Sulfonated Azo Patents (Class 8/681)
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Patent number: 5399183Abstract: Process for the trichromatic dyeing or printing of natural or synthetic polyamide fibre materials, which comprises using at least one blue-dyeing anthraquinone dye of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, are hydrogen or C.sub.1 -C.sub.6 alkyl, the sum of the carbon atoms of the radicals R.sub.1, R.sub.2, R.sub.3 and R.sub.4 being 4, 5 or 6 and the sulfo group in the anthraquinone dye of the formula (1) being attached in the position designated as 6 or 7, together with at least one red-dyeing dye of the formula (2) and at least one of the yellow- or orange-dyeing dyes of the formulae (3), (4) and (5), the dyes of the formulae (2), (3), (4) and (5) being as defined in claim 1.The process according to the invention is suitable for dyeing natural or synthetic polyamide materials from an aqueous liquor or for printing with printing pastes.Type: GrantFiled: November 24, 1993Date of Patent: March 21, 1995Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 5393306Abstract: Dye mixtures which comprise a reactive dye of the formula ##STR1## together with at least one reactive dye of the formulae ##STR2## in which D, D', R.sub.1, R.sub.2, R.sub.3, R.sub.3 ' and B are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fibre materials or naturally occurring or synthetic polyamide fibre materials with a high tinctoffal yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: July 19, 1993Date of Patent: February 28, 1995Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Claudia Carisch
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Patent number: 5393307Abstract: A reactive dyestuff mixture showing improved compatibility contains at least one vinylsulphonyltriazine dyestuff 1, at least one monofluorotriazine dyestuff 2 or fluorochloropyrimidine dyestuff 3 together with, if desired, additional dyestuffs.Type: GrantFiled: August 3, 1993Date of Patent: February 28, 1995Assignee: Bayer AktiengesellschaftInventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank-Michael Stohr
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Patent number: 5360472Abstract: Disclosed are dye compositions of the formula ##STR1## wherein Cp and Cp' are each coupler compounds of the formula ##STR2## wherein the --COOH group and the --OH group can be in any position on either ring, provided that in the naphthalene ring system there is present least one hydrogen activated through resonance by the --OH group for an electrophilic aromatic substitution coupling reaction, n represents the number of substituents on the rings and is a number of from 0 to 8, and R represents the substituent groups on the ring, wherein each R is independently selected from the group consisting of hydroxyl groups, alkyl groups, substituted alkyl groups, aryl groups, substituted aryl groups, aryl-alkyl groups, substituted aryl-alkyl groups, halogen atoms, and nitro groups. Also disclosed are aqueous ink compositions containing the dyes, processes for making the dyes, processes for making the inks containing the dyes, and printing processes employing the inks.Type: GrantFiled: July 26, 1993Date of Patent: November 1, 1994Assignee: Xerox CorporationInventors: Edward J. Radigan, Jr., Louis V. Isganitis, Warren E. Solodar, Kurt B. Gundlach
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Patent number: 5356445Abstract: The invention relates to a process for dyeing natural or synthetic polyamide fiber material from an aqueous liquor, in the presence of a levelling assistant and in the presence or absence of an alkali metal fluorosilicate or ammonium fluorosilicate, which process comprises the use of a mixture of the dyes of formulae (1), (2) and (3) or a mixture of the dyes of formulae (4) and (5), or a mixture which contains the dye of formula (6) together with at least one dye of formulae (7), (8) and (9), which dyes of fomaulae (1) to (9) are as defined in claim 1.The inventive process is suitable for dyeing natural or synthetic polyamide fiber material to give dyeings of fiber and surface levelness having good fastness properties.Type: GrantFiled: September 24, 1993Date of Patent: October 18, 1994Assignee: Ciba-Geigy CorporationInventors: Christian De Meulemeester, Patrick Runser
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Patent number: 5350426Abstract: Nylon fibers of cationic-dyeable nylon are dyed with an acid or premetalized acid dye and heatset to impart stain and bleach resistance. Stain and bleach resistant nylon carpets prepared from these fibers are also described.Type: GrantFiled: August 11, 1993Date of Patent: September 27, 1994Assignee: Burlington Industries, Inc.Inventor: William G. Jenkins
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Patent number: 5342417Abstract: A method for reducing the cold water bleed propensity of acid and premetallized acid dyed cationic dyeable nylon fibers which comprises treating such fibers with sulfonated anionic polymers, useful as nylon fixing agents, and cationic amine based polymers, useful as cotton fixing agents.Type: GrantFiled: December 16, 1992Date of Patent: August 30, 1994Inventors: Joseph A. Pacifici, Daniel G. Sims
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Patent number: 5330539Abstract: A method for the exhaust dyeing of materials having hydroxy groups and materials containing carbonamide groups using a low salt content dye bath in conjunction with fiber reactive dyes exemplified by a dye of the following formula: ##STR1##Type: GrantFiled: December 18, 1991Date of Patent: July 19, 1994Assignee: Hoechst Celanese CorporationInventors: Thomas S. Phillips, Kevin D. Costa, Werner Russ, Thomas V. Chambers
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Patent number: 5324330Abstract: Dye mixtures comprising at least one dye of formula ##STR1## and at least one dye of formula ##STR2## wherein the substituents are as defined in claim 1, have good allround fastness properties and are suitable for dyeing cellulosic fibre materials.Type: GrantFiled: December 10, 1992Date of Patent: June 28, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
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Patent number: 5320648Abstract: The invention relates to a process for dyeing or printing hydroxyl group containing fibre materials, which comprises using at least one yellow or orange dyeing dye of formula ##STR1## wherein the substituents are as defined in claim 1, together with at least one blue dyeing dye and/or at least one red dyeing dye. Level dyeings and prints with good allround fastness properties are obtained by the process of the invention.Type: GrantFiled: December 16, 1992Date of Patent: June 14, 1994Assignee: Ciba-Geigy CorporationInventors: David H. McMullan, Rudolf Schaulin, Urs Lauk
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Patent number: 5320647Abstract: Fluent dye preparations useful for dyeing leather or wool containa) at least 15% of the weight of the dye preparation of one or more polyazo dyes in salt form which have one or more hydroxysulfonyl and/or carboxyl groups and may be present in the form of a 1:1 or 1:2 metal complex,b) from 2 to 15% of the weight of the dye preparation of a surfactant, andc) water.Type: GrantFiled: August 14, 1992Date of Patent: June 14, 1994Assignee: BASF AktiengesellschaftInventors: Georg Henning, Georg Zeidler, Ortwin Schaffer
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Patent number: 5319075Abstract: Mixtures of iron complexes of metallizable disazo compounds, at least one compound being of the formula ##STR1## and at least one compound being of the formula ##STR2## wherein the substituents have the meaning given in the specification, are useful for dyeing substrates dyeable with anionic dyes, e.g., leather.Type: GrantFiled: February 22, 1993Date of Patent: June 7, 1994Assignee: Sandoz Ltd.Inventors: Jordi Berenguer Barra, Herbert Holliger, Jose Rocas Sorolla
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Patent number: 5290347Abstract: The present invention provides a novel salt-forming type dye represented by the formula: ##STR1## wherein D is a residue of a monoazo or disazo dye, m is an integer of 1 to 3, n is an integer of 1 to 4, and M.sup.+ is a cation selected from the group consisting of cations represented by the formulas: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and represent hydrogen, an alkyl group, an alkoxyalkyl group, a cyclohexyl group, an aralkyl group or a hydroxyalkyl group, and at least one of R.sup.1 to R.sup.4 is a branched or non-branched alkyl, alkoxyalkyl, cycloalkyl, aralkyl or polyoxyalkylene group having not less than 4 carbon atoms, ##STR3## wherein R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are the same or different and represent hydrogen, an alkyl group, or a substituted or non-substituted phenyl group, and at least one of R.sup.5 to R.sup.8 is a substituted or non-substituted phenyl group, and ##STR4## wherein R.sup.9 and R.sup.Type: GrantFiled: April 9, 1992Date of Patent: March 1, 1994Assignee: Orient Chemical Industries, Ltd.Inventors: Takashi Ono, Tatsuya Yagyu, Katsumi Fukuda
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Patent number: 5288294Abstract: The dyes of formula ##STR1## wherein X, Y and M are as defined in claim 1, are suitable for dyeing paper with good lightfastness.Type: GrantFiled: September 21, 1992Date of Patent: February 22, 1994Assignee: Ciba-Geigy CorporationInventor: Adolf Kaser
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Patent number: 5234467Abstract: The invention relates to a dye mixture comprising at least one dye of the formula ##STR1## in which R.sub.1 and R.sub.2, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, R.sub.3 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.7 cycloalkyl or phenyl, R.sub.4 is hydrogen or a radical of the formula ##STR2## R.sub.5 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, and benzene rings I and II may be further substituted, together with at least one dye of the formulae (2) to (6) given in the description.The dye mixtures are suitable for the dyeing or printing of natural and synthetic polyamide fibre materials, in particular in combination with other dyes.Type: GrantFiled: July 14, 1992Date of Patent: August 10, 1993Assignee: Ciba-Geigy CorporationInventor: Jurgen Schaetzer
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Patent number: 5211719Abstract: Concentrated aqueous solutions are described comprising specific anionic disazo dyes and polyglycol amines, which are highly suitable as commercial forms.Type: GrantFiled: September 27, 1991Date of Patent: May 18, 1993Assignee: Ciba-Geigy CorporationInventor: Adolf Kaser
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Patent number: 5176717Abstract: The use of compounds of the formula ##STR1## in which the symbols are as defined in claim 1, for dyeing leather is described.Type: GrantFiled: July 19, 1991Date of Patent: January 5, 1993Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Peter Moser, Alois Puntener
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Patent number: 5171328Abstract: Wood stains contain in addition to a colorant and a solvent at least one stabilizer against the action of light, oxygen and heat on the wood treated with the wood stain, said stabilizer containing at least one structural element of the formula I ##STR1## where X is oxygen or nitrogen.Type: GrantFiled: October 4, 1991Date of Patent: December 15, 1992Assignee: BASF AktiengesellschaftInventors: Hubert Trauth, Christos Vamvakaris
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Patent number: 5152801Abstract: There is disclosed a process for dyeing leather by the exhaust process, which comprises treating leather with an aqueous liquor which contains a formulation comprising a black anionic dye and a sulfonated carbon black. The leather dyeings obtained by this process have good allround fastness properties.Type: GrantFiled: December 5, 1990Date of Patent: October 6, 1992Assignee: Ciba-Geigy CorporationInventors: Hans Altermatt, Alois Puntener, Peter Moser, Ernst Tempel
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Patent number: 5123930Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,whereinR.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl (C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen; C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.Type: GrantFiled: August 21, 1990Date of Patent: June 23, 1992Assignee: Sandoz Ltd.Inventor: Peter Bitterli
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Patent number: 5102459Abstract: The invention relates to a method using water-soluble dyestuffs for coloring recording fluids, particularly in the ink jet process, wherein the dyestuffs in the form of the free acid have the general formula A--(SO.sub.2 -X).sub.p.The dyestuffs (I) can be prepared analogously to methods for preparing known vinylsulfone or .beta.-sulfatoethylsulfone dyestuffs which are further reacted with nucleophiles R.sup.1 OH, HNR.sup.1 R.sup.2, HSR.sup.1 etc. Some of the reaction products are novel dyestuffs.Type: GrantFiled: May 28, 1991Date of Patent: April 7, 1992Assignee: Hoechst AktiengesellschaftInventors: Josef Ritter, Alexander Sieber
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Patent number: 5092905Abstract: Dye mixtures comprising(i) as a yellow component, at least one compound of the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo,R.sub.2 is C.sub.1-4 alkyl or --COR.sub.6,wherein R.sub.6 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --NR.sub.7 R.sub.8,wherein each of R.sub.7 and R.sub.8 is independently hydrogen, C.sub.1-6 -alkyl or C.sub.2-6 alkyl mono-substituted by hydroxy,R.sub.4 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9,R.sub.5 is c.sub.1-4 alkyl or C.sub.2-6 alkyl monosubstituted by hydroxy,R.sub.10 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9, andR.sub.11 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, whereineach R.sub.3 is independently hydrogen or C.sub.1-4 alkyl, andeach R.sub.9 is independently (C.sub.1-6 alkyl)carbonyl or (C.sub.Type: GrantFiled: October 4, 1990Date of Patent: March 3, 1992Assignee: Sandoz Ltd.Inventor: Jacky Dore
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Patent number: 5085667Abstract: Stain-resistant nylon, especially cationic-dyeable carpet nylon, is prepared by dyeing cationic-dyeable nylon fibers with acid or premetalized dye. Lightfastness and depth of shade of an apparent value equal to acid dyeable nylons is obtained with superior stain resistance equal to commercially available solution dyed nylon carpeting.Type: GrantFiled: July 12, 1990Date of Patent: February 4, 1992Assignee: Burlington Industries, Inc.Inventor: William G. Jenkins
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Patent number: 5071442Abstract: A process for dyeing or printing cellulosic textile fibre materials by the trichromatic technique, which process comprises dyeing or printing said materials from an aqueous liquor with at least one red or reddish brown dyeing dye of formula ##STR1## and at least one yellow or orange dyeing dye of formula ##STR2## and at least one blue dyeing dye of formula ##STR3## wherein A.sub.1, A.sub.2, (B.sub.2).sub.1-3, R.sub.1, R.sub.2, R.sub.3, (R.sub.4).sub.1-2, (X).sub.1-2, (T.sub.1).sub.1-2, (T.sub.2).sub.1-2, (Y).sub.1-3 and Z in formulae (1) to (7) are as defined in claim 1.The process of this invention is suitable for dyeing or printing cellulosic fibre materials.Type: GrantFiled: January 4, 1991Date of Patent: December 10, 1991Assignee: Ciba-Geigy CorporationInventors: Jean P. Luttringer, Athanassios Tzikas, Pierre Galafassi
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Patent number: 5049189Abstract: A liquid dyestuff, useful as a major component of a ballpoint ink is prepared. A dye base, having both a sulfonic acid group and an azo group bonded to the same aromatic ring system, is provided in the aqueous phase of a two-phase system in which the organic phase is about 30 percent or more benzyl alcohol. In this two-phase system, the dye base is complexed with a diaryl quanidine, and the resulting dye concentrates in the organic solvent phase.Type: GrantFiled: February 2, 1990Date of Patent: September 17, 1991Assignee: Morton International, Inc.Inventors: Michael R. Friswell, Michael P. Hinton, Alejandro Zimin
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Patent number: 5045084Abstract: A process for the trichromatic dyeing or printing of natural and synthetic polyamide fibre materials, which comprises using at least one red dye of the formula ##STR1## in which D,R.sub.1,R.sub.2,R.sub.3,R.sub.4 and n are as defined in claim 1, together with at least one yellow or orange dye of the formula ##STR2## in which B.sub.1,B.sub.2,E.sub.1 and X are as defined in claim 1, or ##STR3## in which Z.sub.1,Z.sub.2 and Z.sub.3 are as defined in claim 1, or mixtures of dyes of the formulae (2) and (3), or a yellow dye of the formula ##STR4## in which W.sub.1,W.sub.2,W.sub.3 and W.sub.4 are as defined in claim 1, or mixtures of dyes of the formulae (2),(3) and (4) and at least one blue dye of the formula ##STR5## in which one Y and Z.sub.4 are as defined in claim 1 are used. The process according to the invention is suitable for dying natural or synthetic polyamide materials from aqueous liquor or for printing with printing pastes; and in particular for dyeing from short liquors.Type: GrantFiled: October 18, 1990Date of Patent: September 3, 1991Assignee: Ciba-Geigy CorporationInventor: Harald Walter
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Patent number: 5043257Abstract: Azo dyes of the formula ##STR1## where X is alkyl or alkoxy each of 1 to 4 carbon atoms or halogen, X' is hydrogen, alkyl or alkoxy each of 1 to 4 carbon atoms or halogen, Y and Y' are independently of each other hydrogen or halogen, Z is hydrogen, alkyl or alkoxy or alkylthio each of 1 to 4 carbon atoms, or halogen, M is a 1-, 2- or 3-valent metal cation, ammonium or an organic ammonium compound, m is 1, 2 or 3 and n is 2 to 10, are suitable for use as image dyes in photographic silver dye bleach materials.The dyes of the invention can also be used to dye textile materials.Type: GrantFiled: December 8, 1989Date of Patent: August 27, 1991Assignee: Ilford LimitedInventors: Kurt Baettig, Gerald C. Jan
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Patent number: 5034017Abstract: Dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the coloration of paper. They produce light and wetfast blue coloring.Type: GrantFiled: March 21, 1990Date of Patent: July 23, 1991Assignee: Bayer AktiengesellschaftInventors: Klaus Kunde, Peter Wild
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Patent number: 5032142Abstract: Trichromatic dye mixtures containing(i) as the orange componentat least one dye of the formula ##STR1## or a salt thereof, or, as the yellow component,at least one dye of the formula ##STR2## or a salt thereof, whereinR.sub.1 is hydrogen or C.sub.1-4 alkyl,R.sub.2 is hydrogen, C.sub.1-4 alkyl or substituted C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen, C.sub.1-6 alkyl or substituted C.sub.1-6 alkyl,R.sub.10 is hydrogen or C.sub.2-3 hydroxyalkyl, andR.sub.11 is C.sub.2-3 hydroxyalkyl or 2-(2'-hydroxyethoxy)ethyl, with the proviso that when R.sub.11 is 2-(2'-hydroxyethoxy)ethyl, R.sub.10 must be hydrogen,(ii) as the red component,at least one dye of the formula ##STR3## or a salt thereof, wherein each of D and D' is independently ##STR4## wherein m is 1 or 2, each R.sub.5 is independently hydrogen or C.sub.1-4 alkyl,each R.sub.6 is independently hydrogen, C.sub.1-4 alkyl or C.sub.2-4 hydroxyalkyl, andx is linear or branched C.sub.2-6 alkylene, linear or branched C.sub.Type: GrantFiled: December 21, 1989Date of Patent: July 16, 1991Assignee: Sandoz Ltd.Inventors: Walter B. Egger, Ernst Schnider
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Patent number: 5007941Abstract: There is disclosed a process for dyeing leather by the exhaust process, which comprises treating leather with an aqueous liquor which contains a formulation comprising an anionic dye and a pigment. The leather dyeings obtained by this process have good allround fastness properties.Type: GrantFiled: December 21, 1989Date of Patent: April 16, 1991Assignee: Ciba-Geigy CorporationInventors: Bruno Martinelli, Markus Ghezzi, Gunter Streicher
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Patent number: 5006128Abstract: Compounds of the formula ##STR1## and salts thereof, whereinR.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen, methyl or acetamido,R.sub.3 is hydrogen, methyl or methoxy,R.sub.4 is hydrogen, C.sub.1-4 alkyl or hydroxy(C.sub.2-4 alkyl),R.sub.5 is hydroxy(C.sub.2-4 alkyl) or hydroxy(C.sub.2-4 alkoxy)C.sub.2-4 alkyl, or--NR.sub.4 R.sub.5 is a 5- or 6-membered ring containing 1 to 3 hetero atoms which ring is unsubstituted or substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl and C.sub.2-4 alkyl monosubstituted by hydroxy or amino, andthe two naphthyl-2 groups are identically substituted, with the proviso that when R.sub.3 is methoxy, R.sub.1 and R.sub.2 are different, solid and aqueous liquid dye compositions and printing inks comprising such compounds and salts and the use of such compounds and salts for dyeing and printing substrates, especially hydroxy group- and nitrogen-containing organic substrates.Type: GrantFiled: August 25, 1989Date of Patent: April 9, 1991Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4954133Abstract: Compounds of the formula ##STR1## wherein each A, independently, is a ##STR2## wherein R.sub.1 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,R.sub.2 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, --NHCONH.sub.2 or --NHCOC.sub.1-4 alkyl,R.sub.3 is hydrogen or methoxy, andm is 0, 1 or 2,each B, independently, is a radical of a diazo or coupling component, and a and each b, independently, are 0 or 1,and metal complexes thereof, which compounds or complexes are in free acid or salt form, and mixtures thereof with a compound of the formula ##STR3## or a metal complex thereof, wherein A and b are as defined above and D is a radical of a diazo or coupling component of the benzene or 1-naphthalene series are useful for dyeing and printing hydroxy group- or nitrogen-containing organic substrates, especially cellulose fibre-containing textiles (e.g., cotton), paper and leather.Type: GrantFiled: February 12, 1986Date of Patent: September 4, 1990Assignee: Sandoz Ltd.Inventor: Max Oppliger
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Patent number: 4935033Abstract: Natural polyamide fibres, in particular wool, are dyed by means of reactive dyes using the exhaust method in the presence of a dyeing assistant consisting of a combination of (a) quaternized ammonium compounds of polyglycol compounds and (b) of acidic esters or salts thereof derived from at least dibasic oxyacids and from polyglycol compounds, both the quaternary ammonium compounds and the acidic esters being derived from an aliphatic amine having 12 to 24 carbon atoms in the aliphatic moiety. The process comprises carrying out the dyeing in the additional presence of (c) a fatty alcohol/polyalkylene glycol ether of the formulaR-O-(alkylene-O.sub.m H (1)in which R is an aliphatic radical having at least 8 carbon atoms, "alkylene" is an ethylene radical or propylene radical and m is 3 to 25.Type: GrantFiled: September 21, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventors: Walter Mosimann, Dieter Mausezahl
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Patent number: 4923481Abstract: Aqueous dispersion of a sulfonated metallizable dye containing(a) based on the total weight at least 10% of the sulfonated metallizable dye and(b) a sulfonated condensation product obtained by reacting an aromatic compound having at least two replaceable ring-positioned hydrogen atoms in any desired order with a compound of the formula ##STR1## in which X is a direct bond or oxygen, Hal is chlorine or bromine and n is 1 to 4, and sulfonation.Type: GrantFiled: December 16, 1988Date of Patent: May 8, 1990Assignee: Ciba-Geigy CorporationInventors: Roberto Galli, Ernst Tempel
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Patent number: 4917705Abstract: The invention relates to a process for dyeing or printing natural or synthetic polyamide fiber materials which comprises dyeing or printing these fiber 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 -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: GrantFiled: September 21, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy Corp.Inventors: Dieter Mausezahl, Peter Loew
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Patent number: 4894065Abstract: The invention refers to a mixture of anionic dyestuffs having a skitteriness value at pH5 of 3-4 and a combinability value at pH5 of 4-5 and to a process for dyeing a fibre material comprising wool with such a mixture of dyestuffs. These mixtures of anionic dyestuffs give surface and fibre level dyeings.Type: GrantFiled: March 3, 1988Date of Patent: January 16, 1990Assignee: Sandoz Ltd.Inventors: Oskar Annen, Wolfgang Beck, Josef Frauenknecht
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Patent number: 4876333Abstract: A crystalline modification, designated ".beta.", of the dye of the structure ##STR1## The .beta.-crystalline modification of the dye is easier to isolate from water and gives filter cakes of higher solids and color content. The .beta.-form is also more suitable for making liquid formulations of the dye; the liquid formulations of the crystalline modification have lower viscosity and better dispersion stability than liquid formulations of non-modified form. The .beta.-modification of the dye is obtained by heating an aqueous slurry of the dye at about 90.degree.-95.degree. C. and pH of 8.5 to 9.5 until the modification is complete. The crystalline modification of the dye gives Debye-Scherrer X-ray diffraction patterns substantially different from the non-modified form.Type: GrantFiled: October 15, 1985Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Alfred Hoehener, Roy E. Smith
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Patent number: 4874391Abstract: A process for the photochemical stabilization of polyamide fiber material or mixtures thereof with other fiber materials which comprises treating the fiber material with a mixture of (A) a water-soluble copper complex dye or a mixture of copper complex compounds, at least one component being a water-soluble copper complex dye, (B) a light stabilizer and if desired (C) an antioxidant, an agent for carrying out the process and the fiber material treated therewith are described.Type: GrantFiled: July 20, 1987Date of Patent: October 17, 1989Assignee: Ciba-Geigy CorporationInventor: Gerhard Reinert
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Patent number: 4872881Abstract: A dye mixture and a method of dyeing cellulosic fibers by use of the dye mixture, the dye mixture being capable of dyeing the cellulosic fibers favorably even in the presence of a small amount of an inorganic salt at dyeing, and being composed of a blend of a red water-soluble reactive dye to be represented by the following general formula (I) in the form of free acid, and a specific yellow and/or blue water-soluble reactive dye: ##STR1## (where: each of R.sup.1 and R.sup.2 denotes a hydrogen atom or a lower alkyl group which may contain therein a substituent; R.sup.3 represents a hydrogen atom, a lower alkyl group or a halogen atom and X designates --CH.dbd.CH.sub.2 or --C.sub.2 H.sub.4 OSO.sub.3 H).Type: GrantFiled: October 31, 1988Date of Patent: October 10, 1989Assignee: Mitsubishi Kasei CorporationInventors: Takashi Fujita, Toshio Hihara, Yoshio Kogure, Riyouichi Sekioka, Noboru Nakamura
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Patent number: 4861344Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.Type: GrantFiled: October 30, 1987Date of Patent: August 29, 1989Assignee: Hoechst AktiengesellschaftInventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
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Patent number: 4840642Abstract: Compounds of the formula ##STR1## and salts thereof, useful for dyeing and printing hydroxy group - or nitrogen-containing organic substrates, for example, leather and fibrous materials containing or consisting of natural or synthetic polyamides or natural or regenerated cellulose; preferably textile material containing or consisting of cotton which is preferably dyed using the exhaust dyeing method.Type: GrantFiled: September 4, 1987Date of Patent: June 20, 1989Assignee: Sandoz Ltd.Inventors: Gunther Auerbach, Helmut A. Moser
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Patent number: 4838895Abstract: Concentrated aqueous dye formulations of anionic dyes are prepared from the corresponding crude dye solutions or suspensions, in which the anionic dyes are present as potassium, sodium/potassium or ammonium/potassium mixed salts, by desalinating and concentrating the solutions or suspensions by means of a membrane separation process. Sodium salts of mineral acids or lower organic carboxylic acids are added before or during this process in order to improve the solubility of the dyes and thus the stability of the dye formulations.Type: GrantFiled: April 8, 1988Date of Patent: June 13, 1989Assignee: Ciba-Geigy CorporationInventors: Roberto Galli, Petr Kvita
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Patent number: 4836827Abstract: The compounds of the formula (1) given in claim 1 are suitable for use as dyes for dyeing a wide range of textile and non-textile materials and in particular for dyeing leather and pelts.Type: GrantFiled: January 29, 1988Date of Patent: June 6, 1989Assignee: Ciba-Geigy CorporationInventor: Alois Puntener
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Patent number: 4828572Abstract: The invention relates to a process for dyeing or printing textile fibre materials in stable shades with reactive dyes which produce grey or black dyeings or prints, which process comprises dyeing or printing textile fibre materials with a mixture of heavy metal-containing, water-soluble reactive dyes which produce grey or black dyeings or prints, each component of which mixture, under identical dyeing, printing and fixation conditions, produces dyeings or prints with a tinge different from the tinge of the dyeings or prints produced by the other component, and carrying out subsequent fixation.Type: GrantFiled: October 13, 1987Date of Patent: May 9, 1989Assignee: Ciba-Geigy CorporationInventors: Wolfgang Sutterlin, Rainer Begrich
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Patent number: 4818247Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a diazo component of the benzene, naphthalene, azobenzene, naphthylazobenzene, azonaphthalene or phenylazonaphthalene series, K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, except a pyrazolone radical, R.sub.1 and R.sub.2, independently of each other, are each hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X.sub.1 and X.sub.2, independently of each other, are each unsubstituted or substituted aminofluoro-s-triazinyl, are particularly suitable for dyeing and printing cellulose-containing fibre materials and produce, in high dyeing yield, dyeings and prints having good fastness properties.Type: GrantFiled: May 21, 1987Date of Patent: April 4, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Adolf Kaser
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Patent number: 4816034Abstract: A water soluble direct black polyazo dyestuffs mixture comprising trisazo dyestuffs, polyazo dyestuffs and disazo dyestuff.Type: GrantFiled: August 12, 1986Date of Patent: March 28, 1989Assignee: The Atul Products LimitedInventors: Girish I. Bhatt, Subrao S. Kulkarni, Chandrashekhar B. Upasani, Mukundbhai Bhatt
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Patent number: 4808193Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.Type: GrantFiled: May 26, 1988Date of Patent: February 28, 1989Assignee: Hoechst AktiengesellschaftInventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
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Patent number: 4802887Abstract: A composition comprising:(a) 30 to 90% by weight of one or more water soluble anionic dyestuffs in metal complex form,(b) 0.5 to 20% by weight of one or more compounds of formula I ##STR1## in which R.sub.1 is C.sub.12-22 alkyl or C.sub.12-22 alkenyl; R.sub.2 is hydrogen or --SO.sub.3 M;m is 2, 3 or 4;n is 2, 3 or 4;p+p' is 10 to 30 inclusive, each of p and p' being at least 1; and M is a cation; and(c) 5 to 40% by weight of a dispersing agent.These compositions are suitable for dyeing of textile and leather substrates.Type: GrantFiled: March 10, 1987Date of Patent: February 7, 1989Assignee: Sandoz Ltd.Inventor: Kamal Ateya
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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: 4780106Abstract: Metal-free compounds of the formula ##STR1## 1:1 and 1:2 metal complexes thereof, and acid addition salts of metal-free compounds of said formula and 1:1 and 1:2 metal complexes thereof, whereinB is hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by C.sub.1-4 alkoxy; C.sub.2-4 alkyl substituted by hydroxy; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) the phenyl group of which is substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy and halo; --A--NH--R.sub.2 ; --A'.sub.4 --N(R.sub.7).sub.2 ; --A.sub.4 --N.sup..sym. (R.sub.8).sub.2 R.sub.9 A.sup..crclbar. or --N(R.sub.7).sub.2,R is hydrogen; C.sub.1-4 alkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 or 2 C.sub.Type: GrantFiled: June 10, 1987Date of Patent: October 25, 1988Assignee: Sandoz Ltd.Inventors: Helmut Moser, Manfred Greve, Reinhard Pedrazzi, Roland Wald