Black trisazo metal complex dyes
First Claim
1. A metal complex of a trisazo dye of the general formula (4) where R1 is aryl substituted by one or more substituents selected from the group consisting of OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO3M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2NH2, SO2N(hydroxy(C1-C6)-alkyl)2, SO2NH(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2 and halogen;
- R2 is OH, O(C1-C6)-alkyl, COOM or SO3M;
R3, R4 and R5 are identical or different and are each selected from the group consisting of H, OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO2M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2N H2, SO2N (hydroxy(C1-C6)-alkyl)2, SO2N H(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2, and halogen, R6 is a mono- or bicyclic carbocyclic or heterocyclic aromatic which is unsubstituted or substituted by one or more substituents selected from the group consisting of OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO3M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2NH2, CONH-phenyl, SO2NH-phenyl, SO2N(hydroxy(C1-C6)-alkyl)2, SO2NH(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2, halogen and phenylsulfo, or is a similarly substituted pyrazole or pyridone radical; and
M is hydrogen, a monovalent metal cation, one equivalent of a polyvalent metal cation or an unsubstituted or alkyl-, alkoxyalkyl- or hydroxyalkyl-substituted ammonium ion.
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Accused Products
Abstract
Disclosed are metal complexes of trisazo dyes of the general formula 4
where
R1 is aryl substituted by one or more, eg. 2, 3, 4 or 5, substituents selected from the group consisting of OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO3M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2NH2, SO2N(hydroxy(C1-C6)-alkyl)2, SO2NH(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2 and halogen;
R2 is OH, O(C1-C6)alkyl, COOM or SO3M;
R3, R4 and R5 are each hydrogen or a substituent;
R6 is a mono- or bicyclic carbocyclic or heterocyclic aromatic which is unsubstituted or substituted by one or more substituents, or is a similarly substituted pyrazole or pyridone radical.
The dyes are useful for dyeing and printing natural and synthetic fiber materials, recording fluids, especially for the inkjet process, liquid formulations for paper pulp dyeing, and also as colorants for electrophotographic toners, powder coatings and color filters including the dyes of the invention.
27 Citations
14 Claims
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1. A metal complex of a trisazo dye of the general formula (4)
where R1 is aryl substituted by one or more substituents selected from the group consisting of OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO3M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2NH2, SO2N(hydroxy(C1-C6)-alkyl)2, SO2NH(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2 and halogen; -
R2 is OH, O(C1-C6)-alkyl, COOM or SO3M;
R3, R4 and R5 are identical or different and are each selected from the group consisting of H, OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO2M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2N H2, SO2N (hydroxy(C1-C6)-alkyl)2, SO2N H(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2, and halogen, R6 is a mono- or bicyclic carbocyclic or heterocyclic aromatic which is unsubstituted or substituted by one or more substituents selected from the group consisting of OH, O(C1-C6)-alkyl, O(C1-C6)-alkyl-COOM, O(C1-C6)-alkyl-SO3M, O(hydroxy(C1-C6)-alkyl), (C1-C6)-alkyl, COOM, SO3M, SO2NH2, CONH-phenyl, SO2NH-phenyl, SO2N(hydroxy(C1-C6)-alkyl)2, SO2NH(C1-C6)-alkyl, SO2N((C1-C6)-alkyl)2, NH2, NH(C1-C6)-alkyl, NHacyl, NHaryl, N(hydroxy(C1-C6)-alkyl)2, N((C1-C6)-alkyl)2, halogen and phenylsulfo, or is a similarly substituted pyrazole or pyridone radical; and
M is hydrogen, a monovalent metal cation, one equivalent of a polyvalent metal cation or an unsubstituted or alkyl-, alkoxyalkyl- or hydroxyalkyl-substituted ammonium ion. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14)
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Specification