RU99127338A - COMPOSITION FOR OXIDATIVE COLORING OF KERATIN FIBERS CONTAINING NITROGEN DERIVATIVE 3-AMINOPYRIDINE, AND COLOR METHOD, WHICH USE THIS COMPOSITION - Google Patents

COMPOSITION FOR OXIDATIVE COLORING OF KERATIN FIBERS CONTAINING NITROGEN DERIVATIVE 3-AMINOPYRIDINE, AND COLOR METHOD, WHICH USE THIS COMPOSITION

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RU99127338A
RU99127338A RU99127338/14A RU99127338A RU99127338A RU 99127338 A RU99127338 A RU 99127338A RU 99127338/14 A RU99127338/14 A RU 99127338/14A RU 99127338 A RU99127338 A RU 99127338A RU 99127338 A RU99127338 A RU 99127338A
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formula
diamino
azo
pyrimidine
composition
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RU99127338/14A
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RU2186560C2 (en
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Жерар ЛАНГ
Жан КОТТЕРЕ
Мирей МОБРЮ
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Л'Ореаль
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1. Композиция для окислительной окраски кератиновых волокон, и в частности кератиновых волокон человека, таких, как волосы, отличающаяся тем, что она включает в подходящей для окраски среде: по крайней мере, одно окисляемое гетероциклическое основание; в качестве прямого красителя, по крайней мере, одно производное 3-аминопиридина, выбираемое среди соединений следующей формулы (I)
Figure 00000001

в которой В означает группу следующих формул (Iа) или (Ib)
Figure 00000002

Figure 00000003

R означает (C1-C4)-алкил;
R1 означает атом водорода или галогена, такого, как хлор, бром или фтор, (C1-C4)-алкил или (C1-C4)-алкоксил;
R2 означает атом водорода, (C1-C4)-алкил или (C1-C4)-алкоксил;
R4 означает атом водорода или галогена, такого как хлор, бром или фтор, (C1-C4)-алкил, нитрогруппу, аминогруппу или (C1-C4)-ациламиногруппу;
R3 означает атом водорода, или R4 и R3 образуют шестичленный ненасыщенный цикл, содержащий гидроксильный заместитель, хелатированный с одним из атомов азота двойной азо-связи;
А означает остаток -NR5R6, в котором R5 означает атом водорода, (C1-C4)-алкил, моногидрокси-(C1-C4)-алкил или полигидрокси-(C2-C4)-алкил; R6 означает атом водорода, (C1-C4)-алкил, моногидрокси-(C1-C4)-алкил или полигидрокси-(C2-C4)-алкил, фенил или радикал -CH2-SO3Na;
Х- означает одновалентный или двухвалентный анион, и его предпочтительно выбирают из атома галогена, такого как хлор, бром, фтор или йод, гидроксида, гидросульфата или (C1-C6)-алкилсульфата, такого, как например, метилсульфат или этилсульфат.
1. Composition for the oxidative dyeing of keratin fibers, and in particular human keratin fibers, such as hair, characterized in that it includes in a medium suitable for dyeing: at least one oxidizable heterocyclic base; as a direct dye, at least one 3-aminopyridine derivative selected among the compounds of the following formula (I)
Figure 00000001

in which means a group of the following formulas (Ia) or (Ib)
Figure 00000002

Figure 00000003

R means (C 1 -C 4 ) -alkyl;
R 1 means a hydrogen atom or a halogen, such as chlorine, bromine or fluorine, (C 1 -C 4 ) -alkyl or (C 1 -C 4 ) -alkoxy;
R 2 means a hydrogen atom, (C 1 -C 4 ) -alkyl or (C 1 -C 4 ) -alkoxy;
R 4 means a hydrogen atom or a halogen, such as chlorine, bromine or fluorine, (C 1 -C 4 ) -alkyl, nitro, amino, or (C 1 -C 4 ) acylamino;
R 3 means a hydrogen atom, or R 4 and R 3 form a six-membered unsaturated cycle containing a hydroxyl substituent chelated with one of the nitrogen atoms of the double azo bond;
And means the residue-NR 5 R 6 in which R 5 means a hydrogen atom, (C 1 -C 4 ) -alkyl, monohydroxy- (C 1 -C 4 ) -alkyl or polyhydroxy- (C 2 -C 4 ) -alkyl ; R 6 means a hydrogen atom, (C 1 -C 4 ) -alkyl, monohydroxy- (C 1 -C 4 ) -alkyl or polyhydroxy- (C 2 -C 4 ) -alkyl, phenyl or the radical -CH 2 -SO 3 Na ;
X - means a monovalent or divalent anion, and is preferably selected from a halogen atom, such as chlorine, bromine, fluorine or iodine, hydroxide, hydrosulfate or (C 1 -C 6 ) alkyl sulfate, such as, for example, methyl sulfate or ethyl sulfate.
2. Композиция по п. 1, отличающаяся тем, что окисляемое основание или окисляемые основания выбирают среди производных пиридина, производных пиримидина, производных пиразола и их солей присоединения с кислотой. 2. The composition according to p. 1, characterized in that the oxidizable base or oxidizable bases are chosen from pyridine derivatives, pyrimidine derivatives, pyrazole derivatives and their addition salts with an acid. 3. Композиция по п.2, отличающаяся тем, что производные пиридина выбирают среди 2,5-диаминопиридина, 2-(4-метоксифенил)амино-3-аминопиридина, 2,3-диамино-6-метоксипиридина, 2-(β-метоксиэтил)амино-3-амино-6-метоксипиридина, 3,4-диаминопиридина и их солей присоединения с кислотой. 3. The composition according to claim 2, characterized in that the pyridine derivatives are chosen from among 2,5-diaminopyridine, 2- (4-methoxyphenyl) amino-3-aminopyridine, 2,3-diamino-6-methoxypyridine, 2- (β- methoxyethyl) amino-3-amino-6-methoxypyridine, 3,4-diaminopyridine and their addition salts with an acid. 4. Композиция по п.2, отличающаяся тем, что производные пиримидина выбирают среди 2,4,5,6-тетрааминопиримидина, 4-гидрокси-2,5,6-триаминопиримидина, пиразол[1,5-а]пиримидин-3,7-диамина; 2-метилпиразол[1,5-а]пиримидин-3,7-диамина; 2,5-диметилпиразол[1,5-а]пиримидин-3,7-диамина;
пиразол[1,5-а] пиримидин-3,5-диамина; 2,7-диметилпиразол[1,5-а]пиримидин-3,5-диамина; 3-аминопиразол[1,5-а] пиримидин-7-ола; 3-амино-5-метилпиразол[1,5-а]пиримидин-7-ола; 3-аминопиразол[1,5-а]пиримидин-5-ола; 2-(3-аминопиразол[1,5-а]пиримидин-7-иламино)этанола;3-амино-7-β-гидроксиэтиламино-5-метилпиразол[1,5-а]пиримидина;
2-(7-аминопиразол[1,5-а] пиримидин-3-иламино)этанола; 2-[(3-аминопиразол[1,5-а] пиримидин-7-ил)-(2-гидроксиэтил)амино] этанола; 2-[(7-аминопираэол[1,5-а] пиримидин-3-ил)-(2-гидроксиэтил)амино]этанола; 5,6-диметилпиразол[1,5-а] пиримидин-3,7-диамина; 2,6-диметилпиразол[1,5-а]пиримидин-3,7-диамина; 2,5,N-7,N-7-тетраметилпиразол[1,5-а]пиримидин-3,7-диамина и их солей присоединения и их таутомерных форм, когда существует таутомерное равновесие.
4. The composition according to claim 2, wherein the pyrimidine derivatives are chosen from 2,4,5,6-tetraaminopyrimidine, 4-hydroxy-2,5,6-triaminopyrimidine, pyrazole [1,5-a] pyrimidine-3, 7-diamine; 2-methylpyrazole [1,5-a] pyrimidine-3,7-diamine; 2,5-dimethylpyrazole [1,5-a] pyrimidine-3,7-diamine;
pyrazole [1,5-a] pyrimidine-3,5-diamine; 2,7-dimethylpyrazole [1,5-a] pyrimidine-3,5-diamine; 3-aminopyrazole [1,5-a] pyrimidine-7-ol; 3-amino-5-methylpyrazole [1,5-a] pyrimidine-7-ol; 3-aminopyrazole [1,5-a] pyrimidine-5-ol; 2- (3-aminopyrazole [1,5-a] pyrimidin-7-ylamino) ethanol; 3-amino-7-β-hydroxyethylamino-5-methylpyrazole [1,5-a] pyrimidine;
2- (7-aminopyrazole [1,5-a] pyrimidin-3-ylamino) ethanol; 2 - [(3-aminopyrazole [1,5-a] pyrimidin-7-yl) - (2-hydroxyethyl) amino] ethanol; 2 - [(7-aminopyraol [1,5-a] pyrimidin-3-yl) - (2-hydroxyethyl) amino] ethanol; 5,6-dimethylpyrazole [1,5-a] pyrimidine-3,7-diamine; 2,6-dimethylpyrazole [1,5-a] pyrimidine-3,7-diamine; 2,5, N-7, N-7-tetramethylpyrazole [1,5-a] pyrimidine-3,7-diamine and their addition salts and their tautomeric forms when there is tautomeric equilibrium.
5. Композиция по п.2, отличающаяся тем, что производные пиразола выбирают среди 4,5-диаминопиразола; 4,5-диамино-1-метилпиразола; 1-бензил-4,5-диаминопиразола; 3,4-диаминопиразола; 1-бензил-4,5-диамино-3-метилпиразола, 4-амино-1,3-диметил-5-гидразинопиразола; 4,5-диамино-3-метил-1-фенилпиразола; 4,5-диамино-3-метил-1-трет.-бутилпиразола; 4,5-диамино-1-метил-3-трет. -бутилпиразола; 4,5-диамино-1-этил-3-метилпиразола;
4,5-диамино-1-этил-3-(4'-метоксифенил)пиразола; 4,5-диамино-1-этил-3-гидроксиметилпиразола; 4,5-диамино-3-гидроксиметил-1-метилпиразола; 4,5-диамино-3-гидроксиметил-1-изопропилпиразола; 4,5-диамино-3-метил-1-изопропилпиразол и их солей присоединения с кислотой.
5. The composition according to claim 2, characterized in that the pyrazole derivatives are chosen from among 4,5-diaminopyrazole; 4,5-diamino-1-methylpyrazole; 1-benzyl-4,5-diaminopyrazole; 3,4-diaminopyrazole; 1-benzyl-4,5-diamino-3-methylpyrazole, 4-amino-1,3-dimethyl-5-hydrazinopyrazole; 4,5-diamino-3-methyl-1-phenylpyrazole; 4,5-diamino-3-methyl-1-tert.-butylpyrazole; 4,5-diamino-1-methyl-3-tert. -butylpyrazole; 4,5-diamino-1-ethyl-3-methylpyrazole;
4,5-diamino-1-ethyl-3- (4'-methoxyphenyl) pyrazole; 4,5-diamino-1-ethyl-3-hydroxymethylpyrazole; 4,5-diamino-3-hydroxymethyl-1-methylpyrazole; 4,5-diamino-3-hydroxymethyl-1-isopropylpyrazole; 4,5-diamino-3-methyl-1-isopropylpyrazole and their addition salts with an acid.
6. Композиция по любому из пп.1-5, отличающаяся тем, что окисляемое гетероциклическое основание или окисляемые гетероциклические основания составляют 0,0005-12 мас.% по отношению к общей массе красящей композиции. 6. Composition according to any one of claims 1 to 5, characterized in that the oxidizable heterocyclic base or the oxidized heterocyclic bases comprise 0.0005-12 wt.% With respect to the total mass of the coloring composition. 7. Композиция по п.6, отличающаяся тем, что окисляемое гетероциклическое основание или окисляемые гетероциклические основания составляют 0,005-6 мас. % по отношению к общей массе красящей композиции. 7. The composition according to claim 6, characterized in that the oxidized heterocyclic base or the oxidized heterocyclic bases are 0.005-6 wt. % relative to the total weight of the coloring composition. 8. Композиция по любому из пп.1-7, отличающаяся тем, что производное или производные 3-аминопиридина формулы (I) выбирают среди следующих соединений:
4'-диметиламинобензол-1',3-азо-1-метилпиридинийметосульфат формулы
Figure 00000004

4'-бис(β-гидроксиэтил)аминобензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000005

4'-амино-8'-гидроксинафталин-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000006

4'-диметиламино-2'-нитробензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000007

4'-диметиламинобензол-1',3-азо-1,6-диметилпиридинийметосульфат формулы
Figure 00000008

4'-аминобензол-1',3-азопиридин-N-оксид формулы
Figure 00000009

4'-диметиламинобензол-1',3-азопиридин-N-оксид формулы
Figure 00000010

4'-N,N-бис(β-гидроксиэтил)аминобензол-1',3-азопиридин-N-оксид формулы
Figure 00000011

4'-диметиламино-2'-метилбензол-1', 3-азо-1-этилпиридинийэтосульфат формулы
Figure 00000012

4'-диметиламино-2'-метилбензол-1',3-азо-1-бутилпиридинийбромид формулы
Figure 00000013

4'-диметиламино-2'-хлорбензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000014

2', 4'-диамино-5'-метилбензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000015

4'-фениламинобензол-1',3-азо-1-метилпиридинийметосульфат формулы
Figure 00000016

2'-ацетиламино-4'-диметиламинобензол-1', 3-азо-1-этилпиридинийэтосульфат формулы
Figure 00000017

2', 4'-диамино-5'-метоксибензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000018

и 2'-амино-4'-диметиламинобензол-1', 3-азо-1-метилпиридинийметосульфат формулы
Figure 00000019

9. Композиция по любому из пп.1-8, отличающаяся тем, что производное или производные 3-аминопиридина формулы (I) составляют 0,001-10 мас.% по отношению к общей массе красящей композиции.
8. Composition according to any one of paragraphs.1-7, characterized in that the derivative or derivatives of 3-aminopyridine of formula (I) is chosen among the following compounds:
4'-dimethylaminobenzene-1 ', 3-azo-1-methylpyridinium methosulfate formula
Figure 00000004

4'-bis (β-hydroxyethyl) aminobenzene-1 ', 3-azo-1-methyl pyridine methosulfate formula
Figure 00000005

4'-amino-8'-hydroxynaphthalen-1 ', 3-azo-1-methylpyridinium methosulfate formula
Figure 00000006

4'-dimethylamino-2'-nitrobenzene-1 ', 3-azo-1-methyl pyridine methosulfate formula
Figure 00000007

4'-dimethylaminobenzene-1 ', 3-azo-1,6-dimethylpyridinium methosulfate formula
Figure 00000008

4'-aminobenzene-1 ', 3-azopyridine-N-oxide of the formula
Figure 00000009

4'-dimethylaminobenzene-1 ', 3-azopyridine-N-oxide of the formula
Figure 00000010

4'-N, N-bis (β-hydroxyethyl) aminobenzene-1 ', 3-azopyridine-N-oxide of the formula
Figure 00000011

4'-dimethylamino-2'-methylbenzene-1 ', 3-azo-1-ethylpyridinium ethosulfate of the formula
Figure 00000012

4'-dimethylamino-2'-methylbenzene-1 ', 3-azo-1-butylpyridinium bromide of the formula
Figure 00000013

4'-dimethylamino-2'-chlorobenzene-1 ', 3-azo-1-methyl pyridine methosulfate formula
Figure 00000014

2 ', 4'-diamino-5'-methylbenzene-1', 3-azo-1-methylpyridinium methosulfate formula
Figure 00000015

4'-phenylaminobenzene-1 ', 3-azo-1-methylpyridinium methosulfate formula
Figure 00000016

2'-acetylamino-4'-dimethylaminobenzene-1 ', 3-azo-1-ethylpyridinium ethosulfate of the formula
Figure 00000017

2 ', 4'-diamino-5'-methoxybenzene-1', 3-azo-1-methyl pyridinium methosulfate of the formula
Figure 00000018

and 2'-amino-4'-dimethylaminobenzene-1 ', 3-azo-1-methyl pyridine methosulfate of the formula
Figure 00000019

9. Composition according to any one of claims 1 to 8, characterized in that the derivative or derivatives of the 3-aminopyridine of formula (I) is 0.001 to 10% by weight relative to the total weight of the coloring composition.
10. Композиция по любому из п.9, отличающаяся тем, что производное или производные 3-аминопиридина формулы (I) составляют 0,01-5 мас.% по отношению к общей массе красящей композиции. 10. Composition according to any one of p. 9, characterized in that the derivative or derivatives of 3-aminopyridine of formula (I) is 0.01-5 wt.% In relation to the total mass of the coloring composition. 11. Композиция по любому из пп.1-10, отличающаяся тем, что она содержит один или несколько краскообразующих компонентов и/или одно или несколько окисляемых бензольных оснований и/или прямой краситель или прямые красители, отличающиеся от производных 3-аминопиридина формулы (I), таких, как указанные в п.1. 11. Composition according to any one of claims 1 to 10, characterized in that it contains one or more paint-forming components and / or one or more oxidizable benzene bases and / or direct dye or direct dyes different from 3-aminopyridine derivatives of the formula (I ), such as those specified in paragraph 1. 12. Композиция по любому из пп.1-11, отличающаяся тем, что соли присоединения с кислотой выбирают среди гидрохлоридов, гидробромидов, сульфатов и тартратов, лактатов и ацетатов. 12. Composition according to any one of claims 1 to 11, characterized in that the addition salts with an acid are chosen from among hydrochlorides, hydrobromides, sulfates and tartrates, lactates and acetates. 13. Композиция по любому из пп.1-12, отличающаяся тем, что подходящая для окраски среда образована водой или смесью воды, по крайней мере, с одним органическим растворителем. 13. Composition according to any one of claims 1 to 12, characterized in that the medium suitable for dyeing is formed by water or a mixture of water with at least one organic solvent. 14. Композиция по любому из пп.1-13, отличающаяся тем, что она имеет значение рН, составляющее 3-12. 14. Composition according to any one of paragraphs.1-13, characterized in that it has a pH value of 3-12. 15. Способ окраски кератиновых волокон и, в частности, кератиновых волокон человека, таких, как волосы, отличающийся тем, что на вышеуказанные волокна наносят, по крайней мере, одну красящую композицию, такую как определено в любом из пп.1-14, и что цвет проявляется при кислом, нейтральном или щелочном значении рН с помощью окисляющего компонента, который добавляют к красящей композиции непосредственно в момент применения, или который находится в окисляющей композиции, наносимой одновременно с красящей или после нее. 15. A method of dyeing keratin fibers and, in particular, human keratin fibers, such as hair, characterized in that at least one coloring composition is applied to the above fibers, as defined in any one of claims 1 to 14, and that the color appears at an acidic, neutral or alkaline pH value with the help of an oxidizing component that is added to the coloring composition immediately at the time of application, or which is in the oxidizing composition applied simultaneously with the coloring or after it. 16. Способ по п. 15, отличающийся тем, что окисляющий компонент, присутствующий в окисляющей композиции, выбирают среди пероксида водорода, пероксида мочевины, броматов щелочных металлов, персолей, таких, как пербораты, перкарбонаты и персульфаты, надкислот и ферментов. 16. The method according to p. 15, characterized in that the oxidizing component present in the oxidizing composition is chosen among hydrogen peroxide, urea peroxide, alkali metal bromates, persoles, such as perborates, percarbonates and persulphates, peracids and enzymes. 17. Устройство с несколькими отделениями, или "набор" для окраски с несколькими отделениями, первое отделение которого содержит красящую композицию, такую, как определено в любом из пп.1-14, а второе отделение содержит окисляющую композицию. 17. A multi-compartment device, or a “multi-compartment” dyeing kit, the first compartment of which contains a coloring composition, such as defined in any one of claims 1 to 14, and the second compartment contains an oxidizing composition.
RU99127338/14A 1998-03-20 1999-03-11 Composition for oxidizing coloring of keratin fibers, method of their coloring, set for oxidizing coloring of keratin fibers RU2186560C2 (en)

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FR9803454 1998-03-20
FR9803454A FR2776186B1 (en) 1998-03-20 1998-03-20 KERATINIC FIBER OXIDATION DYE COMPOSITION AND DYEING METHOD USING THE SAME

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KR100691086B1 (en) * 2006-01-26 2007-03-12 주식회사 엘지생활건강 Acidic hair color composition
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EP2004757B1 (en) * 2006-03-24 2011-05-04 L'Oréal Dyeing composition containing a thiol/disulphide fluorescent colorant comprising amine groups and having an internal cationic charge, and method for lightening keratin materials using said colorant
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FR3043551B1 (en) 2015-11-12 2017-11-24 Oreal DIRECT CATIONIC COLOR WITH ALIPHATIC CHAIN AND FUNCTION DISULFURE / THIOL / THIOL PROTECTED TO COLOR KERATIN FIBERS
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FR3111552B1 (en) 2020-06-23 2024-04-05 Oreal Composition for the simultaneous bleaching and coloring of keratin fibers comprising a particular heterocyclic salt and process using this composition
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FR3117805B1 (en) 2020-12-18 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3117806B1 (en) 2020-12-18 2024-03-01 Oreal Composition for the simultaneous bleaching and coloring of keratin fibers and process using this composition
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FR3130568B1 (en) 2021-12-16 2024-02-16 Oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3130572A1 (en) 2021-12-16 2023-06-23 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
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FR3130610A1 (en) 2021-12-20 2023-06-23 L'oreal Composition comprising a polyhydroxyalkanoate copolymer with a long hydrocarbon chain containing ionic group(s), process for treating keratin materials using the composition
FR3136967A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136976A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136975A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136968A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136972A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3136966A1 (en) 2022-06-22 2023-12-29 L'oreal Composition for lightening keratin fibers and process for lightening keratin fibers using this composition
FR3144513A1 (en) 2022-12-29 2024-07-05 L'oreal Composition comprising at least N,N-dicarboxymethyl glutamic acid, at least one direct dye, and at least one associative polymer
FR3144512A1 (en) 2022-12-29 2024-07-05 L'oreal Composition comprising at least N,N-dicarboxymethyl glutamic acid, at least one coloring agent, and at least one fatty amine
FR3144511A1 (en) 2022-12-29 2024-07-05 L'oreal Composition comprising at least one direct dye, at least N,N-dicarboxymethyl glutamic acid, at least one cationic surfactant and at least one non-silicone fatty substance in a particular content
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