The Hetero Ring Is Five-membered And Contains At Least One Atom Each Of Sulfur, Nitrogen And Carbon Patents (Class 534/795)
  • Patent number: 8927070
    Abstract: A light absorption anisotropic film, having at least one dichroic dye, in which the light absorption anisotropic film shows a diffraction peak derived from a periodic structure in a direction in a plane of the light absorption anisotropic film in X-ray diffraction measurement and the diffraction peak has a half width of 1.0 ? or less.
    Type: Grant
    Filed: September 3, 2009
    Date of Patent: January 6, 2015
    Assignee: FUJIFILM Corporation
    Inventors: Nobutaka Iwahashi, Masashi Ogiyama, Shinichi Morishima
  • Patent number: 8747537
    Abstract: The invention relates to an ink which comprises: a low-polarity solvent having a relative permittivity of 3 or less at a measuring frequency of 1 kHz; and a specific heterocyclic azo dye.
    Type: Grant
    Filed: March 11, 2013
    Date of Patent: June 10, 2014
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yasushi Shiga, Utako Takeda, Shoko Ichinosawa, Mio Ishida
  • Publication number: 20130188238
    Abstract: The invention relates to an ink which comprises: a low-polarity solvent having a relative permittivity of 3 or less at a measuring frequency of 1 kHz; and a specific heterocyclic azo dye.
    Type: Application
    Filed: March 11, 2013
    Publication date: July 25, 2013
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventor: MITSUBISHI CHEMICAL CORPORATION
  • Publication number: 20130078186
    Abstract: The present invention relates to compounds suitable as modulators of protein misfolding and/or protein aggregation. The compounds are particularly suitable as inhibitors of amyloid aggregate formation and/or modulators of amyloid surface properties, and/or as activators of degradation or reduction of amyloid aggregates.
    Type: Application
    Filed: March 23, 2011
    Publication date: March 28, 2013
    Applicant: MAX-DELBRUECK-CENTRUM FUER MOLEKULARE MEDIZIN
    Inventors: Erich Wanker, Thomas Wiglenda, Julius Tachu Babila, Annett Boeddrich, Michael Schmidt, Franziska Schiele
  • Publication number: 20110197377
    Abstract: The present invention relates to dyes of formula wherein R1 and R2 are each independently of the other hydrogen, vinyl, allyl or C1-C6alkyl which is unsubstituted or substituted by cyano, carboxy, hydroxy, C1-C6alkoxy or C6-C24aryl, R3 is hydrogen, C1-C6alkyl or C6-C24aryl, R4 is hydrogen, C1-C6alkyl or C6-C24aryl, 2-Cyano-C1-C6alkyl, 2-Alkoxy-C1-C6alkyl, 2-Oxo-C1-C6alkyl, n is 0, 1 or 2, and D denotes a radical of formula (2), (3), (4), (5), (6) or (7) wherein R5 is hydrogen, nitro, cyano or halogen, R6 and R7 are each independently of the other hydrogen, nitro, cyano or halogen, R8 and R9 are each independently of the other hydrogen, nitro, cyano or halogen, R10 and R11 are each independently of the other nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6acylamino or halogen, R12 and R13 are each independently of the other hydrogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonylamino, C1-C6acylamino or halogen, R14 represen
    Type: Application
    Filed: September 23, 2009
    Publication date: August 18, 2011
    Applicant: Huntsman International LLC
    Inventors: Ralf Petermann, Christian Suppiger, Urs Lauk
  • Publication number: 20110196137
    Abstract: The present invention relates to thiazolium dyes, laundry care compositions comprising one or more thiazolium dyes, processes of making such dyes and laundry care compositions and methods of using same. The dyes, compositions and methods of the present invention are advantageous in providing improved hueing of fabric, including whitening of white fabric, while avoiding significant build up of bluing dyes on the fabric.
    Type: Application
    Filed: April 14, 2011
    Publication date: August 11, 2011
    Inventors: Eduardo Torres, Laurent D. Kieken, Patrick D. Moore, Dominick J. Valenti, Robert L. Mahaffey, Cecile Pasquier, Manuela Javet, Mu-ill Lim, Eugene Steven Sadlowski, Mark Robert Sivik, Kevin Lee Kott, Keith Homer Baker
  • Publication number: 20100311184
    Abstract: Azo heterocyclic compounds that are substantially non-fluorescent or only weakly fluorescent useful as energy acceptors. The chemically reactive compounds possess utility for labeling a wide variety of substances, including biomolecules with the resulted conjugates being highly useful for a variety of energy-transfer assays and applications. The biological conjugates of the disclosure exhibit little or no observable fluorescence and their fluorescence is significantly increased upon a biological stimulation.
    Type: Application
    Filed: June 1, 2010
    Publication date: December 9, 2010
    Applicant: AAT BIOQUEST, INC.
    Inventors: Zhenjun DIWU, Jingfang LIAO
  • Publication number: 20100281629
    Abstract: The invention relates to a dye of the general formula (I) where D is the residue of a diazo component; R1 is hydrogen, (C1-C6-alkyl, (C1-C4)-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C1-C6)-alkyl, —NHCOaryl, —NHSO2(C1-C6)-alkyl or —NHSO2aryl; R2 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy, phenoxy or halogen; R3 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C3-C4)-alkenyl or substituted (C3-C4)-alkenyl; or R2 and R3 combine to form the radical —C*H(CH3)CH2C(CH3)2—, where the carbon atom marked * is attached to the phenyl nucleus; R4 is hydrogen, (C1-C6)-alkyl or phenyl; R5 is vinyl or a group of the formula —CHR6COR7, where R6 is hydrogen, (C1-C6)-alkyl or phenyl; R7 is (C1-C6)-alkyl, substituted (C1-C6)-alkyl, phenyl or substituted phenyl; and X is C1-C5)-alkylene. The invention for relates to a process to prepare the dye and their use.
    Type: Application
    Filed: September 15, 2008
    Publication date: November 11, 2010
    Applicant: DyStar Colours Deustschland GmbH
    Inventor: Stefan Neubauer
  • Publication number: 20100205755
    Abstract: A disperse dye of formula I wherein R1 and R2 independently are each (C1-C4)-alkyl,OH or (C1-C4)-alkoxy-substituted (C1-C4)-alkyl; R3 and R4 independently are each hydrogen or methyl; one of A and B is cyano and the other is —COOX; and X is (C2-C12)-alkyl, O-interrupted (C2-C12)-alkyl, (C3-C4)-alkenyl or phenyl-(C1-C4)-alkyl. The invention also relates to the preparation of the dye and the use of the dye.
    Type: Application
    Filed: August 1, 2008
    Publication date: August 19, 2010
    Applicant: DyStar Colours Deutschland GmbH
    Inventor: Hartwig Jordan
  • Publication number: 20100125133
    Abstract: The present invention relates to thiazolium dyes, laundry care compositions comprising one or more thiazolium dyes, processes of making such dyes and laundry care compositions and methods of using same. The dyes, compositions and methods of the present invention are advantageous in providing improved hueing of fabric, including whitening of white fabric, while avoiding significant build up of bluing dyes on the fabric.
    Type: Application
    Filed: January 12, 2010
    Publication date: May 20, 2010
    Inventors: Eduardo Torres, Laurent D. Kieken, Patrick D. Moore, Dominick J. Valenti, Robert L. Mahaffey, Cecile Pasquier, Manuela Javet, Mu-ill Lim, Eugene Steven Sadlowski, Mark Robert Sivik, Kevin Lee Kott, Keith Homer Baker
  • Publication number: 20100092670
    Abstract: The present invention provides dyes of the general formula (I) where D, R1 to R7 and n are each as defined in claim 1, processes for their preparation and their use.
    Type: Application
    Filed: October 16, 2007
    Publication date: April 15, 2010
    Applicant: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Hartwig Jordan, Stefan Neubauer
  • Publication number: 20090158532
    Abstract: The present invention relates to agents for coloring keratin fibers which comprise at least one cationic azodye of the general formula (I).
    Type: Application
    Filed: February 26, 2009
    Publication date: June 25, 2009
    Inventors: Cecile Pasquier, Eric Tinguely, Markus Speckbacher, Annik Marguet, Hans-Jurgen Braun
  • Patent number: 7358344
    Abstract: An azo dye represented by formula (I): A-N?N—B??formula (I) wherein, A represents a group having a substituent required for inducing an intramolecular nucleophilic substitution reaction with a nitrogen atom of a reduced azo group as a nucleophilic species when the azo group is reductively decomposed, the group forming a compound containing the nitrogen atom in a ring structure, and B represents an aromatic or hetero ring which is bound to the azo group through a carbon atom.
    Type: Grant
    Filed: November 4, 2004
    Date of Patent: April 15, 2008
    Assignee: Fujifilm Corporation
    Inventors: Yasuhiro Shimada, Yasuhiro Ishiwata, Makiko Yokoi
  • Patent number: 7358345
    Abstract: The present invention claims dyestuffs of formula (I), wherein D, R1 to R7 and n are defined as given in claim 1, a process for their preparation and their use
    Type: Grant
    Filed: October 15, 2004
    Date of Patent: April 15, 2008
    Assignee: Dystar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Nigel Hall
  • Patent number: 6461416
    Abstract: A dye of Formula (1): R1 and D are each independently H or a substituent; R2 and R3 are each independently optionally substituted alkyl, aryl or aralkyl, or R2 and R3 together with the carbon atom to which they are attached form an optionally substituted ring; R4 is H or optionally substituted alkyl, aryl or aralkyl; and R5 and R6 are each independently optionally substituted alkyl, aryl or aralkyl. Also claimed are compositions containing the dye, water and a water-dissipatable polymer.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: October 8, 2002
    Assignee: Avecia Limited
    Inventors: Andrew Paul Shawcross, Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
  • Patent number: 6187084
    Abstract: An ink comprising water, a water-dissipatable polymer and one or more dyes of Formula (1): wherein: R1 is H or a substituent; R2 and R3 are each independently optionally substituted alkyl, aryl or aralkyl, or R2 and R3 together with the carbon atom to which they are attached form an optionally substituted ring; R4 is H or optionally substituted alkyl, aryl or aralkyl; and D is an optionally substituted arylene group. Also claimed are the dyes of Formula (1), ink jet printing processes and cartridges containing the inks.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: February 13, 2001
    Assignee: Zeneca Ltd.
    Inventors: Roy Bradbury, Clive Moscrop, Barry Huston Meyrick, Mark Holbrook
  • Patent number: 5789560
    Abstract: Azo dyes of the formula ##STR1## where D is the radical of a diazo component of the aniline series or the series of the aromatic heterocyclic amines,R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.10 -alkyl, which may be substituted, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl, or are together with the nitrogen atom joining them together a heterocyclic radical, andR.sup.3 is tert-butyl or tert-pentyl,are useful for thermal transfer and for dyeing or printing synthetic materials.
    Type: Grant
    Filed: January 22, 1997
    Date of Patent: August 4, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Rudiger Sens
  • Patent number: 5723587
    Abstract: Disperse dyes of formula ##STR1## wherein D is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, benzisothiazole, thiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphtholimide, chromone or diphenylene oxid series;X is hydrogen, methyl, halogen or --NH--CO--R, wherein R is methyl, ethyl, propyl, isopropyl, ethoxy or amino;Y is hydrogen, halogen, methoxy or --O--(CH.sub.2).sub.n --OR', wherein R' is hydrogen, CH.sub.3 or CH.sub.2 CH.sub.2 CN, and n is an integer from 1 to 6;R.sub.3 is C.sub.1 -C.sub.6 alkyl, andR.sub.4 is hydrogen, C.sub.1 -C.sub.6 alkyl or alkyl.The dyes are particularly suitable for dyeing polyester textile material and are distinguished in particular by very good lightfastness.
    Type: Grant
    Filed: August 8, 1996
    Date of Patent: March 3, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Antoine Clement, Athanassios Tzikas
  • Patent number: 5696243
    Abstract: Diphenylamines of the formula ##STR1## where the ring A can be benzo-fused, andD is aryl or a five-membered aromatic heterocyclyl which contains one to three hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur, in the heterocyclic ring and can be fused to a benzene, thiophene, pyridine or pyrimidine ring,X is N.dbd.N or, if D is aryl, is alternatively CH.dbd.CH, or D--X together is 1,2,2-tricyanovinyl,R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy or halogen,R.sup.5 is prop-1-en-3-yl, acryloyl or methacryloyl,R.sup.6 and R.sup.7 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, prop-1-en-3-yl, acryloyl, methacryloyl or oxiranylmethoxy, andY is C.sub.1 -C.sub.20 -alkylene,polymers derived from the compounds, and their use in non-linear optics.
    Type: Grant
    Filed: April 19, 1996
    Date of Patent: December 9, 1997
    Assignee: GASF Aktiengesellschaft
    Inventors: Stefan Beckmann, Karl-Heinz Etzbach, Ruediger Sens
  • Patent number: 5693766
    Abstract: 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: Grant
    Filed: December 18, 1995
    Date of Patent: December 2, 1997
    Assignee: Zeneca Limited
    Inventor: Roy Bradbury
  • Patent number: 5663308
    Abstract: Organosilicon polymers, including crosslinked polymers and crosslinkable prepolymers, of cyclic polysiloxane, organic dyes, and, optionally, polyenes. The dyes include those with delocalized Pi electron systems linking electron donor groups and electron acceptor groups, and with at least two carbon-carbon double bond-containing pendant groups attached to at least two different sites from among the indicated delocalized Pi electron systems, donor groups, and acceptor groups.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: September 2, 1997
    Assignee: Hercules Incorporated
    Inventors: Wayne Michael Gibbons, Robert Paul Grasso, Michael Kevin O'Brien, Paul Joseph Shannon, Shao-Tang Sun
  • Patent number: 5652344
    Abstract: 2-amino-5-nitrothiazole derived compounds having the following formula: ##STR1## Wherein R1=H or alkyl of 1-4 carbons, R2=alkyl of 1-4 carbons or allyl group and R3=H, halogen or alkyl of 1-4 carbons.The invented compounds are suited for disperse dyestuffs and are able to dye polyester and cellulose acetate fibers with excellent build-up, exhaustion and sublimation fastness. The invention also provides a process for the preparation of the new compounds.
    Type: Grant
    Filed: September 25, 1996
    Date of Patent: July 29, 1997
    Assignee: Allied Industrial Corp., Ltd.
    Inventors: Hsien-Chyang Tsien, Kuan-Po Chu, Hung Chang
  • Patent number: 5616697
    Abstract: Dye-donor element for use according to thermal dye sublimation transfer comprising a support having thereon a dye layer containing a thiazolylazoaniline dye, said thiazolylazoaniline dye containing on the 4-position of the thiazolyl ring a substituent selected from the group consisting of hydroxy, alkoxy, cycloalkoxy, aryloxy, mercapto, thioalkyl, thiocycloalkyl and thioaryl.
    Type: Grant
    Filed: September 22, 1994
    Date of Patent: April 1, 1997
    Assignee: Agfa-Gevaert, N.V.
    Inventor: Luc Vanmaele
  • Patent number: 5550218
    Abstract: Compounds of the formula ##STR1## wherein A is C.sub.1-6 alkylene, D is a diazo component radical of the triazolyl, pyrazolyl, cyano(C.sub.1-4 alkyl)-imidazolyl, 4-chlorothiazolyl, 4-chlorotheinyl-2, 3-phenyl-1,2,4-thiadiazolyl-5, isothiazolyl-5, benzoisothiazolyl-3 or 1,3,4-thiadiazolyl-5 series or the phenyl series wherein the phenyl group is free of sulfonyl groups and may be substituted, by a maximum of 3 substituents 5-nitrothiazolyl-2, ##STR2## R.sub.1a is phenyl or phenyl substituted by 1 to 4 substituents each of which is independently halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, trifluoromethyl, hydroxy, nitro, formyl, cyano, --SCN, (C.sub.1-4 alkyl)carbonyl, (C.sub.1-4 alkyl)carbonylamino, (C.sub.1-4 alkoxy)carbonyl, (C.sub.1-4 alkyl)carbonyloxy, carbamoyl, (C.sub.1-2 alkoxy)(C.sub.2-3 alkoxy)carbonyl or phenyl, andR.sub.2 -R.sub.4 and R.sub.10 -R.sub.
    Type: Grant
    Filed: October 6, 1994
    Date of Patent: August 27, 1996
    Assignee: Sandoz Ltd.
    Inventor: Ruedi Altermatt
  • Patent number: 5532342
    Abstract: An azo metal chelate compound of an azo compound of the formula (I) with a metal: ##STR1## wherein A is a residue forming a heterocyclic ring together with the carbon atom and the nitrogen atom to which it is bonded, X is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, R.sup.1 is an alkyl group which may be substituted, an aryl group which may be substituted, an alkenyl group which may be substituted, or a cycloalkyl group which may be substituted, Y is a hydrogen atom or a cation, and n is an integer of from 1 to 3.
    Type: Grant
    Filed: April 17, 1995
    Date of Patent: July 2, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tameichi Ochiai, Yutaka Kurose, Takumi Nagao, Takako Tsukahara, Satoru Imamura
  • Patent number: 5514819
    Abstract: The present invention provides a dye-donor element for use according to thermal dye sublimation transfer, said dye-donor element comprising a support provided with a dye layer containing a dye and a polymeric binder, characterized in that said dye corresponds to the following formula: ##STR1## wherein R.sup.1 to R.sup.12 are as set out in the claims and the description.
    Type: Grant
    Filed: September 20, 1994
    Date of Patent: May 7, 1996
    Assignee: Agfa-Gevaert N.V.
    Inventor: Luc Vanmaele
  • Patent number: 5466790
    Abstract: Azo dyes of the formula ##STR1## where L.sup.1 is hydrogen, C.sub.1 -C.sub.8 -alkyl or phenyl,L.sup.2 and L.sup.3 are each substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, or together a radical of the formula ##STR2## where n is 0, 1 or 2, Y.sup.1 and Y.sup.4 are hydrogen, hydroxymethyl, 1,2-dihydroxyethyl or a radical of the formula COO.sym.M.sup..crclbar. or SO.sub.3.sup..crclbar. M.sup..sym., Y.sup.2 and Y.sup.3 are halogen or hydroxymethyl, and M.sup..sym. is the equivalent of a cation,L.sup.4 is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, halogen, C.sub.1 -C.sub.8 -alkoxy, substituted or unsubstituted phenoxy, C.sub.1 -C.sub.8 -alkylthio, C.sub.1 -C.sub.8 -alkylsulfonyl, substituted or unsubstituted phenylthio, substituted or unsubstituted phenylsulfonyl, C.sub.1 -C.sub.8 -alkoxycarbonyl, C.sub.3 -C.sub.6 -alkenyloxycarbonyl or phenoxycarbonyl,X is nitrogen or the radical C--L.sup.5, where L.sup.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: November 14, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Sabine Gruettner-Merten, Helmut Reichelt, Arno Lange, Helmut Degen
  • Patent number: 5436323
    Abstract: Cationic 1,3,4-thiadiazolyldiphenylamine dyestuffs and corresponding anhydro bases, the dyestuffs having the formula (I) ##STR1## their preparation and their use, and materials dyed with such dyestuffs.
    Type: Grant
    Filed: July 1, 1993
    Date of Patent: July 25, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Werner Hartwich, Karl-Heinrich Lange
  • Patent number: 5420254
    Abstract: A compound of the formula I ##STR1## in which D is a diazo component,K is an aromatic group of formula a, b or c, ##STR2## Y is C.sub.2-3 alkylene and the remaining symbols are as defined in the specification. These compounds are useful for dyeing or printing textile substrates based on synthetic or semisynthetic, hydrophobic, high molecular weight organic materials. Preferably, the textile substrate is made from a linear aromatic polyester, cellulose 21/2 acetate or cellulose tri-acetate. The dyeings and prints obtained show good all round fastness properties such as good thermomigration properties, lightfastness, thermofixation, blistering properties as well as good wet fastness properties, especially after thermal fixation.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: May 30, 1995
    Assignee: Sandoz Ltd.
    Inventors: Ruedi Altermatt, Robert Egli, Beat Henzi
  • Patent number: 5328994
    Abstract: New azinoneutromethines of the formula ##STR1## in which the symbols used have the meaning given in the description, a process for their preparation and their use in thermal and photochromic recording materials, as nonlinear optical materials, as photoconductors in electrophotography and for dyeing fibres and woven fabrics of polyester and plastics.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 12, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Karin Hassenruck
  • Patent number: 5283326
    Abstract: The compounds of the general formula ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: May 13, 1992
    Date of Patent: February 1, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5278293
    Abstract: Azo dyestuffs of the formula ##STR1## having the substituent meanings given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups and amide groups.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: January 11, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Klaus Kunde, Frank-Michael Stuohr
  • Patent number: 5208325
    Abstract: Cationic 1,3,4-thiadiazole dyestuff of the formula ##STR1##in whichR.sup.1 and R.sup.2, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached form a heterocycle,R.sup.3 denotes alkyl, alkenyl or aralkyl,R.sup.4 denotes hydrogen or alkyl,R.sup.5 denotes acyl,R.sup.6 and R.sup.7, independently of one another, denote hydrogen, alkyl, alkoxy, aryloxy or halogen andR.sup.8 and R.sup.9, independently of one another, denote hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl, a heterocycle, said heterocycle having a direct bond to the nitrogen atom, or being bound through a methylene or ethylene group, or R.sup.8 and R.sup.9, together with the nitrogen atom to which they are attached form a heterocycle, orR.sup.6 and R.sup.8 together with the nitrogen to which R.sup.
    Type: Grant
    Filed: December 11, 1991
    Date of Patent: May 4, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Berneth, Klaus Leverenz
  • Patent number: 5206376
    Abstract: A process for the preparation of 2-amino-5-formyl-4-halothiazoles by reaction, in a first stage, of thiourea with chloroacetic or bromoacetic acid in the presence of an N,N-disubstituted formamide, followed by treatment of the reaction mixture with a phosphoric trihalide and then with water in the presence of a base.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: April 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Karl-Heinz Etzbach
  • Patent number: 5186865
    Abstract: Azo-type optically active compounds and polymers are provided based on compounds of the general structure[substituted aryl]--N.dbd.N--[substituted aryl]wherein aryl substituents are introduced which hinder or prohibit rotation around the single bonds of the --N.dbd.-- central moiety (as well as around certain other single bonds), to provide "planarized" structures having improved optically active properties, especially electro-optically active properties. These compounds and polymers find use in optically active waveguides.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: February 16, 1993
    Assignee: Allied-Signal Inc.
    Inventors: Chengjiu Wu, Ajay Nahata, Michael J. McFarland, Keith Horn, James T. Yardley
  • Patent number: 5055567
    Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.
    Type: Grant
    Filed: April 10, 1989
    Date of Patent: October 8, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
  • Patent number: 5043269
    Abstract: A novel chromogenic substrate to peroxidase enzymes is provided which is comprised of a mixture of a colorless mixture of two compounds, such as, 3-methyl-2-benzothiazolinone hydrazone and 2-hydroxy-2,4,6-cycloheptatrienone, which undergo an oxidative coupling in the presence of peroxidase and hydrogen peroxide forming a purple indamine dye. Under certain circumstances the dye will precipitate out from the buffered solution and thus provide a permanent record of the determination. The mixture is also stable and unaffected by oxygen of the air or by hydrogen peroxide.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: August 27, 1991
    Inventor: Spyros Theodoropulos
  • Patent number: 4994563
    Abstract: The azo dyes of the formula ##STR1## in which D is a diazo component, R.sub.1 and R.sub.2 independently of one another are each a C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical each of which is substituted or unsubstituted, or R.sub.1 and R.sub.2, together with the nitrogen atom linking them, are a 5-membered, 6-membered or 7-membered ring each of which is unsubstituted or substituted by heteroatoms, R.sub.3 is hydrogen, halogen or a C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or phenoxy radical each of which is substituted or unsubstituted, X is --CO-- or --SO.sub.2 --, n is the number 1, 2, 3, 4, 5 or 6 and M is a cation, produce dyeings of good fastness properties on fibre materials containing nitrogen or containing hydroxyl groups. This application also relates to the preparation and use of said azo dyes and to intermediates utilized in the preparation of said azo dyes.
    Type: Grant
    Filed: June 27, 1989
    Date of Patent: February 19, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Harald Walter, Rudolf Hurter
  • Patent number: 4975410
    Abstract: A thermally-transferred color filter array element comprising a transparent support having thereon a thermally-transparent image comprising a repeating mosaic pattern of colorants in a receiving layer, one of the colorants being a mixture of a yellow dye and a cyan dye to form a green hue, said yellow dye having the formula: ##STR1## wherein: R.sup.1 and R.sup.2 represents hydrogen, alkyl, cycloalkyl, aryl or hetaryl; or can be taken together to form a 5- or 6-membered ring; or either or both of R.sup.1 and R.sup.2 can be joined to a carbon atom of the aromatic ring to form a 5- or 6-membered ring;R.sup.3 represents hydrogen or halogen:Y represents hydrogen, halogen, cyano, alkyl, alkoxy, aryl, hetaryl, aryloxy, acylamido, alkylsulfonamido, or arylsulfonamido; andn is a positive integer from 1 to 5; andsaid cyan dye having the formula: ##STR2## wherein R.sup.4 R.sup.5 represents hydrogen, alkyl, cycloalkyl, aryl or hetaryl;R.sup.6 represents hydrogen, alkyl or alkoxy;R.sup.5 may be taken together with R.sup.
    Type: Grant
    Filed: May 26, 1989
    Date of Patent: December 4, 1990
    Assignee: Eastman Kodak Company
    Inventors: Helmut Weber, Steven Evans
  • Patent number: 4960874
    Abstract: Compounds of the general formula I ##STR1## where R is alkyl or unsubstituted or substituted aryl and K is a radical of the formula ##STR2## B is C.sub.1 -C.sub.4 -alkyl or substituted amino, R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted or substituted alkyl, R.sup.3 may furthermore be hydrogen, R.sup.4 is a radical of the formula --A--OCO--Y--R, Z is hydrogen or methyl, X is hydrogen, methyl, methoxy, chlorine or acylamino, A is C.sub.2 - or C.sub.3 -alkylene and Y is --O-- or --NH--, are very useful for dyeing cellulose esters and synthetic polyesters.
    Type: Grant
    Filed: July 1, 1988
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes D. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold
  • Patent number: 4847365
    Abstract: The invention relates to novel 1:1 metal complexes of a divalent transition metal and an azo compound of the formula (1) ##STR1## wherein X is a hydrogen or a halogen atom, an alkyl, alkoxy, aryloxy, nitro, acylamino, ureido, arylureido, thioureido, thiocyano or sulfamoyl group or a phthalimido group which is unsubstituted or substituted by halogen atoms,Y is a hydrogen or halogen atom, an alkyl or alkoxy group, andR is an alkyl, alkoxycarbonyl, carbamoyl or alkylcarbamoyl group, orwherein X and Y, together with two vicinal carbon atoms of the benzene ring, form a fused benzene or imidazolone ring.These metal complexes, in particular the nickel and copper complexes, are suitable for the mass coloration of polymer fibres, especially polyolefins, polyamides or polyesters. The colored fibres have good fastness to heat, light and weather, as well as good rub- and wetfastness properties.
    Type: Grant
    Filed: February 17, 1988
    Date of Patent: July 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Paul Lienhard
  • Patent number: 4837308
    Abstract: A universally usable process for preparing azo dyestuffs by oxidative coupling consists in carrying out the oxidation in the presence of redox mediators with a standard potential of 0.2-1.5 volts and, if appropriate, an additional oxidizing agent with a standard potential of 0.25-2.5 volts, wherein the sum of the oxidation equivalents should be at least 4. The preferred redox mediator is iodine. The process is particularly suitable for the preparation of heteroaromatic azo dyestuffs using an aniline coupling component.
    Type: Grant
    Filed: January 12, 1988
    Date of Patent: June 6, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Rainer Gerlach
  • Patent number: 4835261
    Abstract: Azo compounds of the formula I ##STR1## where D=diazo componentR.sub.1 and R.sub.2 =alkyl or aralkylX=H, hydrocarbon radical or acylare useful dyestuffs or dyestuff intermediates.
    Type: Grant
    Filed: March 12, 1987
    Date of Patent: May 30, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Leverenz
  • Patent number: 4818815
    Abstract: The invention relates to novel 1,2,3-thiadiazole-axo compounds of formula ##STR1## wherein R is unsubstituted or substituted alkyl or alkenyl,R.sub.1 is hydrogen or unsubstituted or substituted alkyl or alkenyl,R.sub.2 is hydrogen or unsubstituted or substituted alkyl, alkenyl, cycloalkyl or phenyl, orR.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, are a 5- or 6-membered heterocyclic ring which may contain one or two additional hetero atoms as ring members and/or may be substituted, or R.sub.1 together with R.sub.3 ortho to the amino group form a partially hydrogenated, unsubstituted or substituted 5-or 6-membered heterocyclic ring which may contain an additional N or O atom as ring member,R.sub.3 and R.sub.4 are each independently of the other hydrogen, alkyl, alkoxy, alkanoylamino or halogen,R.sub.5 is hydrogen or together with R.sub.4 in ortho-position forms the member which completes a fused benzene ring,R.sub.7 is hydrogen, optionally substituted phenyl or alkyl, andX.
    Type: Grant
    Filed: July 17, 1986
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Moser
  • Patent number: 4810783
    Abstract: An azo dyestuff of the formula ##STR1## wherein D=a diazo component,R.sub.1 and R.sub.2 =alkyl or aralkyl,R.sub.3 =H, R or OR.sub.1 andR.sub.4 =a hydrocarbon radical or acyl,which are prepared in a simple manner by aminolysis with ammonia or an amine of the formula ##STR2## of an azo compound of the formula ##STR3## these dyestuffs dye polyester fibres in blue-green to green shades with good fastness to light.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: March 7, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Leverenz
  • Patent number: 4801696
    Abstract: Disazo dyes for dyeing cellulose-containing fibers represented by the following general formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, a halogen atom, a nitro group, a cyano group, a thiocyanato group, a trifluoromethyl group, a formyl group, a lower alkoxycarbonyl group, a lower alkylsulfonyl group, a sulfamoyl group, an N-lower alkylsulfamoyl group or an N,N-di-lower alkylsulfamoyl group, R.sup.3 represents a hydrogen atom, a methyl group, a chlorine atom, a lower alkoxy group or an acylamino group, R.sup.4 represents a hydrogen atom, a methyl group, a chlorine atom or a lower alkoxy group, R.sup.5 represents a hydrogen atom, a lower alkyl group or a halogen atom, --X-- represents ##STR2## --SO.sub.2 -- or --CH.sub.2 --, and n represents 0 or 1. These dyes are capable of dyeing cellulose-containing fibers, particularly fiber blends composed of cellulose fibers and polyester fibers, blue to bluish green with good fastness properties.
    Type: Grant
    Filed: June 22, 1987
    Date of Patent: January 31, 1989
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara, Shuichi Maeda
  • Patent number: 4795712
    Abstract: Novel chromogenic derivatives of 1,2-bis-(o-aminoaryloxy)ethane-N,N,N',N'-tetraacetic acid are useful for the determination of calcium ions in both solution and dry assays. These compounds comprise a dye moiety which is directly conjugated to the acetic acid substituted-nitrogen atom and which enables the compounds to exhibit maximum absorbance at a wavelength generally greater than 400 nm before complexation. When the compounds are complexed with calcium ions, the absorbance shifts to a shorter wavelength.
    Type: Grant
    Filed: April 10, 1987
    Date of Patent: January 3, 1989
    Assignee: Eastman Kodak Company
    Inventors: John L. Toner, Bruce J. Murray, Bruce E. Babb, Michael W. Sundberg
  • Patent number: 4795807
    Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.
    Type: Grant
    Filed: March 30, 1987
    Date of Patent: January 3, 1989
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
  • Patent number: 4769447
    Abstract: The present invention provides gamma-glutamyl-4-azoanilides, processes for their preparation and their use as substrates for gamma-glutamyl transferase determination, of the formula ##STR1## wherein X is alkyl, --(CH.sub.2).sub.m --COOH or --O--(CH.sub.2).sub.n --COOH wherein m is 0-4 and n is 1-4; R is optionally substituted p-nitrophenyl; an optionally substituted thiophene residue; an optionally substituted thiazole residue; an optionally substituted benzothiazole residue; an optionally substituted benzoisothiazole residue; an N-alkylthiazole residue; or an optionally substituted 1,3,5-thiodiazole residue; as well as the alkali metal, alkaline earth metal and ammonium salts thereof.
    Type: Grant
    Filed: January 27, 1987
    Date of Patent: September 6, 1988
    Assignee: Boehringer Mannheim GmbH
    Inventors: Elli Rauscher, John Griffiths, Leonard F. Dixon
  • Patent number: 4764600
    Abstract: An isothiazolylazo dye of the formula I ##STR1## wherein R is an alkyl group or unsubstituted aryl or substituted aryl group selected from the group consisting of ##STR2## and K is a radical of the formula ##STR3## where B is C.sub.1 -C.sub.4 alkyl or a substituted amino radical selected from the group consisting of ##STR4## R.sup.1 is hydrogen, methyl, methoxy or ethoxy, R.sup.2 and R.sup.3 independently of one another are each unsubstituted C.sub.1 -C.sub.4 alkyl or substituted alkyl groups selected from the group of C.sub.1 -C.sub.4 alkyls which are substituted by chlorine, bromine, cyano, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, benzyloxy, phenoxy, phenyl, C.sub.1 -C.sub.4 -alkylcarbonyloxy which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, phenoxy or phenyl, phenycarbonyloxy which is unsubstituted or substituted by chlorine, bromine, methoxy, ethoxy, methyl or ethyl, oxycarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.
    Type: Grant
    Filed: January 25, 1983
    Date of Patent: August 16, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik, Guenther Seybold