Heterocyclic Group Patents (Class 8/677)
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Publication number: 20150096132Abstract: 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: ApplicationFiled: May 15, 2013Publication date: April 9, 2015Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Yvonne Pesek
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Patent number: 8696766Abstract: 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: GrantFiled: March 18, 2009Date of Patent: April 15, 2014Assignee: DyStar Colours Deutschland GmbHInventor: Stefan Neubauer
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Publication number: 20110030153Abstract: 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: ApplicationFiled: March 18, 2009Publication date: February 10, 2011Applicant: DyStar Colours Deutschland GmbHInventor: Stefan Neubauer
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Patent number: 7507263Abstract: 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: GrantFiled: February 27, 2007Date of Patent: March 24, 2009Assignee: Huntsman International LLCInventor: Bernhard Muller
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Patent number: 7300473Abstract: 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: GrantFiled: November 1, 2006Date of Patent: November 27, 2007Assignee: L'Oreal S.A.Inventors: Gérard Lang, Jean Cotteret
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Patent number: 7208019Abstract: 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: GrantFiled: December 7, 2004Date of Patent: April 24, 2007Assignee: L'OrealInventors: Boris Lalleman, Sylvain Kravtchenko
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Patent number: 7198652Abstract: 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: GrantFiled: March 21, 2006Date of Patent: April 3, 2007Assignee: L'Oreal S.A.Inventor: Christine Rondeau
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Patent number: 7087096Abstract: 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: GrantFiled: July 1, 2004Date of Patent: August 8, 2006Assignee: L'OrealInventor: Christine Rondeau
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Patent number: 6962610Abstract: 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: GrantFiled: September 12, 2003Date of Patent: November 8, 2005Assignees: Kao Corporation, Fuji Photo Film Co., Ltd.Inventors: Dominic Pratt, Toshio Kawagishi
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Patent number: 6893472Abstract: 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: GrantFiled: December 13, 2001Date of Patent: May 17, 2005Assignee: Ciba Specialty Chemicals CorporationInventors: Rainer Hildebrand, Peter Sutter
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Patent number: 6783558Abstract: 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: GrantFiled: March 14, 2002Date of Patent: August 31, 2004Assignees: Kao Corporation, Fuji Photo Film Co., Ltd.Inventors: Dominic Pratt, Toshio Kawagishi
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Patent number: 6451071Abstract: 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: GrantFiled: March 28, 2000Date of Patent: September 17, 2002Assignee: Milliken & CompanyInventor: John D. Bruhnke
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Patent number: 6287348Abstract: 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: GrantFiled: December 15, 1998Date of Patent: September 11, 2001Assignee: Milliken & CompanyInventor: John D. Bruhnke
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Patent number: 6284004Abstract: 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: GrantFiled: May 23, 2000Date of Patent: September 4, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Marc Burglin, Mickael Mheidle, Peter Scheibli
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Patent number: 6218552Abstract: 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: GrantFiled: April 19, 1994Date of Patent: April 17, 2001Assignee: Sumitomo Chemical Co., Ltd.Inventors: Junichi Sekihachi, Jun Yamamoto, Yasuyoshi Ueda
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Patent number: 6203578Abstract: 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: GrantFiled: September 29, 1999Date of Patent: March 20, 2001Assignee: L'OrealInventors: Madeleine Leduc, Hervé Richard, Alain Lagrange
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Patent number: 6176885Abstract: 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: GrantFiled: September 29, 1999Date of Patent: January 23, 2001Assignee: L'OrealInventors: Madeleine Leduc, Herv{acute over (e)} Richard, Alain Lagrange
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Patent number: 6027537Abstract: 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: GrantFiled: October 30, 1997Date of Patent: February 22, 2000Assignee: L'OrealInventors: Madeleine Leduc, Herve Richard, Alain Lagrange
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Patent number: 5882359Abstract: 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: GrantFiled: July 31, 1997Date of Patent: March 16, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Peter Leupin, Roland Zoelper
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Patent number: 5859216Abstract: 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: GrantFiled: March 3, 1997Date of Patent: January 12, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Jean-Marie Adam, Jean-Pierre Bacher
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Patent number: 5766268Abstract: 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: GrantFiled: March 13, 1997Date of Patent: June 16, 1998Assignee: Milliken Research CorporationInventor: John D. Bruhnke
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Patent number: 5720779Abstract: 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: GrantFiled: January 22, 1996Date of Patent: February 24, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshimi Ebiike, Takeshi Washimi, Yasuyoshi Ueda, Takashi Omura
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Patent number: 5718730Abstract: 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: GrantFiled: October 31, 1996Date of Patent: February 17, 1998Assignee: Ciba Specialty Chemicals CorporationInventor: Bernhard Muller
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Patent number: 5607481Abstract: 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: GrantFiled: February 13, 1996Date of Patent: March 4, 1997Assignee: Hoechst AktiengesellschaftInventors: Werner H. Russ, Christian Schumacher
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Patent number: 5601622Abstract: 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: GrantFiled: October 11, 1995Date of Patent: February 11, 1997Assignee: Ciba-Geigy CorporationInventor: Bernhard M uller
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Patent number: 5578419Abstract: 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: GrantFiled: April 6, 1994Date of Patent: November 26, 1996Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hisato Itoh, Akio Karasawa, Kenichi Sugimoto
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Patent number: 5569309Abstract: 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: GrantFiled: May 19, 1995Date of Patent: October 29, 1996Assignee: Dystar Japan Ltd.Inventors: Toshio Hihara, Kiyoshi Himeno
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Patent number: 5547478Abstract: 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: GrantFiled: December 16, 1993Date of Patent: August 20, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Toshinori Fukui, Nobuyuki Katsuda, Shinichi Yabushita, Shuhei Hashizume
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Patent number: 5430147Abstract: 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: GrantFiled: December 3, 1993Date of Patent: July 4, 1995Assignee: Hoechst AGInventors: Jorg Dannheim, Reinhard Hahnle, Werner H. Russ
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Patent number: 5352247Abstract: 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: GrantFiled: November 30, 1993Date of Patent: October 4, 1994Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4881942Abstract: 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: GrantFiled: July 7, 1988Date of Patent: November 21, 1989Assignee: Imperial Chemical Industries PLCInventor: Herbert G. Connor
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Patent number: 4840640Abstract: 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: GrantFiled: June 16, 1987Date of Patent: June 20, 1989Assignee: Mitsubishi Chemical Industries LimitedInventors: Konoe Miura, Tetsuo Ozawa, Seigo Okumura, Hidetoshi Urashima
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Patent number: 4780104Abstract: 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: GrantFiled: February 20, 1987Date of Patent: October 25, 1988Assignee: Sumitomo Chemical Company, LimitedInventors: Noriaki Yamauchi, Kunihiko Imada, Shinei Ikeou
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Patent number: 4693727Abstract: 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: GrantFiled: March 18, 1986Date of Patent: September 15, 1987Assignee: Ciba-Geigy CorporationInventors: James B. Bowles, Marshall White, Jr., Alois Puentener, Jean-Marie Adam, Peter Loew
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Patent number: 4693726Abstract: 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: GrantFiled: April 3, 1986Date of Patent: September 15, 1987Assignee: Hoechst AktiengesellschaftInventors: Fritz Meininger, Peter Mischke, Gerd Konig, Hartmut Springer
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Patent number: 4693725Abstract: 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: GrantFiled: February 20, 1986Date of Patent: September 15, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Noriaki Yamauchi, Shinnei Ikeou, Kunihiko Imada
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Patent number: 4690686Abstract: 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: GrantFiled: July 7, 1986Date of Patent: September 1, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Toshio Nakamatsu, Yoshikazu Matsuo, Masao Nishikuri, Kunihiko Imada
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Patent number: 4614804Abstract: 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: GrantFiled: September 14, 1983Date of Patent: September 30, 1986Assignee: BASF AktiengesellschaftInventors: Gerhard Epple, Reinhold Krallmann, Wolf-Dieter Kermer, Hans Weber
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Patent number: 4596666Abstract: 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: GrantFiled: December 2, 1983Date of Patent: June 24, 1986Assignee: Bayer AktiengesellschaftInventors: Martin Blunck, Uwe Claussen, Friedrich W. Krock, Rutger Neeff
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Patent number: 4550178Abstract: 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: GrantFiled: February 8, 1984Date of Patent: October 29, 1985Assignee: Ciba Geigy CorporationInventors: Urs Karlen, Roland Putzar, Rudolf Schaulin
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Patent number: 4451398Abstract: 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: GrantFiled: February 11, 1981Date of Patent: May 29, 1984Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Manfred Ruske
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Patent number: 4389215Abstract: 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: GrantFiled: September 24, 1981Date of Patent: June 21, 1983Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4332938Abstract: 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: GrantFiled: November 30, 1979Date of Patent: June 1, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
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Patent number: 4325705Type: GrantFiled: December 10, 1979Date of Patent: April 20, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlish, Klaus von Oertzen
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Patent number: 4323670Abstract: 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: GrantFiled: July 21, 1980Date of Patent: April 6, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4323671Abstract: 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: GrantFiled: April 14, 1980Date of Patent: April 6, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4319025Abstract: 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: GrantFiled: July 21, 1980Date of Patent: March 9, 1982Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4290768Abstract: 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: GrantFiled: January 7, 1980Date of Patent: September 22, 1981Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Robert Kuth, Werner Kuhnel, Wilhelm Gohrbandt
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Patent number: 4284411Abstract: 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: GrantFiled: July 19, 1979Date of Patent: August 18, 1981Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4273553Abstract: 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: GrantFiled: October 19, 1979Date of Patent: June 16, 1981Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Horst Jager, Klaus von Oertzen, Klaus Wunderlich