Heterocyclic Patents (Class 8/684)
  • Publication number: 20150037546
    Abstract: A coloring composition for inkjet textile printing, containing water and a dye represented by Formula (I) [R1 represents H, halogen, alkyl, aralkyl, aryl, heteroaryl, alkoxy, or cyano; R2 represents H, halogen, cyano, —COOR6, —COR7, —CONR8R9, or an ionic hydrophilic group; R3 represents alkyl, aralkyl, alkenyl, alkynyl, aryl, or heteroaryl; each of R4 and R5 independently represents H, alkyl, cycloalkyl, aralkyl, alkenyl, alkynyl, aryl, or heteroaryl; R15 represents H or a substituent; X represents alkyl, cycloalkyl, aralkyl, aryl, heteroaryl, —COR12, or —CONR13R14; R6 represents alkyl, aryl, or heteroaryl; each of R7 to R14 independently represents H, alkyl, aryl, or heteroaryl; and a number of ionic hydrophilic groups in one molecule is from 1 to 5].
    Type: Application
    Filed: October 20, 2014
    Publication date: February 5, 2015
    Inventors: Kazunari YAGI, Yasuhiro ISHIWATA, Yutaro NORIZUKI
  • Patent number: 8668747
    Abstract: The present invention relates to storage stable aqueous dye dispersions, comprising (a) 2.0 to 30.0% by weight, based on the sum of (a), (b) and (c), of a dye of the formula (3) in which KK is a residue of a coupling component; (b) 0.1 to 20.0 % by weight, based on the sum of (a), (b) and (c), of at least one additive selected from the group consisting of wetting agents, dispersing agents, rheology modifiers, and preservatives; and (c) 50.0 to 97.9% by weight, based on the sum of (a), (b) and (c), of water. The invention moreover relates to a process for their preparation and the use thereof for the dyeing, in particular of paper.
    Type: Grant
    Filed: January 29, 2010
    Date of Patent: March 11, 2014
    Assignee: BASF SE
    Inventors: Holger Lautenbach, Rainer Hans Traber, Heidemarie Urbing
  • Patent number: 8349029
    Abstract: The present invention relates to azo dyes of the formula (1) in which R, M, and Y are defined as stated in claim 1, to dye mixtures comprising them, to processes for preparing them, and to their use.
    Type: Grant
    Filed: January 30, 2012
    Date of Patent: January 8, 2013
    Assignee: DyStar Colours Deutschland GmbH
    Inventors: Jörg Wörner, Andreas Schrell
  • Patent number: 8293695
    Abstract: The present invention relates to a composition comprising at one photocatalyst and at least one azo dyestuff and/or at least one triphenylmethane dyestuff, which produces in the CIElab color coordinate system a relative hue angle of 220-320°, to a detergent composition, a fabric softener composition as well as to a shading.
    Type: Grant
    Filed: July 28, 2004
    Date of Patent: October 23, 2012
    Assignee: BASF SE
    Inventor: Alfred Höhener
  • Publication number: 20110296632
    Abstract: The present invention relates to storage stable aqueous dye dispersions, comprising (a) 2.0 to 30.0% by weight, based on the sum of (a), (b) and (c), of a dye of the formula (3) in which KK is a residue of a coupling component; (b) 0.1 to 20.0 % by weight, based on the sum of (a), (b) and (c), of at least one additive selected from the group consisting of wetting agents, dispersing agents, rheology modifiers, and preservatives; and (c) 50.0 to 97.9% by weight, based on the sum of (a), (b) and (c), of water. The invention moreover relates to a process for their preparation and the use thereof for the dyeing, in particular of paper.
    Type: Application
    Filed: January 29, 2010
    Publication date: December 8, 2011
    Applicant: BASF SE
    Inventors: Holger Lautenbach, Rainer Hans Traber, Heidemarie Urbing
  • Patent number: 7909892
    Abstract: The present invention relates storage stable aqueous dye solutions comprising a) 5 to 30% by weight of a dye of the formula in which K is a residue of a coupling component of the acetoacetanilide, pyridone, pyrazolone or pyrimidine series and M is hydrogen, an alkali metal or alkaline earth metal, ammonium or alkyl ammonium, b) 0.05 to 5% by weight of one or more compounds of the formula or a residue of the formula in which A, X, Y, R, P and Q are defined herein, c) an organic or an inorganic base or mixtures thereof, d) if desired, further additives and e) water, a process for their preparation and the use thereof for the dyeing, in particular of paper.
    Type: Grant
    Filed: January 21, 2003
    Date of Patent: March 22, 2011
    Assignee: BASF SE
    Inventors: Holger Lautenbach, Adolf Käser, Michael Heneghan
  • Publication number: 20110027548
    Abstract: Use of the customary dyes for the type of fibre in question and using the customary dyeing and/or printing processes for the type of fibre in question for minimally reducing, retaining or increasing the NIR reflectance, preferably increasing the NIR reflectance, in the region of electromagnetic radiation of wavelength 700 nm to 1100 nm of textile material in relation to the undyed and untreated textile material, characterized in that metal-free dyes are used.
    Type: Application
    Filed: March 27, 2009
    Publication date: February 3, 2011
    Applicants: CLARIANT FINANCE (BVI) LIMITED, SCHOELLER TECHNOLOGIES AG
    Inventors: Rainer Nusser, Martin Leiler, Roland Lottenbach, Hans-Juergen Huebner
  • Patent number: 7686851
    Abstract: The present invention concerns concentrated storage-stable aqueous dye solutions comprising a) 5% to 30% by weight of a dye of the formula ?where K is a coupling component of the acetoacetanilide, pyridone, pyrazolone or pyrimidine series, and b) 0.1 to 0.9 mol of aminoalkoxy alcohols or monoalkanolamines per mole of dye of the formula (1) and c) 0 to 3 mol of trialkanolamine per mole of dye of the formula (1).
    Type: Grant
    Filed: March 4, 2005
    Date of Patent: March 30, 2010
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Heidrun Schene
  • Patent number: 7559959
    Abstract: Compounds of the general formula (I) a process for their preparation and their use for dyeing and/or printing organic substrates.
    Type: Grant
    Filed: May 12, 2005
    Date of Patent: July 14, 2009
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Georg Schoefberger, Ulrich Geiger
  • Patent number: 7470780
    Abstract: The present invention relates to dyes of formula (1) that are soluble in organic solvents, wherein Cat+ is an organic cation, to a process for their preparation and to their use in the production of colored plastics or polymeric color particles, printing colorants, printing pastes and printing inks.
    Type: Grant
    Filed: December 19, 2005
    Date of Patent: December 30, 2008
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Thomas Ruch, Ursula Luterbacher
  • Patent number: 7468081
    Abstract: The present invention relates to processes for mono-, di- or trichromatic dyeing or printing of natural or synthetic polyamide fiber materials, these processes utilizing a) blue-dyeing dye mixture, b) a red-dyeing dye mixture and/or c) a yellow-dyeing dye mixture, and also blue-dyeing, red-dyeing and yellow-dyeing dye mixtures and processes for their preparation.
    Type: Grant
    Filed: September 22, 2004
    Date of Patent: December 23, 2008
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Ehrenberg, Andreas Giehl, Jörg Wörner
  • Patent number: 7416593
    Abstract: The invention relates to novel azo dyestuffs of formula (I), the use of such compounds and/or mixtures for printing recording materials, especially paper or papery substrates, textile fiber materials, plastic films and plastic transparencies by the inkjet printing process and also to the recording materials printed thereby
    Type: Grant
    Filed: November 11, 2003
    Date of Patent: August 26, 2008
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Ludwig Hasemann
  • Patent number: 7217803
    Abstract: The present invention relates to azo dyes of formula (1) which are soluble in organic solvents, wherein R1 is —CN, —COOR5, —CONR6R7 or a heterocyclic ring, R2 is unsubstituted or substituted alkyl, unsubstituted or substituted aryl, —CF3, —COOR5, —CONR6R7 or —COR5, R3 is hydrogen, —SO3M, alkyl, alkoxy, alkylcarbonyl, —NO2 or halogen, R4 is substituted aryl, substituted heteroaryl or an aryl-N?N-aryl radical, wherein one or both of the aryl radicals in aryl-N?N-aryl is/are unsubstituted or substituted, or a radical heteroaryl-N?N-heteroaryl, wherein one or both of the heteroaryl radicals in heteroaryl-N?N-heteroaryl is/are unsubstituted or substituted, R5 is hydrogen, alkyl or unsubstituted or substituted aryl, R6 is hydrogen, alkyl or unsubstituted or substituted aryl, R7 is hydrogen, alkyl or unsubstituted or substituted aryl, M+ is a cation, n is a number 1, 2 or 3 and m is a number 1, 2 or 3, to a process for the preparation thereof and to the use thereof in the production of colored plastics or polymeric
    Type: Grant
    Filed: November 26, 2003
    Date of Patent: May 15, 2007
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Leonhard Feiler, Thomas Raimann, Thomas Eichenberger, Max Hügin
  • 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: 6712862
    Abstract: Granular compacts (G) of a mixture of (A) at least one water-soluble dye or optical brightener, and (B) extender and, optionally, (C) at least one hydrophilic surfactant and/or (D) further additives, additionally containing (E) a dust-binding oil, are low-dust dry formulations of high bulk density which feature good dissolution, transportation and storage properties and are outstandingly suitable for the dyeing of the respective substrates.
    Type: Grant
    Filed: May 1, 2000
    Date of Patent: March 30, 2004
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Roland Grimm, Claude Haldimann, Werner Schumann
  • Patent number: 6660048
    Abstract: The aqueous dye solutions of the composition shown in claim 1 are distinguished by a good storage stability and are suitable for dyeing paper in red color shades.
    Type: Grant
    Filed: April 17, 2001
    Date of Patent: December 9, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Alfred Höhener, Roland Frick, Adolf Kaeser
  • Publication number: 20030183123
    Abstract: According to the invention there are provided fiber-reactive dyestuffs which are compounds of the formula (I) 1
    Type: Application
    Filed: February 7, 2003
    Publication date: October 2, 2003
    Inventor: Roland Wald
  • Patent number: 6511535
    Abstract: The invention relates to a method for printing fibrous textile materials using the ink-jet printing technique, wherein the fibrous materials are printed with an aqueous ink that comprises at least one acid dye according to claim 1 and that has a viscosity of from 1 to 40 mPa·s.
    Type: Grant
    Filed: January 3, 2001
    Date of Patent: January 28, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Roger Lacroix, Peter Scheibli, Mickael Mheidle
  • 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: 5697985
    Abstract: This invention relates to a process for the preparation of storage-stable dye dispersions of alkali metal salts of anionic azo direct dyes by(a) preparing an aqueous slurry of an alkali metal salt of an azo direct dye, said salt having a solubility in water at 25.degree. C. of about 0.1 to about 15% by weight, by azo coupling one or more aromatic diazonium salts with one or more couplers while maintaining a pH of at least about 5 by adding a basic alkali metal compound in the absence of a nitrogen-containing base;(b) optionally, stirring the aqueous slurry at a temperature of about 5.degree. C. to about 100.degree. C. for up to about six hours;(c) optionally, adjusting the temperature of the aqueous slurry to about 5.degree. C. to about 40.degree. C.; and(d) adding to the aqueous slum/a viscosity enhancing agent in an amount sufficient to obtain a viscosity, determined at a temperature of about 20.degree. to about 25.degree. C.
    Type: Grant
    Filed: May 24, 1996
    Date of Patent: December 16, 1997
    Assignee: Bayer Corporation
    Inventors: James J. Good, Tanya T. Harper, Samuel S. Murphree, John G. Skabardonis
  • 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: 5611821
    Abstract: A black reactive dye composition comprising a black reactive dye of the formula (I) and multiple mono ##STR1## azo reactive dye. The black reactive dye composition is suitable for exhaust dyeing, printing, discharge printing and continuous dyeing.
    Type: Grant
    Filed: October 19, 1995
    Date of Patent: March 18, 1997
    Assignee: Everlight USA, Inc.
    Inventors: Huei C. Huang, Sheue R. Lee
  • Patent number: 5563249
    Abstract: Acidic monoazo dyestuffs of formula I ##STR1## and their salts wherein the symbols R.sub.1 to R.sub.6, which possess the significances given in claim 1. These dyestuffs are suitable for dyeing or printing textile material consisting of natural or synthetic polyamides.
    Type: Grant
    Filed: June 21, 1995
    Date of Patent: October 8, 1996
    Assignee: Sandoz Ltd.
    Inventor: Jacky Dore
  • Patent number: 5545725
    Abstract: Disazo dyes are disclosed which are particularly suitable for dyeing paper.Paper is dyed with these dyes in greenish-yellow or yellow to red shades of good fastness properties.
    Type: Grant
    Filed: November 10, 1994
    Date of Patent: August 13, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Adolf K aser, Willy Stingelin
  • 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: 5356445
    Abstract: The invention relates to a process for dyeing natural or synthetic polyamide fiber material from an aqueous liquor, in the presence of a levelling assistant and in the presence or absence of an alkali metal fluorosilicate or ammonium fluorosilicate, which process comprises the use of a mixture of the dyes of formulae (1), (2) and (3) or a mixture of the dyes of formulae (4) and (5), or a mixture which contains the dye of formula (6) together with at least one dye of formulae (7), (8) and (9), which dyes of fomaulae (1) to (9) are as defined in claim 1.The inventive process is suitable for dyeing natural or synthetic polyamide fiber material to give dyeings of fiber and surface levelness having good fastness properties.
    Type: Grant
    Filed: September 24, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian De Meulemeester, Patrick Runser
  • Patent number: 5234467
    Abstract: The invention relates to a dye mixture comprising at least one dye of the formula ##STR1## in which R.sub.1 and R.sub.2, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, R.sub.3 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.7 cycloalkyl or phenyl, R.sub.4 is hydrogen or a radical of the formula ##STR2## R.sub.5 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, and benzene rings I and II may be further substituted, together with at least one dye of the formulae (2) to (6) given in the description.The dye mixtures are suitable for the dyeing or printing of natural and synthetic polyamide fibre materials, in particular in combination with other dyes.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: August 10, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Jurgen Schaetzer
  • 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: 5196033
    Abstract: A water-soluble reactive dye of the formula:D.sup.1 --Z.sup.1 --NR.sup.1 --T--NR.sup.2 --Z.sup.2 --D.sup.2 (1)whereineach of D.sup.1 and D.sup.2, independently, represents the radical of a water-soluble chromophoric compound,each of Z.sup.1 and Z.sup.2, independently, represents a triazine or pyrimidine residue carrying an atom or group imparting fibre-reactivity to the dye,R.sup.1 represents an optionally substituted alkyl radical,R.sup.2 represents hydrogen or an optionally substituted alkyl radical, andT represents a 1,3- or 1,4-phenylene radical which may carry one or more substitutents selected from halogen, alkyl, alkoxy, acylamino, nitro and carboxy.
    Type: Grant
    Filed: July 9, 1991
    Date of Patent: March 23, 1993
    Assignee: Imperial Chemical Industries plc
    Inventor: John A. Taylor
  • Patent number: 5173086
    Abstract: Aqueous solutions containing, each percentage being based on the weight of the aqueous solution,a) from 5 to 20% by weight of the dye of the formula ##STR1## (calculated as free acid) where cat.sup..sym. is a mixture of cations comprising from 5 to 50 mol % of lithium ions, from 5 to 40 mol % of diethanolammonium ions and from 20 to 90 mol % of triethanolammonium ions, andb) from 0 to 15% of urea, are useful for dyeing paper stock.
    Type: Grant
    Filed: September 12, 1991
    Date of Patent: December 22, 1992
    Assignee: BASF Aktiengesellschaft
    Inventor: Rudolf Bermes
  • 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: 5143519
    Abstract: Concentrated dye solutions of dyes of the formula (1) shown in claim are described.The dye solutions are distinguished by a good storage stability and are suitable, in particular, for dyeing paper.
    Type: Grant
    Filed: March 29, 1991
    Date of Patent: September 1, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Willy Stingelin
  • Patent number: 5131919
    Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## and a dye of the formula ##STR2## where R is cyclohexyl or phenyl, which may each be substituted by C.sub.1 -C.sub.4 alkyl, acetylamino, N-C.sub.1 -C.sub.4 alkylacetylamino, benzoylamino, ureido or by phenylsulfonylamino or phenylsulfonyloxy which may be substituted in the phenyl ring by C.sub.1 -C.sub.4 alkyl.Said dye mixture is suitable for dyeing and printing natural or synthetic polyamide materials, in particular in combination with other dyes and in particular from short liquors. The mixture is notable for generally good properties, in particular good dyeing properties and good solubility.
    Type: Grant
    Filed: April 18, 1991
    Date of Patent: July 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Dieter Mausezahl
  • 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: 5045084
    Abstract: A process for the trichromatic dyeing or printing of natural and synthetic polyamide fibre materials, which comprises using at least one red dye of the formula ##STR1## in which D,R.sub.1,R.sub.2,R.sub.3,R.sub.4 and n are as defined in claim 1, together with at least one yellow or orange dye of the formula ##STR2## in which B.sub.1,B.sub.2,E.sub.1 and X are as defined in claim 1, or ##STR3## in which Z.sub.1,Z.sub.2 and Z.sub.3 are as defined in claim 1, or mixtures of dyes of the formulae (2) and (3), or a yellow dye of the formula ##STR4## in which W.sub.1,W.sub.2,W.sub.3 and W.sub.4 are as defined in claim 1, or mixtures of dyes of the formulae (2),(3) and (4) and at least one blue dye of the formula ##STR5## in which one Y and Z.sub.4 are as defined in claim 1 are used. The process according to the invention is suitable for dying natural or synthetic polyamide materials from aqueous liquor or for printing with printing pastes; and in particular for dyeing from short liquors.
    Type: Grant
    Filed: October 18, 1990
    Date of Patent: September 3, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Harald Walter
  • Patent number: 4995885
    Abstract: Concentrated dye solutions of the formula (1) shown in claim 1 are described.The dye solutions are notable for a long shelf life and are suitable in particular for dyeing paper.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: February 26, 1991
    Assignee: Ciba-Geigy Corp.
    Inventor: Hans Morawietz
  • Patent number: 4935499
    Abstract: Paper is colored by a process in which a compound which, in the form of the free acid, is of the formula I ##STR1## where, in each case independently of one another, A is unsubstituted or methyl substituted C.sub.1 -C.sub.6 -alkylene or vinylene,R is each hydrogen or C.sub.1 -C.sub.4 -alkyl,X is each --CO-- or --SO.sub.2 --,K is each a cationic group andY is hydrogen, chlorine or bromine.
    Type: Grant
    Filed: September 27, 1988
    Date of Patent: June 19, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Ruske, Hans-Juergen Degen
  • Patent number: 4934009
    Abstract: An aqueous liquid dye composition comprising 5 to 50% by weight of a mixture of at least one dye represented by the following formula (I), ##STR1## wherein A is a phenylene or naphthylene group unsubstituted or substituted by at least one member selected from methyl, methoxy, sulfo and carboxy, R is methyl or carboxy, Y.sub.1, Y.sub.2 and Y.sub.3 independently of one another are each hydrogen, chloro, methyl or sulfo, and Z is a group splittable by the action of an alkali, and at least one dye represented by the following formula (II), ##STR2## where A, R, Y.sub.1 Y.sub.2 and Y.sub.3 are as defined above, which can be stored for a long period of time even at lower temperatures such as 5.degree. C. or lower without crystallization of the dye.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: June 19, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Yutaka Kayane
  • Patent number: 4881942
    Abstract: A process for the coloration of a union of polyester and cellulosic textile materials which comprises applying thereto a liquor or paste containing a disperse dye and a dye containing a cellulose reactive group having a quaternary nitrogen substituent, or the precursors of such a dye, and thereafter heating the textile material at such a temperature and for such a period as to fix the dye on the textile material, characterized in that the pH of the liquor or paste is from 5.8 to 8.0.
    Type: Grant
    Filed: July 7, 1988
    Date of Patent: November 21, 1989
    Assignee: Imperial Chemical Industries PLC
    Inventor: Herbert G. Connor
  • Patent number: 4880431
    Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: November 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
  • Patent number: 4877412
    Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4840643
    Abstract: A trichromatic dye combination especially suited for the continuous dyeing of synthetic polyamide materials; the system including an acid red dye component, an acid blue dye component and an acid yellow dye component, each of said dye components being selected on the basis of minimum and compatible cold strike and compatible on tone strike rates.The trichromatic combination according to the invention dyes synthetic polyamide fibers from aqueous liquors, producing level dyeings having excellent fastness properties including good lightfastness and good ozone fastness.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 20, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: Jay E. Rowe
  • Patent number: 4826505
    Abstract: A monoazo pyridone compound of the following formula, ##STR1## wherein X is a member selected from hydrogen, halogeno, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl, arylsulfonyl, carbamoyl, sulfamoyl or cyano, and R is alkyl, alkenyl, cycloalkyl, phenyl or anilino, with the provisos that X is a member selected from those defined above except for hydrogen, chloro, methyl and methoxy when R is ethyl, and X is a member selected from those defined above except for alkyl when R is iso-butyl, which is stable under dyeing conditions, and useful for dyeing hydrophobic fiber materials to give dyed products of a deep, fast and brilliant color of greenish yellow to orange.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: May 2, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masao Nishikuri, Kiyoyasu Hashimoto, Hideo Hattori
  • 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: 4780104
    Abstract: An aqueous liquid dye composition comprising 5 to 50% by weight of a reactive dye represented by the following formula, ##STR1## wherein D denotes a sulfo group-containing organic dye residue, R.sub.1 and R.sub.2 independently of one another denote a hydrogen atom or a C.sub.1 to C.sub.4 alkyl group unsubstituted or substituted with a halogen atom or a hydroxyl, cyano, C.sub.1 to C.sub.4 alkoxy, carboxy, carbamoyl, C.sub.1 to C.sub.4 alkoxycarbonyl, C.sub.1 to C.sub.4 alkylcarbonyloxy, sulfo or sulfamoyl group, A denotes a phenylene group unsubstituted or substituted with one or two members selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfo, or a naphthylene group unsubstituted or substituted with one sulfo group, X denotes a halogen atom, and Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z in which Z is a splittable group by the action of an alkali, 0.1 to 10% by weight of .epsilon.
    Type: Grant
    Filed: February 20, 1987
    Date of Patent: October 25, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Kunihiko Imada, Shinei Ikeou
  • Patent number: 4780106
    Abstract: Metal-free compounds of the formula ##STR1## 1:1 and 1:2 metal complexes thereof, and acid addition salts of metal-free compounds of said formula and 1:1 and 1:2 metal complexes thereof, whereinB is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by C.sub.1-4 alkoxy; C.sub.2-4 alkyl substituted by hydroxy; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) the phenyl group of which is substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halo; --A--NH--R.sub.2 ; --A'.sub.4 --N(R.sub.7).sub.2 ; --A.sub.4 --N.sup..sym. (R.sub.8).sub.2 R.sub.9 A.sup..crclbar. or --N(R.sub.7).sub.2,R is hydrogen; C.sub.1-4 alkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 or 2 C.sub.
    Type: Grant
    Filed: June 10, 1987
    Date of Patent: October 25, 1988
    Assignee: Sandoz Ltd.
    Inventors: Helmut Moser, Manfred Greve, Reinhard Pedrazzi, Roland Wald
  • Patent number: 4685934
    Abstract: Monoazo compounds of formula ##STR1## wherein R.sub.1 is a coupling component radical,R.sub.1 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by 1 or 2 substituents selected from chloro, cyano, hydroxy, C.sub.1-4 alkoxy, phenyl and phenyl substituted by 1 or 2 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy, sulfo, sulfamoyl and acetamido; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl; phenyl substituted by 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido (maximum of 1), carboxy (maximum of 1), sulfo (maximum of 1) and --SO.sub.2 NR.sub.7 R.sub.8 (maximum of 1); 1- or 2-naphthyl or 1- or 2-naphthyl substituted by sulfo,whereineach of R.sub.7 and R.sub.8 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy or phenyl; cyclohexyl; phenyl or phenyl monosubstituted by chloro, methyl or methoxy, or--NR.sub.7 R.sub.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventors: Francois Benguerel, Roland Mislin
  • Patent number: 4652269
    Abstract: Process for the continuous trichromatic dyeing of synthetic polyamide materials which comprises using at least one blue-dyeing fibre-reactive sulfo-containing anthraquinone dye together with at least one red-dyeing sulfo-containing azo dye and at least one yellow- or orange-dyeing sulfo-containing azo dye.The process according to the invention is suitable for the continuous dyeing of synthetic polyamide materials from aqueous liquors, producing level dyeings having good fastness properties, in particular good ozone fastness.
    Type: Grant
    Filed: April 30, 1986
    Date of Patent: March 24, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: James B. Bowles, Marshall White, Jr., Alois Puntener, Jean-Marie Adam, Peter Loew