Sumitomo Chemical Company, Limited

Katsumasa Otake

Takashi Omura

Yutaka Kayane

Yasuo Tezuka

Akira Takeshita

Kunihiko Imada

Naoki Harada

Tetsuya Miyamoto

Takashi Ikeda

Masaki Sunami

Kaneo Yokoyama

Mikoto Takahashi

A novel reactive monoazo dye, which can give to cellulose fiber materials a deep orange to scarlet color superior in build-up property and chlorine fastness, represented by a free acid of the formula, ##STR1## wherein D is a phenyl group substituted with 1 to 3 substitutes selected from methyl, ethyl, methoxy, ethoxy, halogen, acetylamino, propionylamino, benzoylamino, succinylamino, maleinylamino, nitro, suflonic acid and carboxyl groups; R.sub.1 is a hydrogen atom, or a methyl or ethyl group; R.sub.2 is an alkyl group having 1 to 4 carbon atoms which is unsubstituted or substituted with a hydroxy, cyano, alkoxy, halogen, carboxy, alkoxycarbonyl or sulfonic acid group; Z is a hydrogen atom or a sulfonic acid group; A is a phenylene residue which is unsubstituted or substituted with 1 or 2 substituents selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfonic acid groups; or a naphthylene residue which is unsubstituted or substituted with one sulfonic acid group; and X 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 group which is splittable by alkalis.

Reactive scarlet dyes having both monochlorotriazinyl and vinylsulfone

A reactive metal formazan blue dye represented by a free acid of the formula, ##STR1## wherein A.sub.1 and A.sub.2 are independently a substituted or unsubstituted phenylene or naphthylene group, B is a straight or branched alkyl or alkenyl group, a phenyl group, a naphthyl group or a heterocyclic group, the alkyl, alkenyl, phenyl, napthyl and heterocyclic group being substituted or unsubstituted, Me is an ion of metal identified by an atomic number of 27 to 29, X is --O-- or ##STR2## Y is a halogen atom, Z is a group capable of imparting water solubility, each of l, m and n is 0 or an integer of 1 to 3, provided that the sum of l, m and n is from 1 to 4, D is a substituted or unsubstituted phenylene or naphthylene group, R is a substituted or unsubstituted lower alkyl group, and Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 L in which L is a group capable of being splitted by the action of alkali, which is useful for dyeing hydroxy- or amido-containing fiber materials with good build-up and level-dyeing properties to obtain a dyed product of deep blue color having excellent fastness, particularly against light, perspiration-light and chlorine.

Metallized formazan compounds having two fiber reactive groups linked by

A novel reactive monoazo dye, capable of giving cellulose fiber materials a deep orange to scarlet color and superior in build-up and chlorine fastness properties, represented by a free acid of the formula, ##STR1## wherein R.sub.1 is hydrogen, methyl or ethyl; R.sub.2 is an alkyl having 1 to 4 carbons that is either unsubstituted or substituted with hydroxy, cyano, alkoxy, halogen, carboxy, alkoxycarbonyl or sulfonic acid; Z is hydrogen or sulfonic acid; A is phenylene and is either unsubstituted or substituted with 1 or 2 substituents selected from the group consisting of methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfonic acid, or natphthylene that is either unsubstituted or substituted with sulfonic acid; X 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 group that is splittable by alkalis; and m is an integer of 1 to 3.

Reactive dye having both monochlorotriazinyl and vinylsulfone type

A compound, or a salt thereof, represented by the formula, ##STR1## wherein X is a halogen atom, Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z (in which Z is a group capable of being split by the action of an alkali), A is an unsubstituted or substituted phenylene or naphthylene group, B is a cycloalkylene group of the formula, ##STR2## an arylene group of the formula, ##STR3## or an alkylene of the formula --(CH.sub.2).sub.1 --, (in which R.sub.3 and R.sub.4 are independently a hydrogen atom or a methyl, ethyl or methoxy group, n is 0, 1 or 2 and 1 is an integer of 2 to 6), R.sub.1 and R.sub.2 are independently a hydrogen atom or an unsubstituted or substituted lower alkyl group, and m is 0, 1 or 2, provided that the group Y is located at m- or p-position to the group ##STR4## when B is the arylene group, which is useful for dyeing fiber materials, particularly cellulose fiber materials, in a blue color having excellent fastness, with excellent build-up and level-dyeing properties.

Anthraquinone compound having both monohalogenotriazinyl and

A compound of the formula, ##STR1## wherein D is an organic dye moiety, R.sub.1 and R.sub.2 are independently hydrogen or a substituted or unsubstituted lower alkyl group, R.sub.3 is hydrogen or a substituted or unsubstituted lower alkyl, phenyl or naphthyl group, X.sub.1 and X.sub.2 are independently hydrogen, halogen or a lower alkyl, cyano, carbamoyl, vinyl, .beta.-hydroxyethyl, .beta.-sulfoethyl, .beta.-sulfatoethyl, carboxyl, carboxylic acid ester or sulfonic acid group, and Z is appended to the above-defined D or R.sub.3 and stands for --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a group capable of being split by the action of an alkali, which is useful for dyeing hydroxyl or amido group-containing fiber materials with excellent build-up properties, thereby giving dyed products having excellent various fastness properties.

Organic dye compound having both pyridiniotriazinyl and vinylsulfone

Cellulose fiber materials are dyed with a dye represented by a free acid of the formula, ##STR1## wherein W.sub.1 and W.sub.2 are independently a direct linkage or a bridging group, Q.sub.1 and Q.sub.2 are independently a fiber-reactive group, A.sub.1 and A.sub.2 are independently a phenylene or naphthylene group unsubstituted or substituted, D is a residue of 1-amino-8-naphthol mono- or di-sulfonic acid, m and n are independently 0, 1 or 2, provided that they satisfy the formula, 0&lt;m+n.ltoreq.2, and each sulfo group appended to A.sub.1 and A.sub.2 is located at the carbon atom adjacent to the azo group, and then finished with a finishing agent capable of bonding with cellulose through a bridge formation, thereby obtaining dyed and finished products excellent in anticrease and shrinkproofing properties as well as various fastness properties such as light fastness, perspiration light fastness and chlorine fastness without any color change.

Method for dyeing cellulose fiber material using fiber-reactive disazo

A reactive dye composition comprising at least one alkylnaphthalenesulfonic acid/formaldehyde condensate and a compound represented by the following formula, ##STR1## wherein D is an organic dye residue having at least one sulfo group, R.sub.1 and R.sub.2 are independently a hydrogen atom or a C.sub.1 to C.sub.4 alkyl group unsubstituted or substituted with a halogen atom or a hydroxy, cyano, alkoxy, carboxy, carbamoyl, alkoxycarbonyl, alkylcarbonyloxy, sulfo or sulfamoyl group, A is a phenylene group unsubstituted or substituted with one or two substituents selected from chlorine and bromine atoms and methyl, ethyl, methoxy, ethoxy and sulfo groups, or a naphthylene group unsubstituted or substituted with one sulfo group, X is a halogen atom, and Y is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z in which Z is a group capable of being split by an alkali, which composition is very readily soluble in water and aqueous alkaline solution, so that a dyeing or printing of cellulose fiber materials can be effectively carried out even by one-bath pad dyeing or one-phase printing methods to give a dyed product of a deep color having excellent levelness and no speck.

Reactive dye composition

A monoazo compound which is useful for dyeing or printing fiber materials, particularly cellulose fiber materials in red color, and which is represented by a free acid of the formula, ##STR1## wherein D is a phenyl group substituted with one to three substituents selected from the group consisting of halogen atoms and methyl, ethyl, methoxy, ethoxy, acetylamino, propionylamino, sulfo and carboxyl groups, R is a C.sub.1 to C.sub.4 alkyl group unsubstituted or substituted with a halogen atom or a hydroxyl, cyano, alkyl, alkoxy, carboxyl, carbamoyl, alkoxycarbonyl or sulfo group, A is a phenylene group unsubstituted or substituted with one or two substituents selected from the group consisting of methyl, ethyl, methoxy, ethoxy and sulfo groups and chlorine and bromine atoms, or a naphthylene group unsubstituted or substituted with one sulfo group, and X 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 group capable of being split by the action of an alkali.

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Nara, Japan

Katsumasa Otake