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    • 专利摘要:
    The subject of the present invention is a composition for dyeing keratinous fibers, in particular keratinous fibers such as the hair, comprising: a) at least one 3- (2,5-diaminophenyl) propanol-1 oxidation base and or its acid salts or solvates such as hydrates; b) at least one heterocyclic oxidation base; c) at least one coupler; d) optionally at least one fatty substance; e) optionally at least one basifying agent; and f) optionally at least one chemical oxidizing agent. The subject of the invention is also a process for dyeing keratinous fibers such as the hair using the composition of the invention and a multi-compartment device for implementing the composition of the invention.
    公开号:FR3030243A1
    申请号:FR1462624
    申请日:2014-12-17
    公开日:2016-06-24
    发明作者:Valerie Nicou；Isabelle Rollat；Aziz Fadli
    申请人:LOreal SA；
    IPC主号:
    专利说明:

    [0001] The subject of the present invention is a composition for dyeing keratinous fibers from a para-phenylenediamine-specific oxidation base and from a base of a polyoxypropylene oxide. heterocyclic oxidation. For a long time many people have been trying to change the color of their hair and in particular to hide their white hair. One of the staining modes is so-called permanent staining or oxidation which uses dye compositions containing oxidation dye precursors, generally called oxidation bases. These oxidation bases are colorless or weakly colored compounds which, when combined with oxidizing products, can give rise to colored compounds by a process of oxidative condensation. It is also known that the shades obtained with these oxidation bases can be varied by combining them with couplers or color modifiers, the latter being chosen in particular from aromatic meta-diamines, meta-aminophenols, meta-aminophenols and meta-aminophenols. diphenols and certain heterocyclic compounds such as indole compounds. The variety of molecules involved in the oxidation bases and couplers allows a rich palette of colors to be obtained.
    [0002] The methods of permanent coloring therefore consist in using with the composition containing the dye precursors, an aqueous composition comprising at least one oxidizing agent, under alkaline pH conditions in the vast majority of cases. This oxidizing agent has the role of degrading at least in part, the melanin of the hair, which, depending on the nature of the oxidizing agent present, leads to a more or less pronounced lightening of the fibers. The oxidizing agent employed is usually hydrogen peroxide. The basifying agent makes it possible to adjust the pH of the composition to an alkaline pH to allow the activation of the oxidizing agent. In addition, this basifying agent causes swelling of the keratinous fiber, with uprising of the scales, which promotes the penetration of the oxidant, as well as dyes if they are present, essentially the oxidation dyes, inside. fiber, and thus increases the efficiency of the coloring or lightening reaction. In the long term, the use of an oxidizing agent and an alkaline agent can lead to a degradation of the keratinous fibers as well as inconvenience at the time of use, in particular the ammonia can cause inconvenience to the user because of its smell strong characteristic. Moreover the user may be not only bothered by the smell but it may also be faced with greater risks of intolerance, such as irritation of the scalp resulting in particular tingling.
    [0003] It is also important to obtain an intense coloration, resistant to external factors such as light, shampoos, sweat and as uniform as possible throughout the fiber, regardless of the level of damage to the keratin fiber. The para-phenylenediamine oxidation bases are commonly used in the field of hair coloring. It is, for example, known to use 3- (2,5-diaminophenyl) propanoic acid (or 2-y-hydroxypropyl paraphenylene diamine) in oxidation dyes, especially in WO80 / 00214. However, the coloring compositions obtained from this oxidation base are not always satisfactory to ensure in particular a suitable coverage of the white hair with an acceptable selectivity of the coloring between the root and the tip and / or a sufficient tenacity vis-à-vis against external aggressions such as light, shampoos, bad weather, etc. One of the objectives of the present invention is to provide compositions for staining human keratinous fibers such as the hair, which have a superiority of dyeing properties compared to existing compositions. In particular, the composition according to the invention in the presence of a chemical oxidizer must make it possible to obtain satisfactory colors in particular in terms of power but also with a uniformity of the color of the tip to the hair root sufficient, which allows to avoid a "root" effect of the coloring. Finally, it is also possible to obtain very stable colorations with respect to external agents. In addition, the invention makes it possible to achieve significant degrees of lightening while coloring, and this without using persalt type oxidizing agents or to force the amount of chemical oxidizing agent or alkalizing agent. Moreover, the composition of the invention makes it possible to obtain less smelly formulations when they are applied to the hair or during their preparation. These and other objects are achieved by the present invention which therefore relates to a composition for dyeing keratinous fibers, in particular human keratinous fibers such as the hair, comprising: a) at least one oxidation base 3- (2,5-diaminophenyl) propanoic acid and / or its acid salts or solvates such as hydrates; b) at least one heterocyclic oxidation base; c) at least one coupler; d) optionally at least one fatty substance, preferably liquid and non-silicone; e) optionally at least one basifying agent; and f) optionally at least one chemical oxidizing agent. The subject of the invention is also a process for dyeing keratinous fibers such as the hair using the composition of the invention and a device with several compartments making it possible to use the composition of the invention.
    [0004] Furthermore, the processes according to the invention implement less smelly formulations when they are applied to the hair or during their preparation. Other characteristics and advantages of the invention will emerge more clearly on reading the description and examples which follow.
    [0005] In what follows, and unless otherwise indicated, the boundaries of a domain of values are included in this field. The expression "at least one" is equivalent to the expression "one or more". d) Fatty Bodies As has been mentioned, the composition of the invention may comprise one or more fatty substances. By "fatty substance" is meant an organic compound which is insoluble in water at ordinary temperature (25 ° C.) and at atmospheric pressure (760 mmHg) (solubility of less than 5% and preferably of 1%, even more preferentially at 0.1%). They have in their structure at least one hydrocarbon chain containing at least 6 carbon atoms or a chain of at least two siloxane groups. In addition, the fatty substances are generally soluble in organic solvents under the same conditions of temperature and pressure, such as, for example, chloroform, dichloromethane, carbon tetrachloride, ethanol, benzene, toluene, tetrahydrofuran ( TH F), vaseline oil or decamethylcyclopentasiloxane. Preferably, the fatty substances that are useful in the invention do not contain salified or unsaturated carboxylic acid groups (-C (O) OH or -C (O) O-). The fatty substances of the invention are neither polyoxyalkylenated nor polyglycerolated. Preferably, the fatty substances used in the composition according to the invention are non-silicone oils. By "oil" is meant a "fat" which is liquid at room temperature (25 ° C), and at atmospheric pressure (760 mm Hg). The term "non-silicone oil" means an oil containing no silicon atom (Si) and a "silicone oil" an oil containing at least one silicon atom.
    [0006] More particularly, the fatty substances are chosen from among the hydrocarbons at 06-016, hydrocarbons containing more than 16 carbon atoms, non-silicone oils of animal origin, vegetable oils of the triglyceride type, synthetic triglycerides, and fluorinated oils. fatty alcohols, fatty acid esters and / or fatty alcohol esters other than triglycerides and vegetable waxes, non-silicone waxes, silicones, and the like.
    [0007] It is recalled that for the purposes of the invention, the alcohols, esters and fatty acids more particularly have one or more linear or branched hydrocarbon groups, saturated or unsaturated, comprising 6 to 30 carbon atoms, which are optionally substituted, in particular by one or more hydroxyl groups (in particular 1 to 4). If unsaturated, these compounds may comprise one to three carbon-carbon double bonds, conjugated or otherwise. As for the hydrocarbons at 06-016, the latter are linear, branched, optionally cyclic and are preferably alkanes. By way of example, mention may be made of hexane, dodecane and isoparaffins, such as isohexadecane and isodecane. As hydrocarbon oils of animal origin, mention may be made of perhydrosqualene. Triglyceride oils of plant or synthetic origin are preferably chosen from liquid triglycerides of fatty acids containing from 6 to 30 carbon atoms, for instance triglycerides of heptanoic or octanoic acids or, for example, sunflower, corn, soy, squash, grape seed, sesame, hazelnut, apricot, macadamia, arara, sunflower, castor oil, avocado, triglycerides of caprylic / capric acids such as those sold by Stearineries Dubois or those sold under the names Miglyol® 810, 812 and 818 by Dynamit Nobel, jojoba oil, shea butter oil; The linear or branched hydrocarbons, of mineral or synthetic origin, of more than 16 carbon atoms, are preferably chosen from paraffin oils, petroleum jelly, liquid petroleum jelly, polydecenes, hydrogenated polyisobutene such as Parleam® . The fluorinated oils may be chosen from perfluoromethylcyclopentane and 1,3-perfluoro-dimethylcyclohexane, sold under the names IIFLUTEC® PC1 "and" FLUTEC® PO3 "by the company BNFL Fluorochemicals; perfluoro-1,2-dimethylcyclobutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names PF 5050® and PF 5060® by the company 3M, or the bromoperfluorooctyl sold under the name Foralkyl® by Atochem, nonafluoro-methoxybutane; and nonafluoroethoxyisobutane, perfluoromorpholine derivatives, such as 4-trifluoromethyl perfluoromorpholine sold under the name PF 5052® by the company 3M. The fatty alcohols which can be used in the composition according to the invention are saturated or unsaturated, linear or branched, and contain from 6 to 30 carbon atoms and more particularly from 8 to 30 carbon atoms. For example, cetyl alcohol, stearyl alcohol and their mixture (cetylstearyl alcohol), octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2-undecylpentadecanol, oleic alcohol or alcohol may be mentioned. linoleic. The wax or waxes that may be used in the composition according to the invention are chosen in particular from Carnauba wax, Candelila wax, and Alfa wax, paraffin wax, ozokerite and waxes. vegetable oils such as olive wax, rice wax, hydrogenated jojoba wax or absolute waxes of flowers such as the essential wax of blackcurrant flower sold by the company BERTIN (France), animal waxes such as waxes bees, or modified beeswaxes (cerabellina); other waxes or waxy raw materials that can be used according to the invention are, in particular, marine waxes, such as the one sold by SOPHIM under the reference M82, and polyethylene or polyolefin waxes in general. With regard to the fatty acid esters and / or fatty alcohols, advantageously different from the triglycerides mentioned above, mention may be made in particular of saturated or unsaturated aliphatic mono or poly acid esters, linear or branched in Cl-026 and saturated or unsaturated aliphatic mono- or polyalcohols, linear or branched in Cl-026, the total number of carbon of the esters being more particularly greater than or equal to 10. Among the monoesters, mention may be made of dihydroabiethyl behenate; octyldodecyl behenate; isoketyl behenate; cetyl lactate; alkyl lactate at 012015; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; (iso) stearyl octanoate; isocetyl octanoate; octyl octanoate; cetyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methyl ricinoleate acetyl; myristyl stearate; octyl isononanoate; 2-ethylhexyl isononanoate; octyl palmitate; octyl pelargonate; octyl stearate; octyldodecyl erucate; oleyl erucate; ethyl and isopropyl palmitates, ethyl-2-hexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl, 2-octyldodecyl myristate; , styryl, hexyl stearate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate.
    [0008] Still within the context of this variant, it is also possible to use the esters of di or tricarboxylic acids at 04-022 and of alcohols at Cl-022 and the esters of mono- or di-tricarboxylic acids and di-, tri-alcohols. tetra or pentahydroxy in 02-026. These include: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-propyl adipate; dioctyl adipate; diisostearyl adipate; dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate; pentaerythrityl tetrapelargonate; pentaerythrityl tetraisostearate; pentaerythrityl tetraoctanoate; propylene glycol dicaprylate; propylene glycol dicaprate, tridecyl erucate; triisopropyl citrate; triisotearyl citrate; glyceryl trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleyl citrate, propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisanonate; and polyethylene glycol distearates.
    [0009] Among the esters mentioned above, it is preferred to use ethyl, isopropyl, myristyl, cetyl, stearyl palmitates, ethyl-2-hexyl palmitate, 2-octyldecyl palmitate, sodium myristates and the like. alkyls such as isopropyl, butyl, cetyl, 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2-hexyldecyl laurate and isononyl isonononate, cetyl octanoate. The composition may also comprise, as fatty ester, esters and diesters of 6-030 fatty acid sugars, preferably 0-12-022. It is recalled that "sugar" is understood to mean oxygenated hydrocarbon compounds which have several alcohol functions, with or without an aldehyde or ketone function, and which contain at least 4 carbon atoms. These sugars can be monosaccharides, oligosaccharides or polysaccharides. Suitable sugars include, for example, sucrose (or sucrose), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and their derivatives. especially alkyls, such as methyl derivatives such as methylglucose. The esters of sugars and of fatty acids may be chosen in particular from the group comprising the esters or mixtures of esters of sugars described above and of linear or branched, saturated, linear or branched, 0-12-030 fatty acids, preferably or unsaturated. If unsaturated, these compounds may comprise one to three carbon-carbon double bonds, conjugated or otherwise. The esters according to this variant may also be chosen from mono-, di-, tri- and tetraesters, polyesters and mixtures thereof. These esters may be for example oleate, laurate, palmitate, myristate, behenate, cocoate, stearate, linoleate, linolenate, caprate, arachidonates, or mixtures thereof, such as in particular the mixed oleo-palmitate, oleostearate and palmitostearate esters. More particularly, the mono- and di-esters are used, and especially the mono- or dioleate, stearate, behenate, oleopalmitate, linoleate, linolenate, oleostearate, sucrose, glucose or methylglucose. By way of example, mention may be made of the product sold under the name Glucate® DO by the company Amerchol, which is a methylglucose dioleate. Mention may also be made, by way of examples, of esters or mixtures of esters of fatty acid sugar: the products sold under the names F160, F140, F110, F90, F70 and 5L40 by the company Crodesta, respectively denoting sucrose palmito-stearates of 73% monoester and 27% di- and tri-ester, 61% monoester and 39% di-, tri- and tetraester, 52% monoester and 48% monoester; % di-, tri- and tetraester, 45% monoester and 55% di-, tri- and tetraester, 39% monoester and 61% di-, tri-, and tetra. -ester, and sucrose mono-laurate; the products sold under the name Ryoto Sugar Esters, for example 5 referenced B370 and corresponding to sucrose behenate formed from 20% monoester and 80% di-triester-polyester; the sucrose mono-dipalmito-stearate marketed by Goldschmidt under the name Tegosoft® PSE. The silicones which can be used in accordance with the invention can be in the form of oils, waxes, resins or gums. Preferably, the silicone is chosen from polydialkylsiloxanes, especially polydimethylsiloxanes (PDMS), and organomodified polysiloxanes comprising at least one functional group chosen from amino groups, aryl groups and alkoxy groups. Organopolysiloxanes are further defined in Walter NOLL's "Chemistry and Technology of Silicones" (1968), Academie Press. They can be volatile or nonvolatile. These silicones are more particularly chosen from polydialkylsiloxanes, among which may be mentioned mainly polydimethylsiloxanes with trimethylsilyl end groups. The viscosity of the silicones is measured at 25 ° C. according to the ASTM 445 Appendix C standard. Among these polydialkylsiloxanes, mention may be made, without limitation, of the following commercial products: SILBIONE® oils of the 47 and 70 047 series or the MIRASIL® oils Marketed by RHODIA such as, for example, 70,047 V 500,000; the oils of the MIRASIL® series marketed by RHODIA; oils of the 200 series of the company DOVV CORNING, such as DC200 having a viscosity of 60,000 mm 2 / s; - VISCASIL® oils from GENERAL ELECTRIC and some oils from SF 30 series (SF 96, SF 18) from GENERAL ELECTRIC. Mention may also be made of polydimethylsiloxanes with dimethylsilanol end groups known under the name of dimethiconol (CTFA), such as the oils of the 48 series from the company RHODIA. In this class of polydialkylsiloxanes, mention may also be made of the products sold under the names "ABIL WAX® 9800 and 9801" by GOLDSCHMIDT which are polydialkyl (C1-C20) siloxanes.
    [0010] The organomodified silicones that may be used in accordance with the invention are silicones as defined above and comprising in their structure one or more organofunctional groups attached via a hydrocarbon-based group.
    [0011] The organomodified silicones may be polydiarylsiloxanes, in particular polydiphenylsiloxanes, and polyalkylarylsiloxanes functionalized with the organofunctional groups mentioned previously. The polyalkylarylsiloxanes are especially chosen from polydimethyl / methylphenylsiloxanes, linear and / or branched polydimethyl / diphenylsiloxanes with a viscosity ranging from 1 × 10 -5 to 5 × 10 -2 m 2 / s at 25 ° C. Among the polyalkylarylsiloxanes, mention may be made by way of example of the products sold under the following names: SILBIONE® oils of the 70 641 series from RHODIA; - the RHODORSIL® 70 633 and 763 RHODIA series of oils; DOW CORNING 556 COSMETIC GRAD FLUID oil from DOVV CORNING; the silicones of the PK series of BAYER, such as the product PK20; the silicones of the PN, PH series of BAYER, such as the PN1000 and PH1000 products; certain oils of the SF series of GENERAL ELECTRIC such as SF 1023, SF 1154, SF 1250 and SF 1265. Among the organomodified silicones, mention may also be made of polyorganosiloxanes comprising substituted or unsubstituted amine groups, such as the products sold under the name GP. 4 Silicone Fluid and GP 7100 by the company GENESEE or the products sold under the names Q2 8220 and Dow Corning 929 or 939 by the company Dow Corning. The substituted amino groups are, in particular, C1-C4 aminoalkyl groups; alkoxylated groups, such as the product marketed under the name Silicone Copolymer F-755 by SVVS Silicones and Abil Wax® 2428, 2434 and 2440 by the company GOLDSCHMIDT. Preferably, the fatty substances according to the invention are non-silicones. The fatty substances are advantageously chosen from C 6 -C 16 hydrocarbons, hydrocarbons having more than 16 carbon atoms, triglycerides, fatty alcohols, fatty acid esters and / or fatty alcohol esters other than triglycerides, or their mixtures, preferably liquid.
    [0012] Preferably, the fatty substance (s) is (are) chosen from liquid petroleum jelly, polydecenes, liquid fatty alcohols, esters of fatty acids and / or of liquid fatty alcohols, or mixtures thereof. Even more preferentially, the fatty substances are chosen from liquid petroleum jelly and octyldodecanol. According to a particular embodiment, the composition contains at least one fatty substance. When (they) are (are) present, the fat content is preferably at least 10% by weight relative to the total weight of the composition. According to this particular embodiment, the composition according to the invention comprises at least 10% by weight of non-silicone fatty substances, in particular non-silicone oils, relative to the total weight of the composition of the invention. More particularly, the composition according to the invention comprises at least 25% by weight of fatty substances, preferably non-silicone, in particular of non-silicone oils, relative to the total weight of the composition.
    [0013] The composition according to the invention more particularly has a fatty substance content ranging from 15 to 80% by weight, preferably from 25 to 75% by weight, better still from 30 to 70% by weight, even more advantageously from 30 to 60% by weight. by weight, relative to the weight of the composition. According to a particular embodiment, when the composition contains the oxidizing agent and the basifying agent, then the composition according to the invention preferably contains more than 25% of fatty substances. According to this variant, the composition preferably contains more than 30% fat. b) heterocyclic oxidation bases According to the invention, the term "heterocyclic base" means an oxidation base comprising an aromatic or non-aromatic ring containing 5, 6, 7 or 8 vertices, and from 1 to 3 heteroatoms chosen from among the atoms nitrogen, sulfur and oxygen. These heterocycles may be fused to other heterocycles or to a phenyl group. They may be substituted by a halogen atom; a (C1-C4) alkyl radical; a (C1-C4) alkoxy radical; a hydroxyl radical; an amino radical; a (C1-C4) alkylamino radical; di (C1-C4) alkylamino wherein the two alkyl groups together with the nitrogen atom to which they are attached form a ring which can be interrupted by one or more nitrogen, oxygen or sulfur atoms. These heterocycles may, in addition, be quaternized with a (C1-C4) alkyl radical. The alkyl or alkoxy radicals described above may optionally be substituted, preferably with one or more hydroxyl or amino groups.
    [0014] Among these optionally fused heterocycles, there may be mentioned by way of example the rings: thiadiazole, triazole, isoxazole, oxazole, azaphosphole, thiazole, isothiazole, imidazole, pyrazole, triazine, thiazine, pyrazine, pyridazine, pyrimidine, pyridine, diazepine, oxazepine, benzotriazole, benzoxazole, benzimidazole, benzothiazole, morpholine, piperidine, piperazine, azetidine, pyrrolidine, aziridine, 3- (2-hydroxyethyl) benzothiazol-3-ium, and 1- (2-hydroxyethyl) pyridinium. The term "cationic heterocycle" means a heterocycle as previously described containing one or more cationic radicals of the quaternary ammonium type.
    [0015] By way of example of cationic radicals, mention may be made of radicals of the --N + R 17 R 18 R 19 type, for example the trimethylammonium, triethylammonium, dimethylethylammonium, diethylmethylammonium, diisopropylmethylammonium, diethylpropylammonium, betahydroxyethyl diethylammonium, di (betahydroxyethyl) radicals. ) methylammonium, tri (betahydroxyethyl) ammonium. As an example of cationic heterocycle, there may be mentioned imidazolium heterocycles, pyridiniums, piperaziniums, pyrrolidiniums, morpholiniums, pyrimidiniums, thiazoliums, benzimidazoliums, benzothiazoliums, oxazoliums, benzotriazoliums, pyrazoliums, triazoliums, benzoxazoliums. As heterocyclic oxidation bases useful in the present invention, mention may be made of pyridines, pyrimidines, pyrazoles, aminopyrazolones, aminopyrolidines, aminopyrazolines, aminoindazoles, and their derivatives. The heterocyclic bases are more particularly chosen from pyridine derivatives, pyrimidine derivatives and pyrazole derivatives and their addition salts or their solvates. Among the pyridine derivatives, mention may be made of the compounds described for example in patents GB 1 026 978 and GB 1 153 196, such as 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino 3-amino pyridine, 3,4-diamino pyridine, and their addition salts or solvates. Other pyridinic oxidation bases that are useful according to the invention are the 3-amino pyrazolo [1,5-4-pyridines oxidation bases or their addition salts described, for example, in patent application FR 2801308. A by way of example, mention may be made of pyrazolo [1,5-a] pyridin-3-ylamine; 2-acetylamino pyrazolo [1,5-a] pyridin-3-ylamine; 2-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine; 3-amino-pyrazolo [1,5-a] pyridin-2-carboxylic acid; 2-methoxy-pyrazolo [1,5-a] pyridin-3-ylamino; (3-Aminopyrazolo [1,5-a] pyridin-7-yl) -methanol; 2- (3-Amino-pyrazolo [1,5-a] pyridin-5-yl) -ethanol; 2- (3-Amino-pyrazolo [1,5-a] pyridine-7-yl) -ethanol; (3-amino-pyrazolo [1,5-a] pyridin-2-yl) -methanol; 3,6-diamino-pyrazolo [1,5-a] pyridine; 3,4-diaminopyrazolo [1,5-a] pyridine; pyrazolo [1,5-a] pyridine-3,7-diamine; 7-morpholin-4-ylpyrazolo [1,5-a] pyridin-3-ylamine; pyrazolo [1,5-a] pyridine-3,5-diamine; 5-morpholin-4-yl-pyrazolo [1,5-a] pyridin-3-ylamine; 2 - [(3-amino-pyrazolo [1,5-a] pyridin-5-yl) - (2-hydroxyethyl) amino] ethanol; 2 - [(3-Amino-pyrazolo [1,5-a] pyridin-7-yl) - (2-hydroxyethyl) amino] ethanol; 3-amino-pyrazolo [1,5-a] pyridin-5-ol; 3-aminopyrazolo [1,5-a] pyridin-4-ol; 3-amino-pyrazolo [1,5-a] pyridin-6-ol; 3-aminopyrazolo [1,5-a] pyridin-7-ol; 2 - [(3-Amino-pyrazolo [1,5-a] pyridin-2-yl) oxy] ethanol and their addition salts or solvates.
    [0016] Among the pyrimidine derivatives, mention may be made of the compounds described, for example, in DE 2359399; JP 88-169571; JP 05-63124; EP 0770375 or patent application VVO 96/15765 such as 2,4,5,6-tetraaminopyrimidine, 4-hydroxy 2,5,6-triaminopyrimidine, 2-hydroxy 4,5,6-triaminopyrimidine, 2 , 4-dihydroxy-5,6-diaminopyrimidine, 2,5,6-triaminopyrimidine and their addition salts and tautomeric forms, when tautomeric equilibrium exists. Among the pyrazole derivatives, mention may be made of the compounds described in DE 3843892, DE 4133957 and patent applications VVO 94/08969, VVO 94/08970, FR-A-2 733 749 and DE 195 43 988 as the 4.5 1-methyl pyrazole, 4,5-diamino 1- (3-hydroxyethyl) pyrazole, 3,4-diamino pyrazole, 4,5-diamino-1- (4'-chlorobenzyl) pyrazole, 4,5 diamino 1,3-dimethyl pyrazole, 4,5-diamino-3-methyl-1-phenyl pyrazole, 4,5-diamino-1-methyl-3-phenylpyrazole, 4-amino-1,3-dimethyl-5-hydrazino pyrazole 1-Benzyl-4,5-diamino-3-methyl-pyrazole, 4,5-diamino-3-tert-butyl-1-methyl-pyrazole, 4,5-diamino-1-tert-butyl-3-methyl-pyrazole, 4, 5-diamino 1- (p-hydroxyethyl) 3-methyl pyrazole, 4,5-diamino-1-ethyl-3-methylpyrazole, 4,5-diamino-1-ethyl-3- (4'-methoxyphenyl) pyrazole, 4 5-diamino-1-ethyl-3-hydroxymethyl pyrazole, 4,5-diamino-3-hydroxymethyl-1-methyl-pyrazole, 4,5-diamino-3-hydroxymethyl-1-isopropyl pyrazole, 4,5-diamino-3-m 1-isopropyl pyrazole, 4-amino 5- (2'-aminoethyl) amino 1,3-dimethyl pyrazole, 3,4,5-triamino pyrazole, 1-methyl 3,4,5-triamino pyrazole, 3,5-diamino-1-methyl-4-methylamino pyrazole, 3,5-diamino-4- (3-hydroxyethyl) amino-1-methyl pyrazole, and their addition salts. 4-5-Diamino 1- (3-methoxyethyl) pyrazole can also be used. Preferably, use will be made of a 4,5-diaminopyrazole and even more preferentially 4,5-diamino-1- (p-hydroxyethyl) pyrazole and / or one of its salts or solvates.
    [0017] As pyrazole derivatives, there may also be mentioned diamino N, N-dihydropyrazolopyrazolones and in particular those described in application FR-A2 886 136 such as the following compounds and their addition salts: 2,3-diamino-6,7 dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, 2-amino-3-ethylamino-6,7-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1 -one, 2-aminomo-3-isopropylamino-6,7-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, 2-amin-3- (pyrrolidin-1-yl) ) -6,7-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, 4,5-diamino-1,2-dimethyl-1,2-dihydro-pyrazol-3-one 4,5-diamino-1,2-diethyl-1,2-dihydro-pyrazol-3-one, 4,5-diamino-1,2-di- (2-hydroxyethyl) -1,2-dihydro-pyrazole -3-one, 2-amino-3- (2-hydroxyethyl) amino-6,7-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, 2-amino-3-dimethylamino 6,6-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, 2,3-diamino-5,6,7,8-tetrahydro-1H, 6H-pyridazino [1] 2-a] pyrazol-1-one, 4-amino-1,2-diethyl-5- (pyrrolidin-1-yl) -1,2-dihydro-pyrazol-3-one, 4-amin o-5- (3-Diethylamino-pyrrolidin-1-yl) -1,2-diethyl-1,2-dihydro-pyrazol-3-one, 2,3-diamino-6-hydroxy-6,7-dihydro -1H, 5H-pyrazolo [1,2-a] pyrazol-1-one. According to a particularly preferred embodiment, the heterocyclic oxidation base (s) are chosen from the compounds of formula (1), their addition salts and their solvates: (I) in which, R1 represents an amino group, a grouping C1-4 alkyl, optionally substituted by one or more hydroxy or amino groups, C1-4 alkoxy group, optionally substituted by one or more hydroxy or amino groups. (i) the compounds of formula (11) or (III), their addition salts and their solvates: R'5 OR R'1 R'5 in which, R2 represents an amino group, a C1-C4 alkyl group; optionally substituted with one or more hydroxy or amino groups, a C1-4 alkoxy group, optionally substituted by one or more hydroxy or amino groups; and Z1 represents a covalent bond, a radical - NR'6 (CH2) q- or a radical -O (CH2) p- with R'6 represents a hydrogen atom, a C1-C6 alkyl radical optionally substituted with a or more hydroxyl groups, p denoting an integer ranging from 0 to 6, q denoting an integer ranging from 0 to 6 and R'1 is a cationic radical; and the radicals R'3, R'4 and R'5 independently may be a hydrogen atom, a C1-C4 alkyl radical may be substituted. By way of example, mention may be made of methyl, ethyl, hydroxyethyl, aminoethyl, propyl and butyl radicals. According to a particular embodiment, R'3, R'4 and R'5 independently represent a hydrogen atom or a C1-C4 alkyl radical.
    [0018] R'4 and R'5 may together form a partially saturated or unsaturated 5- or 8-membered ring, especially an optionally substituted cyclopentene or cyclohexene. As a cationic group, there can be mentioned for R'1 a cationic heterocycle or a heterocycle substituted with a cationic radical. By way of example, mention may be made of imidazoles substituted with a quaternary ammonium radical or imidazoliums, piperazines substituted with a quaternary ammonium radical or piperaziniums, pyrrolidines substituted with a quaternary ammonium radical or pyrrolidiniums, diazepanes substituted with a quaternary ammonium radical or diazepaniums. R'1 may also be chosen from trialkylammonium, tri (hydroxyalkyl) ammonium, hydroxyalkyl-dialkylammonium or di (hydroxyalkyl) alkylammonium cationic radicals. Preferably, in the compounds of formula (I), R 1 represents an amino group. Preferably, in the compounds of formula (II), R2 represents a C1 to C4 alkoxy group, optionally substituted by one or more hydroxyl groups, and preferably represents a hydroxyethoxy group.
    [0019] Among the compounds of formula (I), it is preferred to use 2,3-diamino-6,7-dihydro-1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, one of its addition salts. or one of its solvates. Among the compounds of formula (II), it is preferable to use 2 - [(3-aminopyrazolo [1,5-a] pyridin-2-yl) oxy] ethanol, one of its addition salts or the one of his solvates.
    [0020] For the great majority, the 3-amino pyrazolo [1,5-4-pyridines of formula (II) and (III) are known compounds and are described in particular in US Patent 5,457,200. These compounds can be prepared according to synthetic methods well known in the literature and as described, for example, in US Pat. No. 5,457,200. By way of examples of derivatives of formula (III), mention may be made of the following compounds: NH 2 / / NH 3 -N- [2- (3-Amino-pyrazolo [1,5-a] pyridin] salt (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1-methyl-3H-imidazol-1-ium-1-methyl-trimethyl-ammonium salt [2- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl-ethyl-dimethyl-ammonium salt ## STR2 ## hydroxy-ethyl) -dimethylammonium ammonium N- [3- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl-trimethyl-ammonium NH 2 / / NH N-[4- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -butyl-trimethyl-ammonium NH / NH 4 salt
    [0021] [5- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -pentyl-trimethyl-ammonium NH 2 / / NH 3 - salt 342- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl-1-methyl-3H- salt. imidazol-1-ium NH / NH NH 3, _ -N, /-N-N- [343- (3-Amino-pyrazolo [1] salt) 5-a] pyridin-2-ylamino) -propyl] -1-methyl-3H-imidazol-1-ium NH / NH 3 - NN: X- Salt of 3 [3- (3-Annino-pyrazolo [1,5-a] pyridin-2-ylannino) -propyl] -1- (2-hydryl-ethyl) -3H-innidazol-1-iunn NH 2 OH-O- /> ............ NN : ...... ---- ..> X Salt of 342- (3-Annino-pyrazolo [1,5-a] pyridin-2 2-hydroxy-ethyloxy) -1- (2-hydroxy-ethyl) -3H-innidazol-1-iunn NH 0- [NN / N] 1- {2 - [(3-aminopyrazolo [-1- a] pyridin-2-oxy] ethyl} -1-methylpyrrolidinium NH N / O- / 1- {2 - [(3-Aminopyrazolo [1,5-a] pyridin-2 -oxy] ethyl} -1 salt -methylpiperidinium NH N 0 - / / X 4- {2 - [(3-aminopyrazolo [1,5-a] pyridin-2-oxy] ethyl} -4-methylmorpholin-4-iH 2 salt, --- - {N - {N / X Salt of {2 - [(3-aminopyrazolo [1,5-a] ] pyridin-2-oxy] ethyl] trimethyl ammonium NH 2 N /) X {2 - [(3-aminopyrazolo [1,5-a] pyridin-2-oxy] ethyl} -diisopropyl-methyl-ammonium NH 2 salt XN / N '- Salt of 1- (3-aminopyrazolo [1,5-a] pyridin-2-yl) -1-methylpyrrolidinium NH 2, XN, N, N, N- [1- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl) trimethylammonium NH 2--NHCl; Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -propyl-1-methylpiperidinium NH 2 / N N-NN 4/3-Amino-pyrazolo [1,5-a] pyridin 2-yl) -1,1-dimethyl-piperazin-1-ium NH2 / X / NH NN N N- / __ 442- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino salt ) -ethyl] -1,1-dimethyl-piperazin-1-ium NH 2 x / NH 4 - / NN / salt of 442- (3-Amino-pyrazolo [1,5-a] pyridin-2 1-Methyl-1-propyl-piperazin-1-ium NH-N-N-OH-4- (3-Amino-pyrazolo [1,5-a] pyridin -2-yl) -1- (2-hydroxyethyl) piperazin-1-ium NH / NH-, N- [X] [4- (3-Amino-pyrazolo [1,5-a] pyridine -2-ylamino) -phenyltrimethylammonium NH / 0 - 343- (3-Amino-pyrazolo [1,5-a] pyridin-2-yloxy) propyl] -1-methyl-3H-salt. imidazol-1-ium NH2 / / ----- N / N ± X - 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) -1,1-dimethyl- [1,4] diazepan-1-ium NH 2 / / NNX 1- (3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) -1-methylpyrrolidinium salt NH 2, / NNXN OH [1- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl] - (2-hydroxy-ethyl) -dimethyl-ammonium salt NH 2 NNX / -N ---- {142- (3-Amino-6,7-dimethyl-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyn-pyrrolidin-3-yl salt } -trimethylammonium NH2 / / 0 N / x 1- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -1- salt methyl pyrrolidinium NH 2 / o N 1) x 1- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -1-methylpiperidinium salt NH 2 / o 4- {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl} -4-methylmorpholin-4-ium NH 2 / salt N 2 - [(3-Amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-yl) oxy] ethyl] trimethylammonium N 2 / NNX Salt of {2 - [(3-amino-6,7-dimethylpyrazolo [1,5-a] pyridin-2-oxy] ethyl} diisopropyl-methyl-ammonium NH 2 / NH 3 3-Annino-6,7-dinnethyl-pyrazolo [1,5-a] pyridin-2-ylannino) -propyl-trimethylethylammonium N 2 - [3- (3-Amino) 6,7-dimethyl-pyrazolo [1,5-a] p Yridin-2-yloxy) -propyll-trimethylammonium N NH 2 / NH NN 2 N [N- [3- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino salt) N- [N- (2-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl-trimethyl-ammonium N-NH 2 -N N / N 4-- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yl) -1-methyl-piperazin-1-ium N-N N 2 N - NN / X / I [1- (3-Amino-4-dimethylaminopyrazolo [1,5-a] pyridin-2-yl) -pyrrolidin-3-yl) trimethylammonium N Li 2+ - 342- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl] -1-methyl-3H- salt Imidazol-1-ium N / NH 2 / / N - [X] [2- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyl trimethylammonium N / NH 2 / / 0 XIN - ..--. 7 {142- (3-Amino-4-dimethylamino-pyrazolo [1,5-a] pyridin-2-yloxy) -ethyn salt -pyrrolidin-3-yl} -trimethylammonium The radical X represents an ion or group of ions making it possible to ensure the electron gativité the derivative of formula (III). As heterocyclic bases useful for the invention, 4.5-diamino-1- (β-hydroxyethyl) pyrazole and / or 2,3-diamino-6,7-dihydro-1H, 5H-pyrazolo will preferably be used. [1,2-a] pyrazol-1-one and / or 2 - [(3-amino-pyrazolo [1,5-a] pyridin-2-yl) oxy] ethanol and / or a salt or solvate thereof , 2,3-diamino-6,7-dihydro-1H, 5Hpyrazolo [1,2-a] pyrazol-1-one and / or a salt or solvate thereof. As cationic oxidation bases of formula (III), the following bases are particularly preferred: NH 2 / ± XN 4- (3-Amino-pyrazolo [1,5-a] pyridin-2-yl) salt 1-Dimethyl-piperazin-1-ium NH 2 O 342- (3-Amino-pyrazolo [1,5-a] pyridin-2-ylamino) -ethyl-1-methyl-3H-imidazol-1-ium salt The salts of the heterocyclic oxidation bases which may be used according to the invention may be chosen from hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, methanesulphonates, benzenesulfonates, phosphates and the like. acetates. The composition of the invention may contain one or more heterocyclic bases described above. In the composition of the invention, the heterocyclic oxidation base (s) are present in an amount generally ranging from 0.0001 to 20% by weight relative to the total weight of the composition, preferably from 0.005 to 10% by weight. more particularly from 0.01 to 10% by weight relative to the total weight of the composition. a) Bases of oxidation 3- (2,5-diaminophenyl) propanol-1: The composition of the invention comprises c) one or more oxidation bases chosen from 3- (2,5-diaminophenyl) propanoic acid. 1 (or 2-y-hydroxypropyl paraphenylenediamine) of the following formula, its acid salts or its solvates such as hydrates: OH NI-12 The oxidation base (s) chosen from (2,5-diaminophenyl) propanol, its acid salts or its solvates, such as the hydrates according to the invention, may be present in the composition of the invention in an amount ranging from 0.0001 to 20% by weight relative to the total weight of the composition, preferably from 0.005 to 10% by weight, more particularly from 0.01 to 10% by weight relative to the total weight of the composition. The acid salts which can be used according to the invention can be chosen from hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates. Oxidation bases The composition according to the invention may comprise one or more different additional oxidation bases of 3- (2,5-diaminophenyl) propanol and heterocyclic oxidation bases and their acid salts or solvates thereof. than hydrates. By way of example of additional benzene oxidation bases, mention may be made of paraphenylenediamines other than 3- (2,5-diaminophenyl) propanol, bisphenylalkylenediamines, para-aminophenols and ortho-aminophenols, and their salts. of addition or solvates. Among the paraphenylenediamines, there may be mentioned, for example, para-phenylenediamine, paratoluylenediamine, 2-chloro-para-phenylenediamine, 2,3-dimethyl-para-phenylenediamine, 2,6-dimethyl-para-phenylenediamine, 2,6-diethyl paraphenylenediamine, 2,5-dimethyl-para-phenylenediamine, N, N-dimethyl-para-phenylenediamine, N, N-diethyl-para-phenylenediamine, N, N-dipropyl-para-phenylenediamine, 4-amino-N, N-diethyl-3-methylaniline, N, N- bis- (3-hydroxyethyl) paraphenylenediamine, 4-N, N-bis (3-hydroxyethyl) amino-2-methylaniline, 4-N, N-bis- (3-hydroxyethyl) amino 2-chloroaniline, 2-fluoro-para-phenylenediamine, 2-isopropyl-para-phenylenediamine, N- (3-hydroxypropyl) paraphenylenediamine, 2-hydroxymethyl-para-phenylenediamine, N, N-dimethyl-3-methyl-para-phenylenediamine, N, N- (ethyl, p-hydroxyethyl) paraphenylenediamine, N- (3-yl dihydroxypropyl) paraphenylenediamine, N- (4'-aminophenyl) 1) para-phenylenediamine, N-phenyl-para-phenylenediamine, 2β-hydroxyethyloxy-para-phenylenediamine, 213-acetylaminoethyloxy-para-phenylenediamine, N- (3-methoxyethyl) paraphenylenediamine, 4-aminophenylpyrrolidine, 2-thienyl paraphenylenediamine, 213-hydroxyethylamino; amino toluene, 3-hydroxy-1- (4'-aminophenyl) pyrrolidine and their addition salts with an acid or their solvates. Of the paraphenylenediamines mentioned above, paraphenylenediamine or PPD, paratoluylenediamine or PTD, 2-isopropyl paraphenylenediamine, 2β-hydroxyethyloxy paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine, , 3-dimethyl-para-phenylenediamine, N, N-bis- (3-hydroxyethyl) paraphenylenediamine, 2-chloro-para-phenylenediamine, 2 -3-acetylaminoethyloxy-para-phenylenediamine, and their acid addition salts or solvates thereof are particularly preferred. Among the bis-phenylalkylenediamines, N, N'-bis- (3-hydroxyethyl) N, N'-bis- (4'-aminophenyl) -1,3-diamino propanol, N, may be mentioned by way of example. N, N'-bis- (3-hydroxyethyl) N, N'-bis (4'-aminophenyl) ethylenediamine, N, N'-bis- (4-aminophenyl) tetramethylenediamine, N, N'-bis- ( 3-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-diamino phenoxy) -3,6-dioxaoctane, and their addition salts or solvates.
    [0022] Among para-aminophenols, para-aminophenol, 4-amino-3-methylphenol, 4-amino-3-fluoro phenol, 4-amino-3-chlorophenol, 4- amino 3-hydroxymethyl phenol, 4-amino-2-methylphenol, 4-amino-2-hydroxymethylphenol, 4-amino-2-methoxymethylphenol, 4-amino-2-aminomethylphenol, 4-amino 2- (f3 hydroxyethyl aminomethyl) phenol, 4-amino-2-fluoro phenol, and their addition salts with an acid or their solvates. Among the ortho-aminophenols, mention may be made, for example, of 2-amino phenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol and 5-acetamido-2-aminophenol, and their addition salts or their solvates. The additional oxidation base (s) according to the invention are each advantageously from 0.0001 to 10% by weight relative to the total weight of the composition, and preferably from 0.005 to 5% by weight relative to the total weight of the composition. composition. C) Couplers The composition of the invention comprises at least one coupler. Among these couplers, there may be mentioned meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, heterocyclic couplers and their addition salts or solvates. By way of example, mention may be made of 1,3-dihydroxybenzene, 1,3-dihydroxy-2-methylbenzene, 4-chloro-1,3-dihydroxybenzene, 1-hydroxy-3-aminobenzene, and 2-hydroxybenzene. 4-diamino 1- (11-hydroxyethyloxy) benzene, 1-methyl-2-hydroxy-4-8-hydroxyethylamino benzene, 2-methyl-5-amino phenol, 5-amino-6-chloro-2-methylphenol, 2 amino 4- (11-hydroxyethylamino) -1-methoxybenzene, 1,3-diamino benzene, 1,3-bis- (2,4-diaminophenoxy) propane, 3-ureido aniline, 3-ureido 1-dimethylamino benzene, sesamol, 1-11-hydroxyethylamino-3,4-methylenedioxybenzene, α-naphthol, 2-methyl-1-naphthol, 6-hydroxyindole, 4-hydroxyindole, 4-hydroxy-N- methyl indole, 2-amino-3-hydroxy pyridine, 6-hydroxy benzomorpholine, 3,5-diamino-2,6-dimethoxypyridine, 1-N- (11-hydroxyethyl) amino-3,4-methylene dioxybenzene 2,6-bis- (11-hydroxyethylamino) toluene, 6-hydroxyindoline, 2,6-dihydroxy-4-methylpyridine, 1-H-3-methylpyrazine ole 5-one, 1-phenyl 3-methyl pyrazole 5-one, 2,6-dimethyl pyrazolo [1,5-b] -1,2,4-triazole, 2,6-dimethyl [3,2] -1,2,4-triazole, 6-methyl pyrazolo [1,5-4-benzimidazole, their acid addition salts or their solvates, and mixtures thereof. The coupler or couplers are each advantageously from 0.0001 to 10% by weight relative to the total weight of the composition, and preferably from 0.005 to 5% by weight relative to the total weight of the composition of the invention. In general, the addition salts of the oxidation bases and couplers that can be used in the context of the invention are chosen especially from the addition salts with an acid such as hydrochlorides, hydrobromides, sulphates, citrates, succinates, tartrates, lactates, tosylates, benzenesulfonates, phosphates and acetates. Additional dyes The composition of the invention may further comprise one or more direct dyes. The latter are more particularly chosen from ionic or nonionic species, preferably cationic or nonionic species. These direct dyes can be synthetic or of natural origin. When present, the direct dye (s) more particularly represent from 0.0001 to 10% by weight of the total weight of the composition, and preferably from 0.005 to 5% by weight. Basifying Agents The composition of the invention may further comprise one or more basifying agents. The basifying agent (s) may be inorganic or organic or hybrid.
    [0023] The inorganic alkalinizing agent (s) are preferably chosen from ammonia, alkali carbonates or bicarbonates, such as sodium or potassium carbonates or bicarbonates, sodium or potassium hydroxides or their mixtures. The organic basifying agent (s) are preferably chosen from organic amines whose pKb at 25 ° C. is less than 12, and preferably less than 10, and even more advantageously less than 6. It should be noted that this is pKb corresponding to the highest basicity function. In addition, the organic amines do not comprise a fatty chain, alkyl or alkenyl, comprising more than ten carbon atoms. The organic basifying agent (s) are, for example, chosen from alkanolamines, oxyethylenated and / or oxypropylenated ethylene diamines, amino acids and compounds of the following formula (T): ## STR2 ## (T) wherein VV is a divalent C1-C6 alkylene radical optionally substituted with one or more hydroxyl groups or a C1-C6 alkyl radical, and / or optionally interrupted by one or more heteroatoms such as O, or NRu; Rx, Ry, Rz, Rt, R, and the same or different, represent a hydrogen atom, a C1-C6 alkyl or C1-C6 hydroxyalkyl, C1-C6 aminoalkyl. Examples of amines of formula (I) include 1,3-diaminopropane, 1,3-diaminopropanol, spermine and spermidine. By alkanolamine is meant an organic amine comprising a primary, secondary or tertiary amine function, and one or more linear or branched C 1 -C 8 alkyl groups bearing one or more hydroxyl radicals. In particular, the organic amines chosen from alkanolamines, such as mono-, di- or trialkanolamines, comprising one to three identical or different C 1 -C 4 hydroxyalkyl radicals are suitable in the embodiment of the invention.
    [0024] Among compounds of this type, mention may be made of monoethanolamine (MEA), diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N-dimethylaminoethanolamine, 2-amino-2-methyl-1-propanol and triisopropanolamine. 2-amino-2-methyl-1,3-propanediol, 3-amino-1,2-propanediol, 3-dimethylamino-1,2-propanediol, tris-hydroxymethylamino-methane.
    [0025] More particularly, the amino acids that can be used are of natural or synthetic origin, in their L, D, or racemic form, and comprise at least one acid function chosen more particularly from the carboxylic, sulphonic, phosphonic or phosphoric acid functions. Amino acids can be in neutral or ionic form.
    [0026] As amino acids that may be used in the present invention, mention may in particular be made of aspartic acid, glutamic acid, alanine, arginine, ornithine, citrulline, asparagine, carnitine and cysteine. , glutamine, glycine, histidine, lysine, isoleucine, leucine, methionine, N-phenylalanine, proline, serine, taurine, threonine, tryptophan, tyrosine and valine.
    [0027] The organic amine may also be chosen from heterocyclic organic amines. In addition to the histidine already mentioned in the amino acids, mention may be made, in particular, of pyridine, piperidine, imidazole, triazole, tetrazole and benzimidazole. Preferably, the alkalinizing agent (s) present in the composition of the invention are chosen from alkanolamines, amino acids in neutral or ionic form, in particular basic amino acids. According to a particularly preferred embodiment, the alkalinizing agent (s) are chosen from monoethanolamine (MEA) and basic amino acids, in neutral or ionic form. Advantageously, the composition according to the invention has a content of alkalinizing agent (s) ranging from 0.01 to 30% by weight, preferably from 0.1 to 20% by weight relative to the weight of the composition According to a first embodiment, the composition contains mainly as alkalizing agent ammonia. According to another embodiment, the composition contains ammonia and at least one other basifying agent, preferably chosen from alkanolamine. In this case, the composition comprises ammonia or a salt thereof, in an amount less than the amount of alkalinizing agent (s) other than ammonia (expressed as NH 3). In particular, the composition contains little or no ammonia. Preferably according to this embodiment, the ammonia content is less than or equal to 0.03% by weight (expressed as NH 3), preferably less than or equal to 0.01% by weight, relative to the weight of the composition of the invention. Preferably, the composition does not contain ammonia. Chemical Oxidizing Agent The composition of the invention may comprise one or more chemical oxidizing agents. The term "chemical oxidizing agent" means an oxidizing agent different from the oxygen in the air. More particularly, the chemical oxidizing agent (s) is (are) chosen from hydrogen peroxide, urea peroxide, alkali metal bromates, peroxygenated salts such as, for example, persulfates, perborates, peracids and their precursors and percarbonates. This alkaline or alkaline earth metal agent is advantageously hydrogen peroxide.
    [0028] The concentration of chemical oxidizing agents may vary, more particularly from 0.1 to 50% by weight, and even more preferably from 0.5 to 20% by weight, better still from 1 to 15% by weight relative to the weight of the composition. . Preferably, the composition of the invention does not contain peroxygenated salts. Solvent The composition according to the invention may also comprise one or more organic solvents. Examples of organic solvents that may be mentioned include linear or branched C 2 -C 4 alkanols, such as ethanol and isopropanol; glycerol; polyols and polyol ethers such as 2-butoxyethanol, propylene glycol, dipropylene glycol, propylene glycol monomethyl ether, diethylene glycol monoethyl ether and monomethyl ether, and aromatic alcohols or ethers such as benzyl alcohol or phenoxyethanol, and mixtures thereof . The solvent (s), if they are present, represent a content usually ranging from 1 to 40% by weight relative to the weight of the composition and preferably from 5 to 30% by weight Other ingredients The composition according to the invention may also include various ingredients conventionally used in hair dye compositions, such as polymers which may be anionic, cationic, nonionic, amphoteric, zwitterionic or mixtures thereof; mineral thickeners, and in particular fillers such as clays, talc; organic thickeners, in particular anionic, cationic, nonionic and amphoteric polymeric associative thickeners; antioxidants; penetrants; sequestering agents; perfumes ; dispersants; film-forming agents; ceramides; preservatives; opacifying agents; anionic, cationic, amphoteric and / or nonionic surfactants. The above ingredients are generally present in an amount for each of them between 0.01 and 20% by weight relative to the weight of the composition. The composition of the invention may be in various forms, for example a solution, an emulsion (milk or cream) or a gel, preferably in the form of an emulsion. Methods of the invention The composition according to the invention is applied to dry or moist keratinous fibers. It is left in place on the fibers for a time, usually from 1 minute to 1 hour, preferably from 5 minutes to 30 minutes. According to a preferred embodiment, the composition applied contains at least one basifying agent and at least one oxidizing agent. The temperature during the dyeing process is typically between room temperature (between 15 and 25 ° C) and 80 ° C, preferably between room temperature and 60 ° C. At the end of the treatment, the human keratin fibers are optionally rinsed with water, optionally washed with a shampoo followed by rinsing with water, before being dried or allowed to dry. According to a preferred embodiment, the composition according to the invention is prepared by mixing at least two compositions, a first composition (A) which comprises the 3- (2,5-diaminophenyl) propanoic acid oxidation base. the heterocyclic base (s) and / or one of their acid salts or solvates and a second composition (B) which comprises at least one chemical oxidizing agent. In a preferred variant of this embodiment, at least one of the compositions (A) or (B) comprises the at least one fatty substance as defined above, such that the fat content of the composition resulting from the mixing of the compositions ( A) + (B) is at least 10%, preferably greater than 25%, preferably greater than 30% by weight, relative to the weight of the composition resulting from the mixture of (A) + (B). According to one embodiment at least one of compositions (A) or (B) is aqueous, preferably both compositions (A) and (B) are aqueous. By "aqueous composition" is meant a composition comprising at least 5% water. Preferably, an aqueous composition comprises more than 10% by weight of water, and still more preferably more than 20% by weight of water. In one variant of the invention, at least a portion of the fat or fats are present in a third composition which is mixed with the compositions (A) and (B) under the conditions defined above. Preferably this third composition is anhydrous. More particularly, the term "anhydrous cosmetic composition" in the meaning of the invention is intended to mean a cosmetic composition having a water content of less than 5% by weight, preferably less than 2% by weight and even more preferably less than 1% by weight. % by weight relative to the weight of said composition. It should be noted that the water present in the composition is more particularly "bound water", as the water of crystallization of the salts or traces of water absorbed by the raw materials used in the production of the compositions according to the invention. 'invention.
    [0029] The following examples serve to illustrate the invention without being limiting in nature. EXAMPLES EXAMPLE 1 The following compositions are prepared in which the quantities are expressed in grams of active ingredients. Coloring compositions (g%) Ingredients Composition A Composition B SODIUM METABISULFITE POWDER 0.45 0.45 MONOETHANOLAMINE PURE 5.1 4.93 ACID ETHYLENE DIAMINE TETRACETIC 0.2 0.2 6-HYDROXY BENZOMORPHOLINE 0.16 1-METHYL -2-HYDROXY-4-BETA-HYDROXYETHYLAMINO-BENZENE 0.22 1-BETA-HYDROXYETHYLOXY-2,4-DIAMINO-BENZENE DICHLORHYDRATE 0.19 2-METHYL-1,3-DIHYDROXYBENZENE (2-METHYLRESORCINOL) 0.30 , 05 5-AMINO-6-CHLORO-0-CRESOL PURIFIED 0.2 0.03 2,3-DIAMINO-6,7-DIHYDRO-1H, 5H-PYRAZOLO [1,2-A] PYRAZOL-1-ONE DIMETHANESULFONATE 1,2 2 - [(3-AMINOPYRAZOLO [1,5-AWYRIDIN-2-YL] OXYJETHANOL HYDROCHLORIDE 0.1 3- (2,5-DIAMINOPHENYL) PROPAN-1-O-HYDROCHLORIDE 0.2 0.57 4- (3-AMINOPYRAZOLO [1,5-AWYRIDIN-2-YL] -1,1-DIMETHYLPIPERAZIN-1-IUM, HCl 0.01 MINERAL OIL (INCI NAME) 60 60 PERFUME 0.72 0.72 Cationic Hydroxyethylcellulose (Polyquaternium- 67) marketed under the name SOFTCAT POLYMER SL-100 by Dow Chemical 0.19 0.19 WATER DESIONIZED qs 100 qs 100 STEARYL ALCOHOL OXYETHYLENE (20E) 1.13 1.13 STEARYL ALCOHOL OX YETHYLENE (20 0E) 3.88 3.88 CAPRYLYL / CAPRYL GLUCOSIDE (ALKYL (C8 / C10 50/50) POLYGLUCOSIDE (2) IN AQUEOUS 60% TAMPON SOLUTION) 2,4 2,4 MONO-LAURATE OF SORBITANE OXYETHYLENE ( 4 0) 2,4 2,4 VITAMIN C: ASCORBIC ACID 0,25 0,25 Oxidizing composition C (g%) Ingredients Composition C PENTASODIUM PENTETATE 0,06 HYDROGEN PEROXIDE 6 SODIUM STANNATE 0,04 PHOSPHORIC ACID Qs pH = 2, 2 TETRASODIUM PYROPHOSPHATE 0.03 MINERAL OIL 20 HEXADIMETHRIN CHLORIDE 0.15 POLYQUATERNIUM-6 0.2 VVATER Qs 100 GLYCERIN 0.5 CETEARYL ALCOHOL 6 STEARETH-20 5 PEG-4 RAPESEEDAM IDE 1.2 TOCOPHEROL 0.1 At the time of l Each mixture of compositions A and B is mixed with one weight of oxidizing composition C. The mixtures thus obtained are applied to natural hair which is 90% white. After 35 minutes of resting at room temperature, the hair is rinsed and washed with a standard shampoo. After drying, we obtain on hair a pretty shade Dark Blonde Copper Red with the formula A and a natural shade Dark with the formula B.15
    权利要求:
    Claims (23)
    [0001]
    REVENDICATIONS1. A composition comprising: a) at least one 3- (2,5-diaminophenyl) propanoic acid oxidation base and / or its acid salts or solvates such as hydrates; b) at least one heterocyclic oxidation base; c) at least one coupler; d) optionally at least one fatty substance, e) optionally at least one basifying agent; and f) optionally at least one chemical oxidizing agent.
    [0002]
    2. Composition according to the preceding claim, comprising at least one fatty substance, preferably selected from C6-C16 hydrocarbons, hydrocarbons having more than 16 carbon atoms, non-silicone oils of animal origin, vegetable oils of type triglycerides, synthetic triglycerides, fluorinated oils, fatty alcohols, fatty acid esters and / or fatty alcohol esters other than triglycerides and vegetable waxes, non-silicone waxes, silicones,
    [0003]
    3. Composition according to any one of the preceding claims, characterized in that the fatty substance or bodies are liquid at room temperature and at atmospheric pressure, preferably non-silicone.
    [0004]
    4. Composition according to any one of the preceding claims, characterized in that the fatty substances are chosen from C8-C16 hydrocarbons, hydrocarbons containing more than 16 carbon atoms, triglycerides, fatty alcohols, fatty acid and / or fatty alcohol different from triglycerides, or mixtures thereof and preferably from vaseline oil, polydecenes, liquid fatty alcohols, esters of fatty acids and / or liquid fatty alcohols, or their mixtures.
    [0005]
    5. Composition according to any one of the preceding claims, characterized in that the concentration of fat represents at least 10% by weight relative to the total weight of the composition, preferably from 15 to 80% by weight, preferably from 25 to 75% by weight, in particular from 30 to 70% by weight, advantageously from 30 to 60% by weight relative to the total weight of the composition.
    [0006]
    6. Composition according to any one of the preceding claims wherein the coupler is selected from meta-phenylenediamines, meta-aminophenols, meta-diphenols, naphthalenic couplers, and heterocyclic couplers and their addition salts.
    [0007]
    7. Composition according to any one of the preceding claims, in which the heterocyclic oxidation base or bases are chosen from pyridine, pyrimidine and pyrazole oxidation bases and their addition or solvate addition salts.
    [0008]
    8. Composition according to any one of the preceding claims, in which the heterocyclic oxidation base or bases are chosen from 4,5-diaminopyrazole, preferentially 4,5-diamino-1- (p-hydroxyethyl) -pyrazole and / or one of its addition salts or solvates.
    [0009]
    9. Composition according to any one of claims 1 to 7 wherein the heterocyclic oxidation base (s) are chosen from compounds of formula (I), their addition salts and their solvates: (I) in which, R1 is an amino group, a C1 to C47 alkyl group optionally substituted by one or more hydroxy or amino groups, a C1 to C4 alkoxy group optionally substituted with one or more hydroxy or amino groups.
    [0010]
    10. Composition according to any one of claims 1 to 7 and 9 wherein the heterocyclic oxidation base or bases is an oxidation base of formula (I) selected from 2,3-diamino-6,7-dihydro 1H, 5H-pyrazolo [1,2-a] pyrazol-1-one, one of its addition salts or one of its solvates. 20
    [0011]
    11. Composition according to any one of claims 1 to 1 wherein the heterocyclic oxidation base (s) are chosen from compounds of formula (II) or (III), their addition salts and their solvates: or R ' Wherein R2 is amino, C1-C4alkyl, optionally substituted with one or more hydroxy or amine groups, C1-C4alkoxy, optionally substituted with one or more hydroxy or affinity groups; and Z1 represents a covalent bond, a radical - NR'8 (CH2) n - or a radical -O (CH2) p- with R'a represents a hydrogen atom, a C1-C6 alkyl radical optionally substituted with one or more hydroxyl groups, p denoting an integer ranging from 0 to 6, q denoting an integer ranging from 0 to 6 and el is a cationic radical; the radicals R '3, R' 4 and R 'independently represent a hydrogen atom, a C 1 -C 4 alkyl radical which may be substituted, R' 4 and R '5 may together form a partially saturated or unsaturated ring at 5 or 8 links.
    [0012]
    12. Composition according to any one of claims 1 to 7, and 11 wherein the heterocyclic oxidation base (s) is an oxidation base of formula (II) in which R2 represents a C1-C4 alkoxy group, optionally Substituted by one or more hydroxy groups, and preferably represents a hydroxyethoxy group.
    [0013]
    13. A composition according to any one of claims 1 to 7, and 11 to 12 wherein the heterocyclic oxidation base is an oxidation base of formula (11) selected from 24 (3-amino-pyrazolo [1, 5-alpyridin-2-yl) oxy] ethanol, one of its addition salts or one of its solvates.
    [0014]
    14. A composition according to any one of claims 1 to 7, and 11 wherein the heterocyclic oxidation base is an oxidation base of formula (III) selected from 4- (3-aminopyrazole, 5-A] pyridine -2-yl) -1,1-dimethylpiperazin-1-ium, one of its addition salts or one of its solvates. 25
    [0015]
    15. The composition as claimed in any one of the preceding claims, in which the oxidation base (s) chosen from 3- (2,5-diaminophenyl) propanoic acid and / or its acid salts or its solvates, and the or the heterocyclic oxidation bases and their acid salts or solvates, such as hydrates, are in an amount of from 0.0001 to 20% by weight based on the total weight of the composition, preferably 0.005 at 10 ° A by weight, in particular from 0.01 to 10% by weight relative to the total weight of the composition
    [0016]
    16. Composition according to any one of the preceding claims, which comprises at least one basifying agent chosen from ammonia, alkali carbonates or bicarbonates, sodium or potassium hydroxides, organic amines chosen from alkanolamines and ethylenediarnines. oxyethylenated and / or oxypropylenated, amino acids and compounds of formula (T) or mixtures thereof: ## STR2 ## in which W is a divalent C 1 -C 6 alkylene radical; substituted by one or more hydroxyl groups or a C1-C6 alkyl radical, and / or optionally interrupted by one or more heteroatoms such as O, or NR '; Rx, Ry, R2, Rt, Ru and the same or different, represent a hydrogen atom, a C1-C6 alkyl or C1-C6 hydroxyalkyl, C1-C6 aminoalkyl radical.
    [0017]
    17. Composition according to any one of the preceding claims wherein the basifying agent is chosen from ammonia or alkanolamines, preferably monoethanolamine, neutral or ionic amino acids.
    [0018]
    18. Composition according to any one of the preceding claims which comprises a chemical oxidizing agent, preferably hydrogen peroxide.
    [0019]
    19. A process for dyeing keratinous fibers, in particular the hair, comprising applying to the keratin fibers the composition as defined according to any one of the preceding claims.
    [0020]
    20. Method according to the preceding claim, wherein the composition as described according to any one of claims 1 to 18 is obtained by mixing at least two compositions, a first composition (A) which comprises the oxidation base 3 - (2,5-diaminophenyl) propanoic acid and / or its acid salts or its solvates and the heterocyclic oxidation base (s) as defined above and / or one of their acid salts or solvates and a second composition (B) which comprises at least one chemical oxidizing agent.
    [0021]
    21. The method of claim 20 wherein at least one of the compositions (A) or (B) comprises one or more fatty substances as defined above so that the fat content of the composition resulting from the mixture of the compositions (A). ) and (B) is at least 10%, preferably greater than 25%, preferably greater than 30% by weight, relative to the weight of the composition resulting from the mixture of (A) and (B).
    [0022]
    22. The process according to claim 20 wherein the composition applied to the fibers is obtained from the composition (A), the composition (B) and a third composition comprising at least partly the fatty substance (s). this third composition being preferably anhydrous.
    [0023]
    23. A multi-compartment device comprising a first compartment containing the composition (A) which comprises the 3- (2,5-diaminophenyl) propanoic acid oxidation base and / or its acid salts or its solvates, and the the heterocyclic oxidation bases as defined above and / or one of their acid or solvate salts and a second compartment containing the composition (B) which comprises at least one chemical oxidizing agent, preferably at least one of the compositions (A) or (B) comprises the at least one fatty substance as defined previously, such that the fat content of the composition resulting from the mixture of compositions (A) and (B) is at least 10%, preferably greater than 25%, preferably greater than 30% by weight, relative to the weight of the composition resulting from the mixture of (A) and (B).
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    公开号 | 公开日
    US10568821B2|2020-02-25|
    US20170354580A1|2017-12-14|
    EP3233039B1|2019-02-27|
    FR3030243B1|2018-11-09|
    US10195126B2|2019-02-05|
    BR112017011382A2|2019-05-07|
    WO2016097229A1|2016-06-23|
    CN106999388B|2020-05-05|
    JP2018503612A|2018-02-08|
    EP3233039A1|2017-10-25|
    CN106999388A|2017-08-01|
    US20190117540A1|2019-04-25|
    ES2724366T3|2019-09-10|
    BR112017011382B1|2021-04-13|
    JP6833690B2|2021-02-24|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
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    FR2940078B1|2008-12-19|2011-05-13|Oreal|COMPOSITION COMPRISING A FATTY BODY AND A CATIONIC POLYMER, A METHOD FOR COLORING THE SAME AND DEVICES|
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    FR2954160B1|2009-12-22|2012-03-30|Oreal|COLORING OR LIGHTENING COMPOSITION COMPRISING A FATTY BODY AND AN AMPHOTERIC POLYMER|
    FR2969151B1|2010-12-17|2016-11-04|Oreal|4-AMINO DERIVATIVES AND THEIR USE FOR COLORING OXIDATION OF KERATIN FIBERS|
    FR2968970B1|2010-12-17|2021-09-03|Oreal|TINCTORIAL COMPOSITION INCLUDING AT LEAST 4 COLORING PRECURSORS OF WHICH AT LEAST ONE OXIDATION BASE AND AT LEAST ONE COUPLER|
    FR2971936B1|2011-02-25|2013-02-15|Oreal|COMPOSITION FOR COLORING KERATIN FIBERS COMPRISING DIRECT DYE WITH DISULFIDE / THIOL FUNCTION, NON-IONIC SURFACTANT, AMPHOTERIC SURFACTANT, ETHOXYL FATTY ALCOHOL, ALKALINE AGENT, AND REDUCING AGENT|
    FR2983072B1|2011-11-29|2015-03-06|Oreal|COLORING COMPOSITION COMPRISING A PARTICULAR NON-IONIC HYDROTROPIC COMPOUND IN BOLD-FILLED MEDIA, METHODS AND DEVICE|
    WO2013152956A1|2012-03-30|2013-10-17|L'oreal|Hair dyeing composition using ethanol, a betaine amphoteric surfactant or a tertiary fatty amine in a medium rich in fatty substances|
    FR2988598B1|2012-03-30|2016-12-09|Oreal|COMPOSITION COMPRISING THE ETHANOL, A SORBITAN OXYETHYLENE ESTER IN A BODY RICH MEDIUM, COLORING PROCESS AND DEVICE|
    FR2988591B1|2012-03-30|2014-03-21|Oreal|COLORING COMPOSITION USING ETHANOL, A CELLULOSIC POLYMER IN A RICH BODY MEDIUM, THE COLORING PROCESS AND THE DEVICE|
    ES2835791T3|2012-03-30|2021-06-23|Oreal|Composition comprising ethanol and a cellulose polymer or carboxylic anionic polymer in a medium rich in fatty substances, dyeing process and device|
    WO2013144260A2|2012-03-30|2013-10-03|L'oreal|Composition comprising ethanol, an alkylpolyglucoside nonionic surfactant, an oxyethylenated sorbitan ester or a polyalkoxylated or polyglycerolated fatty alcohol in a medium rich in fatty substances, dyeing process and device therefore|
    FR2988595B1|2012-03-30|2014-04-25|Oreal|COMPOSITION COMPRISING ETHANOL, NON-IONIC ALKYLPOLYGLUCOSIDE SURFACTANT IN A BODY-RICH MEDIUM, COLORING PROCESS AND DEVICE|
    FR2994085B1|2012-08-02|2014-08-01|Oreal|COLORING COMPOSITION COMPRISING AT LEAST ONE FATTY BODY, AT LEAST ONE OXIDIZING AGENT AND AT LEAST ONE NONIONIC, ANIONIC AND AMPHOTERIC SURFACTANT|
    US9827185B2|2012-08-02|2017-11-28|L'oreal|Dyeing composition comprising at least one fatty substance, at least one oxidizing agent and at least one non-ionic, anionic and amphoteric surfactant|
    US10143119B2|2013-06-03|2018-11-27|Fuji Corporation|Nozzle management system|
    FR3030239B1|2014-12-17|2016-12-09|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND ADDITIONAL BASE|
    FR3030237B1|2014-12-17|2017-07-14|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, AN AMPHOTERIZED ACTIVE TENSIO IN A RICH BODY MEDIUM|
    FR3030233B1|2014-12-17|2016-12-09|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, AND AN AMPHOTERIC OR CATIONIC POLYMER IN A BODY-RICH MEDIUM|
    FR3030244B1|2014-12-17|2018-07-06|L'oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A PARTICULAR COUPLER|
    FR3030234B1|2014-12-17|2018-05-18|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, NON-IONIC ACTIVE TENSIO IN A BODY-RICH MEDIUM|
    FR3030255B1|2014-12-17|2016-12-23|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, A POLYSACCHARIDE THICKENER IN A BODY-RICH MEDIUM|
    FR3030243B1|2014-12-17|2018-11-09|L'oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A HETEROCYCLIC OXIDATION BASE|FR3030234B1|2014-12-17|2018-05-18|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, NON-IONIC ACTIVE TENSIO IN A BODY-RICH MEDIUM|
    FR3030237B1|2014-12-17|2017-07-14|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, AN AMPHOTERIZED ACTIVE TENSIO IN A RICH BODY MEDIUM|
    FR3030243B1|2014-12-17|2018-11-09|L'oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A HETEROCYCLIC OXIDATION BASE|
    FR3030233B1|2014-12-17|2016-12-09|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, AND AN AMPHOTERIC OR CATIONIC POLYMER IN A BODY-RICH MEDIUM|
    FR3030244B1|2014-12-17|2018-07-06|L'oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A PARTICULAR COUPLER|
    FR3030239B1|2014-12-17|2016-12-09|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND ADDITIONAL BASE|
    FR3030255B1|2014-12-17|2016-12-23|Oreal|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE, A POLYSACCHARIDE THICKENER IN A BODY-RICH MEDIUM|
    FR3081160B1|2018-05-17|2020-06-12|L'oreal|PARA-PHENYLENEDIAMINE BASES MONOSUBSTITUTED IN POSITION 2 BY AN OXY / THIO-ALKYL CHAIN AND ITS USE FOR THE COLOR OF OXIDATION OF KERATINIC FIBERS|
    法律状态:
    2015-11-10| PLFP| Fee payment|Year of fee payment: 2 |
    2016-06-24| PLSC| Publication of the preliminary search report|Effective date: 20160624 |
    2016-11-11| PLFP| Fee payment|Year of fee payment: 3 |
    2017-11-13| PLFP| Fee payment|Year of fee payment: 4 |
    2019-11-15| PLFP| Fee payment|Year of fee payment: 6 |
    2020-11-12| PLFP| Fee payment|Year of fee payment: 7 |
    2021-11-09| PLFP| Fee payment|Year of fee payment: 8 |
    优先权:
    申请号 | 申请日 | 专利标题
    FR1462624|2014-12-17|
    FR1462624A|FR3030243B1|2014-12-17|2014-12-17|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A HETEROCYCLIC OXIDATION BASE|FR1462624A| FR3030243B1|2014-12-17|2014-12-17|COLORING COMPOSITION COMPRISING A PARA-PHENYLENEDIAMINE OXIDATION BASE AND A HETEROCYCLIC OXIDATION BASE|
    US15/537,060| US10195126B2|2014-12-17|2015-12-17|Dye composition comprising a para-phenylenediamine oxidation base and a heterocyclic oxidation base|
    EP15813066.6A| EP3233039B1|2014-12-17|2015-12-17|Dye composition comprising a para-phenylenediamine oxidation base and a heterocyclic oxidation base|
    BR112017011382-1A| BR112017011382B1|2014-12-17|2015-12-17|COMPOSITION, PROCESS FOR DYING KERATIN FIBERS AND MULTIPLE COMPARTMENT DEVICE|
    ES15813066T| ES2724366T3|2014-12-17|2015-12-17|Coloring composition comprising an oxidation base of para-phenylenediamine and a heterocyclic oxidation base|
    CN201580069579.XA| CN106999388B|2014-12-17|2015-12-17|Dye composition comprising p-phenylenediamine chromophore and heteroepoxy chromophore|
    JP2017532845A| JP6833690B2|2014-12-17|2015-12-17|Dye composition containing para-phenylenediamine oxidizing base and heterocyclic oxidizing base|
    PCT/EP2015/080373| WO2016097229A1|2014-12-17|2015-12-17|Dye composition comprising a para-phenylenediamine oxidation base and a heterocyclic oxidation base|
    US16/220,343| US10568821B2|2014-12-17|2018-12-14|Dye composition comprising a para-phenylenediamine oxidation base and a heterocyclic oxidation base|
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