Sumitomo Chemical Company, Limited

Masaaki Ohkawa

Kazuyoshi Hirabayashi

Yoshiro Takeda

Sadaharu Abeta

Tetsuo Okaniwa

Seizo Konishi

Yasuyoshi Sawaguri

Koichi Ishii

Tadao Kinoshita

Yoshio Tanaka

A cationic dye compound of the formula ##STR1## wherein the group ##STR2## represents an unsubstituted or 4 and/or 5-substituted thiazole ring, or an unsubstituted or 6-substituted benzothiazole ring, B represents an indolyl group represented by the formula ##STR3## wherein R.sub.1 represents an alkyl having 1 to 4 carbon atoms, an aralkyl or an aryl, said aryl may have an alkyl having 1 to 2 carbon atoms, an alkoxy having 1 to 2 carbon atoms, a halogen, cyano or nitro, and R.sub.2 represents hydrogen, an alkyl having 1 to 4 carbon atoms, an alkoxyalkyl, an acyloxyalkyl, a haloalkyl, a cyanoalkyl or a carbamoylalkyl, or an anilino group represented by the formula ##STR4## wherein R.sub.3 represents hydrogen, an alkyl having 1 to 2 carbon atoms, an alkoxy having 1 to 2 carbon atoms, a halogen, cyano or nitro, R.sub.4 and R.sub.5 represent individually an alkyl having 1 to 4 carbon atoms, an alkoxyalkyl, an acyloxyalkyl, a cycloalkyl, an aralkyl or an aryl, said aryl may have an alkyl having 1 to 2 carbon atoms, an alkoxy having 1 to 2 carbon atoms, a halogen, cyano or nitro, and n is an integer of 1 or 2, R represents an alkyl having 1 to 4 carbon atoms and Z.sup.- is an anion, which is useful as a red or blue cationic dye for dyeing fibrous materials composed of an acid modified polyacrylonitrile, its copolymer, polyamide or polyester.

Thiazole and benzothiazole cationic dyes

A compound of the formula (I): ##SPC1## wherein

Naphthostyril cationic dyes

Organic waste water containing water-soluble organic anionic substances is treated by

Treatment of aqueous waste solution

A coumarin dye of the formula (Ia), ##SPC1## Wherein R.sub.1 is hydrogen, chlorine or C.sub.1 -C.sub.2 alkyl, R.sub.2 and R.sub.3 are hydrogen or C.sub.1 -C.sub.4 alkyl, or a quarternary salt thereof having the formula (Ib), ##SPC2## Wherein R.sub.1, R.sub.2 and R.sub.3 are as defined above, R.sub.4 is C.sub.1 -C.sub.2 alkyl or benzyl, and X.sup.- is an anion, is prepared by an improved method, which comprises reacting a diamine of the formula, ##SPC3## Wherein R.sub.1 is as defined above, with a compound of the formula,

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Takatsuki, Japan

Masaaki Ohkawa