Phenyl-substituted phthalazone azo dyes with a coupling component of the phenol, napthol, acetoacetarylide, pyrazolone, quinolone, pyridine, pyrimidone or isoquinolone series

A dye of the formula ##STR193## in which R is hydrogen;

• phenyl;
• phenyl substituted by chloro, bromo, methyl, ethyl, methoxy, ethoxy, cyano, nitro, sulfamoyl, N-phenylsulfamoyl, phenylsulfonyl, carbamoyl, N-phenylcarbamoyl, acetylamino or benzoylamino;
• or naphthyl;
• m is 1 to 2;
• n is zero, 0, 1, 2, 3 or 4;
• X is chloro;
• Z is chloro or bromo;
• and ##STR194## Ar.sup.1 is phenyl or phenyl substituted by chlorine, methoxy, ethoxy, methyl, acetylamino, or benzoylamino;
• ##STR195## Ar.sup.2 is phenyl or phenyl substituted by chlorine, methyl or sulfamoyl, Ar.sup.3 is phenyl;
• phenyl substituted by chlorine, bromine, nitro, methoxy, ethoxy, alkyl of 1 to 4 carbon atoms, carbamoyl sulfamoyl, N-phenylcarbamoyl, N-chloro-, N-methyl- or N-methoxyphenylcarbamoyl, N-.beta.-anthraquinonyl-carbamoyl, phthalimido, benzoylamino, benzoylamino substituted by chlorine, methyl, methoxy or acetylamino;
• ##STR196## T.sup.1 is methyl or carbamoyl;
• T.sup.2 is cyano or carbamoyl;
• and
• T.sup.3 is hydroxyl or amino.