• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
  • 同族专利
  • 引用文献
  • 法律状态
  • 优先权
    • 专利摘要:
    The invention relates to a cosmetic process for the care or makeup of keratinous materials, comprising the sequential application on the keratin materials of a cosmetic composition comprising a block polymer of maleic anhydride and of a polyamine compound, said block polymer comprising: first block having a glass transition temperature (Tg) greater than or equal to 40 ° C 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 crosslinked polymer obtained by the reaction of said polymer sequenced with said polyamine compound. 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:FR3045377A1
    申请号:FR1563104
    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 process for the cosmetic treatment of keratin materials using a block polymer of maleic anhydride and a polyamine compound, and a kit for carrying out said method.
    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 polyamine 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) such as, for example, 2-octylethanol, the process according to the invention makes it possible to obtain a film-forming deposit. having good holding properties, no transfer, no stickiness, good resistance to water, oil, sebum.
    This block polymer maleic anhydride associated with said polyamine compound forms a film-forming deposit suitable for the makeup of the skin or lips or eyelashes such as foundations, lipsticks, mascaras, or even for fixing hair.
    More specifically, the subject of the present invention is a treatment method, in particular a cosmetic process, in particular a skincare or makeup method, and keratinous materials comprising the sequential application on the keratin materials of a composition, in particular a cosmetic composition comprising a polymer. sequenced maleic anhydride and a polyamine compound comprising several primary amine groups and / or secondary amine, or a cosmetic composition containing it, said block polymer comprising: at least a first sequence having a glass transition temperature (Tg) greater than or equal to 40 ° C and obtained from at least one (meth) acrylate monomer of formula CH2 = C (R1) -COOR2 in which R1 represents H or a methyl radical, R2 represents a C4 to C12 cycloalkyl group ; 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 method according to the invention is suitable for the care or makeup of keratin materials such as skin, lips, eyelashes, hair, nails.
    The method according to the invention is also suitable for shaping the hair, in particular styling. The fixing of the hair has a good resistance to water. The subject of the invention is also a kit comprising a first composition comprising, in a physiologically acceptable medium, said block polymer of maleic anhydride as described above and a second composition comprising, in a physiologically acceptable medium, said polyamine compound such as described above, 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 process for treating keratin materials 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:
    ojj being the mass fraction of the monomer i in the sequence under consideration and Tg, being 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 the formula CH 2 = C (R 1) -COOR 3 in which R 1 represents H or a methyl radical, R3 representing a linear or branched C1-C6 unsubstituted alkyl group, with the exception of the tert-butyl group, or a methoxyethyl group.
    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 (I) (hereinafter referred to as silicone monomer):
    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.
    The monomer (I) 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 (I) 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 sequence, the first block representing between 65 and 75% by weight of the polymer, and in particular 70% by weight, and maleic anhydride representing 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 sequence, the first block representing between 65 and 75% by weight of the polymer, and in particular 70% by weight, and maleic anhydride representing 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 in particular 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 ! 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: a portion of the polymerization solvent and a portion of the polymer are poured into the reactor; initiator, which mixture 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 ormule 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 tray, - 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.
    The polyamine compound used in the process according to the invention is chosen from polyamino compounds having several primary amine and / or secondary amine groups.
    According to a first embodiment of the invention, the polyamine compound is a compound comprising from 2 to 20 carbon atoms, in particular a non-polymeric compound. By non-polymeric compound is meant a compound which is not directly obtained by a polymerization reaction of monomers. The polyamine compound is preferably a diamine compound.
    Polyamino compounds that may be mentioned include N-methyl-1,3-diaminopropane, N-propyl-1,3-diaminopropane, N-isopropyl-1,3-diaminopropane and N-cyclohexyl-1,3-diaminopropane. (3-aminopropylamino) ethanol, 3- (2-aminoethyl) aminopropylamine, bis (3-aminopropyl) amine, methyl bis (3-aminopropyl) amine, N- (3-aminopropyl) -1,4- diaminobutane, N, N-dimethyldipropylene triamine, 1,2-bis (3-aminopropylamino) ethane, N, N'-bis (3-aminopropyl) -1,3-propanediamine, ethylene diamine, 1, 3-propylenediamine, 1,4-butylenediamine, lysine, cystamine, xylene diamine, tris (2-aminoethyl) amine, spermidine. Preferably, the amine compound is chosen from ethylene diamine, 1,3-propylenediamine and 1,4-butylenediamine. Preferably, the polyamine compound is ethylene diamine.
    According to a second embodiment, the polyamine compound may be chosen from amino polymers.
    The amino polymer may have a weight average molecular weight ranging from 500 to 1,000,000, preferably from 500 to 500,000, and preferably from 500 to 100,000.
    Amine polymers that may be used include poly (C 2 -C 5 alkyleneimines), and in particular polyethyleneimines and polypropyleneimines, especially poly (ethylene imines) (for example that sold under the reference 46,852-3 by the company Aldrich Chemical ); poly (allylamine) (for example that sold under the reference 47,913-6 by Aldrich Chemical); polyvinylamines and their copolymers, especially with vinylamides; mention may in particular be made of vinylamine / vinylformamide copolymers such as those sold under the name Lu ΡΑΜΙ N® 9030 by the company BASF; polyamino acids having NH 2 groups such as polylysine, for example that sold by JNC Corporation (formerly Chisso); dextran amino, such as that sold by CarboMer Inc; polyvinyl amino alcohol such as that sold by CarboMer Inc., copolymers based on acrylamidopropylamine; chitosan;
    Polydimethylsiloxanes comprising primary amino groups at the end of the chain or on side chains, for example terminal or lateral aminopropyl groups, for example those of formula (A) or (B) or (C):
    (AT)
    (B) H2NCH2CH2CH2-Si (CH3) 2-O- [Si (CH3) 2-O] n-Si (CH3) 2C4H9 (C) in formula (A): the value of n is such that the average molecular weight by weight of the silicone is between 500 and 55,000. Examples of aminosilicone (A) include those sold under the names "DMS-A11", "DMS-A12", "DMS-A15", "DMS-A12" and "DMS-A12". A21 "," DMS-A31 "," DMS-A32, "DMS-A35" by the company GELEST; Reference 481688 from Aldrich. in the formula (B), the values of n and m are such that the weight average molecular weight of the silcone is between 1000 and 55 000. Examples of silicone (B) include those sold under the names "AMS -132 "," AMS-152 "," AMS-162 "," AMS-163 "," AMS-191 "," AMS-1203 "by the company GELEST. in the formula (C), the value of n is such that the weight average molecular weight of the silicone is between 500 and 3000. Examples of silicone (C) include those sold under the names "MCR-A11 "MCR-A12" by the company GELEST. the amodimethicones of formula (D):
    (D) in which R, R 'and R ", which may be identical or different, each represent a C 1 -C 4 alkyl or hydroxyl group, A represents a C 3 alkylene group and m and n are such that the weight average molecular weight of the compound is between 5,000 and 500,000 approximately.
    Polyether amines, especially known under the reference JEFFAMINE from the company HUNSTMAN; and especially :
    Polyethylene glycol and / or polypropylene glycol α, ω-diamine (end-amine functional) such as those sold under the names JEFFAMINE D-230, D-400, D-2000, D-4000, ED-600, ED-9000 , ED-2003.
    Poly (α-diamine) polytetrahydrofuran (or polytetramethylene glycol), α, β-diamine polybutadienes;
    Polyamidoamine dendrimers (PANAM) with terminal amine functions.
    Poly (meth) acrylates or poly (meth) acrylamides bearing primary or secondary secondary amine functions such as poly (3-aminopropyl) methacrylamide, poly (2-aminoethyl) methacrylate.
    As aminated polymer, polydimethylsiloxanes comprising primary amine groups at the end of the chain or on side chains are preferably used. Preferentially, the polydimethylsiloxanes comprising aminopropyl end groups comprising end-chain.
    Advantageously, the polyamino compounds used in the process according to the invention are chosen from ethylene diamine, the polydimethylsiloxanes comprising primary amine groups at the end of the chain or on side chains.
    Preferably, the polyamino compounds used in the process according to the invention are chosen from ethylene diamine, the polydimethylsiloxanes comprising aminopropyl terminal groups at the end of the chain.
    Advantageously, the polyamine compound is used in a molar ratio of the amino group of the polyamine compound / maleic anhydride group of the ethylene 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 polyamine compound in contact with the block polymer reacts with the maleic anhydride functions to form a crosslinked polymer, for example as follows:
    Scheme I
    Such a crosslinked polymer is new and is therefore also the object of the present invention.
    The crosslinked polymer is thus likely to be obtained by reaction of said polyamine compound with the block polymer of maleic anhydride described above. Some or all of the anhydride groups react with the NH or NH 2 group of the polyamine compound and form a unit having an amide group and a carboxylic acid group as described in Scheme I.
    The composition used according to the invention is generally suitable for topical application to keratin materials and therefore generally comprises a physiologically acceptable medium, that is to say a medium compatible with keratin materials of human beings. 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 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 R ^ OORa wherein R ^ represents the residue of a linear or branched fatty acid having from 1 to 40 carbon atoms and R2 represents a particularly branched hydrocarbon chain containing from 1 to 40 carbon atoms provided that R ^ + R2 is> 10, such as, for example, purcellin oil (cetostearyl octanoate), isopropyl myristate, isopropyl palmitate, C12-C15 alcohol benzoates, hexyl laurate, adipate, and the like. diisopropyl, isononyl isononanoate, 2-ethyl hexyl palmitate, isostearyl isostearate, 2-hexyl decyl laurate, 2-octyl decyl palmitate, 2-octyl myristate, dodecyl, heptanoates, octanoates, decan oates 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 used according to the invention may comprise a cosmetic additive chosen from fragrances, preservatives, fillers, UV filters, oils, waxes, surfactants, moisturizers, vitamins, ceramides, antioxidants, agents and the like. anti free radicals, polymers, thickeners, dyestuffs.
    The composition used 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 used according to the invention is a skin care composition.
    The composition used according to the invention may be a makeup composition such as a foundation, a lipstick or a liner.
    According to one embodiment, the composition used 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 a hair fixing composition.
    According to one embodiment, the composition used 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.
    According to a first embodiment of the process according to the invention, a composition, in particular a cosmetic composition comprising the block polymer, is first applied to the keratin materials, and then said polyamine compound or a cosmetic composition containing it is applied. The application of the polyamine compound may be carried out after a time of between 5 minutes and one hour after having applied the block polymer to the keratin materials.
    According to a second embodiment of the process according to the invention, the said polyamine compound or a cosmetic composition containing it is firstly applied to the keratin materials, and then the composition, in particular the cosmetic composition, comprising the block polymer is applied. The application of the sequenced polymer may be carried out after a time of between 5 minutes and one hour after having applied said polyamine compound to the keratin materials. 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) and a top coat composition containing the diamino silicone poly (dimethylsiloxane) bis α, ω (3-aminopropyl) Mn -2,500 (from Sigma) described herein have been prepared. -Dessous.
    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 diamino silicone (Examples 3, 5; 7) form a homogeneous film which is non-sticky and does not transfer to the finger, and which is resistant to water, oil and sebum while the sole application of the polymer 1 (Examples 2, 4; 6) forms a deposit much more tacky and transfer on the finger and having a lower resistance to water, oil and sebum.
    Thus, the non-tacky and non-contacting aspect of the finger, as well as the resistance of the film in contact with olive oil and sebum are markedly improved with the application of the top coat composition containing the diamino silicone.
    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 oil and sebum, thus having good strength.
    The compositions of Example 7 applied to the skin thus make it possible to obtain a makeup that is non-tacky, non-transferable and resistant to oil and sebum, thus having good strength.
    权利要求:
    Claims (35)
    [1" id="c-fr-0001]
    1. Process for the cosmetic treatment of keratin materials comprising the sequential application on the keratin materials of a cosmetic composition comprising a block polymer of maleic anhydride and of a polyamine compound having several primary amine and / or secondary amine groups or a cosmetic composition containing it, said block polymer comprising: at least 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 formula CH2 = Wherein R1 is H or methyl, R2 is C4-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.
    [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 at least one methacrylate monomer of formula CH2 = C (CH3) -COOR'2 in which R'2 represents a C4 to C12 cycloalkyl group; and optionally an additional monomer chosen from linear or branched C 8 -C 22 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. Method according to any one of the preceding claims, characterized in that the second block of the sequenced polymer comprises an additional silicone monomer of formula (I):

    in which: R8 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 the polyamine compound comprises from 2 to 20 carbon atoms.
    [14" id="c-fr-0014]
    14. Process according to any one of the preceding claims, characterized in that the polyamine compound is chosen from N-methyl-1,3-diaminopropane, N-propyl-1,3-diaminopropane and N-isopropyl 1. 3-diaminopropane, N-cyclohexyl 1,3-diaminopropane, 2- (3-aminopropylamino) ethanol, 3- (2-aminoethyl) aminopropylamine, bis (3-aminopropyl) amine, methyl bis (3-aminopropyl) amine, N- (3-aminopropyl) -1,4-diaminobutane, N, N-dimethyldipropylene triamine, 1,2-bis (3-aminopropylamino) ethane, N, N'-bis (3-aminopropyl) 1,3-propanediamine, ethylene diamine, 1,3-propylenediamine, 1,4-butylenediamine, lysine, cystamine, xylene diamine, tris (2-aminoethyl) amine, spermidine; preferably from ethylene diamine, 1,3-propylenediamine, 1,4-butylenediamine; preferentially is ethylene diamine.
    [15" id="c-fr-0015]
    15. Method according to one of claims 1 to 12, characterized in that the polyamine compound is chosen from amino polymers, especially having a weight average molecular weight ranging from 500 to 1,000,000, preferably from 500 to 500 000, and preferably ranging from 500 to 100 000.
    [16" id="c-fr-0016]
    16. Process according to the preceding claim, characterized in that the polyamine compound is chosen from poly (C2-C6 alkylene imines), and in particular polyethyleneimines and polypropyleneimines, especially poly (ethyleneimine); poly (allylamine); polyvinylamines and their copolymers, especially with vinylamides; vinylamine / vinylformamide copolymers; polyamino acids having NH 2 groups such as polylysine; dextran amino; polyvinyl amino alcohol, copolymers based on acrylamidopropylamine; chitosan; polydimethylsiloxanes comprising primary amino groups at the end of the chain or on side chains, for example terminal or lateral aminopropyl groups, for example those of formula (A) or (B) or (C):



    (B) H2NCH2CH2CH2-Si (CH3) 2-O- [Si (CH3) 2-O] n-Si (CH3) 2C4H9 (C) with: in formula (A): the value of n is such that the weight Molecular weight average molecular weight of the silicone is between 500 and 55,000. In the formula (B), the values of n and m are such that the weight average molecular weight of the silicone is between 1,000 and 55,000. formula (C), the value of n is such that the weight average molecular weight of the silicone is between 500 and 3000; the amodimethicones of formula (D):

    wherein R, R 'and R ", which may be identical or different, each represent a C1-C4 alkyl or hydroxyl group, A represents a C3 alkylene group and m and n are such that the weight average molecular weight of the compound is from about 5,000 to about 500,000 polyethers diamines, and especially polyethylene glycol and / or polypropylene glycol α, ω-diamine, polytetrahydrofuran (or polytetramethylene glycol) α, ω-diamine, α, ω-diamine polybutadienes, polyamidoamine dendrimers, and end-amine functional groups, poly (meth) acrylates or poly (meth) acrylamides bearing primary or secondary secondary amine functional groups such as poly (3-aminopropyl) methacrylamide, poly (2-aminoethyl) methacrylate, preferably polydimethylsiloxanes comprising primary amine groups at the end of the chain or on side chains, preferentially the polydimethylsiloxanes comprising at the end of the chain aminop end groups ropyl.
    [17" id="c-fr-0017]
    17. Method according to any one of the preceding claims, characterized in that the polyamine compound is used in a molar ratio amino group of the polyamine compound / maleic anhydride group of the block polymer ranging from 0.01 to 10, preferably ranging from from 0.1 to 5, preferentially ranging from 0.1 to 2, and more preferably ranging from 0.1 to 1.
    [18" id="c-fr-0018]
    18. 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.
    [19" id="c-fr-0019]
    19. Process according to any one of claims 1 to 18, characterized in that the composition comprising the block polymer of maleic anhydride is then applied to the keratin materials and then the polyamine compound or a composition containing containing and comprising a physiologically acceptable medium.
    [20" id="c-fr-0020]
    20. Process according to any one of Claims 1 to 18, characterized in that the amine compound or a composition containing it and comprising a physiologically acceptable medium is applied to the keratin materials, and then the composition comprising the maleic anhydride acrylic polymer.
    [21" id="c-fr-0021]
    21. 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.
    [22" id="c-fr-0022]
    22. A block polymer comprising: 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 CH2 = C (R1) - 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 = Wherein R 1 is H or methyl, R 3 is unsubstituted C 1 -C 6 alkyl; linear or branched, with the exception of the tert-butyl group, or a methoxyethyl group.
    [23" id="c-fr-0023]
    23. Polymer according to the preceding claim, characterized in that the first block is obtained from at least one acrylate monomer of formula CH 2 = CH-COOR 2 in which R 2 represents a C 4 to C 12 cycloalkyl group, and at least one 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 C3-C22 alkyl (meth) acrylates.
    [24" id="c-fr-0024]
    24. Polymer according to the preceding claim, characterized in that for the first sequence said acrylate monomer and said methacrylate monomer are in acrylate / methacrylate mass proportions of between 30:70 and 70:30, preferably between 40: 60 and 60: 40, especially between 45: 55 and 55:45.
    [25" id="c-fr-0025]
    25. Polymer according to one of claims 22 to 24, characterized in that the first block is obtained by polymerization of isobornyl methacrylate and isobornyl acrylate.
    [26" id="c-fr-0026]
    26. Polymer according to any one of claims 22 to 25, characterized in that the proportion of the first block ranges from 60 to 80% by weight of the polymer, more preferably from 65 to 75%.
    [27" id="c-fr-0027]
    27. Polymer according to any one of claims 22 to 26, characterized in that the second block comprises a monomer selected from isobutyl acrylate, ethyl acrylate, n-butyl acrylate, methoxyethyl acrylate, or mixtures thereof, and preferably isobutyl acrylate.
    [28" id="c-fr-0028]
    28. Polymer according to any one of claims 22 to 27, characterized in that for the second block 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.
    [29" id="c-fr-0029]
    29. Polymer according to any one of claims 22 to 28, characterized in that the second block comprises an additional silicone monomer of formula (I):

    in which: - Re 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-10 denotes a linear or branched alkyl group having from 1 to 10 carbon atoms, especially from 2 to 8 carbon atoms; preferably methyl, ethyl, propyl, butyl or pentyl; n denotes an integer ranging from 1 to 300, preferably ranging from 3 to 200, and preferably ranging from 5 to 100.
    [30" id="c-fr-0030]
    30. Polymer according to any one of claims 22 to 29, characterized in that the proportion of the second block ranges from 20 to 40% by weight of the polymer, more preferably from 25 to 35% by weight.
    [31" id="c-fr-0031]
    31. Polymer according to one of claims 22 to 30, characterized in that it 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.
    [32" id="c-fr-0032]
    32. Polymer according to one of claims 22 to 31, characterized in that it has a polydispersity index is greater than 2, preferably ranging from 3 to 11.
    [33" id="c-fr-0033]
    33. Composition comprising in a physiologically acceptable medium a block polymer according to one of claims 22 to 32.
    [34" id="c-fr-0034]
    34. Kit comprising a first composition comprising a block polymer of maleic anhydride as defined in one of claims 22 to 32 and comprising a physiologically acceptable medium, and a second composition comprising a polyamine compound having several primary amine groups and / or secondary amine and comprising a physiologically acceptable medium, the first and second compositions being each packaged in a separate package.
    [35" id="c-fr-0035]
    35. Polymer obtainable by reaction of an acrylic polymer of maleic anhydride as defined in any one of claims 22 to 32 with a polyamine compound having several primary amine groups and / or secondary amine.
    类似技术:
    公开号 | 公开日 | 专利标题
    FR3045377A1|2017-06-23|PROCESS FOR THE COSMETIC TREATMENT OF KERATINIC MATERIALS
    FR3045362A1|2017-06-23|PROCESS FOR THE COSMETIC TREATMENT OF KERATINIC MATERIALS WITH AN ETHYLENE POLYMER OF MALEIC ANHYDRIDE
    FR3064913A1|2018-10-12|HAIR COLORING PROCESS USING PIGMENT, AND ACRYLIC POLYMER OF MALEIC ANHYDRIDE AND AMINO COMPOUND
    FR3045378A1|2017-06-23|SEQUENCE POLYMER WITH ALCOXYSILANE GROUPS AND USE THEREOF IN COSMETICS
    FR3045366A1|2017-06-23|PHOSPHONIC ETHYLENE POLYMER AND COSMETIC APPLICATIONS THEREOF
    EP3161026B1|2018-10-10|Phosphonic copolymer and use thereof in the cosmetics field
    EP3393432B1|2020-04-15|Cosmetic process for treating keratin materials with an acrylic polymer bearing maleic anhydride groups
    FR3045614A1|2017-06-23|SEQUENCE POLYMER WITH PHOSPHONIC ACID GROUPS AND COSMETIC APPLICATIONS
    EP3212158B1|2018-11-28|Acrylic polymer comprising alkoxysilane groups and cosmetic uses thereof
    WO2016102191A1|2016-06-30|Dispersion of polymer particles in a non-aqueous medium and cosmetic use thereof
    EP1699873A1|2006-09-13|Cosmetic application of rod-coil polymers
    EP3201247B1|2019-02-27|Acrylic polymer of maleic anhydride and use thereof in cosmetics
    FR3045363A1|2017-06-23|PROCESS FOR TREATING KERATIN FIBERS WITH A MALEIC ANHYDRIDE-GROUP ETHYLENE POLYMER AND A POLYOL
    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
    FR3052973A1|2017-12-29|Dispersion of polymer particles in a non-aqueous medium and use in cosmetics
    WO2020074720A1|2020-04-16|Method for treating keratin materials using an acrylic anhydride polymer in oily dispersion and an amine compound
    FR3045374A1|2017-06-23|PROCESS FOR TREATING KERATIN FIBERS WITH A MALEIC ANHYDRIDE-GROUP ACRYLIC POLYMER AND A POLYOL
    同族专利:
    公开号 | 公开日
    KR20180096739A|2018-08-29|
    EP3393588A1|2018-10-31|
    CN108472508A|2018-08-31|
    US20180369127A1|2018-12-27|
    WO2017108593A1|2017-06-29|
    FR3045377B1|2020-01-03|
    BR112018012848A2|2018-12-04|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    FR2860157A1|2003-09-26|2005-04-01|Oreal|The use of a triblock film forming, non-elastomeric, ethylenic copolymer in a cosmetic composition used to reduce wrinkles by tensioning the skin|
    FR2931068A1|2008-05-19|2009-11-20|Oreal|Composition, useful for makeup and care of keratin material, preferably lips, comprises copolymer having first sequence and second sequence and pasty compound having polyester ester, vinyl polyester and/or vinylpyrrolidone copolymer|
    FR2945942A1|2009-06-01|2010-12-03|Oreal|Cosmetic composition, useful for make up and/or care of keratin material, preferably lips or skin, comprises sequenced ethylene copolymer containing first sequence and second sequence and non-volatile hydrocarbon ester oil, in medium|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|
    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|
    WO2021123345A1|2019-12-20|2021-06-24|L'oreal|Process for colouring keratin materials using a particular oily dispersion and at least two amine compounds that are different from each other|
    WO2021167805A1|2020-02-19|2021-08-26|L'oreal|Two-step reactive lip system|
    FR3108257A1|2020-03-20|2021-09-24|L'oreal|TWO-STEP REACTIVE LIP SYSTEM|
    FR3108256A1|2020-03-23|2021-09-24|L'oreal|REACTIVE TWO-STEP LIP SYSTEM|FR2829387B1|2001-09-11|2005-08-26|Oreal|COSMETIC COMPOSITIONS CONTAINING A METHACRYLIC ACID COPOLYMER, A DIMETHICONE AND A CATIONIC POLYMER AND USES THEREOF|
    FR2832719B1|2001-11-29|2004-02-13|Oreal|ADHESIVE SEQUENCE ETHYLENIC COPOLYMERS, COSMETIC COMPOSITIONS CONTAINING THEM, AND USE OF SUCH COPOLYMERS IN COSMETICS|
    CN1708279A|2002-09-26|2005-12-14|莱雅公司|Glossy non-transfer composition comprising a block polymer|
    FR2871470B1|2004-06-11|2007-01-12|Oreal|GRADIENT COPOLYMER, COMPOSITION AND COSMETIC PROCESS FOR MAKE-UP OR CARE|
    FR2988602B1|2012-03-27|2014-09-05|Oreal|COSMETIC PROCESS OF CARE AND / OR MAKE-UP OF KERATINIC MATERIALS|
    法律状态:
    2016-11-11| PLFP| Fee payment|Year of fee payment: 2 |
    2017-06-23| PLSC| Search report ready|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
    FR1563104|2015-12-22|
    FR1563104A|FR3045377B1|2015-12-22|2015-12-22|COSMETIC PROCESSING PROCESS FOR KERATINIC MATERIALS|FR1563104A| FR3045377B1|2015-12-22|2015-12-22|COSMETIC PROCESSING PROCESS FOR KERATINIC MATERIALS|
    US16/063,440| US20180369127A1|2015-12-22|2016-12-16|Cosmetic process for treating keratin materials|
    CN201680075592.0A| CN108472508A|2015-12-22|2016-12-16|Cosmetic method for handling keratin material|
    PCT/EP2016/081342| WO2017108593A1|2015-12-22|2016-12-16|Cosmetic process for treating keratin materials|
    BR112018012848A| BR112018012848A2|2015-12-22|2016-12-16|cosmetic process, block polymer, composition, kit and polymer|
    EP16809853.1A| EP3393588A1|2015-12-22|2016-12-16|Cosmetic process for treating keratin materials|
    KR1020187020814A| KR20180096739A|2015-12-22|2016-12-16|A cosmetic method for treating keratin materials|
    [返回顶部]