The Benzene Rings Are Bonded Directly To Each Other Patents (Class 534/760)
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Patent number: 8734532Abstract: The present invention relates to new azo dyes, a process for their preparation, and their use for dyeing or printing fibrous materials, to produce materials with brownish shades.Type: GrantFiled: November 29, 2011Date of Patent: May 27, 2014Assignee: Kemira OyjInventors: Helmut-Martin Meier, Christof Heide, Klaus-Günter Strumpf, Thomas Hübbe
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Patent number: 7193067Abstract: Mono- and Bis-Azo/Hydrazone Pyrrole Pigments and Methods for preparing same.Type: GrantFiled: August 23, 2005Date of Patent: March 20, 2007Inventors: Terence Chamberlain, Norman W. Smith, Donald T. DeRussy
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Patent number: 6946550Abstract: Azo compounds of formula (I), wherein X stands for halogen, in particular for chlorine, or C1-C4alkoxy, in particular for methoxy, Y stands for —CH2— or —O—, R1 and R2, independently from each other, stand for hydrogen, C1-C8alkyl, or C6-C14aryl, which may be substituted up to three times with C1-C8alkyl, C1-C4alkoxy or halogen, a process for their preparation and their use as fluorescent compounds, in particular as solid fluorescent compounds, such as for special effect printing, sectrity printing or in the opto-electronic field.Type: GrantFiled: November 19, 2002Date of Patent: September 20, 2005Assignee: Ciba Specialty Chemicals CorporationInventors: Iain Frank Fraser, Ian Alexander Macpherson, David Macdonald Smith, Simon Martyr, Greig Chisholm, Stephen John Coughlin
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Patent number: 6923855Abstract: An ink, which contains at least one dye of formula (1): A—N?N—BX1n1B?—N?N—A???Formula (1) wherein A and A? each independently represent an aryl group or a monovalent heterocyclic group; B and B? each independently represent an arylene group or a divalent heterocyclic group; X1 represents a divalent linking group; n1 is 0 or 1; and at least one of A, B, A?, and B? is a heterocyclic group.Type: GrantFiled: August 1, 2003Date of Patent: August 2, 2005Assignee: Fuji Photo Film Co., Ltd.Inventors: Toru Harada, Naotaka Wachi
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Publication number: 20030226221Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.Type: ApplicationFiled: January 24, 2003Publication date: December 11, 2003Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
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Patent number: 5686585Abstract: An azo dye for use in color filters soluble in alkaline aqueous solutions and organic solvents and having in one molecule at least one sulfonamido group of which one hydrogen atom is substituted; and a method for producing a color filter having a plurality of color filter elements which comprises the steps of a) coating a substrate with an organic solvent solution of a photoresist composition containing said azo dye and drying the coat to form an adhering layer, b) exposing a specific part of said layer to radiation ray, c) developing the exposed or unexposed region with alkali to form a colored pattern, and d) repeating the steps a)-c) on every dye of different color present in said composition.Type: GrantFiled: November 18, 1994Date of Patent: November 11, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshiki Hishiro, Naoki Takeyama, Shigeki Yamamoto
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Patent number: 5569749Abstract: An organic photoconductive material is represented by the following general formula [1]:A.sub.1 --N.dbd.N--B--N.dbd.N--A.sub.2 [1],wherein B is a divalent organic group bonded to nitrogen atoms forming azo groups, A.sub.1 and A.sub.2 are groups different from each other, A.sub.1 is represented by the following general formula [A1]: ##STR1## wherein X is an atomic group which is necessary for forming an aromatic hydrocarbon ring or an aromatic hetero-ring by condensation with the benzene ring, Y is a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, m is an integer of 1 to 4, R is an aromatic hydrocarbon ring group or an aromatic hetero-ring group and n is 1 or 2, and A.sub.2 is a group represented by one of the following general formulae [A2] and [A3]: ##STR2## wherein a.sub.1 is a group selected from R, --N.dbd.CH--R and ##STR3## R, X, Y, m and n are the same as those in the general formula [A1] and p is 0 or 1.Type: GrantFiled: January 18, 1996Date of Patent: October 29, 1996Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.Inventors: Hisao Kouno, Shyouichi Takahashi, Kazuhiro Higashide, Nakaji Komiyama, Osamu Suda, Masaru Hasegawa
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Patent number: 5545725Abstract: Disazo dyes are disclosed which are particularly suitable for dyeing paper.Paper is dyed with these dyes in greenish-yellow or yellow to red shades of good fastness properties.Type: GrantFiled: November 10, 1994Date of Patent: August 13, 1996Assignee: Ciba-Geigy CorporationInventors: Adolf K aser, Willy Stingelin
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Patent number: 5536818Abstract: A dichroic dye represented by the formula (I) or (II): ##STR1## wherein the substituents are as described in the specification. The dichroic dyes (I) and (II) exhibit excellent dichroism and can be prepared from 2,2'-ditrifluoromethylbenzidine having no toxicity, such as mutagenicity.Type: GrantFiled: November 4, 1994Date of Patent: July 16, 1996Assignee: Mitsubishi Chemical CorporationInventors: Masaharu Kaneko, Hisayo Ishio
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Patent number: 5506346Abstract: An organic photoconductive material is represented by the following general formula [1]:A.sub.1 -N.dbd.N-B-N.dbd.N-A.sub.2 [1],wherein B is a divalent organic group bonded to nitrogen atoms forming azo groups, A.sub.1 and A.sub.2 are groups different from each other, A.sub.1 is represented by the following general formula [A1]: ##STR1## wherein X is an atomic group which is necessary for forming an aromatic hydrocarbon ring or an aromatic hetero-ring by condensation with the benzene ring, Y is a hydrogen atom, an alkyl group, an alkoxy group or a halogen atom, m is an integer of 1 to 4, R is an aromatic hydrocarbon ring group or an aromatic hetero-ring group and n is 1 or 2, and A.sub.2 is a group represented by one of the following general formulae [A2] and [A3]: ##STR2## wherein a.sub.1 is a group selected from R, -N.dbd.CH-R and ##STR3## R, X, Y, m and n are the same as those in the general formula [A1] and p is 0 or 1.Type: GrantFiled: February 28, 1994Date of Patent: April 9, 1996Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.Inventors: Hisao Kouno, Shyouichi Takahashi, Kazuhiro Higashide, Nakaji Komiyama, Osamu Suda, Masaru Hasegawa
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Patent number: 5468848Abstract: The new basic azo dyestuffs of the formula ##STR1## wherein the symbols have the meaning given in the description, are suitable for dyeing synthetic and naturally occurring substrates which can be dyed with basic dyestuffs.Type: GrantFiled: June 21, 1994Date of Patent: November 21, 1995Assignee: Bayer AktiengesellschaftInventors: Karin Hassenruck, Peter Wild
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Patent number: 5391720Abstract: Disclosed is an imidazole azo dye of formula (I), which is useful for image formation and as a filter dye, which has a sharp absorption wave and which is fast to light, heat, air, moisture and chemicals. Also disclosed is a thermal transfer dye-donating material containing imidazole azo dye(s) of formula (I) preferably along with aminopyrazole azo dye(s) of formula (II). The material gives a high-density image with good color reproduction, and the image formed has improved storage stability. ##STR1## In (I), B and C independently represent a hydrogen atom or a substituent capable of being substituted in the imidazole ring; A represents an aryl or heterocyclic group; provided that when B is a hydrogen atom, C is not a hydrogen atom nor an alkyl group having from 1 to 3 carbon atoms; provided that when C is a hydrogen atom, B is not a substituted nor unsubstituted alkyl group; provided that C is not a mercapto group or an alkylthio group; and provided that B is not a carboxyl group.Type: GrantFiled: December 3, 1992Date of Patent: February 21, 1995Assignee: Fuji Photo Film Co., Ltd.Inventors: Hisashi Mikoshiba, Tomomi Tateishi
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Patent number: 5274084Abstract: An azo compound represented by the following general formula IA and an electrophotographic photosensitive member comprising a photosensitive layer containing the azo compound: ##STR1## wherein R.sup.1 and R.sup.2 are the same or different from each other and indicate a hydrogen atom, an alkyl group, an alkenyl group, a hydroxyl group, an alkoxy group, a carboxy group, an alkoxy carbonyl group, an acyl group, an aryl group, a halogen group or a cyano group, respectively; R.sup.14 indicates a hydrogen atom, a halogen group, an alkyl group, an alkoxy group, an aryl group, an amino group, a cyano group, a nitro group or a sulfoxide group; and A indicates a coupler residue having an acceptor property.Type: GrantFiled: November 24, 1992Date of Patent: December 28, 1993Assignee: Mita Industrial Co., Ltd.Inventors: Eiichi Miyamoto, Yasuyuki Hanatani, Hiroaki Iwasaki, Yasufumi Mizuta, Akihiko Kawahara
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Patent number: 4981489Abstract: Disazo compounds based on 4,4'-diaminodiphenyl compounds contain not less than 50% by weight of a disazo compound of the general formulaA--N.dbd.N--Z--N.dbd.N--B (I)where Z is a radical of an unsubstituted or symmetrically substituted diphenylene, A is a radical of a coupling component of a 1-phenylpyrazolone or of an acetoacetarylide, where the phenyl and the aryl radical is subtsituted by sulfo or carboxyl groups, and B is a radical of a coupling component based on 1-phenylpyrazolone or acetoacetarylide, which are free of sulfo and/or carboxyl groups.The disazo compounds can be obtained by coupling the tetrazotized diamine H.sub.2 N--Z--NH.sub.2 to the coupling component AH containing an acidic group in a medium containing a mineral acid, and then coupling the product to BH in a buffered medium (pH about 4).The novel disazo compounds are suitable as additives to pigments, in particular azo and disazo pigments, for improving the transparency and heat stability of the pigment particles, and the flow behavior.Type: GrantFiled: October 23, 1989Date of Patent: January 1, 1991Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Wolfgang Ruff, Egon Liedek, Gerhard Berger, Hans W. Sonneborn
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Patent number: 4968352Abstract: Diaryl pigments having excellent dried ink transparency and improved process heat stability are prepared by carrying out the coupling of a bisdiazotized substituted 4,4' diaminobiphenyl with acetoacetanilides and/or pyrazolinones in the presence of an added quantity of one or more substituted aromatic amines containing at least one sulfonic or carboxylic acid substituent, or their salts. The pigments exhibit improved tolerance to variations in drying temperatures and to high drying temperatures, and have improved transparency when present in dried ink formulations.Type: GrantFiled: April 28, 1988Date of Patent: November 6, 1990Assignee: Hoechst Celanese CorporationInventors: Boyd A. Keys, John T. Ouderkirk
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Patent number: 4894094Abstract: Disazo compounds based on 4,4'-diaminodiphenyl compounds contain not less than 50% by weight of a disazo compound of the general formulaA--N.dbd.N--Z--N.dbd.N--B (I)where Z is a radical of an unsubstituted of symmetrically substituted diphenylene, A is a radical of a coupling component of a 1-phenylpyrazolone or of an acetoacetarylide, where the phenyl and the aryl radical is substituted by sulfo or carboxyl groups, and B is a radical of a coupling component based on 1-phenylpyrazolone or acetoacetarylide, which are free of sulfo and/or carboxyl groups.The disazo compounds can be obtained by coupling the tetrazotized diamine H.sub.2 N--Z--NH.sub.2 to the coupling component AH containing an acidic group in a medium containing a mineral acid, and then coupling the product to BH in a buffered medium (pH about 4).The novel disazo compounds are suitable as additives to pigments, in particular azo and disazo pigments, for improving the transparency and heat stability of the pigment particles, and the flow behavior.Type: GrantFiled: August 19, 1987Date of Patent: January 16, 1990Assignee: Basf Lacke & Farben AktiengesellschaftInventors: Wolfgang Ruff, Egon Liedek, Gerhard Berger, Hans W. Sonneborn
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Patent number: 4801702Abstract: A process for the preparation and conditioning of organic pigments, which comprises the use of at least one tricyclodecane alcohol or tricyclodecene alcohol.Type: GrantFiled: October 30, 1986Date of Patent: January 31, 1989Assignee: Ciba-Geigy CorporationInventor: Fridolin Babler
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Patent number: 4686285Abstract: (i) Metal-free compounds of the formula ##STR1## (ii) tautomers thereof, (iii) 1:1 and 1:2 metal complexes of (i) and (ii),(iv) salts of (i), (ii), and (iii), and(v) mixtures of (i), (ii), (iii), and (iv),wherein the symbols are as defined in the Specification, are useful as dyes for, for example, polymers and copolymers of acrylonitrile, polyesters modified to contain acid groups, polyamides such as wool, leather, cotton, bast fibers such as hemp, flax, sisal jute, coir and straw, regenerated cellulose, glass fibers and paper (those wherein R.sub.o is other than hydrogen) or as intermediates for the synthesis of dyes.Type: GrantFiled: February 8, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4634764Abstract: Compounds of the formula ##STR1## wherein each R is independently --N(R.sub.1).sub.2, --N.sup..sym. (R.sub.2).sub.3 A.sup..crclbar. or hydroxy, whereineach R.sub.1 is independently hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl orboth R.sub.1 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring,each R.sub.2 is independently alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl ortwo R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring orall three R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered unsaturated heterocyclic ring, andA.sup..crclbar. is a non-chromophoric anion,each T is independently a bridging radical, andZ is hydrogen or --N.dbd.Type: GrantFiled: November 10, 1983Date of Patent: January 6, 1987Assignee: Sandoz Ltd.Inventor: Manfred Greve
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Patent number: 4631242Abstract: An electrophotographic material comprises a conductive support and a light-sensitive layer containing at least one of the azo compound of the formulas [I]-[III]:formula [I]:Cp.sub.1 --N.dbd.N--A--N.dbd.N--Cp.sub.2A represents a divalent residue which bonds through C atoms to N atoms which constitute azo and Cp.sub.1 is a group of by the formula: ##STR1## Z represents a substituted or unsubstituted carbocyclic aromatic ring, a substituted or unsubstituted heterocyclic aromatic ring or a unsaturated monocyclic hydrocarbon ring and R represents an aryl group containing one or two CF.sub.3 groups and Cp.sub.2 is a coupler residue different from said Cp.sub.1 and is selected from following formulas (a)-(f): ##STR2## Z.sup.1 and Z.sup.2 represent a substituted or unsubstituted aromatic hydrocarbon ring or substituted or unsubstituted hetero ring, R.sup.1 and R.sup.2 represent substituted or unsubstituted alkyl, aralkyl, aryl or hetero ring group, R.sup.3 represents an alkyl or carboxyl group or an ester thereof, R.Type: GrantFiled: September 5, 1985Date of Patent: December 23, 1986Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kazuhiro Emoto, Kozo Haino, Akira Itoh
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Patent number: 4609726Abstract: Compounds of the general formula I ##STR1## where R is hydrogen or C.sub.1 -C.sub.6 -alkyl and X is chlorine or bromine, with the proviso that X is only bromine when R is H, possess pigment properties and are distinguished by high color strength, brilliance and very good fastness properties.Type: GrantFiled: March 14, 1984Date of Patent: September 2, 1986Assignee: BASF AktiengesellschaftInventors: Reinhard Kemper, Egon Liedek
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Patent number: 4562249Abstract: There are described novel yellow to red azo compounds of the formula I ##STR1## wherein each D independently of the other is the radical of an aromatic or heterocyclic diazo component, each Z independently of the other is hydrogen or a C.sub.1 -C.sub.4 -alkyl group or an acylamino group, Y is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, X is either the direct bond or C.sub.1 -C.sub.6 -alkylene, ##STR2## and n is a number from 2 to 6, preferably 2; and the substituent Y, in the case of an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, can also be bonded to the o-position relative to the N atom of the phenylene group to form a six-membered ring, or both Y substituents can be linked together to form a C.sub.1 -C.sub.Type: GrantFiled: March 5, 1985Date of Patent: December 31, 1985Assignee: Ciba-Geigy CorporationInventors: Hansrudolf Schwander, Rudolf Hurter
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Patent number: 4536570Abstract: This invention relates to novel mixtures consisting essentially of benzanilide bridged disazo compounds which are randomly substituted with x (N-substituted sulfonamido) groups, to acid-addition salts of said disazo compounds, useful as direct dyes particularly in the dyeing of cellulose, and to methods of preparation of said mixtures of (N-substituted sulfonamido) substituted disazo compounds.Type: GrantFiled: October 25, 1982Date of Patent: August 20, 1985Assignee: The Hilton-Davis Chemical Co.Inventor: Nathan N. Crounse
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Patent number: 4535151Abstract: A process for the wet granulation of organic pigment is disclosed which consists in treating under vigorous agitation an aqueous suspension of pigment with acetic anhydride, propionic anhydride or a mixture thereof. Acetic anhydride is used preferentially. After hydrolysis of the anhydride, besides the granules, an aqueous solution of acid or its corresponding salt, directly saleable or re-usable in the chemical industry, is recovered whereby problems related to the recovery of organic solvents are avoided.Type: GrantFiled: May 16, 1984Date of Patent: August 13, 1985Assignee: I.C.I. Francolor S.A.Inventor: Pierre L. E. Fournier
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Patent number: 4483796Abstract: Disazo and polyazo compounds of the formula ##STR1## wherein each A is independently ##STR2## and each R.sub.3 is independently C.sub.1-4 alkyl, oreach A, R.sub.3 and the ##STR3## radical to which they are attached, taken together, independently, are ##STR4## wherein each R.sub.21 is independently halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,p is 0, 1 or 2,the * denotes the carbon atom attached to the --N.dbd.N-- radical, andthe ** denotes the carbon atom attached to X,each R.sub.1 and the ##STR5## radical to which it is attached taken together, independently, are the radical of an aromatic or heterocyclic coupling component,each A.sub.1 and A.sub.2 taken together are --O--Me--O--, wherein Me is copper, cobalt, iron, nickel, manganese or zinc, oreach A.sub.1 is hydroxy, andeach A.sub.2 is independently hydrogen, hydroxy or C.sub.1-4 alkoxy,X is a direct bond or a bridging radical,each Y is independently a direct bond, C.sub.1-4 alkylene, --CO--NH--(CH.sub.2).sub.m --, --NH--CO--(CH.sub.2).sub.m -- or --SO.sub.Type: GrantFiled: August 18, 1982Date of Patent: November 20, 1984Assignee: Sandoz Ltd.Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid