Plural Monocyclic Benzene Rings, Each Bonded Directly To An Azo Group, Are Between The Azo Groups Patents (Class 534/759)
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Patent number: 8992633Abstract: Disclosed are compounds of formula (1) or formula (2). The compounds are useful for the dyeing of organic materials, such as keratin fibers, wool, leather, silk, cellulose or polyamides, especially keratin-containing fibers, cotton or nylon, and preferably hair, more preferably human hair. (1) (2).Type: GrantFiled: May 2, 2012Date of Patent: March 31, 2015Assignee: BASF SEInventors: Sophie Marquais-Bienewald, Christian Cremer, Beate Frohling
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Patent number: 8541557Abstract: An azo compound having the following formula (I): A(E)n??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: GrantFiled: June 15, 2012Date of Patent: September 24, 2013Assignee: Ricoh Company, Ltd.Inventor: Masafumi Ohta
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Patent number: 8357673Abstract: A series of mono- and binuclear 4-arylazo-3,5-diamino-pyrazoles which are useful for inhibition of cyclin-dependent kinases (preferably CDK9). Hence they can be used as antimitotic-, pro-apoptotic and antiinflammatory drugs, in particular, in chemotherapy of cancer and asthma, therapy of psoriasis and parasitoses as those caused by fungi or protists, treatment of Alzheimer's disease or as antineurodegenerative drugs, or to suppress immunostimulation. These compounds are useful in a variety of utilities, including as intermediates in the preparation of flame-retardants, diagnostic reagents and therapeutics, including antivirals and immunosuppressors.Type: GrantFiled: September 1, 2005Date of Patent: January 22, 2013Assignee: Univerzita Palackeho V OlomouciInventors: Petr Cankar, Iveta Frysova, Vladimir Krystof, Rene Lenobel, Jan Slouka, Miroslav Strnad, Peter Martin Fischer
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Patent number: 8309696Abstract: The present invention provides an azo pigment comprising a group represented by the general formula (1) below, an electrophotographic photosensitive member comprising an intermediate layer comprising the azo pigment, and a process cartridge and an electrophotographic apparatus that comprise the electrophotographic photosensitive member.Type: GrantFiled: August 31, 2009Date of Patent: November 13, 2012Assignee: Canon Kabushiki KaishaInventors: Atsushi Fujii, Mai Murakami
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Publication number: 20120253025Abstract: An azo compound having the following formula (I): A(E)n??(I) wherein A represents a residue of an azo compound, bonded with n pieces of E group through one or more heteroatom being N or O and forming a part of the residue A; E independently represents a hydrogen atom or —C(?O)—O—R1 wherein R1 represents a substituted or an unsubstituted alkyl group having 4 to 10 carbon atoms, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkenyl group or an aralkyl group; and n represents an integer of from 1 to 10.Type: ApplicationFiled: June 15, 2012Publication date: October 4, 2012Applicant: RICOH COMPANY, LTD.Inventor: Masafumi OHTA
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Patent number: 8101731Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper. The dyes are of formula (14), (15) or (16) in which R1 represents hydrogen, C1-C4alkyl, C1-C4alkoxy or SO3H, R2 represents SO3H or CO2H, R3 represents hydrogen, C1-C4alkyl, halogen, hydroxy, C1-C4alkoxy, carboxy, NH2 or NHC1-C4alkyl, R3a represents hydrogen or NH2 and A1 and A2, independently of the other, is selected from the group consisting of an acetoacetylated amine, a derivative of barbituric acid, a 2,4,6-triaminopyrimidine derivative, a pyridone derivative, an aminopyrazole or a pyrazolone derivative and a benzoic acid derivative, or A1 and A2, each one independently of the other, represent a certain phenol residue.Type: GrantFiled: March 29, 2010Date of Patent: January 24, 2012Inventors: Michael Lennartz, Adolf Käser, Sandra Weiss
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Publication number: 20100199443Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper. The dyes are of formula (14), (15) or (16) in which R1 represents hydrogen, C1-C4alkyl, C1-C4alkoxy or SO3H, R2 represents SO3H or CO2H, R3 represents hydrogen, C1-C4alkyl, halogen, hydroxy, C1-C4alkoxy, carboxy, NH2 or NHC1-C4alkyl, R3a represents hydrogen or NH2 and A1 and A2, independently of the other, is selected from the group consisting of an acetoacetylated amine, a derivative of barbituric acid, a 2,4,6-triaminopyrimidine derivative, a pyridone derivative, an aminopyrazole or a pyrazolone derivative and a benzoic acid derivative, or A1 and A2, each one independently of the other, represent a certain phenol residue.Type: ApplicationFiled: March 29, 2010Publication date: August 12, 2010Inventors: Michael Lennartz, Adolf Kåser, Sandra Weiss
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Patent number: 7772377Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: January 25, 2008Date of Patent: August 10, 2010Assignee: Xerox CorporationInventors: Jeffrey H Banning, Donald R Titterington, Clifford R King
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Patent number: 7732581Abstract: Disclosed is a compound of the formula and dimers thereof, wherein R, R?, X, (Y)m, and (Z)n are as defined herein. The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: March 25, 2009Date of Patent: June 8, 2010Assignee: Xerox CorporationInventors: Jeffrey H. Banning, James D. Mayo, Rina Carlini
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Patent number: 7723494Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates necessary for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper.Type: GrantFiled: January 4, 2008Date of Patent: May 25, 2010Assignee: Ciba Specialty Chemicals CorporationInventors: Michael Lennartz, Adolf Käser, Sandra Weiss
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Patent number: 7619075Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: August 16, 2005Date of Patent: November 17, 2009Assignee: Xerox CorporationInventors: Jeffery H. Banning, Donald R. Titterington, Clifford R. King
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Patent number: 7488354Abstract: Disclosed herein is a dyeing composition comprising a particular disulphide dye and a method of dyeing human keratin fibers, such as hair, using this composition. This composition makes it possible to obtain particularly fast chromatic colorations.Type: GrantFiled: October 14, 2005Date of Patent: February 10, 2009Assignee: L'Oreal S.A.Inventors: Nicolas Daubress, Gilles Genain
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Patent number: 7476260Abstract: Formula (I) wherein R1 and R2 each independently from each other are a residue of an organic dye: Y1 and Y2 each independently from each other are unsubstituted or substituted, straightchain or branched, interrupted or uninterrupted —C1-C10alkylene-; —C5-C10cycloalkylene-; C5-C10arylene; or —C5-C10arylene-(C1-C10alkylene)-; Z1 and Z2 independently from each other are Formula (II) are each independently from each other hydrogen; or unsubstituted or substituted, straight-chain or branched, mono-cyclic or polycyclic, interrupted or uninterrupted C1-C14alkyl; C2-C14alkenyl; C6-C10aryl; C6-C10aryl-C1-C10alkyl; or C5-C10alkyl(C5-C10aryl); r, q and n independently from each other are 0 or 1, if n is 0, Z3 is hydrogen; and if n is 1, Z3 is —S—: with the proviso that the method does not comprise treating the fiber with an enzyme of the type of a protein disulfidisomerase (EC 5.3.4.1).Type: GrantFiled: March 29, 2005Date of Patent: January 13, 2009Assignee: Ciba Specialty Chemicals Corp.Inventors: Victor Paul Eliu, Beate Fröhling, Dominique Kauffmann
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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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Patent number: 6713614Abstract: Disclosed are compounds of the formula The compounds are useful as colorants, particularly in applications such as phase change inks.Type: GrantFiled: June 27, 2002Date of Patent: March 30, 2004Assignee: Xerox CorporationInventors: Rina Carlini, Jeffrey H. Banning, James M. Duff, Bo Wu, James D. Mayo
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Patent number: 6576748Abstract: Disclosed is a process for preparing a diazopyridone compound either (A) of the formula or (B) of the formula which comprises diazotizing a dianiline and coupling it with a pyridone or diazotizing an aniline and coupling it with a dipyridone.Type: GrantFiled: June 27, 2002Date of Patent: June 10, 2003Assignee: Xerox CorporationInventors: Rina Carlini, James D. Mayo, James M. Duff, Jeffrey H. Banning, Paul F. Smith, George Liebermann, Roger E. Gaynor
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Patent number: 6140478Abstract: Basic azo compounds of formula I are suitable for coloring or printing especially of paper and leather.Type: GrantFiled: July 19, 1996Date of Patent: October 31, 2000Assignee: Clariant Finance (BVI) LimitedInventors: Jurgen Geiwiz, Helmut Anton Moser, Reinhard Pedrazzi
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Patent number: 5693766Abstract: A thermal transfer sheet comprising a substrate having a coating comprising a dye of Formula (1): ##STR1## wherein: Y is --H, alkyl, alkoxy, --NHCOalkyl, NHCOaryl, --NHSO.sub.2 alkyl or --NHSO.sub.2 aryl;Ring A is unsubstituted apart from the --N.dbd.N--, --Y and --N< groups or may be substituted by from 1 to 3 substituent groups;R.sup.1 and R.sup.2 each independently is alkyl;R.sup.3 is --H, alkyl, aryl, --SO.sub.2 alkyl, --Salkyl, --Saryl, halogen, pyridyl or R.sup.6 O(CH.sub.2).sub.n -- in which R.sup.6 is alkyl, acyl, aryl and n is from 1 to 10;R.sup.4 is --CN, --NO.sub.2, --SCN or --COOalkyl; andR.sup.5 is a group of Formula (2): ##STR2## in which: Z is --H, alkyl, alkoxy, --NHCOalkyl, --NHCOaryl, --NHSO.sub.2 alkyl or --NHSO.sub.2 aryl;Ring B is unsubstituted apart from the --N.dbd.N--, --Z and --N< groups or may be substituted by from 1 to 3 substituent groups;R.sup.7 and R.sup.8 each independently is --H or alkyl;R.sup.9 independently is any of the groups defined for R.sup.4 ;R.sup.Type: GrantFiled: December 18, 1995Date of Patent: December 2, 1997Assignee: Zeneca LimitedInventor: Roy Bradbury
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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: 5681832Abstract: Aroylaniline compounds which exhibit anti-retroviral activity, pharmaceutical compositions containing such aroylaniline compounds, and methods for treating a retroviral-infected host comprising administering an antiviral effective amount of an aroylaniline compound to a host.Type: GrantFiled: February 17, 1995Date of Patent: October 28, 1997Assignees: The United States of America as represented by the Department of Health and Human Services, Georgia Tech Research CorporationInventors: Rudiger D. Haugwitz, Leon Zalkow, Ewa Gruszecka-Kowalik, Edward Burgess
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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: 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: 5395926Abstract: Compounds of formula ##STR1## wherein R is hydrogen or a group ##STR2## M.sub.1 and M.sub.2 are each independently of the other an alkali metal or alkaline earth metal or aluminum or a group of formula ##STR3## wherein n is 1, 2 or 3, and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are hydrogen or C.sub.1 -C.sub.8 alkyl,X.sub.1 and X.sub.2 are each independently of the other --N.dbd. or --CH.dbd.,Q.sub.1 and Q.sub.2 are each independently of the other radicals of formula ##STR4## These compounds have excellent suitability for pigmenting organic material of high molecular weight, preferably polyolefins, and have superior lightfastness.Type: GrantFiled: September 22, 1993Date of Patent: March 7, 1995Assignee: Ciba-Geigy CorporationInventors: Stefan Hari, Olof Wallquist
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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: 5312906Abstract: Bisazo compounds of formula (I), an intermediate for producing the bisazo compound of formula (I), and trisazo compounds of formula (II) for use in optical information recording media, and methods of producing these compounds are disclosed: ##STR1## wherein R represents hydrogen, an alkyl group having 1 to 20 carbon atoms; an aryl group selected from the group consisting of phenyl group, naphthyl group, mesityl group, and tri-t-butyl phenyl group; an alkoxyl group having 1 to 4 carbon atoms; a nitro group; a cyano group; chlorine; or bromine; n is an integer of 1, 2, or 3; and C.sub.p represents a coupler residue.Type: GrantFiled: July 24, 1992Date of Patent: May 17, 1994Assignee: Ricoh Company, Ltd.Inventor: Masakatsu Shimoda
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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: 5097022Abstract: An electrophotographic photoconductor comprises an electroconductive support and a photoconductive layer formed thereon comprising a bisazo compound having the formula (I) serving as a charge generating material: ##STR1## wherein Y represents a halogen, an alkyl group which may have a substituent, an alkoxyl group, an acyl group, a substituted amino group, a cyano group or a nitro group; R represents hydrogen, or an alkyl group which may have a substitutent; and Ar represents an aryl group which may have a substituent.Type: GrantFiled: November 3, 1989Date of Patent: March 17, 1992Assignee: Ricoh Company, Ltd.Inventors: Masaomi Sasaki, Tomoyuki Shimada, Mitsuru Hashimoto
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Patent number: 5081233Abstract: A bisazo compound of the general formula: ##STR1## where Ar is selected from the group consisting of substituents (a) .about. (i), a dinitro compound, a diamino compound, and a tetrazonium salt, which respectively serve as a starting material, a first intermediate and a second intermediate for producing the above bisazo compound are prepared, and an electrophotographic photoconductor comprising an electroconductive support having thereon a photoconductive layer containing any of the above bisazo compounds is disclosed.Type: GrantFiled: October 24, 1988Date of Patent: January 14, 1992Assignee: Ricoh Company, Ltd.Inventors: Masaomi Sasaki, Tomoyuki Shimada
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Patent number: 5068319Abstract: The present invention relates to dyestuffs soluble in organic solvents having the structure: ##STR1## wherein R is CF.sub.3 or phenyl, R.sub.1 and R.sub.2 are the same or different substituent groups selected from the group consisting of hydrogen, hydroxy, halogen, C.sub.1 to C.sub.3 alkyl and C.sub.1 to C.sub.4 alkoxy, R.sub.3 is selected from the groups consisting of hydrogen, C.sub.1 to C.sub.3 alkyl, C.sub.1 to C.sub.3 alkoxy, COOH, and COOR.sub.5 wherein R.sub.5 is C.sub.1 to C.sub.4 alkyl, R.sub.6 is selected from the group consisting of hydrogen, sulfonyl, C.sub.1 to C.sub.3 alkyl, C.sub.1 to C.sub.3 alkoxy and halogen, and n is zero or a whole number ranging from 1 to 3. The dyestuffs of the invention are useful as light absorbers or antihalation agents in photosensitive compositions. They may also be used as dyeing agents for paper, fibers or films and as components in printing ink formulations.Type: GrantFiled: March 29, 1990Date of Patent: November 26, 1991Assignee: Hoechst Celanese CorporationInventors: David M. Brown, Robert E. Potvin
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Patent number: 5059683Abstract: Compounds of the formula ##STR1## and acid addition salts thereof whereinA.sub.1 is C.sub.1-8 alkylene; C.sub.2-8 alkylene substituted by 1 or 2 substituents selected from hydroxy, halo and cyano; C.sub.2-8 alkenylene; cyclohexylene; cyclohexylene substituted by 1 to 3 C.sub.1-4 alkyl groups; phenylene or phenylene substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy,B.sub.1 is ##STR2## wherein the quaternized nitrogen atom is bound to a carbon atom of A.sub.1,R is hydrogen, C.sub.1-4 alkyl, C.sub.5-6 cycloalkyl, phenyl, benzyl or phenylethyl,T is hydrogen, cyano, --COOR.sub.1, --CON(R.sub.2).sub.2, --SO.sub.2 N(R.sub.2).sub.2, ##STR3## wherein R.sub.1 is C.sub.1-6 alkyl or phenyl(C.sub.1-3 alkyl),each R.sub.3 is independently hydrogen, C.sub.1-4 alkyl, --CON(R.sub.2).sub.2 or --N(R.sub.5).sub.2, andX.sub.1 is --S--, --O-- or --N(R.sub.5)--,Y is hydrogen or a chromophoric group, andZ is ##STR4## wherein R.sub.11 is ##STR5## wherein W is --NR.sub.6 R.sub.7 or --.sup..sym.Type: GrantFiled: May 5, 1989Date of Patent: October 22, 1991Assignee: Sandoz Ltd.Inventors: Helmut A. Moser, Roland Wald
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Patent number: 5037967Abstract: Disperse dyes containing a monoazo coupling component of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acylamino, halogen or a group of the formula --NH--CO--NHQ in which Q is hydrogen, C.sub.1 -C.sub.4 alkyl or phenyl,Y is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy-C.sub.1 -C.sub.4 alkoxy,R is hydrogen, C.sub.1 -C.sub.12 alkyl, C.sub.2 -C.sub.12 alkenyl or phenyl, or Y and R, together with the nitrogen atom and the two C atoms linking them, form a 5-membered or 6-membered ring,B is a linear or branched C.sub.2 -C.sub.6 alkylene radical,W is halogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,Z is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or nitro andm and n are each 0, 1, 2 or 3.Type: GrantFiled: November 7, 1989Date of Patent: August 6, 1991Assignee: Ciba-Geigy CorporationInventors: Angelo D. Casa, Peter Liechti, Max Dempfle
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Patent number: 4920208Abstract: Basic azo dyestuffs of the general formula ##STR1## and tautomers thereof, in which D is the radical of a diazo or tetrazocomponent free of anionic groups,X is O or NH,R.sup.1, R.sup.2 are hydrogen, alkyl or aryl,B is a bridge member andR.sup.3, R.sup.4 are hydrogen, alkyl, alkenyl or aralkyl orR.sup.2 and R.sup.3 together with B and the two nitrogen atoms to which they are bonded form a 5- or 6-membered heterocyclic and in this caseB also stands for a direct bond, orR.sup.3 and R.sup.4 together with the nitrogen atom to which they are bonded form a 5- or 6-membered heterocyclic,n is 1 or 2, and in whichthe cyclic and acyclic radicals can in turn be substituted by radicals customary in dyestuff chemistry, find utility for dyeing and coloring synthetic and natural materials.Type: GrantFiled: September 28, 1988Date of Patent: April 24, 1990Assignee: Bayer AktiengesellschaftInventor: Aloysius Engel
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Patent number: 4833235Abstract: Disazo compounds of the formula ##STR1## and salt thereof, D is the radical of a diazo component of the benzene or naphthalene series.K is the radical of a heterocyclic coupling component of the aminopyrazole-, pyridone- or barbituric acid-series, n is 1 to 4,R.sub.1 is hydrogen, C.sub.1-4 alkyl or substituted C.sub.1-4 alkyl,each of R.sub.2 and R.sub.3 is independently hydrogen, halo, C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy, substituted C.sub.1-4 alkoxy, --NHCO--Rhd 5, amino, substituted amino or a quaternary ammonium group, wherein R.sub.5 is C.sub.1-4 alkyl, substituted C.sub.1-4 alkyl, C.sub.1-4 alkoxy or amino,R.sub.4 is hydrogen, C.sub.1-4 alkyl, C.sub.Type: GrantFiled: October 7, 1987Date of Patent: May 23, 1989Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4764599Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.Type: GrantFiled: September 30, 1986Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Erwin Hahn
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Patent number: 4760003Abstract: An electrophotographic photosensitive member comprises a photosensitive layer on a substrate, said photosensitive layer comprising a disazo pigment represented by the formula (1).Type: GrantFiled: May 21, 1986Date of Patent: July 26, 1988Assignee: Canon Kabushiki KaishaInventors: Masakazu Matsumoto, Takao Takiguchi, Masataka Yamashita, Shoji Umehara, Shozo Ishikawa, Hajime Miyazaki
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Patent number: 4742161Abstract: Disazo and trisazo compounds of the formula ##STR1## and salts thereof, wherein in each B is independently hydrogen; C.sub.1-4 alkyl; (C.sub.1-4 alkoxy) C.sub.1-4 alkyl; C.sub.2-4 hydroxyalkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cyloalkyl substituted by 1 to 3 C.sub.1-4 alkyls; 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.2 --N(R.sub.7).sub.2 ; --A.sub.N.sup..crclbar. (R.sub.8).sub.2 R.sub.9 A.sup..sym. or --N(R.sub.7).sub.2,whereinA, A.sub.1, A.sub.2 and R.sub.7 -R.sub.9 are as defined in the specification,each R is independently hydrogen; amino C.sub.1-4 alkyl; C.sub.5-6 cycloalkyl; C.sub.5-6 cycloalkyl substituted by 1 or 2 C.sub.1-4 alkyls; phenyl; benzyl; phenylethyl; or phenyl, benzyl or phenylethyl the phenyl group of which is substituted by 1 or 2 substituents selected from methyl, ethyl, methoxy and ethoxy,each R.sub.5 is independently hydrogen or C.Type: GrantFiled: May 20, 1985Date of Patent: May 3, 1988Assignee: Sandoz Ltd.Inventor: Jacky Dore
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Patent number: 4739042Abstract: Halftone gravure printing inks containing pyridone azo dyestuffs wherein the dyestuffs are obtained by reacting a pyridone dyestuff of the formula ##STR1## with a dicarboxylic or polycarboxylic acid or a pyridone azo dyestuff of the formula ##STR2## with a dihydroxy or polyhydroxy compound.Type: GrantFiled: August 4, 1986Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Lorenz, Artur Haus
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Patent number: 4663442Abstract: A disazo compound, having the general formula, ##STR1## wherein Y represents a substituted or non-substituted cyclic hydrocarbon or substituted or non-substituted heterocycle; R represents hydrogen, substituted or non-substituted alkyl group, or substituted or non-substituted phenyl group; andZ represents a substituted or non-substituted cyclic hydrocarbon or heterocycle fused with phenyl nucleus.Type: GrantFiled: July 18, 1985Date of Patent: May 5, 1987Assignee: Ricoh Co., Ltd.Inventor: Masafumi Ohta
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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: 4623720Abstract: 1:1 and 1:2 metal complexes comprising the unit of the formula ##STR1## wherein A and B, independently, are radicals of diazo or coupling components, with the proviso that when one of A and B is a radical of a diazo component, the other is a radical of a coupling component,T is --SO.sub.2 N(R.sub.1)-- or --N(R.sub.1)SO.sub.2 --, wherein R.sub.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by phenyl or carboxy or C.sub.2-4 alkyl substituted in the .beta.--, .gamma.-- or .delta.--position by phenoxy, C.sub.1-4 alkyl, chloro or hydroxy, with the proviso that T is --N(R.sub.1)SO.sub.2 -- when A is the radical of a diazo component and T is --SO.sub.2 N(R.sub.Type: GrantFiled: June 4, 1981Date of Patent: November 18, 1986Assignee: Sandoz Ltd.Inventor: Herbert Holliger
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Patent number: 4582771Abstract: This invention relates to a disazo compound, a method for producing said disazo compound and an electrophotographic element containing said disazo compound, said disazo compound has the general formula (I), ##STR1## wherein Y represents a substituted or non-substituted cyclic hydrocarbon or substituted or non-substituted heterocycle; R represents hydrogen, substituted or non-substituted alkyl group, or substituted or non-substituted phenyl group; and Z represents a substituted or non-substituted cyclic hydrocarbon or heterocycle fused with phenyl nucleus.Type: GrantFiled: December 28, 1984Date of Patent: April 15, 1986Assignee: Ricoh Co., Ltd.Inventor: Masafumi Ohta
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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: 4540643Abstract: The present invention provides a tetrazoneum salt compound represented by the general formula (I): ##STR1## (wherein, X stands for an anion functional group.); a disazo compound represented by the general formula (II): ##STR2## (wherein, R stands for an alkyl group, an alkoxy group, a nitro group, halogen, a cyano group or a halomethyl group, n stands for an integer of 0, 1, 2 or 3, and in case n is an integer of 2 or 3 R may be the same or different.); a method for the production thereof, and electrophotographic elements using the same or like disazo compounds as the charge carrier generating materials.Type: GrantFiled: April 9, 1984Date of Patent: September 10, 1985Assignee: Ricoh Co., Ltd.Inventor: Kyoji Tsutsui
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Patent number: 4537844Abstract: A novel disazo compound is provided which is represented by the general formula (I): ##STR1## (wherein, R.sub.1 and R.sub.2 each stands for hydrogen, a lower alkyl group with 1-4 carbon atoms, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aromatic group, or a substituted or unsubstituted hetero ring group. R.sub.1 and R.sub.2 may be the same or different. And, R.sub.1 and R.sub.2 may mutually bond to form a ring).This disazo compound may be obtained by diazotating 2,6-diaminoanthraquinone and reacting the same with a coupler represented by the general formula (IV): ##STR2## (wherein, R.sub.1 and R.sub.2 are the same as defined above). Further, a multilayer type electrophotographic element is provided which comprises a charge carrier generating layer and a charge transfer layer and uses, as a charge carrier generating substance, a disazo compound represented by the general formula (I).Type: GrantFiled: September 28, 1983Date of Patent: August 27, 1985Assignee: Ricoh Co. Ltd.Inventor: Mitsuru Hashimoto
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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: 4500619Abstract: An electrophotographic photosensitive member comprises a layer containing at least one disazo pigment represented by the formula: ##STR1## wherein R.sub.1 and R.sub.2 each represent hydrogen, halogen, lower alkyl or lower alkoxy; R.sub.3 represents methyl, ehtyl or C.sub.3 -C.sub.10 linear alkyl; and X represents a residue necessary to complete an aromatic hydrocarbon ring or heterocyclic ring, substituted or unsubstituted.Type: GrantFiled: March 22, 1984Date of Patent: February 19, 1985Assignees: Copyer Kabushiki Kaisha, Canon Kabushiki KaishaInventors: Shozo Ishikawa, Kazuharu Katagiri, Katsunori Watanabe, Kiyoshi Sakai, Makoto Kitahara
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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