WO2015013783A1 - Hair care composition comprising amino silicone and phospolipide polymers - Google Patents
Hair care composition comprising amino silicone and phospolipide polymers Download PDFInfo
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- WO2015013783A1 WO2015013783A1 PCT/BR2013/000301 BR2013000301W WO2015013783A1 WO 2015013783 A1 WO2015013783 A1 WO 2015013783A1 BR 2013000301 W BR2013000301 W BR 2013000301W WO 2015013783 A1 WO2015013783 A1 WO 2015013783A1
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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
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
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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
- A61K8/8141—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
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
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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
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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
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61Q5/12—Preparations containing hair conditioners
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
Definitions
- the present invention relates to compositions, especially hair compositions, comprising a combination of at least one surfactant, at least one particular silicone and at least one particular cationic polymer, and also to a cosmetic treatment process using the said composition.
- These compositions are more particularly intended for washing keratin materials, especially the hair.
- compositions for washing keratin materials have been de- scribed in the prior art.
- US 6 153 569 describes transparent shampoo compositions having both good working properties and good conditioning power. These compositions comprise an amino silicone microemulsion, at least one detergent anionic surfactant, at least one foam booster, at least one pH regulator, at least one thickener and water.
- Patent application EP 453 238 describes mild shampoo compositions whose foaming power is improved. These compositions comprise, in aqueous medium, from 8% to 25% by weight of a surfactant mixture consisting of anionic surfactant, amphoteric surfactant, with the exception of betaines con- taining phosphorus, and a particular nonionic surfactant.
- a surfactant mixture consisting of anionic surfactant, amphoteric surfactant, with the exception of betaines con- taining phosphorus, and a particular nonionic surfactant.
- EP 1 849 453 is also known, which describes shampoos consisting of a microemulsion comprising surfactants, particular oils and oxyethylenated sorbitan esters. These compositions have good ocular and scalp tolerance, while at the same time affording conditioning properties.
- compositions have certain insufficiencies.
- the standard, efficient shampoos may cause stinging of the eyes when the diluted product runs into the region of the eyes, which happens quite frequently in the case of children, or may also cause discomfort reactions such as itching and stinging.
- "Mild" compositions have, conversely, insufficient conditioning properties, especially when it is a matter of treating hair that has been sensitized, embrittled or damaged, for example by chemical treatments such as dyeing or permanent-waving, or under the action of atmospheric agents or me- chanical treatments; which hair is known to be often difficult to disentangle and to style, and which generally lacks softness and sheen, given that its surface may be impaired and thus reflect light less homogeneously.
- the aim of the present invention is to propose compositions, especially for cleansing the hair, that can afford good conditioning properties to the hair, in particular to sensitized, embrittled or damaged hair.
- the hair even when damaged, has improved softness, suppleness and smoothness; it disentangles easily; it also appears to be more coated, which is most particularly appreciable in the case of the damaged hair, which then appears more natural, healthy and in good condition, with less apparent frizziness.
- composition comprising:
- composition according to the invention is easy to dispense and to spread onto a head of hair. It gives the hair a natural and clean feel after rinsing, and is particularly suitable for sensitized hair.
- the term "at least one” is equivalent to the term “one or more” and may be replaced therewith; the term “between” is equivalent to the term “ranging from” and may be replaced therewith, which implies that the limits are included.
- composition according to the invention comprises one or more surfactants that may be chosen from anionic, cationic, non-ionic and amphoteric surfactants and mixtures thereof.
- composition according to the invention may thus comprise one or more anionic surfactants.
- anionic surfactant means a surfactant comprising, as ionic or ionizable groups, only anionic groups. These anionic groups are preferably chosen from the following groups: CO 2 H, CO 2 " , SO 3 H, SO 3 ' , OSO 3 H,
- the anionic surfac- tants may be oxyalkylenated and then preferably comprise from 1 to 50 ethylene oxide units and better still from 1 to 10 ethylene oxide units.
- the anionic surfactants are chosen from sulfate, sulfonate and carboxylate anionic surfactants, alone or as a mixture.
- carboxylate anionic surfac- tant means an anionic surfactant comprising one or more carboxylic or carboxylate functions (-COOH or -COO " ), and which may also optionally comprise one or more sulfonate functions (-SO 3 H or -SO 3 ⁇ ).
- sulfonate anionic surfactant means an anionic surfactant comprising one or more sulfonate functions (-SO3H or -SO 3 ⁇ ) and not com- prising any carboxylic or carboxylate functions (-COOH or -COO " ).
- the sulfate or sulfonate anionic surfactants that may be used in the composition according to the invention may be chosen from alkyl sulfates, alkyl ether sulfates, alkylamido ether sulfates, alkylaryl polyether sulfates, monoglyceride sulfates, alkylsulfonates, alkylamidesulfonates, alkylarylsul- fonates, a-olefin sulfonates, paraffin sulfonates, acylisethionates, N- acyltaurates, N-methyl-N-acyltaurates, and the corresponding acid forms, the alkyl and acyl groups of all these compounds preferably comprising from 6 to 30 carbon atoms, better still from 2 to 24 or even from 6 to 22 carbon atoms, and the aryl group preferably denoting a phenyl or benzyl group.
- the sulfate or sulfonate anionic surfactants without a carboxylic group are chosen from, the salts being included:
- C12-C24 or even C12-C20 alkyl ether sulfates preferably comprising from 2 to 20 ethylene oxide units
- the carboxylate anionic surfactants that may be used may be chosen from alkylsulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfo- succinates, acyl glycinates, acylsarcosinates, acylglutamates, and the corresponding acid forms, the alkyl and/or acyl groups of these compounds comprising from 6 to 30 carbon atoms, better still from 12 to 24 or even from 16 to 22 carbon atoms.
- alkyl monoesters of polyglycoside- polycarboxylic acids such as alkyl polyglycoside citrates, alkyl polyglycoside tartrates and alkyl polyglycoside sulfosuccinates, and alkylsulfosuccinamat.es, the alkyl or acyl group of these compounds comprising from 6 to 30 carbon atoms, better still from 12 to 24 or even from 16 to 22 carbon atoms; the salts thereof may also be employed.
- acyllactylates the acyl group of which comprises from 6 to 30 carbon atoms, better still from 8 to 20 or even from 12 to 24 carbon atoms.
- alkyl-D-galactosideuronic acids and also polyoxyalkylenated ether carboxylic acids, such as polyoxyalkylenated (C8- 30 alkyl) ether carboxylic acids, polyoxyalkylenated (C14-30 alkyl)(C6-30 aryl) ether carboxylic acids, polyoxyalkylenated (C 14-30 alkyl)amido ether carboxylic acids; and also the salts of all these compounds; preferably, J e compounds comprising from 2 to 50 ethylene oxide units; and also mixtures thereof.
- the anionic surfactants of the polyoxyalkylenated alkyl ether carboxylic acid or salt type are, in particular, those that correspond to formula (A): R1-(OC 2 H 4 )n-OCH 2 COOA
- R1 represents a linear or branched C8-C30 and especially C8-C22 alkyl or alkenyl radical, or a (C8-C9)alkylphenyl radical, or a radical R2CONH-CH2- CH2- with R2 denoting a linear or branched C9-C21 alkyl or alkenyl radical,
- - n is an integer or decimal number (average value) that may range from 2 to 24 and preferably from 2 to 10,
- - A denotes H, ammonium, Na, K, Li, Mg or a monoethanolamine or trietha- nolamine residue.
- polyoxyalkylenated alkyl ether carboxylic acids are preferably chosen from those of formula (A) in which:
- R1 denotes a linear or branched C8-C22, especially C10-C16 or even C12- C14 alkyl radical, or else a (C8-C9)alkylphenyl radical;
- - n ranges from 2 to 20 or even from 2 to 10,
- - A denotes a hydrogen or sodium atom.
- carboxylate anionic surfactants are chosen from, the salts being included:
- the salified forms are in particular alkali metal salts such as sodium salts, ammonium salts, amine salts, amino alcohol salts or alkaline-earth metal salts, for example magnesium salts.
- alkali metal or alkaline-earth metal salts and in particular the sodium or magnesium salts are preferably used.
- the composition according to the invention comprises one or more anionic surfactants chosen from C6-C30, especially C12- C24 or even C12-C20 alkyl sulfates; C6-C30, especially C12-C24 or even C12- C20 alkyl ether sulfates; preferably comprising from 2 to 20 ethylene oxide units, and C6-C30, especially C12-C24 or even C12-C20 acylisethionates; and the salts of all these compounds;
- surfactants chosen from C6-C24 and especially C12-C20 acylglutamates; C6-C24 and especially C12-C20 acylsarcosinates; C6-C24 and especially C12-C20 alkylsulfosuccinates; polyoxyalkylenated (C6- C24)alkyl ether carboxylic acids; polyoxyalkylenated (C6-C24)alkylamido ether carboxylic acids; in particular those comprising from 2 to 15 alkylene oxide groups; and the salts of all these compounds.
- the composition according to the invention comprises at least one sulfate surfactant and/or at least one carboxylate surfactant; preferentially, it comprises at least one sulfate surfactant and at least one carboxylate surfactant.
- composition according to the invention may also comprise one or more amphoteric surfactants.
- amphoteric surfactants that may be used in the invention may be optionally quaternized secondary or tertiary aliphatic amine derivatives, in which the aliphatic group is a linear or branched chain comprising from 8 to 22 carbon atoms, said amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group.
- R a represents a C 1 0-C30 alkyl or alkenyl group derived from an acid R a -COOH preferably present in hydrolysed coconut oil, a heptyl group, a nonyl group or an undecyl group,
- R represents a ⁇ -hydroxyethyl group
- R c represents a earboxymethyl group
- n 0, 1 or 2
- Z represents a hydrogen atom or a hydroxyethyl or earboxymethyl group
- B represents -CH 2 CH 2 OX', with X' representing -CH 2 -COOH, CH 2 - COOZ', -CH 2 CH 2 -COOH, -CH 2 CH 2 -COOZ ⁇ or a hydrogen atom,
- n 1 or 2
- Z represents a hydrogen atom or a hydroxyethyl or earboxymethyl group
- Z' represents an ion resulting from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion resulting from an organic amine and in particular from an amino alcohol, such as monoethanola- mine, diethanolamine and triethanolamine, monoisopropanolamine, diisopropa- nolamine or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2- methyl-1 ,3-propanediol and tris(hydroxymethyl)aminomethane,
- R a ' represents a C1 0 -C30 alkyl or alkenyl group of an acid R a COOH preferably present in hydrolysed linseed oil or coconut oil, an alkyl group, in particular a C-17 alkyl group, and its iso form, or an unsaturated Ci 7 group.
- the compounds corresponding to formula (A2) are preferred. These compounds are also classified in the CTFA dictionary, 5th edition, 1993, under the names disodium cocoamphodiacetate, disodium lauroamphodiacetate, disodium caprylamphodiacetate, disodium capryloamphodiacetate, disodium cocoamphodipropionate, disodium lauroam- phodipropionate, disodium caprylamphodipropionate, disodium capryloam- phodipropionate, lauroamphodipropionic acid and cocoamphodipropionic acid.
- Examples that may be mentioned include the cocoamphodiacetate sold by the company Rhodia under the trade name Miranol® C2M Concentrate or under the trade name Miranol Ultra C 32 and the product sold by the company Chimex under the trade name Chimexane HA.
- R a represents a C 10 -C 3 o alkyl or alkenyl group of an acid R a "-C(0)OH preferably present in hydrolysed linseed oil or coconut oil;
- - Y represents the group -C(0)OH, -C(0)OZ", -CH 2 -CH(OH)-S0 3 H or the group -CH 2 -CH(OH)-S0 3 -Z", with Z" representing a cationic counterion resulting from an alkali metal or alkaline-earth metal, such as sodium, an ammonium ion or an ion resulting from an organic amine;
- R d and R e represent, independently of each other, a C1-C4 alkyl or hydroxyal- kyl radical
- n denote, independently of each other, an integer ranging from 1 to 3.
- amphoteric surfactants are chosen from (C8- C20)alkylbetaines, (C8-C20)alkylamido(C1-C6)alkylbetaines and (C8- C20)alkylamphodiacetates, and mixtures thereof; and more particularly from (C8-C20)alkylbetaines and (C8-C20)alkylamido(C1-C6)alkylbetaines, and mix- tures thereof.
- composition according to the invention may also comprise one or more non ionic surfactants.
- non ionic surfactants that can be used in the compositions of the present invention are compounds that are well known per se (see in particular in this respect "Handbook of Surfactants” by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991 , pp. 116- 78).
- polyethoxylated, polypropoxylated or polyglycerolated fatty alcohols polyethoxylated, polypropoxylated or polyglycerolated a-diols, or polyeth- oxylated, polypropoxylated or polyglycerolated (C 1 _ 2 o)alkylphenols
- the fatty chain comprising, for example, from 10 to 20 carbon atoms and preferably from 16 to 18 carbon atoms, the number of ethylene oxide or propylene oxide groups possibly ranging especially from 1 to 150 and the number of glycerol groups possibly ranging especially from 1 to 30.
- polyethoxylated fatty amides preferably having from 1 to 100 ethylene oxide units, polyglycerolated fatty amide
- the alkyl polyglucosides may be selected, for example, from decyl glucoside ((Cg/Cn alkyl) (1 ,4) polyglucoside), such as the product sold under the name Mydol 10® by the company Kao Chemicals or the product sold under the name Plantacare 2000 UP® by the company Henkel and the product sold under the name Oramix NS 10® by the company SEPPIC; caprylyl/capryl glucoside, such as the product sold under the name Plantacare KE 371 1® by the company Cognis or Oramix CG 1 0® by the company SEPPIC; lauryl glucoside, such as the product sold under the name Plantacare 1200 UP® by the company Henkel or Plantaren 1200 N® by the company Henkel; coco glucoside, such as the product sold under the name Plantacare 818 UP® by the company Henkel; capr ⁇ y ⁇ glucoside, such as the product sold under the name Planta
- composition according to the invention may also comprise one or more cationic surfactants.
- a cationic surfactant may bear one or more positive permanent charges or may contain one or more cationizable functions in the composition according to the invention.
- the cationic surfactants of the invention are those bearing one or more positive permanent charges, i.e. one or more quaternized nitrogen atoms.
- cationic surfactants that may be used in the composition according to the invention, mention may be made of :
- the ones preferably used are, on the one hand, tetraalkylammonium chlorides, for instance dialkyldimethylammonium chlorides or alkyltrimethylammonium chlorides, in which the alkyl radical comprises from about 12 to 22 carbon atoms, in particular behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, or benzyldimethylstearylammonium chloride, or, on the other hand, distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, finally, palmitylamidopropyltrimethylammonium chloride or stearamidopropyldimethyl(myristyl acetate
- Such compounds are, for example, Finquat CT-P sold by the company Finetex (Quaternium-89) and Finquat CT sold by the company Finetex (Quaternium-75),
- Examples that may be mentioned include the diacyloxyethyldimethylammonium,
- acyl radicals preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl radicals, these radicals may be identical or different.
- These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with fatty acids or with fatty acid mixtures of plant or animal origin, or by transesterification of the methyl esters thereof.
- This esterification is followed by a quaternization using an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialky! sulfate (preferably dimethyl or diethyl sulfate), methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
- an alkylating agent such as an alkyl halide (preferably a methyl or ethyl halide), a dialky! sulfate (preferably di
- Such compounds are sold, for example, under the names Dehyquart® by the company Henkel, Stepanquat® by the company Stepan, Noxamium® by the company CECA or Rewoquat® WE 18 by the company Rewo-Witco.
- ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
- composition according to the invention comprises surfactants chosen from anionic, amphoteric surfactants and mixtures thereof.
- composition according to the invention preferably comprises the said surfactant(s) in an amount ranging from 0,1 % to 40% by weight, preferably from 0,5% to 30% by weight, more preferably from 1 to 20 and preferen- tially from 4% to 15% by weight, relative to the total weight of the composition.
- composition according to the invention also comprises one or more amino oxyalkylenated silicones.
- polyoxyalkylenated amino silicones that may be used in the context of the invention, mention may be made of multiblock polyoxyalkylenated amino silicones, of the type (AB)n, A being a polysiloxane block and B being a polyoxyalkylene block comprising at least one amine group.
- the said silicones preferably consist of repeating units having the following general formulae:
- - a is an integer greater than or equal to 1 , preferably ranging from 5 to 200 and more particularly ranging from 10 to 100;
- - b is an integer between 0 and 200, preferably ranging from 4 to 100 and more particularly between 5 and 30;
- - x is an integer ranging from 1 to 10 000 and more particularly from 0 to 5000;
- - R" is a hydrogen atom or a methyl
- R which may be identical or different, represent a linear or branched C2-C12 divalent hydrocarbon-based radical, optionally comprising one or more heteroa- toms such as oxygen; preferably, R denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical, or a -CH2CH2CH20CH(OH)CH2- radical; preferentially, R denotes a -CH2CH2CH20CH(OH)CH2- radical;
- R' which may be identical or different, represent a linear or branched C2-C 2 divalent hydrocarbon-based radical, optionally comprising one or more heteroa- toms such as oxygen; preferably, R' denotes an ethylene radical, a linear or branched propylene radical, a linear or branched butylene radical, or a -CH2CH2CH20CH(OH)CH2- radical; preferentially, R denotes -CH(CH3)- CH2-.
- the siloxane blocks preferably represent from 50 mol% to 95 mol% of the total weight of the silicone, more particularly from 70 mol% to 85 mol%.
- the amine content is preferably between 0.02 and 0.5 meq/g of copolymer in a 30% solution in dipropylene glycol, more particularly between 0.05 and 0.2.
- the weight-average molecular weight (Mw) of the silicone is preferably between 5000 and 1 000 000 and more particularly between 10 000 and 200 000.
- composition according to the invention preferably comprises the said amino oxyalkylenated silicone(s) in an amount ranging from 0,01% to 10% by weight, preferably from 0,05% to 5% by weight and preferentially from 0,1% to 1% by weight, relative to the total weight of the composition.
- composition according to the invention also comprises one or more phospholipid polymers as defined below.
- polymer means both homopolymers formed from a sin- gle monomer, and copolymers formed from at least two different monomers.
- cyclic radical means hereinbelow a monocyclic or polycyclic radical, which may itself be in the form of one or more saturated and/or unsaturated, optionally substituted rings (for example cyclohexyl, cyclodecyl, benzyl or fluo- renyl), but also a radical which comprises one or more of the said rings (for ex- ample p-tert-butylcyclohexyl or 4-hydroxybenzyl).
- saturated and/or unsaturated radical means hereinbelow totally saturated radicals, totally unsaturated radicals, including aromatic radicals, and also radicals comprising one or more double and/or triple bonds, the rest of the bonds being single bonds.
- the phospholipid polymers that may be used in the present invention are polymers that may be obtained by polymerization of one or more monomers of formula (A), alone or optionally with one or more optional monomers of formula ( ⁇ '):
- R1 and R'1 which may be identical or different, represent a hydrogen atom or a methyl radical
- - x is 0 or 1 , preferably 1 ;
- - x' is 0 or 1 , preferably 1 ;
- - Z and Z which may be identical or different, denote a group chosen from - COO-, -CONH-, -CONCH 2 -, -OCO-, -0-, -CO-O-CO- and -COCH 2 CO-;
- R2 and R3 which may be identical or different, denote a linear or branched, saturated or unsaturated, cyclic or acyclic C1-C24 divalent hydrocarbon-based radical, optionally substituted with one or more hydroxyl groups (-OH) and/or groups R2' 2" with R 2 ' and R 2 ", which may be identical or different, representing a hydrogen atom or a linear or branched C1-C6 alkyl radical, in particular methyl or ethyl;
- - m is 0 or 1 , with the proviso that x and m are not simultaneously equal to zero;
- - R6, R7 and R8 represent, independently of each other, a hydrogen atom, a linear, branched or cyclic, optionally aromatic, alkyl group, comprising from 1 to 16 carbon atoms, which may comprise 1 to 5 heteroatoms chosen from O, N, S and P; or R6 and R7 may form, with the nitrogen atom, a saturated or unsaturated, optionally aromatic ring, comprising in total 4 to 7 ring members, espe- cially 4 to 6 carbon atoms and optionally 2 to 3 heteroatoms chosen from O, S and N;
- R4 denotes a saturated or unsaturated, linear, branched or cyclic, optionally aromatic or heteroaromatic hydrocarbon-based radical, comprising from 1 to 30 carbon atoms, which may comprise 1 to 5 heteroatoms chosen from O, N, S, P, Si and F; in the radical R4, the heteroatom(s), when they are present, may be intercalated in the chain of the said radical R4, or alternatively the said radical R4 may be substituted with one or more groups comprising them such as hydroxyl (-OH), phenyl or pyridine, or amino, i.e.
- the monomers) (A) are mandatorily present, whereas the monomer(s) ( ⁇ ') are optional.
- the polymers according to the present invention are copolymers obtained by polymerization of one or more monomers (A) with one or more monomers ( ⁇ ').
- the polymers according to the invention are obtained by polymerization of at least one monomer (A) in which:
- R1 represents a hydrogen atom or a methyl radical
- - x 1 and Z is chosen from -COO- and -CONH- and more particularly -COO-;
- R2 is a radical chosen from the divalent radicals:
- R 2 ' and R 2 " which may be identical or different, representing a hydrogen atom or a linear or branched C1-C6 alkyl radical, in particular methyl or ethyl;
- radicals R2 examples include methylene, ethylene, propylene, n-butylene, isobutylene, n-hexylene, n-octylene, n- dodecylene, n-octadecylene, n-tetradecylene, n-docosanylene and benzylene groups, and also the groups CH 2 -CH 2 -CHOH-, -CH 2 -CH-OH-, -CH 2 -CH 2 - CH(NH 2 )-, -CH 2 -CH(NH 2 )-, -CH 2 -CH 2 -CH(NHR 2 ')-, -CH 2 -CH(NHR 2 ')-, -CH 2 -CH 2 - CH(NR 2 'R 2 ")-, -CH 2 -CH(NR 2 'R 2 ")-; and
- R3 is a radical chosen from the divalent radicals:
- NR 2 'R 2 " representing a hydrogen atom or a linear or branched C1-C6 alkyl radical, in particular methyl or ethyl;
- radicals R3 examples include methylene, ethylene, propylene, n-butylene, isobutylene, n-hexylene, n-octylene, n- dodecylene, n-octadecylene, n-tetradecylene, n-docosanylene and benzylene groups, and also the groups CH 2 -CH 2 -CHOH-, -CH 2 -CH-OH-, -CH 2 -CH 2 - CH(NH 2 )-, -CH 2 -CH(NH 2 )-, -CH 2 -CH 2 -CH(NHR 2 ')-, -CH 2 -CH(NHR 2 ')-, -CH 2 -CH 2 - CH(NR 2 'R 2 ")-, -CH 2 -CH(NR 2 'R 2 ")-; and
- R6, R7 and R8, independently of each other, represent a hydrogen atom or a linear or branched alkyl group, comprising from 1 to 16 carbon atoms, and es- pecially methyl, ethyl, propyl, isopropyl, n-butyl, t-butyl or isobutyl.
- N + R6R7R8 mention may be made of trimethylammo- nium, triethylammonium, N,N-dimethyl-N-octylammonium and N,N-dimethyl-N- laurylammonium radicals.
- the polymers according to the invention are ob- tained by polymerization, besides the monomer(s) (A), of at least one monomer ( ⁇ ') or a salt thereof, in which:
- R'1 represents a hydrogen atom or a methyl radical
- Z' is chosen from -COO- and -CONH- and more particularly -COO-;
- R4 is a linear or branched alkyl radical of the type C q H2 q+ i , q being an integer ranging from 1 to 30, preferably from 8 to 30, more preferably from 10 to 24, particularly from 16 to 22 optionally substituted with one or more radicals chosen from OH, NF FV, +FVFV ", phenyl or pyridine optionally substituted with one or more radicals C1-C4 alkyl, OH or NR 4 'R 4 ", and/or optionally interrupted with one or more heteroatoms or groups chosen from O, NR 4 ' and S, with R 4 ', R 4 " and R 4 "' independently representing a hydrogen atom or a linear or branched C1 -C12 alkyl radical, especially methyl or ethyl.
- R4 examples include linear or branched C1 -C30, alkyl radicals, such as methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, n-hexyl, n-octyl, n-dodecyl, n-octadecyl, n-tetradecyl and n-docosanyl, preferably n-dodecyl, n-octadecyl, n-tetradecyl and n-docosanyl; phenyl radicals optionally substituted with one or more radicals, which may be identical or different, chosen from OH, NH 2 and C1-C12 alkyl; benzyl radicals -CH 2 -C 6 H 4 or - CeH 4 -CH 2 .
- alkyl radicals such as methyl, ethyl, propyl, n-
- R4 denotes a linear or branched alkyl radical of the type C q H 2q+ i , q being an integer ranging from 1 to 30, preferably from 8 to 28 and more preferentially from 10 and 24, particularly from 16 to 22.
- Monomers of formula (A) that may be mentioned include the following monomers:
- a monomer of formula (A) that is preferably used is 2- (meth)acryloyloxyethyl-2'-(trimethylammonio)ethyl phosphate, also known as 2- (methacryloyloxyethyl)phosphorylcholine.
- Optional monomers of formula ( ⁇ ') include, butyl methacrylate, octadecyl methacrylate, 2-hydroxy-3- methacryloyloxypropyltrimethylammonium chloride; methacryloyloxypropyl- trimethylammonium chloride; 3-methacryloyloxy(2- hydroxy)propyltrimethylammonium chloride.
- the phospholipid polymer according to the invention is obtained by polymerization:
- R1 represents a hydrogen atom or a methyl radical
- R2 is a linear or branched alkylene radical of the type C q H 2 q, q being an integer between 1 and 24 and especially between 1 and 12, or even between 1 and 4;
- R3 is a linear or branched alkylene radical of the type C q H 2 q, q being an integer between 1 and 24 and especially between 1 and 12, or even between 1 and 4;
- R6, R7 and R8, independently of each other, represent a hydrogen atom or a methyl
- R4 is a linear or branched alkyl radical of the type C q H2 q+ i , q being an integer ranging from 1to 30, preferably from 8 to 28 and better still from 10 and 24, particularly from 16 to 22.
- the phospholipid polymer may be chosen especially from:
- Methacryloyloxyethyl phosphorylcholine/3-methacryloyloxy(2- hydroxy)propyltrimethylammonium chloride copolymers suh as Lipidure-NA are preferred.
- the polymer according to the invention comprises the monomer(s) of formula (A) and the additional monomer(s) of formula ( ⁇ ') in a monomers (A)/monomers ( ⁇ ') weight ratio of between 1/0,1 and 1/1.
- the monomer of formula (A) preferably represents 20% to 100% by weight of the polymer and more particularly from 20% to 50% by weight, relative to the total weight of the polymer.
- the polymers according to the invention may especially be prepared by radical polymerization, in particular by statistical radical polymerization, according to the usual methods of standard radical polymerization that are well known to those skilled in the art.
- the phospholipid polymers according to the invention may have a weight-average molecular mass (Mw) preferably between 2000 and 2 000 000, or even between 4000 and 500 000 and better still between 7000 and 250 000.
- the weight-average molar masses (Mw) are determined by light scattering.
- composition according to the invention preferably comprises the said phospholipid polymer(s) in an amount ranging from 0,0001% to 1% by weight, preferably from 0,0005%o to 0,5% by weight preferentially from 0,001% to 0,1% by weight.and more preferably from 0,0015 to 0,01% by weight relative to the total weight of the composition.
- composition according to the invention may also comprise at least one or more common cosmetic ingredients chosen especially from propel- lants; cationic surfactants, nonionic surfactants; thickeners, gelling agents; liquid fatty substances, solid fatty substances; sunscreens; moisturizers; antidandruff agents; antioxidants; chelating agents; reducing agents; oxidation bases, couplers, oxidizing agents, direct dyes; relaxants; nacreous agents and opacifiers; micas, nacres, glitter flakes; plasticizers or coalescers; hydroxy acids; pigments; fillers; silicones other than amino oxyalkylenated silicones and in particular polydimethylsiloxanes (PDMS); cationic or amphoteric polymers other than phospholipid polymers of the invention; fragrances; basifying or acidifying agents; silanes; crosslinking agents such as polyphenols or aldehydes.
- PDMS polydimethylsiloxanes
- the composition according to the invention may be aqueous or anhydrous. It is preferably aqueous and then comprises water at a concentration preferably ranging from 5% to 98% by weight, especially from 20% to 98% by weight and better still from 50% to 95% by weight, relative to the total weight of the composition.
- the composition can also comprise one or more organic solvents which are liquid at 25°C and 1 atm, in particular water-soluble solvents, such as C1-C7 alcohols; mention may in particular be made of aliphatic or aromatic Ci- C 7 monoalcohols, C3-C7 polyols or C3-C7 polyol ethers, which can thus be employed alone or as a mixture with water.
- the organic solvent may be chosen from ethanol, isopropanol, benzyl alcohol, hexyleneglycol and glycerol, and mixtures thereof.
- the pH of the composition may be between 3 and 8 and preferentially between 4 and 6.
- the composition according to the invention may be provided in any galenical form conventionally used and in particular in the form of an aqueous, alcoholic or aqueous-alcoholic solution or suspension or oily solution or suspension; of a dispersion of the lotion or serum type; of an emulsion, in par- ticular having a liquid or semi-liquid consistency, of the O/W, W/O or multiple type; of an aqueous or anhydrous gel, or of any other cosmetic form.
- composition according to the invention is in the form of a microemulsion based on water and oil; in the present case, the oil at least partly consisting of the amino oxyalkylenated silicone(s) described above.
- microemulsion denotes, in a known manner, not a true emulsion, but a thermodynamically stable transparent solution of micelles swollen with oil. In other words, the oil is dissolved in the water in the presence of one or more surfactants.
- microemulsion is especially defined in the Dictionary of Colloid and Surface Science by Paul Becher, published in 1990 by Marcel Dekker Inc., page 102.
- the number-average diameter of the oil particles is less than or equal to 100 nm, preferably less than or equal to 50 nm and better still less than or equal to 20 nm.
- microemulsions are distinguished from nanoemulsions, in which the oil particles may have initial sizes of the same order of magnitude, but which are thermodynamically unstable, requiring for their preparation a substantial energy input, and which are liable to change over time.
- the microemulsions according to the invention advantageously have a translucent or transparent and preferably transparent appearance.
- the transparency may be measured by measuring the transmittance at 700 nm via an absorption spectrometer in the visible range (for example a Lambda 14 spectrometer from Perkin-Elmer or a UV2 0 PC spectrometer from Shimadzu). The measurement is taken on the undiluted composition.
- the blank is made with distilled water.
- the compositions according to the invention have a transmittance preferably greater than or equal to 85%, preferentially greater than or equal to 90% and even more preferentially greater than or equal to 94%.
- the transmittance is between 96% and 100%.
- the microemulsions may contain solvents, especially to improve, if necessary, the transparency of the formulation.
- solvents are preferably chosen from the group formed by:
- Ci-Ce lower alcohols such as ethanol
- glycols such as glycerol, propylene glycol, 1 ,3-butylene glycol, dipropylene glycol and hexylene glycol, and polyethylene glycols comprising from 4 to 16 and preferably from 8 to 12 ethylene oxide units.
- the cosmetic composition according to the invention especially finds a particularly advantageous application in the hair sector, especially for caring for, cleansing and/or conditioning the hair or the scalp.
- the hair compositions are preferably shampoos, hair conditioners, styling or care gels, care lotions or creams, conditioners, masks, sera, lotions or shampoos for combating hair loss, antiparasitic shampoos, antidandruff lotions or shampoos, or shampoos for treating seborrhoea.
- the cosmetic composition according to the invention is a shampoo.
- composition according to the invention may be conditioned in a tube, in a bottle optionally equipped with a pump, or alternatively in an aerosol.
- the composition may then contain one or more standard propellants.
- the composition according to the invention is in the form of a hair composition for cleansing the hair; preferentially, the composition according to the invention is a shampoo.
- the cosmetic composition may or may not be rinsed out after having been applied to the keratin materials (hair and/or scalp), preferably rinsed out. It is thus optionally possible to perform rinsing, for example with water, after an optional leave-in time. Preferably, it is rinsed out, after an optional leave-in time.
- a subject of the invention is also a cosmetic treatment process, especially for caring for, cleansing and/or conditioning keratin materials, especially the hair and/or the scalp, comprising the application to the said materials of a cosmetic composition according to the invention, optionally followed by rinsing, after an optional leave-in time.
- a hair treatment process for caring for, cosmetically treating and/or cleansing the hair and/or the scalp, in particular sensitized, embrittled or damaged hair.
- a shampoo composition in accordance with the invention was pre- pared from the ingredients indicated in the table below.
- This composition was prepared in the following manner: The Polyquaternium-61 is dispersed in water, with stirring, and the sodium lauryl ether sulfate is then added and dissolved with stirring. The lauryl ether carboxylic acid, premixed with the preserving agent and the fragrance, is then added, and heated to 70°C. The silicone, the castor oil, the hexylene glycol and the betaine are then successively added to the mixture, with stirring. The mixture is made up with water (qs 100% by weight). pH is adjusted if needed.
- a clear shampoo is obtained, which, after use, leaves the hair soft, supple and smooth, and more coated. It is particularly suitable for embrittled or damaged hair.
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Abstract
Description
Claims
Priority Applications (2)
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PCT/BR2013/000301 WO2015013783A1 (en) | 2013-08-01 | 2013-08-01 | Hair care composition comprising amino silicone and phospolipide polymers |
BR112016001663A BR112016001663A2 (en) | 2013-08-01 | 2013-08-01 | composition and process especially for the care, cleaning and / or conditioning of keratin materials |
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PCT/BR2013/000301 WO2015013783A1 (en) | 2013-08-01 | 2013-08-01 | Hair care composition comprising amino silicone and phospolipide polymers |
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PCT/BR2013/000301 WO2015013783A1 (en) | 2013-08-01 | 2013-08-01 | Hair care composition comprising amino silicone and phospolipide polymers |
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Cited By (2)
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WO2016161588A1 (en) * | 2015-04-09 | 2016-10-13 | Henkel Ag & Co. Kgaa | A hair conditioning composition and a method of treating hair |
JP2017190290A (en) * | 2016-04-12 | 2017-10-19 | クラシエホームプロダクツ株式会社 | Hair cosmetic |
Citations (1)
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JP2007204375A (en) * | 2006-01-31 | 2007-08-16 | Kanebo Home Products Kk | Hair cosmetic |
-
2013
- 2013-08-01 BR BR112016001663A patent/BR112016001663A2/en not_active Application Discontinuation
- 2013-08-01 WO PCT/BR2013/000301 patent/WO2015013783A1/en active Application Filing
Patent Citations (1)
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JP2007204375A (en) * | 2006-01-31 | 2007-08-16 | Kanebo Home Products Kk | Hair cosmetic |
Non-Patent Citations (8)
Title |
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ANONYMOUS: "AKYPO Personal Care", 29 September 2011 (2011-09-29), pages 1 - 8, XP002724027, Retrieved from the Internet <URL:http://www.kaochemicals-eu.com/sites/default/files/akypo_personal_care_leaflet_0.pdf> [retrieved on 20140430] * |
ANONYMOUS: "Silsoft A+ conditioning agent", 12 April 2012 (2012-04-12), pages 1 - 8, XP002724029, Retrieved from the Internet <URL:http://www.momentive.com/WorkArea/DownloadAsset.aspx?id=26571> [retrieved on 20140507] * |
ANONYMOUS: "Teenagers formulations guideline", vol. 1, no. 8, 20 April 2012 (2012-04-20), XP002724028, Retrieved from the Internet <URL:http://www.kaochemicals-eu.com/sites/default/files/teenager_leaflet_pdf.pdf> [retrieved on 20140507] * |
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DATABASE GNPD [Online] MINTEL; 1 July 2011 (2011-07-01), "Hair Treatment Kit", XP002724026, Database accession no. 1583878 * |
DATABASE GNPD [Online] MINTEL; 1 July 2011 (2011-07-01), "Peptide Shampoo", XP002724025, Database accession no. 1592814 * |
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SHIMADA K ET AL: "USING POLYQUATERNIUM-64 TO CONDITION DAMAGED HAIR", COSMETICS & TOILETRIES, vol. 119, no. 11, 1 November 2004 (2004-11-01), WHEATON, IL, US, pages 59 - 66, XP009051849, ISSN: 0361-4387 * |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016161588A1 (en) * | 2015-04-09 | 2016-10-13 | Henkel Ag & Co. Kgaa | A hair conditioning composition and a method of treating hair |
CN107530266A (en) * | 2015-04-09 | 2018-01-02 | 汉高股份有限及两合公司 | The method of Wo 2008069000 and processing hair |
US10842730B2 (en) | 2015-04-09 | 2020-11-24 | Henkel Ag & Co. Kgaa | Hair conditioning composition and a method of treating hair |
JP2017190290A (en) * | 2016-04-12 | 2017-10-19 | クラシエホームプロダクツ株式会社 | Hair cosmetic |
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