Developer components and their use for dyeing keratinic fibers
View Patent ↗Compositions for dyeing keratinic fibers, which contain p-phenylene-diamine derivative substituted by an imidazolyl group, the use of these compounds for dyeing keratinic fibers and a process for dyeing keratinic fibers using these compounds.
1. A composition for dyeing keratinic fibers, comprising, in a cosmetically acceptable carrier, at least one p-phenylenediamine derivative compound of the formula (I)
wherein
A is a branched or unbranched alkylene group having 2 to 6 carbon atoms, which can optionally carry one or more substituents, selected from hydroxy group(s) and halogen atom(s),
X is an optionally substituted imidazolyl radical,
R 1 , R 2 and R 3 are, independently of one another, a hydrogen atom, a C 1 - to C 4 -alkyl group, a C 1 - to C 4 -monohydroxyalkyl group or a C 2 - to C 6 -poly-hydroxyalkyl group, and
R 4 and R 5 are, independently of one another, a hydrogen atom, a C 1 - to C 4 -alkyl group, a C 1 - to C 4 -alkoxy group, a C 1 - to C 4 -monohydroxyalkyl group, a C 2 - to C 4 -polyhydroxyalkyl group or a halogen atom.
2. The composition of claim 1 wherein A is an ethylene group.
3. The composition of claim 2 wherein the compound of formula (I) is (4-aminophenyl)(2-(imidazol-5-yl)ethyl)amine.
4. The composition of claim 1 wherein R 1 , R 2 and R 3 are each a hydrogen atom.
5. The composition of claim 4 wherein R 4 and R 5 are, independently of one another, a hydrogen atom, a methyl group, a chlorine or a fluorine atom.
6. The composition of claim 5 wherein R 4 and R 5 are each a hydrogen atom.
7. The composition of claim 1 wherein X is an optionally substituted imidazolyl radical of the formula (II)
where R6 is a hydrogen atom, a C 1 to C 4 -alkyl group, a C 1 - to C 4 -monohydroxyalkyl group, a C 2 - to C 4 -polyhydroxyalkyl group or a halogen atom.
8. The composition of claim 1 wherein A is a trimethylene group.
9. The composition of claim 8 wherein the compound of the formula (I) is selected from the group consisting of (4-aminophenyl)(3-(imidazol-1-yl)propyl)amine and (4-amino-3-methyl-phenyl)(3-(imidazol-1-yl)propyl)amine.
10. The composition of claim 1 wherein X is an optionally substituted imidazolyl radical of the formula (III)
where R7 is a hydrogen atom, a C 1 - to C 4 -alkyl group, a C 1 - to C 4 -monohydroxyalkyl group, a C 2 - to C 4 -polyhydroxyalkyl group or a halogen atom.
11. A compound having formula (I):
wherein:
A is an unbranched alkylene group having 2 to 6 carbon atoms;
X is an optionally substituted imidazolyl radical;
R 1 , R 2 and R 3 are, independently, H, C 1 - to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, or C 2 - to C 6 -poly-hydroxyalkyl; and
R 4 and R 5 are, independently, H, C 1 - to C 4 -alkyl, C 1 - to C 4 -alkoxy, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, or halogen.
12. The compound of claim 11 , wherein X has formula (II):
wherein:
R 6 is H, C 1 to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, or halogen.
13. The compound of claim 11 , wherein X has formula (III):
wherein
R 7 is H, C 1 - to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, or halogen.
14. The compound of claim 11 , wherein the compound is(4-Aminophenyl)(2-(imidazol-5-yl)ethyl)amine.
15. A process for dyeing keratinic fibers comprising applying to the keratin fibers a composition comprising a compound of claim 11 , and after a period of time rinsing off the composition from the keratin fibers.
16. A compound having formula (I):
wherein:
A is an unbranched alkylene group having 1 to 6 carbon atoms;
X is an optionally substituted imidazolyl radical having formula (II):
R 1 , R 2 and R 3 are, independently, H, C 1 - to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, or C 2 - to C 6 -poly-hydroxyalkyl; and
R 4 and R 5 are, independently, H, C 1 - to C 4 -alkyl, C 1 - to C 4 -alkoxy, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, or halogen; and
R 6 is H, C 1 to C 4 -alkyl, C 1 - to C 4 -monohydroxyalkyl, C 2 - to C 4 -polyhydroxyalkyl, or halogen.
17. The compound of claim 16 , wherein A is an unbranched alkylene group having 2 to 6 carbon atoms.
18. The compound of claim 16 , wherein A is trimethylene.
19. The compound of claim 16 , wherein the compound is (4-amino-phenyl)(3-(imidazol-1-yl)propyl)amine or (4-amino-3-methylphenyl)(3-(imidazol-1-yl)propyl)amine.
20. A composition for dyeing keratinic fibers, comprising:
a cosmetically acceptable carrier, and
a compound of claim 16 .
21. A process for dyeing keratinic fibers, comprising:
applying a composition comprising a compound of claim 16 to the keratin fibers and then rinsing the composition from the keratin fibers.