A reactive dye compound and preparation method and application for printing and dyeing of cellulosic fibers, polyamide fibers and fabrics thereof. Formula (I) is the dye compound structure where D.sup.1 and D.sup.2 are each independently the group of the following formula (a) or (b) or (c), and D.sup.1 and D.sup.2 are not simultaneously selected from the following formula (a). R.sup.1, R.sup.2, R.sup.4, R.sup.5, R.sup.7 and R.sup.8 are each independently H, linear or branched C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkoxy or sulfo; m=0-3. Each R.sup.3 is independently selected from amino, sulfo, ureido, C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkanoylamino or C.sub.1˜C.sub.4 alkoxy, n=0-3, and each R.sup.6 is independently selected from hydroxyl, amino and sulfo. X.sup.1, X.sup.2 and X.sup.3 are each independently H, C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkoxy, —SO.sub.2Y.sup.1, —NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 or —CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group. Y.sup.1˜Y.sup.3 are each independently —CH═CH.sub.2, —C.sub.2H.sub.4OSO.sub.3H or —CH.sub.2CH.sub.2Cl, p=1-3, and q=1-3. ##STR00001##

A reactive dye compound and preparation method and application for printing and dyeing of cellulosic fibers, polyamide fibers and fabrics thereof. Formula (I) is the dye compound structure where D.sup.1 and D.sup.2 are each independently the group of the following formula (a) or (b) or (c), and D.sup.1 and D.sup.2 are not simultaneously selected from the following formula (a). R.sup.1, R.sup.2, R.sup.4, R.sup.5, R.sup.7 and R.sup.8 are each independently H, linear or branched C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkoxy or sulfo; m=0-3. Each R.sup.3 is independently selected from amino, sulfo, ureido, C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkanoylamino or C.sub.1˜C.sub.4 alkoxy, n=0-3, and each R.sup.6 is independently selected from hydroxyl, amino and sulfo. X.sup.1, X.sup.2 and X.sup.3 are each independently H, C.sub.1˜C.sub.4 alkyl, C.sub.1˜C.sub.4 alkoxy, —SO.sub.2Y.sup.1, —NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 or —CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group. Y.sup.1˜Y.sup.3 are each independently —CH═CH.sub.2, —C.sub.2H.sub.4OSO.sub.3H or —CH.sub.2CH.sub.2Cl, p=1-3, and q=1-3. ##STR00001##

The present invention provides a method of manufacturing a reactive composition: (a) dissolving 2-[(4-aminophenyl)sulfonyl]ethanesulfonic acid in water to form a solution; (b) introducing excess nitrite or excess nitrous acid and the solution into an acid solution to form a diazonium salt; (c) adding 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid to react with the diazonium salt; (d) adding 7-acetamido-4-hydroxy-2-naphthalenesulfonic acid to react with the diazonium salt; (e) adding a first alkaline substance to adjust a pH value; (f) adding a second alkaline substance to adjust the pH value; (g) adding a third alkaline substance to control the pH value; (h) adding an acidic substance to adjust the pH value; and (i) adding an additive agent to obtain the reactive composition, wherein the additive agent is acetic acid, sodium hydroxide, acetate, sulfonic acid buffering agent, or a combination thereof.

The present invention provides a method of manufacturing a reactive composition: (a) dissolving 2-[(4-aminophenyl)sulfonyl]ethanesulfonic acid in water to form a solution; (b) introducing excess nitrite or excess nitrous acid and the solution into an acid solution to form a diazonium salt; (c) adding 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid to react with the diazonium salt; (d) adding 7-acetamido-4-hydroxy-2-naphthalenesulfonic acid to react with the diazonium salt; (e) adding a first alkaline substance to adjust a pH value; (f) adding a second alkaline substance to adjust the pH value; (g) adding a third alkaline substance to control the pH value; (h) adding an acidic substance to adjust the pH value; and (i) adding an additive agent to obtain the reactive composition, wherein the additive agent is acetic acid, sodium hydroxide, acetate, sulfonic acid buffering agent, or a combination thereof.

A reactive navy to black dye composition comprises component A and component B, wherein component A is selected from one or more compounds of formula (I), component B is selected from one or more compounds of formula (II); D.sup.1 and D.sup.2 are each independently a group represented by the following formula (a) or (b) or (c); R.sup.1-R.sup.12 are each independently selected from the group consisting of H, linear or branched C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy and sulfo; m, n=0-3, and every R.sup.3 is each independently selected from the group consisting of amino, sulfo, ureido, C.sub.1C.sub.4 alkanoylamino, C.sub.1C.sub.4 alkoxy and C.sub.1C.sub.4 alkyl, every R.sup.6 is each independently selected from the group consisting of amino, hydroxyl and sulfo; X.sup.1-X.sup.3 are each independently selected from the group consisting of H, C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy, SO.sub.2Y.sup.1, NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 and CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group, p, q=1-3, and Y.sup.1Y.sup.5 are each independently selected from the group consisting of CHCH.sub.2, C.sub.2H.sub.4OSO.sub.3H and CH.sub.2CH.sub.2Cl. A reactive navy to black dye product comprising the dye composition, has the properties of good washing fastness, high degree of fixation and dye-uptake, good build-up, clear remanent dyeing liquor, and the like. ##STR00001##

A reactive navy to black dye composition comprises component A and component B, wherein component A is selected from one or more compounds of formula (I), component B is selected from one or more compounds of formula (II); D.sup.1 and D.sup.2 are each independently a group represented by the following formula (a) or (b) or (c); R.sup.1-R.sup.12 are each independently selected from the group consisting of H, linear or branched C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy and sulfo; m, n=0-3, and every R.sup.3 is each independently selected from the group consisting of amino, sulfo, ureido, C.sub.1C.sub.4 alkanoylamino, C.sub.1C.sub.4 alkoxy and C.sub.1C.sub.4 alkyl, every R.sup.6 is each independently selected from the group consisting of amino, hydroxyl and sulfo; X.sup.1-X.sup.3 are each independently selected from the group consisting of H, C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy, SO.sub.2Y.sup.1, NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 and CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group, p, q=1-3, and Y.sup.1Y.sup.5 are each independently selected from the group consisting of CHCH.sub.2, C.sub.2H.sub.4OSO.sub.3H and CH.sub.2CH.sub.2Cl. A reactive navy to black dye product comprising the dye composition, has the properties of good washing fastness, high degree of fixation and dye-uptake, good build-up, clear remanent dyeing liquor, and the like. ##STR00001##

A process for the simultaneous tanning and dyeing of collagen containing fibrous material, wherein the said material is treated with a liquor containing at least one reactive dyestuff selected from the group of formula (1) and (2)

##STR00001## wherein A.sub.1, A.sub.2 and A.sub.3 are each independently of the others the radical of a monoazo, polyazo, metal-complexed azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore having at least one sulfo group, B is an organic bridge member, Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are each independently of the others hydrogen or unsubstituted or substituted C.sub.1-C.sub.4alkyl, G.sub.1 and G.sub.2 are halogen, 3-carboxypyridin-1-yl or 3-carbamoylpyridin-1-yl, (Z.sub.1).sub.2-3 is 2 to 3 identical or different fiber reactive radicals, Z.sub.2 and Z.sub.3 are each independently of the other identical or different fiber reactive radicals, and b is the number 0 or 1, by combining two steps of leather production, tanning and dyeing, into a single step, thus, preserving resources and reducing the environmental impact.

A process for the simultaneous tanning and dyeing of collagen containing fibrous material, wherein the said material is treated with a liquor containing at least one reactive dyestuff selected from the group of formula (1) and (2)

##STR00001## wherein A.sub.1, A.sub.2 and A.sub.3 are each independently of the others the radical of a monoazo, polyazo, metal-complexed azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore having at least one sulfo group, B is an organic bridge member, Q.sub.1, Q.sub.2, Q.sub.3 and Q.sub.4 are each independently of the others hydrogen or unsubstituted or substituted C.sub.1-C.sub.4alkyl, G.sub.1 and G.sub.2 are halogen, 3-carboxypyridin-1-yl or 3-carbamoylpyridin-1-yl, (Z.sub.1).sub.2-3 is 2 to 3 identical or different fiber reactive radicals, Z.sub.2 and Z.sub.3 are each independently of the other identical or different fiber reactive radicals, and b is the number 0 or 1, by combining two steps of leather production, tanning and dyeing, into a single step, thus, preserving resources and reducing the environmental impact.

A reactive navy to black dye composition comprises component A and component B, wherein component A is selected from one or more compounds of formula (I), component B is selected from one or more compounds of formula (II); D.sup.1 and D.sup.2 are each independently a group represented by the following formula (a) or (b) or (c); R.sup.1-R.sup.2 are each independently selected from the group consisting of H, linear or branched C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy and sulfo; m, n=0-3, and every R.sup.3 is each independently selected from the group consisting of amino, sulfo, ureido, C.sub.1C.sub.4 alkanoylamino, C.sub.1C.sub.4 alkoxy and C.sub.1C.sub.4 alkyl, every R.sup.6 is each independently selected from the group consisting of amino, hydroxyl and sulfo; X.sup.1-X.sup.3 are each independently selected from the group consisting of H, C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy, SO.sub.2Y.sup.1, NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 and CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group, p, q=1-3, and Y.sup.1Y.sup.5 are each independently selected from the group consisting of CHCH.sub.2, C.sub.2H.sub.4OSO.sub.3H and CH.sub.2CH.sub.2Cl. A reactive navy to black dye product comprising the dye composition, has the properties of good washing fastness, high degree of fixation and dye-uptake, good build-up, clear remanent dyeing liquor, and the like.

##STR00001##

A reactive navy to black dye composition comprises component A and component B, wherein component A is selected from one or more compounds of formula (I), component B is selected from one or more compounds of formula (II); D.sup.1 and D.sup.2 are each independently a group represented by the following formula (a) or (b) or (c); R.sup.1-R.sup.2 are each independently selected from the group consisting of H, linear or branched C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy and sulfo; m, n=0-3, and every R.sup.3 is each independently selected from the group consisting of amino, sulfo, ureido, C.sub.1C.sub.4 alkanoylamino, C.sub.1C.sub.4 alkoxy and C.sub.1C.sub.4 alkyl, every R.sup.6 is each independently selected from the group consisting of amino, hydroxyl and sulfo; X.sup.1-X.sup.3 are each independently selected from the group consisting of H, C.sub.1C.sub.4 alkyl, C.sub.1C.sub.4 alkoxy, SO.sub.2Y.sup.1, NHCO(CH.sub.2).sub.pSO.sub.2Y.sup.2 and CONH(CH.sub.2).sub.qSO.sub.2Y.sup.3, and at least one of D.sup.1 and D.sup.2 contains a fiber-reactive group, p, q=1-3, and Y.sup.1Y.sup.5 are each independently selected from the group consisting of CHCH.sub.2, C.sub.2H.sub.4OSO.sub.3H and CH.sub.2CH.sub.2Cl. A reactive navy to black dye product comprising the dye composition, has the properties of good washing fastness, high degree of fixation and dye-uptake, good build-up, clear remanent dyeing liquor, and the like.

##STR00001##