Heterocyclic Group Patents (Class 8/677)
  • Publication number: 20150096132
    Abstract: The present invention relates to azo dyes of the formula (1), wherein R1 is hydrogen or hydroxy, R2 is hydrogen or hydroxy, at least one of the radicals R1 and R2 being hydroxy, R3 is hydrogen, cyano, nitro or halogen, R4 is hydrogen, cyano, nitro or halogen, D represents a radical of the formula (2) or (3), wherein R5 denotes C1-C12alkyl, C1-C12hydroxyalkyl, C1-C12alkoxyalkyl, C2-C12alkenyl, C6-C30aryl or C7-C36aralkyl and R6 and R7, each independently of the other, is hydrogen, C1-C12alkyl, C1-C12hydroxyalkyl, C1C12alkoxyalkyl, C6-C30aryl or C7-C36aralkyl, with the proviso that the compound of formula (1) is excluded, wherein R1 is hydrogen, R2 is hydroxy, R3 and R4 is hydrogen and D is the radical of formula (2) wherein R5 is ethyl, and to the use of those dye mixtures in the dyeing or printing of semi-synthetic or synthetic hydrophobic fibre materials.
    Type: Application
    Filed: May 15, 2013
    Publication date: April 9, 2015
    Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Yvonne Pesek
  • Patent number: 8696766
    Abstract: A dye of the general formula (I) where D is the residue of a diazo component; X is (C1-C6)-alkylene or oxygen-interrupted (C2-C6)-alkylene; R1 is methyl, ethyl or phenyl; R2 is hydrogen, cyano or carboxamido; R3 is phenyl or substituted phenyl; R4 is hydrogen or methyl or R3 and R4 combine with the atoms to which they are attached to form a five- or six-membered ring. The invention further relates to the process of the preparation of the dye of formula and its use.
    Type: Grant
    Filed: March 18, 2009
    Date of Patent: April 15, 2014
    Assignee: DyStar Colours Deutschland GmbH
    Inventor: Stefan Neubauer
  • Publication number: 20110030153
    Abstract: A dye of the general formula (I) where D is the residue of a diazo component; X is (C1-C6)-alkylene or oxygen-interrupted (C2-C6)-alkylene; R1 is methyl, ethyl or phenyl; R2 is hydrogen, cyano or carboxamido; R3 is phenyl or substituted phenyl; R4 is hydrogen or methyl or R3 and R4 combine with the atoms to which they are attached to form a five- or six-membered ring. The invention further relates to the process of the preparation of the dye of formula and its use.
    Type: Application
    Filed: March 18, 2009
    Publication date: February 10, 2011
    Applicant: DyStar Colours Deutschland GmbH
    Inventor: Stefan Neubauer
  • Patent number: 7507263
    Abstract: Anthraquinone dyes of formula wherein R1, R2 and R3 are each independently of one another hydrogen or unsubstituted or substituted C1-C12alkyl, X1 is chloro or fluoro, B1 is methylene-phenylene-methylene which is unsubstituted or substituted in the phenylene ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, halogen, carboxy or sulfo, or is a radical of formula —(CH2)3—CH(CH3)—CH2—, —CH2—CH2—CH(C2H5)—, —CH2—CH(OH)—CH2— or —CH2—C(CH3)2—CH2—, Y is hydrogen, unsubstituted or substituted C1-C12alkyl, or phenyl or naphthyl, each unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, halogen, carboxy, sulfo or a radical of formula —SO2—Z, wherein Z is a group of formula —CH?CH2 or —CH2—CH2—U1, and U1 is a leaving group, are particularly suitable for dyeing or printing cellulosic fiber materials or natural or synthetic polyamide fiber materials in high tinctorial yield and give dyeings and prints of good fastness properties.
    Type: Grant
    Filed: February 27, 2007
    Date of Patent: March 24, 2009
    Assignee: Huntsman International LLC
    Inventor: Bernhard Muller
  • Patent number: 7300473
    Abstract: The invention relates to a composition for dyeing fibers such as the hair, comprising at least one cationic direct dye of given formula, and which also contains at least one thickening polymer chosen from the group comprising: —nonionic amphiphilic polymers comprising at least one hydrophilic unit and at least one unit containing a fatty chain, —anionic amphiphilic polymers comprising at least one hydrophilic unit and at least one unit containing a fatty chain, —cationic amphiphilic polymers comprising at least one hydrophilic unit and at least one unit containing a fatty chain. The invention also relates to the dyeing processes and dyeing kits therefor.
    Type: Grant
    Filed: November 1, 2006
    Date of Patent: November 27, 2007
    Assignee: L'Oreal S.A.
    Inventors: Gérard Lang, Jean Cotteret
  • Patent number: 7208019
    Abstract: Process for treating dyed human keratin fibres, in which the fibres are washed with a washing composition (B) containing at least one amphoteric surfactant and at least one nonionic surfactant chosen from alkylpolyglucosides and monoglycerolated or polyglycerolated surfactants. The invention also relates to a kit for performing this process.
    Type: Grant
    Filed: December 7, 2004
    Date of Patent: April 24, 2007
    Assignee: L'Oreal
    Inventors: Boris Lalleman, Sylvain Kravtchenko
  • Patent number: 7198652
    Abstract: The invention relates to a composition for dyeing keratinous fibers, in particular human keratinous fibers such as hair, comprising, in an appropriate dyeing medium, at least one cationic direct dye of a given formula, and which is characterized in that it contains, in addition, at least one quaternary ammonium salt. The invention also relates to the dyeing methods and devices using it.
    Type: Grant
    Filed: March 21, 2006
    Date of Patent: April 3, 2007
    Assignee: L'Oreal S.A.
    Inventor: Christine Rondeau
  • Patent number: 7087096
    Abstract: The invention concerns a dyeing composition for keratinous fibers, in particular human keratinous fibers such as hair, comprising in an appropriate dyeing medium, at least a direct cationic coloring agent of specific formula, and characterized in that it further contains at least a quaternary ammonium salt. The invention also concerns methods and devices using said composition.
    Type: Grant
    Filed: July 1, 2004
    Date of Patent: August 8, 2006
    Assignee: L'Oreal
    Inventor: Christine Rondeau
  • Patent number: 6962610
    Abstract: Provided is a hair dye composition containing a dissociative direct dye represented by the following formula (1): wherein, R1 to R4 each represents H or substituent, X represents OH or —NHSO2R5, R5 represents an alkyl, aryl or heterocyclic group, and A represents a divalent group capable of forming a methine dye as a whole compound, together with the portion other than A. The hair dye composition of the present invention is capable of strongly dyeing the hair with a vivid color tone without causing decomposition of the dye during the dyeing process, exhibits an excellent resistance against sunlight, hair washing, perspiration, friction and heat, has a high stability against an alkali agent and an oxidizing agent, has a high dyeing property, and has less color fade after the passage of time.
    Type: Grant
    Filed: September 12, 2003
    Date of Patent: November 8, 2005
    Assignees: Kao Corporation, Fuji Photo Film Co., Ltd.
    Inventors: Dominic Pratt, Toshio Kawagishi
  • Patent number: 6893472
    Abstract: The present invention relates to a process for dyeing or printing manufactured natural polymer or synthetic hydrophobic fiber materials, characterized in that it comprises using dyes of the formula (I), where R1 is hydrogen, hydroxyl or a radical —NHCO—R6, where R6 is C1-C6alkyl or unsubstituted or C1-C4alkyl- or halogen-substituted phenyl, R2 is hydrogen, hydroxyl or a radical W—R7, where W is —NHCO— or —S— and R7 is C1C6alkyl or unsubstituted or C1-C4alkyl- or halogen-substituted phenyl, R3 is hydrogen, R4 is hydrogen or hydroxyl, R5 is hydrogen, halogen, methoxy, phenoxy or phenylthio, or R3 and R4 combine to form the radical of the formula (II), where the rings A and B may independently bear further substituents, to the use of these dyes for trichromatic dyeing of manufactured natural polymer or synthetic hydrophobic fiber materials and mass dyeing of plastics materials and to producing solid on-tone combinations of plastics material and manufactured natural polymer or synthetic fiber material.
    Type: Grant
    Filed: December 13, 2001
    Date of Patent: May 17, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Rainer Hildebrand, Peter Sutter
  • Patent number: 6783558
    Abstract: The present invention is directed to a hair coloring method by using a composition comprising a specified ring-fused heterocycle direct dyestuff having the general formula (1) or a salt thereof wherein the formulas are as defined in the patent claims. Furthermore, the present invention is also directed to the composition. This composition has a surprisingly good hair coloring performance and compatibility with peroxides. The use of this composition leads to long lasting brilliant colors wherein the color is stable against washing of the hair and environmental influences.
    Type: Grant
    Filed: March 14, 2002
    Date of Patent: August 31, 2004
    Assignees: Kao Corporation, Fuji Photo Film Co., Ltd.
    Inventors: Dominic Pratt, Toshio Kawagishi
  • 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: 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: 6284004
    Abstract: The invention relates to a process for printing textile fibre materials by the ink-jet printing process, wherein the fibre materials are printed with an aqueous ink comprising at least one disperse dye, an anionic copolymer and/or a nonionic block polymer and/or a dispersant, and to the inks comprising these components.
    Type: Grant
    Filed: May 23, 2000
    Date of Patent: September 4, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Marc Burglin, Mickael Mheidle, Peter Scheibli
  • Patent number: 6218552
    Abstract: A compound, 3-phenyl-7-[4-(tetrahydrofurfuryloxy)phenyl]-1,5-dioxa-s-indacene-2,6-dione, which has a structure of crystals exhibiting the strongest peak at an angle of diffraction, 2&thgr;, of 4.7°, among peaks appearing within the range of not smaller than 3° of 2&thgr;, in an X-ray diffraction using a Cu-K&agr;-ray. The compound gives dyed or printed products having deep and brilliant tint of colors with excellent fastnesses, when applied to hydrophobic fiber materials, particularly, polyester fiber materials.
    Type: Grant
    Filed: April 19, 1994
    Date of Patent: April 17, 2001
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Junichi Sekihachi, Jun Yamamoto, Yasuyoshi Ueda
  • Patent number: 6203578
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: March 20, 2001
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Hervé Richard, Alain Lagrange
  • Patent number: 6176885
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibers and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: September 29, 1999
    Date of Patent: January 23, 2001
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Herv{acute over (e)} Richard, Alain Lagrange
  • Patent number: 6027537
    Abstract: The use of linear or cyclic silicon compounds containing at least one chromophoric group of quinone or azo type as direct dyes in dye compositions intended for dyeing human keratin fibres and in particular the hair. The invention also relates to novel silicon compounds and dye compositions containing them, as well as to the corresponding direct dyeing process.
    Type: Grant
    Filed: October 30, 1997
    Date of Patent: February 22, 2000
    Assignee: L'Oreal
    Inventors: Madeleine Leduc, Herve Richard, Alain Lagrange
  • Patent number: 5882359
    Abstract: Vat dye mixtures comprising at least two structurally different dyes which have the formula ##STR1## in which X is phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; morpholino; or the radical --SR.sub.3 ; R.sub.1 and R.sub.2 independently of one another are each hydrogen or the radical --NHCO--C.sub.6 H.sub.5, and R.sub.3 is C.sub.1 -C.sub.4 alkyl, or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl or halogen, which are suitable for dyeing cellulosic fiber materials and give dyeings with good allround properties, are described.
    Type: Grant
    Filed: July 31, 1997
    Date of Patent: March 16, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Peter Leupin, Roland Zoelper
  • Patent number: 5859216
    Abstract: Anionic acid dyes 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.4 alkyl,X.sub.1 is C.sub.1 -C.sub.8 alkyl, substituted or unsubstituted C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl which are unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, amino, hydroxyl, ureido, halogen, carboxyl or sulfo,or the radical of the formula --N(R.sub.2)--X.sub.1 is a ring, which may contain further heteroatoms,Y.sub.1 is a radical of the formula ##STR2## in which B.sub.1 is a colourless organic bridge member,R.sub.3 is hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.4 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,W.sub.1 is hydrogen or a radical of the formula --CO--R, in whichR is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl and A.sub.1 is as defined in claim 1.
    Type: Grant
    Filed: March 3, 1997
    Date of Patent: January 12, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Marie Adam, Jean-Pierre Bacher
  • Patent number: 5766268
    Abstract: A colorant composition which can be liquid in the neat form at 25.degree. C., having the structure ABXYZ, whereA is an organic chromophore;B is an electrophilic reactive group covalently bonded to A directly or through a linking group;X is a nucleophilic linking group covalently bonding B and Y;Y is a poly(oxyalkylene)-containing moiety comprising the formula (C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n where a and b are different and from 1 to 8, m is at least 3, n is 0 to 15; andZ is a terminal group for Y.The colorant composition can be prepared from a reactive dye AB which is reacted with XYZ, a poly(oxyalkylene)-containing moiety containing a nucleophilic group.
    Type: Grant
    Filed: March 13, 1997
    Date of Patent: June 16, 1998
    Assignee: Milliken Research Corporation
    Inventor: John D. Bruhnke
  • 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: 5718730
    Abstract: Anthraquinone dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 independently of one another are hydrogen or are substituted or unsubstituted C.sub.1 -C.sub.12 alkyl,X.sub.1 and X.sub.2 independently of one another are chlorine or fluorine,B.sub.1 is a C.sub.2 -C.sub.12 alkylene radical which is unsubstituted or substituted by hydroxyl, sulfo or sulfato and is uninterrupted or is interrupted by oxygen; or is a cyclohexylene radical,C.sub.1 -C.sub.4 alkylene-cyclohexylene radical, cyclohexylene-C.sub.1 -C.sub.4 alkylene radical,C.sub.1 -C.sub.4 alkylene-cyclohexylene-C.sub.1 -C.sub.4 alkylene radical or cyclohexylene-methylene-cyclohexylene radical which is unsubstituted or is substituted in the cyclohexylene ring by C.sub.1 -C.sub.4 alkyl; or is a C.sub.1 -C.sub.4 alkylene-phenylene radical,phenylene-C.sub.1 -C.sub.4 alkylene radical or C.sub.1 -C.sub.4 alkylene-phenylene-C.sub.1 -C.sub.4 alkylene radical which is unsubstituted or is substituted in the phenylene ring by C.
    Type: Grant
    Filed: October 31, 1996
    Date of Patent: February 17, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Bernhard Muller
  • Patent number: 5607481
    Abstract: Fiber-reactive anthraquinone dyes Anthraquinone dyes of the formula (1) ##STR1## in which the variables are defined in the disclosure, exhibit excellent fastness properties, in particular chlorine fastness, light fastness and wash fastness, and give good fixation yields.
    Type: Grant
    Filed: February 13, 1996
    Date of Patent: March 4, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Werner H. Russ, Christian Schumacher
  • Patent number: 5601622
    Abstract: Anthraquinone dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 independently of one another are hydrogen or are substituted or unsubstituted C.sub.1 -C.sub.12 alkyl,X.sub.1 and X.sub.2 independently of one another are chlorine or fluorine,B.sub.1 is a C.sub.2 -C.sub.12 alkylene radical which is unsubstituted or substituted by hydroxyl, sulfo or sulfato and is uninterrupted or is interrupted by oxygen; or is a cyclohexylene radical, C.sub.1 -C.sub.4 alkylene-cyclohexylene radical, cyclohexylene-C.sub.1 -C.sub.4 alkylene radical, C.sub.1 -C.sub.4 alkylene-cyclohexylene-C.sub.1 -C.sub.4 alkylene radical or cyclohexylene-methylene-cyclohexylene radical which is unsubstituted or is substituted in the cyclohexylene ring by C.sub.1 -C.sub.4 alkyl; or is a C.sub.1 -C.sub.4 alkylene-phenylene radical, phenylene-C.sub.1 -C.sub.4 alkylene radical or C.sub.1 -C.sub.4 alkylene-phenylene-C.sub.1 -C.sub.
    Type: Grant
    Filed: October 11, 1995
    Date of Patent: February 11, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Bernhard M uller
  • Patent number: 5578419
    Abstract: Dyes suitable for use in the fabrication of color filters are described which contain one or more photopolymerizable substituents preferably represented by the following formula:D-(A-Yn.sup.1)n.sup.2 (1)where D represents a chromphoric nucleus, A denotes a connecting group, Y means the photopolymerizable group, n.sup.1 is 1-10,000, and n.sup.2 stands for an integer of 1-10. Also described are photosensitive resist resin compositions containing the dyes as well as color filters fabricated by curing the photosensitive resist resin compositions.
    Type: Grant
    Filed: April 6, 1994
    Date of Patent: November 26, 1996
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hisato Itoh, Akio Karasawa, Kenichi Sugimoto
  • 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: 5430147
    Abstract: Water-soluble anthraquinone compounds, preparation thereof, and use thereof as dyes.There are described anthraquinone compounds conforming to the formula (1) ##STR1## where A is the radical of a sulfo-containing anthraquinone radical,R.sup.1 and R.sup.2 are each independently of the other hydrogen or lower alkyl,X is an alkali-detachable radical, such as fluorine and chlorine,R is hydrogen, lower alkyl or lower alkoxy, andM is hydrogen or an alkali metal.The anthraquinone compounds have fiber-reactive properties and are used as dyes for dyeing and printing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose fiber materials, wool and synthetic polyamide, in brilliant blue shades.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: July 4, 1995
    Assignee: Hoechst AG
    Inventors: Jorg Dannheim, Reinhard Hahnle, Werner H. Russ
  • Patent number: 5352247
    Abstract: Anthraquinone dyes of the formula ##STR1## in which A, R.sub.1, R.sub.2, R.sub.3 and n are as defined in claim 1, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: November 30, 1993
    Date of Patent: October 4, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • 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: 4840640
    Abstract: A polarizing film which comprises a film base having thereon an anthraquinone dye of general formula (I): ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, an alkyl group, an alkoxy group, an aralkyloxy group, an aryl group, a cyclohexyl group, a 4-alkylcyclohexyl group, a carboxylic acid ester group, a carboxylic acid amide group, a halogen atom, ##STR2## X represents an oxygen atom, a sulfur atom or an amino group.
    Type: Grant
    Filed: June 16, 1987
    Date of Patent: June 20, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Konoe Miura, Tetsuo Ozawa, Seigo Okumura, Hidetoshi Urashima
  • 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: 4693725
    Abstract: An aqueous liquid dye composition improved in storage stability, which comprises a bifunctional reactive dye of the following formula, ##STR1## wherein D is an organic dye residue having at least one sulfonic acid group, R.sub.1 and R.sub.2 are independently a hydrogen atom or an unsubstituted or substituted lower alkyl group, A is an substituted or substituted phenylene or naphthylene group, X is a halogen atom, and Y is --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 an alkali, in an amount of 5 to 50% by weight based on the weight of the liquid dye composition, the liquid dye composition having a pH value of from 3 to 7.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: September 15, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriaki Yamauchi, Shinnei Ikeou, Kunihiko Imada
  • Patent number: 4693726
    Abstract: Process for dyeing cellulose fibers or cellulose blend fibers, which comprises dyeing the fibers mentioned with water-soluble reactive dyes which contain in the dye molecule at least once the structural element of the formula ##STR1## in which Y denotes a hydroxyl, hydroxymethyl, alkoxy C.sub.1 -C.sub.4, aldehyde, carboxamide, monoalkyl C.sub.1 -C.sub.4 -carboxamide, dialkyl C.sub.1 -C.sub.4 -carboxamide, monophenyl carboxamide, cyano, alkyl C.sub.1 -C.sub.4 -oxycarbonyl or sulfo group or a halogen atom, in an aqueous medium within the pH range 4-11.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: September 15, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Peter Mischke, Gerd Konig, Hartmut Springer
  • 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: 4690686
    Abstract: A water-insoluble disperse dye composition comprising a combination of a dye represented by the following formula (I), ##STR1## wherein X is hydrogen, halogen, lower alkyl or lower alkoxy, in an amount of 95 to 20% by weight, and a dye represented by the following formula (II), ##STR2## wherein Z, Y.sub.1 and Y.sub.2 are independently hydrogen or halogen, and the ring A is a benzene or naphthalene ring unsubstituted or substituted with a carboxylic acid ester group, in an amount of 5 to 80% by weight, which is useful for dyeing polyester fiber materials to obtain dyed products having both extremely high light fastness and excellent thermal resistance.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: September 1, 1987
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Toshio Nakamatsu, Yoshikazu Matsuo, Masao Nishikuri, Kunihiko Imada
  • Patent number: 4614804
    Abstract: Dyes of the formula ##STR1## where A and B are H and/or ##STR2## Y is unsubstituted or substituted phenyl, ##STR3## or unsubstituted or substituted benzothiazolyl or benzoxazolyl and R is unsubstituted or substituted alkyl, unsubstituted or substituted phenyl, or alkoxy, alkoxyalkoxy, phenalkyl or alkoxycarboalkyl, are suitable for dyeing and printing cellulose swollen with water-miscible swelling agents and cellulose-containing fiber material.
    Type: Grant
    Filed: September 14, 1983
    Date of Patent: September 30, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Epple, Reinhold Krallmann, Wolf-Dieter Kermer, Hans Weber
  • Patent number: 4596666
    Abstract: Anthraquinone dyestuffs of the formula ##STR1## in which R.sub.1 represents alkyl, aralkyl, --CO--X-alkyl, --CO-- X-aralkyl, --CO--X-aryl, --O-alkyl, --O-aralkyl, --O-- aryl, --CN, --NO.sub.2, --CF.sub.3, halogen or a heterocyclic radical andR.sub.2 represents H or R.sub.1,X representing O, S, NH or a direct bond andY.sub.1, Y.sub.2, Y.sub.3 and Y.sub.4 denoting hydrogen, --NH.sub.2, --OH, halogen, --NO.sub.2 or an arylmercapto group and at least one of the substituents Y.sub.1 -Y.sub.4 representing an arylmercapto group,it being also possible for the alkyl, aryl, aralkyl and heterocyclic radicals mentioned for R.sub.1 and Y.sub.1 -Y.sub.4 to be substituted, the preparation and use thereof, and dichroic material containing these anthraquinone dyestuffs.
    Type: Grant
    Filed: December 2, 1983
    Date of Patent: June 24, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Martin Blunck, Uwe Claussen, Friedrich W. Krock, Rutger Neeff
  • Patent number: 4550178
    Abstract: There are described dye mixed crystals consisting of 1 part of the dye of the formula ##STR1## and 0.5-5 parts of the dye of the formula ##STR2## the production thereof, and their use for dyeing and printing hydrophobic fiber materials, particularly polyester materials. Blue dyeings having a good dye build-up are obtained.
    Type: Grant
    Filed: February 8, 1984
    Date of Patent: October 29, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Urs Karlen, Roland Putzar, Rudolf Schaulin
  • Patent number: 4451398
    Abstract: Dyes of the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl, R.sup.2 and R.sup.3 independently of one another are hydrogen, C.sub.1 -C.sub.5 -alkyl or C.sub.2 -C.sub.5 -alkenyl, R.sup.4 is C.sub.1 -C.sub.12 -alkyl or hydroxy-C.sub.2 -C.sub.4 -alkyl, X.sup..crclbar. is one equivalent of an anion, mis from 0 to 5 and n is from 0 to 5, with 1.ltoreq.(m+n).ltoreq.5, and F is an (m+n)-valent radical of a monoazo dye, a disazo dye, a polyazo dye, a quinophthalone, a bis-dioxazine, a compound of the 5,6-arylo-2-pyrone series, a naphtholactam dye, a triphenylmethane dye, a xanthene dye, a phthalocyanine, an indigoid, an anthraquinone dye containing one or more phenyl or naphthyl groups, a more highly fused carbonyl-containing dye, a quinacridone, a perylene-3,4,9,10-tetracarboxylic acid diimide, an anthrapyrimidine, a pyrazoloanthrone, a diaminonaphthoquinone, a naphthazarine or a naphthalene-1,4,5,8-tetracarboxylic acid diimide.
    Type: Grant
    Filed: February 11, 1981
    Date of Patent: May 29, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Manfred Ruske
  • Patent number: 4389215
    Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## or of the tautomeric formula ##STR3## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl, optionally substituted phenyl, carboxyl, carboxylic acid, C.sub.1 -C.sub.4 -alkyl ester or hydroxyl,R.sub.2 denotes hydrogen, halogen, nitro, cyano, optionally substituted carbamoyl or optionally substituted sulphamoyl, sulphonic acid C.sub.1 -C.sub.4 -alkyl ester, sulphonic acid aryl ester, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, optionally substituted benzoyl, alkyl or optionally substituted phenyl sulphone, or a hetero-aromatic radical, for example a radical of the formula ##STR4## or of the formula ##STR5## or of the formula ##STR6## R.sub.
    Type: Grant
    Filed: September 24, 1981
    Date of Patent: June 21, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4332938
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing. The dyeings obtained are distinguished by good fastness to light and wet processing.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: June 1, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
  • Patent number: 4325705
    Type: Grant
    Filed: December 10, 1979
    Date of Patent: April 20, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlish, Klaus von Oertzen
  • Patent number: 4323671
    Abstract: Anthraquinone derivatives which, in one of their tautomeric structures, correspond to the formula ##STR1## in which A denotes an anthraquinone radical which is free from sulphonic acid groups, is optionally further substituted and preferably consists of at most 5 fused rings,m denotes a number from 1 to 4, preferably 1 or 2,R denotes a substituent andn denotes 0, 1, 2, 3 or 4,processes for their preparation, their use for pigmenting organic macromolecular substances, and the material pigmented in this manner.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: April 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4323670
    Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and is optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, optionally substituted aryl, preferably ##STR3## hetero-aryl, cycloalkyl or C.sub.1 -C.sub.12 -alkyl, it being possible for the alkyl chain to be interrupted by oxygen or sulphur and/or to be substituted by hydroxyl groups or N(R.sub.3).sub.2 groups, --N(R.sub.3).sub.2 or ##STR4## R.sub.2 denotes a substituent, R.sub.3 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, cycloalkyl oroptionally substituted aryl,m denotes 1, 2, 3 or 4 andn denotes 0, 1, 2, 3, 4 or 5, processes for their preparation and processes for pigmenting organic macromolecular substances using the new anthraquinone-azomethine compounds.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: April 6, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4319025
    Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## or of the tautomeric formula ##STR3## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl, optionally substituted phenyl, carboxyl, carboxylic acid, C.sub.1 -C.sub.4 -alkyl ester or hydroxyl,R.sub.2 denotes hydrogen, halogen, nitro, cyano, optionally substituted carbamoyl or optionally substituted sulphamoyl, sulphonic acid C.sub.1 -C.sub.4 -alkyl ester, sulphonic acid aryl ester, C.sub.1 -C.sub.4 - alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, optionally substituted benzoyl, alkyl or optionally substituted phenyl sulphone, or a hetero-aromatic radical, for example a radical of the formula ##STR4## or of the formula ##STR5## or of the formula ##STR6## R.sub.
    Type: Grant
    Filed: July 21, 1980
    Date of Patent: March 9, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4290768
    Abstract: In order to dye and print cellulose fibres, which have been swollen with water-miscible swelling agents, or fibre mixtures containing such cellulose fibres, the fibres are treated with a dyestuff of the general formula ##STR1## wherein A denotes an optionally substituted anthraquinone radical, which can contain a further fused ring,X denotes oxygen or sulphur,Z denotes a mononuclear or binuclear aryl radical andn denotes 1 or 2,and the dyestuff is fixed by means of a heat treatment.
    Type: Grant
    Filed: January 7, 1980
    Date of Patent: September 22, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Robert Kuth, Werner Kuhnel, Wilhelm Gohrbandt
  • Patent number: 4284411
    Abstract: Anthraquinone derivatives which in one of their tautomeric structures correspond to the formula ##STR1## in which A denotes an anthraquinone radical which is free from sulphonic acid groups, is optionally further substituted and preferably consists of at most 5 fused rings,m is a number from 1-4 and preferably 1 or 2,R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl group andR.sub.2 is a cyano group or a radical of the formula ##STR2## or a radical of the formula ##STR3## in which formulae R.sub.3 is hydrogen, a straight-chain or branched alkyl group of a cycloalkyl radical,R.sub.4 is a substituent,n is 0, 1, 2, 3 or 4 andp is 0, 1, 2, 3, 4 or 5,processes for their preparation and their use for pigmenting organic macromolecular substances.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: August 18, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rutger Neeff, Meinhard Rolf, Walter Muller
  • Patent number: 4273553
    Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, m, n, p and X have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and woven fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose in dyeings and prints which are fast to washing. Blue dyeings and prints which are fast to light and wet processing are obtained.
    Type: Grant
    Filed: October 19, 1979
    Date of Patent: June 16, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Horst Jager, Klaus von Oertzen, Klaus Wunderlich