Loading patent…
AssigneeCiba-Geigy Corporation
InventorsHans U. Schutz, Ulrich Schlesinger, Gerhard Back
Estimating the term…
The invention relates to chromium complexes of the formula ##STR1## in which L is H.sub.2 O, NH.sub.3, R.sub.2 --OH, R.sub.2 --NH.sub.2, (R.sub.2).sub.2 NH, (R.sub.2).sub.3 N or pyridine, wherein R.sub.2 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, B is 8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5-hydroxyacridine, 6-hydroxy-4,7-phenanthroline, pyridine-2-carboxylic acid, 8-carboxyquinoline, 5,7-dibromo-8-hydroxyquinoline, o-hydroxyaniline, o-hydroxynaphthylamine, proline, glycine, serine, aspartic acid or R.sub.1 --CH(NH.sub.2)--COOH, wherein R.sub.1 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, D is benzene or naphthalene, Y is the nitrogen atom or the CH group, K, in the event that Y is the nitrogen atom, is naphthol, naphthylamine, 5-pyrazolone, 5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-pyrazolone, 2,6-dihydroxy-3-cyano- or -3-carboxamido-4-alkylpyridine, 6-hydroxypyrid-2-one, acetoacetanilide, benzoylacetanilide or phenol, or, in the event that Y is the CH group K is o-hydroxybenzaldehyde or o-hydroxynaphthaldehyde, D and K independently of each other are unsubstituted or substituted by C.sub.1-5 -alkyl, C.sub.1-4 -alkoxy, acylamino having 1 to 6 carbon atoms, benzoylamino, amino, monoalkylamino or dialkylamino each having 1 to 4 carbon atoms, phenylamino, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy, radical, nitro, cyano, trifluoromethyl, halogen, sulfamoyl, carbamoyl, ureido, hydroxyl, C.sub.1-4 -alkylsulfonyl, carboxyl, sulfomethyl, phenylazo or naphthylazo, and D and K contain the --(CO).sub.0-1 --O-- and --[O or N(R)]-- adjacent to the --N.dbd.Y-- and R is hydrogen, C.sub.1-4 -alkyl or phenyl, Ka is a cation, X is acryloyl, monohalogenoacryloyl, dihalogenoacryloyl, trihalogenoacryloyl, monohalogenomethacryloyl, dihalogenomethacryloyl, trihalogenomethacryloyl, monohalogenopropionyl, dihalogenopropionyl, phenylsulfonylpropionyl, methylsulfonylpropionyl, vinylsulfonyl, .beta.-chloroethylsulfonyl, .beta.-sulfatoethylsulfonyl, monohalogenopyrimidyl, dihalogenopyrimidyl, trihalogenopyrimidyl, monohalogenotriazinyl, dihalogenotriazinyl, X is bonded to D, K or B, D and K, D and B or K and B directly or via ##STR2## or --CH.sub.2 --N(R)--, m is 1, 2 or 3 and n is 1 or 2. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.
A chromium complex of the formula ##STR181## in which L is H.sub.2 O, NH.sub.3, R.sub.2 --OH, R.sub.2 --NH.sub.2, (R.sub.2).sub.2 NH, (R.sub.2).sub.3 N or pyridine, wherein R.sub.2 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, B is 8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5-hydroxyacridine, 6-hydroxy-4,7-phenanthroline, pyridine-2-carboxylic acid, 8-carboxyquinoline, 5,7-dibromo-8-hydroxyquinoline, o-hydroxyaniline, o-hydroxynaphthylamine, proline, glycine, serine, aspartic acid or R.sub.1 --CH(NH.sub.2)--COOH, wherein R.sub.1 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, D is benzene or naphthalene, Y is the nitrogen atom or the CH group, K, in the event that Y is the nitrogen atom, is naphthol, naphthylamine, 5-pyrazolone, 5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-pyrazolone, 2,6-dihydroxy-3-cyano- or -3-carboxamide-4-alkylpyridine, 6-hydroxypyrid-2-one, acetoacetanilide, benzoylacetanilide or phenol, or, in the event that Y is the CH group K is o-hydroxybenzaldehyde or o-hydroxynaphthalehyde, D and K independently of each other are unsubstituted or substituted by C.sub.1-5 -alkyl, C.sub.1-4 -alkoxy, acylamino having 1 to 6 carbon atoms, benzoylamino, amino, monoalkylamino or dialkylamino each having 1 to 4 carbon atoms, phenylamino, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy radical, nitro, cyano, trifluoromethyl, halogen, sulfamoyl, carbamoyl, ureido, hydroxyl, C.sub.1-4 -alkylsulfonyl, carboxyl, sulfomethyl, phenylazo or naphthylazo, and D and K contain the --(CO).sub.0-1 --O--and -[O or N(R)]- adjacent to the --N.dbd.Y--and R is hydrogen, C.sub.1-4 -alkyl or phenyl, Ka is a cation, X is .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl or 2,4-difluoro-5-chloropyrimidin-6-yl, X is bonded to D, K or B, D and K, D and B or K and B directly or via ##STR182## or --CH.sub.2 --N(R)--, m is 1, 2 or 3 and n is 1 or 2.
A chromium complex according to claim 22 of the formula ##STR183## in which B is the radical of 8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 8-hydroxyquinoline-7-sulfonic acid, 5,7-dibromo-8-hydroxyquinoline, 8-hydroxyquinoline-5-sulfonic acid which is unsubstituted or substituted by --NH--X, pyridine-2-carboxylic acid, alanine, serine, glycine, lysine, aspartic acid or proline, L is water, D is benzene which contains the oxygen atom in the o-position relative to the azo bridge and is unsubstituted or substituted by sulfo, nitro, chlorine or --NH--X or is naphthalene which contains the oxygen atom in the o-position relative to the azo bridge and is unsubstituted or substituted by sulfo, nitro or --NH--X, K is naphthalene which is unsubstituted or substituted by --NH--X and 1 or 2 sulfonic acid groups, said --NH--X radical being bonded to the naphthalene nucleus either directly or via phenylamino;
A chromium complex according to claim 5 of the formula ##STR184## in which B, D, L and Ka are as defined in claim 25, the azo groups is bonded to the naphthalene nucleus in the o-position relative to the --O--radical, X is .alpha.,.beta.-dibromopropionyl or .alpha.-bromoacryloyl, and the chromium complex contains no more than 1 or 2 sulfo groups.
Dependencies are inferred from the claim text.