Azo dyes with a diazo component of the 3-amino thiophene series

Details Azo dyes with a diazo component of the 3-amino thiophene series Azo dyes with a diazo component of the 3-amino thiophene series

1988-11-10

1991-02-19

Higel, Floyd D.

Organic compounds -- part of the class 532-570 series

Organic compounds

Azo

534768, 534769, 534650, 534651, 534630, 534765, C09B 29033, C09B 2942, D06P 326, D06P 360

Patent

active

049945645

ABSTRACT:
Thien-3-ylazo dyes of the formula: ##STR1## where X is cyano, nitro, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are identical or different and each is independently of each other substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl or together with the nitrogen atom linking them a 5- or 6-membered saturated heterocyclic radical, and R.sup.2 may additionally be hydrogen, Y is hydrogen, cyano, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenylsulfonyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are each as defined above, Z is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkylthio, substituted or unsubstituted phenylthio, substituted or unsubstituted C.sub.1 -C.sub.6 -alkylsulfonyl or phenylsulfonyl or together with the radical Y a fused benzo ring which may be substituted, and K is the radical of a coupling component of the 2,6-diaminopyridine, 6-hydroxypyrid-2-one or 5-aminopyrazole series, are used for dyeing synthetic fiber materials, in particular synthetic polyesters, in yellow to red shades and are notable for good light fastness, fastness to dry heat setting and pleating and for good affinity.

REFERENCES:
patent: 3950321 (1976-04-01), Dehnert et al.
patent: 4042578 (1977-08-01), Dehnert et al.
patent: 4055556 (1977-10-01), Aeberli
patent: 4711954 (1987-12-01), Heidenreich et al.
Derwent Abstract of JP 60-226556 (1985).
Hellmann et al., Liebigs Ann. Chem. vol. 656 (1962), pp. 88-97.
Hartke et al., Pharm. Zentralhalle, vol. 107, (1968), pp. 348-355.
Saito et al., Synthesis 1982, pp. 1056-1059.
Heterocyclic Compounds, vol. 44, John Wiley & Sons, Inc. 1986, Thiophene and Its Derivatives, Parts 1 and 2.

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