Aniline azo dyes from 1,2,3,4-tetrahydroquinoline and 2,3-dihydro-1,4-benzoxazine couplers containing sulfate alkyl groups

The dye of the formula:

• ##STR20## wherein ring A is unsubstituted or substituted with 1-3 groups selected from alkyl, alkoxy, chloro, bromo, iodo, trifluoromethyl, thiocyano, cyano, phenylazo, alkanoyl, aroyl, carbamoyl, sulfamoyl, alkylsulfonyl, alkenylsulfonyl, arylsulfonyl, alkylthio, arylthio, aryloxy, alkoxycarbonyl, arylamido, aryloxycarbonyl, COO-alkylene-X, CONH-alkylene-X, ##STR21## SO.sub.2 NH-alkylene-X, ##STR22## SO.sub.2 -alkylene-X, SO.sub.2 N(alkyl).sub.2, ##STR23## SO.sub.2 O-aryl, formyl, and NHSO.sub.2 -alkyl, wherein X is one or more groups selected from hydrogen, hydroxy, halogen, aryl, cycloalkyl, alkoxy, aryloxy, alkanoylamino, cyano, alkoxyalkoxy, alkanoyloxy, succinimido, alkylsulfonamido, 2-pyrrolidino, alkylthio and arylthio;
• and wherein the coupler C has the formula:
• ##STR24## wherein R.sub.1 is selected from hydrogen, alkyl, alkoxy, halogen, alkanoylamino, alkylthio, and aryloxy;
• R.sub.3, R.sub.4 and R.sub.5 are each selected from hydrogen and alkyl;
• Z is alkylene or --CH.sub.2 (CH.sub.2).sub.n X-CH.sub.2 (CH.sub.2).sub.p --, where n is 1, 2 or 3, p is 0, 1, 2 or 3, and X is O, S, SO.sub.2, --SO.sub.2 NH--, --SO.sub.2 N(alkyl)--, SO.sub.2 N(aryl)--, --N(SO.sub.2 aryl)--, --NHCO--, --NHCONH--, --N(SO.sub.2 alkyl)--, or --CON(alkyl)--;
• M is H.sup.+, Na.sup.+, K.sup.+ or NH.sub.4.sup.+ ;
• m is 0, 1 or 2;
• wherein the alkyl, alkoxy, alkanoyl and aryl substituents of R.sub.1, R.sub.3, R.sub.4, R.sub.5, and Z are unsubstituted or substituted with up to three of the following groups:
• aryl, halogen, OSO.sub.3 M, alkoxy, aryloxy, hydroxy, cyclohexyl, furyl, alkylcyclohexyl, aroyloxy, alkoxycarbonyl, alkanoyloxy, sulfamoyl, SO.sub.2 NH(aryl), SO.sub.2 NH(alkyl), SO.sub.2 N(dialkyl), NHCOO(alkyl), NHCONH(alkyl), alkanoylamino, alkylsulfonamido, succinimido, glutarimido, phthalimido, 2-pyrrolidono, cyano, carbamoyl, alkylcarbamoyl, alkoxyalkoxy, alkylthio, arylthio, alkylsulfonyl or arylsulfonyl;
• wherein each of the alkyl, alkylene and alkenyl portions of the above groups contain 1-6 carbons, and is straight or branched chain.