Each Of The Benzene Rings Is Part Of A Bicyclo Ring System Patents (Class 534/840)
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Patent number: 6984724Abstract: The invention relates to novel monoazo compounds of formula (1), wherein R1 re resents H, Cl or CH3; R2 represents H or Cl; M2+ represents Mg2+, Mn2+ or Sr2+; Y1=represents COO? or SO3?; Y2=SO3?; Y3=Y4=Y5=H; or Y3=SO331 , Y2=Y4=Y5=H; or Y4=SO3?, Y2=Y3=Y5=H; or Y5=SO3?, Y2=Y3=Y4=H. The compounds of formula (1) are characterized by high intensity and light-fastness.Type: GrantFiled: July 27, 2002Date of Patent: January 10, 2006Assignee: Clariant GmbHInventors: Hans Joachim Metz, Uday T. Nabar, Frank Morgenroth, Chandrashekhar D. Patil, Sunil D. Deval
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Patent number: 6599748Abstract: A hardness indicator composition, and a method of water hardness analysis, capable of measuring hardness even with higher-hardness water without requiring titration by a two-liquid system. The hardness indicator composition is formulated of a metal indicator with a desensitizer added thereto.Type: GrantFiled: November 21, 2000Date of Patent: July 29, 2003Assignees: Miura Co., Ltd., Miura Institute of Research & Development Co. Ltd.Inventors: Junichi Nakajima, Keita Mizogami, Yuuji Ukena
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Patent number: 6395885Abstract: The use of lithium as a cation for an anionic dye to enhance the light-fastness of the dye. Also claimed are the lithium salts of certain anionic dyes as defined in the description; mixed lithium/sodium salts of an anionic dye wherein the molar ratio of lithium to sodium is from 1:4 to 99:1 and at least 20 mole % of the total counter ions in the dye are lithium cations; inks containing the dyes; a method of ink jet printing using the inks; a substrate printed with the inks; an ink jet printer cartridge containing the ink and a ink jet printer containing the ink jet printer cartridge.Type: GrantFiled: December 5, 2000Date of Patent: May 28, 2002Assignee: Avecia LimitedInventors: Aidan Joseph Lavery, Janette Watkinson, John Parker Meyers
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Patent number: 5616696Abstract: A group of compounds comprising the reaction product of a hydroxy naphthylamine sulfonic acid with a diazotized compound comprising, an aromatic azo substituted Cleves Acid such that the diazotized compound is coupled with the hydroxy naphthylamine sulfonic acid ortho to the amine group. More particularly the compounds of the invention comprise a compound having the formula: ##STR1## wherein R.sub.1 is an aromatic azo radical, R.sub.2 is hydrogen or an aromatic azo group and R.sub.3 is amino, substituted amino or an aromatic azo group. The invention further includes inks made from such compositions and methods for using such inks in ink jet printers.Type: GrantFiled: September 14, 1995Date of Patent: April 1, 1997Assignee: Tricon Colors IncorporatedInventor: William P. Leary, Jr.
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Patent number: 5542970Abstract: A monoazo compound of the general formula ##STR1## wherein; Y is hydrogen, methyl, methoxy, acetylamino, or nitro, or Y, cojointly with the carbon atom located in the benzene ring B at the 3-position with respect to the N.dbd.N group, may form a benzene ring; X is acetyl, benzoyl, p-toluenesulfonyl, or 4-chloro-6-hydroxy-1,3,5-triazine-2-yl; and M.sup.1, M.sup.2 and M.sup.3 each are a base selected from alkali metal atom, ammonium cation and amine salt cation. A recording liquid comprising a coloring matter, which is an image-forming component, and a liquid medium for dissolving or dispersing the coloring matter, said recording liquid being characterized by containing as coloring matter the above-mentioned monoazo compound.Type: GrantFiled: June 6, 1995Date of Patent: August 6, 1996Assignees: Canon Kabushiki Kaisha, Mitsubishi Chemical CorporationInventors: Konoe Miura, Hiroshi Takimoto, Tokuya Ohta, Masatsune Kobayashi
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Patent number: 5145953Abstract: A biscyclobutarene monomer is prepared having two cyclobutarene moieties bridged by a divalent radical having at least one azo linkage. The monomers can be polymerized to form polymers exhibiting outstanding thermooxidative stability at high temperatures for prolonged time periods.Type: GrantFiled: February 2, 1988Date of Patent: September 8, 1992Assignee: The Dow Chemical CompanyInventors: Robert A. Kirchhoff, Alan K. Schrock
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Patent number: 5118737Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 and R.sup.2 together with the nitrogen atom form a morpholine ringa and b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.Type: GrantFiled: June 22, 1990Date of Patent: June 2, 1992Assignee: Canon Kabushiki KaishaInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
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Patent number: 4918169Abstract: 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: GrantFiled: August 19, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4904767Abstract: Asymmetric 1:2-chrome complex dyes of the formula: ##STR1## wherein A is the radical of 1-hydroxynaphthalene or 2-hydroxynaphthalene,R.sub.1 is hydrogen, chlorine or methyl,R.sub.2 is hydrogen, nitro or chlorine, andKa.sup.+ is a cation, and of the substituents X.sub.1, X.sub.2 and X.sub.3 one is an SO.sub.3 group, and the other two are hydrogen, X.sub.3 being hydrogen when R.sub.1 is chlorine and R.sub.2 is hydrogen,give blue shades on leather and other polyamides, which shades are lightfast and fast to wet processing.Type: GrantFiled: June 29, 1987Date of Patent: February 27, 1990Assignee: Ciba-Geigy CorporationInventors: Fabio Beffa, Alois Puntener, Peter Loew
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Patent number: 4874848Abstract: Dyes which are 1:2-chromium complexes, containing one azo dye or azomethine dye and one disazo dye or trisazo dye. The dyes are suitable for dyeing wool, synthetic polyamides and leather.Type: GrantFiled: June 4, 1986Date of Patent: October 17, 1989Assignee: Ciba-Geigy CorporationInventors: Gerhard Back, Fabio Beffa
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Patent number: 4725674Abstract: Water-soluble monoazo and disazo compounds which have fiber-reactive dyestuff properties and containing as diazo component an optionally substituted phenyl radical or naphthyl radical or an optionally substituted phenylazophenyl, phenylazonaphthyl, naphthylazophenyl or naphthylazonaphthyl radical, and as coupling component that of a naphthol, aminonaphthaline or aminobenzene and as fiber-reactive group a group of the formula ##STR1## in which both R.sup.1 s, identical to or different from one another, denote a hydrogen atom or an optionally substituted alkyl group of 1 to 4 carbon atoms, R is a hydrogen atom or a sulfo group and Y represents a vinyl group or a .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group, this fiber-reactive grouping being bonded to the radical of the coupling component.Type: GrantFiled: March 19, 1986Date of Patent: February 16, 1988Assignee: Hoechst AktiengesellschaftInventors: Marcos Segal, Michael Kunze
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Patent number: 4703113Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.Type: GrantFiled: August 12, 1985Date of Patent: October 27, 1987Assignee: Imperial Chemical Industries PLCInventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
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Patent number: 4698421Abstract: A compound, or a salt thereof, represented by the following formula, ##STR1## wherein A is a substituted or unsubstituted phenylene or naphthylene group, B is ##STR2## in which R.sub.3 is a hydrogen atom or a lower alkyl, lower alkoxy, acylamino or ureido group, and R.sub.4 is a hydrogen atom or a lower alkyl or lower alkoxy group, R.sub.1 and R.sub.3 are independently a hydrogen atom or a substituted or unsubstituted lower alkyl group, X is a substituted or unsubstituted amino, lower alkoxy, substituted phenoxy or sulfo group, 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 group capable of being split by the action of an alkali, and m is 2 or 3, which is useful for dyeing hydroxyl group- or amide group-containing fiber materials to give dyed products of a brown color having excellent fastness properties with good build-up property.Type: GrantFiled: June 7, 1985Date of Patent: October 6, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Hirokazu Sawamoto, Takashi Omura, Naoki Harada
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Patent number: 4663440Abstract: A brown reactive dye represented by a free acid of the formula, ##STR1## wherein R is a hydrogen atom or a C.sub.1 to C.sub.4 alkyl group, X is --SO.sub.2 CH.sub.2 CH.sub.2 Cl, --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or --SO.sub.2 CH.sub.2 CH.sub.2 OPO.sub.3 H.sub.2, rings A, B and C are each a benzene or naphthalene ring which may have other substituent, m is 0 to 3 and n is 0 to 1.This dye is suitable for dyeing cellulose fibers brown to afford dyeings superior in fastnesses, acid stability, build-up property and level dyeing property.Type: GrantFiled: May 26, 1981Date of Patent: May 5, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Omura, Masaki Sunami, Yasuo Tezuka
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Patent number: 4647310Abstract: An aqueous ink composition for ink-jet recording comprising an aqueous solution of a water-soluble dye of formula (I) and a humectant dissolved in water: ##STR1## wherein Ar represents an unsubstituted or substituted phenyl group, or an unsubstituted or substituted naphthyl group; X represents a hydroxyl group, an alkoxy group, a halogen atom, an alkylamino group, a hydroxyalkylamino group, a cyclic amino group or an anilino group; M represents hydrogen, K, Na, Li, NH.sub.4 or an organic amine cation; and n is an integer of 1 or 2.Type: GrantFiled: February 24, 1986Date of Patent: March 3, 1987Assignee: Ricoh Company, Ltd.Inventors: Masaru Shimada, Toshiyuki Kawanishi, Kakuji Murakami, Tamotsu Aruga, Hiroyuki Uemura, Kiyofumi Nagai
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Patent number: 4609727Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is nitro or cyano;R.sub.2 is cyano or halo;R.sub.3 is C.sub.1-4 alkyl;R.sub.4 is methyl or ethyl;R.sub.5 is C.sub.1-8 alkyl; andR.sub.6 is --CH.sub.2 CHOHCH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.a R.sub.7, --CH.sub.2 CHOHC.sub.6 H.sub.5, --CH(C.sub.6 H.sub.5)CH.sub.2 OH; --(CH.sub.2).sub.n O--CO--NHR.sub.3, --CH.sub.2 CH(R.sub.4)--O--CO--NHR.sub.3 ; --(CH.sub.2).sub.n --O--CO--R.sub.3, --CH.sub.2 CH(R.sub.4)--O--CO--R.sub.3 or C.sub.2-4 hydroxyalkyl, with the provisos that R.sub.6 may be any of the last three groups only when R.sub.1 and R.sub.2 are both cyano and that R.sub.6 may be C.sub.2-4 hydroxyalkyl also when R.sub.5 is C.sub.1-2 alkyl,whereinR.sub.7 is phenyl; phenyl substituted by 1 or 2 substituents independently selected from hydroxy, chloro, bromo, methyl and C.sub.1-4 alkoxy; benzyl; benzyl substituted by 1 or 2 substituents independently selected from hydroxy, chloro, bromo, methyl and C.sub.Type: GrantFiled: December 16, 1982Date of Patent: September 2, 1986Assignee: Sandoz Ltd.Inventor: Klaus Koerte
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Patent number: 4560746Abstract: The disodium salt of 1-[(6-methoxy-4-sulfo-3-methylphenyl)azo]-2-naphthol-6-sulfonic acid (FD and C Red 40), the disodium salt of 1-[(4-sulfophenyl)azo]-2-naphthol-6-sulfonic acid (FD and C Yellow 6), the trisodium salt of 1-[1-(4-sulfonaphthyl)azo]-2-naphthol-3,6-disulfonic acid (FD and C Red 2), the disodium salt of 2-[1-(4-sulfonaphthyl)azo]-1-naphthol-4-sulfonic acid (Carmoisine) and the sodium salt of 2-(2-quinolyl)-1,3-indanedione-sulfonic acid (D and C Yellow 10) are prepared and purified in high yield and in a high state of purity by subjecting their aqueous reaction mixtures to ultrafiltration through a membrane of such structure and under such conditions that the impurities are separated from the reaction mixtures, and the products are concentrated in high purity concentrates from which the products can be isolated directly by evaporation of the solvent.Type: GrantFiled: November 30, 1984Date of Patent: December 24, 1985Assignee: The Hilton-Davis Chemical Co.Inventors: Robert W. J. Rebhahn, Wayne L. Cook
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Patent number: 4560744Abstract: Compounds which in the form of the free acids correspond to the formula ##STR1## where A is a radical of a diazo component or of an amine,B is a radical of a coupling component or of an aldehyde,R.sup.1 is chlorine or bromine,R.sup.2 is methoxy or ethoxy,X is .dbd.N-- or .dbd.CH--,Y is --O-- or --COO-- andZ is --O-- or --NH--,are dyes which are very suitable for dyeing nylons and natural polyamides.Type: GrantFiled: March 6, 1981Date of Patent: December 24, 1985Assignee: BASF AktiengesellschaftInventors: Hans Baumann, Klaus Grychtol
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Patent number: 4537955Abstract: An unsymmetrical 1:2 chromium complex of a monoazo dyestuff and a disazo dyestuff which is non-fiber reactive and is free of sulfonamido and amino groups and which, in the form of the free acid has the formula: ##STR1## wherein A' is the radical of a 1-hydroxy-2-aminobenzene which is monosubstituted or disubstituted by chlorine, nitro, or sulfo, B' is a naphth-2-ol, resorcinol, p-(C.sub.1 -C.sub.6 -alkyl)-phenol, 1-phenol-3-methylpyrazol-5-one or acetoacetanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.4 -alkyl C.sub.1 -C.sub.4 -alkoxy, chlorine or sulfo, K' is an unsubstituted or sulfo-substituted naphth-1-ol or naphth-2-ol radical, phenol which is substituted in the p-positioned by C.sub.1 -C.sub.6 -alkyl, an unsubstituted or sulfo-substituted 2-naphthylanime, and 1-phenol-3-methylpyrazol-5-one or an acetoactanilide radical, and the phenol group in the last two mentioned compounds can be substituted by C.sub.1 -C.sub.Type: GrantFiled: March 1, 1983Date of Patent: August 27, 1985Assignee: BASF AktiengesellschaftInventors: Klaus Grychtol, Hans Baumann
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Patent number: 4530996Abstract: A compound represented by a free acid of the formula: ##STR1## wherein D is ##STR2## (R.sub.1 and R.sub.2 independently represent hydrogen, methyl or methoxy) or ##STR3## (n is 0 or 1, the mark * signifies the position of linkage to --N.dbd.N-- and the mark # signifies the position of linkage to Q mentioned below); Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 R (R is a group capable of being split off by the action of alkali); one of X.sub.1 and X.sub.2 is hydrogen and the other is a sulfonic acid group; and m is 0 or 1, which is useful for dyeing cellulose fibers a blue-black color with good dyeability and excellent fastnesses, particularly chlorine fastness.Type: GrantFiled: June 4, 1982Date of Patent: July 23, 1985Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Omura, Naoki Harada, Yasuo Tezuka