Formazan Containing (i.e., Hnh-n=ch-n=nh, Wherein Substitution May Be Made For Hydrogen Only) Patents (Class 534/618)
  • Patent number: 10093816
    Abstract: The present invention is related to a novel high fixation ink composition for digital textile printing, which comprises: (A) at least one reactive dye compound with two reactive groups in an amount of 1% to 50% by weight; (B) an organic buffer in an amount of 0.05% to 10% by weight; (C) a humectant in an amount of 10% to 50% by weight; and (D) a solvent in remaining amount. When the aforesaid ink composition is applied in digital textile printing, fixation rate of dye on fabrics is high.
    Type: Grant
    Filed: April 26, 2016
    Date of Patent: October 9, 2018
    Assignee: EVERLIGHT CHEMICAL INDUSTRIAL CORPORATION
    Inventors: Hsiao-San Chen, Chuan-Hsi Lee, Chien-Yu Chen, Tz-Yi Wu, Hsuan Yang
  • Patent number: 9732467
    Abstract: An ink jet textile printing method includes recording by applying an ink composition containing a dye to a front surface of a fabric by an ink jet method and applying a liquid penetrant to the front surface or a rear surface of the fabric before or after the recording. The liquid penetrant includes a nitrogen compound having a boiling point of 230 to 260° C. and an alkyl polyol having a boiling point of 230 to 260° C. and does not substantially include alkyl polyols having a boiling point higher than 260° C.
    Type: Grant
    Filed: January 26, 2016
    Date of Patent: August 15, 2017
    Assignee: Seiko Epson Corporation
    Inventor: Hidehiko Komatsu
  • Patent number: 9045421
    Abstract: Method and reagent for converting a carboxylic acid to a positively charge amide are described. The method and reagent facilitate positive ion mass spectral analysis of carboxylic acids. The method includes reacting a carboxylic acid with a compound having formula I: wherein A and B are aromatic rings, ring A includes a quaternized nitrogen and has n additional ring atoms, each additional ring atom optionally substituted with an RA group, and n is an integer from 4 to 10, and ring B includes a carbon atom and has m additional ring atoms, each additional ring atom optionally substituted with an RB group, and m is an integer from 4 to 10. The compound includes at least one RA or RB group, and the at least one RA and RB group is -L-N(Z)H; and X? is a counterion.
    Type: Grant
    Filed: April 1, 2011
    Date of Patent: June 2, 2015
    Assignee: University of Washington
    Inventors: Michael H. Gelb, Frantisek Turecek, James Bollinger
  • Patent number: 7604669
    Abstract: Dye mixtures, comprising at least one dye of formula and at least one dye from the group of formulae wherein B1, B2 and B3 are each independently of the others an organic bridging member, Q1 is C1-C4alkyl, halogen or a radical —SO2-Z, Q2 and Q3 are each independently of the other C1-C4alkoxy, Q4 is C1-C4alkoxy, C1-C4alkyl, halogen or sulfo Q5 is C1-C4alkoxy, C1-C4alkyl, C1-C4alkanoylamino, ureido, halogen or sulfo, R1, R2, R3, R4, R5, R6, R7, R8 and R9 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, k and q are each independently of the other the number 0 or 1, n and p are each independently of the other the number 0, 1 or 2, m is the number 0, 1, 2 or 3, t is the number 1, 2 or 3, X1, X2, X3, X4, X5 and X6 are each independently of the others halogen, and T1, T2 and T3 are each independently of the others a non-fiber-reactive substituent or a fiber-reactive radical of formula wherein (R10)0-2 denotes from 0 to 2 identical or different substituents fr
    Type: Grant
    Filed: November 6, 2006
    Date of Patent: October 20, 2009
    Assignee: Huntsman International LLC
    Inventors: Jean-Marie Sire, Athanassios Tzikas, Georg Roentgen
  • Patent number: 7439340
    Abstract: A reactive dyestuff containing an alkylthio-s-triazinyl reactive group of the following formula (I) is disclosed, wherein A, X, Y, Z, R, Q, and a are defined the same as the specification. It is suitable for exhaust dyeing, cold batch-up dyeing and continuous dyeing materials that contain hydroxyl group or nitrogen group fibers.
    Type: Grant
    Filed: February 15, 2007
    Date of Patent: October 21, 2008
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
  • Patent number: 7326777
    Abstract: A fiber reactive dyestuff of the following formula (I) wherein the definition of D, R, R1, R2, X and Z have the same meaning as given in the specification. The fiber reactive dyestuff of the present invention is suitable for dyeing and printing on cellulose fiber or fiber materials containing cellulose. Dyed material with various excellent properties in dyed color can be obtained, showing especially outstanding performance in the property of wash fastness, build-up and chlorine fastness.
    Type: Grant
    Filed: October 6, 2005
    Date of Patent: February 5, 2008
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hong-Chang Huang
  • Patent number: 7087730
    Abstract: Reactive dyes of formula (I), wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, Q1, and Q2 are each independently of the other hydrogen or unsubstituted or substituted C1–C4alkyl, (Q3)n denotes n substituents selected from the group C1–C4alkyl, C1–C4alkoxy, halogen and sulfo, X is halogen, 3-carboxypyridin-1-yl, 3-carbamoylpyridin-1-yl, hydroxy, C1–C4alkoxy unsubstituted or substituted in the alkyl moiety, phenoxy unsubstituted or substituted in the phenyl moiety, C1–C4alkylthio unsubstituted or substituted in the alkyl moiety, unsubstituted or substituted amino, or an N-heterocycle which may or may not contain further hetero atoms, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, k is a number 2, 3, 4, 5 or 6, m is a number 0 or 1, and n is a number 0, 1 or 2, with the proviso that when A denotes a monoazo chromophore it is not directly linked to the triazinyl radical through a hydroxyna
    Type: Grant
    Filed: July 15, 2003
    Date of Patent: August 8, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Bernhard Müller, Georg Roentgen
  • Patent number: 7057024
    Abstract: Black-dyeing aqueous inks comprising 20 to 95% by weight of at least one dye (A), together with 5 to 80% by weight of at least one dye chosen from the group consisting of (B) and (C), based on the total weight of the dyes (A), (B) and (C) in the ink, and 1 to 40% by weight of a water-miscible organic solvent, based on the total weight of the ink, the dye (A) containing, as the colouring part of the molecule, one or more radicals of the formula (I), (II), (III) or (IV) the dye (B) containing, as the coloring part of the molecule, one or more mono- or disazo radicals containing sulfo groups or one or more radicals of the formula (V), (VI), (VII) or (VIII) and the dye (C) containing, as the coloring part of the molecule, one or more mono- or disazo radicals containing sulfo groups or one or more radicals of the abovementioned formula (V), (VI), (VII) or (VIII) and one or more radicals of the abovementioned formula (I), (II), (III) or (IV), in which (G)0-2 is 0 to 2 identical or different substituen
    Type: Grant
    Filed: January 30, 2002
    Date of Patent: June 6, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Athanassios Tzikas, Marcel Frick
  • Patent number: 7015314
    Abstract: This invention relates to novel fibre-reactive formazan dyes of the formula (I): where the symbols are each as defined in claim 1, their preparation, their use for dyeing and printing hydroxyl-containing or nitrogenous organic substrates and substrates dyed or printed with these compounds.
    Type: Grant
    Filed: July 29, 2002
    Date of Patent: March 21, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Markus Gisler
  • Patent number: 6864361
    Abstract: The present invention refers to dyestuffs of the formula I wherein each of R1, R2, R3, R4 and R5, independently, is H or an optionally substituted alkyl group; each of X1 and X2, independently, is a labile atom or group; each of x and y, independently, is 0 or 1 and at least one of x and y is 1; each of a and b is 2 to 5 and when each of x and y is 1, a>b; and z is 0, 1, 2, 3 or 4; and wherein the variables D1 and D2 are defined as given in claim 1, processes for their preparation and their use for dyeing and printing hydroxy- and/or carboxamido-containing fiber materials.
    Type: Grant
    Filed: July 1, 2003
    Date of Patent: March 8, 2005
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Warren James Ebenezer, Werner Russ
  • Publication number: 20040167321
    Abstract: This invention relates to novel fibre-reactive formazan dyes of the formula (I): 1
    Type: Application
    Filed: January 22, 2004
    Publication date: August 26, 2004
    Inventor: Markus Gisler
  • Publication number: 20030060608
    Abstract: Disclosed are compositions for printing recording materials, especially textile fibre materials, paper and papery substrates and plastic films and plastic transparencies by the inkjet printing process, including
    Type: Application
    Filed: September 20, 2002
    Publication date: March 27, 2003
    Inventors: Ludwig Hasemann, Reinhard Pedrazzi, Josef Geisenberger, Josef Ritter, Hans-Tobias Macholdt, Andreas Wuzik
  • Patent number: 6444794
    Abstract: Disclosed are water-soluble dyes, such as azo dyes, metal complex dyes, anthraquinone, phthalocyanine and formazan dyes which, optionally via a bridge member, possess a fiber-reactive group of the vinyl sulfone series and further contain a 4-cyanamido-1,3,5-triazin-6-ylamino radical which is 2-substituted by a group of the general formula (2) where Rz is hydrogen, lower alkyl optionally substituted by alkyl, hydroxyl, cyano, lower alkoxy, carboxyl, sulfamoyl, sulfo or sulfato or an optionally substituted phenyl radical, or is a cyclohexyl radical or an optionally substituted phenyl radical, W is an alkyl radical which is substituted by a reactive group and may be interrupted by a hetero atom, A is zero or 1 and B is 1 or 2, subject to the proviso that the sum of (A+B) is 2.
    Type: Grant
    Filed: May 22, 2000
    Date of Patent: September 3, 2002
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Jörg Dannheim, Stefan Ehrenberg
  • Patent number: 6407220
    Abstract: The present invention provides reactive formazan dyestuffs of the general formula (I), Wherein A, B, D, Me, Q, R, and Z are defined in this document. The dyes according to the invention are distinguished by high fixation and a very good build-up. They are distinguished also by a low substantivity and a high exhaustion, and they have fiber-reactive properties and are very highly suitable for dyeing and printing of materials containing either cellulose fibers.
    Type: Grant
    Filed: December 14, 2001
    Date of Patent: June 18, 2002
    Assignee: Everlight USA, Inc.
    Inventors: Huei Ching Huang, Wen-Jang Chen
  • Patent number: 6399751
    Abstract: This application relates to reactive dyes having at least one halobenzene nucleus linked to a chromophoric group via an amino linkage and additionally containing a second reactive group.
    Type: Grant
    Filed: July 24, 2000
    Date of Patent: June 4, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Warren James Ebenezer, David Greenwood, Michael Gordon Hutchings, Michael Alan Rabjohns, Andrea Maria Zamponi
  • Patent number: 6353094
    Abstract: Dyes of the formula in which Me, R1, X1, A, u and q are as defined in the specification are particularly suitable for dyeing cotton and produce dyeings with good all-round properties.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: March 5, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Herbert Klier
  • Patent number: 6329514
    Abstract: A fiber reactive dyestuff of the following formula (I) wherein the definition of D, and Z the same meaning as given in the description. The fiber reactive dyestuff of the present invention is suitable for dyeing and printing on cellulose fiber or fiber materials containing cellulose. Dyed material with various excellent properties in dyed color can be obtained, showing especially outstanding performance in the property of wash fastness.
    Type: Grant
    Filed: February 8, 2000
    Date of Patent: December 11, 2001
    Assignee: Everlight USA, Inc.
    Inventors: Huei Ching Huang, Keh Loong Chen, Mao Cheng Hsu, Ta Chung Yin
  • Patent number: 6307034
    Abstract: Reactive dyes of formula (1) wherein R1, R2, R3 and R4 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, X1 and X2 are halogen, B is a C2-C12alkylene radical which may be interrupted by 1, 2 or 3 —O— members and is unsubstituted or substituted by hydroxy, A is a formazan radical of formula (2) or (3) D is a radical of formula (4) or (5)  wherein m, n and R5 are as defined in the claims are suitable especially for dyeing or printing hydroxy-group-containing or nitrogen-containing fiber materials. Olive-green dyeings are obtained having good fastness properties and a high tinctorial yield.
    Type: Grant
    Filed: September 25, 2000
    Date of Patent: October 23, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Hans Reichert
  • Patent number: 6281339
    Abstract: Monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine dyes comprising at least one structural unit of formula (1) wherein Z is C1-C24alkoxy unsubstituted or substituted in the alkyl moiety, or uninterrupted or interrupted in the alkyl moiety by oxygen; phenoxy unsubstituted or substituted in the phenyl ring; C1-C4alkylthio unsubstituted or substituted in the alkyl moiety; phenylthio unsubstituted or substituted in the phenyl ring; amino; N-mono- or N,N-di-C1-C24-alkylamino, unsubstituted or substituted in the alkyl moiety, or uninterrupted or interrupted in the alkyl moiety by oxygen or by a radical —NR1— in which R1 is hydrogen or C1-C4alkyl; C10-C20terpeneamino; C5-C7cycloalkylamino unsubstituted or substituted in the cycloalkyl ring; phenyl- or naphthyl-amino or N—C1-C4alkyl-N-phenyl- or N—C1-C4alkyl-N-naphthyl-amino, each unsubstituted or substituted in the aryl moiety; morpholino; piperazin-1-yl or piperidin-1-yl, and X is hyd
    Type: Grant
    Filed: September 13, 2000
    Date of Patent: August 28, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6197941
    Abstract: Reactive dyes of the formula I where a is 1 or 2, b is 0 or 1, Y is vinyl or a radical of the formula C2H4Q, where Q is an alkali-detachable group, Het is the radical of a 5- or 6-membered aromatic hetero-cyclic ring having from 1 to 3 hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, W is either in case 1) the radical of a coupling component, of a monoazo dye or additionally, when b=0, of a disazo dye, which may each bear further fiber-reactive groups, or in case 2) the radical of a chromophore which optionally has further fiber-reactive groups and is derived from an optionally metallized mono- or disazo dye, a triphendioxazine, an anthraquinone, a metallized formazan or a metallized phthalocyanine, and L1 and L2 are each a bridge member, are useful for dyeing or printing hydroxyl-containing or nitrogenous substrates.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: March 6, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Andrea Zamponi, Manfred Patsch, Helmut Hagen, Bernd-Peter Walther
  • Patent number: 6086640
    Abstract: For dyeing (printing, for example) cellulose fibers with a reactive dye, a blue compound is greatly desired, the blue compound being capable of generating a product dyed in blue at excellent dyeing reproducibility and with good light fastness and superior fastness against chlorine water, involving less staining of white area. The invention relates to a formazan compound in a free acid form as represented by the following formula I, a dyeing method of cellulose fibers using the same and a final dyed product prepared by the method, characterized in that the compound, the method and the product are suitable so as to overcome the problem.Formula I ##STR1## (wherein R represents hydrogen, sulfo group, hydroxyl group, halogen, a C1-C4 alkyl group, a C1-C4 alkoxyl group or carboxyl group; and M represents copper or nickel.
    Type: Grant
    Filed: August 9, 1999
    Date of Patent: July 11, 2000
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Toru Tabei, Eiichi Ogawa, Shin-ichi Namba
  • Patent number: 6060591
    Abstract: The disclosed dyes (which are fiber-reactive and are useful for dyeing materials containing OH and/or carboxamide groups) are compounds of the formula (1)Fb--Z.sub.n (1)in which:Fb is the radical of various classes of dyestuffs, including the formazans, azomethines, phthalocyanines, etc., and particularly sulfo group-containing monoazo or disazo dyes of the formulas (a-1) through (a-5):D.sup.1 --N.dbd.N--K.sup.2 -- (a-1)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.1 (a-2)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.2 -- (a-3)D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-4)--D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-5)in which in which D.sup.1 is a substituted or unsubstituted phenyl or naphthyl radical, D.sup.2 is the radical of a diazo component and K.sup.1, K.sup.2, and K.sup.0 are various coupling components, and E is a middle component.
    Type: Grant
    Filed: December 1, 1997
    Date of Patent: May 9, 2000
    Assignee: Dy Star Textilfarben GmbH & Co. Deutschland K.G.
    Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
  • Patent number: 6046311
    Abstract: Dyes containing a 5,6-difluoropyrimidin-4-yl radical as fiber-reactive group are useful for dyeing hydroxy- and/or carboxamido-containing material, including fiber material, for example cellulose fibers, wool and polyamide.
    Type: Grant
    Filed: March 19, 1998
    Date of Patent: April 4, 2000
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
  • Patent number: 6025478
    Abstract: Reactive dyestuff of the formula ##STR1## wherein D is a radical of a monaozo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone or nitroaryl organic dyestuff,a process for their preparation and their use for dyeing fiber materials containing OH groups and NH groups have been found.
    Type: Grant
    Filed: February 27, 1998
    Date of Patent: February 15, 2000
    Assignee: Bayer AG
    Inventors: Klaus Kunde, Karl-Josef Herd
  • Patent number: 5936072
    Abstract: A description is given of reactive dyes of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, sulfo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,X is fluoro or chloro, andY is a --CHT--CH.sub.2 T or --CT.dbd.CH.sub.2 group, and T is bromo or chloro. The reactive dyes of formula (1) are particularly suitable for dyeing or printing cellulosic fiber materials.
    Type: Grant
    Filed: March 12, 1998
    Date of Patent: August 10, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Herbert Klier
  • Patent number: 5936073
    Abstract: The present invention provides the reactive formazan dyestuffs of the following formula (I), ##STR1## wherein m, Y, R, X.sub.1, X.sub.2, and M are defined in this document. These kinds of dyestuffs have deep-dyeing ability, and they are suitable for dyeing and printing of materials containing either cellulose fibers, such as cotton, synthetic cotton, hemp, and synthetic hemp.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: August 10, 1999
    Assignee: Everlight USA, Inc.
    Inventors: Duncan Adrian Sidney Phillips, John Anthony Taylor, Wen-Jang Chen
  • Patent number: 5931975
    Abstract: Dyes of the formula ##STR1## in which A.sub.1 and A.sub.2 independently of one another are 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,R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,Y.sub.1 and Y.sub.2 independently of one another are halogen, carboxypyridinium, substituted or unsubstituted amino or a heterocyclic radical bonded via a nitrogen atom andn is a number from 1 to 7,are particularly suitable for dyeing or printing fiber materials containing hydroxyl groups or nitrogen. Dyeings with good fastness properties are obtained with a high dyeing yield.
    Type: Grant
    Filed: October 16, 1997
    Date of Patent: August 3, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Bernhard Muller, Patric Nowack
  • Patent number: 5929217
    Abstract: Reactive dyes of the formula I ##STR1## where a is 1 or 2,b is 0 or 1,Z.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, nitro, amino, hydroxysulfonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.6 -mono- or dialkylcarbamoyl,A is methylene, carbonyl, sulfonyl or a radical of the formula CH.sub.2 --CO or CH.sub.2 --SO.sub.2,X is a direct linkage or a linker,Y.sup.1 is vinyl or a radical of the formula C.sub.2 H.sub.4 Q where Q is a group which can be eliminated under alkaline conditions,W is in case 1) the radical of a chromophore which may have further reactive groups, or in case 2) the radical of a coupling component to which additionally the radical of a diazo component may be linked via an azo bridge and which may have additional reactive groups, andL.sup.1 and L.sup.2 are each linkers,their intermediates and a process for dyeing or printing substrates having hydroxyl groups or nitrogen atoms using the novel dyes are described.
    Type: Grant
    Filed: March 22, 1996
    Date of Patent: July 27, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Hermann Loffler, Claus Marschner
  • Patent number: 5858026
    Abstract: The invention relates to dicyclic metal complex formazan dye derivatives and processes for producing compositions and for using them in dyeing processes.
    Type: Grant
    Filed: December 5, 1996
    Date of Patent: January 12, 1999
    Assignee: Kyung-In Synthetic Corporation
    Inventors: Dong Gil Kim, Sung Yong Cho
  • Patent number: 5837827
    Abstract: Compounds of the formula ##STR1## in which the variables have the meaning given in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials are described.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: November 17, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hans Reichert, Herbert Klier
  • Patent number: 5834601
    Abstract: Dyes of the formula (1) indicated and defined below, containing at least one sulfo group, which can be used for dyeing hydroxy and/or carboxamido-containing material, especially fiber material, for example cellulosic fiber materials, wool and synthetic polyamide. ##STR1## in which F is the radical of a dye molecule, n is the number 1 or 2, R.sup.A is hydrogen or substituted or unsubstituted lower alkyl, R.sup.B is hydrogen, unsubstituted or substituted lower alkyl or unsubstituted or substituted phenyl, X is halogen, R is hydrogen, lower alkyl, lower alkoxy halogen or sulfo, and G at the benzene ring forms the radical of a heterocycle which includes at least one carbonylamido group whose N atom can be substituted.
    Type: Grant
    Filed: October 17, 1997
    Date of Patent: November 10, 1998
    Assignee: Dystar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Ehrenberg, Christian Schumacher
  • Patent number: 5760194
    Abstract: Reactive dyes of the formula ##STR1## in which D is a radical of the formula ##STR2## are particularly suitable for dyeing or printing natural or synthetic polyamide fibre materials.
    Type: Grant
    Filed: November 19, 1996
    Date of Patent: June 2, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 5717078
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,X.sub.1 and X.sub.2 are halogen,B.sub.1 is an aromatic or aliphatic bridge member, or the radical of the formula --N(R.sub.2)--B.sub.1 --N(R.sub.3)-- is a piperazine radical,A.sub.1 is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore and,A.sub.2 is a radical of the formula ##STR2## in which D.sub.1 is substituted or unsubstituted phenyl or naphthyl,R.sub.5 and R.sub.6 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, alk is substituted or unsubstituted C.sub.2 -C.sub.6 alkylene andZ is vinyl or a radical --CH.sub.2 --CH.sub.2 --U.sub.1, and U.sub.1 is a leaving group, andthe radicals A.sub.1 and A.sub.
    Type: Grant
    Filed: August 22, 1996
    Date of Patent: February 10, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 5717077
    Abstract: A phthalocyanine monoazo compound which is represented by the following formula (I): ##STR1## wherein Pc represents a phthalocyanine group; M represents nickel, cobalt or copper;R.sub.1 represents a hydrogen atom or a lower alkyl group;R.sub.2 and R.sub.3 represent a hydrogen atom, a lower alkyl group, a lower alkoxy group or a sulfo group;R.sub.4 represents a hydrogen or a lower alkyl group;A represents a group containing a triazine group or a pyrazole group and/or --SO.sub.2 X wherein X represents --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Y and Y represents a group splittable by the action of an alkali;p is a number of 0-2; q is a number of 1-3; r is a number of 1-2; p+q+r is 4 or lessor which is a salt of the compound of formula (I).
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: February 10, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshiyuki Araki, Takemi Tokieda, Shin-ichi Yabushita, Yasuyoshi Ueda, Bunzi Tsukise
  • Patent number: 5684138
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,B is an aliphatic bridge member,Y.sub.1 and Y.sub.2 independently of one another are halogen or carboxypyridinium,A.sub.1 is the radical of an anthraquinone, phthalocyanine, dioxazine, formazan or disazo dye or a radical of the formulae (2a) to (2h) defined in claim 1 andA.sub.2 is as defined above for A.sub.1 or is a radical of the formulae (2i) to (2m),where A.sub.1 and A.sub.2 have different meanings to one another, are particularly suitable for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. Dyeings having good fastness properties coupled with a high tinctorial yield are obtained.
    Type: Grant
    Filed: May 29, 1996
    Date of Patent: November 4, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Herbert Klier, Bernhard Muller, Edmond Ruhlmann, Athanassios Tzikas
  • Patent number: 5677434
    Abstract: A family of 1:2 Fe-complexed formazan dyes is described. The dyes unexpectedly afford reddish-violet, violet, blue and black shades on natural and synthetic substrates. Methods for synthesizing the dyes and for dyeing a substrate are described. The dyes represent environmentally friendly alternatives to conventional Cr- and Co-based azo and formazan dyes.
    Type: Grant
    Filed: May 31, 1996
    Date of Patent: October 14, 1997
    Assignee: North Carolina State University
    Inventors: Harold S. Freeman, Jolanta Sokolowska-Gajda, Abraham Reife
  • Patent number: 5599911
    Abstract: Reactive dyes of the formula ##STR1## in which the variables have the meanings stated in the claims, are described. The dyes according to the invention are particularly suitable for dyeing cellulosic fibre materials and give dyeings with good fastness properties and a high color yield.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: February 4, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Bernhard M uller, Athanassios Tzikas
  • Patent number: 5591834
    Abstract: Reactive dyestuffs of the formula ##STR1## in which Z is a cyano-free pyrimidine reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: January 7, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5565553
    Abstract: Reactive dyes of the formula ##STR1## where A, K and Z are each as defined in the claims, are especially useful for dyeing or printing cellulosic fiber materials, producing dyeings and prints having good fastness properties in a high yield.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: October 15, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
  • Patent number: 5563248
    Abstract: The invention is a dye composition containing two or more dyes of the vinyl sulfone type which can be used in combination to dye polyamide substrates. Preferably the dye compositions of the invention contain at least three dyes of different primary colors.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: October 8, 1996
    Assignee: Hoechst Celanese Corporation
    Inventors: Walter Helmling, Philomen DeCroos
  • Patent number: 5552532
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,B is an aliphatic bridge member,Y.sub.1 and Y.sub.2 independently of one another are halogen or carboxypyridinium,A.sub.1 is the radical of an anthraquinone, phthalocyanine, dioxazine, formazan or disazo dye or a radical of the formulae (2a) to (2h) defined in claim 1 andA.sub.2 is as defined above for A.sub.1 or is a radical of the formulae (2i) to (2m),where A.sub.1 and A.sub.2 have different meanings to one another, are particularly suitable for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. Dyeings having good fastness properties coupled with a high tinctorial yield are obtained.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: September 3, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Klier, Bernhard M uller, Edmond Ruhlmann, Athanassios Tzikas
  • Patent number: 5548071
    Abstract: The invention relates to compounds of the formula ##STR1## where the variables are each as defined in the claims. The compounds are suitable for use as dyes, in particular for dyeing and printing cellulose-containing fibre materials and produce dyeings and prints having good allround fastness properties.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: August 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas, Paul Herzig
  • Patent number: 5536876
    Abstract: Fiber-reactive formazan dyes are prepared by diazotizing a protectively formylated hydroxyphenylenediamine, coupling with a hydrazone compound, metallizing, eliminating the protective group, and reacting with a halotriazine and optionally thereafter with an amine or a hydroxy compound via novel aminophenol intermediates.
    Type: Grant
    Filed: October 31, 1994
    Date of Patent: July 16, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Manfred Patsch
  • Patent number: 5491221
    Abstract: Fibre-reactive formazan compounds, salts thereof or free acid forms thereof according to formula (I) ##STR1## in which R.sub.1 is hydrogen or --COOH, each of R.sub.2 and R.sub.4 is independently hydrogen, --COOH, --SO.sub.3 H, --NHCOCH.sub.3, --NHCOCHY.sub.2 --CH.sub.2 Y.sub.1, --NHCOCY.sub.2 .dbd.CH.sub.2 or --NHCOCH.sub.2 Y.sub.1,R.sub.3 is hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, --COOH or --SO.sub.3 H,Y.sub.1 is chlorine, bromine, --OSO.sub.3 H or --SSO.sub.3 H,Y.sub.2 is hydrogen, chlorine or bromine, andZ is ##STR2## The compounds are particularly useful in dyeing or printing hydroxy-group containing or nitrogen-containing organic substrates, including leather, fiber materials, and textiles.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: February 13, 1996
    Assignee: Sandoz Ltd.
    Inventors: Markus Gisler, Roland Wald
  • Patent number: 5488100
    Abstract: There are described formazan dyes of the formula ##STR1## where m and n are each 1 or 2,Kat.sup..sym. is the equivalent of a cation,Me is copper or nickel,X is oxygen or a radical of the formula CO--O or SO.sub.2 --O,Y is vinyl or a radical of the formula C.sub.2 H.sub.4 --Q, wherein Q is a group that is detachable under alkaline reaction conditions,E is a fiber-reactive radical,the rings A and B may be substituted and benzofused, andthe ring C may be substituted,the use thereof for dyeing or printing hydroxyl- or nitrogen-containing organic substrates, novel aminophenols and a process for preparing same.
    Type: Grant
    Filed: March 22, 1995
    Date of Patent: January 30, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Manfred Patsch
  • Patent number: 5484899
    Abstract: The invention relates to compounds of the formula ##STR1## in which the variables are as defined in the claims. The compounds are suitable as dyes, in particular for dyeing and printing cellulosic fibre materials, and produce dyeings and prints with good all-round fastness properties.
    Type: Grant
    Filed: May 3, 1994
    Date of Patent: January 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas
  • Patent number: 5463031
    Abstract: Reactive dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the dyeing and printing of cellulose materials and nitrogen-containing materials.They produce dyeings and prints having good wet and light fastness properties.
    Type: Grant
    Filed: April 12, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte
  • Patent number: 5451666
    Abstract: A water-soluble dye having a reactive group of the Formula (1): ##STR1## wherein: R.sup.1 is H or optionally substituted alkyl;R.sup.2 is H or C.sub.1-4 -alkyl;L is a divalent organic spacer group; andV is vinyl or a group convertible to vinyl on treatment with aqueous alkali.The reactive dyes of the present invention are useful for coloring natural and artificial textile materials containing amino or hydroxyl groups.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: September 19, 1995
    Assignee: Zeneca Limited
    Inventor: Kenneth Anderton
  • Patent number: 5451665
    Abstract: The invention relates to dye mixtures which contain dyes of the formulae ##STR1## and to dyes of the formula ##STR2## in which A.sub.1, A.sub.2, A.sub.3, B, B.sub.1, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z,.sub.2, X.sub.1, X.sub.2 and X.sub.3 are as defined in claim 1.The dyes and dye mixtures are distinguished by generally good properties and produce dyeings and prints having good wet and light fastness properties.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: September 19, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5420255
    Abstract: A process for the continuous reaction of halogenopyrimidines with amines, a halogenopyrimidine and an aqueous amine solution or suspension being passed into a reactor and the reaction product being subsequently conducted away, is described, characterized in that the starting materials are introduced into the reactor simultaneously and continuously with intensive mixing.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegbert Arnold, Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Richard Sommer