Naphthalene derivatives and colorants for keratin fibers containing these compounds
AssigneeWella Aktiengesellschaft
InventorsMarkus Speckbacher, Hans-Juergen Braun
Life of this patent
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Abstract
The agent for coloring keratin fibers, especially human hair, contains at least one common cosmetic additive; an oxidant, such as hydrogen peroxide; and at least one naphthalene derivative of formula (I): wherein A1 and A2 are different from each other and, independently of each other, each denote a partial structure of formula (II), (IIIa), (IIIb), (IV), (V), or (VI): E is O or S; Y is N or a quaternary nitrogen atom substituted with a C1-C6-alkyl group, a C2-C4-hydroxyalkyl group, or a C4-C6-polyhydroxyalkyl group. New naphthalene derivatives are also described.
Claims9
An agent for coloring keratin fibers, said agent containing
- at least one cosmetic ingredient selected from the group consisting of oxidants, perfume oils, complexing agents, waxes, preservatives, thickeners, alginates, guar gum, lanolin derivatives, anionic surface-active substances, cationic surface-active substances, nonionic surface-active substances, amphoteric surface-active substances, natural polymers, synthetic polymers, modified polymers of natural origin, nitro dyes, azo dyes, anthraquinone dyes and triphenylmethane dyes;
- and
- at least one naphthalene derivative of formula (I):
- wherein A1 and A2 are different from each other and, independently of each other, each denote a partial structure of formula (II), (IIIa), (IIIb), (IV), (V), or (VI):
- E denotes oxygen or a sulfur atom;
- Y denotes a nitrogen atom or a quaternary nitrogen atom substituted with branched or linear C1-C6-alkyl groups, branched or linear C2-C4-hydroxyalkyl groups or branched or linear C4-C6-polyhydroxyalkyl groups;
- R1 denotes a hydrogen atom, an aromatic or heterocyclic group of general formula (VII), (VIII), (IX), (X), (XI), (XII), (XIII), (XIV), (XV) or (XVI),
- or an aliphatic C1-C6-alkyl group that is linear or branched and is unsubstitued or substituted with one or more hydroxyl groups or with cationic groups of a B+ type;
- R1a has the same meaning as R1, except that R1a is not hydrogen;
- R2 and R3 are the same or different and, independently of each other, each denote hydrogen, an amino group, a C1-C6-alkylamino group, a C1-C6-N, N-dialkylamino group, a C1-C6—N,N-(dihydroxyalkyl)-amino group, fluorine, chlorine, bromine, iodine, a cyano group, a C1-C6-alkylcyano group, a methoxymethyl group, a tert.-butyl group, an isopropyl group, a C1-C6-alkyl group, a C1-C6-alkyloxy group, a C1-C6-hydroxyalkyl group, a C1-C6-hydroxyalkyloxy group, a C1-C6-alkylcarboxylic acid group, a C1-C6-alkylcarboxylate ester group, a C1-C6-alkylcarboxamide group, a C1-C6-alkylsulfonic acid group, a C1-C6-alkysulfonate ester group, a C1-C6-alkylsulfonamide group, a phenyl group, a sulfonic acid group or an -(L)-B+ group;
- R4 and R5 are the same or different and, independently of each other, each denote hydrogen, a C1-C6-alkylamino group, a C1-C6N,N-dialkylamino group, a C1-C6-alkylcyano group, a methoxymethyl group, a tert. butyl group, an isopropyl group, a C1-C6-alkyl group, a C1-C6-alkyloxy group, a C1-C6-hydroxyalkyl group, a C1-C6-alkylcarboxylic acid group, a C1-C6-alkylcarboxylate ester group, a C1-C6-alkylcarboxamide group, a C1-C6-alkylsulfonic acid group, a C1-C6-alkylsulfonate ester group, a C1-C6-alkylsulfonamide group, a phenyl group or an -(L)-B+ group;
- L stands for a C1-C6-alkylene group;
- B+ denotes an aromatic heterocyclic quaternary ammonium compound, a nonaromatic heterocyclic quaternary ammonium compound, a quaternary alkylammonium compound or an arylammonium compound of formula NRaRbRc, wherein Ra, Rb and Rc, independently of each other, denote a benzyl group, a phenyl group or a C1-C6-alkyl group, wherein said alkyl groups are unsubstituted or substituted with one or more hydroxyl groups or with one or more amino groups;
- or B+ denotes a quaternary phosphonium group;
- and
- X− denotes an anion.
A naphthalene derivative compound selected the group consisting of 1-(2-tert.-butylphenyl)-6-(2-hydroxyethyl)-1H-indolo[5,4,3-def]isoquinoline-2,5,7(6H)-trione, 1-(2-tert. butylphenyl)-6-[2-hydroxy-1-(hydroxymethyl)ethyl]-1H-indolo[5,4,3-def]-isoquinoline-2,5,7(6H)-trione, 3-{2-[2-(2,5-diketo-5,6-dihydroisoindolo[6,7,1-cde]indol-1(2H)-yl)-5-methoxyanilino]ethyl}-1-methyl-1H-imidazol-3-ium bromide, 3-{2-[4-(2,5-diketo-5,6-dihydroisoindolo-[6,7,1-cde]indol-1(2H)-yl)(ethyl)anilino]ethyl}-1-methyl-1H-imidazol-3-ium bromide, 1-{4-[ethyl(2-hydroxyethyl)amino]phenyl}-6-methyl-2,5-diketo-2,5-dihydro-1H-imidazo[1,2-a]isoindolo[6,7,1-def]quinolin-6-ium methyl sulfate, 3-{2-[4-(2,5-diketo-2,5-dihydro-1H-imidazol[1,2-a]isoindolo[6,7,1-def]-quinolin -1-yl)(ethyl)anilino]ethyl}-1-methyl-1H-imidazol-3-ium bromide, 1-{2-[(2-hydroxy-ethyl)-amino]-4-methoxyphenyl}-1,6-dihydroisoindolo[6,7,1-cde]indole-2,5-dione, 1-{4[bis-(2-hydroxyethyl)amino]phenyl}-1,6-dihydroisoindolo[6,7,1cde]-indol-2,5-dione, 3-{2-[1-(2-tert.-butylphenyl)-2,5,7-triketo-1,2,5,7-tetrahydro-6H-indolo-[5,4,3-def]isoquinolin-6-yl]ethyl}-1-methyl-1H-imidazol-3-ium bromide, 3-(2-{1-[4-(dimethylamino)phenyl]-2,5,7-triketo-1,2,5,7-tetrahydro-6H-indolo-[5,4,3-def]-isoquinolin-6-yl}ethyl)-1-methyl-1H-imidazol-3-ium bromide, 2-(4-morpholinyl)benzo[lmn]perimidino[2,1-b][3,8]-phenanthroline-1,3,6-(2H)-trione, 2-[tert.-butyl-(2-hydroxyethyl)amino]benzo[lmn]-perimidino-[2,1-b]-[3,8]phenanthroline-1,3,6(2H)-trione, 2-[1-(hydroxymethyl)-2-methylpropyl]-benzimidazo[2,1-b]benzo[lmn]-[3,8]phenanthroline-1,3,6[2H]-trione, 5-methyl-2-(1,3,6-triketo-3,6-dihydrobenzo[lmn]perimidino-[2,1-b][3,8]-phenanthrolin-2(1H)-yl)-benzene sulfonic acid and 5-methyl-2-(1,3,6-triketo-3,6-dihydrobenzimid-azo[2,1-b]benzo[lmn][3,8]-phenanthroline-2(1H)-yl)benzene sulfonic acid.
Dependencies are inferred from the claim text.