EP1233742A1 - Compositions de teinture contenant une association de deux polyethers polyurethanes - Google Patents
Compositions de teinture contenant une association de deux polyethers polyurethanesInfo
- Publication number
- EP1233742A1 EP1233742A1 EP00969639A EP00969639A EP1233742A1 EP 1233742 A1 EP1233742 A1 EP 1233742A1 EP 00969639 A EP00969639 A EP 00969639A EP 00969639 A EP00969639 A EP 00969639A EP 1233742 A1 EP1233742 A1 EP 1233742A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- composition according
- dyeing
- polyether
- dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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Classifications
-
- 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
- A61K8/87—Polyurethanes
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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
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
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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
- A61Q5/10—Preparations for permanently dyeing the hair
Definitions
- the first is semi-permanent or temporary coloring, or direct coloring, which uses dyes capable of bringing to the natural coloring of the hair, a more or less marked change in color possibly resistant to several shampoos. These dyes are called direct dyes; they can be used with or without an oxidizing agent. In the presence of an oxidant, the aim is to obtain a direct lightening coloration.
- the lightening coloration is implemented by applying to the hair the extemporaneous mixture of a direct dye and an oxidant and makes it possible in particular to obtain, by lightening the melanin of the hair, an advantageous effect such as a solid color in in the case of gray hair or to bring out the color in the case of naturally pigmented hair.
- EP-875237 and WO99 / 36047 and more particularly the commercial products sold by the company ROHM & HAAS under the trade names ACULYN 46 and ACULYN 44.
- the so-called "permanent" coloration obtained by means of these oxidation dyes must satisfy a certain number of requirements. Thus, it must be harmless from the toxicological point of view; it must make it possible to obtain nuances in the desired intensity and have good resistance to external agents (light, bad weather, washing, permanent waving, perspiration, friction).
- the dyes must also make it possible to cover white hair, and be the least selective possible, that is to say allow to obtain the smallest possible discoloration differences throughout a same keratin fiber, which can be indeed differently sensitized (ie damaged) between its tip and its root. Finally, the dye, whether direct or permanent, must be able to restore the natural shine of the hair.
- compositions when the polyether polyurethanes are used within well-defined limits, make it possible to synergistically improve the shine of the hair.
- a subject of the present invention is therefore a composition for dyeing keratin fibers, in particular human keratin fibers, such as the hair, comprising, in a medium suitable for dyeing, at least one dye, and characterized in that it contains at least the association:
- a polyether polyurethane capable of being obtained by polycondensation of at least three compounds comprising (i) at least one polyethyieneglycol comprising from 50 to 500 moles of ethylene oxide,
- polyurethane polyether capable of being obtained by polycondensation of at least three compounds comprising (i) at least one polyethyieneglycol comprising from 50 to 500 moles of ethylene oxide, (ii) at least one alcohol fatty C8-C30 different from that of polyether polyurethane (a) and (iii) at least one diisocyanate.
- polyether polyurethanes (a) and (b) will be used for which the polyethylene glycol contains 150 or 180 moles of ethylene oxide. Also preferably, use will be made of a polyurethane polyether (a) or (b) associated with a saccharide and more particularly with maltodextrin. Still preferably, polyether polyurethanes (a) and (b) will be used for which the diisocyanate is methylene bis (4-cyclohexylisocyanate).
- a more particularly preferred dye composition according to the invention is a composition as defined above, for which the polyether polyurethane (a) is obtained by polycondensation of at least three compounds comprising, a polyethylene glycol at 150 or 180 moles d ethylene oxide, stearyl alcohol (C18) and methylene bis (4-cyclohexylisocyanate), and the polyether polyurethane (b) is obtained by polycondensation of at least three compounds comprising, a polyethylene glycol with 150 or 180 moles of ethylene oxide, decyl alcohol (C10) and methylene bis (4-cyclohexylisocyanate).
- ACULYN 46 which is a polycondensate comprising at least as elements, a polyethylene glycol with 150 or 180 moles of ethylene oxide, stearyl alcohol and methylene bis (4-cyclohexyl-isocyanate) (SMDI), at 15% by weight in a matrix of maltodextrin (4%) and water (81%).
- SMDI methylene bis (4-cyclohexyl-isocyanate)
- ACULYN 44 which is a polycondensate comprising at least as elements, a polyethyieneglycol containing 150 or 180 moles of oxide of ethylene, decyl alcohol and methylene bis (4-cyclohexylisocyanate) (SMDI), at 35% by weight in a mixture of propylene glycol (39%) and water (26%).
- compositions A and B consisting of a ready-to-use dye composition, consisting of a composition A comprising, in a medium suitable for dyeing, either at least one oxidation dye (base and / or coupler) , or at least one direct dye and of a composition B comprising at least one oxidizing agent, the polyurethane polyethers (a) and (b) defined above being together present in composition A and / or in composition B, or separately in each of compositions A or B.
- the invention relates more particularly to a process for dyeing keratin fibers, and in particular human keratin fibers such as the hair, consisting in applying to the fibers at least one composition A containing, in a medium suitable for dyeing, ie at least an oxidation dye precursor and optionally at least one coupler, or at least one direct dye, the color being revealed at alkaline, neutral or acidic pH, using an oxidizing composition B which is mixed just at the time of use in composition A or which is applied sequentially without intermediate rinsing, the polyurethane polyethers (a) and (b) defined above, being present together in composition A and / or in composition B, or separately in each compositions A and B.
- the invention also relates to dyeing devices or “kits” with several compartments.
- a device with 2 compartments comprises a first compartment containing a composition A1 containing, in a medium suitable for dyeing, at least one direct dye, and another compartment containing a composition B1 containing, in a medium suitable for dyeing , at least one of the polyurethane polyethers (a) or (b) defined above, the other polyether polyether (s) being present in composition A1.
- Another 2-compartment device comprises a compartment containing a composition A2 containing, in a medium suitable for dyeing, either at least one oxidation dye precursor, and optionally one or more couplers, or at least one dye direct, and another compartment containing a composition B2 containing, in a medium suitable for dyeing, an oxidizing agent, the polyether polyurethanes (a) and (b) defined above being present together in composition A2 and / or the composition B2, or separately in each of compositions A2 and B2.
- Another subject of the present invention is the use of a dye composition containing at least the combination of polyurethane polyethers (a) and (b) defined above to improve or restore the shine of keratin fibers, in particular human fibers and of preferably hair.
- polyurethane polyethers (a) and (b) according to the invention can be prepared according to the methods described in US Patents 4,079,028, 4,180,491, 4,155,892 and 5,281,654.
- the amount by weight of the polyurethane polyether (a) is preferably between approximately 0.01 and 5%, and even more preferably between 0.02 and 2%, and that of the polyether polyurethane (b) varies preferably between about 0.01 and 5%, and even more preferably between 0.02 and 2%, relative to the total weight of the composition.
- the weight ratio of the polyether polyurethane (a) to the polyether polyurethane (b) is between 0.1 and 10 and preferably between 0.5 and 5.
- the oxidation dyes which can be used according to the invention are chosen from oxidation bases and / or couplers.
- the compositions according to the invention contain at least one oxidation base.
- R- ! represents a hydrogen atom, an alkyl radical C ⁇ -C 4 monohydroxyalkyl C ⁇ -C 4 polyhydroxyalkyl, C 2 -C 4 alkoxy (C ⁇ -C 4) alkyl (Cr C) alkyl, C ⁇ -C 4 substituted by a nitrogen, phenyl or 4'-aminophenyl group;
- R 2 represents a hydrogen atom, a C ⁇ -C 4 alkyl radical, C- ⁇ -C monohydroxyalkyl or C 2 -C 4 polyhydroxyalkyl, alkoxy (d- C 4 ) alkyl (CrC) or dC 4 alkyl substituted by a nitrogen group;
- paraphenylenediamines of formula (I) above there may be mentioned more particularly paraphenylenediamine, paratoluylenediamine, 2-chloro-paraphenylenediamine, 2,3-dimethyl-paraphenylenediamine, 2,6-dimethyl-paraphenylenediamine, 2 , 6-diethyl-paraphenylenediamine, 2,5-dimethyl-paraphenylenediamine, N, N-dimethyl-paraphenylenediamine, N, N-diethyl-paraphenylenediamine, N, N-dipropyl-paraphenylenediamine, 4-amino-N, N-diethyl-3-methyl-aniline, N, N-bis- ( ⁇ -hydroxyethyl) - paraphenylenediamine, 4-amino-N, N-bis- ( ⁇ -hydroxyethyl) -3-methyl-aniline, 4 -amino-3-chloro-N,
- 2-hydroxymethyl-paraphenylenediamine la - N, N-dimethyl-3-methyl- paraphenylenediamine, N, N- (ethyl, ⁇ -hydroxyethyl) -paraphenylenediamine, N- ( ⁇ , ⁇ -dihydroxypropyl) paraphenylenediamine, N- (4'-aminophenyl) - paraphenylenediamine, N-phenyl-paraphenylenediamine, 2- ⁇ -hydroxyethyloxy-paraphenylenediamine, and their addition salts with an acid.
- paraphenylenediamines of formula (I) above very particularly preferred is paraphenylenediamine, paratoluylenediamine, 2-isopropyl-paraphenylenediamine, 2- ⁇ -hydroxyethyl-paraphenylenediamine, 2- ⁇ -hydroxyethyloxy-paraphenylenediamine, 6-dimethyl-paraphenylene diamine, 2,6-diethyl-paraphenylenediamine, 2,3-dimethyl- paraphenylenediamine, N, N-bis- ( ⁇ -hydroxyethyl) -paraphenylenediamine, 2-chloro-paraphenylenediamine, and their addition salts with an acid.
- double bases is intended to mean compounds comprising at least two aromatic rings on which are carried amino and / or hydroxyl groups.
- double bases which can be used as oxidation bases in the dye compositions in accordance with the invention, mention may in particular be made of the compounds corresponding to the following formula (II), and their addition salts with an acid:
- the link arm Y represents an alkylene chain comprising from 1 to 14 carbon atoms, linear or branched which can be interrupted or terminated by one or more nitrogen groups and / or by one or more heteroatoms such as oxygen atoms, sulfur or nitrogen, and optionally substituted by one or more hydroxyl or C1-C6 alkoxy radicals;
- R 5 and R ⁇ represent a hydrogen or halogen atom, a C 1 -C 4 alkyl radical, C1-C4 monohydroxyalkyl, C -C 4 polyhydroxyalkyl, aminoalkyl in
- R 7 , R 8 , Rg, R10, R11 and R 12 identical or different, represent a hydrogen atom, a link arm Y or a C ⁇ -C 4 alkyl radical; it being understood that the compounds of formula (II) have only one linker arm Y per molecule.
- nitrogen groups of formula (II) above there may be mentioned in particular the amino, monoalkyl (CC 4 ) amino, dialkyl (C 1 -C 4 ) amino, trialkyl (CrC 4 ) amino, monohydroxyalkyl (C ⁇ -) radicals.
- N.N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) 1, 3-diamino propanol N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- ( ⁇ -hydroxyethyl) N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- ( 4-methylaminophenyl) tetramethylenediamine, N, N'-bis- (ethyl) N, N'-bis- (4'-amino, 3'-methylphenyl) ethylenediamine, 1, 8-bis- (2,5 -diaminophenoxy
- R 3 represents a hydrogen atom, a halogen atom such as fluorine, an alkyl radical C ⁇ -C 4 monohydroxyalkyl C ⁇ -C 4 alkoxy (C ⁇ -C 4) alkyl (CC 4) or aminoC CrC 4 , or hydroxyalkyl (CrC) aminoalkyl C ⁇ -C 4 .
- R14 represents a hydrogen atom or a halogen atom such as fluorine, an alkyl radical in C- ⁇ -C 4 monohydroxyalkyl -C 4 polyhydroxyalkyl, C 2 -C 4 aminoalkyl -C 4 cyanoalkyl CC 4 or alkoxy (C- ⁇ -C 4 ) alkyl (CC), it being understood that at least one of the radicals R 13 or R ⁇ 4 represents a hydrogen atom.
- a halogen atom such as fluorine, an alkyl radical in C- ⁇ -C 4 monohydroxyalkyl -C 4 polyhydroxyalkyl, C 2 -C 4 aminoalkyl -C 4 cyanoalkyl CC 4 or alkoxy (C- ⁇ -C 4 ) alkyl (CC), it being understood that at least one of the radicals R 13 or R ⁇ 4 represents a hydrogen atom.
- para-aminophenols of formula (III) above there may be mentioned more particularly para-aminophenol, 4-amino-3-methyl-phenol, 4-amino-3-fluoro-phenol, 4-amino -3-hydroxymethyl-phenol, 4-amino- 2-methyl-phenol, 4-amino-2-hydroxymethyl-phenol, 4-amino- 2-methoxymethyl-phenol, 4-amino-2-aminomethyl-phenol, 4-amino-2- ( ⁇ -hydroxyethyl-aminomethyl) -phenol, and their addition salts with an acid.
- ortho-aminophenols which can be used as oxidation bases in the context of the present invention, are in particular chosen from 2-amino-phenol, 2-amino-1-hydroxy-5-methyl- benzene, 2-amino-1-hydroxy-6-methyl-benzene, 5-acetamido-2-amino-phenol, and their addition salts with an acid.
- heterocyclic bases which can be used as oxidation bases in the dye compositions in accordance with the invention, mention may more particularly be made of pyridine derivatives, pyrimidine derivatives, pyrazole derivatives, and their addition salts with an acid.
- pyridine derivatives mention may be made more particularly of the compounds described for example in patents GB 1,026,978 and GB 1,153,196, such as 2,5-diamino-pyridine, 2- (4-methoxyphenyl) amino-3- amino-pyridine, 2,3-diamino-6-methoxy-pyridine, 2- ( ⁇ -methoxyethyl) amino-3-amino-6-methoxy pyridine, 3,4-diamino-pyridine, and their salts addition with an acid.
- pyrimidine derivatives mention may be made more particularly of the compounds described for example in German patents DE 2,359,399 or Japanese patents JP 88-169 571 and JP 91-10659 or patent applications WO 96/15765, such as 2,4, 5,6-tetra-aminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, 2-hydroxy-4,5,6-triaminopyrimidine, 2,4-dihydroxy-5,6-diaminopyrimidine, 2, 5,6-triaminopyrimidine, and pyrazolo-pyrimidine derivatives such as those mentioned in patent application FR-A-2 750 048 and among which mention may be made of pyrazolo- [1,5-a] -pyrimidine-3,7- diamine; 2,5-dimethyl-pyrazolo- [1,5-a] - pyhmidine-3,7-diamine; pyrazolo- [1,5-a] -pyhm
- the oxidation bases preferably represent from 0.0005 to 12% by weight approximately of the total weight of the composition of the composition (A).
- couplers can in particular be chosen from 2-methyl-5-amino-phenol, 5-N- ( ⁇ -hydroxyethyl) -amino-2-methyl-phenol, 3-amino-phenol, 1, 3-dihydroxy - benzene, 1, 3-dihydroxy-2-methyl-benzene, 4-chloro-1, 3-dihydroxy-benzene, 2,4-diamino-1 - ( ⁇ -hydroxyethyloxy) -benzene, 2-amino -4- ( ⁇ -hydroxyethyiamino) -1 - methoxy-benzene, 1, 3-diamino-benzene, 1, 3-bis- (2,4-diaminophenoxy) - propane, sesamol, ⁇ -naphthol, 6-hydroxy-indole, 4-hydroxy-indole, 4-hydroxy-N-methyl-indole, 6-hydroxy-indoline, 2,6-dihydroxy-4-methyl-pyridine, 1-H- 3-methyl-pyrazole-5-one
- these couplers preferably represent from 0.0001 to 10% by weight approximately of the total weight of the composition (A), and even more preferably from 0.005 to 5% by weight approximately.
- addition salts with an acid of the oxidation bases and couplers are in particular chosen from hydrochlorides, hydrobromides, sulfates and tartrates, lactates and acetates.
- the medium of the composition suitable for dyeing is preferably an aqueous medium consisting of water. It can advantageously contain solvents cosmetically acceptable organic materials, including more particularly alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol and phenylethyl alcohol, glycerin, or glycols or glycol ethers such as, for example , monomethyl, monoethyl and monobutyl ethers of ethylene glycol, propylene glycol or its ethers such as, for example, propylene glycol monomethyl ether, butylene glycol, dipropylene glycol as well as diethylene glycol alkyl ethers such as, for example, monoethyl ether or monobethyl , in concentrations of between approximately 0.5 and 20% and preferably between approximately 2 and 10% by weight relative to the total weight of the composition.
- solvents cosmetically acceptable organic materials including more particularly alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol and
- the composition may also contain an effective amount of other agents, which have previously been known in coloring, such as various usual adjuvants such as sequestrants such as ethylenediaminetotetracetic acid and etidronic acid, stabilizers, fatty substances, wetting agents , perfumes, consistency agents, cationic or amphoteric polymers, volatile or non-volatile, linear or cyclic, branched or unmodified, modified or unmodified silicones, preservatives, opacifiers such as fatty ethylene glycol esters, micas and micatitanes, ceramides or pseudoceramides, vitamins such as vitamin C, vitamin E, vitamin B5, vitamin A, provitamins such as panthenol, UVA or UVB filters, anionic surfactants, cationic, non-ionic, amphoteric or zwitterionic or their mixtures, mineral, vegetable or synthetic oils, sugars, etc.
- various usual adjuvants such as sequestrants such as ethylenediamineto
- surfactants suitable for implementing the present invention are in particular the following:
- anionic surfactants which can be used, alone or as mixtures, in the context of the present invention, there may be mentioned in particular (non-limiting list) the salts (in particular alkaline salts, in particular sodium salts, ammonium salts, salts amines, amino alcohol salts or magnesium salts) of the following compounds: alkyl sulfates, alkyl ether sulfates, alkylamidoethersulfates, alkylaryl polyethersulfates, monoglycerides sulfates; alkylsulfonates, alkylphosphates, alkylamidesulfonates, alkylarylsulfonates, ⁇ -olefin-sulfonates, paraffin-sulfonates; (C 6 -C 24 ) alkyl sulfosuccinates, (C 6 -C 24 ) alkyl ethersulfosuccinates, (C 6 -C 24 ) alkyl ethersul
- Amphoteric or zwitterionic surfactants may in particular be (non-limiting list) derivatives of aliphatic secondary or tertiary amines, in which the aliphatic radical is a chain linear or branched having 8 to 18 carbon atoms and containing at least one water-soluble anionic group (for example carboxylate, sulfonate, sulfate, phosphate or phosphonate); mention may also be made of (C8-C20) alkyl betaines, sulfobetaines, (C8-C20) alkyl amidoalkyl (C-j-Ce) betaines or (C $ - C20) amidoalkyl (C ⁇ -CQ) alkyl sulfobetaines.
- aliphatic secondary or tertiary amines in which the aliphatic radical is a chain linear or branched having 8 to 18 carbon atoms and containing at least one water-soluble anionic group (for example
- B represents -CH 2 CH 2 OX '
- C represents - (CH 2 ) Z -Y'
- z 1 or 2
- X 'de notes the group -CH 2 CH -COOH or a hydrogen atom
- Y' denotes - COOH or the radical -CH 2 - CHOH - SO3H
- R 2 'de notes an alkyl radical of an acid Rg -COOH present in coconut oil or in hydrolysed linseed oil, an alkyl radical, in particular C7, Cg , C11 or C-13, a C-17 alkyl radical and its iso form, an unsaturated C17 radical.
- Caprylamphodipropionate Disodium Capryloamphodipropionate, Lauroampho- dipropionic acid, Cocoamphodipropionic acid.
- cocoamphodiacetate sold under the trade name MIRANOL® C2M concentrated by the company RHODIA
- cationic surfactants that may be mentioned in particular (nonlimiting list): the salts of primary, secondary or tertiary fatty amines, optionally polyoxyalkylenated; quaternary ammonium salts such as chlorides or bromides of tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium; imidazoline derivatives; or amine oxides of a cationic nature.
- the amounts of surfactants present in the composition according to the invention can vary from 0.01 to 40% and preferably from 0.5 to 30% of the total weight of the composition.
- cationic polymer designates any polymer containing cationic groups and / or groups which can be ionized into cationic groups.
- the cationic polymers which can be used in accordance with the present invention can be chosen from all those already known per se as improving the cosmetic properties of the hair, namely in particular those described in patent application EP-A-337 354 and in French patents FR- 2,270,846, 2,383,660, 2,598,611, 2,470,596 and 2,519,863.
- the preferred cationic polymers are chosen from those which contain units comprising primary, secondary, tertiary and / or quaternary amine groups which can either be part of the main polymer chain or be carried by a lateral substituent directly connected thereto.
- the cationic polymers used generally have a number average molecular mass of between 500 and 5.10 6 approximately, and preferably between 10 3 and 3.10 6 approximately.
- cationic polymers mention may more particularly be made of polymers of the polyamine, polyaminoamide and quaternary polyammonium type.
- R4, R5, R6 > identical or different, represent an alkyl group having from 1 to
- R-] and R 2 identical or different, represent hydrogen or an alkyl group having from 1 to 6 carbon atoms and preferably methyl or ethyl;
- the polymers of family (1) may 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 by lower alkyls (CJ-C4) , acrylic acids or methacrylics or their esters, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, vinyiic esters.
- comonomers which can be chosen from the family of acrylamides, methacrylamides, diacetones, acrylamides, acrylamides and methacrylamides substituted on nitrogen by lower alkyls (CJ-C4) , acrylic acids or methacrylics or their esters, vinyllactams such as vinylpyrrolidone or vinylcaprolactam, vinyiic esters.
- Polyaminoamide derivatives resulting from the condensation of polyalkylene polyamines with polycarboxylic acids followed by alkylation by bifunctional agents Mention may be made, for example, of the adipic acid-diacoylaminohydroxyalkoyldialoylene triamine polymers in which the alkyl radical contains from 1 to 4 carbon atoms and preferably denotes methyl, ethyl, propyl. Such polymers are described in particular in French patent 1,583,363. Among these derivatives, there may be mentioned more particularly the adipic acid / dimethylaminohydroxypropyl / diethylene triamine polymers sold under the name "Cartaretine F, F4 or F8" by the company Sandoz.
- the molar ratio between the polyalkylene po.ylamine and the dicarboxylic acid being between 0.8: 1 and 1.4: 1; the resulting polyaminoamide being reacted with epichlorohydrin in a molar ratio of epichlorohydrin relative to the secondary amine group of the polyaminoamide of between 0.5: 1 and 1.8: 1.
- Such polymers are described in particular in the patents American 3,227,615 and 2,961,347.
- Polymers of this type are in particular sold under the name "Hercosett 57” by the company Hercules Inc. or else under the name of "PD 170” or “Delsette 101” by the company Hercules in the case of the adipic acid copolymer / epoxypropyl / diethylenetriamine.
- 7 denotes a hydrogen atom or a methyl radical
- R 5 and R 16 independently of one another, denote an alkyl group having from 1 to 22 carbon atoms, a hydroxyalkyl group in which the alkyl group preferably has 1 to 5 carbon atoms, a lower amidoalkyl group (CJ-C4), or R 15 and R 16 may denote, jointly with the nitrogen atom to which they are attached, heterocyclic groups, such as piperidinyl or morpholinyl
- Y " is an anion such as bromide, chloride, acetate, borate, citrate, tartrate, bisulfate, bisulfite, sulfate, phosphate.
- These polymers have a number average molecular weight generally between 1000 and 100,000.
- Quaternary polyammonium polymers consisting of units of formula (VII): - - O - (CH 2 ) 2 (VII)
- D may be zero or may represent a group - (CH 2 ) r -CO- in which r denotes a number equal to 4 or 7, X- is an anion ;
- Such polymers can be prepared according to the methods described in U.S. Pat. Nos. 4,157,388, 4,702,906, 4,719,282. They are described in particular in patent application EP-A-122 324.
- Quaternary polymers of vinylpyrrolidone and of vinylimidazole such as for example the products marketed under the names Luviquat FC 905, FC 550 and FC 370 by the company B.A.S.F.
- This dispersion is marketed under the name of "SALCARE® SC 92" by the company ALLIED COLLOIDS.
- These dispersions are marketed under the names of "SALCARE® SC 95" and "SALCARE® SC 96" by the company ALLIED COLLOIDS.
- cationic polymers which can be used in the context of the invention are polyalkyleneimines, in particular polyethyleneimines, polymers containing vinylpyridine or vinylpyridinium units, condensates of polyamines and epichlorohydrin, quaternary polyureylenes and chitin derivatives.
- the acidifying agents are conventionally, for example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, carboxylic acids such as tartaric acid, citric acid, lactic acid, or acids sulfoniques.-
- An oxidation dye composition A1 was prepared containing ACULYN 46 [polyether polyurethane (a)] in an amount of 0.1% in active material (MA) and ACULYN 44 [polyether polyurethane (b)] at a rate of 0.1% in active material
- ACULYN 46 polyether polyurethane (a)] in an amount of 0.1% in active material (MA)
- ACULYN 44 polyether polyurethane (b)] at a rate of 0.1% in active material
- Two comparative compositions B1 and C1 were prepared in parallel which respectively contained only either the ACULYN 46 at the concentration of 0.2% MA or the ACULYN 44 at the concentration of 0 , 2% MA The exact compositions of these dyes are given below.
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Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9914506 | 1999-11-18 | ||
FR9914506A FR2801205B1 (fr) | 1999-11-18 | 1999-11-18 | Compositions de teinture contenant une association de deux polyethers polyurethanes |
PCT/FR2000/002902 WO2001035916A1 (fr) | 1999-11-18 | 2000-10-18 | Compositions de teinture contenant une association de deux polyethers polyurethanes |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1233742A1 true EP1233742A1 (fr) | 2002-08-28 |
Family
ID=9552258
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP00969639A Withdrawn EP1233742A1 (fr) | 1999-11-18 | 2000-10-18 | Compositions de teinture contenant une association de deux polyethers polyurethanes |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1233742A1 (fr) |
AU (1) | AU7930700A (fr) |
FR (1) | FR2801205B1 (fr) |
WO (1) | WO2001035916A1 (fr) |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9526633D0 (en) * | 1995-12-29 | 1996-02-28 | Procter & Gamble | Hair colouring compositions |
GB9626711D0 (en) * | 1996-12-23 | 1997-02-12 | Procter & Gamble | Hair colouring compositions |
FR2769221B1 (fr) * | 1997-10-03 | 2000-01-14 | Oreal | Composition oxydante et utilisations pour la teinture, pour la deformation permanente ou pour la decoloration des fibres keratiniques |
US6156076A (en) * | 1998-01-16 | 2000-12-05 | Bristol-Myers Squibb Company | Two-part hair dye compositions containing polyether polyurethanes and conditioning agents |
AU770290B2 (en) * | 1998-08-06 | 2004-02-19 | National Starch And Chemical Investment Holding Corporation | Novel associative thickeners for aqueous systems |
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1999
- 1999-11-18 FR FR9914506A patent/FR2801205B1/fr not_active Expired - Fee Related
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2000
- 2000-10-18 WO PCT/FR2000/002902 patent/WO2001035916A1/fr not_active Application Discontinuation
- 2000-10-18 EP EP00969639A patent/EP1233742A1/fr not_active Withdrawn
- 2000-10-18 AU AU79307/00A patent/AU7930700A/en not_active Abandoned
Non-Patent Citations (1)
Title |
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See references of WO0135916A1 * |
Also Published As
Publication number | Publication date |
---|---|
FR2801205B1 (fr) | 2003-06-13 |
AU7930700A (en) | 2001-05-30 |
FR2801205A1 (fr) | 2001-05-25 |
WO2001035916A1 (fr) | 2001-05-25 |
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