Anthraquinone Dye Patents (Class 8/643)
  • Patent number: 5865855
    Abstract: The new bis-pyrazole aza compounds have the formula (I): ##STR1## wherein R.sub.1, R.sub.1 ', R.sub.2, R.sub.2 ', R.sub.3 and R.sub.3 ' are the same or different, and are each, independently of each other, H, a straight, branched or cyclic alkyl group having 1 to 6 carbon atoms, a straight chain or branched monohydroxyalkyl group or polyhydroxyalkyl group with 1 to 6 carbon atoms, a straight or branched alkoxyalkyl group with 2 to 6 carbon atoms, a straight or branched monoaminoalkyl group or polyaminoalkyl group with 2 to 6 carbon atoms, or an unsubstituted aromatic or heteroaromatic ring, or a substituted aromatic or heteroaromatic ring having one or more halogen, a C.sub.1 - to C.sub.4 -alkyl group, a nitro group, a sulfonic acid group, a carboxylic acid group or a C.sub.1 - to C.sub.4 -alkoxy substituent, or an unsubstituted benzyl group, or a benzyl group substituted with one or more halogen atom, a hydroxy group, a C.sub.1 - to C.sub.4 - alkyl group, a nitro group or a C.sub.1 - to C.sub.
    Type: Grant
    Filed: June 24, 1998
    Date of Patent: February 2, 1999
    Assignee: Wella Aktiengesellschaft
    Inventors: Annelie Doehling, Wolfram Geibel, Otto Goettel
  • Patent number: 5853432
    Abstract: Dye mixtures comprising one or more pyridone dyes of the formula ##STR1## where M is a pyridone or triazolopyridone radical which is bonded to the thiazole ring via CH and the other radicals are each as defined in the description, and one or more dyes based on 1-aminoanthraquinone are useful for thermal transfer.
    Type: Grant
    Filed: August 27, 1996
    Date of Patent: December 29, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Rudiger Sens
  • Patent number: 5803930
    Abstract: Dye compositions of water-soluble dyes are described, containing at least one dye having 1 or 2 vinylsulfonyl groups and at least 1 dye having 1 or 2 groups of the general formula (A)--S0.sub.2 --CH.sub.2 --CH.sub.2 --N(R)--V--X (A),(in which R is hydrogen or alkyl of 1 to 4 carbon atoms which may be interrupted by 1 or 2 hetero groups and substituted by sulfo, carboxy, hydroxy, sulfato, phosphato and/or lower alkanoylamino, V is a covalent bond or alkylene of 2 to 4 carbon atoms or a group of the formula --CO--NH--CH.sub.2 --CH.sub.2 -- and X is at water-solubilizing group), the dyes with the vinylsulfonyl group and the dyes with the group of the formula (A) being present in the ratio of from 90:10 mol-% to 60:40 mol-%, as well as dye compositions containing at least one water-soluble dyestuff having 1 or 2 vinylsulfonyl or .beta.-sulfatoethylsulfonyl groups, and containing an amino compound of the general formula (B)H--N(R)--V--X (B)the dye(s) with the vinylsulfonyl and/or .beta.
    Type: Grant
    Filed: September 26, 1996
    Date of Patent: September 8, 1998
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Werner Hubert Russ, Mike Elliott
  • Patent number: 5762653
    Abstract: Dye mixtures which comprise at least one dye of the formula ##STR1## and at least one dye of the formula ##STR2## in which Y.sub.1 is a radical of the formula ##STR3## and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, X.sub.1, X.sub.2, X.sub.3, L, W.sub.1, B.sub.1, A.sub.1, and A.sub.3 are as defined in claim 1.The dye mixtures according to the invention are particularly suitable for dyeing or printing natural or synthetic polyamide fibre materials.
    Type: Grant
    Filed: March 3, 1997
    Date of Patent: June 9, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Marie Adam, Jean-Pierre Bacher
  • Patent number: 5734028
    Abstract: A blue type disperse dye mixture comprising a monoazo dye of the formula (1) in an amount of 1.0 part by weight and at least one of anthraquinone dyes of the formulae (2) to (4) in a total amount of from 0.2 to 3.
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: March 31, 1998
    Assignee: DyStar Japan Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouchi Sekioka
  • Patent number: 5720779
    Abstract: A reactive dye composition comprising an anthraquinone compound(I) of the following formula: ##STR1## wherein Z represents --CH=CH2 or --CH2CH2Z.sup.1 in which Z.sup.1 represents a group splitable by the action of an alkali other than a carboxypyridinio group and an anthraquinone compound(II) of the following formula: ##STR2## and a method for dyeing or printing cellulose-containing fiber materials using the same.
    Type: Grant
    Filed: January 22, 1996
    Date of Patent: February 24, 1998
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshimi Ebiike, Takeshi Washimi, Yasuyoshi Ueda, Takashi Omura
  • Patent number: 5700757
    Abstract: Triazolopyridine dyes of the formula ##STR1## where R.sup.1 is unsubstituted or substituted C.sub.1 -C.sub.20 -alkyl, unsubstituted or substituted phenyl, unsubstituted or substituted hydroxyl or unsubstituted or substituted mercapto,Q is a radical of the formula ##STR2## where R.sup.2 is a carbocyclic or heterocyclic radical,R.sup.3 is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl,R.sup.4 is hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy,R.sup.5 is unsubstituted or substituted C.sub.1 -C.sub.8 -alkyl, unsubstituted or substituted phenyl, unsubstituted or substituted thienyl or unsubstituted or substituted C.sub.1 -C.sub.4 -alkoxy, or the radical CR.sup.3 R.sup.4 R.sup.5 together is C.sub.3 -C.sub.7 -cycloalkyl, C.sub.1 -C.sub.4 -haloalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted thienyl,R.sup.6 is cyano, carbamoyl, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or benzothiazolyl, andE is CH or nitrogen, andR.sup.
    Type: Grant
    Filed: February 2, 1996
    Date of Patent: December 23, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Rudiger Sens, Helmut Reichelt, Peter Saling
  • Patent number: 5667534
    Abstract: Dye mixtures which comprise at least one 1:2 chromium complex dye of the formula (1) ##STR1## together with at least one 1:2 chromium or 1:2 cobalt complex dye of two identical or two different azo compounds from the group consisting of compounds of the formulae (2), (3) and (4) or together with at least one 1:2 cobalt complex dye of the formazan compound of the formula (5) or together with at least one anthraquinone dye of the formula (6). The dyes of formulae (1) are defined herein.
    Type: Grant
    Filed: December 20, 1995
    Date of Patent: September 16, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 5630851
    Abstract: A process for dyeing or printing polyamide material by the trichromatic technique using a dye mixture which contains least two yellow- or orange-dyeing dyes of formula (1) ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, and X is hydrogen or C.sub.1 -C.sub.4 alkyl; together with at least one red-dyeing dye of formulae (2) and (3) ##STR2## wherein R.sub.2 is C.sub.1 -C.sub.6 alkyl, phenyl or cyclohexyl and R.sub.3 is C.sub.1 -C.sub.6 alkyl, or wherein R.sub.2 and R.sub.3, together with the linking nitrogen atom, form an azepinyl ring, and R.sub.4 is hydrogen, C.sub.2 -C.sub.4 alkanoylamino or halogen; and together with at least one of the blue-dyeing dyes of formulae (4) and (5) ##STR3## wherein R.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.6 is C.sub.1 -C.sub.4 alkyl or amino, R.sub.7 is hydrogen or methyl, and R.sub.8 is a C.sub.2-4 hydroxyalkylsulfamoyl radical, is disclosed.
    Type: Grant
    Filed: March 1, 1996
    Date of Patent: May 20, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Guido Jordine, Jean-Marie Adam
  • Patent number: 5599354
    Abstract: The invention relates to dye mixtures consisting of(a) 0-100% by weight of at least one dye mixture comprising a compound of the formula ##STR1## and a compound of the formula ##STR2## (b) 0-100% by weight of at least one dye mixture comprising a compound of the formula ##STR3## and a compound of the formula ##STR4## in which the variables are as defined in the claims and the sum of (a) and (b) is 100% by weight. The dye mixtures according to the invention are suitable for dyeing or printing hydroxyl-containing or nitrogen-containing fibre materials and give dyeings or prints having good all-round fastness properties.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: February 4, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Peter Sutter, Francine Casi
  • Patent number: 5569309
    Abstract: A dye composition containing at least one turquoise blue monoazo dye of the formula (I): ##STR1## and at least one additional dye which is at least one yellow monoazo dye of the formula (II): ##STR2## or at least one blue anthraquinone dye of the formula (III): ##STR3## or at least one navy blue dye of the formula (IV): ##STR4##
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: October 29, 1996
    Assignee: Dystar Japan Ltd.
    Inventors: Toshio Hihara, Kiyoshi Himeno
  • Patent number: 5547478
    Abstract: The invention is to provide a composition made by blending a benzodifuranone compound of the formula (I): ##STR1## wherein R.sub.1 represents a methylene or straight or branched C.sub.2 -C.sub.6 alkylene group optionally substituted with a hydroxy, C.sub.1 -C.sub.4 alkoxy or C.sub.1 -C.sub.4 alkylcarbonyloxy group; and Q represents 5- or 6-membered saturated or unsaturated heterocyclic ring residue, with an anthraquinone compound of the formula (II): ##STR2## wherein R.sub.2 represents an optionally substituted C.sub.1 -C.sub.6 alkyl, optionally substituted phenyl or C.sub.1 -C.sub.4 alkoxyphenylsulfonyl group, and a method for dyeing hydrophobic materials using the composition to obtain red dyed products with excellent pH dependency and fastnesses to light and washing.
    Type: Grant
    Filed: December 16, 1993
    Date of Patent: August 20, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshinori Fukui, Nobuyuki Katsuda, Shinichi Yabushita, Shuhei Hashizume
  • Patent number: 5536277
    Abstract: A reactive dye composition which contains a dye mixture comprising; at least one reactive dye selected from dyes represented by the following formula (I): ##STR1## in which Q is --SO.sub.2 CH.sub.2 CH.sub.2 Z in which Z is a group splittable by the action of alkali or --SO.sub.2 CH.dbd.CH.sub.2, and M.sup.1 is hydrogen, an alkali metal or an alkaline earth metal, and at least one anthraquinone compound usable as an acid dye; and a process for dyeing or printing a fiber material using the reactive dye composition.
    Type: Grant
    Filed: December 22, 1994
    Date of Patent: July 16, 1996
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Mitsuo Shimode, Nobuaki Kawamura, Shinichi Yabushita, Shuhei Hashizume
  • Patent number: 5496380
    Abstract: A dispersed dye composition which is (A) a combination of blue dye composition (1) and red dye composition (2); (B) a combination of blue dye composition (1) and yellow dye composition (3); or (C) a combination of blue dye composition (1), red dye composition (2) and yellow dye composition (3); wherein blue dye composition (1) consists of from 35 to 55 weight percent of a compound of Formula (I), from 35 to 55 weight percent of a compound of Formula (II) and from 2 to 20 weight percent of a compound of Formula (III); red dye composition (2) consists of at least one red dye selected from the group of compounds of Formulas (IV-1) and (IV-2); and yellow dye composition (3) consists of at least one dye within the scope of the compound of Formula (V).
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: March 5, 1996
    Assignee: Dystar Japan Ltd.
    Inventors: Hideaki Imafuku, Takashi Fujita, Toshikazu Tamiya, Kuniko Kira
  • Patent number: 5496381
    Abstract: Novel dye mixture comprising three to seven fiber-reactive dyes selected from dyes of the below-indicated and defined formulae (1) to (7) with the proviso that the dye mixture contain at least one representative of the formulae (1) and/or (2), at least one representative of the formulae (3) and/or (4) and at least one representative of the formulae (5) and/or (6) and/or (7): ##STR1##
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: March 5, 1996
    Assignee: Hoechst AG
    Inventors: Werner H. Russ, Kurt Hussong
  • Patent number: 5493036
    Abstract: The invention relates to fibre-reactive anthraquinone dyes of formula ##STR1## wherein R.sub.1, R.sub.2, B, U, R and n are as defined in claim 1. The anthraquinone dyes of formula (1) are suitable for dyeing or printing hydroxyl group containing or nitrogen-containing fibre materials and give dyeings or prints of good allround fastness properties.
    Type: Grant
    Filed: September 19, 1994
    Date of Patent: February 20, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5489312
    Abstract: Process for transferring dyes from a transfer to a plastic-coated paper wherein on the transfer there is a cyan thermal transfer dye mixture comprising at least one anthraquinone dye whose absorption maximum is at a wavelength of from 600 to 750 nm and also at least one triazolopyridine, pyridone, 1-amidopyrid-2,6-dione, heterocyclic pyridone and/or halogenated quinolone dye.
    Type: Grant
    Filed: January 23, 1995
    Date of Patent: February 6, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Thomas Werner, Ruediger Sens
  • Patent number: 5484458
    Abstract: Triphendioxazine compounds corresponding to the formula ##STR1## which are suitable as fiber-reactive dyestuffs for dyeing and printing material, in particular fiber material, containing hydroxy and/or carboxamide groups, such as wool and synthetic polyamide fibers, and especially cellulose fibers, such as cotton, are described. In formula (1), M is hydrogen or an alkali metal and Z is a radical of the formula (2) ##STR2## in which R is hydrogen, sulfo, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, nitro or cyano, W is alkylene having 3 to 6 carbon atoms and the group --SO.sub.2 --Y is a fiber-reactive group of the vinyl sulfone series.
    Type: Grant
    Filed: May 16, 1994
    Date of Patent: January 16, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner H. Russ, Horst Tappe, Christian Schumacher
  • Patent number: 5484460
    Abstract: Dye mixtures comprising at least six isochromatic dyes of the formula ##STR1## where D is the radical of a diazo component of the aniline, aminothiophene, aminothiazole, aminoisothiazole or aminobenzisothiazole series andone of the radicals X.sup.1 and X.sup.2 is amino and the other is a radical of the formula ##STR2## where L is unsubstituted or substituted C.sub.2 -C.sub.8 -alkyleneR.sup.1 is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl andR.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, benzyl, phenyl, or C.sub.1 -C.sub.8 -alkanoyl,and the use thereof for dyeing or printing textile materials, and dye mixtures comprising thienylazopyridine dyes and anthraquinone dyes and the use thereof for dyeing or printing textile materials.
    Type: Grant
    Filed: November 9, 1994
    Date of Patent: January 16, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Loeffler, Gunther Lamm, Volker Bach, Arno Lange, Helmut Reichelt, Herbert Rothmaier
  • Patent number: 5460631
    Abstract: Reactive dyestuff mixtures containing one or more monochlorotriazine dyestuffs of the formula (1) ##STR1## and one or more monofluorotriazine dyestuffs of the formula (2) ##STR2## in which the substituents have the meaning given in the description, show on-tone exhaustion onto fibres and are fixed uniformly even under different fixation conditions.
    Type: Grant
    Filed: June 15, 1994
    Date of Patent: October 24, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Hoppe, Karl-Josef Herd, Konrad Bootz, Stefan Ehrenberg, Thomas Eizenhofer, Wolfgang Harms, Hermann Henk, Klaus Kunde, Stefan Meier, Wolfram Reddig
  • Patent number: 5456726
    Abstract: A reactive dye composition containing at least one dioxazine compound of the formula (I) in the free acid form: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, Z.sub.1, m, Y.sub.1, Z.sub.1, Q.sub.1 and Q.sub.2 are as defined in the claims, or at least one dioxazine compound of the formula (II) in the free acid form: ##STR2## wherein R.sub.8, R.sub.9, R.sub.10, X.sub.2, n, Y.sub.2, Z.sub.2, Z.sub.3 and Q.sub.3 are as defined in the claims, or a mixture of at least one dioxazine compound of the formula (I) and at least one dioxazine compound of the formula (II); and at least one anthraquinone compound of the formula (III) in the free acid form: ##STR3## wherein Z.sub.4 is as defined in the claims; can dye a cellulose fiber material or a fiber material containing cellulose fiber uniformly blue, with a small amount of salt, with a good build-up property, in a high reproducibility.
    Type: Grant
    Filed: April 19, 1994
    Date of Patent: October 10, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shigeru Kawabata, Naoki Harada, Shuhei Hashizume
  • Patent number: 5433754
    Abstract: A disperse dye composition comprising:(A) a yellow dye mixture comprising from 20 to 60 wt % of a compound of the following formula (I) and from 80 to 40 wt % of a compound of the following formula (II) (the sum of (I) and (II) is 100 wt %): ##STR1## wherein each of X.sup.1 and X.sup.2 which are independent of each other, is a halogen atom, and R.sup.1 is --C.sub.2 H.sub.4 CN or --C.sub.2 H.sub.4 OCOC.sub.6 H.sub.5, and(B) a blue dye mixture comprising from 75 to 95 wt % of a compound of the following formula (III) and from 25 to 5 wt % of the following formula (IV) (the sum of (III) and (IV) is 100 wt % ): ##STR2## and/or (C) a red dye of the following formula (V): ##STR3## wherein each of R.sup.2 and R.sup.3 which are independent of each other, is a methyl group or an ethyl group.
    Type: Grant
    Filed: March 18, 1994
    Date of Patent: July 18, 1995
    Assignee: Hoechst Mitsubishi Kasai Co., Ltd.
    Inventors: Hideaki Imafuku, Kaoru Fujikawa, Toshikazu Tamiya, Kuniko Kira
  • Patent number: 5421834
    Abstract: Cyan thermal transfer dye mixtures comprise at least one anthraquinone dye whose absorption maximum is at a wavelength of from 600 to 750 nm and also at least one triazolopyridine, pyridone, 1-amidopyrid-2,6-dione, heterocyclic pyridone and/or halogenated quinolone dye.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: June 6, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Thomas Werner, Ruediger Sens
  • Patent number: 5399183
    Abstract: Process for the trichromatic dyeing or printing of natural or synthetic polyamide fibre materials, which comprises using at least one blue-dyeing anthraquinone dye 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 C.sub.1 -C.sub.6 alkyl, the sum of the carbon atoms of the radicals R.sub.1, R.sub.2, R.sub.3 and R.sub.4 being 4, 5 or 6 and the sulfo group in the anthraquinone dye of the formula (1) being attached in the position designated as 6 or 7, together with at least one red-dyeing dye of the formula (2) and at least one of the yellow- or orange-dyeing dyes of the formulae (3), (4) and (5), the dyes of the formulae (2), (3), (4) and (5) being as defined in claim 1.The process according to the invention is suitable for dyeing natural or synthetic polyamide materials from an aqueous liquor or for printing with printing pastes.
    Type: Grant
    Filed: November 24, 1993
    Date of Patent: March 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 5382263
    Abstract: Blue dye mixtures useful for dyeing or printing polyester fabrics contain from 30 to 95% by weight, based on the total weight of the dyes, of one or more dyes based on 1,4-diaminoanthraquinone-2,3-dicarboximides and also from 5 to 70% by weight based on the total weight of the dyes, of one or more thiopheneazo dyes having a coupling component of the aniline series.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: January 17, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Degen, Arno Lange, Sabine Gruettner-Merten, Helmut Reichelt
  • Patent number: 5376150
    Abstract: There are described the use of pyridine dyes of the formula ##STR1## where R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.20 -alkyl, substituted or unsubstituted phenyl or hydroxyl,R.sup.2 is a carbocyclic or heterocyclic radical,R.sup.3 is cyano, carbamoyl, carboxyl or C.sub.1 -C.sub.4 -alkoxy carbonyl,R.sup.4 is oxygen or the radical of an acidic CH compound,R.sup.5 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.6 is substituted or unsubstituted C.sub.1 -C.sub.20 -alkyl, substituted or unsubstituted phenyl, hydroxyl or substituted or unsubstituted amino, andX is nitrogen or optionally CH,for dyeing or printing synthetic fibers, cellulose esters or blends thereof, dye mixtures comprising pyridine dyes of the above formulae and blue disperse dyes, the use thereof for dyeing and printing synthetic fibers, cellulose esters or blends thereof, and triazolopyridine dyes having a thienyl radical.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: December 27, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Arno Lange, Volker Bach, Ruediger Sens, Karl-Heinz Etzbach, Helmut Reichelt, Sabine Gruettner-Merten
  • 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: 5356440
    Abstract: The invention relates to a process for the dyeing of synthetic polyamide fibre materials, which comprises dyeing these fibre materials with a reactive dye of the formulaHO.sub.3 S--Fa--X--SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H).sub.m(1),in which Fa is a dye radical, X is a direct bond or a radical of the formula --CONHCH.sub.2 CH.sub.2 -- and m is the number 1 or 2, the dye of the formula (1) containing only one sulfo group, from an aqueous liquor at a pH of 5 to 9 and, to set the dyeing temperature, raising the temperature from 80.degree. C. to at least 95.degree. C. over a period of at least 20 minutes. The process according to the invention produces level dyeings on synthetic polyamide fibre materials.
    Type: Grant
    Filed: July 22, 1993
    Date of Patent: October 18, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Pierre Galafassi, Jean-Marie Adam
  • Patent number: 5354341
    Abstract: Leather is dyed using dye mixtures comprising at least two metal-free dyes each carrying a single sulfo or carboxyl group and having a molecular weight in the range from 450 to 700.It is preferred to use a trichromatic dyeing formulation comprising at least one yellow dye of formula (1), at least one red dye of formula (2) and at least one blue dye of formula (3) according to claim 2.Leather is dyed in brilliant shades with these dye mixtures.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: October 11, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Moser, Thomas P. Campbell, Alois Puntener
  • Patent number: 5338319
    Abstract: There is disclosed a process for the photochemical and thermal stabilisation of polyamide fibre material as claimed in claim 1.The fibre materials treated by the inventive process are distinguished by good fibre affinity and enhanced photochemical and thermal stability.
    Type: Grant
    Filed: April 20, 1992
    Date of Patent: August 16, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Kaschig, Gerhard Reinert
  • Patent number: 5332404
    Abstract: A disperse dye mixture comprising a monoazo dye of the following formula (1) and a monoazo dye of the following formula (2) blended thereto in an amount of from 0.1 to 10 times by weight of the dye of the formula (1): ##STR1## wherein each of X.sup.1 and X.sup.2 which are independent of each other, is nitro, cyano, sulfomethyl or halogen, each of Y.sup.1, Y.sup.2, Z.sup.1 and Z.sup.2 which are independent of one another, is hydrogen, cyano, nitro, trifluoromethyl, halogen or sulfomethyl, each of W.sup.1 and W.sup.2 which are independent of each other, is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, and each of R.sup.1 and R.sup.2 which are independent of each other, is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl which is substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkyl, hydroxyalkoxyalkoxy, acyloxyalkoxy, acyloxyalkoxyalkoxy or alkoxyalkoxy.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: July 26, 1994
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Hirotsugu Tsumura, Yoshiharu Hamano
  • 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: 5298036
    Abstract: Azo dyes of the formula ##STR1## in which R.sub.1 and K are as defined in claim 1, produce on nitrogen-containing or hydroxyl-containing fibre materials dyeings having good fastness properties.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: March 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Mausezahl, Urs Lehmann
  • Patent number: 5281662
    Abstract: Disclosed is a treated material including a base material such as an extrudate, a woven fabric, or unwoven fibers, a disperse dye-type molecule such as a dye or antibiotic dispersed within and non-covalently adhered to the base material, and a molecule-of-interest immobilized on the base material by way of a reactive group on the disperse dye-type molecule. Also disclosed are methods of producing the treated material.
    Type: Grant
    Filed: June 21, 1991
    Date of Patent: January 25, 1994
    Assignee: New England Deaconess Hospital Corporation
    Inventors: Ralph K. Ito, Frank W. LoGerfo
  • 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: 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: 5092905
    Abstract: Dye mixtures comprising(i) as a yellow component, at least one compound of the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo,R.sub.2 is C.sub.1-4 alkyl or --COR.sub.6,wherein R.sub.6 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --NR.sub.7 R.sub.8,wherein each of R.sub.7 and R.sub.8 is independently hydrogen, C.sub.1-6 -alkyl or C.sub.2-6 alkyl mono-substituted by hydroxy,R.sub.4 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9,R.sub.5 is c.sub.1-4 alkyl or C.sub.2-6 alkyl monosubstituted by hydroxy,R.sub.10 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9, andR.sub.11 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, whereineach R.sub.3 is independently hydrogen or C.sub.1-4 alkyl, andeach R.sub.9 is independently (C.sub.1-6 alkyl)carbonyl or (C.sub.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: March 3, 1992
    Assignee: Sandoz Ltd.
    Inventor: Jacky Dore
  • 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: 5062861
    Abstract: Navy and black dye mixtures contain one or more thiopheneazo dyes whose diazo component comes from the 2-aminothiophene series and whose coupling component comes from the aniline series and one or more dyes F whose absorption maximum is at a wavelength of from 390 to 520 nm, the proportion of the thiopheneazo dyes being from 60 to 99% by weight, based on the total weight of the thiopheneazo dyes and the dyes F in the mixture.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: November 5, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Helmut Degen, Reinhold Krallmann, Gerhard Wagenblast
  • 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: 5032670
    Abstract: Disclosed are color concentrate compositions which comprise a polyester having copolymerized therein at least 0.5 weight percent of an anthraquinone colorant compound having the formula ##STR1## wherein AQ is a 1,5- or 1,8-anthraquinonylene radical; R.sup.1 and R.sup.2 are the same or different and are unsubstituted or substituted alkyl, cycloalkyl or aryl; and X is a group reactive with at least one of the functional groups of the monomers from which the polyester is prepared. Amorphous polyesters and partially-crystalline polyesters are preferred embodiments of the color concentrates. Also disclosed are colored semicrystalline powders which may be obtained from the amorphous and partially-crystalline color concentrates by a dissolution-crystallization-precipitation procedure.
    Type: Grant
    Filed: August 30, 1989
    Date of Patent: July 16, 1991
    Assignee: Eastman Kodak Company
    Inventors: William W. Parham, James J. Krutak, Max A. Weaver, Clarence A. Coates, Jr., Terry A. Oldfield
  • Patent number: 4964876
    Abstract: The dye mixture mentioned in claim 1 or one of the dyes mentioned in claims 12 or 13 are used for the dyeing of polyester textile material.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: October 23, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Christian Frey, Bernd Dill, Konrad Schmid
  • Patent number: 4944768
    Abstract: There are disclosed solid dye formulations which comprise at least one anionic wool dye and optional additional components as well as a mixture of an anionic dispersant and an amphoteric surfactant. Such formulations are distinguished in particular by improved solubility in water.
    Type: Grant
    Filed: February 13, 1989
    Date of Patent: July 31, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Paolo Balliello, Otto Schilling, Beat Bruttel
  • Patent number: 4908041
    Abstract: Navy and black dye mixtures contain one or more thiophene-azo dyes of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, X and Y each have defined meanings, and one or more dyes F whose absorption maximum is at a wavelength of from 390 to 520 nm, the proportion of thiophene-azo dyes being from 60 to 99% by weight, based on the total weight of thiophene-azo dyes and dyes F in the mixture.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: March 13, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Helmut Degen, Reinhold Krallmann, Gerhard Wagenblast
  • Patent number: 4888028
    Abstract: A water-soluble dye mixture comprising a blue anthraquinone reactive dye represented in its free acid form by the formula: ##STR1## wherein X is --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 W wherein W is a group removable by action of alkali and from 0.2 to 5 times by weight to said anthraquinone reactive dye of a blue formazan reactive dye represented in its free acid form by the formula: ##STR2## wherein R is a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, Y is a halogen atom, --NHC.sub.2 H.sub.4 SO.sub.3 H or ##STR3## and X is --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 W wherein W is a group removable by action of alkali.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: December 19, 1989
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Toshio Hihara, Riyouichi Sekioka
  • 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: 4725284
    Abstract: The invention relates to:(A) A thermal transfer printing sheet comprising a substrate having a coating comprising either,(i) a dye of the formula: ##STR1## wherein R.sup.1 is C.sub.5-12 -alkyl;R.sup.2 is H or C.sub.1-12 -alkyl; and Rings A & B are optionally substituted in the free positions by non-ionic groups; or(ii) a mixture of at least two dyes of the formula: ##STR2## wherein R.sup.3 is H or C.sub.1-12 -alkyl;R.sup.4 is H or C.sub.1-4 -alkyl; and Rings A & B are optionally substituted in the free positions by non-ionic groups;provided that in at least one component R.sup.3 is C.sub.5-12 -alkyl and in at least one other component R.sup.3 is H or C.sub.1-4 -alkyl;(B) A thermal transfer printing process using the transfer sheets; and(C) The mixture of dyes defined in (A)(ii).
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: February 16, 1988
    Assignee: Imperial Chemical Industries PLC
    Inventors: William Black, Roy Bradbury, Peter Gregory, Roy Porter, Geoffrey R. Rothwell
  • Patent number: 4693727
    Abstract: Process for preparing ozone-fast dyeings on synthetic polyamide fibre materials from aqueous liquor with anthraquinone dyes which comprises using at least one anthraquinone dye which contains one or two fibre-reactive groups and one or two sulfo groups.The process according to the invention is suitable for dyeing synthetic polyamide materials producing with the monosulfoanthraquinone or disulfoanthraquinone dyes which contain one or two fibre-reactive groups level dyeings having good fastness properties, in particular good ozone fastness.
    Type: Grant
    Filed: March 18, 1986
    Date of Patent: September 15, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: James B. Bowles, Marshall White, Jr., Alois Puentener, Jean-Marie Adam, Peter Loew
  • 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
  • Patent number: 4626257
    Abstract: A method for dyeing polyester fiber materials is disclosed, comprising conducting combination dyeing by a combination of disperse dyes each capable of making up for the color fading of other disperse dye produced upon exposure to sunlight, by the color change thereof in hue caused upon the exposure to sunlight under the same condition.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: December 2, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshikazu Matsuo, Toshio Nakamatsu, Toshikazu Moriwaki, Sadaharu Abeta, Kunihiko Imada