Asymmetrical frisazo dyestuffs derived from diazotized 2,7-diamino-carbazole

Claim 2

Azo dyestuff of the formula ##SPC11## wherein B represents a radical of the formula ##SPC12## A is hydroxyphenyl; hydroxyphenyl substituted by methyl, ethyl, tert.-butyl, cyclohexyl, methoxy, ethoxy, phenyl, chloro, acetylamino, carboxy, methoxycarbonyl, ethoxycarbonyl, hydroxy, sulfo or nitro; anilino; anilino substituted by methyl, ethyl, propyl, butyl, chloroethyl, acetoxyethyl, hydroxyethyl, cyanoethyl, acetylamino, methoxy, ethoxy, chloro, --NH 2 , nitro, hydroxy, sulfo, carboxymethylamino, hydroxyacetylamino, carboxycarbonylamino or aminocarbonylamino; hydroxynaphthalene; aminonaphthalene; hydroxynaphthalene or aminonaphthalene substituted by hydroxy, methoxy, ethoxy, hydroxyethoxy, methylsulfonylamino, amidosulfonyl, acetylamino, carboxy, amidocarbonyl, anilidocarbonyl, anilidocarbonyl substituted in the aniline nucleus by methyl, chlorine, methoxy or sulfo, sulfo, chloroacetylamino, propionylamino, benzoylamino, animobenzoylamino, chlorobenzoylamino, nitrobenzoylamino, benzenesulfonylamino, toluenesulfonylamino, aminocarbonylamino, phenylaminocarbonylamino, dimethylamino, phenylamino or chloro; n is 1 or 2; m is 0, 1 or 2; R 1 is hydrogen, C 1 -C 4 -alkyl, nitro, sulfo, chloro, --NH 2 or acetylamino; Me is copper, iron, nickel, cobalt or chromium.

Claim 3

Azo dyestuff of claim 1 of the formula ##SPC13##

Claim 4

Azo dyestuff of claim 1 of the formula ##SPC14##

Claim 5

Azo dyestuff of claim 1 of the formula ##SPC15##

Claim 6

Azo dyestuff of claim 1 of the formula ##SPC16##

Claim 7

Azo dyestuff of claim 1 of the formula ##SPC17##

Claim 8

Azo dyestuff of the formula ##SPC18## in which A' is the radical of a coupling component coupled under alkaline conditions selected from the group consisting of m-diaminophenyl, 1-hydroxy-3-aminophenyl, diethylaminophenyl, 1-diethylamino-3-aminophenyl, 1-diethylamino-3-acetylaminophenyl, 1,3-diamino-4-sulphophenyl, 1,3-diamino-4-nitrophenol, 1,3-diamino-4-chlorophenyl, 1,3-diamino-4-methylphenyl, 1-amino-3-(carboxy-aminomethyl)-phenyl, 1-(2-methylphenylamino)-3-hydroxyphenyl, 1-(4-methylphenyl-amino)-3-hydroxyphenyl, 1-amino-3-(carboxy-amino-methyl)-4-methyl-phenyl, 1-amino-3-aminocarbonyl-aminophenyl, 1-amino-3-(2-hydroxyethylamino)-phenyl, 1,8-diaminonaphthyl, 1-aminonaphthyl, 1-amino-8-acetonylamino-naphthyl, 1-amino-8-hydroxy-3,6-disulphonaphthyl, 1-acetylamino-8-hydroxy-3,6-disulphonaphthyl, 2-amino-8-hydroxy-6-sulphonaphthyl, 2-acetylamino-8-hydroxy-6-sulphonaphthyl, 1-benzoylamino-8-hydroxy-3,6-disulphonanphthyl, hydroxyphenyl, 1-hydroxy-2-methylphenyl, 1-hydroxy-3-methylphenyl, 1-hydroxy-2-chloro-phenyl, 1,3-dihydroxyphenyl, 1-hydroxy-2-carboxyphenyl, 1-hydroxy-2-carboxy-methylphenyl, and 1-hydroxy-2-carboxy-sulphophenyl; and D is phenyl; nitrophenyl; chlorophenyl; 2,4-, 2,5- or 3,4-dichlorophenyl; 4-methyl-phenyl, 2- or 4-carboxyphenyl; 4-methoxyphenyl; 4-benzoylaminophenyl; 4-acetylaminophenyl; 2,4-, 2,5 or 3,5-disulphophenyl; sulphophenyl; 4-chloro 2- or 3-sulphophenyl; 4-methyl 2- or 3-sulfophenyl; 4-nitro 2-sulphophenyl; 2 or 3-methoxysulphophenyl; 4-sulphonaphthyl-1; 5- or 6-sulphonaphthyl-2; 4,6- or 4,7-disulpho-naphthyl-1; 4,7- or 6,8-disulpho-naphthyl-2; 3,6,8- or 4,6,8-trisulphonaphthyl-2; 4-(4'-sulpho-phenyl)-azo-phenyl; 3-sulpho4-(4'-sulpho-phenyl)-azo-phenyl or 4-ethoxy-phenyl.

Claim 9

Azo dyestuff of the formula ##SPC18## in which A' is the radical of a coupling component coupled under alkaline conditions selected from the group consisting of m-diaminophenyl, 1-hydroxy-3-aminophenyl, diethylaminophenyl, 1-diethylamino-3-aminophenyl, 1-diethylamino-3-acetylaminophenyl, 1,3-diamino-4-sulphophenyl, 1,3-diamino-4-nitrophenol, 1,3-diamino-4-chlorophenyl, 1,3-diamino-4-methylphenyl, 1-amino-3-(carboxy-aminomethyl)-phenyl, 1-(2-methylphenylamino)-3-hydroxyphenyl, 1-(4-methylphenyl-amino)-3-hydroxyphenyl, 1-amino-3-(carboxy-amino-methyl)-4-methyl-phenyl, 1-amino-3-aminocarbonyl-aminophenyl, 1-amino-3-(2-hydroxyethylamino)-phenyl, 1,8-diaminonaphthyl, 1-aminonaphthyl, 1-amino-8-acetonylamino-naphthyl, 1-amino-8-hydroxy-3,6-disulphonaphthyl, 1-acetylamino-8-hydroxy-3,6-disulphonaphthyl, 2-amino-8-hydroxy-6-sulphonaphthyl, 2-acetylamino-8-hydroxy-6-sulphonaphthyl, 1-benzoylamino-8-hydroxy-3,6-disulphonanphthyl, hydroxyphenyl, 1-hydroxy-2-methylphenyl, 1-hydroxy-3-methylphenyl, 1-hydroxy-2-chloro-phenyl, 1,3-dihydroxyphenyl, 1-hydroxy-2-carboxyphenyl, 1-hydroxy-2-carboxy-methylphenyl, and 1-hydroxy-2-carboxy-sulphophenyl; and D is phenyl; nitrophenyl; chlorophenyl; 2,4-, 2,5- or 3,4-dichlorophenyl; 4-methyl-phenyl, 2- or 4-carboxyphenyl; 4-methoxyphenyl; 4-benzoylaminophenyl; 4-acetylaminophenyl; 2,4-, 2,5 or 3,5-disulphophenyl; sulphophenyl; 4-chloro 2- or 3-sulphophenyl; 4-methyl 2- or 3-sulfophenyl; 4-nitro 2-sulphophenyl; 2 or 3-methoxysulphophenyl; 4-sulphonaphthyl-1; 5- or 6-sulphonaphthyl-2; 4,6- or 4,7-disulpho-naphthyl-1; 4,7- or 6,8-disulpho-naphthyl-2; 3,6,8- or 4,6,8-trisulphonaphthyl-2; 4-(4'-sulpho-phenyl)-azo-phenyl; 3-sulpho4-(4'-sulpho-phenyl)-azo-phenyl or 4-ethoxy-phenyl.