Water-soluble monoazodye containing a triazinyl or pyrimidinyl group and at least one vinyl sulfonyl type group in its structure

Abstract

A water-soluble monoazodye having the following formula (I) in its free acid form: ##STR1## wherein X is --CH═CH 2 or --CH 2 CH 2 W wherein W is a leaving group removable by alkali; R 1 is methyl, --NHCONH 2 or --NHCOT 1 wherein T 1 is methyl, ethyl, --CH 2 CH 2 COOH or --CH═CHCOOH; R 2 is hydrogen, lower alkyl or lower alkoxy; and Z is ##STR2## wherein P is cyano or halogen, each of Q and U which are independent of each other, is halogen, V is halogen or ##STR3## and Y is halogen or a group of the following formula (1) or (2): ##STR4## wherein R 3 , A, R 4 and E are as defined in the disclosure and G is as defined above, has a moderate yellow to orange color and is particularly suitable for dyeing cellulose fibers or nitrogen-containing fibers.

What is claimed is: .[.1. A water-soluble monoazo dye having the following formula (I) in its free acid form: ##STR137## wherein X is --CH═CH 2  or --CH 2  CH 2  W wherein W is a leaving group removable by alkali, R 1  is methyl, --NHCONH 2 , or --NHCOT 1  wherein T 1  is methyl, ethyl, --CH 2  CH 2  COOH or --CH═CHCOOH; R 2  is hydrogen, lower alkyl or lower alkoxy; and ##STR138## wherein V is halogen or ##STR139## Y is halogen or a group of the following formula (1) or (2): ##STR140## wherein R 3  is hydrogen or lower alkyl, A is a C 1  -C 4  alkyl or naphthalene group substituted by at least one selected from the group consisting of a sulfonic acid group and a carboxylic acid group, or phenyl substituted by at least one selected from the group consisting of a sulfonic acid group and a carboxylic acid group, and which may be substituted by at least one selected from the group consisting of hydroxyl, halogen, C 1  -C 2  alkyl and C 1  -C 2  alkoxy, R 4  is hydrogen or C 1  -C 4  alkyl, E is phenylene unsubstituted or substituted by lower alkyl, lower alkoxy, halogen or a sulfonic acid group, a naphthalene group unsubtituted or substituted by a sulfonic acid group, C 1  -C 4  alkylene or C 1  -C 4   
     
        alkyleneoxy C 1  -C 4  alkylene, and X is as defined above..].2. A water-soluble monoazo dye having the following formula (I) in its free acid form: ##STR141## wherein X is --CH═CH 2  or --CH 2  CH 2  W wherein W is a leaving group removable by alkali; R 1  is --NHCOT 1  wherein T 1  is --CH 2  CH 2  COOH or --CH═CHCOOH; R 2  is hydrogen, lower alkyl or lower alkoxy; and Z is ##STR142## wherein P is cyano or halogen, each of Q and U which are independent of each other, is halogen. .[.3. The monoazo dye according to claim 1, wherein V is ##STR143##.[.4. The monoazo dye according to claim 1, wherein V is .[.5. The monoazo dye according to claim 1, wherein Y is fluorine or chlorine, and V is ##STR144## .[.6. The monoazo dye according to claim 1, wherein R 1  is --NHCONH 2 ..]..[.7. The monoazo dye according to claim 1, wherein Y is ##STR145## .[.8. The monoazo dye according to claim 7, wherein E is ##STR146## .[.9. The monoazo dye according to claim 1, wherein Y is ##STR147## .[.10. The monoazo dye according to claim 1, wherein Y is ##STR148## and V is fluorine or chlorine..]..[.11. The monoazo dye according to claim 1, wherein Y is ##STR149## V is fluorine or chlorine, and R 1  is --NHCOCH 3 , --NHCOCH 2  CH 2  COOH or --NHCOCH═CH--COOH..]..[.12. The monoazo dye according to claim 11, wherein R 1  is --NHCOCH 2  CH 2  COOH or 
     
     
        --NHCOCH═CH--COOH..]..Iadd.13.  A water-soluble monoazo dye, wherein said dye is a compound having the following formula: ##STR150## wherein X"' is --CH═CH 2  or --CH 2  CH 2  W wherein W is a leaving group removable by alkali; R 2"'  is hydrogen, lower alkyl or lower alkoxy;   R 1"'  is --NHCOOH 2  CH 2  COOH or --NHCOCH═CHCOOH;   P"' is chlorine or cyano;   Q"' is fluorine or chlorine;   U"' is fluorine or chlorine;   wherein when P"' is chlorine, each of Q"' and U"' is fluorine, and when P"'   
     
     
        is cyano, each of Q"' and U"' is chlorine. .Iaddend..Iadd.14.  A monoazo dye according to claim 13, having the formula in its free acid form: ##STR151##