Disperse mono- and bisazo dyes derived from 2-amino-4,5-dicyanoimidazole

Abstract

Abstract Azo dyes free of water solubilizing groups having the formula ##STR1## WHEREIN R 1 is C 1-4 alkyl, --CH 2 --CH═CH 2 , ##STR2## --(CH 2 ) n R 8 , C 1-4 alkyleneCN, C 2 H 4 OR 7 , --CH 2 --CH═CH--R 8 , --C 2 H 4 CONH 2 , --C 2 H 4 CONHC 1-4 alkyl, --C 2 H 4 CON(C 1-4 alkyl) 2 and --C 2 H 4 CO 2 C 1-4 alkyl; A is a coupling component selected from: a 5- or 6-membered heterocycle consisting of 5-aminopyrazole, 5-pyrazolone, barbituric acid, 6-hydroxypyrid-2-one, 4-hydroxycoumarin and 1,2-dialkylindole; a 1- or 2-naphthol group and an aromatic amine of the formula ##STR3## W is 1,4-naphthylene or ##STR4## R 2 is H, F, Cl, C 1-4 alkyl, OC 1-4 alkyl; R 3 is cyclohexyl or C 1-14 alkylene-R 9 ; R 2 and R 3 together with the nitrogen atom optionally form a 6-membered ring optionally substituted with --OH, OC 2 H 4 CN or OCOC 1-5 alkyl; R 4 is H, ##STR5## R 3 and R 4 together optionally form a 6-membered heterocyclic ring containing the nitrogen atom; R 5 is H; R 6 is H, F, Cl, Br, C 1-4 alkyl, OC 1-4 alkyl, OH, C 1-4 hydroxyalkyl, NHCOCH═CH 2 , NHCOC 1-4 alkyl, NHCOR 8 , NHCO 2 C 1-4 alkyl, NHCONHC 1-4 alkyl, NHSO 2 C 1-4 alkyl, NHSO 2 R 8 , NHCO 2 R 8 , NHCONHR 8 , NHCOC 1-4 alkylene-R 10 , NHCOC 1-4 alkylene-OC 1-4 alkylene-R 10 , NHCO 2 C 11-4 alkyleneOC 1-4 alkyl; R 5 and R 6 together optionally form --CH═CH--CH═CH--; R 7 is H or C 1-4 acyl; R 8 is phenyl or phenyl optionally substituted with 1-2 groups selected from Cl, Br, CN, CF 3 , NO 2 , C 1-4 alkyl, OC 1-4 alkyl, N(C 1-4 alkyl) 2 and NHCOC 1-4 alkyl; R 9 is H, OH, CN, COC 1-4 alkyl, OCOCH═CH 2 , OCOC 1-4 alkylene-R 11 , OCOR 8 , CO 2 R 8 , CO 2 C 1-4 alkylene-R 12 , ##STR6## OC 1-4 alkylene-R 10 , CONHC 1-4 alkylene-R 11 , SO 2 R 8 , OCONHC 1-4 alkylene-R 10 , NHCOC 1-4 alkylene-R 10 , NHCONHR 8 , NHCOR 8 or R 8 ; R 10 is CN, OH, Cl, Br or R 7 ; R 11 is H, Cl, Br, OC 1-4 alkyl or phenyl; R 12 is H, OH, OC 1-4 alkyl, OCOC 1-4 alkylene-R 11 or OCOR 8 ; R 13 and R 14 are independently H, C 1-4 alkyl, C 1-4 alkyl, C 1-4 alkoxy or Cl; m is 0 or 1; and n is 1 to 3.

Inventors

• 👤 Daniel Shaw James

Bibliographic Details