Monoazo dyes containing as the azo component A phenylsulfonylphenyl radical
AssigneeCiba-Geigy Corporation
InventorRudolf Hurter
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AssigneeCiba-Geigy Corporation
InventorRudolf Hurter
Estimating the term…
The present invention relates to monoazo dyes which dye polyamide material with good light- and wet-fastness and which have the formula ##STR1## in which K is the radical of an amino- or alkoxy-benzene, amino- or alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide and can be further substituted, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or a --SO.sub.2 --C.sub.1-6 --alkyl, --SO.sub.2 --R.sub.1, ##STR2## --CO--R.sub.4 group, in which R.sub.1 is a substituted or unsubstituted phenyl- or naphthyl-C.sub.1-4 -alkyl radical, R.sub.2 and R.sub.3 independently of one another are hydrogen or a substituted or unsubstituted C.sub.1-6 -alkyl or C.sub.5-7 -cycloalkyl radical and R.sub.4 is a substituted or unsubstituted phenyl radical, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and in which R in formula (1) may not be hydrogen or chlorine if the radical --N.dbd.N--K is bonded to the phenyl ring in the o-position relative to the --SO.sub.2 -- group and K is the radical of an aminonaphthalenesulfonamide or a 2-amino-8-hydroxynaphthalene-6-sulfonic acid.
A monoazo dye of the formula ##STR177## in which K is an amino- or alkoxy-benzene, alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide coupling component, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or --SO.sub.2 C.sub.1-6 -alkyl --SO.sub.2 R.sub.1, ##STR178## or --CO--R.sub.4, in which R.sub.1 is phenyl- or naphthyl-C.sub.1-4 -alkyl, unsubsttuted or substituted in the phenyl or naphthyl moiety by C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, halogen C.sub.1-6 -alkanoylamino, hydroxy or carboxy, R.sub.2 and R.sub.3 independently of one another are hydrogen, C.sub.1-6 -alkyl, unsubstituted or substituted by halogen, hydroxy, cyano or C.sub.1-4 -alkoxy, or C.sub.5-7 -cycloalkyl, unsubstituted or substituted by halogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, R.sub.4 is phenyl, unsubstituted or substituted by C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and wherein R may not be hydrogen or chlorine if --N.dbd.N--K is bonded to the phenyl ring in the o-position relative to the --SO.sub.2 -- group and K is 2-amino-8-hydroxynaphthalene-6-sulfonic acid, and wherein R may not be hydrogen if --N.dbd.N--K is bonded to the phenyl ring in the o-position relative to the --SO.sub.2 -- group and K is 1-(3',4'-dichlorophenyl)-3-methyl-5-aminopyrazole or an aminonaphtholsulfonic acid amide, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen.
A monoazo dye according to claim 8 wherein K is a 1-phenyl-3-methylaminopyrazole radical which is unsubstituted or substituted in the phenyl radical by chlorine or sulfo.
Dependencies are inferred from the claim text.