WO2015022259A1 - Composition comprenant un silane et un polymère épaississant spécifique - Google Patents

Composition comprenant un silane et un polymère épaississant spécifique Download PDF

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WO2015022259A1
WO2015022259A1 PCT/EP2014/066995 EP2014066995W WO2015022259A1 WO 2015022259 A1 WO2015022259 A1 WO 2015022259A1 EP 2014066995 W EP2014066995 W EP 2014066995W WO 2015022259 A1 WO2015022259 A1 WO 2015022259A1
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composition
group
composition according
weight
polymers
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PCT/EP2014/066995
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Dorothée Pasquet
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L'oreal
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8176Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585Organosilicon compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48Thickener, Thickening system

Definitions

  • the present invention relates to a composition for treating keratin fibres, in particular human keratin fibres such as the hair, comprising one or more particular thickening polymers and one or more particular silanes.
  • the invention also relates to a cosmetic process for treating keratin fibres, especially a process for fixing and/or shaping keratin fibres using the abovementioned composition.
  • the invention relates to the use of the said composition for treating the hair, and in particular for styling the fibres, i.e. shaping and/or fixing the hairstyle.
  • the hair compositions that are the most widespread on the cosmetic market consist essentially of a solution, which is usually alcoholic or aqueous- alcoholic, and of one or more polymers, known as fixing polymers, which are generally film-forming polymers. These polymers thus have the function of making welds between the hairs so as to be able to fix the hairstyle in the desired shape.
  • fixing polymers are usually formulated as a mixture with various cosmetic adjuvants such as thickening polymers, which are generally anionic or nonionic.
  • Styling products may be in the form of gels, sera or foams that are generally applied to wet hair. To shape and fix the hairstyle, blow-drying or drying is then performed.
  • styling products must especially be able to be spread onto the head of hair without leaving a tacky or dragging sensation during application.
  • styling products usually have the drawback of spreading poorly on the head of hair and of forming a dry, crumbly film, which, firstly, gives the hair a cosmetically unsatisfactory coarse feel, and, secondly, limits the hold of the hairstyle over time.
  • Patent EP 2 213 334 in particular describes a composition comprising an alkoxysilane bearing a basic function combined with a microbial gum.
  • Patent FR 2 910 276 moreover describes a composition comprising an alkoxysilane comprising a solubilizing functional group combined with a cationic polymer.
  • the fixing power of these compositions is occasionally insufficient in terms of intensity of fixing and of durability, and the working properties are unsatisfactory especially in terms of ease of application.
  • the cosmetic level is not always satisfactory either, especially in terms of feel.
  • thickeners are incompatible with alkoxysilanes, which prevents thickened compositions from being obtained with these thickeners.
  • compositions for treating the hair, especially for styling the hair which are especially thickened, which spread well onto the head of hair, which make it possible to obtain long-lasting fixing of the hairstyle and which give improved cosmetic properties while at the same time providing a good level of fixing so as to obtain satisfactory shaping and/or hold of the hairstyle.
  • the Applicant has discovered that by combining at least one thickening polymer comprising units derived from vinylpyrrolidone, vinylimidazole, 3-methyl-1 - vinylimidazolium chloride and methacrylic acid and at least one particular silane, it is possible to obtain hair styling compositions with improved working qualities and improved styling performance.
  • composition comprising:
  • one or more optionally salified thickening polymers comprising units derived from vinylpyrrolidone, vinylimidazole, 3-methyl-1 -vinylimidazolium chloride and methacrylic acid;
  • Ri is a linear or branched, saturated or unsaturated, cyclic or acyclic Ci-C 6 hydrocarbon-based chain substituted with a group chosen from the following groups:
  • R C 1 -C 2 0 and especially C 1 -C6 alkyl optionally substituted with a radical comprising a silicon atom, C3-C40 cycloalkyl or C 6 -C 3 o aromatic),
  • Ri possibly being interrupted with a heteroatom (O, S or NH) or a carbonyl group
  • R 2 and R 3 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 0 to 3
  • x denotes an integer ranging from 0 to 2
  • compositions that may be obtained by mixing two compositions, one comprising one or more compounds of formula (I) and/or oligomers thereof and the other comprising one or more optionally salified thickening polymers comprising units derived from vinylpyrrolidone, vinylimidazole, 3- methyl-1 -vinylimidazolium chloride and methacrylic acid.
  • compositions especially in cream or gel form, which are easy to apply, which have an improved styling effect and an improved hair-densifying effect and which give the hair long-lasting volume, while at the same time providing a good level of cosmetic fixing.
  • a subject of the invention is also a process for treating keratin fibres such as the hair, which consists in applying thereto the composition as defined previously.
  • a subject of the invention is also the use of the composition as defined previously, for treating keratin fibres and especially for holding and/or fixing the hair.
  • the composition comprises one or more silanes corresponding to formula (I) and/or oligomers thereof.
  • oligomer means the polymerization products of the compounds of formula (I) comprising from 2 to 10 silicon atoms.
  • F3 ⁇ 4 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably the ethyl group.
  • R3 represents an alkyl group comprising from 1 to 4 carbon atoms, better still a linear alkyl group comprising from 1 to 4 carbon atoms, and preferably methyl or ethyl groups.
  • i is an acyclic chain.
  • the compound of formula (I) comprises only one silicon atom in its structure.
  • Ri represents an alkyl group, and even more preferentially a linear alkyl group, comprising from 1 to 6 carbon atoms or a CrC 6 aminoalkyl group.
  • z ranges from 1 to 3. Even more preferentially, z is equal to 3.
  • the composition comprises at least one compound of formula (I) chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3-aminopropylmethyldiethoxysilane, N-(2-aminoethyl)-3- aminopropyltriethoxysilane, 3-(m-aminophenoxy)propyltrimethoxysilane, p- aminophenyltrimethoxysilane and N-(2- aminoethylaminomethyl)phenethyltrimethoxysilane, better still from 3- aminopropyltriethoxysilane (APTES), 3-aminoethyltriethoxysilane (AETES), 3- aminopropylmethyldiethoxysilane and N-(2-aminoethyl)-3-aminopropyltriethoxysilane or oligomers thereof, and, preferably, the silane is chosen from 3-amino
  • silane(s) of formula (I) and/or oligomers thereof may be present in the composition according to the invention in a content ranging from 0.1 % to 30% by weight, more preferentially from 0.2% to 20% by weight, better still from 0.5% to 10% by weight and even better still from 0.8% to 8% by weight relative to the total weight of the composition.
  • the composition comprises one or more optionally salified thickeners, comprising units derived from vinylpyrrolidone, vinylimidazole, 3- methyl-1 -vinylimidazolium chloride and methacrylic acid.
  • thickening polymer(s) used in the composition according to the invention are chosen from copolymers comprising in their structure units derived from vinylpyrrolidone, vinylimidazole, 3-methyl-1-vinylimidazolium chloride and methacrylic acid.
  • the copolymers are obtained after the polymerization of a monomer mixture comprising vinylpyrrolidone, vinylimidazole, 3-methyl-1 - vinylimidazolium chloride and methacrylic acid.
  • the thickening polymers according to the invention may be crosslinked.
  • the thickening polymers according to the invention may be salified.
  • the counterions may be chosen from ions derived from alkali metals or alkaline-earth metals, ammonium ions or ions derived from organic amines.
  • the thickening polymer used in the composition is especially Polyquaternium-86 sold under the name Luvigel Advanced by the company BASF.
  • the thickening polymer(s) comprising units derived from vinylpyrrolidone, vinylimidazole, 3-methyl-1-vinylimidazolium chloride and methacrylic acid may be present in the composition in a content ranging from 0.05% to 20% by weight, preferably in a content ranging from 0.1 % to 10% by weight and more preferentially in a content ranging from 0.2% to 5% by weight relative to the total weight of the composition.
  • composition according to the invention may optionally comprise one or more fixing polymers.
  • the term "fixing polymer” means any polymer that is capable, by application to the hair, of giving a shape to the head of hair or of holding the hair in an already acquired shape.
  • the fixing polymer(s) used are chosen from ionic, especially anionic, cationic or amphoteric, and nonionic fixing polymers, and mixtures thereof.
  • the fixing polymer(s) are different from the thickening polymer(s) of the invention.
  • Anionic polymers that may be mentioned include polymers containing groups derived from carboxylic, sulfonic or phosphoric acids, and having a number-average molecular mass of between 500 and 5 000 000.
  • the carboxylic groups are provided by unsaturated monocarboxylic or dicarboxylic acid monomers, such as those conforming to the formula:
  • n is an integer from 0 to 10
  • A denotes a methylene group which is optionally connected to the carbon atom of the unsaturated group or to the neighbouring methylene group when n is greater than 1 , via a heteroatom such as oxygen or sulfur
  • Ri denotes a hydrogen atom or a phenyl or benzyl group
  • R 2 denotes a hydrogen atom, an alkyl group containing 1 to 4 carbon atoms, or a carboxyl group
  • R3 denotes a hydrogen atom, an alkyl group containing 1 to 4 carbon atoms, or a -CH 2 - COOH, phenyl or benzyl group.
  • the alkyl group comprising from 1 to 4 carbon atoms may in particular denote methyl and ethyl groups.
  • anionic fixing polymers containing carboxylic or sulfonic groups that are preferred are:
  • copolymers of acrylic acid and of a C1-C4 alkyl methacrylate, methacrylic acid/acrylic acid/ethyl acrylate/methyl methacrylate copolymers in particular Amerhold DR 25 sold by the company Amerchol, methacrylic acid/ethyl acrylate copolymers, especially as an aqueous dispersion, such as Luviflex Soft and Luvimer MAE sold by the company BASF, and copolymers based on hydroxy esters such as Acudyne 180 from the company Rohm & Haas.
  • anionic fixing polymer from this class, mention may also be made of the branched sequenced anionic butyl acrylate/acrylic acid/methacrylic acid polymer sold under the name Fixate G-100 L by the company Lubrizol (INCI name AMP- Acrylates/Allyl Methacrylate Copolymer).
  • Copolymers derived from crotonic acid such as those including in their chain vinyl propionate or acetate units, and optionally other monomers such as allyic or methallylic esters, vinyl ethers or vinyl esters of a linear or branched, saturated carboxylic acid with a long hydrocarbon-based chain, such as those containing at least 5 carbon atoms, it being possible optionally for these polymers to be grafted and crosslinked, or else a vinyl, allyic or methallylic ester of an a- or ⁇ -cyclic carboxylic acid.
  • crotonic acid such as those including in their chain vinyl propionate or acetate units
  • other monomers such as allyic or methallylic esters, vinyl ethers or vinyl esters of a linear or branched, saturated carboxylic acid with a long hydrocarbon-based chain, such as those containing at least 5 carbon atoms, it being possible optionally for these polymers to be grafted and crosslinked, or else a vinyl,
  • Polymers also falling within this category are the copolymers of maleic, citraconic and/or itaconic anhydrides and of an allylic or methallylic ester optionally comprising an acrylamide or methacrylamide group, an ⁇ -olefin, acrylic or methacrylic esters, acrylic or methacrylic acids or vinylpyrrolidone in their chain, the anhydride functions being monoesterified or monoamidated.
  • allylic or methallylic ester optionally comprising an acrylamide or methacrylamide group, an ⁇ -olefin, acrylic or methacrylic esters, acrylic or methacrylic acids or vinylpyrrolidone in their chain, the anhydride functions being monoesterified or monoamidated.
  • Polymers comprising sulfonic groups. These polymers may be polymers comprising vinylsulfonic, styrenesulfonic, naphthalenesulfonic, acrylamidoalkylsulfonic or sulfoisophthalate units.
  • These polymers can in particular be chosen from:
  • the grafted silicone polymers used are preferably chosen from polymers containing a non-silicone organic backbone grafted with monomers containing a polysiloxane, polymers containing a polysiloxane backbone grafted with non-silicone organic monomers, and mixtures thereof.
  • Anionic polyurethanes possibly comprising silicone grafts and silicones containing hydrocarbon-based grafts.
  • fixing polyurethanes include, in particular, the dimethylolpropionic acid/isophorone diisocyanate/neopentyl glycol/polyesterdiol copolymer (also known under the name polyurethane-1 , INCI nomenclature) sold under the brand name Luviset® PUR by the company BASF, and the dimethylolpropionic acid/isophorone diisocyanate/neopentyl glycol/polyesterdiol/silicone diamine copolymer (also known under the name polyurethane-6, INCI nomenclature) sold under the brand name Luviset® Si PUR A by the company BASF.
  • the dimethylolpropionic acid/isophorone diisocyanate/neopentyl glycol/polyesterdiol/silicone diamine copolymer also known under the name polyurethane-6, INCI nomenclature
  • Avalure UR 450 Another anionic polyurethane that can also be used is Avalure UR 450.
  • polymers containing sulfoisophthalate groups such as the polymers AQ55 and AQ48 sold by the company Eastman.
  • the anionic polymers are preferably selected from copolymers of acrylic acid such as the acrylic acid/ethyl acrylate/N-tert-butylacrylamide terpolymers sold under the name Ultrahold Strong® by the company BASF, and methacrylic acid/ethyl acrylate copolymers, especially in aqueous dispersion, such as Luviflex Soft and Luvimer MAE, which are sold by the company BASF.
  • acrylic acid such as the acrylic acid/ethyl acrylate/N-tert-butylacrylamide terpolymers sold under the name Ultrahold Strong® by the company BASF
  • methacrylic acid/ethyl acrylate copolymers especially in aqueous dispersion, such as Luviflex Soft and Luvimer MAE, which are sold by the company BASF.
  • Copolymers derived from crotonic acid such as vinyl acetate/vinyl tert-butylbenzoate/crotonic acid terpolymers and crotonic acid/vinyl acetate/vinyl neododecanoate terpolymers, which are sold under the name Resin 28-29-30 by the company National Starch
  • the cationic fixing polymers that may be used according to the present invention are preferably chosen from polymers comprising primary, secondary, tertiary and/or quaternary amine groups forming part of the polymer chain or directly attached thereto, and having a molecular weight of between 500 and approximately 5 000 000 and preferably between 1000 and 3 000 000.
  • R 3 denotes a hydrogen atom or a CH 3 group
  • A is a linear or branched alkyl group containing from 1 to 6 carbon atoms, or a hydroxyalkyl group containing from 1 to 4 carbon atoms;
  • R 4 , R 5 and R 6 which may be identical or different, represent an alkyl group having from 1 to 18 carbon atoms, or a benzyl group;
  • Ri and R 2 which may be identical or different, each represent a hydrogen atom or an alkyl group having from 1 to 6 carbon atoms;
  • X denotes a methosulfate anion or a halide such as chloride or bromide.
  • the copolymers of class (1 ) further contain one or more units deriving from comonomers which may be selected from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen by C 1 -C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
  • comonomers which may be selected from the class of acrylamides, methacrylamides, diacetone acrylamides, acrylamides and methacrylamides substituted on the nitrogen by C 1 -C4 alkyl groups, groups derived from acrylic or methacrylic acids or esters thereof, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, and vinyl esters.
  • these copolymers of class (1 ) may include the following:
  • cationic guar gums preferably containing quaternary ammonium, such as those described in US patents 3 589 578 and 4 031 307, such as guar gums containing trialkylammonium cationic groups.
  • quaternary ammonium such as those described in US patents 3 589 578 and 4 031 307
  • guar gums containing trialkylammonium cationic groups Such products are sold in particular under the trade names Jaguar C13 S, Jaguar C 15 and Jaguar C 17 by the company Meyhall;
  • chitosans or salts thereof are more particularly the acetate, lactate, glutamate, gluconate or pyrrolidone carboxylate of chitosan.
  • the salts which can be used are more particularly the acetate, lactate, glutamate, gluconate or pyrrolidone carboxylate of chitosan.
  • cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives that are grafted with a water-soluble monomer containing a quaternary ammonium, and described in particular in patent US 4 131 576, such as hydroxyalkylcelluloses, such as hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses grafted in particular with a methacryloyloxyethyltrimethylammonium, methacrylamidopropyl trimethylammonium or dimethyldiallylammonium salt.
  • hydroxyalkylcelluloses such as hydroxymethyl-, hydroxyethyl- or hydroxypropylcelluloses grafted in particular with a methacryloyloxyethyltrimethylammonium, methacrylamidopropyl trimethylammonium or dimethyldiallylammonium salt.
  • the commercialized products which meet this definition are more particularly the products sold under the names Celquat L 200 and Celquat H 100 by the company National Starch.
  • amphoteric fixing polymers that can be used in accordance with the invention can be chosen from polymers comprising units B and C distributed randomly in the polymer chain, in which B denotes a unit deriving from a monomer comprising at least one basic nitrogen atom and C denotes a unit deriving from an acid monomer comprising one or more carboxylic or sulfonic groups, or alternatively B and C can denote groups deriving from carboxybetaine or sulfobetaine zwitterionic monomers; B and C can also denote a cationic polymer chain comprising primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups bears a carboxylic or sulfonic group connected via a hydrocarbon-based group, or alternatively B and C form part of a chain of a polymer containing an ethylenedicarboxylic unit in which one of the carboxylic groups has been made to react with a polyamine comprising one or more primary or secondary
  • amphoteric polymers corresponding to the definition given above that are more particularly preferred are chosen from the following polymers:
  • a monomer derived from a vinyl compound bearing a carboxylic group such as, more particularly, acrylic acid, methacrylic acid, maleic acid, a-chloroacrylic acid
  • a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as, more particularly, dialkylaminoalkyl methacrylate and acrylate, dialkylaminoalkyl methacrylamide and acrylamide.
  • the vinyl compound may also be a dialkyldiallylammonium
  • At least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids, and the product of quaternization of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
  • N-substituted acrylamides or methacrylamides which are more particularly preferred according to the invention are groups in which the alkyl groups contain from 2 to 12 carbon atoms, and more particularly N-ethylacrylamide, N-tert-butylacrylamide, N-tert-octylacrylamide, N-octylacrylamide, N-decylacrylamide, N-dodecylacrylamide, and also the corresponding methacrylamides.
  • the acidic comonomers are selected more particularly from acrylic, methacrylic, crotonic, itaconic, maleic and fumaric acids and also the alkyl monoesters having 1 to 4 carbon atoms of maleic or fumaric acid or anhydride.
  • the preferred basic comonomers are aminoethyl, butylaminoethyl, ⁇ , ⁇ '-dimethylaminoethyl and N-tert-butylaminoethyl methacrylates.
  • copolymers whose CTFA (4th edition, 1991 ) name is octylacrylamide/acrylates/butylaminoethyl methacrylate copolymer, such as the products sold under the name Amphomer® or Lovocryl® 47 by the company National Starch, are particularly used.
  • R 4 represents a divalent group derived from a saturated dicarboxylic acid, from a mono- or dicarboxylic aliphatic acid with an ethylenic double bond, from an ester of an alcohol containing 1 to 6 carbon atoms with these acids, or from a group deriving from the addition of any one of the said acids with a bis-primary amine or bis- secondary-derived amine
  • Z denotes a group of a bis-primary or mono- or bis- secondary polyalkylene-polyamine, and preferably represents: proportions of 60 mol% to 100 mol%, the group
  • polyaminoamines in proportions of 0 to 20 mol%, the group -NH-(CH2)6-NH- deriving from hexamethylenediamine, these polyaminoamines being crosslinked by addition of a difunctional crosslinking agent selected from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives, by means of 0.025 to 0.35 mol of crosslinking agent per amine group of the polyaminoamide, and being alkylated by the action of acrylic acid, chloroacetic acid or an alkane sultone or salts thereof.
  • a difunctional crosslinking agent selected from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives
  • the saturated carboxylic acids are preferably selected from acids having 6 to 10 carbon atoms, such as adipic acid, 2,2,4-trimethyladipic acid and 2,4,4-trimethyladipic acid, terephthalic acid, and acids having an ethylenic double bond, such as, for example, acrylic, methacrylic and itaconic acids.
  • the alkane sultones used in the alkylation are preferably propane sultone or butane sultone; the salts of the alkylating agents are preferably the sodium or potassium salts.
  • R 5 denotes a polymerizable unsaturated group, such as an acrylate, methacrylate, acrylamide or methacrylamide group
  • y and z each represent an integer from 1 to 3
  • R 6 and R 7 represent a hydrogen atom or a methyl, ethyl or propyl group
  • R 8 and R 9 represent a hydrogen atom or an alkyl group such that the sum of the carbon atoms in R 0 and Rn does not exceed 10.
  • the polymers comprising such units can also comprise units derived from non- zwitterionic monomers such as dimethyl- or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
  • Rn , R12 and R13 which may be identical or different, each represent a hydrogen atom, a methyl, hydroxyl, acetoxy or amino residue, a monoalkylamine residue or a dialkylamine residue that are optionally interrupted by one or more nitrogen atoms and/or optionally substituted with one or more amine, hydroxyl, carboxyl, alkylthio or sulfonic groups, an alkylthio residue in which the alkyl group bears an amino residue, at least one of the groups Rn , R i 2 and R13 being, in this case, a hydrogen atom;
  • R 14 represents a hydrogen atom or a CH 3 0, CH 3 CH 2 0, or phenyl group
  • Ri5 denotes hydrogen or a Ci -4 alkyl group such as methyl and ethyl
  • 6 denotes hydrogen or a C1-4 alkyl group such as methyl and ethyl
  • R 17 denotes a C1-4 alkyl group such as methyl and ethyl or a group conforming to the formula: -Ri 8 -N(Ri 6 )2, with R i8 representing a -CH 2 -CH 2 -, -CH2-CH2-CH2-, or -CH 2 -CH(CH 3 )- group and R 6 having the meanings given above,
  • E or E' which may be identical or different, denote a divalent group which is an alkylene group having a straight or branched chain that contains up to 7 carbon atoms in the main chain and is unsubstituted or substituted by hydroxyl groups, and may further comprise oxygen, nitrogen and sulfur atoms, 1 to 3 aromatic and/or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine and/or alkenylamine groups, hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or urethane groups.
  • E denotes the symbol E or E' and at least once E';
  • E having the meaning given above and E' is a divalent group that is an alkylene group with a straight or branched chain having up to 7 carbon atoms in the main chain, which is unsubstituted or substituted with one or more hydroxyl groups and containing one or more nitrogen atoms, the nitrogen atom being substituted with an alkyl chain that is optionally interrupted by an oxygen atom and necessarily comprising one or more carboxyl functions or one or more hydroxyl functions and betainized by reaction with chloroacetic acid or sodium chloroacetate.
  • polyfunctional units derived from at least one monomer containing at least two polymerizable unsaturated functional groups, and preferably having a structure consisting of hydrophobic blocks onto which are fixed, via polyfunctional units (c), several more hydrophilic blocks.
  • the amphoteric polymers have at least two glass transition temperatures (Tg), at least one of which is greater than 20°C and the other is less than 20°C.
  • amphoteric polymers are polymers comprising units derived:
  • At least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids, and the product of quatemization of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
  • the nonionic fixing polymers that may be used according to the present invention are chosen, for example, from:
  • vinyl acetate copolymers for instance copolymers of vinyl acetate and acrylic ester, copolymers of vinyl acetate and ethylene, or copolymers of vinyl acetate and maleic ester, for example dibutyl maleate,
  • styrene copolymers for instance copolymers of styrene and an alkyi (meth)acrylate, such as the products Mowilith ® LDM 691 1 , Mowilith ® DM 61 1 and Mowilith ® LDM 6070 sold by the company Hoechst, the products Rhodopas ® SD 215 and Rhodopas ® DS 910 sold by the company Rhone-Poulenc, copolymers of styrene, alkyl methacrylate and alkyl acrylate, copolymers of styrene and butadiene, or copolymers of styrene, butadiene and vinylpyridine,
  • an alkyi (meth)acrylate such as the products Mowilith ® LDM 691 1 , Mowilith ® DM 61 1 and Mowilith ® LDM 6070 sold by the company Hoechst, the products Rhodopas ®
  • vinyllactam homopolymers such as vinylpyrrolidone homopolymers and such as the polyvinylcaprolactam sold under the name Luviskol ® Plus by the company BASF,
  • vinyllactam copolymers such as a poly(vinylpyrrolidone/vinyllactam) copolymer sold under the trade name Luvitec ® VPC 55K65W by the company BASF, poly(vinylpyrrolidone/vinyl acetate) copolymers, such as those sold under the name PVPVA ® S630L by the company ISP, Luviskol ® VA 73, VA 64, VA 55, VA 37 and VA 28 by the company BASF, and poly(vinylpyrrolidone/vinyl acetate/vinyl propionate) terpolymers, for instance the product sold under the name Luviskol ® VAP 343 by the company BASF, and
  • the alkyl groups in the abovementioned nonionic polymers preferably contain from 1 to 6 carbon atoms.
  • the fixing polymer is a nonionic or cationic fixing polymer.
  • the fixing polymer is a nonionic fixing polymer.
  • the fixing polymers may be present in the composition in an amount ranging from 0.5% to 25% by weight, preferably from 0.7% to 20% by weight and more preferably from 1 % to 17% by weight relative to the total weight of the composition.
  • the composition according to the invention preferably comprises water.
  • the water content ranges from 10% to 98%, preferably from 20% to 96%, better still from 50% to 96% and even better still from 70% to 96% by weight relative to the total weight of the composition.
  • the composition may also comprise one or more organic solvents, such as Ci-C 4 lower alcohols, such as ethanol, isopropanol, tert-butanol or n-butanol; polyols such as propylene glycol; polyol ethers; C 5 -Ci 0 alkanes; C 3 -C 4 ketones, such as acetone and methyl ethyl ketone; C 1 -C4 alkyl acetates, such as methyl acetate, ethyl acetate and butyl acetate; dimethoxyethane, diethoxyethane; and mixtures thereof.
  • organic solvents such as Ci-C 4 lower alcohols, such as ethanol, isopropanol, tert-butanol or n-butanol
  • polyols such as propylene glycol
  • polyol ethers such as C 5 -Ci 0 alkanes
  • composition of the invention may also comprise at least one common cosmetic ingredient, chosen especially from anionic, cationic and nonionic surfactants, oils; solid fatty substances and especially C 8 -C 4 o esters, C 8 -C 4 o acids; C 8 -C 4 o alcohols, sunscreens; moisturizers; antidandruff agents; antioxidants; chelating agents; nacreous agents and opacifiers; plasticizers or coalescers; fillers, especially mineral fillers; glitter flakes; silicones, especially silicone gums, alkoxylated or non-alkoxylated silicones; polymeric or non-polymeric thickeners or gelling agents, other than the thickening polymers comprising units derived from vinylpyrrolidone, vinylimidazole, 3-methyl-1 - vinylimidazolium chloride and methacrylic acid; emulsifiers; polymers, especially conditioning polymers; fragrances; preserving agents; basifying agents, such as sodium hydroxide, or acidifying agents; silanes other
  • the normal cosmetic ingredients can be present in normal amounts which can be easily determined by those skilled in the art and which can be, for each ingredient, between 0.01 % and 80% by weight.
  • a person skilled in the art will take care to choose the ingredients included in the composition, and also the amounts thereof, such that they do not harm the properties of the compositions of the present invention.
  • compositions in accordance with the invention can be packaged for example in a jar, in a tube, in a pump-dispenser bottle, in a foamer or in an aerosol device that is customary in the cosmetics industry.
  • compositions according to the invention can, when they are intended to be packaged in an aerosol device, contain one or more propellant gases.
  • the propellant gas can then be chosen, for example, from volatile hydrocarbons, such as, in particular, Ci to C 4 alkanes and preferably n-butane, propane, isobutane and mixtures thereof, chlorinated and/or fluorinated hydrocarbons, dimethyl ether and mixtures of these gases.
  • volatile hydrocarbons such as, in particular, Ci to C 4 alkanes and preferably n-butane, propane, isobutane and mixtures thereof, chlorinated and/or fluorinated hydrocarbons, dimethyl ether and mixtures of these gases.
  • the composition comprises one or more propellant gases in a content ranging from 1 % to 50% by weight and more preferentially from 1 % to 10% by weight relative to the total weight of the said composition.
  • compositions according to the invention can be, inter alia, in the form of liquids which are thickened to a lesser or greater extent, of gels, of creams, of pastes or of foams.
  • they are in the form of gels or creams.
  • the viscosity of the compositions of the invention is greater than or equal to 2 poises, better still greater than or equal to 5 poises and even better still greater than or equal to 7 poises at 25°C and at a shear rate of 1 s
  • This viscosity may be determined with a rheometer with cone-plate geometry.
  • the composition according to the invention may be advantageously used for hair treatment. In particular, it may be used for hairstyling, for example for shaping and/or fixing the hairstyle.
  • it is used for simultaneously styling and conditioning the hair.
  • the present invention also relates to a process, especially a cosmetic process, for treating the hair, for example a process for shaping and/or holding the hairstyle, which consists in applying to the hair an effective amount of a composition as described above.
  • the composition according to the invention is not rinsed off.
  • compositions according to the invention are prepared from the compounds indicated in the table below.
  • compositions are in the form of creams or gels.
  • compositions of Examples A to D according to the invention were applied to wet or dry hair without final rinsing. The application is performed easily.

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Abstract

La présente invention porte sur une composition comprenant:-un ou plusieurs polymères épaississants facultativement salifiés comportant des unités provenant de vinylpyrrolidone, vinylimidazole, chlorure 3-méthyl-1-vinylimidazolium et acide méthacrylique; - un ou plusieurs silanes correspondant à la formule (I) ci-dessous et/ou des oligomères de ces derniers: R1Si(OR2)z(R3)x(OH)y(I)
PCT/EP2014/066995 2013-08-13 2014-08-07 Composition comprenant un silane et un polymère épaississant spécifique WO2015022259A1 (fr)

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FR1357966A FR3009679B1 (fr) 2013-08-13 2013-08-13 Composition comprenant un silane et un polymere epaississant particulier
FR1357966 2013-08-13

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WO2017172117A1 (fr) * 2016-03-31 2017-10-05 L'oreal Compositions de soin capillaire comprenant des composés cationiques, de l'amidon et des composés de silane
WO2019133236A1 (fr) * 2017-12-27 2019-07-04 L'oreal Compositions et procédés de traitement des cheveux
US10660841B2 (en) 2017-12-27 2020-05-26 L'oreal Compositions and methods for treating hair
WO2020142473A1 (fr) * 2018-12-31 2020-07-09 L'oreal Compositions contenant des polymères ioniques pour le traitement des cheveux
US11389390B2 (en) 2019-05-31 2022-07-19 L'oreal Compositions containing polymers, wax, and cationic surfactant for conditioning and styling hair
US11642301B2 (en) 2018-12-31 2023-05-09 L'oreal Systems, kits, and methods for treating hair with compositions containing ionic polymers
EP4082521A4 (fr) * 2019-12-23 2024-01-10 Kao Corporation Composition d'agent de traitement de fibre

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FR3068888B1 (fr) * 2017-07-17 2019-08-30 L'oreal Composition comprenant un polymere fixant, un polymere cationique, un organosilane et une cire en microdispersion
FR3068887B1 (fr) * 2017-07-17 2019-08-30 L'oreal Composition comprenant un polymere fixant, un polymere cationique, un organosilane, un polysaccharide non ionique et une cire
FR3083115B1 (fr) * 2018-06-29 2021-12-17 Oreal Composition comprenant un polyurethane, un polymere cationique, un organosilane et un polysaccharide

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EP2213334A1 (fr) * 2009-01-30 2010-08-04 L'Oréal Composition cosmetique comprenant un alkoxysilane particulier et une gomme microbienne et utilisations en coiffage
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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2017172117A1 (fr) * 2016-03-31 2017-10-05 L'oreal Compositions de soin capillaire comprenant des composés cationiques, de l'amidon et des composés de silane
WO2019133236A1 (fr) * 2017-12-27 2019-07-04 L'oreal Compositions et procédés de traitement des cheveux
US10660841B2 (en) 2017-12-27 2020-05-26 L'oreal Compositions and methods for treating hair
CN111511442A (zh) * 2017-12-27 2020-08-07 莱雅公司 用于处理头发的组合物和方法
US10772816B2 (en) 2017-12-27 2020-09-15 L'oreal Compositions and methods for treating hair
CN111511442B (zh) * 2017-12-27 2023-08-04 莱雅公司 用于处理头发的组合物和方法
WO2020142473A1 (fr) * 2018-12-31 2020-07-09 L'oreal Compositions contenant des polymères ioniques pour le traitement des cheveux
US11642301B2 (en) 2018-12-31 2023-05-09 L'oreal Systems, kits, and methods for treating hair with compositions containing ionic polymers
US11389390B2 (en) 2019-05-31 2022-07-19 L'oreal Compositions containing polymers, wax, and cationic surfactant for conditioning and styling hair
EP4082521A4 (fr) * 2019-12-23 2024-01-10 Kao Corporation Composition d'agent de traitement de fibre

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FR3009679B1 (fr) 2018-03-16

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