Alkylene, Alkenyl Or Alkenylene Bonded Directly To Carboxamido, Urea Or -c(=x)-, Wherein X Is Chalcogen, Which Group Is Between A Ring And The Alkylene, Alkenyl Or Alkenylene Patents (Class 534/643)
  • Patent number: 9085697
    Abstract: A polymerizable yellow dye which is used to block or lower the intensity of blue light transmitted through ophthalmic lenses and is represented by the following formula (I): wherein R1 is hydrogen or —NHCOCH3; R2 is hydrogen or C1-C3 alkyl groups; R3 and R4 are independently hydrogen or —OCO—R5, wherein R5 is isopropenyl group or a substituted isopropenyl group represented as —R6—(R7O)n—COC(CH3)CH2, R6 is NH or R7 is C1-C5 alkylene groups and n is an integer of 1-40.
    Type: Grant
    Filed: June 21, 2013
    Date of Patent: July 21, 2015
    Assignee: BENQ MATERIALS CORPORATION
    Inventors: Fan-Dan Jan, Hsia-Hao Chang
  • Patent number: 8815485
    Abstract: A compound that can improve azo pigment dispersibility in a non-water-soluble solvent. The compound is represented by formula (1): wherein R1 to R4 represent hydrogen or halogen; R5 to R9 represent hydrogen, COOR17 or CONR18R19, and at least one of R5 to R9 represents COOR17 or CONR18R19, where R17 to R19 represent hydrogen or an alkyl group having 1 to 3 carbons; R10 represents an alkyl group having 1 to 6 carbons or a phenyl group; R11 to R15 represent a hydrogen, L1R20 or L2R21R22, and at least one of R11 to R15 represents L1R20 or L2R21R22, where L1 represents a divalent linking group, L2 represents a trivalent linking group, and R20 to R22 represent an alkyl group having 8 or more carbons or an alkenyl group having 8 or more carbons; and R16 represents an alkyl group having 1 to 6 carbons or a phenyl group.
    Type: Grant
    Filed: August 11, 2011
    Date of Patent: August 26, 2014
    Assignee: Canon Kabushiki Kaisha
    Inventors: Masatake Tanaka, Masashi Kawamura, Yuki Hasegawa, Takayuki Toyoda, Yasuaki Murai, Masashi Hirose, Takeshi Miyazaki
  • Patent number: 8142520
    Abstract: The present invention concerns dyes of the general formula I where X and Y represent hydrogen, bromine or chlorine, but not simultaneously hydrogen; R represents F, Cl, Br, COOR1 or CF3; R? represents H or F; R1 represents C1-C6-alkyl; and one of W1 and W2 represents hydroxyl and the other nitro and Y is always ortho to the hydroxyl group; but not compounds in which R represents Cl attached to the phenyl nucleus in a is position ortho to the NH group nor compounds in which W1 represents nitro, W2 represents hydroxyl, Y represents hydrogen, X represents chlorine and R represents bromine attached to the phenyl nucleus in a position meta to the NH group, mixtures with further dyes, and also their preparation and use.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: March 27, 2012
    Assignee: DyStar Colours Deutschland GmbH
    Inventors: Hartwig Jordan, Andreas Endres
  • Publication number: 20110041264
    Abstract: wherein D is a chromophore; L is a linking group selected from SO2, NHCO, and NHSO2; Q is a hydrogen or halogen atom; and R is selected from C1-C4 alkyl, (CH2)nCOOH, (CH2)nCONH2, (CH2)nSO3H, (CH2)nCOOM, (CH2)nPO3H, (CH2)nOH, (CH2)nSSO3?, (CH2)nNR12, (CH2)nN+R1H2, (CH2)nNHCOR1, PhSSO3?, PhSO3H, PhPO3H, PhNR12, PhN+R13, (CH2)2CH(SH)R1(CH2)3COOH, and n is an integer in the range of 1 to 4 wherein within the same molecule each n is not necessarily the same integer; M is a cation of an alkaline earth metal, alkali metal, NH4+ or NR13+; and R1 is C1-C4 alkyl.
    Type: Application
    Filed: March 10, 2009
    Publication date: February 24, 2011
    Applicant: PERACHEM LIMITED
    Inventors: Jamie Anthony Hawkes, David Malcolm Lewis, Celine Gauche
  • Patent number: 7619074
    Abstract: The present invention relates to a novel reactive dyestuff with an N,N-dialkylamino bridge group, represented by the following formula (I): wherein R, B, B?, E1, E2, Z, Z?, i, j, R1, R2, m and n are defined the same as the specification. The reactive dyestuff of the present invention is suitable for exhaust dyeing, cold batch-up dyeing, continuous dyeing, printing and digital spray printing materials that contain hydroxyl group or polyamine fibers.
    Type: Grant
    Filed: May 20, 2008
    Date of Patent: November 17, 2009
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Ya-Cing Yu, Hong-Chang Huang, Chien-Yu Chen, Chen-Lung Kao, Hsien-Chung Hsia
  • Patent number: 7109313
    Abstract: The present invention relates to dyes of the general formula (I) where X1 is a radical —CH2CH2Z or —CH?CH2, Z being analkali-eliminable group, X2 is alkyl, alkoxy, halogen, COOM or SO3M, X3 is a heterocyclic reactive group of the general formula (IIa) or (IIb) ?or a reactive group of the formula (IIc), (IId) or (IIe) the stated variables being as defined in claim 1, to processes for preparing them and to their use for dyeing and printing hydroxyl-containing and/or carboxamido-containing material.
    Type: Grant
    Filed: March 18, 2003
    Date of Patent: September 19, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Meier, Werner Russ, Stefan Ehrenberg
  • Patent number: 6518408
    Abstract: Compounds of formula (1) wherein K1 and K2 are each independently of the other the radical of a coupling component from the series benzene, naphthalene, 4-alkyl-6-hydroxypyridone-(2), 2,5-diamino-4-alkylpyridine, 1-arylpyrazolone-(5) and 1-aryl-5-aminopyrazole, at least one of which contains a fiber-reactive group, with the proviso that (i) the fiber-reactive group is not 2-(&bgr;-sulfatoethylsulfonyl)ethylamino when K1 and K2 are phenyl substituted by a fiber-reactive group, and (ii) the fiber-reactive group is not &bgr;-sulfatoethylsulfonyl when K1 and K2 are N-(&bgr;-sulfatoethyl)aniline substituted on the phenyl ring by a fiber-reactive group, are suitable for dyeing a wide variety of fiber materials, especially cellulosic fiber materials, and yield dyeings having good allround properties.
    Type: Grant
    Filed: March 19, 2001
    Date of Patent: February 11, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz
  • Patent number: 6392021
    Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1, D2, R1, R2, X1, Y, l, m and n are as defined in the specification, are especially suitable for dyeing cotton and wool and yield dyeings having good all round properties.
    Type: Grant
    Filed: September 24, 2001
    Date of Patent: May 21, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
  • Patent number: 6281339
    Abstract: Monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine dyes comprising at least one structural unit of formula (1) wherein Z is C1-C24alkoxy unsubstituted or substituted in the alkyl moiety, or uninterrupted or interrupted in the alkyl moiety by oxygen; phenoxy unsubstituted or substituted in the phenyl ring; C1-C4alkylthio unsubstituted or substituted in the alkyl moiety; phenylthio unsubstituted or substituted in the phenyl ring; amino; N-mono- or N,N-di-C1-C24-alkylamino, unsubstituted or substituted in the alkyl moiety, or uninterrupted or interrupted in the alkyl moiety by oxygen or by a radical —NR1— in which R1 is hydrogen or C1-C4alkyl; C10-C20terpeneamino; C5-C7cycloalkylamino unsubstituted or substituted in the cycloalkyl ring; phenyl- or naphthyl-amino or N—C1-C4alkyl-N-phenyl- or N—C1-C4alkyl-N-naphthyl-amino, each unsubstituted or substituted in the aryl moiety; morpholino; piperazin-1-yl or piperidin-1-yl, and X is hyd
    Type: Grant
    Filed: September 13, 2000
    Date of Patent: August 28, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Marcel Frick
  • Patent number: 6239263
    Abstract: Novel water-soluble azo compounds useful as raw materials for preparing dyes excellent in dyeing properties and fastness and prepared from a coupler consisting of 2-hydroxynaphthalene-3,6-dicarboxylic acid or an ester thereof or an amide derivative of the same and a diazonium compound having a group of the general formula: —B—(CH2)2- Q or —B′—(CH2)2-Q′ (wherein B and B′ are each an electron-attracting group; and Q and Q′ are each a group capable of forming a vinyl group through the elimination with an alkali, provided the groups Q and Q′ are each bonded at the &bgr;-position of the ethyl group).
    Type: Grant
    Filed: August 26, 1999
    Date of Patent: May 29, 2001
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masaharu Kittaka
  • Patent number: 6187912
    Abstract: Disazo compounds, processes for their preparation and their use as dyestuffs Described are fiber-reactive, water-soluble disazo compounds corresponding to the formula (1) given below, which are capable of dyeing fiber material containing hydroxy, amino, thiol and/or carboxamido groups, such as cellulose fibers, for example cotton, regenerated cellulose fibers, wool and synthetic polyamide fibers, in a high intensity and with good fastness properties. in which: W2 is a particular fiber-reactive grouping, D1 is phenyl or naphthyl, each optionally substituted by substituents customary in dyestuffs, and D2 is phenylene or naphthylene optionally substituted by substituents customary in dyestuffs, M is hydrogen or an alkali metal, R is hydrogen or sulfo and R1 is hydrogen, optionally substituted lower alkyl or optionally substituted phenyl.
    Type: Grant
    Filed: January 7, 2000
    Date of Patent: February 13, 2001
    Assignee: Dystar Textifarben GmbH & Co.
    Inventor: Joachim Steckelberg
  • Patent number: 5849887
    Abstract: Dye mixtures comprising at least one reactive dye of formula ##STR1## together with at least one reactive dye of formula ##STR2## give dyeings having good fastness properties on nitrogen-containing or hydroxyl group-containing fiber materials.
    Type: Grant
    Filed: March 30, 1998
    Date of Patent: December 15, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Rolf Deitz, Hans Reichert, Athanassios Tzikas
  • Patent number: 5710258
    Abstract: The invention relates to compounds of formula ##STR1## The compounds of formula (1) are suitable as dye for dyeing or printing hydroxyl group-containing or nitrogen-containing fibre materials and give dyeings of prints having good allround fastness properties.
    Type: Grant
    Filed: February 5, 1996
    Date of Patent: January 20, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Marie Adam, Peter Sutter
  • Patent number: 5703215
    Abstract: A process for the coloration of a substrate, especially a textile, comprising the steps of:(a) applying to the substrate a mixture comprising an aqueous solvent and a water-soluble dye comprising molecules which contain a nucleophilic group and an electrophilic group; and(b) heating or basifying or heating and basifying the dye thereby causing molecules of the dye to join together.Also claimed are dyes, polymers and oligomers.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: December 30, 1997
    Assignee: Zeneca Limited
    Inventors: Andrew Hunter Morris Renfrew, Andrew Paul Shawcross
  • Patent number: 5691459
    Abstract: Azo dyes of the formula ##STR1## in which R.sub.1 and R.sub.2 independently of one another are unsubstituted or hydroxy-, C.sub.1 -C4-alkoxy- or halogen-substituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy;unsubstituted or C.sub.1 -C4-alkyl-, C.sub.1 -C4-alkoxy- or halogen-substituted phenyl or phenoxy; ora radical of the formula --N(R.sub.3)R.sub.4, in which R.sub.3 und R.sub.4 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl, or C.sub.2 -C.sub.4 -alkanoyl which is unsubstituted or further substituted in the alkyl part by hydroxyl or C.sub.1 -C.sub.4 -alkoxy,with the proviso that R.sub.1 and R.sub.2 are not simultaneously methyl, produce dyeings with good fastnesses on fibre materials containing nitrogen or containing hydroxyl groups.
    Type: Grant
    Filed: July 15, 1996
    Date of Patent: November 25, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Peter Sutter
  • Patent number: 5616695
    Abstract: The invention relates to azo dyes of formula ##STR1## wherein R.sub.1 is acryloyl, .alpha.-haloacryloyl, .alpha.-methylacryloyl or .alpha.,.beta.-dihalopropionyl, R.sub.2 is C.sub.1 -C.sub.5 alkyl which is unsubstituted or substituted by halogen, cyano, hydroxy, sulfo, sulfato or C.sub.1 -C.sub.4 alkoxy, n is 0 or 1 and m is 1;or wherein R.sub.1 is acryloyl, .alpha.-haloacryloyl, .alpha.-methylacryloyl or .alpha., .beta.-dihalopropionyl, R.sub.2 is C.sub.2 -C.sub.8 alkylene which is unsubstituted or substituted by hydroxy, halogen, C.sub.1 -C.sub.4 alkoxy, n is 0 or 1 and m is 2.The dyes are suitable for dyeing nitrogen-containing or hydroxyl group-containing fibre materials.
    Type: Grant
    Filed: August 25, 1995
    Date of Patent: April 1, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Aeschlimann
  • Patent number: 5597904
    Abstract: Reactive dyes of formula ##STR1## wherein Z is a group of formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, and Y is a leaving group, and K is a radical of formula ##STR2## wherein X is a radical of formula --(CH.sub.2).sub.n --Cl, ##STR3## or --CH.dbd.CH.sub.2 ; Hal is halogen; and n is 1, 2, 3 or 4; R is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl; R.sub.1 is amino or hydroxyl; R.sub.2 is methyl or carboxyl; and R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, halogen or carboxyl, are particularly suitable for dyeing or printing cellulosic fibre materials or natural or synthetic polyamide fibre materials in high tinctorial yield, and give dyeings and printings with good fastness properties.
    Type: Grant
    Filed: March 12, 1996
    Date of Patent: January 28, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Claudia Carisch
  • Patent number: 5565553
    Abstract: Reactive dyes of the formula ##STR1## where A, K and Z are each as defined in the claims, are especially useful for dyeing or printing cellulosic fiber materials, producing dyeings and prints having good fastness properties in a high yield.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: October 15, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Paul Herzig, Athanassios Tzikas
  • Patent number: 5523397
    Abstract: Reactive dyes of formula ##STR1## wherein Z is a group of formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, and Y is a leaving group, and K is a radical of formula ##STR2## wherein X is a radical of formula ##STR3## Hal is halogen; and n is 1, 2, 3 or 4; R is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl; R.sub.1 is amino or hydroxyl; R.sub.2 is methyl or carboxyl; and R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, halogen or carboxyl, 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 printings with good fastness properties.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: June 4, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Claudia Carisch
  • Patent number: 5480976
    Abstract: Reactive dyes of formula ##STR1## wherein X, Z, R.sub.1, R.sub.2, R.sub.3, R.sub.4 and m are as defined in claim 1, 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 with good fastness properties.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: January 2, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Claudia Carisch
  • Patent number: 5449762
    Abstract: Reactive dyes of the formula I ##STR1## where n is 0 or 1R.sup.1, R.sup.2 and R.sup.3 are in each case hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridge member, A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, Q being a group which can be removed under alkaline reaction conditions, andD is phenyl or naphthyl, it being possible for these radicals to be substituted, and a process for preparing reactive dyes by oxidation of the abovementioned compounds are described.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
  • Patent number: 5432266
    Abstract: Preparation of water-soluble reactive dyes containing vinylsulphonyl and .beta.-sulphatoethylsulphonyl groups by the oxidation of dyes containing .beta.-hydroxyethylmercapto radicals, and then sulphation and, if appropriate, conversion of the .beta.-sulphatoethylsulphonyl radical to the vinylsulphonyl radical with bases.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: July 11, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Peter Roschger
  • Patent number: 5428140
    Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1R.sup.1, R.sup.2 and R.sup.3 are in each case hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridge member, A is unsubstitued or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, Q being a group which can be removed under alkaline reaction conditions, andD is phenyl or naphthyl, it being possible for these radicals to be substituted,and a process for preparing reactive dyes by oxidation of the abovementioned compounds are described.
    Type: Grant
    Filed: June 6, 1994
    Date of Patent: June 27, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
  • Patent number: 5424405
    Abstract: The fibre-reactive dyes of the formula ##STR1## where the variables are each as defined in the claims, are suitable in particular for dyeing nitrogen-containing and hydroxyl-containing fibre materials.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: June 13, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Jean-Marie Adam, Guido Jordine
  • 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: 5278293
    Abstract: Azo dyestuffs of the formula ##STR1## having the substituent meanings given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups and amide groups.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: January 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Klaus Kunde, Frank-Michael Stuohr
  • Patent number: 5278292
    Abstract: Water-soluble fiber-reactive dyes are described conforming to the below-indicated formula (1) which are capable of dyeing hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fiber materials, in strong, fast shades. ##STR1## in which F is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, triphenoldioxazine, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, formazan, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye;R.sup.x is hydrogen or alkyl of 1 to 4 carbon atoms;R is hydrogen, sulfo, carboxyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or chlorine;w is 1, 2, 3 or 4;Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminable by alkali to form a vinyl group;n is 1 or 2.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: January 11, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Rolf Gleissner, Gunther Schwaiger
  • Patent number: 5276148
    Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, whereQ is a group which can be eliminated under alkaline reaction conditions,D.sup.1 is phenyl or naphthyl, where these radicals may be substituted,D.sup.2 is phenylene or naphthylene, where these radicals may be substituted, andZ is a reactive radical,with the proviso thata) n is zero when D.sup.1 is substituted by unsubstituted or substituted phenylazo or by unsubstituted or substituted naphthylazo andb) the reactive radical Z is not devised from the triazine series when n is zero and D.sup.1 is dihydroxysulfonylphenyl or trihydroxysulfonylnaphthyl,are used for dyeing and printing organic substrates containing hydroxyl groups or nitrogen atoms.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: January 4, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Siegel, Manfred Patsch
  • Patent number: 5262526
    Abstract: A fluorescent compound, which is readily capable of forming a stable complex with a rare-earth metal ion having fluorescence with satisfactory intensity even in an aqueous system and long fluorescence lifetime when formed a complex with the rare-earth metal ion, a complex of the fluorescent compound and the rare-earth metal ion, and a labelled reagent made therefrom, together with a specific binding assay using said labelling agent.A fluorescent compound expressed by the following formula A, typically exemplified by 2,15-diaza[3,3](2,9)-1,10-phenanthrolinophane-N.sup.2,N.sup.15 -diacetic acid.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: November 16, 1993
    Assignees: Dojindo Laboratories, Mochida Pharmaceutical Co., Ltd.
    Inventors: Kazumi Sasamoto, Daikichi Horiguchi, Masahiro Nobuhara, Hiroshi Mochizuki
  • Patent number: 5183881
    Abstract: The new o-aminoazo compounds of the formula ##STR1## in which the substituents D, A, R and R.sub.1 and the index n have the meaning given in the description are valuable intermediates for the preparation of metal complex dyestuffs and are also highly suitable for the dyeing of wool and polyamide.
    Type: Grant
    Filed: August 22, 1991
    Date of Patent: February 2, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 5106960
    Abstract: The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.These dyes yield dyeings of good light- and wetfastness on polyamide material.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Hurter, Dieter Mausezahl
  • Patent number: 5023325
    Abstract: A reactive dye of the formulaD--U--R).sub.nin which D is the radical of an anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is a polymethylene radical having 1 to 6 C atoms or its branched isomers; Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, C.sub.1 -C.sub.4 -alkanoyloxy, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above; V is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl;or a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 5023326
    Abstract: Reactive dyes of the formula ##STR1## in which Y is hydrogen or sulfo, U is --CN, --CONH.sub.2, --SO.sub.3 H, --OH or --OSO.sub.3 H, D is a phenyl or naphthyl radical, which can be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo, and which contains at least one reactive radical bound direclty or via a bridge member to a ring carbon atom, or to which a further radical is bound which contains a reactive radical, and u is the number 2, 3, 4 or 5, are suitable in particular for the dyeing or printing of cellulose-containing fiber materials by the exhaust method or by the continuous method and product in combination with a high colorisitc yield dyeings and prints which have good fastness properties.
    Type: Grant
    Filed: November 9, 1989
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Herbert Seiler
  • Patent number: 5023274
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where X is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, cyano or nitro, Y is .beta.-haloethyl or vinyl, m is 1, 2 or 3, n is 3 or 4, p is 0, 1 or 2 and q is 0 or 1, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: April 25, 1989
    Date of Patent: June 11, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Urs Lehmann, Peter Scheibli, Josef Koller
  • Patent number: 5021558
    Abstract: Water-soluble fiber-reactive azo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylemthane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dyes which contain once or twice the group of the general formula ##STR1## in which: R.sup.x and R.sup.z are, independently of one another, hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;W is fluorine, chlorine, bromine, sulfo, phenylsulfonyl or alkylsulfonyl of 1 to 4 carbon atoms;Y is vinyl, .beta.-substituted, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-alkanoyloxyethyl of 2 to 5 carbon atoms in the alkanoyl radical, .beta.-benozoyloxyethyl, .beta.-(sulfobenzoyloxy)ethyl, .beta.-(p-toluenesulfonyloxy)ethyl or .beta.-halogenoethyl.
    Type: Grant
    Filed: March 20, 1990
    Date of Patent: June 4, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Holger M. Buch
  • Patent number: 5013826
    Abstract: The azo dyes of the formula ##STR1## in which R.sub.1 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, R.sub.2 is a group of the formula, --CN, --CON(R.sub.8)R.sub.9, --COR.sub.10, --COOR.sub.11, --SO.sub.2 R.sub.12 or --CONHNHR.sub.13, R.sub.3 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.10 alkoxy or phenoxy, R.sub.4 is substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, R.sub.5 is C.sub.1 -C.sub.4 alkyl, R.sub.6 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.7 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.8, R.sub.9 and R.sub.13, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl, R.sub.10, R.sub.11 and R.sub.12 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl, X is an oxygen atom or a group of the formula --CH(R.sub.14)-- in which R.sub.14 is hydrogen or C.sub.1 -C.sub.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: May 7, 1991
    Assignee: Ciba-Giegy Corporation
    Inventor: Harald Walter
  • Patent number: 5003052
    Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4994562
    Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, qu is 0 or 1 and r and s are each eitehr 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.
    Type: Grant
    Filed: June 29, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lehmann
  • Patent number: 4994563
    Abstract: The azo dyes of the formula ##STR1## in which D is a diazo component, R.sub.1 and R.sub.2 independently of one another are each a C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical each of which is substituted or unsubstituted, or R.sub.1 and R.sub.2, together with the nitrogen atom linking them, are a 5-membered, 6-membered or 7-membered ring each of which is unsubstituted or substituted by heteroatoms, R.sub.3 is hydrogen, halogen or a C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or phenoxy radical each of which is substituted or unsubstituted, X is --CO-- or --SO.sub.2 --, n is the number 1, 2, 3, 4, 5 or 6 and M is a cation, produce dyeings of good fastness properties on fibre materials containing nitrogen or containing hydroxyl groups. This application also relates to the preparation and use of said azo dyes and to intermediates utilized in the preparation of said azo dyes.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Harald Walter, Rudolf Hurter
  • Patent number: 4990599
    Abstract: The invention relates to a process for dyeing or printing natural or synthetic polyamide fibre materials which comprises dyeing or printing these fibre materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -C.sub.4 alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.
    Type: Grant
    Filed: December 20, 1989
    Date of Patent: February 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Mausezahl, Peter Loew
  • Patent number: 4975539
    Abstract: Water-soluble azo compounds which have fiber-reactive and dye properties and dye carboxamido- and/or hydroxyl-containing materials, such as fiber materials, in particular cellulose fiber materials, in strong, predominantly bluish red to orange hues which have good fastness properties; they conform to the general formula (1) ##STR1## in which the symbols have the following meaning: M is a hydrogen atom or an alkali metal,T is a covalent bond or a methylene group or an amino group --N(R)--, in which R is alkyl of 1 to 4 carbon atoms,D is a group of the formula ##STR2## in which R.sup.1 is alkyl of 1 to 4 carbon atoms, hydroxy, nitro, hydrogen, alkoxy of 1 to 4 carbon atoms, chlorine, bromine or carboxy,R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, chlorine or sulfo,R.sup.3 is hydrogen or sulfo,k is the number zero or 1,p is the number zero, 1 or 2 andM has the abovementioned meaning;m is the number zero, 1 or 2;W has one of the meanings of T;X is vinyl, .beta.-chloroethyl, .
    Type: Grant
    Filed: August 31, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Werner H. Russ
  • Patent number: 4975530
    Abstract: Intermediates useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which Q is phenyl unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfo or trihalomethyl; 1- or 2-naphthyl; or unsubstituted or C.sub.1 -C.sub.4 alkyl, nitro, cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or C.sub.1 -C.sub.4 alkylthio substituted furanyl, thienyl, thiazolyl, oxazolyl, isothiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl or 1,3,5-triazinyl, and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen; C.sub.1 -C.sub.4 alkyl unsubstituted or substituted by hydroxyl, sulfo, sulfato, carboxyl, cyano, halogen, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: November 22, 1989
    Date of Patent: December 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4968781
    Abstract: A reactive dye of the formula ##STR1## in which Fa is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, T is a negative substituent, one X is a detachable substituent and the other X is a group of the formula ##STR2## A is arylene, V is hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl radical or a radical of the formula --(CH.sub.2).sub.q --SO.sub.2 --Z, Z is a --CH.dbd.CH.sub.2 or CH.sub.2 --Y radical and Y is an inorganic or organic radical which is detachable under alkaline conditions, q, m and n are independently of one another an integral number from 2 to 6, R and R' are independently of one another hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, and r is 1 or 2.
    Type: Grant
    Filed: March 28, 1988
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Seitz, Karl Hoegerle
  • Patent number: 4968782
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radial of an anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; Q is hydrogen or alkyl which has 1 to 4 carbon atoms and can be substituted by carboxyl, sulfo, cyano, hydroxyl, C.sub.1- C.sub.4 alkoxy or halogen; B is a radical --CH.sub.2n, --O--CH.sub.2n or --NH --CH.sub.2n and n is 1 to 6; R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-halogenoethyl or vinyl; alk is an alkylene radical having 1 to 6 C atoms or branched isomers thereof; Y is hydrogen, chlorine, bromine, flourine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms, carbamoyl or a radical --SO.sub.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 4963659
    Abstract: Reactive dyes which are particularly suitable for the dyeing or printing of cellulose-containing fiber materials by the exhaust process or by the continuous process and give, at a high color yield, dyeings and prints having good fastness properties, having the formula ##STR1## in which D.sub.1 and D.sub.2, independently of one another, are each a radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; R.sub.1, R.sub.2, B.sub.1 and B.sub.2, independently of one another, are hydrogen or alkyl having 1 to 4 carbon atoms, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato; X is fluorine, chlorine, bromine, sulfo, C.sub.1 -C.sub.
    Type: Grant
    Filed: March 14, 1989
    Date of Patent: October 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4956457
    Abstract: The new azo compounds are represented by the following general formula I ##STR1## Wherein R and R.sup.1 are hydrogen, --COCR.sub.3.sup.4 --COCHR.sub.2.sup.4, --SO.sub.2 CH.sub.3, --CO.sub.2 C.sub.2 H.sub.5, --CH.sub.2 CH.sub.2 R.sup.4, --( CH.sub.2 CH.sub.2 R.sup.4).sub.2, --CH.sub.2 CH.sub.2 OH, --CONHCH.sub.2 CH.sub.2 R.sup.4 or --CH.sub.2 CH.sub.2 OCONH.sub.2 and R.sup.4 is Cl or a group of the formula ##STR2## --NHCO.sub.2 CH.sub.3 CH.sub.2 OH, --NHCO.sub.2 C.sub.2 H.sub.5, --NHOH, --NHCONHOH, or --NHCH.sub.3, whereby R.sup.1 and R.sup.2 are similar or dissimilar.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: September 11, 1990
    Inventor: Takeo Takayanagi
  • Patent number: 4929719
    Abstract: Reactive dyes which are particularly suitable for dyeing and printing cellulose containing fiber materials by the cold padbatch process and which produce, in high dye yield, dyeings and prints having good fastness properties containing the radical of an amine of the formula ##STR1## in which R is hydrogen, halogen, hydroxyl or sulfo, Z is a radical of the formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, Y is a detachable group, R' is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by --COOH, --CN, --OH or --SO.sub.3 H, and E is a radical of the formula ##STR2## in which R' and Z are as defined above, alk, alk' and alk" independently of one another are a C.sub.1 -C.sub.6 alkylene radical, U is hydrogen, halogen, hydroxyl, sulfato, C.sub.1 -C.sub.4 alkanoyloxy, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above, V is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: May 29, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 4918183
    Abstract: The invention relates to monoazo dyes of the formula ##STR1## wherein K is the radical of a coupling component of the benzene, naphthalene or heterocyclic series, and R is hydrogen, halogen, carboxy, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl(C.sub.1 -C.sub.4)alkylsulfonyl or naphthyl(C.sub.1 -C.sub.4)alkylsulfonyl or benzoyl radical, which radicals may be further substituted, or is a ##STR2## group, wherein each of R.sub.1 and R.sub.2 independently of the other is hydrogen or a C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical, which radicals may be further substituted, and wherein X is hydrogen, halogen or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino or C.sub.1 -C.sub.6 alkylsulfonylamino radical, which radicals may be further substituted.These dyes give dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: October 24, 1985
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4918169
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4906740
    Abstract: The present invention relates to monoazo dyes which dye polyamide material with good light- and wet-fastness and which have the formula ##STR1## in which K is the radical of an amino- or alkoxy-benzene, amino- or alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide and can be further substituted, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or a --SO.sub.2 --C.sub.1-6 --alkyl, --SO.sub.2 --R.sub.1, ##STR2## --CO--R.sub.4 group, in which R.sub.1 is a substituted or unsubstituted phenyl- or naphthyl-C.sub.1-4 -alkyl radical, R.sub.2 and R.sub.3 independently of one another are hydrogen or a substituted or unsubstituted C.sub.1-6 -alkyl or C.sub.5-7 -cycloalkyl radical and R.sub.4 is a substituted or unsubstituted phenyl radical, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and in which R in formula (1) may not be hydrogen or chlorine if the radical --N.dbd.
    Type: Grant
    Filed: July 15, 1986
    Date of Patent: March 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter