Additional Hetero Ring Containing Patents (Class 534/635)
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Patent number: 5182371Abstract: The reactive dyes have the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridgemember, A is substituted or unsubstituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, where Q is a group which is detachable under alkaline reaction conditions, andD is phenyl or naphthyl, which may each be substituted.The present dyes are useful in dyeing or printing hydroxyl- or nitrogen-containing fibres.Type: GrantFiled: February 14, 1992Date of Patent: January 26, 1993Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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Patent number: 5175261Abstract: A water-soluble compound of Formula (1) which is useful for coloring e.g. cellulosic materials, animal furs and animal skins such as leather. ##STR1## wherein: A is optionally substituted phenylene or naphthylene;X is a cellulose-reactive group;p is greater than or equal to 1;T.sup.1 and T.sup.2 are each independently selected from H, CN, CO.sub.2 R.sup.2, CONR.sup.2 R.sup.3, COR.sup.2, alkyl, aralkyl, cycloalkyl, aryl or a heterocyclic radical, which are unsubstituted or substituted;Z is a divalent linking group containing from 2 to 6 carbon atoms;n is from 2 to 6;R.sup.1 is H or sulpho; andR.sup.2 and R.sup.3 are each independently H or C.sub.1-6 -alkyl;and salts thereof.Type: GrantFiled: August 1, 1991Date of Patent: December 29, 1992Assignee: Imperial Chemical Industries PLCInventor: Denis R. A. Ridyard
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Patent number: 5175259Abstract: Reactive dyes of the formula ##STR1## where n is 1 or 2,X is a six-membered halogen-containing nitrogen heterocycle,L.sup.1, depending on n, is fluorine, chlorine, C.sub.1 -C.sub.4 -alkoxy, phenoxy, C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl or a bridge member which has one or two hydroxysulfonyl groups,D is the radical of a diazo component of the aniline or naphthalene series which has at least one hydroxysulfonyl group,L.sup.2 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl,L.sup.3 is the cationic radical of an aromatic heterocycle which is linked to the pyridone ring via a nitrogen atom, andL.sup.4 is hydrogen or C.sub.1 -C.sub.4 -alkyl,with the proviso that the number of hydroxysulfonyl groups in the molecule exceeds that of the cationic groups by at least one, are useful for dyeing and printing hydroxyl- or nitrogen-containing substrates.Type: GrantFiled: February 28, 1992Date of Patent: December 29, 1992Assignee: BASF AktiengesellschaftInventors: Joerg L. Jessen, Manfred Ruske, Knut Kessel, Manfred Patsch
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Patent number: 5132410Abstract: Dyestuffs of the formula ##STR1## having the substituent meanings given in the description, are suitable for dyeing and printing materials containing hydroxyl groups and carboxamide groups.Type: GrantFiled: October 31, 1990Date of Patent: July 21, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Frank-Michael Stohr
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Patent number: 5122605Abstract: Sulpho group-containing dioxazine compounds corresponding to the formula ##STR1## in which the symbols are as defined in the specification, and salts thereof as well as dyeing preparations thereof are useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates, optionally combined with a special after-treatment of the dyed or printed textiles thus obtained to improve their wet fastness properties. Most preferred substrates are textile material containing or consisting of cellulose and paper.Type: GrantFiled: February 23, 1990Date of Patent: June 16, 1992Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 5106960Abstract: The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.These dyes yield dyeings of good light- and wetfastness on polyamide material.Type: GrantFiled: March 22, 1991Date of Patent: April 21, 1992Assignee: Ciba-Geigy CorporationInventors: Rudolf Hurter, Dieter Mausezahl
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Patent number: 5097021Abstract: Dyestuffs of the formula ##STR1## give, on hydroxyl- and amido-containing materials, dyeings having a high fibre-dyestuff bond stability, a high stability to oxidizing agents and good wet fastness properties. The substituents are defined as follows:m=0 or 1n=0 or 1 where m+n+n=1 or 2,X denotes vinyl or CH.sub.2 CH.sub.2 --Y, Y represents OSO.sub.3 H, SSO.sub.3 H, OCOCH.sub.3, OPO.sub.3 H.sub.2, OSO.sub.2 CH.sub.3, SCN, NHSO.sub.2 CH.sub.3, Cl, Br, F, OCOC.sub.6 H.sub.5, OSO.sub.2 C.sub.6 H.sub.4 CH.sub.3 AND N(CH.sub.3).sub.3.sup.+ Cl.sup.-.R=H or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by OH, halogen, SO.sub.3 H,W=radical of the formula ##STR2## in which ##STR3## in which R.sub.1 =H or denotes C.sub.1 -C.sub.6 -alkyl which is unsubstituted or substituted by OH, OSo.sub.3 H, SO.sub.3 H or COOH.Type: GrantFiled: March 27, 1991Date of Patent: March 17, 1992Assignee: Bayer AktiengesellschaftInventors: Frank-Michael Stohr, Hermann Henk, Karl-Josef Herd
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Patent number: 5095102Abstract: Reactive dyestuffs of the formula ##STR1## in which A=H, halogen, alkyl, alkoxy, acylamino or amino,B=H, alkyl or alkoxy,X=--CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Y, whereY=a radical which can be removed under alkaline conditions andZ=a fibre-reactive radical.Type: GrantFiled: August 13, 1990Date of Patent: March 10, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Rolf Brockmann, Frank-Michael Stohr
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Patent number: 5093481Abstract: Dyestuffs of the formula ##STR1## where the substituents have the meanings indicated in the description produce on hydroxyl- and amido-containing materials dyeings of excellent fibre-dyestuff bond stability, excellent stability to oxidizing agents and good wet fastness properties.Type: GrantFiled: November 23, 1988Date of Patent: March 3, 1992Assignee: Bayer AktiengesellschaftInventors: Hermann Henk, Karl-Josef Herd, Frank-Michael Stohr
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Patent number: 5091515Abstract: A new process for the preparation of substituted 2,4-diamino-6-flurotriazines of the formula ##STR1## in which the substituents have the meanings given in the description, comprises reacting ammonium salts of the formula ##STR2## in an aqueous medium at pH values of about 2.5-10 with 2,4,6-trifluorotriazine in a continuous process. The reaction products can be converted to dyestuffs without isolating the intermediates.Type: GrantFiled: May 3, 1990Date of Patent: February 25, 1992Assignee: Bayer AktiengesellschaftInventors: Karl J. Herd, Hans-Georg Frosch, Hermann Henk, Wolfgang Mullers, Frank-Michael Stohr
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Patent number: 5091516Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or amino-containing organic substrates have the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is C.sub.1 -C.sub.4 -alkoxy, phenoxy or a radical of the formula NL.sup.1 L.sup.2, where L.sup.1 and L.sup.2 are each substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl, or L.sup.1 and L.sup.2 together combine with the nitrogen atom joining them to form a heterocyclic radical, or L.sup.1 may also be hydrogen,R.sup.5 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## A is substituted or unsubstituted C.sub.2 -C.sub.8 -alkylene, Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.Type: GrantFiled: November 5, 1990Date of Patent: February 25, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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Patent number: 5047514Abstract: Reactive dyes which contain at least one radical of the formula--SO.sub.2 --CH.dbd.CH.sub.2 (1a)or--SO.sub.2 --CH.sub.2 CH.sub.2 --X (1b)and at least one radical of the formula ##STR1## in which X is an inorganic or organic radical detachable under alkaline conditions, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, Y is oxygen or sulfur and R.sub.1 is a substituted or unsubstituted aliphatic radical, give dyeings or prints having good fastness properties.Type: GrantFiled: November 5, 1987Date of Patent: September 10, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Scheibli, Karl Seitz
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Patent number: 5021558Abstract: Water-soluble fiber-reactive azo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylemthane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dyes which contain once or twice the group of the general formula ##STR1## in which: R.sup.x and R.sup.z are, independently of one another, hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;W is fluorine, chlorine, bromine, sulfo, phenylsulfonyl or alkylsulfonyl of 1 to 4 carbon atoms;Y is vinyl, .beta.-substituted, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-alkanoyloxyethyl of 2 to 5 carbon atoms in the alkanoyl radical, .beta.-benozoyloxyethyl, .beta.-(sulfobenzoyloxy)ethyl, .beta.-(p-toluenesulfonyloxy)ethyl or .beta.-halogenoethyl.Type: GrantFiled: March 20, 1990Date of Patent: June 4, 1991Assignee: Hoechst AktiengesellschaftInventor: Holger M. Buch
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Patent number: 5006645Abstract: Dyes of the formula ##STR1## wherein K is the radical of a coupling component which can additionally contain azo groups, R is hydrogen or methyl, and Z is a fluorine atom, a substituted or unsubstituted amino group, a substituted or unsubstituted hydroxyl group, a substituted or unsubstituted mercapto group, or a substituted or unsubstituted hydrocarbon radical are distinguished by high reactivity and they produce dyeings of good wet- and light-fastness properties. The dyes of the Formula (I) are suitable for dyeing and printing a very wide variety of materials, such as silk, leather, wool, polyamide and polyurethane fibres, and especially cellulosic materials of fibrous structure, such as liner, cellulose, regenerated cellulose, and in particular cotton. They are suitable both for the exhaust method and for dyeing by the pad-dyeing process. They are also suitable for printing, in particular on cotton.Type: GrantFiled: September 14, 1989Date of Patent: April 9, 1991Assignee: Ciba-Geigy CorporationInventor: Karl Seitz
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Patent number: 5003052Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.Type: GrantFiled: May 11, 1988Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5003053Abstract: Water-soluble monoazo compounds of the general formula (1) which dye in fast, mainly red shades materials which contain carboxamide and/or hydroxy groups, preferably in the form of fibers, in particular cellulose fiber materials. ##STR1## in which: Y is .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl,M is hydrogen, an alkali metal or an alkaline-earth metal,D is naphthyl which is substituted by sulfo and/or a group of the formula Y--SO.sub.2 --,or is one of the radicals ##STR2## in which M and Y have one of the above meanings, m is the number zero or 1, R.sup.1 is hydrogen, lower alkyl, lower alkoxy or carboxy, and R.sup.2 is hydrogen, lower alkyl, lower alkoxy, sulfo, carboxy, optionally substituted aryl, hydroxy, nitro or halogen,n is the number zero or 1,R is hydrogen or optionally substituted lower alkyl,R* is hydrogen or optionally substituted lower alkyl,X is fluorine or chlorine,B is a group of the formula ##STR3## in which R.sup.Type: GrantFiled: March 19, 1990Date of Patent: March 26, 1991Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Walter Helmling, Ludwig Schlafer, Werner H. Russ
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Patent number: 4988803Abstract: An azo dyestuff of the formula ##STR1## in which u and v=H or SO.sub.3 H and u.noteq.v,R=H, unsubstituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, halogen, SO.sub.3 H or OSO.sub.3 H,m=0 or 1 and ##STR2## in which R.sub.1 =H, unsubstituted C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkyl substituted by OH, OSO.sub.3 H, SO.sub.3 H or COOH. Such dye is particularly suitable for producing on cotton red dyeings and prints having excellent fiber-dyestuff bond stability, stability to oxidizing agents and wash-off properties.Type: GrantFiled: January 5, 1990Date of Patent: January 29, 1991Assignee: Bayer AktiengesellschaftInventors: Frank M. Stohr, Hermann Henk, Karl-Josef Herd
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Patent number: 4978746Abstract: A dyestuff of the formula ##STR1## wherein A=H, unsubstituted C.sub.1 -C.sub.4, C.sub.1 -C.sub.4 -alkyl substituted by OH, SO.sub.3 H or COOH or phenyl or COOR',R'=H or C.sub.1 -C.sub.4 -alkyl,X=--CH.dbd.CH.sub.2 or --CH.sub.2 C.sub.2 --Y,Y=--OSO.sub.3 H, --SSO.sub.3 H, --OCOCH.sub.3 or Cl,R=H, unsubstituted C.sub.1 -C.sub.4 -alkyl, or C.sub.1 -C.sub.4 alkyl substituted by OH, SO.sub.3 H, COOH, or OSO.sub.3 H or NR"Z, whereinR".dbd.H, unsubstituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by a substituent selected from the group consisting of OH, SO.sub.3 H, COOH, OSO.sub.3 H, and Z=a heterocyclic fiber reactive radical selected from the group consisting of 2,4-dichlorotriazin-6-yl, monohalogeno-sym.-triazinyl, monohalogenopyrimidinyl, dihalogenopyrimidinyl and trihalogenopyrimidinyl. Such dyestuff gives, on cellulose or polypeptide materials, high yields of brilliant yellow dyeings with outstanding wet--and oxidation--fastnesses and a high stability of the fiber--dyestuff bond.Type: GrantFiled: November 20, 1989Date of Patent: December 18, 1990Assignee: Bayer AktiengesellschaftInventor: Karl-Josef Herd
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Patent number: 4975530Abstract: Intermediates useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which Q is phenyl unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfo or trihalomethyl; 1- or 2-naphthyl; or unsubstituted or C.sub.1 -C.sub.4 alkyl, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or C.sub.1 -C.sub.4 alkylthio substituted furanyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl or 1,3,5-triazinyl, 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; C.sub.1 -C.sub.4 alkyl unsubstituted or substituted by hydroxyl, sulfo, sulfato, carboxyl, cyano, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.Type: GrantFiled: November 22, 1989Date of Patent: December 4, 1990Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Kurt Burdeska
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Patent number: 4968781Abstract: A reactive dye of the formula ##STR1## in which Fa is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, T is a negative substituent, one X is a detachable substituent and the other X is a group of the formula ##STR2## A is arylene, V is hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl radical or a radical of the formula --(CH.sub.2).sub.q --SO.sub.2 --Z, Z is a --CH.dbd.CH.sub.2 or CH.sub.2 --Y radical and Y is an inorganic or organic radical which is detachable under alkaline conditions, q, m and n are independently of one another an integral number from 2 to 6, R and R' are independently of one another hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, and r is 1 or 2.Type: GrantFiled: March 28, 1988Date of Patent: November 6, 1990Assignee: Ciba-Geigy CorporationInventors: Karl Seitz, Karl Hoegerle
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Patent number: 4960871Abstract: Monoazo colorants represented by the general formula (I): ##STR1## wherein: D represents ##STR2## (wherein X represents a hydrogen atom or a halogen atom, and Y represents a nitro group, a lower alkylsulfonyl group, a thiocyanic acid group or a halogen atom), or ##STR3## (wherein P represents a nitro group or a lower alkylsulfonyl group, and Q and T each represents a hydrogen atom, a halogen atom or a cyano group);R.sup.1 and R.sup.2 each represents an ethylene group or a propylene group;R.sup.3 and R.sup.4 each represents a hydrogen atom or an alkyl group which may be substituted by a lower alkoxy group or a lower alkoxyalkoxy group; andZ represents a halogen atom.This monoazo colorants include a reactive type pyridine-based monoazo dye suitable for use in dyeing of cellulose or cellulose/polyester mixed fibers in red to orange.Type: GrantFiled: February 17, 1989Date of Patent: October 2, 1990Assignee: Mitsubishi Chemical Industries Inc.Inventors: Toshio Hihara, Yukiharu Shimizu
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Patent number: 4955987Abstract: The invention describes a process for the preparation of concentrated aqueous, substantially salt-free solutions of aminotriazinyl reactive dyes, which process comprises starting from a dye which contains sulfo groups and one or more radicals capable of reaction with cyanuric halide, said dye being at least partly in the form of the ammonium salt, reacting said dye with cyanuric halide, in the presence of lithium hydroxide, and deionizing and concentrating the salt-containing synthesis solution by a membrane separation process.The so prepared mixed lithium/ammonium salts of the acid aminotriazinyl reaction dyes are readily water soluble and are suitable for the preparation of concentrated storage stable dye solutions.Type: GrantFiled: December 6, 1985Date of Patent: September 11, 1990Assignee: Ciba-Geigy CorporationInventors: Roger Lacroix, Edmond Ruhlmann
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Patent number: 4952679Abstract: 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: GrantFiled: August 19, 1988Date of Patent: August 28, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4948879Abstract: Monoazo compounds conforming to the general formula (1) shown and defined hereinafter have very good fiber-reactive dye properties and dye hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fibers, in strong fast shades. ##STR1## where the symbols have the following meanings: D is a benzene or naphthalene ring or a heterocyclic radical,R.sup.1 and R.sup.Type: GrantFiled: November 17, 1988Date of Patent: August 14, 1990Assignee: Hoechst AktiengesellschaftInventors: Horst Tappe, Dieter Oehme, Werner H. Russ
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Patent number: 4946947Abstract: Water-soluble azo compounds of the general formula D-N=N-K in which D is a radical of the general formula ##STR1## in which Y denotes the vinyl group or is an ethyl group which is substituted in the .beta.-position by a substituent which can be eliminated by means of alkali, R stands for hydrogen, hydroxy, lower alkyl, lower alkoxy, carboxy or halogen, n is the number zero or 1, M is hydrogen or a salt-forming metal atom, and the free bond from the benzene ring to the azo groups is in the meta- or para-position to the nitrogen atom of the benzotriazole radical, and in which K is a radical of a water-soluble coupling component, such as, for example, from the series comprising the aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, pyrazolones, aminopyrazoles, acetoacetylarylides and hydroxypyridones.Type: GrantFiled: June 5, 1989Date of Patent: August 7, 1990Inventors: Hartmut Springer, Kurt Hussong
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Patent number: 4935501Abstract: 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: GrantFiled: March 7, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Fiber-reactive dyes containing an aniline radical which carries two different vinylsulfonyl moieties
Patent number: 4929719Abstract: 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: GrantFiled: August 10, 1989Date of Patent: May 29, 1990Assignee: Ciba-Geigy CorporationInventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann -
Patent number: 4918183Abstract: 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: GrantFiled: October 24, 1985Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4918169Abstract: 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: GrantFiled: August 19, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4908436Abstract: A reactive dye of the formula ##STR1## or of the formula ##STR2## or of the formula ##STR3## in which D, D.sub.1 and D.sub.2 are each phenylene or naphthylene unsubstituted or substituted by alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxylic acylamino having 1 to 8 carbon atoms, amino, alkylamino having 1 to 4 carbon atoms, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy radical, alkylsulfonyl having 1 to 4 carbon atoms, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-alkylcarbamoyl having 1 to 4 carbon atoms in the alkyl radical, sulfamoyl N-alkylsulfamoyl having 1 to 4 carbon atoms, N-(.beta.-hydroxyethyl)-sulfamoyl, N,N-di-(.beta.-hydroxyethyl)-sulfamoyl, N-phenylsulfamoyl, ureido hydroxyl, carboxyl, sulfomethyl, or sulfo, R.sub.1 is hydrogen or C.sub.1-4 -alkyl unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.Type: GrantFiled: October 23, 1986Date of Patent: March 13, 1990Assignee: Ciba-Geigy CorporationInventor: Peter Scheibli
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Patent number: 4906737Abstract: Fibre-reactive dyes of the formula ##STR1## wherein X is an alkyl or alkoxy group of 1 to 4 carbon atoms, a carboxy group or a halogen atom, each of R.sub.1 and R.sub.2 is independently a hydrogen atom or an alkyl group of 1 to 4 carbon atoms and D is the radical of an organic dye which contains sulpho groups, and the benzene ring A can contain further substituents apart from X and SO.sub.3 H.Type: GrantFiled: August 17, 1988Date of Patent: March 6, 1990Assignee: Ciba-Geigy CorporationInventors: Herbert Seiler, Gert Hegar, Ester Hegar-Zimmerman
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Patent number: 4900813Abstract: 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: GrantFiled: June 23, 1988Date of Patent: February 13, 1990Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Kurt Burdeska
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Patent number: 4897469Abstract: Azo reactive dyes of the aniline series for dye or printing fiber materials of the formula ##STR1## wherein K is the radical of a coupling component, and Z is a vinyl sulfonyl reactive group ortho- or para- to the azo bridge.Type: GrantFiled: April 1, 1988Date of Patent: January 30, 1990Assignee: BASF AktiengesellschaftInventors: Heinz Eilingsfeld, Ruediger Iden
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Patent number: 4876334Abstract: 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: GrantFiled: February 1, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig
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Patent number: 4873320Abstract: 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: GrantFiled: December 15, 1987Date of Patent: October 10, 1989Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Manfred Kuhn, Holger M. Buch
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Patent number: 4845202Abstract: 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: GrantFiled: October 23, 1987Date of Patent: July 4, 1989Assignee: Hoechst AktiengesellschaftInventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
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Patent number: 4843148Abstract: A process for the preparation of reactive dyes of the formula ##STR1## in which D, R and Z are as defined in greater detail in the description, which comprises subjecting 2,4,6-trifluoro-s-triazine to a condensation reaction in a strongly acid solution and in the presence of an alkali metal fluoride with an amine of the formulaH--Z (3)and then subjecting the primary condensation product obtained to a condensation reaction with an amino dye of the formula ##STR2## affords reactive dyes of the formula (1) in a high yield and a high state of purity.Type: GrantFiled: December 23, 1986Date of Patent: June 27, 1989Assignee: Ciba-Geigy CorporationInventors: Emil Bonometti, Herbert Seiler
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Patent number: 4843150Abstract: 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: GrantFiled: July 9, 1987Date of Patent: June 27, 1989Assignee: Mitsubushi Chemical Industries LimitedInventors: Toshio Hihara, Yukiharu Shimizu, Kanzi Shimizu
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Patent number: 4843149Abstract: 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: GrantFiled: November 13, 1985Date of Patent: June 27, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Hirokazu Sawamoto, Takashi Omura, Naoki Harada, Akira Takeshita
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Patent number: 4841027Abstract: 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: GrantFiled: February 11, 1985Date of Patent: June 20, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Takashi Omura, Yasuo Tezuka, Hideharu Sone
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Patent number: 4841030Abstract: They are useful for dyeing and printing materials containing hydroxyl groups or amide groups.Type: GrantFiled: December 4, 1981Date of Patent: June 20, 1989Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 4839468Abstract: Triazine compounds which in their betaine form correspond to the formula ##STR1## wherein Y denotes hydrogen or the radical of an azo dye-stuff,R denotes hydrogen or alkyl,Ar denotes arylene,Z denotes halogen, hydroxyl, alkoxy, alkyl, aryl or an amino group which may be monosubstituted or disubstituted,m denotes 0 or 1 andX.sup.(+) denotes an ammonium groupamd whereimthe cyclic and acyclic radicals can carry further substituents,are used for dyeing/coloring natural and synthetic substrates and compositions, in particular paper.Type: GrantFiled: November 13, 1984Date of Patent: June 13, 1989Assignee: Bayer AktiengesellschaftInventors: Horst Nickel, Peter Wild, Frank-Michael Stohr
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Patent number: 4837309Abstract: A monoazo dyestuff of the formula: ##STR1## wherein D represents substituted or unsubstituted phenyl, imidazolyl, pyridyl, thiazolyl, thiadiazolyl, thienyl, benzoisothiazolyl, pyridinoisothiazolyl, thienoisothiazolyl, thienothiazolyl or benzothiazolyl, R.sup.1 represents substituted or unsubstituted alkyl, cyclohexyl, alkenyl, aralkyl or aryl, R.sup.2 and R.sup.3 each represents hydrogen, alkyl optionally substituted by cyano, hydroxy, alkoxy or alkoxyalkoxy, alkenyl, cyclohexyl, aryl or aralkyl, or together represent a 5- or 6-membered nitrogen-containing heterocyclic ring formed by combining R.sup.2 and R.sup.3, A represents ##STR2## X represents fluorine or chlorine, and Y.sup.1 represents hydrogen, chlorine, methyl or acylamino. The monoazo dyestuff is especially useful in the dyeing of cellulose-containing fibers and exhibits good fastness properties including good wet color fastness and good light fastness.Type: GrantFiled: February 24, 1984Date of Patent: June 6, 1989Assignee: Mitsubishi Chemical Industries LimitedInventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Yutaka Kurose, Yukiharu Shimizu
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Patent number: 4833235Abstract: Disazo compounds of the formula ##STR1## and salt thereof, D is the radical of a diazo component of the benzene or naphthalene series.K is the radical of a heterocyclic coupling component of the aminopyrazole-, pyridone- or barbituric acid-series, n is 1 to 4,R.sub.1 is hydrogen, C.sub.1-4 alkyl or substituted C.sub.1-4 alkyl,each of R.sub.2 and R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy, substituted C.sub.1-4 alkoxy, --NHCO--Rhd 5, amino, substituted amino or a quaternary ammonium group, wherein R.sub.5 is C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy or amino,R.sub.4 is hydrogen, C.sub.1-4 alkyl, C.sub.Type: GrantFiled: October 7, 1987Date of Patent: May 23, 1989Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4818247Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a diazo component of the benzene, naphthalene, azobenzene, naphthylazobenzene, azonaphthalene or phenylazonaphthalene series, K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, except a pyrazolone radical, R.sub.1 and R.sub.2, independently of each other, are each hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X.sub.1 and X.sub.2, independently of each other, are each unsubstituted or substituted aminofluoro-s-triazinyl, are particularly suitable for dyeing and printing cellulose-containing fibre materials and produce, in high dyeing yield, dyeings and prints having good fastness properties.Type: GrantFiled: May 21, 1987Date of Patent: April 4, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Adolf Kaser
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Patent number: 4808706Abstract: Dyes of the formula ##STR1## wherein D is the radical of an organic dye, R.sub.1 is hydrogen or methyl, R.sub.2 is alkyl of 2 to 4 carbon atoms, and X is hydrogen or methyl.Type: GrantFiled: February 14, 1984Date of Patent: February 28, 1989Assignee: Ciba-Geigy CorporationInventor: Herbert Seiler
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Patent number: 4801694Abstract: 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: GrantFiled: July 13, 1987Date of Patent: January 31, 1989Assignee: Ciba-Geigy CorporationInventors: Peter Scheibli, Karl Seitz, Herbert Seiler, Athanassios Tzikas
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Patent number: 4786721Abstract: 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: GrantFiled: August 13, 1986Date of Patent: November 22, 1988Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
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Patent number: 4785081Abstract: A new process for the production of reactive dyes by the reaction of cyanuric chloride with anionic dyes containing an amino group, which process comprises the adiabatic reaction of cyanuric chloride with the dye, at a temperature of 20.degree. to 80.degree. C. and a pH value of between 3.0 to 7.0, with the rapid addition of the educts within 1 to 30 minutes, produces reactive dyes in good yield and purity and is technically advantageous.Type: GrantFiled: September 22, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy AGInventor: Karlheinz Franke
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Patent number: 4782140Abstract: 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: GrantFiled: October 2, 1986Date of Patent: November 1, 1988Assignee: Ciba-Giegy CorporationInventor: Athanassios Tzikas