Hetero Ring Attached Indirectly To An Azo Group By Nonionic Bonding Patents (Class 534/741)
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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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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: 7262284Abstract: A method for the production of a diazo pigment, or a mixture of diazo pigments, according to formula (I) of the specification by azo coupling, wherein the azo coupling product is subjected to a finish in an organic solvent or in an agueous organic solvent with a neutral or alkaline pH.Type: GrantFiled: May 27, 2003Date of Patent: August 28, 2007Assignee: Clariant Produkte (Deutschland) GmbHInventors: Olaf Schupp, Felix W. Grimm, Manfred Opravil, Joachim Weber
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Publication number: 20030138374Abstract: A compound represented by the formula (I):Type: ApplicationFiled: September 20, 2002Publication date: July 24, 2003Inventors: Yukitsuda Kudo, Masako Suzuki, Takahiro Suemoto, Hiroshi Shimazu
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Publication number: 20020120141Abstract: Dye labeled imidazonaphthyridine, imidazopyridine and imidazoquinoline compounds having immune response modulating activity are disclosed. The compounds are useful, inter alia, for determining the binding and/or receptor sites of the molecules.Type: ApplicationFiled: February 19, 2002Publication date: August 29, 2002Applicant: 3M Innovative Properties CompanyInventors: Michael J. Rice, Mark A. Tomai, Ai-Ping Wei
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Patent number: 5484901Abstract: Isoindolineazo pigments of the general formula I ##STR1## where A is the radical of an active-methylene compound or .dbd.S;L is substituted or unsubstituted 1,4-phenylene, 1,3-phenylene or 1,5-naphthylene;K is the radical of a coupling component K--H; and the benzene ring D is optionally substituted,are useful for pigmenting high polymer organic materials.Type: GrantFiled: March 22, 1995Date of Patent: January 16, 1996Assignee: BASF AktiengesellschaftInventors: Michael Krapp, Georg Henning
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Patent number: 5464941Abstract: The present invention provides novel substituted biphenyl pyrazines or pyrazine derivatives ("BPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides; and as pigments for coating compositions such as paints.Type: GrantFiled: October 19, 1994Date of Patent: November 7, 1995Assignee: Hoechst Celanese CorporationInventors: Richard Vicari, George Kvakovszky, Olan S. Fruchey, Hans J. Metz
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Patent number: 5428136Abstract: Disazo compounds of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are a hydrogen or halogen atom or a C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.5 -alkoxycarbonyl, nitro, cyano or trifluoromethyl group and the rings A, B, C and D independently of one another are unsubstituted or contain one or more substituents from the group comprising C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.5 -carbalkoxy, C.sub.2 -C.sub.5 -alkanoyl, benzoyl, acyloxy, acylamino, unsubstituted or N-mono- or N,N-disubstituted carbamoyl or unsubstituted or N-mono- or N,N-disubstituted sulfamoyl, possible substituents being C.sub.1 -C.sub.4 -alkyl or mono- to trisubstituted phenyl; C.sub.1 -C.sub.4 -alkylamino or phenylamino; C.sub.1 -C.sub.Type: GrantFiled: July 29, 1993Date of Patent: June 27, 1995Assignee: Hoechst AGInventors: Rudiger Jung, Joachim Weide, Hans J. Metz
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Patent number: 5302704Abstract: Dyes of formula ##STR1## wherein D is the radical of a diazo component of the benzene or naphthalene series or of the heterocyclic series, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.2 is phenyl or substituted phenyl, give dyeings of good fastness properties on nitrogen-containing or hydroxyl group containing fibre materials.Type: GrantFiled: August 3, 1992Date of Patent: April 12, 1994Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Thomas Eichenberger
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Patent number: 4914190Abstract: Disperse dyes of the formula ##STR1## in which X is hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, 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- or 6-ring, B is a straight-chain or branched C.sub.2 -C.sub.6 alkylene radical, Z is a bridge member of the formula ##STR2## or a direct bond and A is a radical of the formula ##STR3## which radicals are unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen or nitro are suitable in particular for dyeing textile material made of polyester fibers.Type: GrantFiled: March 11, 1988Date of Patent: April 3, 1990Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Angelo Della Casa
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Patent number: 4894447Abstract: Azo dyes of the formula ##STR1## or tautomeric forms thereof, in which: Z is N or CH,X is O, NR.sub.1 or N,W is N or C,K is a coupling component,R is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, nitro, --CN, --NHR.sub.1, --NH-acyl, phenoxy, --COOH, COOR.sub.1, --CONHR.sub.1 or substituted or unsubstituted phenyl, R.sub.1 being hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl or substituted or unsubstituted phenyl,M is H.sup..sym., Li.sup..sym., Na.sup..sym., K.sup..sym., NH.sub.4.sup..sym. or the protonated form of a C.sub.4 -C.sub.12 -trialkylamine, of a C.sub.4 -C.sub.12 -diamine or of a C.sub.2 -C.sub.12 -alkanolamine,A is a carbocyclic or nitrogen-containing aromatic radical which can be further substituted, andB is a 1,4-phenylene radical which can be further substituted.Type: GrantFiled: April 9, 1987Date of Patent: January 16, 1990Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4881977Abstract: Water-soluble, yellow monoazo dyestuffs of the formula ##STR1## wherein R.sup.1 is a moiety of the formula ##STR2## R.sup.2 is methyl, ethyl, methoxy or ethoxy, R.sup.3 is methyl or ethyl, andn is a number from 0.3 to 1.7,are useful for the preparation of recording fluids.Type: GrantFiled: September 19, 1988Date of Patent: November 21, 1989Assignee: Cassella AktiengesellschaftInventors: Wolfgang Bauer, Willi Steckelberg, Josef Ritter
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Patent number: 4880916Abstract: Azo dyes of the formula ##STR1## or tautomers thereof, wherein Z is N,S or CH,X is O,S,NR.sup.2 or N, V is N or CH, W is N or C, K is a coupling component from the group consisting of acylacetarylamides, phenols, pyridones, quinolines, pyrazoles, indoles, diphenylamines, aminopyridines, pyrimidines, pyrimidones, naphthols, naphthylamines, aminoathiozoles, thiophenes and hydroxypyridines, R is unsubstituted or substituted alkyl or alkenyl, R.sup.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, --CN, --NHR.sup.2, --NH--acyl, phenoxy, --COOR.sup.2, --COOR.sup.2 --CONHR.sup.2 or substituted or unsubstituted phenyl, R.sup.2 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl or substituted or unsubstituted phenyl, D is a 1,4-phenylene radical which can be substituted further and AN.THETA.Type: GrantFiled: March 24, 1988Date of Patent: November 14, 1989Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4847364Abstract: Methine-azo compounds of the formula ##STR1## in which A is the complement to a heterocyclic 5- or 6-membered ring which has a quaternized N atom as a ring member, which can contain further hetero atoms and which can be substituted or/and be fused with carbocyclic or heterocyclic rings,R is hydrogen, cyano or C.sub.2 --C.sub.3 -alkylene which is bonded to an N atom of ring A to form a 5- or 6-membered ring,B is substituted or unsubstituted phenylene or naphthylene,X.sup..crclbar. is an anion andKK is the radical of an open-chain coupling component which contains active methylene groups, except that, if A is the complement to a pyridinium ring, KK cannot be the radical of acetoacetanilide which is unsubstituted or alkyl-substituted in the aniline ring.They are suitable for use as dyes for dyeing and printing cationically dyeable substrates, in particular paper.Type: GrantFiled: June 16, 1987Date of Patent: July 11, 1989Inventor: Peter Mockli
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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: 4826976Abstract: This invention relates to a color-shifted dye compounds containing at least one thermally unstable carbamate moiety which are useful in thermal imaging. These compounds may be represented by the formula [M--(X).sub.q ].sub.p D wherein M is a carbamate moiety; X is --N.dbd., --SO.sub.2 -- or --CH.sub.2 --; D taken with X and M represents the radical of a color-shifted organic dye, said carbamate moiety M comprising a tert-alkoxycarbonyl group, ##STR1## wherein R' is halomethyl or alkyl.Type: GrantFiled: December 18, 1987Date of Patent: May 2, 1989Assignee: Polaroid CorporationInventors: Alan L. Borror, Ernest W. Ellis, Donald A. McGowan
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Patent number: 4780533Abstract: A disazo pigment is prepared by coupling the tetrazo compound of 3,3'-dichlorobenzidine with an acetoacetanilide compound which is other than those represented by the below-described general formula (I) and is free of water-soluble groups. In the present invention, about 0.5-50 mole % of the acetoacetanilide compound is replaced by a compound represented by the following general formula (I): ##STR1## wherein R means a methyl, ethyl, propyl or butyl group or a substituted or unsubstituted phenyl group.Type: GrantFiled: February 9, 1987Date of Patent: October 25, 1988Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.Inventors: Naonori Takami, Tetsuo Fukuda, Takeshi Uehara
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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: 4736021Abstract: There are described azo compounds of the formula ##STR1## wherein K is an optionally quaternized basic group,X is the radical COOR, in which R is an alkyl group or a substituted or unsubstituted phenyl group, or X is the radical CONHR', in which R' is an alkyl group or a substituted or unsubstituted phenyl group; and wherein the benzene rings B and/or D can be further substituted;and the use thereof as dyes for the dyeing of textile materials, and particularly for the dyeing of paper of all types, especially bleached, lignin-free, unsized paper.Type: GrantFiled: September 13, 1982Date of Patent: April 5, 1988Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Pierre Galafassi
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Patent number: 4678497Abstract: Triazine-substituted azobenzenesulfonamides useful as preemergent and postemergent herbicides, selected from compounds of Formulae I or II ##STR1## or agriculturally suitable salts thereof, wherein R, R.sub.1, R.sub.2, R.sub.3 and A are as defined herein.Type: GrantFiled: January 13, 1986Date of Patent: July 7, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wallace C. Petersen
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Patent number: 4600674Abstract: Disclosed is an electrophotographic photoconductive material excellent in sensitivity and durability which comprises an electroconductive substrate and, provided thereon, a photosensitive layer containing a trisazo pigment represented by the general formula ##STR1## wherein R's, which may be the same or different, represent each a hydrogen atom, halogen atom, substituted or unsubstituted alkyl group, alkoxyl group, or nitrile group; n is an integer of 1 or 2; and A represents ##STR2## wherein Z represents a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring or a substituted or unsubstituted aromatic hetero-ring; X represents a hydrogen atom, an alkyl group, or a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring, a substituted or unsubstituted aromatic hetero ring, or a substituted or unsubstituted hetero ring; m is 0 or 1; B represents a group of atoms necessary to complete a substituted or unsubstituted aromatic carbon ring, a substType: GrantFiled: June 24, 1985Date of Patent: July 15, 1986Assignee: Mitsubishi Paper Mills, Ltd.Inventors: Kazuhiro Emoto, Akira Itoh
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Patent number: 4562247Abstract: There are described azo compounds of the formula ##STR1## wherein D.sub.1 and D.sub.2 are each the radical of a diazo component, R is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 alkyl substituted by C.sub.1 -C.sub.4 -alkoxy or halogen or is phenyl or phenyl substituted by C.sub.1 -C.sub.4 -alkyl, halogen or C.sub.1 -C.sub.4 alkoxy, and Y is a basic or cationic group. These azo compounds can be used as dyes for dyeing and printing natural and synthetic, cationically dyeing substrates, particularly textile materials and paper.Type: GrantFiled: May 29, 1984Date of Patent: December 31, 1985Assignee: Ciba Geigy CorporationInventor: Visvanathan Ramanathan
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Patent number: 4486348Abstract: Cationic triazinyl dyestuffs of the formula ##STR1## wherein R.sub.11 and R.sub.12 independently of one another are H, Cl, Br, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.3 or C.sub.2 H.sub.5,X is a radical of the formula COCH.sub.3, CN, COOCH.sub.3, COOC.sub.2 H.sub.5, CONH.sub.2 or COC.sub.6 H.sub.5,Y and Z independently of one another are C.sub.2 -C.sub.5 -alkylene,R.sub.1 and R.sub.2 independently of one another are H, Cl, Br, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.3 or C.sub.2 H.sub.5,R.sub.3 and R.sub.4 independently of one another are hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sub.5 -R.sub.10 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl, .beta.- or .gamma.-hydroxy-C.sub.2 -C.sub.4 -alkyl, phenyl or benzyl, orR.sub.5 and R.sub.6, and/or R.sub.8 and R.sub.9 in each case together with the nitrogen, form a pyrrolidine, morpholine or piperidine ring, orR.sub.5, R.sub.6 and R.sub.7 and/or R.sub.8, R.sub.9 and R.sub.Type: GrantFiled: February 24, 1984Date of Patent: December 4, 1984Assignee: Bayer AktiengesellschaftInventor: Klaus Kunde