Plural Azo Groups Attached Indirectly To Each Other By Nonionic Bonding Patents (Class 534/637)
  • Patent number: 5003052
    Abstract: 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: Grant
    Filed: May 11, 1988
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5003053
    Abstract: 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: Grant
    Filed: March 19, 1990
    Date of Patent: March 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Ludwig Schlafer, Werner H. Russ
  • Patent number: 4997919
    Abstract: This invention relates to direct dyes for various substrates, in particular cellulosic fiber materials. The inventive dyes are high-temperature-resistant and highly suitable for the single bath, one step dyeing of polyester/cotton mixed fabrics with a disperse dye for the polyester fibers under the dyeing conditions for polyester fibers.The inventive dyes are of the formula ##STR1## in which A is a radical of the formula ##STR2## A' has the meaning of A or is a mono- or polyazo dye radical which is different from A, R and R', independently of one another, are hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by chlorine, hydroxyl, cyano, carboxyl, sulfo, sulfato, methoxy, ethoxy, methoxycarbonyl or ethoxycarbonyl, R.sub.1 is hydroxyl, C.sub.1 -C.sub.4 alkoxy, halogen, C.sub.1 -C.sub.4 alkylthio, amino, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylamino which is unsubstituted or substituted in the alkyl moiety by hydroxyl, carboxyl or C.sub.1 -C.sub.
    Type: Grant
    Filed: June 19, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Schaulin
  • Patent number: 4996304
    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: February 23, 1990
    Date of Patent: February 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4990599
    Abstract: The invention relates to a process for dyeing or printing natural or synthetic polyamide fibre materials which comprises dyeing or printing these fibre materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -C.sub.4 alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: February 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Mausezahl, Peter Loew
  • Patent number: 4975530
    Abstract: 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: Grant
    Filed: November 22, 1989
    Date of Patent: December 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4968781
    Abstract: 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: Grant
    Filed: March 28, 1988
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Seitz, Karl Hoegerle
  • Patent number: 4968783
    Abstract: Reactive dyes useful for dyeing natural and synthetic fibers of the formula ##STR1## in which D.sub.1 is a benzene or naphthalene radical, which can be substituted, D.sub.2 is a benzene radical, which can be substituted, R.sub.1 is hydrogen or C.sub.1-4 -alkyl, the bridge member --N(R.sub.1)-- is bonded to a ring carbon atom of D.sub.2, R.sub.2 is hydrogen or C.sub.1-4 -alkyl, which can be substituted, and R.sub.3 is hydrogen or substituted or unsubstituted alkyl, cycloalkyl, aralkyl or aryl.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Seitz, Gert Hegar
  • Patent number: 4963659
    Abstract: Reactive dyes which are particularly suitable for the dyeing or printing of cellulose-containing fiber materials by the exhaust process or by the continuous process and give, at a high color yield, dyeings and prints having good fastness properties, having the formula ##STR1## in which D.sub.1 and D.sub.2, independently of one another, are each 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.sub.1, R.sub.2, B.sub.1 and B.sub.2, independently of one another, are hydrogen or alkyl having 1 to 4 carbon atoms, 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 is fluorine, chlorine, bromine, sulfo, C.sub.1 -C.sub.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: October 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4955987
    Abstract: 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: Grant
    Filed: December 6, 1985
    Date of Patent: September 11, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Roger Lacroix, Edmond Ruhlmann
  • 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: 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: 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: 4908436
    Abstract: 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: Grant
    Filed: October 23, 1986
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Scheibli
  • Patent number: 4906737
    Abstract: 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: Grant
    Filed: August 17, 1988
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Seiler, Gert Hegar, Ester Hegar-Zimmerman
  • Patent number: 4906739
    Abstract: A fibre-reactive azo dyestuff of the formula ##STR1## in which X is alkyl or alkoxy with 1 to 4 carbon atoms, carboxyl or halogen, n is 1, 2 or 3, m is 0 or 1, p is 0 or 1 and q is 0 or 1 and the benzene or naphthalene rings A, B and B' can contain further substituents in addition to SO.sub.3 H groups. The dyestuffs of the invention are suitable inter alia, for dyeing and printing silk, leather, wool, high molecular weight polyamide fibres and high molecular weight polyurethanes, but especially cellulose-containing materials having a fibrous structure.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Seiler, Gert Hegar
  • Patent number: 4904766
    Abstract: A monoazo compound represented by the following formula in a free acid form, ##STR1## wherein D is a sulfophenyl or sulfonaphthyl, R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl; B.sub.1 and B.sub.2 are independently phenylene, naphthylene, or alkylene, provided that at least one of B.sub.1 and B.sub.2 is phenylene or naphthylene, Y.sub.1 and Y.sub.2 are independently vinyl or --CH.sub.2 CH.sub.2 Z in which Z is splittable by the action of an alkali, and n is 0 or 1, and the monoazo compound is useful for dyeing or printing fiber materials to obtain dyed or printed products of extremely deep scarlet color excellent in various fastness with superior build-up property.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: February 27, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazufumi Yokogawa, Toshihiko Morimitsu, Naoki Harada, Takashi Omura, Sadanobu Kikkawa
  • Patent number: 4897469
    Abstract: 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: Grant
    Filed: April 1, 1988
    Date of Patent: January 30, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Heinz Eilingsfeld, Ruediger Iden
  • 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: 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: 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: 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: 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: 4843148
    Abstract: 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: Grant
    Filed: December 23, 1986
    Date of Patent: June 27, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Emil Bonometti, Herbert Seiler
  • 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: 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: 4841028
    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, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, A is a polymethylene radical having 2 to 6 C atoms (or its branched isomers) which can be substituted by chlorine, bromine, fluorine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms or carbamoyl, or an alkyleneoxalkylene radical having 1 to 6 C atoms in each alkylene member, independently of each other; Y is a radical --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: June 20, 1989
    Inventors: Peter Aeschlimann, Hansrudolf Schwander
  • Patent number: 4839468
    Abstract: 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: Grant
    Filed: November 13, 1984
    Date of Patent: June 13, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Nickel, Peter Wild, Frank-Michael Stohr
  • Patent number: 4839469
    Abstract: Dyestuffs of the formula ##STR1## wherein B=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 OSO.sub.3 H,u and v=H or SO.sub.3 H, with u=v,R=Cl, Br, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, COOH, SO.sub.3 H, NHCOCH.sub.3, SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 Hn=0, 1 or 2 ##STR2## These dyestuffs are outstandingly suitable for the dyeing and printing of materials containing hydroxyl groups or amide groups, such as cellulose, wool and polyamide, and give dyeings with good wet and light fastness properties.
    Type: Grant
    Filed: November 13, 1987
    Date of Patent: June 13, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4833235
    Abstract: 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: Grant
    Filed: October 7, 1987
    Date of Patent: May 23, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4818247
    Abstract: 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: Grant
    Filed: May 21, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Adolf Kaser
  • 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: 4808706
    Abstract: 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: Grant
    Filed: February 14, 1984
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Herbert Seiler
  • 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: 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: 4785081
    Abstract: 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: Grant
    Filed: September 22, 1986
    Date of Patent: November 15, 1988
    Assignee: Ciba-Geigy AG
    Inventor: Karlheinz Franke
  • 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: 4780532
    Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;q is 1/2 or 1p is 1 or 2L is a transition metal capable of complexing with a dyeM is H, ammonium, or a monovalent metal;B, D, F & E are H or substituents;X is NR.sup.1 R.sup.2, NR.sup.3 R.sup.4, --NR.sup.3 --Z--NR.sup.4 --, OR.sup.3, or the residue of a mono- or dis-azo chromophore comprising benzene, naphthalene or hetero-mono- or bi-cyclic diazo and coupling components, linked to the triazine nucleus through a primary or secondary amino linking group in which R.sup.3 and R.sup.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: October 25, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • 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: 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: 4764175
    Abstract: Metal-free compounds of the formula, ##STR1## and 1:1 copper complexes of metallizable metal-free compounds of said formula and internal and external salts of metal-free compounds of said formula and of 1:1 copper complexes of metallizable metal-free compounds of said formula, whereineach Q is independently linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O--, --S-- or --NR.sub.4 --; linear or branched C.sub.3-6 alkylene monosubstituted or disubstituted by hydroxy or --*NHCO--CH.sub.2 --, wherein the * denotes the atom attached to the --NR.sub.4 -- radical,each R.sub.1 is independently hydrogen, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, --SO.sub.2 NR.sub.3 R.sub.4, --CONR.sub.4 --C.sub.6 H.sub.5 or benzamido,R.sub.2 is hydrogen, hydroxy, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NHCONR.sub.3 R.sub.4,X is --NR.sub.5 R.sub.6 or --N.sup..sym. R.sub.7 R.sub.8 R.sub.9 An.sup..crclbar.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: August 16, 1988
    Assignee: Sandoz Ltd.
    Inventors: Jacky Dore, Reinhard Pedrazzi
  • 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: 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