Azo dyes from a 2-aminothiophene having 1 or 2 sulfated hydroxya

Details Azo dyes from a 2-aminothiophene having 1 or 2 sulfated hydroxya Azo dyes from a 2-aminothiophene having 1 or 2 sulfated hydroxya

1979-12-05

1981-11-17

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260154, 260155, 260156, 260157, 260158, 260162, 260163, 260165, C09B 29036, C09B 2909, C09B 2932, C09B 2936

Patent

active

043010687

ABSTRACT:
This invention relates to azo dyes in which the diazotized 2-aminothiophene bears 1 or 2 sulfated hydroxyalkoxycarbonyl or N-(hydroxyalkyl)carbamoyl groups on its ring. These dyes have excellent dyeing and fastness properties on polyamide fibers and also impart color to cellulose acetate fibers and wool.
The dyes correspond to the general formula: ##STR1## wherein R.sup.1 is selected from hydrogen, alkyl, aryl, alkoxy, thiocyano, formyl, alkylthio, carbamoyl, alkoxycarbonyl, alkylcarbamoyl, acyl, aroyl, arylsulfonyl, alkylsulfonyl, sulfamoyl, SO.sub.2 NH(alkyl), SO.sub.2 N(dialkyl),alkylsulfonamido, acylamido, halogen, trifluoromethyl, SO.sub.3 (aryl) and arylazo; X' is O, NH, N(alkyl)-- or N(aryl)--; Z is selected from straight- or branched-chain alkylene which may be substituted, for example, with phenyl, halogen, OSO.sub.3 M, alkoxy, aryloxy and the like; M is H, Na, K or NH.sub.4 ; n is 1 or 2; and the coupler C is selected from a variety of couplers including anilines, tetrahydroquinolines, phenols and the like.

REFERENCES:
patent: 2670265 (1954-05-01), Heyna et al.
patent: 2773863 (1956-12-01), Bolliger
patent: 2790172 (1957-04-01), Rudner
patent: 3114754 (1963-12-01), Lodge et al.
patent: 3232927 (1966-02-01), Randall et al.
patent: 3531459 (1970-09-01), Chiddix et al.
patent: 3957751 (1976-05-01), Bauer et al.
patent: 3998805 (1976-12-01), Koller et al.
patent: 4119623 (1978-10-01), Hugl et al.

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