Fiber- Or Substrate-reactive Azo Compound Patents (Class 534/617)
  • Patent number: 4952679
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye radical, X.sub.1 is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphoric acid group or a quaternized ammonium group, X.sub.2 independently has the meaning of X.sub.1 or is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 alkoxy, R is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy, and r is 1 or 2.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: August 28, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4939243
    Abstract: Water-soluble copper complex disazo compounds with fiber-reactive dyestuff properties of the general formula ##STR1## in which m and n are the number zero or 1;the group --SO.sub.2 Y is bonded in the 5-position to the benzene nucleus if n is zero, or in the 4-position if n is zero or 1;the free azo can be bonded to the 6'-or 7'-position of the central naphthalene nucleus;if m is 1, this sulfo is bonded in the 5'-position if the azo is in the 6'-position, and is bonded in the 6'-position if the azo is in the 7'-position;X is chlorine, bromine, ##STR2## in which R.sup.1 represents optionally substituted alkyl with 1 to 4 carbon atoms, optionally substituted aryl or hydrogen,R.sup.2 is optionally substituted alkyl with 1 to 4 carbon atoms or optionally substituted aryl,R.sup.3 is hydrogen or optionally substituted alkyl with 1 to 4 carbon atoms andR.sup.
    Type: Grant
    Filed: February 20, 1985
    Date of Patent: July 3, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Ernst Hoyer
  • Patent number: 4937326
    Abstract: 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.
    Type: Grant
    Filed: March 22, 1985
    Date of Patent: June 26, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Masaki Sunami, Katsumasa Otake, Yasuo Tezuka
  • Patent number: 4935501
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the monoazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R.sub.1 is hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X is the vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, are suitable in particular for dyeing and printing cellulose-containing fibre materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: June 19, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4929719
    Abstract: Reactive dyes which are particularly suitable for dyeing and printing cellulose containing fiber materials by the cold padbatch process and which produce, in high dye yield, dyeings and prints having good fastness properties containing the radical of an amine of the formula ##STR1## in which R is hydrogen, halogen, hydroxyl or sulfo, Z is a radical of the formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, Y is a detachable group, R' is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by --COOH, --CN, --OH or --SO.sub.3 H, and E is a radical of the formula ##STR2## in which R' and Z are as defined above, alk, alk' and alk" independently of one another are a C.sub.1 -C.sub.6 alkylene radical, U is hydrogen, halogen, hydroxyl, sulfato, C.sub.1 -C.sub.4 alkanoyloxy, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above, V is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: May 29, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 4925927
    Abstract: Reactive dyes which are particularly suitable for dyeing or printing cellulose-containing fiber materials by the exhaust method or by continuous methods having the formula ##STR1## in which D and D' are each independently of the other a radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, R', R", B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X and Y are independently of each other fluorine, chlorine, bromine, sulfo, C.sub.1 -C.sub.4 -alkylsulfonyl or phenylsulfonyl, B is a direct bond or a radical --CH.sub.2).sub.n or --O--CH.sub.2).sub.n, n is 1 to 6; R is a radical of the formula ##STR2## Z is .
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4925928
    Abstract: Reactive dyes suitable in particular for dyeing or printing cellulose-containing fiber materials by the exhaust method or by continuous methods and, while giving a high dyeing yield, produce dyes and prints having good fastness properties; having the formula ##STR1## in which D is the radical or a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thiozanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, R, B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which can be substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X and Y independently of each other are fluorine, chlorine, bromine, sulfo C.sub.1 -C.sub.4 alkylsulfonyl or phenylsulfonyl, A is an amino substituent which contains at least one group of the formula--SO.sub.2 --Z(2)z is .beta.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4918183
    Abstract: The invention relates to monoazo dyes of the formula ##STR1## wherein K is the radical of a coupling component of the benzene, naphthalene or heterocyclic series, and R is hydrogen, halogen, carboxy, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl(C.sub.1 -C.sub.4)alkylsulfonyl or naphthyl(C.sub.1 -C.sub.4)alkylsulfonyl or benzoyl radical, which radicals may be further substituted, or is a ##STR2## group, wherein each of R.sub.1 and R.sub.2 independently of the other is hydrogen or a C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical, which radicals may be further substituted, and wherein X is hydrogen, halogen or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino or C.sub.1 -C.sub.6 alkylsulfonylamino radical, which radicals may be further substituted.These dyes give dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: October 24, 1985
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4918169
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4912244
    Abstract: Intermediate useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which the alks independently of each other are C.sub.2 -C.sub.6 -alkylene and Z is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.-acetoxyethyl.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: March 27, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4906738
    Abstract: Water-soluble monoazo compounds of the general formula (1) ##STR1## in which D is a phenyl radical or naphthyl radical, either of which is substituted and mandatorily contains at least one group which imparts solubility in water and D is substituted, for example by 1, 2 or 3 substituents which can be selected from the set consisting of 1 sulfamoyl, 1 carbamoyl, 1 trifluoromethyl, 1 benzothiazol-2-yl, 1 sulfobenzothiazol-2-yl, 1 methylbenzothiazol-2-yl, 1 methylsulfobenzothiazol-2-yl, 1 styryl, 1 nitrostyryl, 1 sulfostyryl and 1 nitrosulfostyryl group and, preferably, three sulfo groups, two carboxy groups, two alkyl groups of 1-4 C atoms, two alkoxy groups of 1-4 C atoms, 1 bromine atom and two chlorine atoms and one or two groups of the formula --SO.sub.2 --Z with Z of the meaning below, and the group --SO.sub.2 --Z can also be bonded to one of the substituents and Z represents the .beta.
    Type: Grant
    Filed: April 15, 1985
    Date of Patent: March 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Folker Kohlhaas, Fritz Meininger, Hans H. Steuernagel
  • Patent number: 4902786
    Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: February 20, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal
  • Patent number: 4900813
    Abstract: Novel reactive dyes particularly suitable for the dyeing and printing of cellulose-containing fiber materials which give, in combination with a high color yield, dyeings and prints having good fastness properties, said dyes having the formula ##STR1## in which D is the radical of a diazo component, Q is a substituted or unsubstituted phenyl or naphthyl radical or a substituted or unsubstituted aromatic heterocyclic radical and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl or substituted or unsubstituted aryl, or R.sub.1 and R.sub.2 together with the N atom form a further substituted or unsubstituted heterocyclic 5- or 6-ring, with the proviso that at least one of the radicals A.sub.1, A.sub.2 and D has a fiber-reactive group.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: February 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4900812
    Abstract: Compounds of the formula ##STR1## and water-soluble salts thereof each cation of which is independently a non-chromophoric cation, whereinMe is cobalt, copper or nickel,Pc is the phthalocyanine radical,each R.sub.1 and R.sub.2 is independently hydrogen or C.sub.1-6 alkyl,each R.sub.4 is independently hydrogen, halo, hydroxy, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, carboxy or sulfo,each R.sub.6 is hydrogen, cyano, carbamoyl or ##STR2## wherein An .crclbar. is a non-chromophoric anion,each R.sub.7 is hydrogen, C.sub.1-4 alkyl, C.sub.5-6 cycloalkyl, phenyl, benzyl, phenylethyl or carboxy,each W is linear or branched C.sub.2-6 alkylene; linear or branched C.sub.3-6 alkylene monosubstituted by hydroxy; linear or branched C.sub.2-6 alkylene interrupted by ##STR3## wherein R.sub.11 is linear or branched C.sub.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: February 13, 1990
    Assignee: Sandoz Ltd.
    Inventors: Helmut A. Moser, Roland Wald
  • Patent number: 4898933
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted by lower alkoxy, lower alkyl, chlorine, sulfo and carboxy, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal;K is a radical of the formula ##STR4## in which D is phenylene which may be substituted by chlorine, bromine, lower alkyl, lower alkoxy, carboxy and sulfo, or unsubstituted or sulfo substituted naphthylene;R.sup.1 is hydrogen, chlorine, lower alkyl or lower alkoxy;R.sup.2 is hydrogen or lower alkyl;G is carboxy, methyl or lower carbalkoxy;Y is vinyl, .beta.-sulfatoethyl or .beta.-chloroethyl;m is the number zero or 1;Z is .alpha.- or .beta.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: February 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4879372
    Abstract: 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.
    Type: Grant
    Filed: November 6, 1987
    Date of Patent: November 7, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshihiko Morimitsu, Naoki Harada, Takashi Omura
  • Patent number: 4876334
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which can be substituted by halogen, hydroxyl, cyano, C.sub.1-4 alkoxy, C.sub.1-4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X is fluorine, chlorine, bromine, sulfo, alkylsulfonyl having 1 to 4 C atoms or phenylsulfonyl, B is a --CH.sub.2 --.sub.n or --O--CH.sub.2 --.sub.n radical, n is 1 to 6, R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.
    Type: Grant
    Filed: February 1, 1988
    Date of Patent: October 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 4875903
    Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, halo, cyano or C.sub.1-4 alkoxy,each of X.sub.1 and X.sub.3 is independently halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl, phenoxy, amino or an aliphatic, cycloaliphatic, aromatic or heterocyclic amino group,each of X.sub.2 and X.sub.4 is independently an aliphatic, cycloaliphatic, aromatic or heterocyclic amino group containing at least one protonatable nitrogen atom or quaternary ammonium group,m is 0 or 1, andeach of n.sub.1 and n.sub.2 is independently 0 or 1, with the proviso that n.sub.1 +n.sub.2 is 1 or 2,wherein each halo is independently fluoro, chloro or bromo, with the provisos that (1) the total number of basic and cationic groups present as X.sub.1 -X.sub.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: October 24, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4873320
    Abstract: Water-soluble dyes which contain one or two fiber-reactive groups of the formula ##STR1## in which each R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, it being possible for both R to have a meaning which is identical to or different from one another, Y is the vinyl group or a group of the general formula --CH.sub.2 --CH.sub.2 --X in which X represents a substituent which can be eliminated as an anion, and m represents the number 2 or 3. These novel dyes can be used to dye hydroxy and/or carboxamide group-containing materials in particular fiber-materials, such as, in particular, cellulose fiber materials, in fast shades.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 10, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Manfred Kuhn, Holger M. Buch
  • Patent number: 4866163
    Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NHCOC.sub.1-4 alkyl, each R.sub.2 is H, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, each R.sub.3 is independently halo, hydroxy, C.sub.1-4 alkoxy, --NHOH, amino or an aliphatic, aromatic cycloaliphatic or saturated heterocyclic amino radical, and is divalent aliphatic or aromatic group or, together with the NH radicals to which it is attached, forms a piperazine ring, and the use thereof for dyeing or printing hydroxy group- or nitrogen-containing organic substrates after which the dyed or printed substrate is optionally treated with a cationic fixing agent.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: September 12, 1989
    Assignee: Sandoz, Ltd.
    Inventor: Werner Koch
  • Patent number: 4861344
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4853466
    Abstract: This invention relates to disazo dyes, and their metal complexes, which are useful for dyeing cellulosic fibers in lightfast and washfast hues. In addition, these dyes have high water solubility, a high degree of fixation, acceptable migration and high water solubility with reasonable cost.The disazo dyes have the structure: ##STR1## Wherein: R is selected from ##STR2## Wherein the azo bonds are ortho to the --OH or NH.sub.2 groups;R.sub.1 is H, lower alkyl, lower alkoxy, or --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, Cl;R.sub.3 is lower alkylene;R.sub.4 is H, --lower alkyl;R.sub.5 is H, lower alkyl, --CO.sub.2 M;R.sub.6 is OH or --NH.sub.2 ;R.sub.7 is H, --CH.sub.2 SO.sub.3 M;M is H, Na, Li, K, Mg, Ca, NH.sub.4 ; ##STR3## and n is 0, 1, 2.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: August 1, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4851516
    Abstract: This invention relates to novel disazo dyes and processes for their production having the structure: ##STR1## wherein: R.sub.1 is H, lower alkyl, chloro, lower alkoxy, --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, chloro;R.sub.3 is lower alkylene;R.sub.4 is H or lower alkyl;R.sub.5 is H, lower alkyl, lower alkoxy, chloro, nitro, --NHCO-- lower alkyl; CF.sub.3 ;R.sub.6 is H, lower alkyl, lower alkoxy, chloro, --SO.sub.3 M;R.sub.7 is --SO.sub.3 M, --CO.sub.2 MM is H, Na, Li, K, N.sub.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: July 25, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4845202
    Abstract: Water-soluble disazo compounds having useful fiber-reactive dye properties, which conform to the general formula (1) defined hereinafter and dye carboxamido- and/or hydroxy-containing materials in fast shades. Fast dyeings on cellulose fiber materials can also be obtained in a weakly acid to neutral pH range, for example together with disperse dyes for dyeing a polyester fiber portion. ##STR1## in which: A is phenylene which may be substituted by methyl, ethyl, methoxy, chlorine or sulfo, or is a radical of the formula ##STR2## in which G is a direct bond or a group of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R.sup.1 and R.sup.
    Type: Grant
    Filed: October 23, 1987
    Date of Patent: July 4, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4845203
    Abstract: A fibre-reactive dye of the formula ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1-14 -alkyl, C.sub.1-4 -alkoxy, nitro or carboxyl;X.sub.2 is hydrogen, vinylsulfonyl, .beta.-chloroethylsulfonyl, .beta.-sulfatoethylsulfonyl, .beta.-acetoxyethylsulfonyl or a radical of the formulaCl--CH.sub.2 --CH.sub.2 --SO.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --CO--NH-- orCl--CH.sub.2 --CH.sub.2 --SO.sub.2 --CH.sub.2 --CH.sub.2 --NH--CO--;n is 1 to 3;R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; R.sub.3 is hydrogen C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acetylamino, sulfoacetylamino, ureido or sulfo; andX.sub.1 is a radical of the formula ##STR2## in which Z is the radical of an amine comprising a vinylsulfonyl moiety, subject to the proviso that Z must not be a vinylsulfonylphenylamino or vinylsulfonylnaphtylamino moiety. These dyes are useful for dyeing and printing a wide variety of materials, and in particular cellulose-containing fibre materials.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: July 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Dietz, Herbert Seiler
  • Patent number: 4843150
    Abstract: A water soluble disazo colorant represented by formula (I) in the form of free acid: ##STR1## wherein K represents ##STR2## [wherein A represents a methyl group or a carboxylic group; R.sup.2 represents a hydrogen atom, an alkyl group of 1 to 8 carbon atoms, a sulfoalkyl grouop of 1 to 4 carbon atoms, or an alkyl group of 1 to 4 carbon atoms which is substituted by an alkoxy group of 1 to 4 carbon atoms;R.sup.3 represents a hydrogen atom, a halogen atom, a cyano group, a --CONH.sub.2 group, a carboxyl group, a sulfonic group, or a sulfomethyl group, p represents an integer of 1 or 2];Z represents a fluorine atom or ##STR3## [wherein R.sup.4 represents a hydrogen atom or an alkyl group of 1 to 4 carbon atoms;R.sup.5 and R.sup.6 each represents independently a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a sulfonic group, or a halogen atom; Y represents --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: June 27, 1989
    Assignee: Mitsubushi Chemical Industries Limited
    Inventors: Toshio Hihara, Yukiharu Shimizu, Kanzi Shimizu
  • Patent number: 4843149
    Abstract: A monoazo compound, or a salt thereof, represented by the formula, ##STR1## wherein D is a sulfophenyl group substituted with a methyl, ethyl, methoxy, ethoxy, phenoxy, acetylamino, pripionylamino, benzoylamino, carboxybenzoylamino, maleinylamino or succinylamino group, a naphthyl group substituted with two or three sulfo groups of a group of the formula ##STR2## any one of X.sub.1 or X.sub.2 is a sulfo group and the other is a methoxy or ethoxy group, Y is a fluorine or chlorine atom or an arylamino group substituted with one or two sulfo groups, R is a hydrogen atom or an unsubstituted or substituted lower alkyl group, A is an unsubstituted or substitued phenylene or naphthylene group, and Z is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub..sub.2 CH.sub.2 Z.sub.1 in which Z.sub.1 is a group capable of being split by the action of an alkali, which is useful as a fiber-reactive dye for dyeing materials in a greenish yellow color excellent in various fastness properties.
    Type: Grant
    Filed: November 13, 1985
    Date of Patent: June 27, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Hirokazu Sawamoto, Takashi Omura, Naoki Harada, Akira Takeshita
  • Patent number: 4843152
    Abstract: Complexes of the formula ##STR1## and salts thereof, whereineach of X.sub.1 and X.sub.2 is independently --NR.sub.1 R.sub.2,whereinR.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkyl monosubstituted by hydroxy or C.sub.1-4 -alkoxy, andR.sub.2 is hydrogen; C.sub.1-10 alkyl; C.sub.2-8 hydroxyalkyl; C.sub.2-8 dihydroxyalkyl the hydroxy groups of which are attached to different carbon atoms; C.sub.1-6 alkyl monosubstituted by halo, cyano, --OR.sub.3, (C.sub.1-4 alkyl)carbonyl, (C.sub.1-4 -alkoxy)carbonyl, sulfo or sulfato; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; phenyl(C.sub.1-4 alkyl); phenyl(C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups,whereinR.sub.3 is C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: April 10, 1987
    Date of Patent: June 27, 1989
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Hans-Rudolf von Tobel
  • Patent number: 4841027
    Abstract: Improvement in a process for producing an arylazo-aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR1## wherein A is a phenyl or naphthyl group unsubstituted or substituted by one to four members selected from alkyl, alkoxy, phenoxy, sulfonic acid, carboxylic acid, arylamino, amino, nitro and hydroxyl groups and halogen atoms, and m is 0 or 1, which comprises reacting an aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR2## wherein m is as defined above, with a dibasic acid anhydride to obtain an acylaminonaphtholsulfonic acid, coupling a diazonium compound of amine of the formula,A'--NH.sub.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Takashi Omura, Yasuo Tezuka, Hideharu Sone
  • Patent number: 4841030
    Abstract: They are useful for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: June 20, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4841029
    Abstract: A disazo color having three triazine rings, one of which is substituted with a reactive group of --NR.sup.1 --A--SO.sub.2 C.sub.2 H.sub.4 OSO.sub.3 M, wherein R.sup.1 represents a hydrogen atom or a lower alkyl group; A represents a substituted or unsubstituted phenylene or naphthylene group; and M represents a hydrogen atom or an alkali metal. The disazo color is capable of dyeing cellulose-containing fibers under conditions conventionally employed for dyeing polyester fibers with a disperse dye, making it possible to dye mixed fibers of cellulose fiber and polyester fiber in a single-bath through one step.
    Type: Grant
    Filed: April 19, 1988
    Date of Patent: June 20, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Yoshiaki Kato, Toshio Hihara
  • Patent number: 4841031
    Abstract: 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.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Katsumasa Otake, Yasuo Tezuka
  • Patent number: 4818814
    Abstract: Water-soluble disazo compounds of the formula ##STR1## in which D is a benzene ring or a naphthalene ring which can both be substituted by substituents from the group consisting of chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy and sulfo, X is the vinyl group or a .beta.-sulfatoethyl group, R is a .beta.-sulfatoethylsulfonyl, 3-(.beta.-chloroethylsulfonyl)-benzoyl, 4-(.beta.-chloroethylsulfonyl)-benzoyl, 3-(.beta.-chloroethylsulfonylmethyl)-benzoyl, 4-(.beta.-chloroethylsulfonylmethyl)-benzoyl,4-(.beta.-chloroethylsulfonyl )-cinnamoyl, 3-(N-methyl-N-.beta.chloroethylsulfonyl)-aminobenzoyl or 4-(N-methyl-N-.beta.-chloroethylsulfonyl)-aminobenzoyl group, m is the number 1 or 2 and M denotes a hydrogen atom or an alkali metal.The disazo compounds are suitable for use as dyes having fiber-reactive properties for dyeing hydroxy- and/or carboxamido-containing fiber material, such as in particular cellulose fiber materials and polyamide fiber materials.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: April 4, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Ludwig Schlafer
  • Patent number: 4812558
    Abstract: A triazine compound having at least one symtriazine moiety of the following formula, ##STR1## wherein R is hydrogen or unsubstituted or substituted alkyl, Y is vinyl or --CH.sub.2 CH.sub.2 L in which L is a group splittable by the action of an alkali, and Z is phenylene or naphthylene unsubstituted or substituted once by sulfo, which is useful for dyeing or printing fiber materials to give dyed or printed products of excellent fastness properties with superior dye performance, even when dyebath conditions including temperatures, pH, amounts of an inorganic salt and bath ratio are varied to some extent.
    Type: Grant
    Filed: November 10, 1987
    Date of Patent: March 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Takashi Omura, Kazufumi Yokogawa
  • Patent number: 4806127
    Abstract: Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:D.sup.1 and D.sup.2 are each a phenylene, which may be substituted, or a naphthylene optionally substituted by sulfo; in the case of the copper complex compounds the ortho-position in D.sup.1 or D.sup.2 or in both being substituted by an oxy group complex-bonded to the copper, or D.sup.1 is a radical of the formula (2a), (2b) or (2c) ##STR2## or D.sup.2 is a radical which is the reverse of formulas (2a), (2b) or (2c), in whichR.sup.1 and R.sup.2 are each independently of the other hydrogen, nitro, sulfo, methyl, ethyl, methoxy or ethoxy;K.sup.1 is a radical of the formula (3a), (3b) or (3c) ##STR3## and K.sup.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4801693
    Abstract: Novel compounds of the general formula I ##STR1## where A is a fiber-reactive radical of the triazine, pyrimidine or vinylsulfone series, D is a radical of a sulfo-containing diazo component of the aniline or aminonaphthalene series, K is the radical of a coupling component of the aminohydroxynaphthalene series, X is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl, C.sub.1 -C.sub.4 -alkoxy, phenoxy, hydroxysulfonyl, carboxyl, acetyl, propionyl, methylsulfonyl, ethylsulfonyl, phenylsulfonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenoxysulfonyl or unsubstituted or substituted carbamyl or sulfamyl, and Y is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl, C.sub.1 -C.sub.4 -alkoxy, phenoxy, phenoxysulfonyl, acetyl, propionyl, methylsulfonyl, ethylsulfonyl, phenylsulfonyl, p-acetylaminophenylsulfonyl, hydroxysulfonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: August 20, 1987
    Date of Patent: January 31, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Ortwin Schaffer, Manfred Patsch
  • Patent number: 4801694
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthrone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, X is a substituent which is detachable as an anion, B is a radical of the formula ##STR2## R.sub.1 and R.sub.2, independently of each other, are hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl or phenyl, A is a substituted or unsubstituted aliphatic or aromatic bridge member, Y is a --CO--Z or --SO.sub.2 --Z radical, Z is an aliphatic, aromatic or heterocyclic reactive radical, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and in high dyeing yield produce dyeings and prints having good fastness properties.
    Type: Grant
    Filed: July 13, 1987
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Scheibli, Karl Seitz, Herbert Seiler, Athanassios Tzikas
  • Patent number: 4798887
    Abstract: Novel compounds which, in the form of the free acid, are of the formula 1 ##STR1## where X is chlorine or fluorine and R is hydrogen, vinylsulfonylphenyl, .beta.-sulfatoethylsulfonylphenyl, vinylsulfonylbenzyl, sulfophenyl or .beta.-sulfatoethylsulfonylbenzyl, are particularly suitable for dyeing cotton.
    Type: Grant
    Filed: April 29, 1986
    Date of Patent: January 17, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Krueger, Hartmut Lardon, Manfred Patsch
  • Patent number: 4797476
    Abstract: New phosphoric ester having the following formula (I) and a method for the analysis of an alkaline phosphatase, using the phosphoric ester as a substrate: ##STR1## wherein M is a hydrogen atom or an alkali metal atom; A is phenyl, naphthyl, 2- or 4-pyridyl, 2- or 4-pyrimidyl, pyrazinyl, sym-triazinyl, 2-imidazolyl, 2-oxazolyl, 2-thiazolyl, or sym-thiadiazolyl group which may or may not be substituted with other substituent(s) or may form a condensed ring together with a benzene ring, if possible; B is paraphenylene group or may form naphthylene group by condensation together with a benzene ring, said groups may or may not be substituted with other substituent(s).
    Type: Grant
    Filed: September 10, 1986
    Date of Patent: January 10, 1989
    Assignee: Fuji Shashin Film Kabushiki Kaisha
    Inventors: Yoshio Inagaki, Masaki Okazaki
  • Patent number: 4786721
    Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
  • Patent number: 4782140
    Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: November 1, 1988
    Assignee: Ciba-Giegy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4775746
    Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: October 4, 1988
    Assignee: Hoechst Aktiengesellshaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4772687
    Abstract: Metal complex dyestuffs which in the form of the free acid correspond to the formula ##STR1## in which the substituents have the meaning given in the description are, depending on the meanings of the substituents, suitable for use as reactive dyestuffs for cotton, wool or polyamide, as direct dyestuffs for cotton or as pigment dyestuffs. Dyeings are obtained which have good fastness properties, in particular good wet-, light- and chlorine fastness.
    Type: Grant
    Filed: May 1, 1986
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4771129
    Abstract: An azo compound of the formula: ##STR1## wherein M.sub.1, M.sub.2 and M.sub.3 are, the same or different, each a hydrogen atom, an alkali metal atom, an ammonium group or an organic ammonium group; R.sub.1 and R.sub.2 are, the same or different, each a C.sub.1 -C.sub.3 alkyl group, a C.sub.1 -C.sub.3 alkoxy group, a halogen atom or a hydrogen atom; m is 1 or 2; and X and Y are, the same or different, each a C.sub.6 -C.sub.18 alkylamine, alkoxyalkylamine, arylamine, aralkylamine, alkanolamine or alkarylamine residue, which is useful as a magenta color dyestuff for an aqueous ink composition, particularly for ink jet recording.
    Type: Grant
    Filed: March 13, 1986
    Date of Patent: September 13, 1988
    Assignees: Taoka Chemical Company, Limited, Sumitomo Chemical Company, Limited
    Inventors: Hideo Kawashita, Mitsuhiro Ota
  • Patent number: 4766206
    Abstract: Disclosed are reactive dyes, and the use thereof, according to the formula(R--U).sub.n D--(X).sub.r,in which D is the radical of a monoazo, polyazo or metal complex azo dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosultafoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is straight-chained or branched C.sub.1 -C.sub.6 -alkylene; Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, C.sub.1 -C.sub.4 -alkanoyloxy, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C-atoms, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above; V is hydrogen or C.sub.1 -C.sub.4 -alkyl unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl or is a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl; alk' are independently of each other straight-chained or branched C.sub.2 -C.sub.
    Type: Grant
    Filed: September 24, 1986
    Date of Patent: August 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4762916
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: August 9, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4757136
    Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: July 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4754023
    Abstract: A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl,X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,p is 1 or 2 andA is a radical of the formula ##STR2## in which: Y is chlorine, bromine, fluorine, --OH, --OSO.sub.3 H, --O-acyl, --CN, --COOH, --COO--C.sub.1 -C.sub.4 -alkyl, --CONH.sub.2 or --SO.sub.2 --Z,the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms,V is ##STR3## hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, carboxyl, sulfo, halogen or hydroxy,Z is .beta.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Herbert Seiler, Peter Scheibli
  • Patent number: 4746732
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the polyazo or metal complex azo series, R.sub.1 is hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X is the vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, are suitable in particular for dyeing and printing cellulose-containing fibre materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: July 30, 1984
    Date of Patent: May 24, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4740592
    Abstract: Water soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: September 30, 1986
    Date of Patent: April 26, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ