Verfahren zum Färben von hydrophoben Textilfasern mit Naphthochinoniminfarbstoffen

The invention comprises naphthoxidine dyes of the formula wherein M1 is NH or O, M2 is NH, N-Ar or O, Ar being phenyl which may be substituted by halogen or alkyl or alkoxy groups of 1 to 5 carbon atoms, R is a mono- or bi-cyclic aromatic radical, the X radicals may be the same or different and are selected from hydrogen, halogen, alkyl having 1 to 5 carbon atoms, phenylamino or N-alkyl-N-phenylamino, n is 1 or 2, m is 2 or 3 and m+n is 4, and wherein not more than one phenylamino or N-alkyl-N-phenylamino group is present. The dyes are made by reacting 1 mol. of a naphthoxidine of the formula wherein M11 is NH and M21 is NH or N-Ar, Ar, X and m having the values above, with n mols. of a diazonium compound of the formula [R-N+­N]A-wherein A- is an anion and R has the value above, optionally followed by hydrolysis at one or both naphthoxidine nitrogen atoms to obtain the dyes wherein M1 and/or M2 are O, and optionally followed by a halogenation of one or more of the remaining free b -positions of the naphthoxidine nucleus. The radical R may be derived from benzene or naphthalene or from a mono- or bicyclic heterocyclic aromatic compound and may carry substituents. The dyes dye cellulose acetate, wool, synthetic polyamides and aromatic polyesters in violet, blue and green shades from aqueous dispersion. It is stated that the imino groups in 1-and/or 5-position of the naphthoxidine may be subsequently substituted by phenyl, alkoxyphenyl, alkoxyalkoxyphenyl, alkoxyalkoxy-alkoxyphenyl or phenylazophenyl.