15|L'oreal|Compositions and methods for treating hair|
    法律状态:
    2016-11-11| PLFP| Fee payment|Year of fee payment: 2 |
    2017-06-23| PLSC| Publication of the preliminary search report|Effective date: 20170623 |
    2017-11-13| PLFP| Fee payment|Year of fee payment: 3 |
    2019-11-15| PLFP| Fee payment|Year of fee payment: 5 |
    2021-09-10| ST| Notification of lapse|Effective date: 20210806 |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1563106|2015-12-22|
    FR1563106A|FR3045378B1|2015-12-22|2015-12-22|SEQUENCE POLYMER WITH ALCOXYSILANE GROUPS AND USE THEREOF IN COSMETICS|FR1563106A| FR3045378B1|2015-12-22|2015-12-22|SEQUENCE POLYMER WITH ALCOXYSILANE GROUPS AND USE THEREOF IN COSMETICS|
    EP16822641.3A| EP3393587A1|2015-12-22|2016-12-16|Block polymer bearing alkoxysilane groups and cosmetic use thereof|
    PCT/EP2016/081343| WO2017108594A1|2015-12-22|2016-12-16|Block polymer bearing alkoxysilane groups and cosmetic use thereof|
    BR112018012687A| BR112018012687A2|2015-12-22|2016-12-16|cosmetic process for the treatment of keratin materials, composition, kit and polymer|
    CN201680075593.5A| CN108472507A|2015-12-22|2016-12-16|With the block polymer of alkoxysilane groups and its cosmetic use|
    US16/063,557| US20190000739A1|2015-12-22|2016-12-16|Block polymer bearing alkoxysilane groups and cosmetic use thereof|
    KR1020187020797A| KR20180096735A|2015-12-22|2016-12-16|Block polymer having an alkoxysilane group and its use for cosmetic use|
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