Sumitomo Chemical Company, Limited

Toshihiko Morimitsu

Takashi Omura

Naoki Harada

Sadanobu Kikkawa

Yutaka Kayane

Kingo Akahori

Akira Takeshita

Tetsuya Miyamoto

Kazufumi Yokogawa

Makoto Hattori

Akihiro Taguma

A monoazo compound represented by the following formula in a free acid form, ##STR1## wherein R is hydrogen or unsubstituted or substituted C.sub.1 to C.sub.4 alkyl, X is unsubstituted or substituted phentyl or naphthyl, Y is unsubstituted or substituted phenylene or naphthylene, Z is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z.sub.1, in which Z.sub.1 is a splittable group by the action of an alkali, and R.sub.1 and R.sub.2 are independently hydrogen or unsubstituted or substituted C.sub.1 to C.sub.4 alkyl, phenyl or benzyl, excepting the case where R.sub.1 and R.sub.2 are hydrogen, which is useful as reactive dyes of high solubility and good build-up property for giving dyed or printed products of a deep red color excellent in fastness properties.

Fiber-reactive monoazo dye compounds having substituted triazinyl

A monoazo compound represented by the following formula in the free acid form, ##STR1## wherein D is phenylene or naphthylene, R is hydrogen or alkyl, A is phenylene or naphthylene, Z.sub.1 and Z.sub.2 independently of one another are each vinylsulfonyl, .beta.-sulfatoethylsulfonyl and the like, and X is pyridinio or amino represented by the following formula ##STR2## wherein R.sub.1 and R.sub.2 independently of one another are each hydrogen, alkyl, phenyl, naphthyl or benzyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of red color excellent in fastness properties with excellent build-up, level-dyeing and washing-off properties.

Monoazo red dye compound having vinylsulfone type fiber reactive groups

A monoazo compound represented by the following formula in a free acid form, ##STR1## wherein D is a sulfophenyl or sulfonaphthyl, R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl; B.sub.1 and B.sub.2 are independently phenylene, naphthylene, or alkylene, provided that at least one of B.sub.1 and B.sub.2 is phenylene or naphthylene, Y.sub.1 and Y.sub.2 are independently vinyl or --CH.sub.2 CH.sub.2 Z in which Z is splittable by the action of an alkali, and n is 0 or 1, and the monoazo compound is useful for dyeing or printing fiber materials to obtain dyed or printed products of extremely deep scarlet color excellent in various fastness with superior build-up property.

Monoazo compound having two vinylsulfone type fiber reactive groups

A triazine compound having a dye moiety, a sym-monohalotriazine moiety and an aminobenzoylamine moiety, which is represented, for example, by the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, A is phenylene or naphthylene, D is a dye moiety, X is chloro or fluoro, Z is --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, and n is 0, 1 or 2, and which is useful for dyeing or printing fiber materials such as cellulose fiber materials with superior dye performance such as build-up property to give dyed or printed products excellent is fastness properties.

Fiber reactive compound having sym-triazine and aminobenzoylamine

A monoazo compound of the following formula, ##STR1## wherein A is phenyl or naphthyl, B.sub.1 and B.sub.2 are each phenylene or naphthylene, R.sub.1 is hydrogen, halogeno, alkyl, alkoxy, ureido or acylamino, R.sub.2 is hydrogen or takes together with R.sub.1 to form benzene, R.sub.3 is hydrogen, alkyl, alkoxy or sulfo, R.sub.4 and R.sub.5 are each hydrogen or alkyl, and Y.sub.1 and Y.sub.2 are each vinyl, sulfatoethyl or the like, which is useful for dyeing hydroxyl group-containing and amide-containing fiber materials to obtain dyed products of excellent fastness properties with excellent build-up property and reproducibility of dyeing irrespective of changes in dyeing temperatures, bath ratio or salt concentration in some degree.

Monazo compounds having a triozinyl bridging group and two vinylsulfone

A monoazo compound of the following formula in a free acid form, ##STR1## wherein A.sub.1 and A.sub.2 are phenylene or naphthylene, Z.sub.1 and Z.sub.2 are --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y in which Y is a splittable group, R.sub.1 and R.sub.2 are hydrogen or alkyl, and D is sulfophenyl or sulfonaphthyl, provided that --A.sub.1 --Z.sub.1 and --A.sub.2 --Z.sub.2 are different from each other when D is sulfophenyl and both R.sub.1 and R.sub.2 are hydrogen, which is useful for dyeing or printing fiber materials to give dyed products of high fastness properties with extremely high color depth.

Fiber reactive monoazo compounds having two vinylsulfone type fiber

A monoazo compound of the following formula in a free acid form, ##STR1## wherein R.sub.1 is alkyl, .beta.-carboxyethyl, .beta.-carboxyvinyl or phenyl, R.sub.2, R.sub.3 and R.sub.4 are each hydrogen or alkyl, A.sub.1 and A.sub.2 are each phenylene or naphthylene, B is ##STR2## in which R.sub.5 is hydrogen, methyl or sulfo, L is hydrogen or sulfo, and the asterisked linkage is bonded to the azo group, and Z.sub.1 and Z.sub.2 are each --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing or printing fiber materials to give dyed or printed products of extremely deep red color excellent in various fastness properties and dischargeability.

Reactive red monoazo dye compound having two vinylsulfone type fiber

A monoazo compound of the following formula in a free acid form, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen or lower alkyl, R.sub.3 is lower alkyl, acyl or (sulfo)- phenyl, R.sub.5 is hydrogen or sulfo, B is (sulfo)phenylene or sulfonaphthylmethylene, X is chlorine, fluorine, phenoxy or (substituted)amino, A is (substituted)phenylene or (substituted)naphthylene, and Z is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y in which Y is a splittable group by the action of an alkali, which meets requirements of high degree in a dye industry with respect to dyeing properties such as build-up property and fastness properties such as formalin fastness, formalin-light fastness.

Red or bluish-red fiber-reactive monoazo compound having 7-substituted

A process for producing 1,4-diaminoanthraquinone-2,3-disulfonic acid or a salt thereof which comprises reacting a 1,4-diamino-2,3-dihalogenoanthraquinone with a sulfonating agent in an aqueous medium in the presence of at least one of a quaternary ammonium compound and a quaternary phosphonium compound and optionally, in the presence of an inert organic solvent is disclosed. A process for producing 1,4-diamino-2,3-dicyanoanthraquinone which comprises further reacting the thus obtained 1,4-diaminoanthraquinone-2,3-disulfonic acid or salt thereof with a cyanogenation agent is also disclosed.

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Minoo, Japan

Toshihiko Morimitsu