Heterocyclic Patents (Class 8/686)
  • Patent number: 9515206
    Abstract: Electron-deficient fluorous porphyrin molecules may have dual functions of light harvesting and electron accepting or donating and may be ideally suited for use in organic solar cells. Methods of making electron-deficient fluorous porphyrin molecules are described.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: December 6, 2016
    Assignee: The University of South Dakota
    Inventor: Haoran Sun
  • Patent number: 8968610
    Abstract: The invention relates to a polymer composition which absorbs infrared radiation (IR), containing a transparent thermoplastic plastic, an inorganic infrared absorber, also referred to as IR absorber hereinbelow, at least one inorganic nano-scale pigment, and the combination of at least two organic coloring agents of a specific structure, and to the preparation and use of the polymer compositions according to the invention and to products produced therefrom.
    Type: Grant
    Filed: December 15, 2011
    Date of Patent: March 3, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Alexander Meyer, Gunther Stollwerck, Joerg Reichenauer
  • Patent number: 8911509
    Abstract: Reactive dye mixtures comprising at least one red dyeing dye and at least one blue, yellow, orange or brown dyeing dye and their use in methods for the dichromatic or trichromatic dyeing or printing of cellulosic fiber materials are described. The reactive dye mixtures yield dyeings or prints having good reproducibility and good all-round fastness properties.
    Type: Grant
    Filed: January 13, 2011
    Date of Patent: December 16, 2014
    Assignee: Huntsman International LLC
    Inventors: Athanassios Tzikas, Georg Roentgen, Marco Casartelli, Remo Codemo, Jean-Francois Landre
  • Patent number: 8641784
    Abstract: The present invention relates to organic coloring agents with a high color stability to weathering for thermoplastics. The invention furthermore relates to a polymer composition containing at least one thermoplastic and at least one organic coloring agent, preferably a combination of at least two organic coloring agents, of a specific structure. The invention moreover relates to the use of the coloring agents according to the invention for coloring polymer compositions, in particular for transparent formulations such as are required for the production of panes for use in buildings, motor vehicles and track vehicles or aircraft.
    Type: Grant
    Filed: December 15, 2011
    Date of Patent: February 4, 2014
    Assignee: Bayer MaterialScience AG
    Inventors: Alexander Meyer, Michael Wagner, Joerg Reichenauer
  • Patent number: 8216688
    Abstract: In a dyeing method of an aluminum-based member, a first color forming material is held in a hole of a first region of an anodized film, a second color forming material is held in holds of a second region that is smaller than the first region by diagonally spraying, When the second colored layer is formed, a gradation region is formed in a boundary with the first region and the second region, and the hole are closed.
    Type: Grant
    Filed: March 17, 2011
    Date of Patent: July 10, 2012
    Assignee: Corona Kogyo Corporation
    Inventor: Masao Yamaguchi
  • Patent number: 8119802
    Abstract: This invention relates to process for preparing fluorinated dyes selected from the group consisting of compounds of the general formulae (I) and (III) and mixtures thereof by reacting the corresponding compounds which do not have R12 or R30 as substituents with compounds of the general formula R12A or R30A where A is selected from the group consisting of I and Br, the compounds obtained from said process and the use of these fluorinated dyes in electrophoretic displays.
    Type: Grant
    Filed: August 29, 2007
    Date of Patent: February 21, 2012
    Assignees: BASF Aktiengesellschaft, Sipix Imaging Inc.
    Inventors: Nicolle Moonen, Stephan Hess, Jianqiang Qu, Markus Hoffmann, Ying-Syi Li, Jin Yang, Gerhard Wagenblast, Alfred Rennig, Thomas Gessner, Helmut Reichelt, Patrick Amrhein
  • Patent number: 8083811
    Abstract: Dye mixtures, comprising at least one dye of formula and at least one dye from the group of formulae wherein the substituents are defined in the specification.
    Type: Grant
    Filed: October 30, 2007
    Date of Patent: December 27, 2011
    Assignee: Huntsman International LLC
    Inventors: Georg Roentgen, Athanassios Tzikas, Hubert Jean Luc Christnacher
  • Patent number: 7931939
    Abstract: In a dyeing method of an aluminum-based member, a first color forming material is held in a hole of a first region of an anodized film, a second color forming material is held in holds of a second region that is smaller than the first region by diagonally spraying, When the second colored layer is formed, a gradation region is formed in a boundary with the first region and the second region, and the hole are closed.
    Type: Grant
    Filed: December 29, 2008
    Date of Patent: April 26, 2011
    Assignee: Corona Kogyo Corporation
    Inventor: Masao Yamaguchi
  • Patent number: 7435270
    Abstract: A composition comprising (A) at least one nickel complex pigment and (B) at least one disperse dye of formula (1) or (2) wherein R1 is hydrogen, hydroxy or a radical —NHCO—R6 wherein R6 is C1-C6alkyl or unsubstituted or C1-C4alkyl- or halo-substituted phenyl, R2 is hydrogen, hydroxy or a radical W—R7 wherein W is —NHCO— or —S— and R7 is C1-C6alkyl or unsubstituted or C1-C4alkyl- or halo-substituted phenyl, R3 is hydrogen, R4 is hydrogen or hydroxy, R5 is hydrogen, or R3 and R4 together form the radical of formula wherein the rings A and B, independently of one another, may carry further substituents, R8 is hydrogen or —CO—C2-C6alkyl wherein the C2-C6alkyl radical may be substituted by carboxy, or a radical wherein R11 is hydrogen, C1-C4alkyl, hydroxy, carboxy or halogen, R12 is hydrogen, C1-C4alkyl or halogen and R13 is hydrogen or C2-C3alkyl or, when R10 is halogen, R13 may be methyl, R9 is hydrogen or halogen, R10 is hydrogen or halogen, and n is a number 0, 1 or 2, with the proviso that R9, R10, R11, R12,
    Type: Grant
    Filed: April 14, 2004
    Date of Patent: October 14, 2008
    Assignee: Huntsman International LLC
    Inventors: Jean Pierre Luttringer, Rainer Hildebrand
  • Patent number: 7429275
    Abstract: Disclosed herein is the use of at least one compound chosen from porphyrin compounds and phthalocyanin compounds for dyeing human keratin materials. Further, disclosed herein is a composition comprising, in a suitable dyeing medium, at least one compound from porphyrin compounds and phthalocyanin compounds as at least one direct dye, and also to a ready-to-use composition comprising this at least one direct dye. Furthermore, disclosed herein is a dyeing process using the composition or the ready-to-use composition, and also to a device for implementing this process. Finally, disclosed herein are phthalocyanin compounds.
    Type: Grant
    Filed: December 23, 2005
    Date of Patent: September 30, 2008
    Assignee: L'Oreal S.A.
    Inventors: Leila Hercouet, Alain Lagrange
  • Patent number: 7220843
    Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 22, 2007
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Dominique Pflieger, Hans Joachim Metz
  • Patent number: 6997978
    Abstract: The present invention is drawn to magenta dye blends and magenta ink-jet inks that can be used in ink sets for creating photo quality images. The dye blend can comprise a nickel-containing azo dye blended with a rhodamine dye at a 1:80 to 125:4 weight ratio.
    Type: Grant
    Filed: July 18, 2003
    Date of Patent: February 14, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Alexey S Kabalnov, Charles G. Dupuy, Patricia A Wang
  • Patent number: 6991676
    Abstract: The present invention is drawn to dye sets for formulating ink-jet ink sets, and to specific ink sets. The dye set can comprise cyan colorant including a phthalocyanine dye; magenta colorant including a copper- or nickel-containing azo dye; and yellow colorant including at least one of Yellow 1189 dye and Yellow 104 dye yellow colorant having the structure Formula 1: wherein R1 is H, SO3M, COOM, or SO2NH2; and wherein R2 is H, SO3M, COOM, or SO2NH2; and wherein R3 is H or CH3; and wherein n and m are 2, 3, 4, 5 or 6; and wherein M is H, Na, Li, K, ammonium, ammonium substituted with alkyl or combinations thereof. Optionally, a cyan triarylmethine dye such as Acid Blue 9, or another similar cyan dye, can be blended with the phthalocyanine dye; a rhodamine dye can be blended with the copper- or nickel-containing azo dye; and/or Acid Yellow 17 or Acid Yellow 23 can be blended with Formula 1.
    Type: Grant
    Filed: July 18, 2003
    Date of Patent: January 31, 2006
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Alexey S Kabalnov, Charles G. Dupuy, Luanne J. Rolly, Naomi Oak, Patricia A Wang
  • Patent number: 6974497
    Abstract: Claimed are compounds of formula (I) where the substituents are each as defined in the claims, their preparation, their use as dyes and as a ingredients of an ink-jet printing ink and also substrates dyed with such compounds.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: December 13, 2005
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Rainer Nusser
  • Patent number: 6797014
    Abstract: Process for the production of dyed oxide layers on aluminum or aluminum alloys by dyeing in an aqueous dyebath, rinsing with water and sealing, in which the dyeing is carried out using at least one water-soluble anionic dye (A) which possesses at least one substituent and/or component combination with a ligand character that is capable of forming a nickel complex with nickel ions, and the sealing is carried out by cold sealing with at least one sealing agent preparation (B) containing nickel ions Ni2+ and fluoride ions F− and optionally hot secondary sealing with water, especially for achieving dyeings of improved light fastness.
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: September 28, 2004
    Assignee: Clariant Finance Limited
    Inventors: Georg Schöfberger, Günther Tscheulin
  • Publication number: 20030226221
    Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.
    Type: Application
    Filed: January 24, 2003
    Publication date: December 11, 2003
    Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
  • Patent number: 6451071
    Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.
    Type: Grant
    Filed: March 28, 2000
    Date of Patent: September 17, 2002
    Assignee: Milliken & Company
    Inventor: John D. Bruhnke
  • Patent number: 6309427
    Abstract: 1:2 chromium complex dyes of the formula in which R signifies C1-9-alkyl or a radical of the formula R1 signifies C1-4-alkyl, —COOM, —COOR5 or —CONH2, R2 signifies hydrogen or —SO3M, R3 signifies hydrogen, methyl or methoxy, R4 signifies hydrogen, methyl, methoxy or chloro, n signifies from 0 to 3, M signifies hydrogen or a non-chromophoric cation and Kat+ signifies hydrogen or a non-chromophoric cation are suitable for dyeing artificially produced oxide layers on aluminium or aluminium alloys and so give highly lightfast dyeings in orange shades.
    Type: Grant
    Filed: December 14, 1999
    Date of Patent: October 30, 2001
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Körte
  • Patent number: 6287348
    Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: September 11, 2001
    Assignee: Milliken & Company
    Inventor: John D. Bruhnke
  • Patent number: 6241789
    Abstract: Process for dyeing or printing paper, films of plastic or fibre material containing hydroxyl groups or containing nitrogen with reactive dyes, which comprises using at least one reactive dye of the formula (1) from the following group a) and at least one reactive dye from the following groups b), c) and d): a) green- or blue-dyeing reactive dyes of the formula (1) b) blue-dyeing reactive dyes of the formula (2) or (3) c) red-dyeing reactive dyes of the formula (4) d) yellow- or orange-dyeing reactive dyes of the formula (5)
    Type: Grant
    Filed: April 3, 2000
    Date of Patent: June 5, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Peter Scheibli, Peter Aeschilmann, Urs Lehmann, Marcel Frick
  • Patent number: 6200354
    Abstract: A method of dyeing cellulosic fibers or fabrics using pre-metallized acid dye by pretreating the fabric with a cationic agent having a plurality of cationic centers and optionally after treating the dyed material with a cationic polymer is disclosed. The cationic polymer is desirably a polyquaternary amine material especially a poly(DADMAC) or polyvinylpyridine. Material dyed by the method has a “washed out” appearance similar to fabrics dyed using the “Jarofast” process, but the availability of a wide range of pre-metallized dyes gives a wider color range, and the method enables a wider range of substrates to be dyed successfully, including lyocell fiber materials e.g. those sold under Courtauld's trademark “Tencel” and blend/union materials with polyamides, easier processing and superior wash and light fastness.
    Type: Grant
    Filed: August 23, 1999
    Date of Patent: March 13, 2001
    Assignee: Imperial Chemical Industries PLC
    Inventors: Geoffrey William Collins, Stephen Martin Burkinshaw, Roy Gordon
  • 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: 6024771
    Abstract: Mixtures of 2:1 Aluminium complexes of the type (Ic) are useful as solvent dyes.
    Type: Grant
    Filed: November 13, 1998
    Date of Patent: February 15, 2000
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Dominique Pflieger, Bansi Lal Kaul
  • Patent number: 5853431
    Abstract: Compounds of formula (I) ##STR1## wherein R.sub.1 is H or SO.sub.3 M, ##STR2## M is hydrogen or a non-chromophoric cation and X.sup.+ is hydrogen or a non-chromophoric cation, are useful as dyes for oxidized aluminium substrates.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: December 29, 1998
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Klaus Korte
  • Patent number: 5704951
    Abstract: A solid or dissolved dye mixture of azo dyes having fiber-reactive groups of the vinyl sulfone series, yielding dyeings of blue color shade, comprising one or more copper formazane dyes of the general formula (1) shown and defined in claim 1, one or more disazo dyes of the general formula (2) shown and defined in claim 1, and one or two monoazo dyes of the general formula (3) shown and defined in claim 1, respectively in the description part of the patent application, which dye mixtures are suitable for dyeing hydroxy- and/or caroboxamido groups containing materials, in particular fiber materials, such as cellulose fibers, for example cotton, wool and synthetic polyamide fibers, also together with other suitable dyes in trichromatic dyeing.
    Type: Grant
    Filed: April 1, 1996
    Date of Patent: January 6, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Daniele Negri, Andreas Von Der Eltz, Werner Hubert Russ, Bengt-Thomas Grobel
  • Patent number: 5693103
    Abstract: A single bath process for exhaust dyeing polyester and cotton fiber blends by the use of a fiber reactive, vinyl sulfone dye in admixture with a disperse dye under alkaline pH conditions.
    Type: Grant
    Filed: January 24, 1997
    Date of Patent: December 2, 1997
    Assignee: Dystar, L.P.
    Inventors: Thomas Van Chambers, Christine Feuchtner
  • Patent number: 5567206
    Abstract: A wood stain which is water-based, which is suitable for staining wood, and which is comprised of water; at least one dye selected from the group, consisting of azo, diazo and triarylmethane dyes; and a stabilizing agent which is effective to reduce free iron ion concentration in the stain when in contact with an autioclave composed of non-rust resistant steel during the staining process. The stabilizing agent includes at least one buffer effective to maintain the pH of the wood stain at greater than 7.0. Alternatively or additionally, the stabilizing agent includes at least one complexing agent which forms a complex with iron ions. A method for staining wood includes placing the wood into an autoclave composed of non-rust-resistant steel; submerging the wood in the wood stain; and staining the wood under pressure and temperature conditions effective therefor.
    Type: Grant
    Filed: July 31, 1995
    Date of Patent: October 22, 1996
    Assignee: A.W. Faber-Castell Unternehmensverwaltung GmbH & Co.
    Inventors: Axel Jankewitz, Gerhard Lugert
  • Patent number: 5514783
    Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino groupand in whichthe aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: May 7, 1996
    Assignee: Sandoz Ltd.
    Inventors: Jordi B. Barra, Jose R. Sorolla
  • Patent number: 5474580
    Abstract: A process for the coloration of a substrate, especially a textile, comprising the steps of:(a) applying to the substrate a mixture comprising an aqueous solvent and a water-soluble dye comprising molecules which contain a nucleophilic group and an electrophilic group; and(b) heating or basifying or heating and basifying the dye thereby causing molecules of the dye to join together.Also claimed are dyes, polymers and oligomers.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: December 12, 1995
    Assignee: Zeneca Limited
    Inventors: Andrew H. M. Renfrew, Andrew P. Shawcross
  • Patent number: 5456728
    Abstract: An improved reactive dyestuff mixture comprises at least one monochlorotriazine dyestuff 1 and at least one monofluorotriazine dyestuff 2 and/or fluorochloropyrimidine dyestuff 3, and if appropriate additional dyestuffs having the formulae given in the description.
    Type: Grant
    Filed: December 14, 1994
    Date of Patent: October 10, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank-Michael Stohr
  • Patent number: 5423888
    Abstract: A reactive dyestuff mixture contains at least one vinylsulphonylphthalocyanine dyestuff, at least one Ni fluoro-chloropyrimidenyl phthalocyanine dyestuff and/or one Ni chlorotriazinyl-phthalocyanine dyestuff.
    Type: Grant
    Filed: February 24, 1994
    Date of Patent: June 13, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietrich Hildebrand, Joachim Wolff, Rolf Schulz
  • Patent number: 5401277
    Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic 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: May 17, 1994
    Date of Patent: March 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd
  • Patent number: 5393307
    Abstract: A reactive dyestuff mixture showing improved compatibility contains at least one vinylsulphonyltriazine dyestuff 1, at least one monofluorotriazine dyestuff 2 or fluorochloropyrimidine dyestuff 3 together with, if desired, additional dyestuffs.
    Type: Grant
    Filed: August 3, 1993
    Date of Patent: February 28, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank-Michael Stohr
  • Patent number: 5330539
    Abstract: A method for the exhaust dyeing of materials having hydroxy groups and materials containing carbonamide groups using a low salt content dye bath in conjunction with fiber reactive dyes exemplified by a dye of the following formula: ##STR1##
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: July 19, 1994
    Assignee: Hoechst Celanese Corporation
    Inventors: Thomas S. Phillips, Kevin D. Costa, Werner Russ, Thomas V. Chambers
  • Patent number: 5316553
    Abstract: Salts of ionic dyes with compounds which contain at least one ammonium, cycloammonium or immonium group and at least one aliphatic, cycloaliphatic or carbonyl radical-substituted aromatic group or containing a piperazine or piperidine group or a heteroaromatic group selected from those of the triazine, pyrimidine, quinazoline, quinoxaline, phthalazine or phthalimidine series or which contain at least two carboxylic acid groups, at least one amino group and at least one carboxylic acid group or at least one sulfonic acid group and one aliphatic, cycloaliphatic, monocyclic aromatic or heteroaromatic group are useful for dyeing synthetic materials, particularly synthetic polyamides in the mass. The obtained dyeings have exceptionally good wet fastness.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: May 31, 1994
    Assignee: Sandoz Ltd.
    Inventors: Bansi L. Kaul, Angelos-Elie Vougioukas
  • Patent number: 5274112
    Abstract: A process is described for preparing the carbanion of the title as its sodium salt with quantitative yields and at a high level of purity, by a two-stage reaction between disodium-tetracyano-ethylene, Lewis acids and water. Metal complexes, prepared from said carbanion, are particularly suited for methods of using the metal complexes as dyes in industrial applications.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: December 28, 1993
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Alberto Flamini, Nicola Poli
  • Patent number: 5254136
    Abstract: Provided is a fiber reactive dye composition which can dye or print cellulose based fiber materials or materials containing the fiber materials uniformly with good build-up property and reproducibility and give dyed or printed products excellent in various fastness properties.A fiber reactive dye composition which comprises at least five reactive dyes selected from the groups of reactive dyes represented by the following formulas (I) to (VII) respectively in the form of free acid: ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen, alkyl, ureido or the like, R.sub.5 and R.sub.6 are each hydrogen, sulfo or the like, R.sub.3, R.sub.4, R.sub.7 to R.sub.13 and R.sub.15 to R.sub.18 are each hydrogen, alkyl or the like, R.sub.14 is --O-- or ##STR2## A, B, D, E, G, J and L are each phenylene or the like, X.sub.1 to X.sub.6 are each halogen, Y.sub.1 to Y.sub.7 are each --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 C.sub.2 H.sub.4 Z, Z being a group capable of being split off by the action of an alkali, m.sub.1 to m.
    Type: Grant
    Filed: July 30, 1992
    Date of Patent: October 19, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Miwako Fujii, Naoki Harada, Shuhei Hashizume
  • Patent number: 5232462
    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: September 20, 1991
    Date of Patent: August 3, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5163971
    Abstract: Dyestuff mixtures containing one or more dyestuffs of the formula ##STR1## and one or more dyestuffs of the formula ##STR2## in which the substituents have the meanings given in the description are highly suitable for producing green cotton dyeings.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: November 17, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef-Walter Stawitz, Frank-Michael Stohr, Manfred Groll, Karl-Josef Herd, Karl-Heinz Schundehutte, deceased
  • Patent number: 5071442
    Abstract: A process for dyeing or printing cellulosic textile fibre materials by the trichromatic technique, which process comprises dyeing or printing said materials from an aqueous liquor with at least one red or reddish brown dyeing dye of formula ##STR1## and at least one yellow or orange dyeing dye of formula ##STR2## and at least one blue dyeing dye of formula ##STR3## wherein A.sub.1, A.sub.2, (B.sub.2).sub.1-3, R.sub.1, R.sub.2, R.sub.3, (R.sub.4).sub.1-2, (X).sub.1-2, (T.sub.1).sub.1-2, (T.sub.2).sub.1-2, (Y).sub.1-3 and Z in formulae (1) to (7) are as defined in claim 1.The process of this invention is suitable for dyeing or printing cellulosic fibre materials.
    Type: Grant
    Filed: January 4, 1991
    Date of Patent: December 10, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean P. Luttringer, Athanassios Tzikas, Pierre Galafassi
  • Patent number: 5047067
    Abstract: A reactive dyestuff composition containing, as a dyestuff component, at least two different reactive dyestuffs which present similar color hue upon dyeing cellulose and have different reactive groups and different substantivities is disclosed. Preferably, the composition contains at least one reactive dyestuff having either a .beta.-sulfatoethyl-sulfone group or vinylsulfone group and at least one reactive dyestuff having a halogenated triazine group. The composition is suitable for dyeing cellulose fibers.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: September 10, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Koichi Miyazaki, Hachiro Hirooka
  • Patent number: 5019133
    Abstract: A method for dyeing polyester-containing fibers by using a disperse dye, wherein said dyeing is conducted under an alkaline condition in an aqueous medium in the presence of at least one amino acid member selected from the group consisting of an amino acid, an amino acid derivative having at least one hydrogen atom of its amino group replaced with an organic group, and an alkali metal salt of such an amino acid or amino acid derivative, in the dyeing bath, and a dyeing assistant useful for the method.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: May 28, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Kiyoshi Himeno, Kazuhisa Konishi
  • Patent number: 4892584
    Abstract: Novel metallized azo dyes are useful as infrared absorptive dyes in inks for ink-jet printing.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: January 9, 1990
    Assignee: Eastman Kodak Company
    Inventor: Derek D. Chapman
  • Patent number: 4880434
    Abstract: Dyed and finished products of cellulose fiber materials superior in fastness properties are obtained without change in color shade by finishing dyed products with a fixing agent or/and a finishing agent capable of bonding with cellulose through a bridge formation, the dyed products being obtained by dyeing cellulose fiber materials with a dye represented by the following formula in the free acid form, ##STR1## wherein A is phenylene or naphthylene, B is alkyl, alkenyl, phenyl, naphthyl or heterocyclic group, Me is metal ion, X is --O-- or ##STR2## Y is alkoxy, phenoxy or amino, Z is sulfo or the like water-solubility-imparting group, m and n are each 0 or an integer of 1 to 3, provided that the sum is 1 to 3, D is phenylene or naphthylene, Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 L in which L is splittable group by the action of an alkali and R is hydrogen or alkyl.
    Type: Grant
    Filed: July 12, 1988
    Date of Patent: November 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Naoki Harada, Tetsuya Miyamoto, Kunihiko Imada, Takashi Omura
  • Patent number: 4872881
    Abstract: A dye mixture and a method of dyeing cellulosic fibers by use of the dye mixture, the dye mixture being capable of dyeing the cellulosic fibers favorably even in the presence of a small amount of an inorganic salt at dyeing, and being composed of a blend of a red water-soluble reactive dye to be represented by the following general formula (I) in the form of free acid, and a specific yellow and/or blue water-soluble reactive dye: ##STR1## (where: each of R.sup.1 and R.sup.2 denotes a hydrogen atom or a lower alkyl group which may contain therein a substituent; R.sup.3 represents a hydrogen atom, a lower alkyl group or a halogen atom and X designates --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 OSO.sub.3 H).
    Type: Grant
    Filed: October 31, 1988
    Date of Patent: October 10, 1989
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Takashi Fujita, Toshio Hihara, Yoshio Kogure, Riyouichi Sekioka, Noboru Nakamura
  • Patent number: 4843152
    Abstract: Complexes of the formula ##STR1## and salts thereof, whereineach of X.sub.1 and X.sub.2 is independently --NR.sub.1 R.sub.2,whereinR.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkyl monosubstituted by hydroxy or C.sub.1-4 -alkoxy, andR.sub.2 is hydrogen; C.sub.1-10 alkyl; C.sub.2-8 hydroxyalkyl; C.sub.2-8 dihydroxyalkyl the hydroxy groups of which are attached to different carbon atoms; C.sub.1-6 alkyl monosubstituted by halo, cyano, --OR.sub.3, (C.sub.1-4 alkyl)carbonyl, (C.sub.1-4 -alkoxy)carbonyl, sulfo or sulfato; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; phenyl(C.sub.1-4 alkyl); phenyl(C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups,whereinR.sub.3 is C.sub.1-4 alkyl, C.sub.
    Type: Grant
    Filed: April 10, 1987
    Date of Patent: June 27, 1989
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Hans-Rudolf von Tobel
  • Patent number: 4841034
    Abstract: Water-soluble metallized disazo compounds which, in the free acid form, are represented by the following formula: ##STR1## wherein R.sub.1 and R.sub.2 stand independently for chlorine or nitro, and X stands for phenyl which may be substituted with chlorine, methyl, lower alkoxy, hydroxyl or carboxyl, for use in dyeing.
    Type: Grant
    Filed: November 15, 1984
    Date of Patent: June 20, 1989
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Satoshi Ototake, Ryozo Matsunaga, Masao Furusawa
  • Patent number: 4820309
    Abstract: Complexes of the formula ##STR1## wherein each R.sub.1 is independently (a) the radical of a coupling component of the active methylene non-cyclic or homocyclic series, (b) the radical of a coupling component of the heterocyclic series or (c) the radical of a coupling component of the monocyclic benzene series,with the proviso that at least one R.sub.1 is the radical of a coupling component of the active methylene non-cyclic or homocyclic series,each R.sub.2 is independently hydrogen, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5,each R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl or --SO.sub.2 NR.sub.4 R.sub.5, andeach M and M.sub.1 is independently hydrogen or a cation,wherein each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-3 hydroxyalkyl, andeach R.sub.5 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-3 hydroxyalkyl, cyclohexyl, cyclohexyl substituted by methyl, phenyl or phenyl substituted by methyl, with the proviso that at least one of Ring A and R.sub.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: April 11, 1989
    Assignee: Sandoz Ltd.
    Inventor: Herbert Holliger
  • Patent number: 4818248
    Abstract: The present invention relates to a process for dyeing natural or synthetic polyamide fibre material from an aqueous liquor with dyes, in the presence of an alkali metal salt or an ammonium salt and in the presence of an assistant, which process comprises dyeing said fibre material with at least one sulfonated 1:1 metal complex dye or with a mixture containing at least one sulfonated 1:1 metal complex dye and at least one sulfonated metal-free dye, in the presence of 10 to 45 percent by weight of an alkali fluorosilicate or ammonium fluorosilicate or a mixture thereof, based on the amount of the 1:1 metal complex dye employed, and in the presence of an assistant at a pH value of 3 to 5.The process of the invention is suitable for dyeing natural or synthetic polyamide materials to give non-skittery and level dyeings of good fastness properties.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerhard Back, Walter Mosimann
  • Patent number: 4806127
    Abstract: Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:D.sup.1 and D.sup.2 are each a phenylene, which may be substituted, or a naphthylene optionally substituted by sulfo; in the case of the copper complex compounds the ortho-position in D.sup.1 or D.sup.2 or in both being substituted by an oxy group complex-bonded to the copper, or D.sup.1 is a radical of the formula (2a), (2b) or (2c) ##STR2## or D.sup.2 is a radical which is the reverse of formulas (2a), (2b) or (2c), in whichR.sup.1 and R.sup.2 are each independently of the other hydrogen, nitro, sulfo, methyl, ethyl, methoxy or ethoxy;K.sup.1 is a radical of the formula (3a), (3b) or (3c) ##STR3## and K.sup.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle