RU2000112411A

RU2000112411A - COMPOSITION FOR COLORING KERATIN FIBERS WITH DIRECT CATIONIC DYE AND ANION SURFACE-ACTIVE SUBSTANCE

Info

Publication number: RU2000112411A
Application number: RU2000112411/14A
Authority: RU
Inventors: Жерар ЛАНГ; Жан КОТТЕРЕ
Original assignee: Л`Ореаль
Priority date: 1998-08-19
Filing date: 1999-07-28
Publication date: 2002-05-20

Claims

1. Composition for dyeing keratin fibers, and in particular human keratin fibers, such as hair, containing in a suitable color medium, at least one compound selected from compounds of the following formulas ((I), (II), (III ), (III '), (IV)
a) from compounds of formula I

in which D represents a nitrogen atom or a —CH group;
R ₁ and R ₂ , the same or different, mean a hydrogen atom, (C ₁ -C ₄ ) alkyl, which may be substituted by the radical —CN, —OH or —NH ₂ , or together with the carbon atom of the benzene ring form a heterocycle, possibly oxygen or nitrogen-containing, which may be substituted by one or more (C ₁ -C ₄ ) alkyl radicals, 4'-aminophenyl,
R ₃ and R ' ₃ , the same or different, mean a hydrogen or halogen atom selected from among chlorine, bromine, iodine and fluorine atoms, a cyano group, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxyl or acetyl hydroxy group ,
X ^- means an anion, preferably selected from chloro, methyl sulfate and acetate;
A means a group selected from the following structures A1-A19 (see graphic part),
in which R ₄ means (C ₁ -C ₄ ) alkyl, which may be substituted with hydroxyl, and R ₅ means (C ₁ -C ₄ ) alkoxyl, with the proviso that when D is —CH, A is A ₄ or A ₁₃ , and R ₃ is different from alkoxyl, then R ₁ and R ₂ do not simultaneously mean a hydrogen atom,
b) from compounds of formula II

in which R ₆ means a hydrogen atom or (C ₁ -C ₄ ) alkyl,
R ₇ means a hydrogen atom, alkyl, which may be substituted by a -CN radical or an amino group, 4'-aminophenyl or together with R ₆ forms a heterocycle, possibly oxygen-containing and / or nitrogen-containing, which may be substituted by (C ₁ -C ₄ ) alkyl,
R ₈ and R ₉ , the same or different, mean a hydrogen atom, a halogen atom, such as a bromine, chlorine, iodine or fluorine atom, (C ₁ -C ₄ ) alkyl or (C ₁ -C ₄ ) alkoxyl, -CN radical ,
X 'is an anion, preferably selected from chloro, methanesulfate and acetanion,
In means a group selected among the following structures B1-B6

in which R ₁₀ means (C ₁ -C ₄ ) alkyl, R ₁₁ and R ₁₂ , the same or different, mean a hydrogen atom or (C ₁ -C ₄ ) alkyl,
c) from the compounds of formulas (III) and (III ')

in which R ₁₃ means a hydrogen atom, (C ₁ -C ₄ ) alkoxyl, a halogen atom such as a bromine, chlorine, iodine or fluorine atom, or an amino group,
R ₁₄ means a hydrogen atom, (C ₁ -C ₄ ) alkyl, or together with the carbon atom of the benzene ring forms a heterocycle, possibly oxygen-containing and / or substituted by one or more (C ₁ -C ₄ ) alkyl groups,
R ₁₅ means a hydrogen or halogen atom, such as a bromine, chlorine, iodine or fluorine atom,
R ₁₆ and R ₁₇ , identical or different, mean a hydrogen atom or (C ₁ -C ₄ ) alkyl,
D ₁ and D ₂ , identical or different, mean a nitrogen atom or a —CH group,
m = 0 or 1,
bearing in mind that when R ₁₃ means an unsubstituted amino group, then D ₁ and D ₂ mean simultaneously the group-CH and m = 0,
X 'means anion, preferably selected from chloro, methyl sulfate and acetate;
E means a group selected among the following structures E1-E8: (see graphic part),
in which R 'means (C ₁ -C ₄ ) alkyl,
moreover, when m = 0 and D ₁ means a nitrogen atom, then E can also mean a group of the following structure E9,

in which R 'means (C ₁ -C ₄ ) alkyl,
d) compounds of formula IV
GN = NJ,
in which the symbol G means a group selected among the following structures G ₁ -G ₃

in which R ₁₈ means (C ₁ -C ₄ ) alkyl, phenyl, which may be substituted by (C ₁ -C ₄ ) alkyl or a halogen atom selected from a-atoms of chlorine, bromine, iodine and fluorine,
R ₁₉ means (C ₁ -C ₄ ) alkyl or phenyl,
R ₂₀ and R ₂₁ , the same or different, mean (C ₁ -C ₄ ) alkyl, phenyl, or in G ₁ together form a benzene ring substituted by one or more (C ₁ -C ₄ ) alkyl radicals, (C ₁ -C ₄ ) alkoxyl radicals or a group of NO ₂ , or in G ₂ together form a benzene ring unsubstituted or substituted by one or more (C ₁ -C ₄ ) alkyl radicals, (C ₁ -C ₄ ) alkoxyl radicals or a group of NO ₂ ,
R ₂₀ may also mean a hydrogen atom,
Z is an oxygen, sulfur atom or a group —NR ₁₉ ,
M is a —CH, —CR group (where R is (C ₁ –C ₄ ) alkyl) or —NR ₂₂ (X ^- ) _r ,
K means a —CH, —CR group (where R is (C ₁ -C ₄ ) alkyl) or —NR ₂₂ (X ^- ) _r ,
P is a —CH, —CR group (where R is (C ₁ -C ₄ ) alkyl) or —NR ₂₂ (X ^- ) _r ,
r means zero or 1,
R ₂₂ means an atom O ^- , (C ₁ -C ₄ ) alkoxyl or (C ₁ -C ₄ ) alkyl,
R ₂₃ and R ₂₄ , the same or different, mean a hydrogen or halogen atom selected from among chlorine, bromine, iodine and fluorine atoms, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxyl, the group —NO ₂ ,
X ^- means an anion, preferably selected from chloro, iodo, methyl sulfate, ethyl sulfate, acetate and perchlorate anion,
provided that
if R ₂₂ means O ^- , then r means zero,
if K or P or M means —N— (C ₁ -C ₄ ) alkyl ^— X ^- , then —R ₂₃ or R ₂₄ is different from a hydrogen atom,
if K means -NR ₂₂ (X ^- ) _r , then M = P = -CH, -CR,
if M means —NR ₂₂ (X ^- ) _r , then K = P = —CH, —CR,
if P means —NR ₂₂ (X ^- ) _r , then K = M and mean —CH or —CR,
if Z is a sulfur atom, and R ₂₁ is (C ₁ -C ₄ ) alkyl, then R ₂₀ is different from a hydrogen atom,
if Z is —NR ₂₂ , and R ₁₉ is (C ₁ -C ₄ ) alkyl, then at least one of the radicals R ₁₈ , R ₂₀ or R ₂₁ in G ₂ is different from (C ₁ -C ₄ ) alkyl,
J stands for
(a) a group of the following structure J ₁

in which R ₂₅ means a hydrogen atom, a halogen atom selected from among chlorine, bromine, iodine and fluorine atoms, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxyl, -OH radical, -NO ₂ , -NHR ₂₈ , -NR ₂₉ R ₃₀ , -NHCO- (C ₁ -C ₄ ) alkyl, or together with R ₂₆ forms a 5 or 6 membered ring that does not contain or contains one or more heteroatoms selected from nitrogen, oxygen or sulfur atoms ,
R ₂₆ means a hydrogen atom, a halogen atom selected from among atoms of chlorine, bromine, iodine and fluorine, (C ₁ -C ₄ ) alkyl, (C ₁ -C ₄ ) alkoxyl, or together with R ₂₇ and R ₂₈ forms 5 or 6 a membered ring that does not contain or contains one or more heteroatoms selected from nitrogen, oxygen or sulfur atoms,
R ₂₇ means a hydrogen atom, a —OH group, a —NHR ₂₈ radical, a —NR ₂₉ R ₃₀ radical,
R ₂₈ means a hydrogen atom, (C ₁ -C ₄ ) alkyl, monohydroxy (C ₁ -C ₄ ) alkyl, polyhydroxy (C ₂ -C ₄ ) alkyl, phenyl,
R ₂₉ and R ₃₀ , the same or different, mean (C ₁ -C ₄ ) alkyl, monohydroxy (C ₁ -C ₄ ) alkyl, polyhydroxy (C ₂ -C ₄ ) alkyl,
(b) a 5 or 6 membered nitrogen-containing heterocyclic group which may include other heteroatoms and / or carbonyl-containing groups and may be substituted by one or more (C ₁ -C ₄ ) alkyl, amino or phenyl radicals, in particular a group of structure J ₂

in which R ₃₁ and R ₃₂ , the same or different, mean a hydrogen atom, (C ₁ -C ₄ ) alkyl, phenyl,
Y is a —CO— radical or a radical

n is 0 or 1, wherein when n is 1, U is a —CO— radical, characterized in that it further comprises (ii) at least one anionic surfactant selected from the group consisting of
(ii) ₁ - acylisethionates,
(ii) ₂ - acyltaurates,
(ii) ₃ - sulfosuccinates,
(ii) ₄ - acyl sarcosinates,
(ii) ₅ - acylglutamates,
(ii) ₆ - polyoxyethyleneated hydroxycarboxylic acids and their salts,
(ii) ₇ - glucamides of fatty sulfates,
(ii) ₈ - alkylgalactosiduronates,
(ii) ₉ - anionic derivatives of alkylpolyglucosides,
(ii) ₁₀ mixtures thereof.

2. The composition according to p. 1, characterized in that the direct cationic dyes of the formula (I) are selected from compounds corresponding to the following structures (I1) - (I54) (see graphic part).

3. The composition according to p. 2, characterized in that the direct cationic dyes correspond to structures (I1), (I2), (I14) and (I31).

4. The composition according to p. 1, characterized in that the direct cationic dyes of the formula (II) are selected from compounds corresponding to the following structures (II1) - (II9) (see graphic part).

5. The composition according to p. 1, characterized in that the direct cationic dyes of the formula (III) are selected from compounds corresponding to the following structures (III1) - (III18) (see graphic part).

6. The composition according to p. 5, characterized in that the direct cationic dyes of the formula (III) are selected from compounds corresponding to structures (III4), (III5) and (III13).

7. The composition according to p. 1, characterized in that the direct cationic dyes of the formula (III ') are selected from compounds corresponding to the following structures (III'1) - (III'3) (see graphic part).

8. The composition according to p. 1, characterized in that the direct cationic dyes of the formula (IV) are selected from compounds corresponding to the following structures (IV) ₁ to (IV) ₇₇ (see graphic part).

9. The composition according to any one of paragraphs. 1-8, characterized in that the direct cationic dye or direct cationic dyes of the formulas (I), (II), (III), (III ') or (IV) are 0.001-10 wt. % relative to the total weight of the composition.

10. The composition according to p. 9, characterized in that the direct cationic dye or direct cationic dyes of the formulas (I), (II), (III), (III ') or (IV) are 0.005-5 wt. % relative to the total weight of the composition.

11. The composition according to any one of paragraphs. 1-10, characterized in that the anionic surfactant (ii) type acylisethionate (ii) ₁ and acyl taurate (ii) ₂ corresponds to the General formula V
R ¹ -CH ₂ -CH ₂ -SO ₃ ^- M ⁺ ,
where R ¹ means a group R ² COO or a group R ² CONR ³ , wherein R ² means a linear or branched, saturated or unsaturated aliphatic group with 8-30 carbon atoms and R ³ means a hydrogen atom or (C ₁ -C ₄ ) alkyl, and
M means hydrogen, ammonium, Na or K, or the remainder of an organic amine.

12. The composition according to any one of paragraphs. 1-10, characterized in that the anionic surfactant (ii) type sulfosuccinate (ii) ₃ corresponds to the General formula VI

where R ² and M have the same meanings as specified in paragraph 11.

13. The composition according to any one of paragraphs. 1-10, characterized in that the anionic surfactant (ii) type acyl sarcosinate (ii) ₄ and acylglutamate (ii) ₅ corresponds to the General formula VII

where R ² and M have the same meanings as specified in paragraph 11,
R ⁴ means CH ₃ and R ⁵ means hydrogen, or
R ⁴ is hydrogen and R ⁵ is —CH ₂ CH ₂ COO ^- M ⁺ .

14. The composition according to any one of paragraphs. 1-10, characterized in that the anionic surfactant (ii) of the type of polyoxyethylene oxycarboxylic acid or salt (ii) ₆ includes 2-50 ethylene oxide groups.

15. The composition according to p. 14, characterized in that the polyoxyethylene oxycarboxylic acid or salt corresponds to the following formula VIII

in which R ⁶ means (C ₆ -C ₂₀ ) alkyl or (C ₆ -C ₂₀ ) alkylaryl;
n is an integer or in the form of a decimal fraction (average value), which can vary from 2 to 24 and preferably from 3 to 10;
And means hydrogen, ammonium, Na, K, Li, Mg, or the remainder of monoethanolamine or triethanolamine.

16. The composition according to p. 15, wherein the aryl radical means phenyl.

17. The composition according to any one of paragraphs. 1-10, characterized in that the anionic surfactant (ii) of the type of anionic derivative of an alkyl polyglucoside (ii) _{9 is} selected from the group consisting of alkyl polyglucoside sulfates and mixtures thereof, alkyl polyglucosidoxycarboxylates, alkyl polyglucose glucosides sulfates, alkyl polyglucosides sulfosuccinates, alkyl polyglucosides sulfosulfonates.

18. The composition according to any one of paragraphs. 1-17, characterized in that the anionic surfactant or anionic surfactants are 0.05-30 wt. % relative to the total weight of the composition.

19. The composition according to p. 18, characterized in that the anionic surfactant or anionic surfactants are 0.1-15 wt. % relative to the total weight of the composition.

20. The composition according to PP. 1-19, characterized in that suitable for coloring medium (or carrier) consists of water or a mixture of water with at least one organic solvent.

21. The composition according to any one of paragraphs. 1-20, characterized in that it has a pH value from 2 to 11 and preferably 5-10.

22. The composition according to any one of paragraphs. 1-21, characterized in that it is intended for oxidative dyeing and contains one or more oxidizable bases selected from p-phenylenediamines, bisphenylalkylenediamines, p-aminophenols, o-aminophenols and heterocyclic bases.

23. The composition according to p. 22, characterized in that the oxidizable base or oxidizable base is 0.0005-12 wt. % relative to the total weight of the coloring composition.

24. The composition according to p. 23, characterized in that the oxidizable base or oxidizable base is 0.005-6 wt. % relative to the total weight of the coloring composition.

25. The composition according to any one of paragraphs. 22-24, characterized in that it contains one or more paint-forming components selected from m-phenylenediamines, m-aminophenols, m-diphenols and heterocyclic paint-forming components.

26. The composition according to p. 25, characterized in that the paint-forming component or paint-forming components are 0.0001-10 wt. % relative to the total weight of the coloring composition.

27. The composition according to p. 26, characterized in that the paint-forming component or paint-forming components are 0.005-5 wt. % relative to the total weight of the coloring composition.

28. The composition according to any one of paragraphs. 1-27, characterized in that it is intended for direct brightening or oxidative coloring and then it contains at least one oxidizing agent.

29. A method for dyeing keratin fibers, and in particular human keratin fibers, such as hair, characterized in that at least one dye composition described in any of paragraphs is applied to the fibers. 1-28, for a time sufficient to manifest the desired color, then they are rinsed, washed with shampoo if necessary, rinsed and dried again.

30. The method according to p. 29, characterized in that the rinsing is carried out only after the manifestation of the desired color.

31. A method for dyeing curtin fibers, in particular human keratin fibers, such as hair, characterized in that it includes a preliminary step, which consists in separately storing, on the one hand, the composition (A1) containing at least at least one colorable medium one direct cationic dye (i) above, and, on the other hand, composition (B1) containing at least one oxidizing agent in a suitable coloring medium, then the compositions are mixed at the time of use and the resulting mixture is applied to keratin fibers, Rich composition (A1) or the composition (B1) further comprises an anionic surfactant (ii), indicated in the claims. 1, 13-17.

32. The method according to p. 31, characterized in that the composition (A1) further comprises at least one oxidizable base.

33. A device with several compartments or a “kit” for painting with several compartments, characterized in that the first compartment contains a composition (A1) as described in paragraph 31 or 32, and the second compartment contains a composition (B1).