Phenylazonaphthol or naphthylazonaphthol compounds containing a fibre-reactive aminophenylamino-substituted halogen-s-triazinylamino group and a fibre-reactive group of the vinylsulfone series, suitable as dyestuffs

A compound of the formula ##STR34## in which:

• D is a benzene or naphthalene ring;
• R.sup.1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo or carboxy;
• R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo, carboxy, phenyl or phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine, or is 1- or 2-naphthyl, or is 1- or 2-naphthyl substituted by 1, 2 or 3 sulfo, or is hydroxy, nitro or halogen;
• R is hydrogen, alkyl of 1 to 4 carbon atoms or alkyl of 1 to 4 carbon atoms substituted by 1 or 2 substituents selected from the group consisting of:
• alkoxy of 1 to 4 carbon atoms;
• sulfocarboxy;
• hydroxy;
• sulfato;
• phenyl;
• phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine;
• 1- or 2-naphthyl;
• and 1- or 2-naphthyl substituted by 1, 2 or 3 sulfo;
• R.sup.7 is hydrogen, or is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of:
• alkoxy of 1 to 4 carbon atoms;
• sulfo;
• carboxy;
• hydroxy;
• sulfato;
• phosphato;
• phenyl;
• naphthyl;
• phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine;
• and naphthyl substituted by 1, 2 or 3 sulfo;
• or R.sup.7 is alkenyl of 2 to 4 carbon atoms or cyclopentyl or cyclohexyl, or cyclopentyl or cyclohexyl substituted by 1, 2 or 3 methyl, and
• R.sup.8 is hydrogen, or is alkyl of 1 to 4 carbon atoms unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of:
• alkoxy of 1 to 4 carbon atoms;
• sulfo;
• carboxy;
• hydroxy;
• sulfato;
• phosphato;
• phenyl;
• naphthyl;
• phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine;
• and naphthyl substituted by 1, 2 or 3 sulfo;
• or R.sup.8 is alkenyl of 2 to 4 carbon atoms or is phenyl or naphthyl, or is phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine, or is naphthyl substituted by 1, 2 or 3 sulfo, or R.sup.8 is cyano or a group of the formula ##STR35## in which Z is oxygen, sulfur, or .dbd.N--H, or R.sup.8 is amino or amino monosubstituted or disubstituted by substituents selected from:
• alkyl of 1 to 4 carbon atoms;
• phenyl;
• naphthyl;
• phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine;
• and naphthyl substituted by 1, 2 or 3 sulfo;
• or R.sup.8 is a group of the formula ##STR36## in which W is alkyl of 1 to 4 carbon atoms unsubstituted or subtituted by 1 or 2 substitutents selected from group consisting of:
• alkoxy of 1 to 4 carbon atoms;
• sulfo;
• carboxy;
• hydroxy;
• sulfato;
• phosphato;
• phenyl;
• naphthyl;
• phenyl substituted by 1 or 2 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro, carboxy, sulfo and chlorine;
• and naphthyl substituted by 1, 2 or 3 sulfo;
• or
• R.sup.8 is alkoxy of 1 to 4 carbon atoms unsubstitued or substituted by hydroxy, alkoxy of 1 to 4 carbon atoms or alkoxyalkoxy of 1 to 4 carbon atoms in each of the alkyl moieties;
• or R.sup.7 and R.sup.8 together with the nitrogen are morpholino, piperidino or piperazino;
• M is hydrogen or an alkali metal or alkaline earth metal;
• n is zero or 1;
• p is zero, 1 or 2;
• Y is .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl;
• Hal is chlorine or fluorine.