Plural Benzene Rings Bonded Directly To Each Azo Group Patents (Class 534/831)
  • Patent number: 8962815
    Abstract: This invention relates to bis-azo colorants for use as bluing agents, laundry care compositions comprising bis-azo colorants that may serve as bluing agents, processes for making such bluing agents and laundry care compositions and methods of using the same. The bluing agents are generally comprised of at least two components: at least one chromophore component and at least one polymeric component. These bluing agents are advantageous in providing a whitening effect to fabrics, while not building up over time and causing undesirable blue discoloration to the treated fabrics.
    Type: Grant
    Filed: January 24, 2013
    Date of Patent: February 24, 2015
    Assignee: Milliken & Company
    Inventors: Robert L Mahaffey, Jr., Xiaoyong Michael Hong, Eduardo Torres, Dominick J Valenti, Gregory Scot Miracle
  • Publication number: 20140323703
    Abstract: The present invention provides a family of dark quenchers, termed Black Hole Quenchers (“BHQs”), that are efficient quenchers of excited state energy but which are themselves substantially non-fluorescent. Also provided are methods of using the BHQs, probes incorporating the BHQs and methods of using the probes.
    Type: Application
    Filed: January 17, 2014
    Publication date: October 30, 2014
    Inventors: Ronald M. COOK, Matt LYTTLE, Daren DICK
  • Patent number: 8679376
    Abstract: A polarization film, including a polymer resin, and a dichroic dye dispersed in the polymer resin and represented by the following Chemical Formula 1: wherein, in Chemical Formula 1, Ar, R1 to R4 are the same as those defined in the detailed description.
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: March 25, 2014
    Assignee: Samsung Electronics Co., Ltd.
    Inventors: Yong-Joo Lee, Deuk-Kyu Moon, Jong-Hoon Won, Myung-Man Kim, Myung-Sup Jung
  • Patent number: 8586718
    Abstract: Dark quencher constructs, termed “multi-chromophoric quenchers” are described herein that comprise at least two dark quenching moieties, which can be the same or different, linked together by at least one multivalent linking moiety. The structure of the multi-chromophoric quenchers can be varied to selectively enhance quenching within a specific range of reporter emission wavelengths. This can be accomplished by linking together, into a single molecule, two or more identical quenchers, by reacting the quenchers with a multivalent linker. The structure of the multi-chromophoric quencher can also be varied to quench a broader range of reporter emission wavelengths than previously possible. This can be accomplished by linking together, into a single molecule, two or more different quenchers, by reacting the quenchers with a multivalent linker.
    Type: Grant
    Filed: September 14, 2005
    Date of Patent: November 19, 2013
    Assignee: Applied Biosystems, LLC
    Inventors: Scott C. Benson, Steven M. Menchen, Krishna G. Upadhya
  • Publication number: 20130255007
    Abstract: The present invention relates to new azo dyes, a process for their preparation, and their use for dyeing or printing fibrous materials, to produce materials with brownish shades.
    Type: Application
    Filed: November 29, 2011
    Publication date: October 3, 2013
    Inventors: Helmut-Martin Meier, Christof Heide, Klaus-Günter Strumpf, Thomas Hübbe
  • Publication number: 20130234082
    Abstract: Disclosed are a dichroic dye for use in a polarization film represented by the following Chemical Formula 1, a polarization film including a polymer resin and the dichroic dye, and a display device including the polarization film. In Chemical Formula 1, Ar, R1 to R4 are the same as those defined in the detailed description.
    Type: Application
    Filed: March 7, 2013
    Publication date: September 12, 2013
    Applicant: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Yong-Joo LEE, Deuk-Kyu MOON, Jong-Hoon WON, Myung-Man KIM, Myung-Sup JUNG
  • Patent number: 8357210
    Abstract: Compounds of the general formula (I) a process for their preparation and their use for dyeing and/or printing organic substrates.
    Type: Grant
    Filed: May 3, 2011
    Date of Patent: January 22, 2013
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Rainer Nusser, Urs Daetwyler
  • Patent number: 8119778
    Abstract: A reversible thermochromic system comprising a) a compound of the formula (I) or a tautomer thereof (I) wherein R1 is C1-C18alkyl, C2-C18alkenyl, C3-C12cycloalkyl, C3-C12cycloalkyl substituted by 1, 2 or 3 C1-C4alkyl; or C7-C12phenylalkyl; R2 and R3 are hydrogen or R2 and R3 together form a group —CH?CH—CH?CH—; and R4 is hydrogen, —NO2, —SO2—R1 or (4-nitrophenyl)azo; and b) a compound containing a group of the formula (II).
    Type: Grant
    Filed: June 20, 2007
    Date of Patent: February 21, 2012
    Assignee: BASF SE
    Inventors: Walter Fischer, Abdel-Ilah Basbas, Martin Brunner, Rolf Benz, Manuele Vitali
  • Publication number: 20110203058
    Abstract: Compounds of the general formula (I) a process for their preparation and their use for dyeing and/or printing organic substrates.
    Type: Application
    Filed: May 3, 2011
    Publication date: August 25, 2011
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Rainer NUSSER, Urs DÄETWYLER
  • Publication number: 20110178280
    Abstract: The present invention provides a family of dark quenchers, termed Black Hole Quenchers (“BHQs”), that are efficient quenchers of excited state energy but which are themselves substantially non-fluorescent. Also provided are methods of using the BHQs, probes incorporating the BHQs and methods of using the probes.
    Type: Application
    Filed: August 6, 2010
    Publication date: July 21, 2011
    Applicant: BIOSEARCH TECHNOLOGIES, INC.
    Inventors: RONALD M. COOK, MATT LYTTLE, DAREN DICK
  • Publication number: 20110075076
    Abstract: Azo compounds represented by formula (1) or (2) (In the formulas, A represents a phenyl group or naphthyl group that has at least 1 substituent. R1-R4 represent a hydrogen atom, lower alkyl group or lower alkoxy group, with at least one of R1-R4 being a lower alkoxy group that has a sulfone group. X represents an optionally substituted amino group, optionally substituted benzoylamino group, optionally substituted phenylamino group, optionally substituted phenyl azo group or optionally substituted naphthotriazole group) and salts thereof.
    Type: Application
    Filed: May 19, 2009
    Publication date: March 31, 2011
    Applicants: NIPPON KAYAKU KABUSHIKI KAISHA, POLATECHNO CO., LTD.
    Inventors: Takuto Nishiguchi, Hiroaki Ohno, Takahiro Higeta, Yuichi Sadamitsu
  • Patent number: 7772377
    Abstract: 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: Grant
    Filed: January 25, 2008
    Date of Patent: August 10, 2010
    Assignee: Xerox Corporation
    Inventors: Jeffrey H Banning, Donald R Titterington, Clifford R King
  • Patent number: 7619075
    Abstract: 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: Grant
    Filed: August 16, 2005
    Date of Patent: November 17, 2009
    Assignee: Xerox Corporation
    Inventors: Jeffery H. Banning, Donald R. Titterington, Clifford R. King
  • Publication number: 20090269553
    Abstract: Compounds of the general formula (I) a process for their preparation and their use for dyeing and/or printing organic substrates.
    Type: Application
    Filed: April 2, 2007
    Publication date: October 29, 2009
    Applicant: Clariant Finance (BVI) Limited
    Inventor: Rainer Nusser
  • Publication number: 20090259030
    Abstract: The present invention provides a new class of solids supports for synthesis of modified oligomers of nucleic acids, and nucleic acid probes that have a format expediently synthesized on the new supports. Exemplary solid supports include at least one quencher bound through a linker to the solid support. Various exemplary embodiments include a moiety that stabilizes a duplex, triplex or higher order aggregation (e.g., hybridization) of nucleic acids of which the oligomer of the invention is a component. Other components of the solid support include moieties that stabilize aggregations of nucleic acids, e.g., intercalators, minor groove binding moieties, bases modified with a stabilizing moiety (e.g., alkynyl moieties, and fluoroalkyl moieties), and conformational stabilizing moieties, such as those described in commonly owned U.S. Patent Application Publication No. 2007/0059752.
    Type: Application
    Filed: April 1, 2009
    Publication date: October 15, 2009
    Applicant: BIOSEARCH TECHNOLOGIES
    Inventors: Ronald M. Cook, Matt Lyttle
  • Patent number: 6709642
    Abstract: The invention concerns derivatives of calixarene having the formula: in which: R1 represents various hydrocarbon groups, R2 and R3 represent an alkyl, cycloalkyl or aryl group or a group having the formula: O(CH2)n[O(CH2)p]q OR4, or form a heterocyclic group with the nitrogen atom, and, n equals 6, 7 or 8. These derivatives can be used for extracting strontium from aqueous solutions.
    Type: Grant
    Filed: February 12, 2002
    Date of Patent: March 23, 2004
    Assignee: Commissariat a l'Energie Atomiguie
    Inventors: Jean-François Dozol, Rocco Ungaro, Alessandro Casnati
  • Patent number: 6417178
    Abstract: Amyloid binding compounds which are derivatives of Chrysamine G, pharmaceutical compositions containing, and methods using such compounds to identify Alzheimer's brain in vivo and to diagnose other pathological conditions characterized by amyloidosis, such as Down's Syndrome are described. Pharmaceutical compositions containing Chrysamine G and derivatives thereof and methods using such compositions to prevent cell degeneration and amyloid-induced toxicity in amyloidosis associated conditions are also described. Methods using Chrysamine G derivatives to stain or detect amyloid deposits in biopsy or post-mortem tissue are also described. Methods using Chrysamine G derivatives to quantify amyloid deposits in homogenates of biopsy and post-mortem tissue are also described.
    Type: Grant
    Filed: November 6, 1997
    Date of Patent: July 9, 2002
    Assignee: University of Pittsburgh
    Inventors: William E. Klunk, Jay W. Pettegrew, Chester A. Mathis, Jr.
  • Patent number: 6309807
    Abstract: A disazo dye for thermal transfer recording of the following formula (I): wherein each of rings A and B which are independent of each other, is a benzene ring which may have a substituent, R1 is a C1-4 substituted or unsubstituted alkyl group, and R2 is a group selected from the group consisting of a hydrogen atom and a C1-4 substituted or unsubstituted alkyl group.
    Type: Grant
    Filed: December 20, 1999
    Date of Patent: October 30, 2001
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mio Ishida, Koji Maeda, Yukichi Murata
  • Patent number: 5883235
    Abstract: Calix?4!arene compounds are disclosed that can be used as active components in a calcium sensitive sensor. The compounds exhibit strong calcium ion binding selectivity over sodium and potassium ions and they are stable during sterilization.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: March 16, 1999
    Assignee: Radiometer Medical A/S
    Inventors: Allan Milton Byrnard, Rocco Ungaro, Andrea Pochini
  • Patent number: 5827332
    Abstract: Azo dyes of the formula ##STR1## where the ring A may be benzofused,n is 0 or 1, and R.sup.1 -R.sup.8 are as defined,as pH-dependent markers for hydrocarbons, hydrocarbons containing the above-mentioned azo dyes, and a method for detecting these azo dyes in hydrocarbons.
    Type: Grant
    Filed: June 6, 1996
    Date of Patent: October 27, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Georg Zeidler, Gerhard Scholz, Claudia Krah, Karin Heidrun Beck, Udo Mayer
  • Patent number: 5782934
    Abstract: A process for colouring a synthetic textile material or fiber blend thereof which comprises applying to the synthetic textile material a compound of Formula (1):A--N.dbd.N--D--N.dbd.N--E Formula (1)wherein:A, D and E each independently is an optionally substituted heterocyclic or carbocyclic group and at least one of A, D or E carries directly at least one --SO.sub.2 F group or carries a substituent to which at least one --SO.sub.2 F group is attached.A process for the mass coloration of plastics which comprises incorporating into a plastics material a compound or mixture thereof which is free from water solubilising groups, of Formula (1).
    Type: Grant
    Filed: August 8, 1996
    Date of Patent: July 21, 1998
    Assignee: Zeneca Limited
    Inventors: Nigel Hall, Mark Robert James
  • Patent number: 5747345
    Abstract: Diaza-18-crown-6 compounds of the formula I: ##STR1## wherein X is a phenol, naphthol or quinolinol moiety selected from those of the formulae: ##STR2## R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are independently selected from hydrogen, halo, cyano, nitro, (C.sub.1 -C.sub.6) alkyl, (C.sub.2 -C.sub.8) acyl, acetamido, mercapto, alkyl or arylsulfonyl, trifluoromethyl, aryl, and substituted aryl wherein the aryl moiety is selected from phenyl and naphthyl and the aryl substituent is selected from halo, cyano, nitro, (C.sub.1 -C.sub.6) alkyl, (C.sub.2 -C.sub.8) acyl, phenyl, acetamido, mercapto, alkyl or arylsulfonyl and trifluoromethyl; provided that when R.sub.1, R.sub.2, R.sub.3 and R.sub.5 are hydrogen and X is phenol, R.sub.4 is not nitro; and provided that when X is phenol and R.sub.5 is hydrogen, R.sub.1 (or R.sub.2) and R.sub.4 are not both nitro.
    Type: Grant
    Filed: August 15, 1996
    Date of Patent: May 5, 1998
    Assignee: Johnson & Johnson Clinical Diagnostics, Inc.
    Inventors: Wayne Woodrow Weber, II, Calvin Roman Messing, Margaret Elizabeth Logan
  • Patent number: 5737871
    Abstract: Compounds known as "solid dispersed dyes" are synthesized in a two-phase system from which they disproportionate into a water-immiscible solvent phase, providing marker solutions. Marker solution is added to a petroleum fuel to introduce the compound thereto in dissolved form. Subsequently, extraction of the compound with acidic aqueous solution produces a chromophoric reaction which indicates presence of the compound in the petroleum fuel.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: April 14, 1998
    Assignee: Morton International, Inc.
    Inventor: Michael R. Friswell
  • Patent number: 5705620
    Abstract: A calix?4!arene compound, application of the compound as an active component in a calcium sensitive sensor, and a calcium sensitive sensor containing the compound. The sensor is not very sensitive to sodium and potassium ions.
    Type: Grant
    Filed: April 8, 1996
    Date of Patent: January 6, 1998
    Assignee: Radiometer Medical A/S
    Inventors: Allan Milton Byrnard, Rocco Ungaro, Andrea Pochini
  • Patent number: 5567470
    Abstract: A blue dyestuff represented by the formula (2) ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 is independently a hydrogen atom, halogen atom, nitro group, hydroxy group, alkyl group which may have a substituent, alkoxy group, alkylsulfonylamino group or alkylcarbonylamino group, and each of R.sub.4 and R.sub.5 is independently an alkyl group which may have a substituent, and a heat-sensitive transfer sheet containing the above-mentioned dyestuff.
    Type: Grant
    Filed: August 18, 1995
    Date of Patent: October 22, 1996
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hitoshi Koshida, Isamu Ghoda, Tsukasa Ohyama, Keisuke Takuma
  • 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: 5420258
    Abstract: Azo dyes of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X, Y and n are as defined in claim 1, give dyeings of good fastness properties on nitrogen-containing or hydroxyl group containing fibre materials.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: May 30, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Schaetzer, James C. Posey
  • Patent number: 5354512
    Abstract: A dye-containing polarizing film comprising a polarizing film material and a metal-containing dye represented by the following formula (I): ##STR1## wherein Me is a transition metal selected from copper, nickel, zinc and iron;Z is hydrogen, lower alkyl, lower alkoxy, sulfo or amino which is unsubstituted or substituted;Q is a 1-naphthol or 2-naphthol residue which is unsubstituted or substituted and has no or an additional phenylazo or naphthylazo group unsubstituted or substituted and in which a hydroxy group is adjacent to the azo group bonding to the benzene ring having Z and is linked with the transition metal denoted by Me to form the complex;when Q is the naphthol residue having no additional azo group, then T is naphthyl which is unsubstituted or substituted; andwhen Q is the naphthol residue having an additional azo group, the T is a phenyl or naphthyl group which is unsubstituted or substituted, which film exhibits comparable high polarizing activity with film using iodine and superior durability.
    Type: Grant
    Filed: August 27, 1992
    Date of Patent: October 11, 1994
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Kazuya Ogino, Setsuko Aoki, Koji Higashi
  • Patent number: 5334435
    Abstract: A recording liquid for ink-jet recording comprising coloring matter, which is an image-forming component, and a liquid medium for dissolving the coloring matter therein. The liquid medium is ethanol and the coloring matter is a dye represented by the following general formula (A): ##STR1## or the following general formula (B): ##STR2## as an image-forming component.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: August 2, 1994
    Assignee: Eastman Kodak Company
    Inventors: Louis J. Rossi, Sunita P. Chavan
  • Patent number: 5332806
    Abstract: Azo dyes of the formula ##STR1## where A and B are each independently of the other substituted or unsubstituted phenyl or naphthyl and X is --N(R.sub.1)--SO.sub.2 --, --O--SO.sub.2 -- or --SO.sub.2 --N(R.sub.1)--, where R.sub.1 is hydrogen or C.sub.1 -C.sub.8 alkyl, produce very fast dyeings on nitrogen-containing or hydroxyl-containing fibre materials, paper or leather.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: July 26, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 5312906
    Abstract: 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: Grant
    Filed: July 24, 1992
    Date of Patent: May 17, 1994
    Assignee: Ricoh Company, Ltd.
    Inventor: Masakatsu Shimoda
  • Patent number: 5247071
    Abstract: Acetalized azo dyes are prepared by diazotizing an amine, coupling with a hydroxyalkyl-containing coupling component and subsequently reacting with a vinyl ether in a process which comprises carrying out the coupling reaction in a two-phase reaction mixture comprising water and an aromatic hydrocarbon, subsequently separating off the aqueous phase and reacting the azo dye, which is present in the organic phase, without intermediate isolation, with a vinyl ether in the presence of a polybasic carboxylic acid as catalyst.
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: September 21, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Georg Zeidler
  • Patent number: 5243033
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2 and R.sub.3, independently of one another, are C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, ureido, C.sub.1 -C.sub.4 acylamino, carboxyl and sulfo and n, m and p, independently of one another, are the number 0, 1, 2 or 3, X is fluorine or chorine and Z is an aliphatic, araliphatic, aromatic or heterocyclic amino group free from fibre-reactive radicals; or Z is the radical of an aliphatic or aromatic diamine which contains the radical of the formula ##STR2## in which R.sub.1, R.sub.2, R.sub.3, n, m, p and X are as defined, bound via the second amino group; or Z is a radical of the formula ##STR3## in which R.sub.1, R.sub.2, R.sub.3, n, m, and p are as defined; or Z is a radical --NH--SO.sub.2 --(CH.sub.2).sub.2 --OSO.sub.3 H; and the reactive dye of the formula (1) contains at least two sulfo groups, produce, on cellulose fibres, orange dyeings of high color strength and prints of good fastness properties.
    Type: Grant
    Filed: January 13, 1992
    Date of Patent: September 7, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5204454
    Abstract: Prepolymer polyols containing mesogenic moieties useful as reactants for the preparation of resinous materials are disclosed. Synthesized by condensing a polyether polyol with bifunctional mesogenic diacids, or diesters, the compounds of the invention are characterized by their reasonably low melt temperature which renders them suitable as additive materials in polymeric molding compositions and as precursors for the preparation of resinous materials.The liquid crystalline properties of the prepolymers of the invention were found to depend on the type and molecular weight of the glycols and on the molar ratio between the glycols and the mesogenic reactant.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: April 20, 1993
    Assignee: Miles Inc.
    Inventors: Randall A. Rodenhouse, Dittmar K. Nerger, Douglas A. Wicks
  • Patent number: 5118737
    Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 and R.sup.2 together with the nitrogen atom form a morpholine ringa and b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: June 2, 1992
    Assignee: Canon Kabushiki Kaisha
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • Patent number: 5104572
    Abstract: A novel azo compound, which has a high dichroic ratio as well as a high solubility in liquid crystals, and a liquid crystal composition containing the same as disclosed. The liquid crystal composition enables an excellent and clear color display.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: April 14, 1992
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tetsuo Ozawa, Hisayo Hosokai
  • Patent number: 5075429
    Abstract: A monoazo compound of the formula, ##STR1## wherein D is a heterocyclic or carbocyclic compound residue such as benzothiazolyl and phenyl, X is hydrogen, alkyl, alkoxy, halogeno, acylamino or the like, Y is hydrogen, halogeno, alkyl, alkoxy and the like, R.sub.1 is alkyl, R.sub.2 is C.sub.2 -C.sub.4 alkylene, B is a bridging group such as ##STR2## --O--, --S--, C.sub.1 -C.sub.6 alkylene and the like, and W.sub.1, W.sub.2, W.sub.3, Z.sub.1, Z.sub.2 and Z.sub.3 are independently hydrogen, alkyl, halogeno or the like, which is useful for dyeing hydrophobic fiber materials to give dyed or printed product of a deep color excellent in fastness properties, particularly those such as washing fastness, even after various finishing treatments of the product.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: December 24, 1991
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Jun Yamamoto, Yasuyoshi Ueda, Takashi Omura, Yosuke Yamamoto, Hideo Hattori, Junichi Sekihachi
  • Patent number: 5037967
    Abstract: 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: Grant
    Filed: November 7, 1989
    Date of Patent: August 6, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Angelo D. Casa, Peter Liechti, Max Dempfle
  • Patent number: 5006128
    Abstract: Compounds of the formula ##STR1## and salts thereof, whereinR.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen, methyl or acetamido,R.sub.3 is hydrogen, methyl or methoxy,R.sub.4 is hydrogen, C.sub.1-4 alkyl or hydroxy(C.sub.2-4 alkyl),R.sub.5 is hydroxy(C.sub.2-4 alkyl) or hydroxy(C.sub.2-4 alkoxy)C.sub.2-4 alkyl, or--NR.sub.4 R.sub.5 is a 5- or 6-membered ring containing 1 to 3 hetero atoms which ring is unsubstituted or substituted by 1 to 3 substituents selected from C.sub.1-4 alkyl and C.sub.2-4 alkyl monosubstituted by hydroxy or amino, andthe two naphthyl-2 groups are identically substituted, with the proviso that when R.sub.3 is methoxy, R.sub.1 and R.sub.2 are different, solid and aqueous liquid dye compositions and printing inks comprising such compounds and salts and the use of such compounds and salts for dyeing and printing substrates, especially hydroxy group- and nitrogen-containing organic substrates.
    Type: Grant
    Filed: August 25, 1989
    Date of Patent: April 9, 1991
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4956255
    Abstract: The present invention relates to a photosensitive member containing a specific azo compound represented by the following general formula [I]; ##STR1## wherein A is a bivalent group of a condensed poly-cyclic ring which may have a substituent, a pyridine which may have a substituent, a diazine which may have a substituent, a quinoline which may have a substituent, or a benzoazine which may have a substituent; Cp is a residual group of a coupler, which is improved in photosensitive porperties, in particular, sensitivity.
    Type: Grant
    Filed: February 22, 1989
    Date of Patent: September 11, 1990
    Assignee: Minolta Camera Kabushiki Kaisha
    Inventor: Hideaki Ueda
  • Patent number: 4952678
    Abstract: Trisazo dyes of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different and each, independently of the others, is hydrogen, methyl, ethyl, methoxy or chlorine, R.sup.5 is C.sub.2 -C.sub.4 -alkyl, X is C.sub.1 -C.sub.24 -mono- or dialkylamino, monobenzylamino, mono-(phenyl-ethyl)-amino, monophenylamino, N-(C.sub.1 -C.sub.12 -alkyl)-N-benzylamino, N-(C.sub.1 -C.sub.12 -alkyl)-N-(phenylethyl)amino or N-(C.sub.1 -C.sub.12 -alkyl)-N-phenylamino or each of the phenyls substituted by C.sub.1 -C.sub.12 -alkyl, cyclo-hexyl, 4-(C.sub.1 -C.sub.12 -alkyl)cyclohexyl, C.sub.1 -C.sub.24 -alkyloxy, phenoxy or C.sub.1 -C.sub.24 -alkanoyloxyl, or is OR, where R is C.sub.1 -C.sub.24 -alkyl, unsubstituted or C.sub.1 -C.sub.12 -alkyl-, cyclohexyl-, 4-(C.sub.1 -C.sub.12 -alkyl)cyclohexyl-, C.sub.1 -C.sub.24 -alkoxy-, phenoxy- or C.sub.1 -C.sub.
    Type: Grant
    Filed: October 29, 1987
    Date of Patent: August 28, 1990
    Assignee: BASF Aktiengesellschaft
    Inventor: Karl-Heinz Etzbach
  • Patent number: 4910299
    Abstract: Disperse dyes suitable for dyeing textile material composed of polyester dyes of the formula ##STR1## in which D is the radical of a substituted or unsubstituted, homocyclic or heterocyclic diazo component belonging to the series comprising thienyl, thiazolyl, isothiazolyl, 1,2,4-thiadiazolyl, 1,3,4-thiadiazolyl, benzothiazolyl, benzoisothiazolyl, pyrazolyl, imidazolyl or phenyl,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 ring or 6-membered ring,B is a l inear or branched C.sub.2 -C.sub.6 -alkylene radical,W is halogen, C.sub.
    Type: Grant
    Filed: December 2, 1987
    Date of Patent: March 20, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Angelo D. Casa, Peter Liechti, Max Dempfle
  • Patent number: 4876333
    Abstract: A crystalline modification, designated ".beta.", of the dye of the structure ##STR1## The .beta.-crystalline modification of the dye is easier to isolate from water and gives filter cakes of higher solids and color content. The .beta.-form is also more suitable for making liquid formulations of the dye; the liquid formulations of the crystalline modification have lower viscosity and better dispersion stability than liquid formulations of non-modified form. The .beta.-modification of the dye is obtained by heating an aqueous slurry of the dye at about 90.degree.-95.degree. C. and pH of 8.5 to 9.5 until the modification is complete. The crystalline modification of the dye gives Debye-Scherrer X-ray diffraction patterns substantially different from the non-modified form.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: October 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Alfred Hoehener, Roy E. Smith
  • Patent number: 4749784
    Abstract: The specification describes a new group of alkanol substituted disazo compounds that are useful in dyeing polyamide textile fibers in orange hues. The new compounds are compatible with several acid blue dyes and several acid red dyes that are commercially important as dyes for nylon. The new compounds are particularly well suited for use as the "yellow" component in trichromatic systems for dying polyamide carpeting and other textiles. The new compounds are relatively inexpensive to make and have outstanding application and fastness properties. Other aspects of the specification are concerned with a method of making the new compounds and with a method of dyeing polyamides with said compounds and to the novel dyed polyamides resulting from the use of the new group of compounds as dyes.
    Type: Grant
    Filed: February 10, 1987
    Date of Patent: June 7, 1988
    Assignee: Crompton & Knowles Corporation
    Inventors: James F. Feeman, Jay E. Rowe
  • Patent number: 4725674
    Abstract: Water-soluble monoazo and disazo compounds which have fiber-reactive dyestuff properties and containing as diazo component an optionally substituted phenyl radical or naphthyl radical or an optionally substituted phenylazophenyl, phenylazonaphthyl, naphthylazophenyl or naphthylazonaphthyl radical, and as coupling component that of a naphthol, aminonaphthaline or aminobenzene and as fiber-reactive group a group of the formula ##STR1## in which both R.sup.1 s, identical to or different from one another, denote a hydrogen atom or an optionally substituted alkyl group of 1 to 4 carbon atoms, R is a hydrogen atom or a sulfo group and Y represents a vinyl group or a .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group, this fiber-reactive grouping being bonded to the radical of the coupling component.
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: February 16, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Marcos Segal, Michael Kunze
  • Patent number: 4721779
    Abstract: Trisazo compounds of the formula ##STR1## where Z is ##STR2## X and Y independently of one another are each C.sub.1 -C.sub.24 -alkoxy, benzyloxy, phenylethoxy, mono-C.sub.1 -C.sub.24 -alkylamino, monobenzylamino, monophenylethylamino, monophenylamino, bis-C.sub.1 -C.sub.24 -alkylamino, N-C.sub.1 -C.sub.12 -alkyl-N-benzylamino, N-C.sub.1 -C.sub.12 -alkyl-N-phenylethylamino or N-C.sub.1 -C.sub.12 -alkyl-N-phenylamino, where the benzene rings are unsubstituted or substituted by C.sub.1 -C.sub.12 -alkyl, cyclohexyl, 4-C.sub.1 -C.sub.12 -alkylcyclohexyl, C.sub.1 -C.sub.24 -alkoxy, phenoxy or C.sub.1 -C.sub.24 -alkanoyloxy, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 independently of one another are each hydrogen, methyl, methoxy, or chlorine and R.sup.7 is hydrogen or methyl, and the ring A or B may furthermore carry a fused benzene ring, are very useful as dyes in liquid crystal media, for example for electrooptical displays.
    Type: Grant
    Filed: August 5, 1986
    Date of Patent: January 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventor: Karl-Heinz Etzbach
  • Patent number: 4703113
    Abstract: A water-soluble dye, free from cellulose reactive groups, of the formula: ##STR1## wherein R.sup.1 is --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H,R.sup.2 is H or --(C.sub.a H.sub.2a O).sub.m (C.sub.b H.sub.2b O).sub.n H, orR.sup.1 & R.sup.2 together with the nitrogen atom form a morpholine ringa & b are different and from 1 to 8m is from 1 to 10;n is from 0 to 9;M is H, ammonium, or a monovalent metal;X (i) NR.sup.1 R.sup.2, (ii) NR.sup.3 R.sup.4, in which R.sup.3 and R.sup.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: October 27, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventors: Anthony G. W. Baxter, Stephen B. Bostock, David Greenwood
  • Patent number: 4668774
    Abstract: Novel dye salts of anionic dyes of the general formula I ##STR1## where F is a radical of an anionic dye, n is 1, 2, 3 or 4, and B.sup.1 and B.sup.2 independently of one another are each unsubstituted or substituted branched alkyl or alkyl-substituted cycloalkyl having a total of 10 to 36 carbon atoms, are very useful for dyeing solvents, printing inks or polymeric film-forming materials.
    Type: Grant
    Filed: April 23, 1985
    Date of Patent: May 26, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann Loeffler, Rainer Dyllick-Brenzinger
  • Patent number: 4618674
    Abstract: Red monoazo dyestuffs from diazotized 1-aminobenzonitrile or 1-amino-4-, 5- or 6-halo-benzonitrile and 2-amino-8-hydroxynaphthalene-6-sulfonic acid. These dyes are particularly distinguished by their good migration and leveling properties and excellent fastness to light. Said dyestuffs are moreover suitable for obtaining very even combination dyeings together with known blue, yellow and orange acid dyestuffs. These dyestuffs are particularly suited for the dyeing of carpeting, upholstery fabrics and drapery materials.
    Type: Grant
    Filed: December 30, 1983
    Date of Patent: October 21, 1986
    Inventor: Kurt A. Dellian
  • Patent number: 4594410
    Abstract: Azo dyes of the formula ##STR1## and external salts thereof, wherein F is the residue of a monoazo or disazo compound in 1:1 metal complex form or of a trisazo, disazoazoxy or tetrakisazo compound in metal-free or 1:1 metal complex form,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene or --NH--CO--CH.sub.2 --,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3 and R.sub.4 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl monosubstituted by cyano or hydroxy in the 2-, 3-, 4-, 5- or 6-position; phenyl(C.sub.1-3 alkyl); phenyl(C.sub.1-3 alkyl) having, on the phenyl ring, 1, 2 or 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1, 2 or 3 C.sub.1-4 alkyl groups or --NR.sub.3 R.sub.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: June 10, 1986
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi