Benzoazoresorcinol dyes containing a quaternized aminoalkylene oxycarbonyl group

A compound of the formula ##STR70## wherein:

• Y is chlorine or bromine;
• Z is hydrogen, chlorine, bromine, a sulfonic ester of the formula --SO.sub.2 O--R.sup.11 --NR.sup.12 R.sup.13 where R.sup.11 is a branched or a linear C.sub.1-4 alkylene, and R.sup.12 and R.sup.13 are each independently C.sub.1-4 alkyl or NR.sup.12 R.sup.13 is N(CH.sub.2 CH.sub.2).sub.2 O;
• or Z is nitro, unsubstituted sulfamyl or a substituted sulfamyl of the formula --SO.sub.2 N--R.sup.14 R.sup.15, where R.sup.14 and R.sup.15 are each independently hydrogen, C.sub.1-4 alkyl, phenyl or --CH.sub.2 CH.sub.2 OH;
• X is oxygen or --NR.sup.4 --, where R.sup.4 is methyl, ethyl or C.sub.2 H.sub.4 OH;
• R is C.sub.2-10 alkylene, C.sub.2-10 alkylene interrupted by oxygen, or C.sub.2-10 alkylene interrupted by ##STR71## or --NR.sup.5 -- where R.sup.5 is hydrogen or C.sub.1-4 alkyl;
• m=1 or 2;
• n=0 or 1;
• p=0, 1 or 2;
• q=1 or 2;
• R.sup.1 and R.sup.2 are each independently hydrogen, C.sub.1-4 unsubstituted alkyl, C.sub.1-14 alkyl substituted by N-cycloalkylamino, N,N-di-C.sub.1 -C.sub.5 -alkylamino, hydroxyl or C.sub.1 -C.sub.8 -alkoxy, or R.sup.1 and R.sup.2 are each independently allyl, methallyl, C.sub.5 -C.sub.8 -cycloalkyl, or C.sub.1 -C.sub.8 aralkyl;
• or NR.sup.1 R.sup.2 is pyrrolidine, piperidine, morpholine, piperazine, or pyrrolidine, piperidine, morpholine or piperazine substituted at nitrogen by methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, 2-hydroxyethyl, 2-aminoethyl, 2-hydroxypropyl, 3-hydroxypropyl, 2-aminopropyl or 3-aminopropyl, or NR.sup.1 R.sup.2 is imidazole, or imidazole substituted at the 2- or 4-position by C.sub.1-4 alkyl, or N-3-(C.sub.1 -C.sub.12)-alkyl imidazole, vinylimidazole or vinylimidazole substituted at the 2- or 4-position by C.sub.1 -C.sub.4 alkyl;
• R.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -hydroxy-alkyl, benzyl;
• or
• X--R--N(R.sup.3).sub.n R.sub.1 R.sub.2 is piperazine, 4-methylpiperazine, 4-ethylpiperazine, 4-hydroxyethylpiperazine, or 4-(2'-aminoethyl)piperazine
• or N(R.sup.3).sub.n R.sub.1 R.sub.2 is ##STR72## B is hydrogen or C.sub.1 -C.sub.4 -alkyl;
• B.sup.1 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl;
• and
• A.sup.- is chloride, bromide, bisulfate, sulfate, nitrate, phosphate, hydrogen phosphate, dihydrogen phosphate, carbonate, bicarbonate, tetrachlorozincate, aminosulfonate, methylsulfonate, methylsulfate, ethylsulfate, formate, acetate, hydroxyacetate, aminoacetate, methoxyacetate, propionate, lactate, maleate, malonate, citrate, benzoate, phthalate, benzenesulfonate, toluenesulfonate, oleate or dodecylbenzenesulfonate.