MXPA99003129A - Composition of dyeing for keratinic fibers with a direct cationic coloring and a polymer sustant - Google Patents

Composition of dyeing for keratinic fibers with a direct cationic coloring and a polymer sustant

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Publication number
MXPA99003129A
MXPA99003129A MXPA/A/1999/003129A MX9903129A MXPA99003129A MX PA99003129 A MXPA99003129 A MX PA99003129A MX 9903129 A MX9903129 A MX 9903129A MX PA99003129 A MXPA99003129 A MX PA99003129A
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Mexico
Prior art keywords
composition
dyeing
composition according
carbon atoms
radical
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MXPA/A/1999/003129A
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Spanish (es)
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MX9903129A (en
MX231224B (en
Inventor
Rondeau Christine
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L'oreal
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Priority claimed from FR9804234A external-priority patent/FR2776923B1/en
Application filed by L'oreal filed Critical L'oreal
Publication of MX9903129A publication Critical patent/MX9903129A/en
Publication of MXPA99003129A publication Critical patent/MXPA99003129A/en
Publication of MX231224B publication Critical patent/MX231224B/en

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Abstract

The invention relates to a dyeing composition for keratin fibers, in particular for human keratin fibers such as hair, comprising, in a medium suitable for dyeing, at least one direct canonical dye of the given formula, and which is characterized by the fact that it also contains at least one particular canonical or amphoteric subjective polymer. The invention also relates to the dyeing methods and devices used by the

Description

COMPOSITION OF DYEING FOR KERATINIC FIBERS WITH A CATIONIC DIRECT COLORING AND A SUBSTANTPOLYMER FIELD OF THE INVENTION The invention relates to a dyeing composition for keratin fibers, in particular for human keratin fibers such as hair, comprising, in a medium suitable for dyeing, at least one direct cationic dye of the g formula, and at least one cationic substantpolymer to particular amphoteric. BACKGROUND OF THE INVENTION The invention also has as its object the dyeing methods and devices that use said composition. In the capillary field, two types of coloration can be distinguished. The first is the semi-permanent to temporary coloration, direct coloration, which uses dyes that are able to provide natural hair color, a more or less pronounced color modification resistant eventually to several shampoos. These dyes are called direct dyes, they can be made with or without oxidizing agent. In the presence of oxidant, the purpose is to obtain a lightening coloration. The i REF .: 29929 Ambering is carried out by applying to the hair the extemporaneous mixture of a direct dye and an oxidant and makes it possible in particular to obtain, by clearing the melanin of the hair, an advantageous effect such as a uniform color in the case of the gray hair to be highlighted the color in the case of naturally pigmented hair. The second is permanent coloring or oxidation coloring. This is carried out with dyes called "oxidation" which comprise oxidation dye precursors and copulators. Oxidation staining precursors, commonly called "oxidation bases", are initially colorless or sparsely colored compounds that develop their dyeing power in the hair in the presence of oxidizing agents added at the time of use, leading to the formation of compounds colored and dyes. The formation of these colored compounds and dyes results either from an oxidatcondensation of the "oxidation bases" on themselves, or from an oxidatcondensation of the "oxidation bases" on coloring modifying compounds commonly called "couplers" and usually present in the dyeing compositions used in oxidation dyeing. To vary the shades obtained with the indicated oxidation dyes, or enrich them with reflections, it happens that direct dyes are added. Among the cationic direct dyes available in the field of dyeing of particularly human keratin fibers, the compounds whose structure is developed in the text that follows are already known; however, these dyes lead to colorations that still have insufficient characteristics, while at the same time in the plane of the homogeneity of the color distributed along the fiber, ("unison"), it is said then that the coloration is too select as in the plane of tenacity, in terms of resistance to the various aggressions that the hair can experience (light, bad weather, shampooing). However, after important research carried out on the subject, the applicant now finishes discovering that it is possible to obtain new compositions for the dyeing of keratin fibers capable of leading to less selectcolorations and that better resist the various aggressions. that the hair can undergo, associating at least one particular polymer, cationic or amphoteric noun in at least one cationic direct dye known from the prior art and with the formulas respecty defined below. This discovery forms the basis of the present invention. Description of the invention The present invention therefore has as its first object a composition for dyeing keratin fibers and in particular human keratin fibers such as hair, which include in a medium suitable for dyeing, (i) at least one direct cationic dye whose structure corresponds to the following formulas, characterized in that it also contains (ii) at least one particular cationic or amphoteric substantive polymer. (i) The cationic direct dye usable according to the present invention is a compound selected from those of formula (I), (II), (III), (III ') below: a) the compounds of formula (I) below: in which D represents a nitrogen atom or the group -CH, Ri and R2, identical or different, represent a hydrogen atom; an alkyl radical of 1 to 4 carbon atoms, which can be substituted by a radical -CN, -OH or -NH2 or form with a carbon atom of the benzene ring a heterocycle optionally oxygenated or nitrogenated, which can be replaced by one or various alkyl radicals of 1 to 4 carbon atoms; a radical 4'-aminophenyl, R3 and R'3, identical or different, represent a hydrogen or halogen atom selected from chlorine, bromine, iodine and fluorine, a cyano radical, alkoxy of 1 to 4 carbon atoms, carbon or acetyloxy, X 'represents an anion preferably chosen from chloride, methyl sulfate and acetate, A represents a group selected by the following structures Al a Al9 * 2. 3 A7 A *, A "A12 13 14 A. 15 ^ 16 to 18 in which R represents an alkyl radical of 1 to 4 carbon atoms which can be substituted by a hydroxyl radical and R 5 represents an alkoxy radical of 1 to 4 carbon atoms, with the proviso that when D represents -CH, A represents -ao A? 3 and R3 is different from an alkoxy radical, then Rx and R2 do not simultaneously designate a hydrogen atom; b) the compounds of formula (II) below: wherein R6 represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, R7 represents a hydrogen atom, an alkyl radical which can be substituted by a -CN radical or by an amino group, a 4'-aminophenyl radical or a R6-a heterocycle optionally oxygenated and / or nitrogenated which can be substituted by an alkyl radical of 1 to 4 carbon atoms, R8 and R9, identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine or fluorine, a radical alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, a radical -CN, X 'represents an anion preferably chosen from chloride, methyl sulfate and acetate, B represents a group selected by the structures Bl a B6 following: in which R 10 represents an alkyl radical of 1 to 4 carbon atoms, Ru and R 2, which are identical or different, represent a hydrogen atom or a radical of 1 to 4 carbon atoms; c) the following compounds of formulas (III) and (III '): AND- in which: R13 represents a hydrogen atom, an alkoxy radical of 1 to 4 carbon atoms, a halogen atom such as bromine, chlorine, iodine or fluorine or an amino radical, Ri4 represents a hydrogen atom, an alkyl radical from 1 to 4 carbon atoms or form with a carbon atom of the benzene ring a heterocycle optionally oxygenated and / or substituted by one or more alkyl groups of 1 to 4 carbon atoms, Ris represents a hydrogen or halogen atom such as bromine, chlorine, iodine or fluorine, Rie and R17, identical or different, represent a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, Di and D2, identical or different, represent a nitrogen atom or the group -CH, m - 0 or 1, it being understood that when Ri3 represents an unsubstituted amino group, then Di and D2 simultaneously represent a group -CH and m = 0, X 'represents an anion preferably chosen from chloride, methyl sulfate and acetate, E represents a group selected by the following El a E8 structures: E6 E7 E8 wherein R 'represents an alkyl radical of 1 to 4 carbon atoms; when m = 0 and Di, represents a nitrogen atom, then E can also designate a group of structure E9 below: wherein R 'represents an alkyl radical of 1 to 4 carbon atoms. Direct cationic dyes of formulas (I), (II) and (III ') which can be used in the dyeing compositions according to the invention are known compounds and are described, for example, in patent applications WO 95/01772, WO 95/15144 and EP-A-0714 954. Among the direct cationic dyes of formula (I) which can be used in the dyeing compositions according to the invention, compounds which respond to the structures (I1) can be more particularly mentioned. 152) following: Cl (126) cr (141) Among the compounds of structures (II) to (152) described above, compounds which respond to structures (II), (12), (114) and (131) are very particularly preferred. Among the direct cationic dyes of formula (II) which can be used in the dyeing compositions according to the invention, compounds which respond to the following structures (III) to (III2) can be mentioned more particularly: Among the cationic direct dyes of formula (III), which can be used in the dyeing compositions according to the invention, compounds which respond to the following structures (III1) to (III18) can be mentioned more particularly: Cl '(1115) CH3SO4 (11113) CHXOO "(une) Among the particular compounds of structures (lili) to (III18) described above, compounds which respond to structures (III4), (III5) and (III3) are very particularly preferred.
Among the direct cationic dyes of formula (III ') which can be used in the dyeing compositions according to the invention, compounds which respond to the following structures (III' 1) to (III '3) can be mentioned more particularly: The cationic direct dye (s) used according to the invention preferably represent from 0.001 to 10% by weight approximately of the total weight of the dyeing composition and even more preferably from 0.005 to 5% by weight approximately of this weight. (ii) The cationic or amphoteric substantive polymer usable according to the present invention is selected from the group consisting of: 1 / - cationic cellulose derivatives with the exception of Polyquaternium 10; 2 / - the copolymers of dimethyldiallylammonium halide and (meth) acrylic acid; 3 / - methacryloyloxyethyltrimethylammonium halide homopolymers and copolymers; 4 / - polyammonium quaternary polymers selected from: - polymers consisting of recurring units corresponding to formula (IV) below: CH, CH3 CH3 CH, - polymers consisting of recurring units corresponding to formula (V) below: CH, C2H5 CH, P2H5 - the polymers formed by recurring units corresponding to the following formula (VI): (SAW) wherein p designates an integer ranging from about 1 to about 6, D may be null or may represent a group - (CH2) r-CO- in which r denotes a number equal to 4 or to 7; 5 / - the vinylpyrrolidone copolymers with cationic units; 6 / - its mixtures. The substantive character (ie the behavior in the deposit on the hair) of the polymers used according to the invention was classically determined by means of the test described by Richard J. Crawford, Journal of the Society of Cosmetic Chemists, 1980, 31- ( 5) - pages 273 to 278 (developed by Red 80 acid dye).
These substantive polymers may be chosen from those previously described in the literature, in particular in the patent application EP-A-0557203, page 4, line 19, page 12, line 14. Mention may be made, among the derivatives cationic cellulosics, the quaternized cellulose ether derivatives such as those described in the application EP-A-0189 935, and in particular the polymer marketed under the name "Quatrisoft LM 200" by the Union Carbide Company; these polymers are also defined in the CTFA dictionary (5th edition, 1993) as quaternary ammonium hydroxyethylcellulose which has reacted with an epoxide substituted by a lauryldimethylammonium group and are repertoriated under the name of "Polyquaternium 24". Among the substantive polymers of the homopolymer and methacryloyloxyethyltrimethylammonium halide copolymer type usable according to the invention, the products referred to in the CTFA dictionary (5th edition, 1993) "Polyquaternium 35", "Polyquaternium 32" and "Polyquaternium 35", corresponding respectively to the "Polyquaternium 37", can be cited. to the crosslinked poly (methacryloyloxyethyltrimethylammonium chloride) homopolymer, in dispersion 50% in mineral oil, and sold under the name Saleare SC95 by the Allied Colloids Company, as regards "Polyquaternium 32", the crosslinked copolymer of acrylamide and methacryloyloxyethyltrimethylammonium chloride (20/80 by weight), in 50% dispersion in mineral oil, and sold under the name Saleare SC92 by the Allied Colloids Company, and as regards "Polyquaternium 35", methacryloyloxyethyltrimethyl-ammonium methacrylate and methacryloyloxyethyldimethylacetylammonium copolymer, sold under the name Plex 7525L by the Rohm GmbH Company. Among the substantive polymers of the type dimethyldiallylammonium halide copolymer and of (meth) acrylic acid which can be used according to the invention, mention may be made in particular of the copolymers of diallyldimethylammonium chloride and of acrylic acid, such as that of the proportions (80/20 by weight) sold under the name Merquat 280 by the Calgon Society. Among the substantive polymers of the quaternary polyammonium type which can be used according to the invention, mention may be made in particular of: the polymers prepared and described in French Patent 2 270,846, consisting of recurring units corresponding to the following formula (IV): CH, CH, CH3 CH3 and particularly those whose molecular weight, determined by gel permeation chromatography, is between 9500 and 9900; -the polymers prepared and described in the French patent 2 270 846, consisting of recurring units corresponding to the following formula (V): CH, C, 2Hp5 CH3 C2H5 and particularly those whose molecular weight, determined by gel permeation chromatography, is about 1200; - the polymers described and prepared in US Patents 4,157,388, 4,390,689, 4,702,906, 4,719,282, and constituted -by recurring units that respond to the following formula (VI): where p designates an integer, which varies from 1 to 6 approximately, D can be null or can represent a group - (CH2) r-C0- in which r designates a number equal to 4 or 7, the mass being molecular weight of said polymers preferably less than 100 000, and more preferably still internal or equal to 50 000; such polymers are sold in particular by the Miranol Company under the names "Mirapol A15", "Mirapol AD1", "Mirapol AZI" and "Mirapol 175". Among the polymers of vinylpyrrolidone (PVP) swon cationic units usable according to the invention, mention may be made in particular of: a) vinylpyrrolidone polymers including dimethylaminoethyl methacrylate units; they can be cited among these; the copolymer, vinylpyrrolidone / dimethylaminoethyl methacrylate (20/80 by weight) sold under the trade name COPOLYMER 845 by the Company I.S.P. the vinylpyrrolidone / dimethylaminoethyl methacrylate copolymers quaternized by diethyl sulfate, sold under the names GAFQUAT 734, 755, 755 S and 755 L by the company I.S.P. - the PVP / dimethylaminoethyl ethacrylate / hydrophilic polyurethane sold under the trade name PECOGEL GC-310 by the U.C.I.B. or even under the names AQUAMERE C 1031 and C 1511 by the company BLAGDEN CHEMICALS, - the PVP / methacrylate dimethylaminoethyl / olefin of 8 to 16 carbon atoms, quaternized or non-quaternized, sold under the names GANEX ACP 1050 to 1057, 1062 to 1069, 1079 to 1086, by the ISP Society - the PVP / dimethylaminoethylmethacrylate / vinylcaprolactam, sold under the name GAFFIX VC 713 by the Company I.S.P. b) vinylpyrrolidone polymers comprising methacrylamidopropyltrimethylammonium units (M.A. P.T.A.C.), among which may be mentioned in particular: vinylpyrrolidone / M.A copolymers. P.T.A.C. , sold under the trade names GAFQUAT ACP 1011 and GAFQUAT HS 100 by the I.S.P. c) vinylpyrrolidone polymers comprising methyl vinylimidazolium units and among which may be more particularly cited: - PVP / methylvinylimidazolium chloride, sold under the names LUVIQUAT FC 370, FC 550, FC 905, HM 552 by the Company B.A.S.F. - the PVP / methylvinylimidazolium chloride / vinylimidazole, sold, under the LUVIQUAT 8155 denamination by the B.A.S.F. the PVP / methylvinylimidazolium methanesulfate sold under the name LUVIQUAT MS 370 by the Company B.A.S.F. The concentration of substantive polymer (ii) in the dyeing composition according to the invention may vary between about 0.01 and about 10% relative to the total weight of the dye composition, and preferably between 0.1 and 5%. The appropriate medium for dyeing (or support) is generally constituted by water or a mixture of water and by at least one organic solvent to solubilize compounds that are not sufficiently soluble in water. As the organic solvent, there may be mentioned, for example, the lower alkanols of 1 to 4 carbon atoms, such as ethanol and isopropanol; aromatic alcohols such as benzyl alcohol or phenoxyethanol, as well as analogous products and their mixtures. The solvents can be present in proportions preferably comprised between 1 and 40% by weight approximately relative to the total weight of the dyeing composition, and even more preferably between 5 and 30% by weight approximately. The pH of the dyeing composition according to the invention is generally between approximately 2 and 11, and preferably between approximately 5 and approximately 10. It can be adjusted to the desired value by means of acidifying or alkalizing agents usually used in the dyeing of keratin fibers. Among the acidulating agents, mention may be made, by way of example, of mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, Tartaric acid, citric acid, lactic acid, sulfonic acids. Among alkalizing agents, mention may be made, by way of example, of ammonia, alkali metal carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides and compounds of formula ( VII) next: wherein W is a propylene moiety optionally substituted by a hydroxyl group or an alkyl radical of 1 to 6 carbon atoms; R 8, R 19, R 2 and R 21, identical or different, represent a hydrogen atom, an alkyl radical of 1 to 6 carbon atoms or hydroxyalkyl of 1 to 6 carbon atoms. The dyeing composition according to the invention can, in addition to the cationic direct dye (s) (i) defined above, contain one or more additional direct dyes which may for example be chosen from nitrated benzene dyes, anthraquinone dyes, naphthoquinone dyes, triarylmetanic dyes, xanthine dyes, non-cationic azo dyes. When it is intended for oxidation dyeing, the dyeing composition according to the invention contains, in addition to the cationic direct dye (i) one or more oxidation bases selected from the oxidation bases conventionally used for dyeing by oxidation and among which may be particularly mentioned para-phenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases. When used, the oxidation base or bases preferably represent from 0.0005 to 12% by weight approximately of the total weight of the dyeing composition, and even more preferably from 0.005 to 6% by weight approximately of this weight . When it is intended for oxidation dyeing, the dyeing composition according to the invention can also include, in addition to the direct cationic dye (i) and the polymer, substantive (ii) as well as the oxidation bases, one or more couplers with the In order to modify or enrich with reflections the shades obtained using the direct dye (s) cationic (s) (i) and the oxidation base (s). The copulators which can be used in the dyeing composition according to the invention can be chosen from the couplers conventionally used in the dye by oxidation and among which, metaphenylenediamines, meta-aminophenols, meta-diphenols and heterocyclic couplers can be particularly mentioned. When present, the copulator (s) preferably represent from 0.0001 to 10% by weight approximately of the total weight of the dyeing composition and even more preferably from 0.005 to 5% by weight approximately of this weight. The dyeing composition according to the invention can optionally include various adjuvants conventionally used in the dyeing compositions of the hair, such as antioxidant agents, penetrating agents, sequestering agents, perfumes, buffers, dispersing agents, surfactants, smoke agents, ceramides, preservatives, filtering agents, opacifying agents. Of course, the person skilled in the art will try to choose this or these possible complementary compounds in such a way that the advantageous properties intrinsically related to the dye composition according to the invention are not, or substantially, altered by the addition (s) considered. The dyeing composition according to the invention can be present in various forms, such as in the form of liquids, shampoos, creams, gels, or in any other form suitable for dyeing the keratin fibers, and in particular human hair. The presentation in the form of a shampoo is particularly preferred. When the association of the cationic direct dye (ii) and the polymer, noun (ii) according to the invention is used in a composition intended for oxidation dyeing (one or more oxidation bases are then used, optionally in the presence of one or several copulators) or when used in a composition intended for direct lightening dyeing, then the dyeing composition according to the invention further includes at least one oxidizing agent, selected for example between hydrogen peroxide, urea peroxide, alkali metals, persalts such as perborates and persulfates, and enzymes such as peroxidases, laccases and oxidoreductases of two electrons. The use of hydrogen peroxide or enzymes is particularly preferred. Another object of the invention is a process for dyeing keratin fibers and in particular human keratin fibers such as hair using the dyeing composition as defined above. According to a first variant of this dyeing process according to the invention, at least one dyeing composition as defined above is applied to the fibers for a sufficient time to develop the desired dyeing, after which it is rinsed, it is eventually washed with shampoo, it is rinsed again and dried. The time necessary for the development of the coloration on the keratin fibers is generally between 3 and 60 minutes and even more precisely between 5 and 40 minutes. According to a second variant of this dyeing process according to the invention, at least one dyeing composition as defined above is applied to the fibers for a sufficient time to develop the desired dyeing, without final rinsing.
According to a particular embodiment of this dyeing process, and when the dyeing composition according to the invention includes at least one oxidation base and at least one oxidizing agent, the dyeing process includes a preliminary step consisting of storing separately , on the one hand, a composition (Al) comprising, in a medium suitable for dyeing, at least one cationic direct dye (i) as defined above and at least one oxidation base and, on the other hand, a composition (Bl) which includes, in a suitable medium for the dye, at least one oxidizing agent, then in proceeding to its mixing at the time of use before applying this mixture on the keratin fibers, containing the composition (Al) or the composition (Bl) the cationic or amphoteric substantive polymer (ii) as defined above. According to another particular embodiment of this dyeing process, and when, the dyeing composition according to the invention includes at least one oxidizing agent, the dyeing process includes a preliminary step consisting of storing separately, on the one hand, a composition (A2) comprising, in a medium suitable for dyeing, at least one direct cationic dye (i) as defined above and, for another part, a composition (B2) that includes, in a medium suitable for dyeing, at least one oxidizing agent, then in proceeding to its mixing at the time of use before applying this mixture on the keratin fibers, containing the composition (A2) or the composition (B2) the cationic or amphoteric substantive polymer as defined above. Another object of the invention is a multi-compartment device or dye "kit" or any other multi-compartment conditioning system of which a first compartment includes the composition (Al) or (A2) as defined above and a second compartment includes the composition (Bl) or (B2) as defined above. These devices can be equipped with a means that allows to provide the desired mixture on the hair, such as the devices described in patent FR-2,586,913 in the name of the applicant firm. The following examples are intended to illustrate the invention without thereby limiting the scope. EXAMPLES EXAMPLE 1 The following dye composition was prepared: Direct cationic dye of formula 1 (2) 0.125 g Paraaminophenol 0, 120 g -N-β-hydroxyethylamino-2-methyl-phenol 0.125 g Substantial polymer: copolymer of diallyldimethylammonium chloride and acrylic acid (80/20 by weight) sold under the name Merquat 280 by the company. CALGON 1.0 g M.A. * Polyglycerolated oleic alcohol in 2 moles of glycerol 4.0 g Polyglycerolated oleic alcohol in 4 moles of glycerol, 78% of active substances (M.A.) 5.69g M.A. * Oleic acid 3.0 g Oleic amines in 2 moles of ethylene oxide sold under the trade name ETHOMEEN 012 by AKZO Society 7, 0 g Diethylaminopropyl lauryl amino succinamate, sodium salt, 55% of M.A 3.0 g M.A.
Oleo alcohol 5.0 g Oleyl alcohol diethanolamide 12.0 g Propylene glycol 3.5 g Dipropylene glycol 0.5 g Propylene glycol monomethyl ether 9.0 g Ethanol 7.0 g Sodium metabisulfite in aqueous solution, 35% of M.A 0.455g M.A. * Ammonium acetate 0.8 g Antioxidant, sequestrant c. s. Perfume, preservative c. s. Ammonia at 20% NH3 10.0 g M.A. *: Active Material At the time of use, this composition was mixed with an equal amount of an aqueous solution of hydrogen peroxide in 20 volumes (6% by weight). The resulting composition was applied for 30 minutes on wicks of natural gray hair at 90% white. The hair strands were then rinsed, washed with a conventional shampoo and then dried. They were stained in a light blond tone with intense red reflection.
EXAMPLE 2: The following dye composition was prepared: Cationic direct dye of formula 1 (14) 0.09 g Substantial polymer of quaternary polyammonium type of formula (IV) 1.0 g M.A. * Nonyl phenol in 9 moles of ethylene oxide 8.0 g 2-amino-2-methyl-propanol c.s pH 9 Demineralized Aqua c.s.p 100 g M.A. : Active Matter The composition indicated above was applied for 30 minutes on wicks of natural gray hair with 90% white. The hair strands were then rinsed, washed with a conventional shampoo and then dried. They were stained in an intense copper color.
It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, property is claimed as contained in the following:

Claims (29)

RE I V I ND I CAC I ONE S
1. Composition for dyeing keratin fibers and in particular human keratin fibers such as hair, characterized in that it includes in a medium suitable for dyeing, (i) at least one direct cationic dye of the following formulas (I), (II) ), (III), (III '): formula (I) in which: D represents a nitrogen atom or the group -CH, Ri and > , identical or different, represent a hydrogen atom; an alkyl radical of 1 to 4 carbon atoms which can be substituted by a radical -CN, -OH or -NH2 or form with a carbon atom of the benzene ring a heterocycle optionally oxygenated or nitrogenated, which can be replaced by one or more alkyl radicals of 1 to 4 carbon atoms; a radical 4'-aminophenyl, R3 and R'3, identical or different, represent an hydrogen or halogen selected from chlorine, bromine, iodine and fluorine, a cyano radical, alkoxy of 1 to 4 carbon atoms to acetyloxy, X "represents an anion preferably chosen from chloride, methyl sulfate and acetate, A represents a group selected by Al structures Al9 following: , A3 TO,, A1C A? 12 3 A 14 M5 M6? 17? 18 19 wherein R4 represents an alkyl radical of 1 to 4 carbon atoms which can be substituted by a hydroxyl radical and R5 represents an alkoxy radical of 1 to 4 carbon atoms, with the proviso that when D represents -CH, A represents s, o? 3 and R3 is different from an alkoxy radical, then Ri and R do not simultaneously designate a hydrogen atom; formula (II) in which: Re represents a hydrogen atom or an alkyl radical of 1 to 4 carbon atoms, R7 represents a hydrogen atom, an alkyl radical that can be substituted by a -CN radical or by a group amino, a 4'-aminophenyl radical to form with R6 an optionally oxygenated and / or nitrogenated heterocycle can be substituted by an alkyl radical of 1 to 4 carbon atoms, Rβ and 9, identical or different, represent a hydrogen atom, a halogen atom such as bromine, chlorine, iodine to fluorine, an alkyl radical of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms, a radical -CN, X "represents an anion preferably chosen from chloride, methyl sulfate and acetate, B represents a group selected by the structures Bl to B6 following: B4 B5 B6 in which Rio represents an alkyl radical of 1 to 4 carbon atoms, Rp and R12, identical or different represent a hydrogen atom or a radical of 1 to 4 carbon atoms; formulas (III) and (III ') in which: RX3 represents a hydrogen atom, an alkoxy radical of 1 to 4 carbon atoms, a halogen atom such as bromine, chlorine, iodine or fluorine or a amino radical, R 4, a halogen atom such as bromine, chlorine, iodine or fluorine or an amino radical, Ri 4 represents a hydrogen atom, an alkyl radical of 1 to 4 carbon atoms or an atom with a carbon, of the benzene ring a heterocycle optionally oxygenated and / or substituted by one or more alkyl groups of 1 to 4 carbon atoms, Ri5 represents a hydrogen or halogen atom such as bromine, chlorine, iodine or fluorine, Rie and 17, identical or different, represent an atom, of hydrogen or an alkyl radical of 1 to 4 carbon atoms, Di and D2, identical or different, represent a nitrogen atom or the group -CH, m = o or 1, it being understood that when R13 represents an unsubstituted amino group, then Di and D2 simultaneously represent a group -CH and m = 0, X "represents an anion of preference chosen from chloride, methyl sulfate and acetate, E represents a group selected by the structures El a E8 following: E6 E7 E8 wherein R 'represents an alkyl radical of 1 to 4 carbon atoms; when m = 0 and Di represents a nitrogen atom, then E may also designate a group of structure E9 below: wherein R 'represents an alkyl radical of 1 to 4 carbon atoms; said composition being characterized in that it also contains (ii) at least one cationic or amphoteric substantive polymer selected from the group consisting of: 1 / - cationic cellulose derivatives with the exception of Polyquaternium 10; 2 / -the copolymers of dimethyldiallylammonium halide and (meth) acrylic acid halide; 3 / - methacryloyloxyethyltrimethylammonium halide homopolymers and copolymers; 4 / - polyammonium quaternary polymers selected from: - polymers consisting of recurring units corresponding to formula (IV) below: CH, CH, 45 -. { -Ni- (CH2) 3-W * - (CH2) 6] (IV) C C CH CH, polymers consisting of recurring units corresponding to the following formula (V): CH, C2HS CH C, 2Hr, 5 the polymers constituted by recurring units corresponding to the following formula (VI): CH2? -0- (CH22) '2 (VI) wherein p designates an integer that varies from about 1 to about 6, D may be null or may represent a group - (CH2), -CO- in which r denotes a number equal to 4 or to 7; 5 / - vinylpyrralidone copolymers with cationic units; 6 / - its mixtures.
2. Composition according to claim 1, characterized in that the cationic direct dyes of formula (I) are chosen from the compounds that respond to the structures (II) to (152) below: 10 - fifteen twenty -
3. Composition according to claim 2, characterized in that the direct cationic dyes respond to structures (II), (12), (114), and (131).
4. Compositions according to claim 1, characterized in that the direct cationic dyes of formula (II) are chosen from the compounds that respond to structures (III) to (1112) below:
5. Composition according to claim 1, characterized in that the cationic direct dyes of formula (III) are chosen from among the compounds that respond to the following structures (lili) to (III18); CH3SO4 (11110)
6. Composition according to claim 5, characterized in that the direct cationic dyes of formula (III) are chosen from the compounds that respond to structures (III4), (III5) and (III13).
Composition according to claim 1, characterized in that the direct cationic dyes of formula (III ') are chosen from the compounds that respond to the structures (III' 1) a (III'3) following: Cl (lll'1)
8. Composition according to any one of the preceding claims, characterized in that the cationic direct dye (s) of formulas (I), (II), (III) or (III1) represent from 0.001 to 10% by weight of the total weight of the composition.
9. Composition according to claim 8, characterized in that the cationic direct dye (s) of formulas (I), (II), (III) or (III ') they represent from 0.005 to 5% by weight of the total weight of the composition.
10. Composition according to any one of the preceding claims, characterized in that the polymer substantive cellulose is a Polycuaternium 24.
11. Composition according to any one of claims 1 to 9, characterized in that the substantive polymer of the type copolymer of Dimethyldiallylammonium halide and (meth) acrylic acid halide is a copolymer of dimethyldiallylammonium chloride and acrylic acid (80/20 by weight).
12. Composition according to any one of claims 1 to 9, characterized in that the substantive polymers of the homopolymer and metatriloyloxyethyltrimethylammonium halide copolymer type are chosen from the crosslinked poly (methacryloyloxyethyltrimethylammonium chloride) homopolymer, in 50% dispersion in mineral oil, the crosslinked copolymer of the acrylamide and of methacryloyloxyethyltrimethylammonium chloride (20/80 by weight), in 50% dispersion in mineral oil, the methosulphate of the copolymer of methacryloyloxy'ethyltrimethylammonium and methacryloyloxyethyl-dimethylacetylammonium.
Composition according to any one of Claims 1 to 9, characterized in that the substantive polymers of the vinylpyrrolidone polymer type with cationic units are chosen from: a) vinylpyrrolidone polymers including dimethylaminoethyl methacrylate units; b) vinylpyrrolidone polymers comprising methacrylamidopropyltrimethylammonium units; c) vinylpyrrolidone polymers comprising methyl vinylimidazolium units.
Composition according to any one of claims 1 and 10 to 13, characterized in that the a substantive polymers (ii) represent from 0.01 to 10% by weight of the total weight of the composition.
15. Composition according to claim 14, characterized in that the substantive polymer (s) (ii) represent 0.1 to 5% by weight of the total weight of the composition.
Composition according to any one of the preceding claims, characterized in that the medium suitable for dyeing (or support) is constituted by water or by a mixture of water and at least one organic solvent.
Composition according to any one of the preceding claims, characterized in that it has a pH comprised between 2 and 11, and preferably between 5 and 10.
Composition according to any one of the preceding claims, characterized in that which is intended for oxidation dyeing and because it contains one to several oxidation bases selected from para-phenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases.
Composition according to claim 18, characterized in that the oxidation base (s) represent from 0.0005 to 12% by weight of the total weight of the dyeing composition.
20. Composition according to claim 19, characterized in that the oxidation base (s) represent from 0.005 to 6% by weight of the total weight of the dyeing composition.
Composition according to any one of Claims 18 to 20, characterized in that it includes one or more couplers selected from among the metaphenylenediamines, meta-aminophenols, meta-diphenols and heterocyclic couplers.
22. Composition according to claim 21, characterized in that the copulator (s) represent from 0.0001 to 10% by weight of the total weight of the dyeing composition.
Composition according to claim 22, characterized in that the coupler (s) represent from 0.005 to 5% by weight of the total weight of the dyeing composition.
Composition according to any one of the preceding claims, characterized in that it is intended for oxidation dyeing or direct lightening dyeing and because it includes at least one oxidizing agent.
25, Process for dyeing keratin fibers and in particular human keratin fibers such as hair, characterized in that at least one dyeing composition is applied to the fibers as defined in any one of claims 1 to 24, for a sufficient time to develop the desired coloration, after which it is clarified, washed eventually with shampoo, rinsed again and dried.
26. Dyeing process of keratin fibers and in particular of human keratin fibers such as hair, characterized in that at least one dyeing composition as defined in any one of claims 1 to 24 is applied to the fibers, for a sufficient time to develop the desired coloration, without final rinse.
Method for dyeing keratin fibers and in particular human keratin fibers, such as hair, characterized in that it comprises a preliminary step consisting of storing separately a composition on the one hand (Al) comprising, in a medium suitable for dyeing, at least one direct cationic dye (i) as defined in the preceding claims and at least one oxidation base and, on the other hand, a composition (Bl) which includes, in a medium suitable for the dye, at least one oxidizing agent, then in mixing it at the time of use before applying this mixture on the keratin fibers, containing the composition (Al) or the composition (Bl ) the substantive polymer (ii) as defined in the preceding claims.
28. Procedure for dyeing keratin fibers and in particular keratin fibers human beings such as hair, characterized in that it comprises a preliminary step consisting of storing separately, on the one hand, a composition (A2) comprising, in a medium suitable for dyeing, at least one direct cationic dye ( i) as defined in the preceding claims and, on the other hand, a composition (B2) that includes, in a medium suitable for dyeing, at least one oxidizing agent, then in proceeding to its mixing at the time of the use before applying this mixture on the keratin fibers, the composition (A2) or composition (/ B2) containing the substantive polymer (ii) as defined in the preceding claims.
29. Multi-compartment multi-compartment dyeing kit, characterized by the fact that a first compartment includes composition (Al) or (A2) as defined in claim 27 or 28 and a second compartment includes the composition (Bl) or (B2) as defined in claim 27 or 28.
MX9903129A 1998-04-06 1999-04-05 COMPOSITION AND PROCEDURES FOR THE MAINTENANCE OF KERATIN FIBERS AND IN PARTICULAR HUMAN KERATIN FIBERS SUCH AS HAIRS AND A DEVICE OF VARIOUS COMPARTMENTS OR KIT OF VARIOUS COMPARTMENTS. MX231224B (en)

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FR9804234A FR2776923B1 (en) 1998-04-06 1998-04-06 DYE COMPOSITION FOR KERATINIC FIBERS WITH CATIONIC DIRECT DYE AND SUBSTANTIVE POLYMER
FR9804234 1998-04-06

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Families Citing this family (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2776923B1 (en) * 1998-04-06 2003-01-10 Oreal DYE COMPOSITION FOR KERATINIC FIBERS WITH CATIONIC DIRECT DYE AND SUBSTANTIVE POLYMER
KR20000021741A (en) * 1998-09-30 2000-04-25 토니헬샴 Method for preventing parking brake of construction heavy equipment from releasing
DE10007776A1 (en) * 2000-02-21 2001-09-06 Goldwell Gmbh Hair dye
JP2001288054A (en) * 2000-04-07 2001-10-16 Kao Corp Hair dye
FR2807650B1 (en) * 2000-04-18 2002-05-24 Oreal KERATIN FIBER OXIDATION DYE COMPOSITION COMPRISING 1- (4-AMINOPHENYL) -PYRROLIDINE AND A PARTICULAR DIRECT DYE
FR2825622B1 (en) 2001-06-11 2007-06-29 Oreal COMPOSITION FOR DYING KERATIN FIBERS COMPRISING A PARTICULAR DIAZOIC DYE DYE
FR2829926B1 (en) * 2001-09-26 2004-10-01 Oreal COMPOSITION FOR DYEING KERATINIC FIBERS COMPRISING A SPECIAL DICATION DIAZOIC DYE
FR2830189B1 (en) * 2001-09-28 2004-10-01 Oreal LIGHTENING EFFECT DYE COMPOSITION FOR HUMAN KERATINIC FIBERS
KR20050057036A (en) 2002-08-30 2005-06-16 시바 스폐셜티 케미칼스 홀딩 인코포레이티드 Coloured gloss pigments having at least one coating of siox, with x = 0.03 to 0.95 for use in cosmetic and personal care formulation
US7101406B2 (en) 2002-12-13 2006-09-05 L'oreal Dyeing composition comprising a cationic tertiary para-phenylenediamine and a heterocyclic cationic direct dye, methods and uses
FR2848439A1 (en) * 2002-12-13 2004-06-18 Oreal TINCTORIAL COMPOSITION COMPRISING CATIONIC TERAPHARY PARAPHENYLENEDIAMINE AND CATIONIC HETEROCYCLIC DIRECT COLOR, METHODS AND USES
FR2848834B1 (en) * 2002-12-19 2005-03-11 Oreal COMPOSITION FOR COLORING KERATIN FIBERS CONTAINING A DIRECT DYE AND A PARTICULAR POLYMER, PROCESS FOR THE PREPARATION OF SAID COMPOSITION AND METHOD FOR COLORING THE SAME
FR2848835B1 (en) * 2002-12-19 2005-03-11 Oreal COMPOSITION FOR COLORING KERATIN FIBERS CONTAINING AN OXIDATION BASE AND A PARTICULAR POLYMER, PROCESS FOR THE PREPARATION OF SAID COMPOSITION AND METHOD FOR COLORING THE SAME
US7261744B2 (en) * 2002-12-24 2007-08-28 L'oreal S.A. Method for dyeing or coloring human keratin materials with lightening effect using a composition comprising at least one fluorescent compound and at least one optical brightener
US7208018B2 (en) * 2003-04-01 2007-04-24 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one associative polymer, process therefor and use thereof
US7195651B2 (en) * 2003-04-01 2007-03-27 L'oreal S.A. Cosmetic composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one cationic polymer, and a dyeing process therefor
US7250064B2 (en) * 2003-04-01 2007-07-31 L'oreal S.A. Dye composition comprising at least one fluorescent dye and a non-associative thickening polymer for human keratin materials, process therefor, and method thereof
US7150764B2 (en) * 2003-04-01 2006-12-19 L'oreal S.A. Composition for dyeing a human keratin material, comprising at least one fluorescent dye and at least one insoluble conditioning agent, process thereof, use thereof, and devices thereof
FR2853235B1 (en) * 2003-04-01 2008-10-03 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A FLUORESCENT COLOR AND A PARTICULAR COMPOUND HAVING ACID FUNCTION, METHOD AND USE
US7186278B2 (en) * 2003-04-01 2007-03-06 L'oreal S.A. Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one compound comprising an acid functional group and processes therefor
FR2853239B1 (en) * 2003-04-01 2010-01-29 Oreal USE OF COMPOSITIONS COMPRISING A FLUORESCENT COLORANT AND A PARTICULARLY AMPHOTERIC OR NON-IONIC SURFACTANT FOR COLORING WITH A LIGHTENING EFFECT OF HUMAN KERATINIC MATERIALS
US7198650B2 (en) * 2003-04-01 2007-04-03 L'oreal S.A. Method of dyeing human keratin materials with a lightening effect with compositions comprising at least one fluorescent dye and at least one amphoteric or nonionic surfactant, composition thereof, process thereof, and device therefor
US7192454B2 (en) * 2003-04-01 2007-03-20 L'oreal S.A. Composition for dyeing human keratin materials, comprising a fluorescent dye and a particular sequestering agent, process therefor and use thereof
FR2853238A1 (en) * 2003-04-01 2004-10-08 Oreal COLORING CMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A FLUORESCENT COLORANT AND AN INSOLUBLE POLYORGANOSILOXANE CONDITIONING POLYMER, PROCESS AND USE
FR2853237B1 (en) * 2003-04-01 2006-07-14 Oreal METHOD FOR COLORING WITH LIGHTENING EFFECT OF HUMAN KERATIN FIBERS HAVING BEEN PERMANENT DEFORMATION BY MEANS OF A COMPOSITION COMPRISING A FLUORESCENT COLOR
FR2853233B1 (en) * 2003-04-01 2007-10-05 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A FLUORESCENT COLORANT AND AN AMINO SILICONE, PROCESS AND USE
US7736631B2 (en) 2003-04-01 2010-06-15 L'oreal S.A. Cosmetic dye composition with a lightening effect for human keratin materials, comprising at least one fluorescent dye and at least one aminosilicone, and process of dyeing
US7204860B2 (en) * 2003-04-01 2007-04-17 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one polyol, process therefor and use thereof
US7195650B2 (en) * 2003-04-01 2007-03-27 L'oreal S.A. Process for dyeing, with a lightening effect, human keratin fibers that have been permanently reshaped, using at least one composition comprising at least one fluorescent dye
FR2853228B1 (en) * 2003-04-01 2006-07-14 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING FLUORESCENT COLORANT AND INSOLUBLE CONDITIONER AGENT, PROCESS AND USE
FR2853236B1 (en) * 2003-04-01 2007-10-12 Oreal COLORING COMPOSITION FOR HUMAN KERATINIC MATERIALS COMPRISING A FLUORESCENT COLORANT AND A POLYOL, METHOD AND USE
WO2005074874A1 (en) * 2004-02-03 2005-08-18 Mitsubishi Pencil Co., Ltd. Hairdye preparation
DE102004005768A1 (en) * 2004-02-05 2005-08-25 Wella Ag Pearlescent dye for keratin fibers
DE102004006142A1 (en) * 2004-02-07 2005-08-25 Wella Ag Neutral and cationic naphthalene derivatives and colorants for keratin fibers containing these compounds
US20070274941A9 (en) * 2004-07-16 2007-11-29 Xavier Blin Two-coat cosmetic product comprising at least one silicone polymer
WO2006136518A2 (en) 2005-06-23 2006-12-28 Ciba Specialty Chemicals Holding Inc. Nitrosulfide dyes
KR101352891B1 (en) 2005-08-30 2014-02-17 시바 홀딩 인코포레이티드 Dyes containing a thiol group
WO2007110535A2 (en) * 2006-03-24 2007-10-04 L'oréal Dyeing composition containing a thiol/disulphide fluorescent colorant comprising an ortho-pyridinium group with an interrupted alkylene chain and an external cationic load, and method for lightening keratin materials using said colorant
WO2007110534A2 (en) * 2006-03-24 2007-10-04 L'oréal Dyeing composition comprising a thiol/disulphide fluorescent colorant having an external cationic charge, and method for lightening keratin materials using said colorant
BRPI0709366B8 (en) * 2006-03-24 2018-05-29 Oreal fluorescent dye thiol, dye compositions, keratin material coloring process, device and use of fluorescent dyes
WO2007110533A2 (en) * 2006-03-24 2007-10-04 L'oréal Dyeing composition containing a thiol/disulphide fluorescent colorant having an external cationic charge and an interrupted alkylene chain, and method for lightening keratin materials using said colorant
WO2007110532A2 (en) * 2006-03-24 2007-10-04 L'oréal Dyeing composition containing a thiol/disulphide fluorescent colorant comprising a heterocycle, with an external cationic charge, and method for lightening keratin materials using said colorant
US7794509B2 (en) 2006-06-13 2010-09-14 Ciba Corporation Tricationic dyes
GB0617024D0 (en) * 2006-08-30 2006-10-11 Unilever Plc Hair treatment compositions incorporating hair substantive polymers
US7780954B2 (en) * 2008-02-19 2010-08-24 Conopco, Inc. Glow and sunless tanning color enhancement by cationic copolymers
BR112012000793B1 (en) * 2009-07-15 2021-06-22 Basf Se POLYMERIC DYEING, COMPOSITION, AND, ORGANIC MATERIAL DYEING METHOD
EP2415451A1 (en) * 2010-08-05 2012-02-08 KPSS-Kao Professional Salon Services GmbH Cleansing composition
FR2971937B1 (en) * 2011-02-25 2013-02-15 Oreal COMPOSITION FOR COLORING KERATIN FIBERS COMPRISING A DIRECT DYE WITH DISULFURE / THIOL FUNCTION, A NON-CELLULOSIC THICKENING POLYMER, AN ALKALI AGENT, AND A REDUCING AGENT
DE102011085906A1 (en) * 2011-11-08 2013-05-08 Henkel Ag & Co. Kgaa Zwitterionic azo dyes for dyeing keratin-containing fibers
WO2015059368A1 (en) 2013-09-02 2015-04-30 L'oreal Method for dyeing keratin fibres using cationic styryl disulphide dyes, and composition including said dyes

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2140205B1 (en) 1971-06-04 1977-12-23 Oreal
US4151162A (en) * 1971-06-04 1979-04-24 L'oreal Diazomerocyanines and mesomeric forms thereof
US3985499A (en) * 1971-06-04 1976-10-12 L'oreal Diazamerocyanines for dyeing keratinous fibers
LU70835A1 (en) * 1974-08-30 1976-08-19
LU65539A1 (en) 1972-06-19 1973-12-21
US3986825A (en) 1972-06-29 1976-10-19 The Gillette Company Hair coloring composition containing water-soluble amino and quaternary ammonium polymers
NL180975C (en) 1974-05-16 1987-06-01 Oreal METHOD FOR PREPARING A COSMETIC PREPARATION FOR TREATING HUMAN HAIR
LU71015A1 (en) 1974-09-27 1976-08-19
US4157388A (en) 1977-06-23 1979-06-05 The Miranol Chemical Company, Inc. Hair and fabric conditioning compositions containing polymeric ionenes
FR2471997B1 (en) * 1979-12-21 1987-08-28 Oreal NOVEL POLYCATION POLYMERS, THEIR PREPARATION AND THEIR USE
FR2471777A1 (en) 1979-12-21 1981-06-26 Oreal NOVEL COSMETIC AGENTS BASED ON POLYCATIONIC POLYMERS, AND THEIR USE IN COSMETIC COMPOSITIONS
US4559057A (en) * 1983-07-01 1985-12-17 Clairol Incorporated Process and composition for coloring hair with pigments
US4663159A (en) 1985-02-01 1987-05-05 Union Carbide Corporation Hydrophobe substituted, water-soluble cationic polysaccharides
DE3524263A1 (en) 1985-07-06 1987-01-08 Wella Ag AGENT FOR CARE OF THE HAIR
FR2586913B1 (en) 1985-09-10 1990-08-03 Oreal PROCESS FOR FORMING IN SITU A COMPOSITION CONSISTING OF TWO SEPARATELY PACKED PARTS AND DISPENSING ASSEMBLY FOR THE IMPLEMENTATION OF THIS PROCESS
US4719282A (en) 1986-04-22 1988-01-12 Miranol Inc. Polycationic block copolymer
US4772462A (en) 1986-10-27 1988-09-20 Calgon Corporation Hair products containing dimethyl diallyl ammonium chloride/acrylic acid-type polymers
ES2046407T3 (en) 1988-10-10 1994-02-01 Blendax Gmbh AGENT TO HAVE AND MASSIFY THE HAIR.
DE4129926C1 (en) 1991-09-09 1992-07-23 Kao Corporation Gmbh, 4000 Duesseldorf, De
FR2687570A1 (en) 1992-02-21 1993-08-27 Oreal COSMETIC COMPOSITION BASED ON NON-IONIC SURFACTANT AGENTS AND CATIONIC OR AMPHOTERIC SUBSTANTIVE POLYMERS AND ITS USE AS A DYE OR DECOLORATION SUPPORT.
TW311089B (en) 1993-07-05 1997-07-21 Ciba Sc Holding Ag
US5393305A (en) 1993-08-26 1995-02-28 Bristol-Myers Squibb Company Two-part aqueous composition for coloring hair, which forms a gel on mixing of the two parts
TW325998B (en) * 1993-11-30 1998-02-01 Ciba Sc Holding Ag Dyeing keratin-containing fibers
FR2717383B1 (en) 1994-03-21 1996-04-19 Oreal Composition for dyeing oxidation of keratin fibers comprising a derivative of paraphenylenediamine and a cationic or amphoteric substantive polymer and use.
DE4421031A1 (en) * 1994-06-16 1995-12-21 Henkel Kgaa Direct hair dye
EP0714954B1 (en) 1994-11-03 2002-09-25 Ciba SC Holding AG Cationic imidazoleazodyestuffs
DE29512302U1 (en) * 1995-07-31 1996-11-28 Kao Corp Means for tinting human hair
DE19527978C2 (en) 1995-07-31 1998-08-20 Kao Corp Means for coloring and tinting human hair and the use of hydroxy-C¶2¶_C¶4¶-alkyl guar gum in such agents
WO1997039727A1 (en) 1996-04-25 1997-10-30 L'oreal Method for dyeing keratin fibres with oxidation dye precursors and direct powder dyes
ATE185967T1 (en) 1996-07-15 1999-11-15 Kao Corp PREPARATION FOR COLORING HUMAN HAIR
FR2757388B1 (en) 1996-12-23 1999-11-12 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757387B1 (en) 1996-12-23 1999-01-29 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757384B1 (en) 1996-12-23 1999-01-15 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
FR2757385B1 (en) 1996-12-23 1999-01-29 Oreal KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME
US5876412A (en) * 1997-06-06 1999-03-02 Piraka; Hadi A. Surgical suturing device
US6007585A (en) 1997-10-15 1999-12-28 Avlon Industries, Inc. Hair brightening system
FR2776923B1 (en) * 1998-04-06 2003-01-10 Oreal DYE COMPOSITION FOR KERATINIC FIBERS WITH CATIONIC DIRECT DYE AND SUBSTANTIVE POLYMER

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