WO2000018359A1 - Composition cosmetique comprenant au moins un polymere susceptible d'etre obtenu a partir d'hydroxystyrene - Google Patents
Composition cosmetique comprenant au moins un polymere susceptible d'etre obtenu a partir d'hydroxystyrene Download PDFInfo
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- WO2000018359A1 WO2000018359A1 PCT/FR1999/002275 FR9902275W WO0018359A1 WO 2000018359 A1 WO2000018359 A1 WO 2000018359A1 FR 9902275 W FR9902275 W FR 9902275W WO 0018359 A1 WO0018359 A1 WO 0018359A1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- A61K8/8117—Homopolymers or copolymers of aromatic olefines, e.g. polystyrene; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
Definitions
- the subject of the invention is a cosmetic composition intended to be applied to the hair, comprising, in a cosmetically acceptable medium, at least one linear or branched film-forming polymer capable of being obtained by a process comprising a homo- or a (co) -polymerization of at least one hydroxystyrene monomer, one of its precursors or one of its salts, this composition further comprising at least one other film-forming polymer. It also relates to a process for shaping or maintaining hair using this composition as well as its use for the formulation of styling products such as hairsprays, sprays or mousses, with a view to obtaining maintenance or shaping the hairstyle.
- the most common hair products for fixing the hair on the cosmetics market are aerosol or pump spray compositions such as hairsprays, sprays or mousses, essentially consisting of a solution, most often alcoholic or hydroalcoholic and a film-forming polymer soluble in water or in alcohol, mixed with various cosmetic adjuvants.
- compositions for maintaining and / or shaping the hair of the prior art which contain in their formulation styling polymers, can alter the cosmetic properties of the hair. These can, after application of such compositions, for example become rough, lose their natural softness or their pleasant appearance.
- the subject of the invention is a cosmetic composition
- a cosmetic composition comprising, in a cosmetically acceptable medium:
- At least one linear or branched film-forming polymer (A) capable of being obtained by a process comprising a homo- or a (co) - polymerization of at least one hydroxystyrene monomer, one of its precursors or the a salt thereof, the phenyl of this monomer group comprising at least one hydroxyl moiety and being optionally substituted by one or more radicals selected from the group comprising alkyl radicals Ci to C12 alkoxyalkyl Ci -C 12, halogen, SO 3 H, acyls (C 2 to C 12 ) amino, carboxy, carboxyalkyls Ci to C- ⁇ 2 , and
- Another object of the present invention relates to a method of shaping or maintaining the hairstyle comprising the use of this composition.
- Yet another object of the present invention relates to the use of this composition for the manufacture of hair cosmetic compositions, with a view to obtaining maintenance or shaping of the hairstyle.
- the linear or branched film-forming polymers (A) particularly targeted by the present invention are those distributed by Clariant under the name PHS-E, PHS-PG, PHS-N or even PHS-PG-L.
- the term "precursor of a hydroxystyrene monomer” means any phenolic derivative capable of leading to hydroxystyrene by the way of a degradation reaction in an acid medium, in particular by dehydration in an acid medium.
- the precursor can be acetoxystyrene or 4-hydroxyphenylmethyl carbinol and the degradation reaction can, in this case, be diagrammed as follows:
- PHS-E is a homopolymer corresponding to the formula:
- PHS-E is obtained from acetoxystyrene by means of radical polymerization followed by hydrolysis. Its molecular mass is between 8,000 and 100,000 g / mol. PHS-E is a linear polymer. PHS-PG is a polymer corresponding to the formula:
- PHS-PG is obtained by catalyzed polymerization in an acid medium, from 4-hydroxyphenylmethyl carbinol. Its molecular mass is between 4000 and 7000 g / mol.
- PHS-N is a polymer corresponding to the formula:
- PHS-N is a branched polymer Obtained by catalyzed polymerization in an acid medium of 4-hydroxyphenylmetylcarbinol. Its molecular mass is between 4,000 and 7,000 g / mol.
- PHS-PG-L is a polymer with the same crude formula as PHS-E. It is also linear. However, the process for obtaining it is different since the polymerization is carried out from hydroxystyrene monomers.
- a film-forming polymer (A) which can be obtained by the copolymerization of:
- the vinyl, acrylic or methacrylic monomers may advantageously contain one or more siioxane groups. In this case, they are chosen, in particular, from the group comprising:
- - Ri represents H or CH 3 ,
- R 2 represents (CH 2 ) P , p being an integer which can be zero,
- R 3 and R independently represent CH 3 or an aliphatic, cycloaliphatic or aromatic group; vinyl, allylic, ether ester or amide monomers of acrylic or methacrylic acid comprising one or more halogen groups, in particular chlorinated and / or fluorinated groups, and / or comprising an absorbing group in UVA and / or UVB, in particular the benzylidene camphor and benzotriazole groups, substituted or not.
- the film-forming polymer (A) is obtained by a homopolymerization reaction.
- This can advantageously be carried out from acetoxystyrene to obtain the poly-p-acetoxystyrene and be followed by hydrolysis. It can also be carried out in an acid medium from 4-hydroxyphenylmethyl carbinol.
- the film-forming polymer (A) is advantageously a homopolymer belonging to the family of poly-p-hydroxystyrene, and preferably poly-4-hydroxystyrene is chosen.
- the composition in accordance with the invention may in particular comprise, as film-forming polymer (A):
- the film-forming polymer (A) is advantageously chosen from those which have a molecular mass of between 5,000 and 300,000 g / mol, and preferably between 8,000 and 100,000 g / mol.
- cationic, anionic, amphoteric and nonionic film-forming polymers (B) which can be used in accordance with the invention are described below.
- the cationic film-forming polymers which can 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 linked to it, and having a molecular weight of between 500 and around 5,000,000 and preferably between 1,000 and
- R3 denotes a hydrogen atom or a CH3 radical
- A is a linear or branched alkyl group of 1 to 6 carbon atoms or a hydroxyalkyl group of 1 to 4 carbon atoms;
- R4, R5, R6. identical or different, represent an alkyl group having from 1 to 18 carbon atoms or a benzyl radical;
- R-] and R2 represent hydrogen 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 family (1) also contain one or more units deriving from comonomers which can be chosen from the family of acrylamides, methacrylamides, diacetones, acrylamides, acrylamides and methacrylamides substituted on nitrogen with lower alkyls, acrylic or methacrylic acids or their esters, vinyllactams such as vi ⁇ ylpyrrolidone or vinylcaprolactam, vinyl esters.
- Such products are marketed in particular under the trade names of JAGUAR C13 S, JAGUAR C 15, JAGUAR C 17 by the company MEYHALL.
- TFC (4) chitosans or their salts; the salts which can be used are in particular the acetate, lactate, glutamate, gluconate or the pyrrolidone carboxylate of chitosan.
- chitosan having a deacetylation rate of 90.5% by weight sold under the name KYTAN BRUT STANDARD by the company ABER TECHNOLOGIES
- the chitosan pyrrolidone carboxylate sold under the name KYTAMER PC by the company AMERCHOL.
- cationic cellulose derivatives such as copolymers of cellulose or of cellulose derivatives grafted with a water-soluble monomer comprising a quaternary ammonium, and described in particular in US Pat. No. 4,131,576, such as hydroxyalkyl celluloses, such as hydroxymethyl- , hydroxyethyl- or hydroxypropyl celluloses grafted in particular with a salt of methacryloyloxyethyl trimethylammonium, of methacrylamidopropyl trimethylammonium, of dimethyl-diallylammonium.
- the anionic film-forming polymers generally used are polymers comprising groups derived from carboxylic, sulfonic or phosphoric acid and have a molecular weight of between approximately 500 and 5,000,000.
- the carboxylic groups are provided by mono or unsaturated dicarboxylic acid monomers such as those corresponding to the formula:
- n is an integer from 0 to 10
- Ai denotes a methylene group, optionally linked to the carbon atom of the unsaturated group or to the neighboring methylene group when n is greater than 1 via a heteroatom such as oxygen or sulfur
- R7 denotes a hydrogen atom, a phenyl or benzyl group
- R ⁇ denotes a hydrogen atom, a lower alkyl or carboxyl group
- Rg denotes a hydrogen atom, a lower alkyl group, a -CH2 group -COOH, phenyl or benzyl;
- a lower alkyl radical preferably denotes a group having 1 to 4 carbon atoms and in particular, methyl and ethyl.
- anionic film-forming polymers with carboxylic groups preferred according to the invention are:
- lauryl such as that sold by the ISP company under the name ACRYLIDONE LM
- methacrylic acid / ethyl acrylate / tert-butyl acrylate terpolymers such as the product sold under the name LUVIMER 100 P by the company BASF.
- C) copolymers derived from crotonic acid such as those comprising in their chain vinyl acetate or propionate units and optionally other monomers such as allyl or methallyl esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid with a long hydrocarbon chain such as those containing at least 5 carbon atoms, these polymers possibly being able to be grafted and crosslinked or else a vinyl, allylic or methallylic ester of an ⁇ - or ⁇ -cyclic carboxylic acid.
- Such polymers are described inter alia in French patents 1,222,944, 1,580,545, 2,265,782, 2,265,781, 1,564,110 and 2,439,798.
- Commercial products falling into this class are resins 28-29-30, 26-13-14 and 28-13-10 sold by the company NATIONAL STARCH.
- copolymers comprising (i) one or more maleic, fumaric, itaconic acids or anhydrides and (ii) at least one monomer chosen from vinyl esters, vinyl ethers, vinyl halides, phenyl vinyl derivatives, acrylic acid and its esters, the anhydride functions of these copolymers being optionally monoesterified or modified.
- Such polymers are described in particular in US patents 2,047,398, 2,723,248, 2,102,113, GB patent 839,805 and in particular those sold under the names GANTREZ AN or ES by the company ISP.
- the copolymers comprising (i) one or more maleic, citraconic, itaconic anhydrides and (ii) one or more monomers chosen from allyl or methallyl esters optionally comprising one or more acrylamide, methacrylamide, ⁇ -olefin groups, acrylic or methacrylic esters, acrylic or methacrylic or vinylpyrrolidone acids in their chain, the anhydride functions of these copolymers being optionally monoesterified or modified.
- These polymers are for example described in French patents 2,350,384 and 2,357,241 of the applicant.
- the polymers comprising the sulfonic groups are polymers comprising vinylsulfonic, styrene sulfonic, naphthalene sulfonic or acrylamido alkylsulfonic units.
- These polymers can in particular be chosen from
- the anionic film-forming polymers are preferably chosen from acrylic acid copolymers such as the acrylic acid / ethyl acrylate / N-tert-butylacrylamide terpolymer sold under the name ULTRAHOLD STRONG by the company BASF, the copolymers derived from crotonic acid such as the vinyl acetate / vinyl tert-butyl benzoate / crotonic acid terpolymers and the crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold under the name Resin 28-29-30 by the company NATIONAL STARCH, polymers derived from maleic, fumaric or itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and its esters such as the methyl vinyl ether / mono ester maleic anhydride copolymer sold under the name GANTREZ ES 4
- the most particularly preferred anionic film-forming polymers are chosen from the methyl ester / maleic anhydride mono esterified copolymer sold under the name GANTREZ ES 425 by the company ISP, the acrylic acid / ethyl acrylate / N-tertiobutylacrylamide terpolymer sold under the name ULTRAHOLD STRONG by BASF, the copolymers of methacrylic acid and methyl methacrylate sold under the name EUDRAGIT L by the company ROHM PHARMA, the vinyl acetate / vinyl tertiary butyl benzoate / crotonic acid terpolymers and the crotonic acid / vinyl acetate / vinyl neododecanoate terpolymers sold under the name Resin 28-29-30 by the company NATIONAL STARCH, the copolymer of methacrylic acid and ethyl acrylate sold under the name LUVIMER MAEX OR MAE by the company
- amphoteric film-forming polymers which can be used in accordance with the invention can be chosen from polymers comprising units B and C distributed statistically in the polymer chain where B denotes a unit deriving from a monomer comprising at least one basic nitrogen atom and C denotes a unit deriving from an acidic monomer comprising one or more carboxylic or sulphonic groups or else B and C can denote groups deriving from zwitterionic monomers of carboxybetaines or of sulphobetaines; 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 carries a carboxylic or sulphonic group linked via a hydrocarbon radical or else B and C are part of a chain of a polymer containing an ethylene ⁇ , ⁇ -dicarboxylic unit, one of the carboxyl groups of which has been reacted with a polyamine comprising one or more
- amphoteric film-forming polymers corresponding to the definition given above which are more particularly preferred are chosen from the following polymers: 1) polymers resulting from the copolymerization of a monomer derived from a vinyl compound carrying a carboxylic group such as more particularly acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid, and d 'a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as more particularly the dialkylaminoalkylmethacrylate and acrylate, the dialkyiamino-alkylmethacrylamide and acrylamide.
- a monomer derived from a vinyl compound carrying a carboxylic group such as more particularly acrylic acid, methacrylic acid, maleic acid, alpha-chloroacrylic acid
- d 'a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as more particularly the dialkylaminoalkylmethacrylate and acrylate, the dialkyi
- polymers comprising units derived from: a) at least one monomer chosen from acrylamides or methacrylamides substituted on nitrogen by an alkyl radical, b) from at least one acidic como ⁇ omer containing one or more carboxylic groups reactants, and c) at least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of acrylic and methacrylic acids and the quaternization product of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate.
- the N-substituted acrylamides or methacrylamides more particularly preferred according to the invention are the groups in which the alkyl radicals contain from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tertiobutyl acrylamide, N-tertiooctyl acrylamide, N-octylacrylamide, N-decylacrylamide, N-dodecylacrylamide as well as the corresponding methacrylamides.
- the acid comonomers are chosen more particularly from acrylic, methacrylic, crotonic, itaconic, maleic, fumaric acids as well as alkyl monoesters having 1 to 4 carbon atoms of maleic or fumaric acids or anhydrides.
- Preferred basic comonomers are methacrylates of aminoethyl, butyl aminoethyl, N.N '.- dimethylaminoethyl, N-tert-butylaminoethyl. Particularly used are the copolymers whose designation CTFA (4th
- Octylacrylamide / acrylates / butylaminoethylmethacrylate copolymer such as the products sold under the name AMPHOMER or LOVOCRYL 47 by the company NATIONAL STARCH.
- Ri o represents a divalent radical derived from a saturated dicarboxylic acid, from an aliphatic mono or dicarboxylic acid having an ethylenic double bond, from an ester of a lower alkanol having 1 to 6 carbon atoms of these acids or d 'a radical deriving from the addition of any one of said acids with a primary or secondary bis amine
- Z denotes a radical of a bis-primary, mono or bis-secondary polyalkylene polyamine and preferably represents: a ) in the proportions of 60 to 100 mol%, the radical
- the saturated carboxylic acids are preferably chosen from acids having 6 to 10 carbon atoms such as adipic acid, 2,2,2,4-thmethyl adipic and 2,4,4,4-adipic trimethyl, terephthalic acid, ethylenic double bond such as for example acrylic, methacrylic, itaconic acids.
- the alkane sultones used in the alkylation are preferably propane or butane sultone, the salts of the alkylating agents are preferably the sodium or potassium salts.
- Rj -j denotes a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group
- y and z represents an integer from 1 to 3
- R-] 2 and R-13 represent a hydrogen atom, methyl, ethyl or propyl
- R14 and R15 represent a hydrogen atom or an alkyl radical in such a way that the sum of the carbon atoms in R14 and R-15 does not exceed 10.
- the polymers comprising such units may also contain 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.
- non-zwitterionic monomers such as dimethyl or diethylaminoethyl acrylate or methacrylate or alkyl acrylates or methacrylates, acrylamides or methacrylamides or vinyl acetate.
- the copolymer of methyl methacrylate / dimethyl carboxymethylammonio ethyl methacrylate such as the product sold under the name DIAFORMER Z301 by the company SANDOZ.
- R 16 represents a radical of formula:
- R 24 representing a group -CH 2 -CH 2 -, -CH 2 -CH 2 -CH 2 -, -CH 2 -CH (CH 3 ) -, R 2 2 having the meanings mentioned above, as well as the homologs higher of these radicals and containing up to 6 carbon atoms.
- E or E ', E or E' are identical or different denote a bivalent radical which is an alkylene radical with a straight or branched chain containing up to 7 carbon atoms in the main chain not substituted or substituted by hydroxyl groups and which may additionally contain oxygen, nitrogen, 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, alkenylamine groups, hydroxyl groups, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and / or urethane.
- E denotes the symbol E or E 'and at least once E';
- E having the meaning indicated above and E 'is a bivalent radical which is a straight or branched chain alkylene radical having up to 7 carbon atoms in the main chain, substituted or not by one or more hydroxyl radicals and comprising a or more nitrogen atoms, the nitrogen atom being substituted by an alkyl chain optionally interrupted by an oxygen atom and necessarily having one or more carboxyl functions or one or more hydroxyl functions and betainized by reaction with chloracetic acid or sodium chloracetate.
- These copolymers can also contain other vinyl comonomers such as vinyicaprolactam.
- amphoteric film-forming polymers which are particularly preferred according to the invention are those of family (3) such as copolymers, the CTFA name is Octylacrylamide / acrylates / butylaminoethylmethacrylate copolymer such as the products sold under the names AMPHOMER, AMHOMER LV 71 or LOVOCRYL 47 by the company NATIONAL STARCH and those of the family (4) such as methyl methacrylate / dimethyl carboxymethylammonioethylmethacrylate methyl for example sold under the name DIAFORMER Z301 by the company SANDOZ.
- nonionic film-forming polymers which can be used according to the present invention are chosen, for example, from: - vinylpyrrolidone homopolymers;
- polyalkyloxazolines such as the polyethyloxazolines offered by the company DOW CHEMICAL under the names PEOX 50,000, PEOX 200,000 and PEOX 500,000; - vinyl acetate homopolymers such as the product offered under the name of APPRETAN EM by the company HOECHST or the product offered under the name of RHODOPAS A 012 by the company RHONE POULENC;
- modified nonionic guar gums are for example the products sold under the name VIDOGUM GH 175 by the company UNIPECTINE and under the name JAGUAR C by the company MEYHALL.
- the modified nonionic guar gums which can be used according to the invention are preferably modified with C 1 -C 6 hydroxyalkyl groups. Mention may be made, by way of example, of the hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl groups.
- guar gums are well known in the state of the art and can for example be prepared by reacting oxides of corresponding alkenes, such as for example propylene oxides, with guar gum so as to obtain a gum of guar modified by hydroxypropyl groups.
- Such nonionic guar gums optionally modified by hydroxyalkyl groups are for example sold under the trade names JAGUAR HP8, JAGUAR HP60 and JAGUAR HP120, JAGUAR DC 293 and JAGUAR HP 105 by the company MEYHALL, or under the name GALACTASOL 4H4FD2 the AQUALON company.
- alkyl radicals of nonionic polymers have from 1 to 6 carbon atoms unless otherwise stated.
- film-forming polymers of the grafted silicone type comprising a polysiloxane portion and a portion consisting of a non-silicone organic chain, one of the two portions constituting the main chain of the polymer the other being grafted on the said main channel.
- These polymers are for example described in patent applications EP-A- 0 412 704, EP-A-0 412 707, EP-A-0 640 105 and WO 95/00578, EP-A-0582 152 and WO 93 / 23009 and US patents 4,693,935, US 4,728,571 and US 4,972,037.
- These polymers are preferably anionic or nonionic.
- Such polymers are, for example, the copolymers capable of being obtained by radical polymerization from the mixture of monomers consisting of: a) 50 to 90% by weight of tert-butyl acrylate; b) 0 to 40% by weight of acrylic acid; c) 5 to 40% by weight of silicone macromer of formula:
- grafted silicone polymers are in particular polydimethylsiloxanes (PDMS) onto which are grafted, via a thiopropylene-type connecting link, mixed polymer units of the poly (meth) acrylic acid type and of the poly type. alkyl (meth) acrylate and polydimethylsiloxanes (PDMS) onto which are grafted, via a thiopropylene-type connecting link, polymeric units of the isobutyl poly (meth) acrylate type.
- PDMS polydimethylsiloxanes
- polyurethanes which are functionalized or not, silicone or not.
- polyurethanes particularly targeted by the present invention are those described in patents EP 0 751 162, EP 0 637 600, FR 2 743 297 and EP 0 648 485 of which the Applicant is the Holder, as well as patent EP 0 656 021 or WO 94 / 03510 from the company BASF and EP 0 619 111 from the company National Starch.
- the film-forming polymer (s) (A) are preferably present at concentrations of between 0.1 and 20% by weight, and preferably between 0.5 and 10% by weight relative to the total weight of the composition.
- the film-forming polymer (s) (B) are present, for their part, preferably at concentrations of between 0.1 and 20% by weight, and preferably between 0.5 and 10% by weight relative to the total weight of composition.
- the cosmetically acceptable medium preferably consists of water or one or more cosmetically acceptable solvents such as monoalcohols, polyalcohols, glycol ethers or fatty acid esters or mixtures of water and solvent (s), these solvents preferably being C ⁇ -C 4 alcohols.
- ethanol there may be mentioned ethanol, isopropanol, polyalcohols such as diethylene glycol, glycol ethers, such as monoalkyl ethers of glycol, of diethylene glycol, of propylene glycol or of dipropylene glycol.
- polyalcohols such as diethylene glycol, glycol ethers, such as monoalkyl ethers of glycol, of diethylene glycol, of propylene glycol or of dipropylene glycol.
- Ethanol is particularly preferred.
- composition of the invention can also contain at least one additive chosen from thickeners, fatty acid esters, fatty acid esters of glycerol, volatile or non-volatile silicone, modified or not, soluble or insoluble in the composition, the surfactants, the perfumes, the preservatives, the sunscreens, the proteins, the vitamins, the non-fixing polymers, the vegetable, animal, mineral or synthetic oils and any other additive conventionally used in cosmetic compositions intended to be applied on the hair.
- additives chosen from thickeners, fatty acid esters, fatty acid esters of glycerol, volatile or non-volatile silicone, modified or not, soluble or insoluble in the composition, the surfactants, the perfumes, the preservatives, the sunscreens, the proteins, the vitamins, the non-fixing polymers, the vegetable, animal, mineral or synthetic oils and any other additive conventionally used in cosmetic compositions intended to be applied on the hair.
- additives are optionally present in the composition according to the invention in proportions which can range, advantageously, from 0.001 to 20% by weight relative to the total weight of the composition.
- the precise amount of each additive depends on its nature and is easily determined by those skilled in the art.
- compositions can be packaged in various forms, in particular in pump dispensers or in aerosol containers, in order to ensuring application of the composition in vaporized form or in the form of a foam.
- forms of packaging are indicated, for example, when it is desired to obtain a spray, a lacquer or a foam for fixing or treating the hair.
- the compositions in accordance with the invention can also be in the form of creams, gels, emulsions or waxes.
- composition according to the invention when packaged in the form of an aerosol in order to obtain a lacquer or a foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane, isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures.
- propellants such as n-butane, propane, isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures.
- Carbon dioxide, nitrous oxide, dimethyl ether (DME), nitrogen, compressed air can also be used as a propellant.
- Mixtures of propellants can also be used.
- dimethyl ether is used.
- the propellant is present at a concentration between 5 and 90% by weight relative to the total weight of the composition in the aerosol device and, more particularly, at a concentration between 10 and 60%.
- composition I is in accordance with the prior art and comprises a film-forming polymer conventional, while composition II comprises, in addition to the same conventional film-forming polymer, poly-4-hydroxystyrene.
- a sensory test is carried out by implementing the protocol below.
- compositions I and II packaged in a pump bottle equipment are sprayed on locks of 5 grams of natural hair. After drying, an identical lacquering power is obtained and the ease of disentangling and the feel for each of these compositions is evaluated (panel of 6 testers). For each of the 2 criteria, the testers assign a score between 0 and 50 and calculate the average. This average is reported in Table 2 below.
- the combination according to the invention has a significant advantage in disentangling and in touching it.
- composition III is in accordance with the prior art, while composition IV is in accordance with the present invention.
- compositions III and IV packaged in an aerosol are sprayed on a panel of 10 models. After drying, an identical lacquering power is obtained and the ease of disentangling and the feel for each of these compositions is evaluated. The average of the results is collated in Table 4 below. Table 4
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Abstract
Description
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Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU56328/99A AU5632899A (en) | 1998-09-25 | 1999-09-24 | Cosmetic composition comprising at least a polymer obtainable from a hydroxystyrene |
EP99943041A EP1115367A1 (fr) | 1998-09-25 | 1999-09-24 | Composition cosmetique comprenant au moins un polymere susceptible d'etre obtenu a partir d'hydroxystyrene |
JP2000571881A JP2002525303A (ja) | 1998-09-25 | 1999-09-24 | ヒドロキシスチレンから得られる少なくとも一のポリマーを含む化粧品組成物 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR98/12039 | 1998-09-25 | ||
FR9812039A FR2783709B1 (fr) | 1998-09-25 | 1998-09-25 | Composition cosmetique comprenant au moins un polymere susceptible d'etre obtenu a partir d'hydroxystyrene |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2000018359A1 true WO2000018359A1 (fr) | 2000-04-06 |
Family
ID=9530871
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR1999/002275 WO2000018359A1 (fr) | 1998-09-25 | 1999-09-24 | Composition cosmetique comprenant au moins un polymere susceptible d'etre obtenu a partir d'hydroxystyrene |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP1115367A1 (fr) |
JP (1) | JP2002525303A (fr) |
AU (1) | AU5632899A (fr) |
FR (1) | FR2783709B1 (fr) |
WO (1) | WO2000018359A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11357714B2 (en) | 2020-07-21 | 2022-06-14 | Chembeau LLC | Diester cosmetic formulations and uses thereof |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6436436B1 (en) | 1999-06-09 | 2002-08-20 | L'oreal S.A. | Aqueous carrier systems for water-insoluble aromatic polymers |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2072508A (en) * | 1980-02-27 | 1981-10-07 | Maruzen Oil Co Ltd | An antifungal and antibacterial agent |
EP0605951A1 (fr) * | 1992-11-24 | 1994-07-13 | Advanced Genetic Technologies Corporation | Vernis à ongles |
WO1994022929A1 (fr) * | 1993-04-02 | 1994-10-13 | Hoechst Celanese Corporation | Copolymere amphotere derive de vinylpyridine et d'acetoxystyrene |
-
1998
- 1998-09-25 FR FR9812039A patent/FR2783709B1/fr not_active Expired - Fee Related
-
1999
- 1999-09-24 AU AU56328/99A patent/AU5632899A/en not_active Abandoned
- 1999-09-24 EP EP99943041A patent/EP1115367A1/fr not_active Withdrawn
- 1999-09-24 WO PCT/FR1999/002275 patent/WO2000018359A1/fr not_active Application Discontinuation
- 1999-09-24 JP JP2000571881A patent/JP2002525303A/ja active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2072508A (en) * | 1980-02-27 | 1981-10-07 | Maruzen Oil Co Ltd | An antifungal and antibacterial agent |
EP0605951A1 (fr) * | 1992-11-24 | 1994-07-13 | Advanced Genetic Technologies Corporation | Vernis à ongles |
WO1994022929A1 (fr) * | 1993-04-02 | 1994-10-13 | Hoechst Celanese Corporation | Copolymere amphotere derive de vinylpyridine et d'acetoxystyrene |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US11357714B2 (en) | 2020-07-21 | 2022-06-14 | Chembeau LLC | Diester cosmetic formulations and uses thereof |
US11491092B2 (en) | 2020-07-21 | 2022-11-08 | Chembeau LLC | Hair treatment formulations and uses thereof |
US11801211B2 (en) | 2020-07-21 | 2023-10-31 | Chembeau LLC | Hair treatment formulations and uses thereof |
Also Published As
Publication number | Publication date |
---|---|
FR2783709B1 (fr) | 2000-12-08 |
EP1115367A1 (fr) | 2001-07-18 |
AU5632899A (en) | 2000-04-17 |
JP2002525303A (ja) | 2002-08-13 |
FR2783709A1 (fr) | 2000-03-31 |
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