Sulfonated Azo Patents (Class 8/681)
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Patent number: 4776858Abstract: A composition for coloring bait which comprises (a) at least one biologically acceptable and palatable colorant; (b) a mordant for binding said colorant to live bait; (c) a surfactant or an acidulant; and (d) an aqueous carrier. A kit for coloring live bait to catch fish comprising (a), (b) and (c) of the composition also forms part of the invention.Type: GrantFiled: March 16, 1987Date of Patent: October 11, 1988Inventor: Roy A. P. Mayer
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Patent number: 4728337Abstract: An assistant combination for use as textile finishing agent, especially in a process for aftertreating wool dyeings, which comprises(1) a diquaternary ammonium salt of formula ##STR1## wherein Q is a divalent aliphatic hydrocarbon radical of 2 to 12 carbon atoms which may be interrupted in the chain by oxygen atoms and is unsubstituted or substituted by hydroxy.R.sub.1 and R.sub.2 are each independently of the other an aliphatic radical of 6 to 24 carbon atoms,R.sub.3 to R.sub.6 are independently of the other lower alkyl, hydroxy-lower alkyl or lower alkoxy-lower alkyl,X.sub.1 and X.sub.2 are each oxygen or --NH--,Z.sub.1 and Z.sub.2 are each independently of the other C.sub.2 -C.sub.6 alkylene, andY.sup..crclbar.Type: GrantFiled: October 30, 1986Date of Patent: March 1, 1988Assignee: Ciba-Geigy CorporationInventors: Heinz Abel, Rosemarie Topfl, Franz Gunter
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Patent number: 4722735Abstract: A process is described for the continuous dyeing of textiles in which an aqueous solution of an ionic, water-soluble dye is applied to a fabric in open width. The textile is dried to reduce the water content to at most about 1% and it is then contacted with a nonionic, high-boiling organic liquid in which the ionic dye is substantially completely insoluble while the liquid is maintained at an elevated temperature, i.e., about 325.degree. F.-450.degree. F., for a period of time sufficient to cause the dye to diffuse into the fibers and to fix the ionic dye to the fibers of the textile. Any remainig high-boiling liquid is subsequently removed from the fabric.Type: GrantFiled: January 9, 1987Date of Patent: February 2, 1988Assignee: Burlington Industries, Inc.Inventor: George L. Brodmann
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Patent number: 4705524Abstract: The invention relates to dye compositions for preparing level dyeings on carboxamide- or hydroxyl-containing fiber materials of comparatively good light fastness properties, which contain dioxazine dyes I (Ia and/or Ib) and II (one or more of IIa to IId) in a weight ratio of 90:10 to 10:90 ##STR1## where in each case independently of one another Z denotes vinyl or .beta.-sulfatoethyl,Z' denotes vinyl-SO.sub.2 or .beta.-sulfatoethyl-SO.sub.2 --,R denotes sulfo or --SO.sub.2 --NR.sup.8 R.sup.9, wherein R.sup.8 is H or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl and R.sup.9 is H, C.sub.1 -C.sub.4 -alkyl which can be substituted by sulfato, sulfo, carboxyl or phosphato, or is an arylated C.sub.1 -C.sub.4 -alkyl group which can be substituted in the aryl radical by sulfo or carboxyl,R.sup.1 denotes H or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.2 denotes C.sub.1 -C.sub.Type: GrantFiled: November 25, 1986Date of Patent: November 10, 1987Assignee: Hoechst AktiengesellschaftInventors: Manfred Hahnke, Marcos Segal
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Patent number: 4704133Abstract: A process for the photochemical stabilization of fibre materials made of synthetic polyamides, which comprises treating the fibre material with at least one water-soluble copper complex dye or with a mixture of copper complex compounds containing at least one copper complex dye, or containing at least one copper complex dye in combination with a water-soluble 1:2 cobalt complex dye, 1:2 chromium complex dye, or an azo, anthraquinone, nitroaryl or dioxazine dye.The fibre materials treated (dyed) by the process of the invention are distinguished by very high tear strength and elongation values after exposure to light or exposure to hot light.Type: GrantFiled: November 12, 1985Date of Patent: November 3, 1987Assignee: Ciba-Geigy CorporationInventors: Gerhard Reinert, Hans U. Schutz, Gerhard Back
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Patent number: 4702744Abstract: Stable, concentrated aqueous solutions of, in particular, anionic reactive dyestuffs are obtained in a comparatively simple manner by freeing from salts, preferably by means of membrane separation processes, solutions of these substances just as they are obtained in the course of synthesis, and by replacing, with the aid of ion exchangers, the cations which cause sparing solubility.Type: GrantFiled: May 27, 1986Date of Patent: October 27, 1987Assignee: Bayer AktiengesellschaftInventors: Joachim Wolff, Jochen Koll, Karlheinz Wolf, Reinhold M. Klipper, Peter M. Lange
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Patent number: 4699626Abstract: Complexes of the formula ##STR1## or a water-soluble salt thereof each cation of which is independently a non-chromophoric cation, wherein X is chloro or hydroxy,m is 1 or 2, andn is 0 or 1, with the proviso that m + n is 2, with the proviso that one of the asterisked bonds is in the 1-position and the other asterisked bond is in the 2-position, and mixtures thereof, are useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates, preferably textile material consisting of or containing cellulose fibers, most preferably cotton, alone or blended with other suitable textile fibers. The resulting dyed or printed textile material may be aftertreated with a polymeric polybasic amino compound in order to improve the wet fastness of these dyeings and printings.Type: GrantFiled: March 12, 1986Date of Patent: October 13, 1987Assignee: Sandoz Ltd.Inventors: Hans-Rudolf von Tobel, Paul Doswald
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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: 4685934Abstract: Monoazo compounds of formula ##STR1## wherein R.sub.1 is a coupling component radical,R.sub.1 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by 1 or 2 substituents selected from chloro, cyano, hydroxy, C.sub.1-4 alkoxy, phenyl and phenyl substituted by 1 or 2 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy, sulfo, sulfamoyl and acetamido; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl; phenyl substituted by 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido (maximum of 1), carboxy (maximum of 1), sulfo (maximum of 1) and --SO.sub.2 NR.sub.7 R.sub.8 (maximum of 1); 1- or 2-naphthyl or 1- or 2-naphthyl substituted by sulfo,whereineach of R.sub.7 and R.sub.8 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy or phenyl; cyclohexyl; phenyl or phenyl monosubstituted by chloro, methyl or methoxy, or--NR.sub.7 R.sub.Type: GrantFiled: July 12, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventors: Francois Benguerel, Roland Mislin
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Patent number: 4678611Abstract: Dyestuff intermediates of the formula ##STR1## wherein R.sub.1 represents hydrogen, an alkyl radical of 1 to 8 carbon atoms or a phenyl radical, R.sub.2 represents hydrogen or an acyl radical and Z represents hydrogen or a sulfo group, and the use thereof for the manufacture of azo dyes of the formula ##STR2## wherein D represents the radical of a coupling component, R.sub.1 represents hydrogen, an alkyl radical of 1 to 8 carbon atoms or a phenyl radical, and R.sub.2 represents hydrogen or an acyl radical, or of azo dyes of the formula ##STR3## wherein K is the radical of a coupling component, Z represents hydrogen or the sulfo group, and R.sub.2 represents hydrogen or an acyl radical.Type: GrantFiled: January 17, 1986Date of Patent: July 7, 1987Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4668238Abstract: A process of dyeing a leather substrate comprising applying to the leather substrate a mixture of at least one compound of the formula ##STR1## and at least one compound of the formula ##STR2## wherein each R is independently ##STR3## wherein: R.sub.3 is hydrogen, --SO.sub.3 M or --COOM, andR.sub.4 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,each R.sub.1 is independently a coupling component radical, andeach n is independently 1 or 2, wherein each M is independently hydrogen or a cation.Type: GrantFiled: October 4, 1985Date of Patent: May 26, 1987Assignee: Sandoz Ltd.Inventor: Heinz Wicki
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Patent number: 4659333Abstract: The invention relates to a process for fixing azo, metal complex azo and formazan dyes on textile fabrics with hot steam to give stable shades, which process comprises fixing textile fabrics dyed or printed with said dyes in hot steam that contains at least 0.5% by volume of air.Type: GrantFiled: August 29, 1985Date of Patent: April 21, 1987Assignee: CIBA-GEIGY CorporationInventor: Andres Schaub
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Patent number: 4652269Abstract: Process for the continuous trichromatic dyeing of synthetic polyamide materials which comprises using at least one blue-dyeing fibre-reactive sulfo-containing anthraquinone dye together with at least one red-dyeing sulfo-containing azo dye and at least one yellow- or orange-dyeing sulfo-containing azo dye.The process according to the invention is suitable for the continuous dyeing of synthetic polyamide materials from aqueous liquors, producing level dyeings having good fastness properties, in particular good ozone fastness.Type: GrantFiled: April 30, 1986Date of Patent: March 24, 1987Assignee: Ciba-Geigy CorporationInventors: James B. Bowles, Marshall White, Jr., Alois Puntener, Jean-Marie Adam, Peter Loew
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Patent number: 4647286Abstract: Reactive dyes of the formula ##STR1## in which M is twice-coupled 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4-sulfonic acid or 2-amino-5-hydroxynaphthalene-7-sulfonic acid, A and B, independently of each other, are each sulfophenylene or sulfonaphthylene which can be further substituted, and X.sub.1 and X.sub.2 are each a 2,4-difluoro-5-chloropyrimid-6-yl radical, subject to the condition that A and B together contain at least 3 sulfo groups, 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: August 20, 1985Date of Patent: March 3, 1987Assignee: Ciba-Geigy CorporationInventor: Karl Seitz
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Patent number: 4645511Abstract: Aftertreatment of textile fibres which have been optically brightened or dyed or printed with certain direct dyes, or with basic or sulphur dyes, increases wet-fastness properties. The aftertreatment agent is a polymeric, polybasic amino compound, which is applied under alkaline conditions.Type: GrantFiled: December 24, 1984Date of Patent: February 24, 1987Assignee: Sandoz Ltd.Inventors: Jurg Heller, Bruno Kissling, Tibor Robinson, Salvatore Valenti
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Patent number: 4631065Abstract: The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a dye of the monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, each of R.sub.1 and R.sub.2 independently is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.4 alkyl radical, X.sub.1 is an unsubstituted or substituted aminofluoro-s-triazine radical, and X.sub.2 is a heterocyclic reactive radical which is attached direct to the radical D through the --N(R.sub.2) bridge member, excepting an unsubstituted or substituted aminofluoro-s-triazine.These dyes are particularly suitable for dyeing and printing cellulosic fibre material by the cold pad-batch method and give dyeings and prints of good fastness properties and high tinctorial strength.Type: GrantFiled: August 20, 1985Date of Patent: December 23, 1986Assignee: Ciba-Geigy CorporationInventors: Karl Seitz, Peter Scheibli, Herbert Seiler
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Patent number: 4615837Abstract: A propylene oxide polyadduct containing carboxyl groups, or a salt thereof, obtained from(a) an adduct of propylene oxide and an aliphatic alcohol having 3 to 10 carbon atoms which is at least trihydric,(b) an aliphatic dicarboxylic acid or the anhydride thereof having 2 to 10 carbon atoms or a mono- or di-lower alkylester of said dicarboxylic acids,(c) an aliphatic diol having an average molecular weight of at most 2,000,(d) a fatty acid having 8 to 22 carbon atoms and(e) an aromatic dicarboxylic acid or the anhydride thereof having 8 to 12 carbon atoms; it is in particular useful as dyeing assistant for the dyeing of fibrous material made of or containing wool with anionic dyes.Type: GrantFiled: November 16, 1981Date of Patent: October 7, 1986Assignee: Ciba-Geigy CorporationInventors: Heinz Abel, Paul Schafer
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Patent number: 4594075Abstract: A process is described for spray-drying readily water-soluble dyes and fluorescent brighteners from a saturated aqueous solution which contains undissolved dye or fluorescent brightener in a ratio between dissolved and undissolved matter of 1:9 to 9:1.The free-flowing dye or brightener granulates obtained in this process are distinguished by high bulk density, abrasion resistance and dimensional stability.Type: GrantFiled: January 22, 1985Date of Patent: June 10, 1986Assignee: Ciba-Geigy CorporationInventor: Ernst Schenkenberger
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Patent number: 4592756Abstract: A dye solution composition containing a black dye obtained by the action of at least one acid or its salt:HO(CH.sub.2).sub.n SO.sub.3 H, Cl(CH.sub.2).sub.n COOH, Br(CH.sub.2).sub.n COOH (n=1 or 2)on one or a mixture of dyes of the formula (I): ##STR1## wherein R is phenylene or naphthylene residue; X and X' are each H, sulfonic acid group or sulfonate group; Y and Y' are each H or alkali metal; R' is one of amino group-containing radicals: ##STR2## (the carboxyl group may be carboxylate group and the sulfonic acid group may be sulfonate group), except that when R' has not sulfonic acid group, X and X' are not the same and when R' has sulfonic acid group, X and X' are H. This is highly stable, preservative and water soluble, and is useful as ink composition for ball-point pen and ink jet recording.Type: GrantFiled: February 6, 1985Date of Patent: June 3, 1986Assignee: Taoka Chemical Company, LimitedInventors: Sinjiro Kawasaki, Hideo Kitagawa, Yutaka Nishii
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Patent number: 4581036Abstract: A process is described for separating sodium sulfate from aqueous solutions of certain fiber-reactive dyestuffs, which contain less than 2% by weight of chloride, by cooling down said solution to a temperature between +5.degree. C. and -15.degree. C. In the course of the cooling, the sodium sulfate precipitates in the form of the decahydrate and can be separated off in conventional manner, for example by filtration. The results obtained in this way are aqueous liquid low-salt preparations of these dyestuffs which contain less than 4% by weight of sodium sulfate.Type: GrantFiled: April 4, 1985Date of Patent: April 8, 1986Assignee: Hoechst AktiengesellschaftInventors: Konrad Opitz, Heinrich Pohlmann, Manfred Sittig, Christian Fabel, Siegfried Wilhelm, Franz Mitter
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Patent number: 4579561Abstract: A trichromatic dye system for the dyeing of synthetic polyamide fibers, the system including an acid red dye component, an acid blue dye component, and an acid yellow dye component, each of the dye components being compatible from a performance standpoint.Type: GrantFiled: January 9, 1985Date of Patent: April 1, 1986Assignee: Crompton and Knowles CorporationInventors: Jay E. Rowe, James F. Feeman
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Patent number: 4568350Abstract: A process for dyeing silk or silk-containing fiber blends with reactive dyes, which comprises dyeing or impregnating said material with a reactive dye of the formulaD--Y].sub.nwherein D is the radical of a sulfo group containing dye of the mono- or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, [Y].sub.n, where n is 1 to 4, denotes identical or different reactive radicals Y, in aqueous medium at a pH value above 8, without the addition of a dispersant or swelling agent, and in the temperature range from 20.degree. to 40.degree. C. for 6 to 48 hours, and storing the impregnated goods in the moist state for 6 to 48 hours at a temperature from 20.degree. to 60.degree. C.Dyeings with good fastness properties are obtained with this process.Type: GrantFiled: April 16, 1984Date of Patent: February 4, 1986Assignee: Ciba-Geigy CorporationInventor: Rudolf Rohrer
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Patent number: 4567171Abstract: A composition and a process for the production of stable, water dispersions of anionic dyestuffs, for example acid or direct dyestuffs, useful for the dyeing of organic fibers including paper. Highly concentrated, liquid dispersions of at least 15-40% by weight of dry anionic dyestuff are achieved by the use of nonionic dispersing agents and mixing or grinding in a mill until most of the undissolved dyestuff particles are smaller than 10.mu..Type: GrantFiled: March 20, 1984Date of Patent: January 28, 1986Assignee: Ciba-Geigy CorporationInventor: Thomas M. Mangum
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Patent number: 4563192Abstract: The invention relates to a process for dyeing synthetic polyamide fibre material with dyes or dye mixtures in the presence of a mixture of dyeing assistants, which comprises using for the dyeing of these materials an aqueous liquor which contains at least one anionic dye which, under the defined dyeing conditions, has a degree of exhaustion of at least 95% at 1/1 standard depth of shade, and a dyeing assistant mixture containing an anionic compound, a quaternary compound and a non-ionic compound, and wherein the liquor contains an alkali metal salt and an organic acid, and finishing the dyeing at pH 5-7, preferably pH 5.5-6, and at a temperature of 95.degree. to 130.degree. C.The process according to the invention is suitable for dyeing synthetic polyamide materials, producing level dyeings having good fastness properties with all types of dye or mixtures of dyes of identical or different types.Type: GrantFiled: September 14, 1984Date of Patent: January 7, 1986Assignee: Ciba-Geigy CorporationInventors: Heinz Salathe, Hermann Flensberg, Harry Schaetzer
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Patent number: 4539009Abstract: Mixtures of dyestuffs of the formula I ##STR1## and of the formula II ##STR2## wherein R=alkyl,R.sub.1 =H or R andR.sub.2 /R.sub.3 =R.sub.1 or alkoxy,are distinguished by being readily soluble in hard water and produce satisfactory golden yellow dyeings on polyamide fibres.Type: GrantFiled: November 2, 1984Date of Patent: September 3, 1985Assignee: Bayer AktiengesellschaftInventors: Horst Nickel, Hans-Gunter Otten
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Patent number: 4537598Abstract: A process for dyeing or printing natural and synthetic polyamide material by the trichromatic technique, which comprises the use of a red dye of the formula (1) defined in the specification, or a mixture of the red dye of the formula (1) with a red dye of the formula (2) together with at least one yellow or orange dye of the formula (3), or a mixture of at least one yellow or orange dye of the formula (3) with a yellow dye of the formula (4) and at least one blue dye of the formula (5). The process of the invention is suitable for dyeing natural or synthetic polyamide material from an aqueous liquor or for printing with printing pastes. It is particularly suitable for dyeing from short liquors.Type: GrantFiled: May 24, 1984Date of Patent: August 27, 1985Assignee: Ciba-Geigy CorporationInventors: Harry Schaetzer, Helmut Raisin, Dieter Mausezahl
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Patent number: 4515598Abstract: A process for dyeing or printing fiber materials containing hydroxy and/or carbonamide groups, in which process a fiber-reactive, water-soluble dyestuff of the type defined below is applied to the fiber material and is then fixed on the fiber material at an ordinary or elevated temperature, if appropriate in the presence of agents having an alkaline reaction. This water-soluble dyestuff, which contains at least one sulfonic acid group, contains one or more groupings belonging to the group comprising the formulae (1a), (1b) and (1c)--SO.sub.2 --CH.dbd.CH.sub.2 (1a)--SO.sub.2 --CH.sub.2 --CH.sub.2 --Hal (1b)--SO.sub.2 --CH.sub.2 --CH.sub.Type: GrantFiled: November 10, 1983Date of Patent: May 7, 1985Assignee: Hoechst AktiengesellschaftInventors: Fritz Meininger, Joachim W. Otten, deceased, by Ursula Otten, heir, by Anna G. Rudolph nee Otten, heir
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Patent number: 4514188Abstract: Use of mono-copper complexes of dyestuffs of the formula ##STR1## wherein X is H or SO.sub.3 H andR is H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, halogen or sulpho,and of mixtures thereof with the bis-copper complexes of (II) in amounts of up to 50% by weight, for dyeing natural and synthetic materials, in particular cellulose materials, leather, wool and polyamide.Type: GrantFiled: October 3, 1983Date of Patent: April 30, 1985Assignee: Bayer AktiengesellschaftInventors: Martin Michna, Hermann Henk
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Patent number: 4507124Abstract: The dyes of the formula I ##STR1## in which Me is cobalt or chromium, A and A' independently of each other are each the radical of an amine of the benzene series which carries the hydroxyl group in the o-position relative to the azomethine group, Ar.sub.1 and Ar.sub.3 independently of each other are each a substituted or unsubstituted phenylene or naphthylene radical, Ar.sub.2 and Ar.sub.4 independently of each other are each a substituted or unsubstituted benzene or naphthalene radical, m and n independently of each other are each 0 or 1, p is an integer from 3 to 6 and Ka.sym. is a cation, are suitable for dyeing polyamides, particularly wool and leather.Type: GrantFiled: June 20, 1983Date of Patent: March 26, 1985Assignee: Ciba-Geigy CorporationInventors: Alois Puntener, Fabio Beffa
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Patent number: 4502860Abstract: Dyes of the formula I ##STR1## in which A, B, C, D, E, F, Z, Z', X, X', n, n.sub.1, n.sub.2 and n.sub.3, p and Ka.sup..sym. are as defined in claim 1, are particularly suitable for dyeing wool or polyamide and especially leather.Type: GrantFiled: June 20, 1983Date of Patent: March 5, 1985Assignee: Ciba-Geigy CorporationInventor: Gerhard Back
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Patent number: 4502864Abstract: Liquid concentrate of Direct Yellow 11 based on the crown ether complexes of tetrasodium direct yellow 11, are described as well as these novel soluble chelates of insoluble tetrasodium complexes of Direct Yellow 11.Type: GrantFiled: April 25, 1984Date of Patent: March 5, 1985Assignee: Ciba-Geigy CorporationInventor: Jo Ann Cleverdon
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Patent number: 4496364Abstract: A process for dyeing a voluminous flat form polyamide substrate with anionic dyestuffs according to the cold pad-batch method, which process comprises the step of selecting the initial pH of the dyeing liquor within a range depending on the affinity of the substrate for anionic dyestuffs and the molecular weight of the anionic dyestuffs so as to give a substantial linear exhaustion of the dyeing liquor, the dyeing liquor being free from a thickening, swelling or foaming agent.Type: GrantFiled: April 25, 1983Date of Patent: January 29, 1985Assignee: Sandoz Ltd.Inventor: Hans-Peter Stakelbeck
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Patent number: 4490151Abstract: New disazo sulphophenyl pyrazolone-sulpho stilbene compounds are useful as orange-hued dyes for cellulosic having excellent color stability over a wide pH range and when in aqueous solution are useful as liquid paper black dyes.Type: GrantFiled: November 7, 1983Date of Patent: December 25, 1984Assignee: Crompton and Knowles CorporationInventor: David A. Brode
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Patent number: 4465491Abstract: The solid dye preparations contain(a) 30-90 percent by weight of a water-soluble dye,(b) 1-25 percent by weight of an aliphatic aminocarboxylic acid or a salt thereof, and(c) 0-50 percent by weight of further additives.There is preferably at least 2% of anionic dispersing agent in the preparations.The preparations are particularly suitable for dyeing textile material made from cotton, polyacrylonitrile, wool or synthetic polyamide.Type: GrantFiled: July 20, 1983Date of Patent: August 14, 1984Assignee: Ciba-Geigy CorporationInventors: Paolo Balliello, Paul Erzinger, Ernst Tempel
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Patent number: 4453943Abstract: The invention relates to solid dye formulations which, in addition to containing at least one anionic dye, at least one anionic dispersant, a non-ionic emulsifier and optionally further ingredients, contains 0.1 to 10% by weight, based on the final formulation, of a quaternary ammonium salt of the formula I ##STR1## wherein R.sub.1 is a C.sub.8 -C.sub.20 alkyl or C.sub.8 -C.sub.20 alkenyl group, each of R.sub.2, R.sub.3 and R.sub.4 independently of one another is a C.sub.1 -C.sub.4 alkyl group, and An.sup..crclbar. is an anion.Such formulations, which have good cold water solubility, are suitable for dyeing or printing textile material e.g. of wool or polyamide.Type: GrantFiled: March 23, 1983Date of Patent: June 12, 1984Assignee: Ciba-Geigy CorporationInventor: Paolo Balliello
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Patent number: 4453945Abstract: The present invention relates to a process for dyeing cellulose fibers or its union fibers which is effected according to an exhaustion dyeing method using a reactive dye containing at least one s-triazinyl group having a group of the formula: ##STR1## wherein M represents a hydrogen or an alkali metal, in an aqueous dyeing bath having a pH in the range of 4 to 10 and a dyeing temperature in the range of 110.degree. C. to below 140.degree. C.Type: GrantFiled: April 19, 1983Date of Patent: June 12, 1984Assignee: Nippon Kayaku Kabushiki KaishaInventors: Masakatsu Miyamoto, Yoshiharu Suzuki, Masayoshi Ojima, Yutaka Iizuka, Ryuzo Orita, Tadashi Matsuo
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Patent number: 4417898Abstract: The invention relates to a process for continuous dyeing a cellulosic fibrous substrate with a direct or reactive dye comprising the steps of(a) applying to the substrate an aqueous dyeing liquor containing an alkanolamine, followed by(b) fixing the dyeings, and finally(c) after-treating the dyed substrate with a fixing agent,the resulting dyeings having improved wet fastnesses.Type: GrantFiled: September 8, 1982Date of Patent: November 29, 1983Inventors: Rolf Hasler, Francis Palacin
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Patent number: 4384870Abstract: Compounds of the formula ##STR1## in which A is the radical of a sulpho group-containing diazo component of the aniline or 1- or 2-aminonaphthalene series,K is a coupling component radical of the phenol series, having a free hydroxy group or an etherified or acylated hydroxy group,R.sub.1 is hydrogen C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 haloalkyl,R.sub.2 is C.sub.1-4 alkyl, C.sub.1-6 alkyl-CO-, C.sub.1-6 alkyl-O-CO-, -CONH.sub.2, C.sub.1-6 alkyl-NH-CO-, di-(C.sub.1-6 alkyl)N-CO-, 2-, 3-, 4-, 5- or 6-hydroxy(C.sub.2-6 alkyl)-NH-CO- or (2-, 3-, 4-, 5- or 6-hydroxy(C.sub.2-6 alkyl)).sub.2 N-CO-, andR.sub.10 is hydrogen or C.sub.1-4 alkyl,and mixtures thereof, which compounds are in free acid or salt form and are useful for dyeing or printing anionic dyeable substrates such as leather, natural and synthetic polyamides, polyurethanes and polyolefins modified to contain basic groups, especially nylon.Type: GrantFiled: July 27, 1981Date of Patent: May 24, 1983Assignee: Sandoz Ltd.Inventor: Francois Benguerel
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Patent number: 4374064Abstract: Compounds of the formula ##STR1## in which A--X-- is the radical of a diazo component,X-- is ortho to the azo group and is a metallizable substituent or a substituent convertible to a metallizable group,Y is --OH or --NH.sub.2,Z is methyl or carboxy,R is hydrogen, halogen, methyl or sulpho,andB is the radical of a coupling component of the heterocyclic, acyclic active methylene or monocyclic benzene series, which coupling component of the monocyclic benzene series contains an amino and/or hydroxy group which groups may be alkylated or acylated, and--N.dbd.N--B is bound to the 3- or 4-position of ring D,which compounds contain at least one water-solubilizing group,and metal complexes thereof, with the proviso that when the compounds are unmetallized, B is other than amonocyclic benzene coupling component radical. The metal complexes are useful as dyes for the dyeing and printing of anionic dyeable.Type: GrantFiled: April 28, 1980Date of Patent: February 15, 1983Assignee: Sandoz Ltd.Inventor: Heinz Wicki
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Patent number: 4370145Abstract: New copper-complex formazan compounds of the general formula: ##STR1## in which A is a phenylene or naphthylene radical which can be substituted by halogen, nitro, lower alkyl, lower alkoxy, lower alkylsulfonyl, phenylsulfonyl and optionally alkylated sulfonamide groups and can also be substituted by the radical Z, defined below, B is a straight-chain or branched-chain alkyl group or alkenyl group, which can be substituted by an optionally substituted phenyl radical, or is a phenyl or naphthyl radical, which can be substituted by halogen, lower alkyl, lower alkoxy and lower carbalkoxy, or is the radical or a furan, thiophene, pyrrole, imidazole, indole, pyrazole, pyridine, pyrimidine, quinoline or benzimidazole, it being possible for B likewise to be substituted by the group Z, defined below, Z denotes a group which confers solubility in water, such as the carboxyl group or sulfo group, one to three of which are bonded to A and/or B, Cu is a copper atom, X denotes an oxygen atom or a carbonyloxy group and isType: GrantFiled: November 25, 1981Date of Patent: January 25, 1983Assignee: Hoechst AktiengesellschaftInventors: Gunther Schwaiger, Ernst Hoyer
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Patent number: 4351640Abstract: A powder formulation of the dye of the formula ##STR1## which contains sodium chloride and a condensate of .beta.-naphthalenesulfonic acid with formaldehyde, or a sulfomethylation product which is obtained by condensing phenol, formaldehyde and a sulfite or bisulfite in the presence of sodium hydroxide, using a molar ratio of phenol: formaldehyde: sulfite or bisulfite: sodium hydroxide of 1:1.0-4:0.3-1.6:0.05-0.5.The dye formulation is readily soluble in water and gives speck-free prints and dyeings, with a high color yield.Type: GrantFiled: June 19, 1980Date of Patent: September 28, 1982Inventors: Ortwin Schaffer, Manfred Herrmann
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Patent number: 4343620Abstract: A propylene oxide polyadduct containing carboxyl groups, or a salt thereof, obtained from(a) an adduct of propylene oxide and an aliphatic alcohol having 3 to 10 carbon atoms which is at least trihydric,(b) an aliphatic dicarboxylic acid or the anhydride thereof having 2 to 10 carbon atoms or a mono- or di-lower alkylester of said dicarboxylic acids,(c) an aliphatic diol having an average molecular weight of at most 2,000,(d) a fatty acid having 8 to 22 carbon atoms and(e) an aromatic dicarboxylic acid or the anhydride thereof having 8 to 12 carbon atoms; it is in particular useful as dyeing assistant for the dyeing of fibrous material made of or containing wool with anionic dyes.Type: GrantFiled: December 22, 1980Date of Patent: August 10, 1982Assignee: Ciba-Geigy CorporationInventors: Heinz Abel, Paul Schafer
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Patent number: 4340385Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-4 alkyl,R.sub.2 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,R.sub.3 is hydrogen or C.sub.1-4 alkyl, andM is hydrogen or a monovalent non-chromophoric cation,and mixtures of such compounds, stable, concentrated, aqueous compositions consisting essentially of, by weight,5-20% Compound of said formula in salt form or a mixture thereof2-25% 2-(2-Methoxyethoxy)ethanol0-8% Propylene glycolBalance Water,and the use of such compounds, mixtures and stable, concentrated, aqueous compositions for dyeing and printing anionically dyeable substrates such as natural and synthetic polyamides, especially nylon carpet.Type: GrantFiled: February 23, 1981Date of Patent: July 20, 1982Assignee: Sandoz, Inc.Inventors: Silvio A. Rodriguez, Sigmund C. Catino, deceased
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Patent number: 4338092Abstract: Compounds of the formula ##STR1## in which each of R.sub.1 and R.sub.3, independently, is hydrogen, methyl, methoxy or --NHCOR.sub.6,each of R.sub.2 and R.sub.4, independently, is hydrogen, methyl or methoxy, with the proviso that at least one of R.sub.1 to R.sub.4 is hydrogen,R.sub.5 is hydrogen, 2-, 3- or 4-hydroxy-C.sub.2-4 alkyl, carboxy-C.sub.1-4 alkyl, sulpho-C.sub.1-4 alkyl, sulphophenyl or carboxyphenyl andR.sub.6 is methyl or NH.sub.2, salts thereof,and mixtures of such compounds which compounds and mixtures are useful as reactive dyes for nitrogen-containing and hydroxy group-containing organic substrates such as leather and textile materials comprising or consisting of natural or synthetic polyamides such as wool, silk and nylon and natural or regenerated cellulose such as cotton, viscose and spun rayon.Type: GrantFiled: December 17, 1980Date of Patent: July 6, 1982Assignee: Sandoz Ltd.Inventor: Lukas Schneider
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Patent number: 4336190Abstract: This invention relates to novel copper complex formazan compounds of the formula ##STR1## in which M is hydrogen or the equivalent of a metal and R is hydrogen or chlorine. The invention also relates to a process for their manufacture. The compounds can be used as dyestuffs, in particular fiber reactive dyestuffs for dyeing cellulose fiber materials, wool, or synthetic polyamide fiber materials for example, on which they exhibit intense blue dyeings having good fastness properties.Type: GrantFiled: November 7, 1980Date of Patent: June 22, 1982Assignee: Hoechst AktiengesellschaftInventors: Gunther Schwaiger, Ernst Hoyer
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Patent number: 4336026Abstract: A liquid preparation of an anionic dye of the disazo class, which preparation contains the disazo dye, which in the form of the free acid corresponds to the formula ##STR1## dissolved in a solvent mixture which is miscible with water in any proportion and which consists of N,N,N',N'-tetramethylurea, at least one alkylene glycol ether and water, and alkyl- or alkanolamine in an amount sufficient to bring the pH value of the liquid preparation to 6.5 to 8.5, the dye being in the form of alkyl- or alkanolamine. This novel liquid preparation is a concentrated true solution which is stable in storage over several months at temperatures of between about -10.degree. C. and +60.degree. C., and which is miscible with cold and warm water in any proportion. It is suitable in particular for dyeing and printing paper, including semi-cardboard and cardboard, the dyeing of these materials being possible, for example, in the pulp, or by brushing or immersion.Type: GrantFiled: January 19, 1981Date of Patent: June 22, 1982Assignee: Ciba-Geigy CorporationInventor: Roger Lacroix
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Patent number: 4300904Abstract: The dyeing of cotton in glycol and glycol ether solvents containing direct or sulfur dyes is disclosed. Prior to dyeing, the fabric is treated with an aqueous solution to swell the fibers. When the pretreated cotton is dyed in solvent containing 0.25% to 2% potassium thiocyanate it results in improved color saturation. The instant invention is extremely effective for either cotton or cotton/polyester blends.Type: GrantFiled: July 23, 1980Date of Patent: November 17, 1981Assignee: The United States of America as represented by the Secretary of AgricultureInventor: Eugene J. Blanchard
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Patent number: 4283196Abstract: A process is disclosed for coloring fiber materials selected from cellulose, natural or synthetic polyamides, and mixtures thereof, which comprises applying to said fiber material a water soluble dyestuff which, in the form of the free acid, has the formula: ##STR1## wherein R.sub.3 is halogen and R.sub.4 and R.sub.5 are each independently selected from hydrogen, methyl, ethyl, methoxy and ethoxy, and fixing said dyestuff on said fiber material by the action of an alkaline agent and the optional additional application of heat or steam . The dyestuffs utilized are distinguished by outstanding fastness properties such as fastness to light, wet processing and acid.Type: GrantFiled: October 27, 1980Date of Patent: August 11, 1981Assignee: American Hoechst CorporationInventors: Johann Wenghoefer, Dennis G. Messier, James E. Thompson
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Patent number: 4257770Abstract: A dye composition comprising at least one disazo dye of the formula (I) expressed in the form of a free acid, ##STR1## wherein each X.sub.1 and X.sub.2 is --SO.sub.2 CH.sub.2 CH.sub.2 OCOCH.sub.3, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or --SO.sub.2 CH.dbd.CH.sub.2, provided that at least one of X.sub.1 and X.sub.2 is --SO.sub.2 CH.sub.2 CH.sub.2 OCOCH.sub.3, and at least one disazo dye of the formula (II) expressed in the form of a free acid, ##STR2## Wherein each Y.sub.1 and Y.sub.2 is --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 OH, provided that one of Y.sub.1 and Y.sub.2 is --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or --SO.sub.2 CH.dbd. CH.sub.2, is produced by diazotizing a mixture of 4-aminophenyl-.beta.-sulfatoethylsulfone and 4-aminophenyl-.beta.acetoxyethylsulfone in a weight ratio of 30 to 70: 70 to 30 with a nitrite, and coupling the resulting mixture of the diazonium salts with 1-amino-8-naphthol-3,6-disulfonic acid.Type: GrantFiled: July 16, 1979Date of Patent: March 24, 1981Assignee: Sumitomo Chemical Company, LimitedInventors: Nobuzi Nishimura, Masayuki Tsuji, Seizo Konishi, Tadashi Yamamoto, Takemi Tokieda, Utazi Sawa, Suketsugu Koumura
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Patent number: 4212642Abstract: A process for printing flat-surface structures of manmade or regenerated polymer materials by the transfer printing process, which comprises the use of dyes of the formula ##STR1## wherein X represents hydrogen, halogen, or a lower alkylsulphone group,Y represents hydrogen, chlorine, bromine, nitro, cyano, or an alkyl group of 1 to 4 carbon atoms,Z represents hydrogen, chlorine, nitro, an acylamino group, or a lower alkylsulphonyl group,R represents an alkyl radical of 1 to 4 carbon atoms, andR.sub.1, R.sub.2 and R.sub.3, each independently of the other, represent an alkyl radical of 1 to 4 carbon atoms, a cycloalkyl radical of 5 to 7 carbon atoms, an aralkyl or an aryl radical.Type: GrantFiled: July 20, 1978Date of Patent: July 15, 1980Assignee: Ciba-Geigy AGInventors: Angelo Della Casa, Urs Karlen