The Additional Hetero Ring Or A Polycyclo Ring System Which Contains The Additional Hetero Ring As One Of The Cyclos Is Bonded Directly To A Ring, Which Ring Is Between The Azo Group And The Additional Hetero Ring Patents (Class 534/775)
  • Patent number: 9068290
    Abstract: A coloring composition for inkjet textile printing, containing water and a dye represented by Formula (I) [R1 represents H, halogen, alkyl, aralkyl, aryl, heteroaryl, alkoxy, or cyano; R2 represents H, halogen, cyano, —COOR6, —COR7, —CONR8R9, or an ionic hydrophilic group; R3 represents alkyl, aralkyl, alkenyl, alkynyl, aryl, or heteroaryl; each of R4 and R5 independently represents H, alkyl, cycloalkyl, aralkyl, alkenyl, alkynyl, aryl, or heteroaryl; R15 represents H or a substituent; X represents alkyl, cycloalkyl, aralkyl, aryl, heteroaryl, —COR12, or —CONR13R14; R6 represents alkyl, aryl, or heteroaryl; each of R7 to R14 independently represents H, alkyl, aryl, or heteroaryl; and a number of ionic hydrophilic groups in one molecule is from 1 to 5].
    Type: Grant
    Filed: October 20, 2014
    Date of Patent: June 30, 2015
    Assignee: FUJIFILM Corporation
    Inventors: Kazunari Yagi, Yasuhiro Ishiwata, Yutaro Norizuki
  • Publication number: 20140309196
    Abstract: Disclosed are piperazine derivatives having the general formula: (I) Also disclosed are methods of treating a subject having cancer with this compound or a pharmaceutical composition comprising the compound.
    Type: Application
    Filed: August 10, 2012
    Publication date: October 16, 2014
    Applicant: St. Mary's University
    Inventor: Keith Vaughan
  • Publication number: 20130036938
    Abstract: Provided are an azo compound represented by the following formula (1), a tautomer thereof, and a salt or hydrate of the azo compound or the tautomer: wherein in the formula (1), A represents a heterocyclic group; G represents a hydrogen atom, an aliphatic group, an aromatic group, or a heterocyclic group; R1 and R2 each independently represent a group represented by the following formula (2) or (3):
    Type: Application
    Filed: August 9, 2012
    Publication date: February 14, 2013
    Applicant: FUJIFILM CORPORATION
    Inventors: Masahiro HIGASHI, Yoshihiro JIMBO
  • Patent number: 7666857
    Abstract: An improved thrombopoietin mimetic, the choline salt of 2-(3,4-dimethylphenyl)-4-{[2-hydroxy-3?-(1H-tetrazol-5-yl)biphenyl-3-yl]-hydrazono}-5-methyl-2,4-dihydropyrazol-3-one.
    Type: Grant
    Filed: October 21, 2004
    Date of Patent: February 23, 2010
    Assignee: SmithKline Beecham Corp.
    Inventors: Christopher S. Brook, Li-Jen J. Ping
  • Patent number: 7662804
    Abstract: Disclosed herein are novel diazenyl pyrazole compounds and related compounds. Also disclosed herein are methods of using these compounds for the treatment of diseases and conditions associated with modulating a thrombopoietin activity.
    Type: Grant
    Filed: November 21, 2006
    Date of Patent: February 16, 2010
    Assignee: SmithKline Beecham Corp.
    Inventors: Lin Zhi, E. Adam Kallel, Dean P. Phillips
  • Patent number: 7452873
    Abstract: The present invention relates to compounds of formula I that are useful as GSK-3 inhibitors. The invention also relates to methods of using compounds of formula I or pharmaceutical compositions comprising compounds of formula I to inhibit GSK-3 activity. The invention further provides methods of utilizing these compounds and pharmaceutical compositions in the treatment and prevention of various disorders, such as diabetes and Alzheimer's disease. The invention also relates to methods for inhibiting Aurora-2 activity and for treating or preventing Aurora-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I. The invention also relates to methods for inhibiting cyclin-dependent kinase-2 activity and for treating or preventing inhibiting cyclin-dependent kinase-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I.
    Type: Grant
    Filed: June 3, 2005
    Date of Patent: November 18, 2008
    Assignee: Vertex Pharmaceuticals Incorporated
    Inventors: Jeremy Green, Michael J. Arnost, Albert Pierce
  • Patent number: 7452874
    Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected hydroxy-1-azobenzene derivative.
    Type: Grant
    Filed: January 8, 2007
    Date of Patent: November 18, 2008
    Assignee: SmithKline Beecham Corp.
    Inventors: Kevin J. Duffy, Juan I. Luengo, Antony N. Shaw, Kenneth Wiggall
  • Patent number: 7439342
    Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected hydroxy-1-azobenzene derivative.
    Type: Grant
    Filed: January 8, 2007
    Date of Patent: October 21, 2008
    Assignee: Smith Kline Beecham Corp.
    Inventors: Kevin J. Duffy, Juan I. Luengo
  • Patent number: 7414040
    Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected hydroxy-1-azobenzene derivative.
    Type: Grant
    Filed: June 6, 2003
    Date of Patent: August 19, 2008
    Assignee: SmithKline Beecham Corporation
    Inventor: Dirk A. Heerding
  • Patent number: 7335649
    Abstract: Invented are non-peptide TPO mimetics. Also invented are novel processes and intermediates used in the preparation of the presently invented compounds. Also invented is a method of treating thrombocytopenia, in a mammal, including a human, in need thereof which comprises administering to such mammal an effective amount of a selected hydroxy-1-azobenzene derivative.
    Type: Grant
    Filed: November 9, 2006
    Date of Patent: February 26, 2008
    Assignee: SmithKline Beecham Corporation
    Inventors: Kevin J. Duffy, Connie Erickson-Miller, Julian Jenkins, Juan I. Luengo, Sophie Visonneau
  • Patent number: 7291184
    Abstract: The present invention relates to a method of reducing the total organic carbon (TOC) content of waste water in the course of the preparation of concentrated solutions or suspensions of anionic organic compounds, which method comprises increasing the concentration of an aqueous solution or suspension of an anionic organic compound in the form of its free acid or its alkali metal salt, having a salt content of less than 5% of extraneous salt by weight based on the total solution or suspension, by microfiltration, ultrafiltration and/or nanofiltration, a) the membrane pore size being so selected that compounds having molecular weights in the range from 300 to 1000 Daltons or higher are retained, and b) the content of anionic compound in the concentrate being so adjusted to from 10 to 50% by weight that the total organic carbon (TOC) content of the permeate is less than 0.
    Type: Grant
    Filed: October 31, 2002
    Date of Patent: November 6, 2007
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Kurt Huber, Rolf Lucas, Jacek Malisz, Ernst Wagner
  • Patent number: 6916798
    Abstract: The present invention relates to compounds of formula I that are useful as GSK-3 inhibitors. The invention also relates to methods of using compounds of formula I or pharmaceutical compositions comprising compounds of formula I to inhibit GSK-3 activity. The invention further provides methods of utilizing these compounds and pharmaceutical compositions in the treatment and prevention of various disorders, such as diabetes and Alzheimer's disease. The invention also relates to methods for inhibiting Aurora-2 activity and for treating or preventing Aurora-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I. The invention also relates to methods for inhibiting cyclin-dependent kinase-2 activity and for treating or preventing inhibiting cyclin-dependent kinase-2-mediated diseases using compounds of formula I or pharmaceutical compositions comprising compounds of formula I.
    Type: Grant
    Filed: August 2, 2002
    Date of Patent: July 12, 2005
    Assignee: Vertex Pharmaceuticals Incorporated
    Inventors: Jeremy Green, Michael J. Arnost, Albert Pierce
  • Patent number: 6878196
    Abstract: An ink containing at least one dye represented by formula (1): wherein R1, R2 and R3 are each independently a hydrogen atom or a monovalent group; Z is a nitrogen atom, or a carbon atom to which a hydrogen atom or a monovalent group is bonded; and at least one of R1, R2, R3, and the monovalent group that Z has is a substituent having a heterocyclic group substituted with an azo group.
    Type: Grant
    Filed: January 15, 2003
    Date of Patent: April 12, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
  • Publication number: 20030213405
    Abstract: An ink containing at least one dye represented by formula (1): 1
    Type: Application
    Filed: January 15, 2003
    Publication date: November 20, 2003
    Inventors: Toru Harada, Yoshiharu Yabuki, Manabu Ogawa, Hiroshi Iwanaga
  • Patent number: 6613888
    Abstract: An azo dye represented by the following general formulae (10) and (12): (wherein the variables are as defined herein) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.
    Type: Grant
    Filed: June 24, 2002
    Date of Patent: September 2, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
  • Patent number: 6489452
    Abstract: An azo dye represented by the following general formula (1) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: December 3, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
  • Patent number: 6455679
    Abstract: The present invention provides a novel heterylaniline azo dye as well as an ink-jet recording ink and an ink-jet recording method enabling the formation of an image having a good hue and high durability to light and ozone gas. The ink-jet recording ink contains a heterylaniline azo dye derivative having a novel structure. The ink-jet recording method is characterized in that an image is formed by using the ink described above on an image-receiving material comprising a support having thereon an ink-receiving layer containing white inorganic pigment particles.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: September 24, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Yasushi Azuma
  • Patent number: 6359135
    Abstract: Compounds having Formula 1 wherein the symbols have the meaning defined in the specification are inhibitors of the cytochrome P450RAI (retinoic acid inducible) enzyme, and are used for treating diseases responsive to treatment by retinoids.
    Type: Grant
    Filed: April 9, 2001
    Date of Patent: March 19, 2002
    Assignee: Allergan Sales, Inc.
    Inventors: Jayasree Vasudevan, Alan T. Johnson, Dehua Huang, Roshantha A. Chandraratna
  • Patent number: 5919914
    Abstract: Clathrates of bis?6-hydroxy-4-methyl-5-(3-methyl-imidazolium-1-yl)-3-(phen-4-ylazo)pyrid in-2-one!ethylene with aromatics of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.5 -alkyl, C.sub.1 -C.sub.5 -hydroxyalkyl, C.sub.1 -C.sub.5 -alkoxy, C.sub.1 -C.sub.5 -hydroxyalkoxy, C.sub.1 -C.sub.10 -alkyl which is interrupted by 1, 2 or 3 non-neighboring oxygen atoms and is unsubstituted or substituted by hydroxyl, C.sub.1 -C.sub.10 -alkoxy which is interrupted by 1, 2 or 3 non-neighboring oxygen atoms and is unsubstituted or substituted by hydroxyl, or is C.sub.1 -C.sub.6 -alkanoyl, hydroxy, carboxyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, phenylcarbonyl or C.sub.1 -C.sub.6 -alkenyl andR.sup.2 is R.sup.1, hydrogen or phenoxy,a process for their preparation and their use for the preparation of formulations of the dye.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: July 6, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Ruske, Peter Erk, Heidi Hengelsberg
  • Patent number: 5777089
    Abstract: Phenol derivatives of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, X, Y and Z have the meanings stated in the description, are used in particular in nonlinear optics.
    Type: Grant
    Filed: October 15, 1996
    Date of Patent: July 7, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Beckmann, Karl-Heinz Etzbach, Rudiger Sens
  • Patent number: 5717079
    Abstract: There are described color-providing compounds having at least two cyclic 1,3-sulfur-nitrogen moieties and one complete dye or dye intermediate. The color-providing compound is stable in the photographic processing composition but capable of undergoing cleavage in the presence of an imagewise distribution of silver ions and/or soluble silver complex made available as a function of development to liberate a complete dye or dye intermediate in an imagewise distribution corresponding to that of the silver ion and/or the soluble silver complex. The color-providing compounds are useful as image-forming materials in color photographic, photothermographic, thermographic, and other processes.
    Type: Grant
    Filed: March 10, 1997
    Date of Patent: February 10, 1998
    Assignee: Polaroid Corporation
    Inventors: Peter Viski, David P. Waller
  • 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: 5618928
    Abstract: Compounds of formula I: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each independently hydrogen, alkyl or acyl, R.sup.5 is alkyl, X represents a hydrophobic substituent and n is an integer from 1 to 3, and R.sup.6 and R.sup.7 each represent alkyl, cycloalkyl, or aralkyl, or R.sup.6 and R.sup.7 together with the nitrogen to which they are attached form a heterocyclic ring, with the proviso that one or both of R.sup.6 and R.sup.7, or the heterocyclic ring including R.sup.6 and R.sup.7, carries and/or includes at least one oxygen or sulphur atom, or a salt or N-oxide thereof may be used in the treatment of P. carinii infections.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: April 8, 1997
    Assignee: British Technology Group Limited
    Inventors: Malcolm F. G. Stevens, Daniel L. Rathbone, Dennis M. O'Shea
  • 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: 5502174
    Abstract: Fibre-reactive dyestuffs based on barbituric acid, of the following formula ##STR1## wherein the substituents have the meaning given in the description, are distinguished by improved properties.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Ehrenberg, Aloysius Engel, Hermann Henk
  • Patent number: 5502172
    Abstract: New pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxy-carbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: April 6, 1995
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • Patent number: 5446136
    Abstract: Pyrazole azo dyestuffs of the formula (I) ##STR1## in which R.sup.1 denotes hydrogen or an acyl radical,R.sup.2 denotes hydrogen, alkyl, alkenyl, cycloalkyl, aralkyl, aryl or a heterocyclic radical which is optionally bonded via alkylene,R.sup.3 denotes hydrogen, halogen, alkyl or alkoxy,R.sup.4 denotes hydrogen, halogen, hydroxyl, amino, nitro, cyano, alkyl, alkoxy, acylamino, acyloxy or alkoxycarbonyl,R.sup.5 and R.sup.6 independently of one another in each case denote hydrogen, alkyl, aralkyl or aryl orNR.sup.5 R.sup.6 together denotes a hydrogenated heterocyclic radical which is bonded via the nitrogen and optionally contains further hetero atoms,it being possible for all the alkyl, alkenyl, cycloalkyl, aralkyl, aryl, alkoxy and heterocyclic radicals present to be optionally substituted by nonionic substituents, a novel process for their preparation and their use for dyeing and printing materials.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: August 29, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kerstin Pape, Horst Berneth
  • 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: 5326865
    Abstract: Arylazo and poly(arylazo) dyes having at least one core radical selected from naphthyl or anthracyl and having at least one 2,3-dihydro-1,3-dialkyl perimidine substituent, a guest-host composition comprising a liquid crystal host solvent and the arylazo or poly(arylazo) dichroic dye, and a liquid crystal display comprising the guest-host composition, are disclosed.
    Type: Grant
    Filed: June 8, 1990
    Date of Patent: July 5, 1994
    Assignee: Hercules Incorporated
    Inventors: Robert P. Grasso, Michael K. O'Brien, Paul J. Shannon
  • 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: 5235047
    Abstract: Provided are certain bathochromic azo dyes which are prepared by reacting 2-aminothiphenes or 2-aminothiazoles, which contain a primary amino group, with 2-chloro-3-negatively-substituted maleimides. These compounds are then diazotized and coupled with azo components, for example, anilines, 1,2,3,4-tetrahydroquinolines, 2,3-dihydroindiles, and 3,4-dihydro-2H-1,4-benzoxazines to form blue-cyan azo dyes.
    Type: Grant
    Filed: September 3, 1992
    Date of Patent: August 10, 1993
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Max A. Weaver
  • Patent number: 5218095
    Abstract: The novel dispersion dyes of the formula ##STR1## in which R.sub.1 is a C.sub.2 -C.sub.8 alkyl radical which is substituted by hydroxyl, halogen, a radical --X--C.sub.1 -C.sub.8 alkyl or --X--phenyl, in which X is a bridging member of the formula --O--, ##STR2## and R.sub.2 and R.sub.3, independently of one another, are each an unsubstituted C.sub.1 -C.sub.8 alkyl radical or a C.sub.2 -C.sub.8 alkyl radical which is substituted as mentioned for R.sub.1, or in which R.sub.1 and R.sub.2 together with the nitrogen atom linking them are a heterocyclic radical, are suitable in particular for the dyeing of polyester textile material.
    Type: Grant
    Filed: February 15, 1991
    Date of Patent: June 8, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Martin Trottmann
  • Patent number: 5179207
    Abstract: Provided are certain substituted 2-aminothiazoles and 2-aminothiophenes which are useful as red colorants and as intermediates in the synthesis of bathochromic azo dyes. These compounds are prepared by reacting 2-aminothiophenes or 2-aminothiazoles, which contain a primary amino group, with 2-chloro-3-negatively-substituted maleimides. These compounds can be diazotized and coupled with azo components, for example, anilines, 1,2,3,4-tetrahydroquinolines, 2,3-dihydroindoles, and 3,4-dihydro-2H-1,4-benzoxazines to form bathochromic blue-cyan azo dyes.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: January 12, 1993
    Assignee: Eastman Kodak Company
    Inventors: James J. Krutak, Max A. Weaver
  • Patent number: 5128457
    Abstract: Newly synthesized chromogenic thiol-indicating benzoisthiazolone derivatives having the structure: ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, are useful in the detection of thiols, particularly in an aqueous system. This process comprises contacting the aqueous system with a chromogenic thiol-indicating benzoisothiazolone derivative as described herein. Chromophoric changes due to thiol-mediated reduction of the benzothiazolone derivative then occur. Such changes can be in a solution or on an indicator surface in contact or having been in contact with the aqueous system. The chromophoric changes, due to a bathochromic shift in characteristics light absorption upon reduction of the benzoisothiazolone derivative, are proportional to the amount or rate of appearance of thiols in the aqueous system.
    Type: Grant
    Filed: December 5, 1991
    Date of Patent: July 7, 1992
    Assignee: Miles Inc.
    Inventors: James P. Albarella, David L. Garling, Robert P. Hatch
  • Patent number: 5093308
    Abstract: Azo dyes useful for thermotransfer printing have the formula ##STR1## where R.sup.1 and R.sup.2 are each H; alkyl, alkoxyalkyl, alkanoyloxyalkyl, alkoxycarbonyloxyalkyl, alkoxycarbonylalkyl, haloalkyl, hydroxyalkyl or cyanoalkyl each of up to 20 carbon atoms and each of which may be substituted by phenyl, C.sub.1 -C.sub.4 -alkylphenyl, C.sub.1 -C.sub.4 -alkoxyphenyl, halophenyl, benzyloxy, C.sub.1 -C.sub.4 -alkylbenzyloxy, C.sub.1 -C.sub.4 -alkoxybenzyloxy, halobenzyloxy, halogen, hydroxyl or cyano; phenyl or cyclohexyl which may each be substituted by C.sub.1 -C.sub.15 -alkyl, C.sub.1 -C.sub.15 -alkoxy, halogen or benzyloxy; or a radical II[--W--O].sub.n --R.sup.4 IIwhere W is identical or different C.sub.2 -C.sub.5 -alkylene, n is 1-6, R.sup.4 is C.sub.1 -C.sub.4 -alkyl or phenyl which may be substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, R.sup.3 is H, NH.sub.2, OH or C.sub.1 -C.sub.3 -alkyl, X is H, Cl, Br, No.sub.2, methyl, phenoxy, tolyloxy, dimethylphenyloxy, chlorophenoxy or C.sub.
    Type: Grant
    Filed: September 28, 1990
    Date of Patent: March 3, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Ruediger Sens, Gunther Lamm, Karl-Heinz Etzbach
  • Patent number: 5001229
    Abstract: Basic dyestuffs of the formula ##STR1## or tautomeric forms thereof, whereinR.sub.1 and R.sub.2 stand for hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen,Q - E stands for C-S, C-O, C-NH or N.sup..sym. -N.sup..crclbar.,A stands for C.sub.1 -C.sub.4 -alkylene,W stands for the radical of an aliphatic mono-, di-, tri-, tetra-, penta-, hexa- or heptamine, which can be protonated or quaternized,n stands for 0 to 1.5 andp stands for 1.3 to 10,are suitable for dyeing materials which can be dyed with basic dyestuffs.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: March 19, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Franke, Peter Wild
  • 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: 4962191
    Abstract: Dyes suitable for dyeing a wide range of textile and non-textile materials, in particular for dyeing leather and pelts, having, in the form of the free acid, the formula ##STR1## wherein D.sub.1 and D.sub.2 are each independently of the other the radical of a diazo component of the benzene or naphthalene series which carries a hydroxy or carboxy in ortho-position to the azo group and which may or may not be further substituted,K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series which carries the group X in ortho-position to the azo group and which may or may not be further substituted,Me is chromium or cobalt,Q is an unsubstituted or substituted phenyl or naphthyl radical or an unsubstituted or substituted aromatic-heterocyclic radical,R.sub.1 is unsubstituted or substituted C.sub.1 -C.sub.6 alkyl or unsubstituted or substituted phenyl,R.sub.2 is hydrogen or independently has the meaning of R.sub.1, X is --O-- or --NR.sub.3,R.sub.3 is hydrogen or C.sub.
    Type: Grant
    Filed: August 28, 1989
    Date of Patent: October 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Kurt Burdeska
  • Patent number: 4960873
    Abstract: Isothiazoleazo dyes I ##STR1## where R.sup.1 is H, halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and A is the radical of a coupling component are used predominantly as disperse dyes for dyeing hydrophobic organic fibers and fiber materials.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: October 2, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Gunther Lamm, Helmut Reichelt, Ernst Schefczik
  • Patent number: 4952685
    Abstract: A detectable molecule of the formulaA.sup.3 --(--X--R.sup.1 --E--Det.sup.b).sub.mwhere A.sup.3 is A.sup.2 or a polymer, where A.sup.3 has at least one modifiable reactive group selected from the group consisting of amino, hydroxy, cis OH, halides, aryl, imidazoyl, carbonyl, carboxy, thiol or a residue comprising an activated carbon; --X-- is selected from the group consisting of ##STR1## a C.sub.1 -C.sub.10 branched or unbranched alkyl or aralkyl, which may be substituted by --OH; --Y-- is a direct bond to --E--, or --Y-- is --E--R.sup.2 -- where R.sup.2 is a C.sub.1 -C.sub.10 branched or unbranched alkyl; Z.sub.a is chlorine, bromine or iodine; E is O, NH or an acyclic divalent sulfur atom; Det.sup.b is a chemical moiety capable of being detected, preferably comprising biotin or a metal chelator of the formula: ##STR2## or the 4-hydroxy or acyloxy derivative thereof, where R.sup.3 is C.sub.1 -C.sub.4 alkyl or CH.sub.
    Type: Grant
    Filed: April 28, 1987
    Date of Patent: August 28, 1990
    Assignee: Enzo Biochem, Inc.
    Inventor: Jannis G. Stavrianopoulos
  • Patent number: 4952681
    Abstract: Compounds of the formula I ##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 disclosed. They are useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: July 27, 1988
    Date of Patent: August 28, 1990
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 4920208
    Abstract: Basic azo dyestuffs of the general formula ##STR1## and tautomers thereof, in which D is the radical of a diazo or tetrazocomponent free of anionic groups,X is O or NH,R.sup.1, R.sup.2 are hydrogen, alkyl or aryl,B is a bridge member andR.sup.3, R.sup.4 are hydrogen, alkyl, alkenyl or aralkyl orR.sup.2 and R.sup.3 together with B and the two nitrogen atoms to which they are bonded form a 5- or 6-membered heterocyclic and in this caseB also stands for a direct bond, orR.sup.3 and R.sup.4 together with the nitrogen atom to which they are bonded form a 5- or 6-membered heterocyclic,n is 1 or 2, and in whichthe cyclic and acyclic radicals can in turn be substituted by radicals customary in dyestuff chemistry, find utility for dyeing and coloring synthetic and natural materials.
    Type: Grant
    Filed: September 28, 1988
    Date of Patent: April 24, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Aloysius Engel
  • Patent number: 4914190
    Abstract: 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: Grant
    Filed: March 11, 1988
    Date of Patent: April 3, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Liechti, Angelo Della Casa
  • Patent number: 4908437
    Abstract: The invention relates to novel thienone compounds useful in dyeing fibers, of the formula: ##STR1## where R.sup.1 is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.4 -monoalkylcarbamoyl or -dialkylcarbamoyl,R.sup.2 is hydrogen, C.sub.1 -C.sub.8 -alkyl, substituted or unsubstituted phenyl, furyl, thienyl or halogen,X is nitrogen or CR.sup.4 where R.sup.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano or substituted or unsubstituted phenyl, andR.sup.3 is an aniline, thiazole, indole, styrol or isoindole radical, with the proviso that if R.sup.1 is cyano, X is CH and R.sup.3 is 4-dimethylaminophenyl or styryl, then R.sup.2 is not methyl or phenyl and that if R.sup.1 is cyano, X is CH and R.sup.3 is phenyl or 4-methoxyphenyl, then R.sup.2 is not phenyl.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: March 13, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Johannes P. Dix, Helmut Reichelt, Masahiro Hayashi
  • Patent number: 4894447
    Abstract: 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: Grant
    Filed: April 9, 1987
    Date of Patent: January 16, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Jean-Marie Adam
  • Patent number: 4877412
    Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • 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: 4843151
    Abstract: The monoazo dyes of the formula ##STR1## in which K is the radical of a coupling component of the aminobenzene, alkoxybenzene, hydroxybenzene, pyrazolone, aminopyrazole, pyrimmidine, indole, diphenylamine or acetoacetamide series, R is a substituted or unsubstituted C.sub.1-12 alkyl, cycloalkyl, aralkyl or aryl radical, X is a --CO-- or --SO.sub.2 -- group, a --COO-- group, R being attached to the oxygen atoms, or an --SO.sub.2 NH-- or ##STR2## group, R being attached to the nitrogen atom and Y being hydrogen or C.sub.1-4 alkyl, and Z is hydrogen or C.sub.1-4 alkyl, produce dyeings having good fastness to light and wet processing on polyamide material.
    Type: Grant
    Filed: April 9, 1987
    Date of Patent: June 27, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4841036
    Abstract: A dis-azo dye for polyester fibers represented by the formula ##STR1## wherein Y is hydrogen or acetylamino and R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl, cyanoethyl, acetoxyethyl or C.sub.1 -C.sub.4 alkoxyethyl.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: June 20, 1989
    Assignee: Mitsubishi Chemical Industries, Limited
    Inventors: Seiichi Imahori, Kiyoshi Himeno, Junji Yoshihara
  • Patent number: 4760133
    Abstract: A process for preparing a disazo dye represented by the following formula: ##STR1## wherein R.sup.1 and R.sup.2 each represents a hydrogen atom, a halogen atom, a nitro group, a trifluoromethyl group, a lower alkoxycarbonyl group or a lower alkylsulfonyl group, R.sup.3 represents a lower alkyl or allyl group which may optionally have a substituent or substituents, and R.sup.4 represents a lower alkyl or allyl group having a substituent or substituents, which comprises diazotizing an amine represented by the following formula: ##STR2## wherein R.sup.1 and R.sup.2 are the same as defined above, and coupling the diazotized product with a bis(N,N-di-substituted anilino)methane represented by the following formula: ##STR3## wherein R.sup.3 and R.sup.4 are the same as defined above.
    Type: Grant
    Filed: January 14, 1983
    Date of Patent: July 26, 1988
    Assignee: Research Association of Synthetic Dyestuffs
    Inventors: Toshio Niwa, Kiyoshi Himeno, Shuichi Maeda, Yukiharu Shimizu