The Hetero Ring Is Six-membered And Contains Nitrogen (e.g., Pyridine, Etc.) Patents (Class 534/766)
  • Patent number: 11085012
    Abstract: A single dose pack and methods for producing and using the same are provided. In one embodiment, a single dose pack includes a wash composition encapsulated within a water-soluble container formed from a water-soluble or water-dispersible film. The wash composition includes an ionic detergent surfactant present at from about 5 to about 55 weight percent, water present at from about 5 to about 20 weight percent, glycerol present at from about 3 to about 56 weight percent, polyethylene glycol present at from about 8 to about 56 weight percent, and optionally propylene glycol present at from about 0 to about 35 weight percent, based on a total weight of the wash composition. A sum of the glycerol, the polyethylene glycol, and the propylene glycol is present at from about 22 to about 60 weight percent, based on the total weight of the wash composition.
    Type: Grant
    Filed: October 30, 2017
    Date of Patent: August 10, 2021
    Assignee: Henkel IP & Holding GmbH
    Inventors: Daniel Thomas Piorkowski, Casey Elphege Camire
  • Patent number: 9546279
    Abstract: Provided are anthraquinone azo dyes and dye mixtures which are distinguished by a very good build-up capacity and which also yield tinctorially strong dyeings or prints in a golden-yellow to orange shade having all around good properties, especially high temperature light fastness properties.
    Type: Grant
    Filed: May 15, 2013
    Date of Patent: January 17, 2017
    Assignee: HUNTSMAN INTERNATIONAL LLC
    Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Yvonne Pesek
  • Publication number: 20150080561
    Abstract: The present invention relates to laundry care compositions comprising carboxylate dyes. The laundry care compositions can be laundry detergent compositions, laundry additive compositions such as fabric enhancer compositions or bleach additive compositions. Preferably, the laundry care composition is a laundry detergent composition. The composition can be a solid, such as a powder, tablet or bar, or a liquid. The composition can be in the form of a unit dose, such as pouch. Suitable unit dose pouches include single compartment and multi-compartment pouches.
    Type: Application
    Filed: September 4, 2014
    Publication date: March 19, 2015
    Inventors: Eduardo Torres, Sanjeev Kumar Dey, Gregory Scot Miracle
  • Publication number: 20140024621
    Abstract: The invention generally relates to aminopyridines and methods of use thereof. In certain embodiments, the invention provides an aminopyridine or a pharmaceutically-acceptable salt thereof, in which the aminopyridine or the salt thereof includes a cleavable functional group that substantially prevents extra-hepatic hydrolysis.
    Type: Application
    Filed: July 23, 2012
    Publication date: January 23, 2014
    Applicant: MS THERAPEUTICS LIMITED
    Inventors: Michael J. Hudson, Alan Palmer, Richard Todd, Patrick Camilleri
  • Patent number: 8247479
    Abstract: The invention, relates to azo-compounds of formula (I), wherein >N—O—R substituted 2,2,6,6-tetraalkyl-piperidyl groups are present. These azo-compounds have excellent flame retardant properties, either if applied alone, or combined with other compounds, having flame retardant properties.
    Type: Grant
    Filed: February 13, 2008
    Date of Patent: August 21, 2012
    Assignee: BASF SE
    Inventors: Michael Roth, Rudolf Pfaendner, Carl-Eric Magnus Wilén, Melanie Aubert
  • Publication number: 20110262716
    Abstract: A compound of Formula (1) and salts thereof: wherein: R1 and R2 are independently H or optionally substituted C1-4alkyl; R3 is optionally substituted aryl or optionally substituted heteroaryl; X and Y are independently an acetyl group, an acetate ester group, a carbonamide group, a sulfoxide group, a sulfone group, a phosphonate group, a nitro group, a nitrile group, an isonitrile group, a quaternary amine, a carbonyl group (other than a carboxylic acid), a polyhaloalkyl group or a halogen atom; a+b=0 to 4; and n=1 to 6. Also ink-jet compositions, processes and cartridges and printed material.
    Type: Application
    Filed: November 26, 2009
    Publication date: October 27, 2011
    Inventors: Gavin Wright, Toshiki Fujiwara
  • Publication number: 20110242197
    Abstract: A compound of Formula (1) and salts thereof: wherein: R1 and R2 are independently H or optionally substituted C1-4alkyl; R3 is optionally substituted alkyl, optionally substituted aryl or optionally substituted heteroaryl; R4 and R5 are independently H, optionally substituted alkyl optionally substituted aryl or optionally substituted heteroaryl with the proviso that R4 and R5 do not carry a carboxylic acid substituent; X and Y are independently an acetyl group, an acetate ester group, an amide group, a sulfoxide group, a sulfone group, a phosphonate group, a nitro group, a nitrile group, an isonitrile group, a quaternary amine, a carbonyl group (other than a carboxylic acid), a polyhaloalkyl group or a halogen atom; a+b=0 to 4; n=1 to 6; and m is greater than 0: provided that the compounds of Formula (1) contain at least one substituent selected from the group consisting of —SO3H and —PO3H2. Also compositions, inks, printing processes, printed materials and ink-jet cartridges.
    Type: Application
    Filed: November 26, 2009
    Publication date: October 6, 2011
    Applicants: Fujifilm Imaging Colorants, Limited, Fujifilm Corporation
    Inventors: Clive Edwin Foster, Gavin Wright, Toshiki Fujiwara
  • Patent number: 7951922
    Abstract: There are provided a novel optical information recording material or medium excellent in various holographic optical information recording properties such as sensitivity, response speed, long-term storage stability, and repeatability, and a substance therefor.
    Type: Grant
    Filed: August 12, 2005
    Date of Patent: May 31, 2011
    Assignee: National Institute of Advanced Industrial Science and Technology
    Inventors: Takashi Fukuda, Jun Young Kim, Daisuke Barada, Nobuko Fukuda, Kyoko Tsuji, Hirobumi Ushijima, Kaoru Tamada
  • Patent number: 7947815
    Abstract: An azo dye represented by the following formula (I): wherein, in formula (I), R1, R2, R3, and R4 each independently represent a hydrogen atom, an aliphatic group, an aryl group, a halogen atom, an acyl group, a cyano group, an acylamino group, an aliphatic oxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an aliphatic sulfonyl group, an arylsulfonyl group, a sulfamoyl group, an aliphatic oxycarbonylamino group, an aryloxycarbonylamino group, a sulfo group, a carboxyl group, a carbamoylamino group, a sulfamoylamino group, or an aliphatic- or aromatic-sulfonylamino group, wherein R1 and R2 and/or R3 and R4 may be combined with each other to form a five- or six-membered aromatic ring or non-aromatic ring; X represents a carbon atom or a nitrogen atom, wherein n is 0 when X is a nitrogen atom and n is 1 when X is a carbon atom; A, B, C, and D each represent a carbon atom or a nitrogen atom, provided that at least one of A, B, C and D represents a nitrogen atom; Y represents a substituent; and
    Type: Grant
    Filed: June 29, 2005
    Date of Patent: May 24, 2011
    Assignee: FUJIFILM Corporation
    Inventor: Yasuhiro Ishiwata
  • Publication number: 20110011306
    Abstract: An azo pigment showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness, and a pigment dispersion containing the azo pigment are provided. An azo pigment represented by the following general formula (1) and a pigment dispersion containing the pigment: wherein G represents an aliphatic group, an aryl group, or a heterocyclic group, Y represents a hydrogen atom or an aliphatic group, R1 represents an aliphatic group, an aliphatic amino group, an arylamino group, a heterocyclic amino group, an acylamino group, a sulfonamido group, an amino group, or a heterocyclic group, R2 and R3 each independently represents an aliphatic amino group, an arylamino group, a heterocyclic amino group, an acylamino group, a sulfonamido group, an amino group, or a heterocyclic group, X1 represents a nitrogen atom or C—Z, Z represents an electron-withdrawing group having a Hammett ?p value of 0.
    Type: Application
    Filed: March 5, 2009
    Publication date: January 20, 2011
    Applicant: FUJIFILM CORPORATION
    Inventors: Nobuo Seto, Keiichi Tateishi
  • Publication number: 20100269269
    Abstract: The subject of the present invention is azo derivatives containing a pyrazolinone unit having the following formula (I), their mesomeric forms, their addition salts with an acid and their solvates and their use for dyeing keratin fibers. The subject of the invention is also a composition for dying keratin fibers comprising at least one azo derivative containing a pyrazolinone unit of formula (I) as direct dye, and the method for dyeing keratin fibers using this composition. The present invention makes it possible in particular to obtain chromatic colours that are resistant to the various attacks to which the hair may be subjected, in particular to shampoos and to light.
    Type: Application
    Filed: June 19, 2008
    Publication date: October 28, 2010
    Inventors: Aziz Fadli, Eric Metais
  • Patent number: 7819961
    Abstract: A compound of Formula (1) and salts thereof: wherein: R1 and R2 are independently H or optionally substituted alkyl; X and Y are independently CO2H or COSH; Q and T are independent substituents; a+n is 0 to 4; b+m is 0 to 4; and n+m are at least 1; also ink-jet compositions, processes and printed material.
    Type: Grant
    Filed: May 12, 2008
    Date of Patent: October 26, 2010
    Assignees: Fujifilm Imaging Colorants Limited, Fujifilm Corporation
    Inventor: Gavin Wright
  • Publication number: 20100245509
    Abstract: An ink includes at least one coloring matter represented by a formula (I): wherein R1 represents one of an alkyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group, a heterocyclic group, an acyl group, an alkyloxycarbonyl group, an aryloxycarbonyl group, a carbamoyl group, an alkylsulfonyl group, an arylsulfonyl group and a sulfamoyl group, which may have a substituent; X1 represents one of —CR2? and a nitrogen atom, R2 represents one of a hydrogen atom and a substituent, and when R2 represents a substituent, R2 may have a substituent; X2 represents one of —CR3? and a nitrogen atom, and R3 represents an electron-withdrawing group having a ?p value of 0.20 or more; when X1 represents —CR2?, a pair of R1 and R2 and/or when X2 represents —CR3?, a pair of R2 and R3 each may combine to form a 5- to 7-membered ring; the coloring matter may form one of a dimer and a trimer through R1, R2, R3 or A; and A represents a prescribed aryl group or heterocyclic group etc.
    Type: Application
    Filed: January 19, 2007
    Publication date: September 30, 2010
    Applicant: FUJIFILM CORPORATION
    Inventor: Keiichi Tateishi
  • Publication number: 20100221430
    Abstract: An ink includes at least one coloring matter represented by a formula (1): wherein X1 represents one of —CR1? and a nitrogen atom; X2 represents one of —CR2? and a nitrogen atom; X3 represents one of —CR3? and a nitrogen atom; R1, R2 and R3 each independently represents one of a hydrogen atom and a substituent; when R1, R2 and R3 each represents a substituent, the substituent may have a substituent; A represents one group selected from a prescribed pyridine ring group, pyrimidine ring group and quinoline ring group.
    Type: Application
    Filed: January 19, 2007
    Publication date: September 2, 2010
    Applicant: FUJIFILM CORPORATION
    Inventor: Keiichi Tateishi
  • Publication number: 20100144935
    Abstract: The invention, relates to azo-compounds of formula (I), wherein >N—O—R substituted 2,2,6,6,-tetraalkyl-piperidyl groups are present. These azo-compounds have excellent flame retardant properties, either if applied alone, or combined with other compounds, having flame retardant properties.
    Type: Application
    Filed: February 13, 2008
    Publication date: June 10, 2010
    Applicant: CIBA CORPORATION
    Inventors: Michael Roth, Rudolf Pfaendner, Carl-Eric Wilen, Melanie Aubert
  • Patent number: 7625621
    Abstract: The present invention provides novel azo dye material based on antipyrine azo structure and metal complexes containing such azo compounds which are suitable for optical recording media. The dyes exert high light-fastnesses properties and excellent recording characteristics. In particular the invention relates to optical layers comprising such dyes, to a method for manufacturing such optical layers and to optical recording media comprising such optical layers.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: December 1, 2009
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Pascal Steffanut
  • Patent number: 7601819
    Abstract: A dye represented by the following formula (1-1), a colored curable composition using the same, and a colored curable composition including a dye represented by the following formula (1) and at least one dye represented by the following formula (2) or (3): wherein Ra1 is an aliphatic group, an aryl group, a heterocyclic group, an acyl group or the like; Xa1 is —CRa3? or N; Ra2 and Ra3 are each H or a substituent; B is a coupler residue; A is a residue of a 5-membered heterocyclic diazo component A-NH2; B1 and B2 is —CR1?, —CR2? or N; R5 and R6 is H, an aliphatic group, an aromatic group, a heterocyclic group or the like; G, R1 and R2 is H, halogen, an aliphatic group, an aromatic group, a heterocyclic group, a cyano group, a carboxyl group, a carbamoyl group, an alkoxycarbonyl group or the like; Rd1 to Rd4 is H or an aliphatic group; Rd5 is a sulfo group or a sulfamoyl group; Rd6 to Rd10 is a substituent; m, n, p and q=0 to 3; r=0 to 4.
    Type: Grant
    Filed: January 28, 2005
    Date of Patent: October 13, 2009
    Assignee: FUJIFILM Corporation
    Inventors: Nobuo Seto, Nobuo Suziki
  • Publication number: 20090056038
    Abstract: A hair dye composition containing an azo dye (1) or a salt thereof, (wherein R1 to R4 represents H, aliphatic hydrocarbon group, aryl group, halogen atom, acyl group, cyano group, acylamino group, or the like, wherein R1 and R2, and/or R3 and R4 may be coupled to form a 5- or 6-membered ring; X represents C or N, with the proviso that when X represents C, n stands for 1, and when X represents N, n stands for 0; A1, A2, A3 and A4 each represents N or represents C substituted by Y or having H, with the proviso that at least one of A1, A2, A3 and A4 is a nitrogen atom; and Y represents a substituent with the proviso that m stands for an integer from 0 to 3).
    Type: Application
    Filed: February 10, 2006
    Publication date: March 5, 2009
    Applicant: KAO CORPORATION
    Inventors: Masakazu Yamaguchi, Dominic Pratt, Yasuhiro Ishiwata
  • Publication number: 20080317994
    Abstract: The present invention provides novel azo dye material based on antipyrine azo structure and metal complexes containing such azo compounds which are suitable for optical recording media. The dyes exert high light-fastnesses properties and excellent recording characteristics. In particular the invention relates to optical layers comprising such dyes, to a method for manufacturing such optical layers and to optical recording media comprising such optical layers.
    Type: Application
    Filed: July 29, 2005
    Publication date: December 25, 2008
    Inventor: Pascal Steffanut
  • 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
  • Publication number: 20080081285
    Abstract: An optical information recording medium having a WORM-type recording layer on which information can be recorded by irradiation with a laser light having a wavelength of 440 nm or less, wherein the WORM-type recording layer contains at least one azo-metal complex dye derived from a metal ion (or a metal oxide ion) and an azo dye represented by the following structural formula (I-1) or (I-2). In the structural formulae (I-1) and (I-2), Q represents a carbocyclic group or a heterocyclic group, Q2 and Q3 each represent an atomic group forming a nitrogen-containing heterocycle, and R2 represents a substituent.
    Type: Application
    Filed: September 28, 2007
    Publication date: April 3, 2008
    Applicant: FUJIFILM Corporation
    Inventors: Kousuke WATANABE, Kazutoshi KATAYAMA, Taro HASHIZUME
  • Patent number: 7169909
    Abstract: The present invention relates to dyes of formula (I) wherein R1 is C1–C12alkyl or —CnH2n—(OCH2CH2)m—OR3, n being a number from 2 to 8, m being a number from 0 to 4 and R3 being C1–C12alkyl, C6–C24aryl or C6–C24aralkyl, R2 is methyl, ethyl, n-propyl, n-butyl, 2-methoxyethyl or 2-ethoxyethyl, X is halogen and Y is hydrogen, chlorine or bromine, and to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fiber materials, more especially textile materials
    Type: Grant
    Filed: December 8, 2003
    Date of Patent: January 30, 2007
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Antoine Clément, Alfons Arquint, Urs Lauk
  • Patent number: 7125966
    Abstract: The present invention relates to novel dyestuffs of formula (I) wherein the substituents have the meanings defined in the claims, the production of such dyestuffs, the use of these dyestuffs and material dyed or printed by such dyestuffs
    Type: Grant
    Filed: October 17, 2003
    Date of Patent: October 24, 2006
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Robert Egli
  • Patent number: 7005507
    Abstract: The present invention relates to an azo dye of formula (1), wherein R1 is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, thiadiazole, indazole, benzatriazole, pyrazole, anthraquinone, naphtholic acid imide, chromone, phthalimide or diphenylene oxide series, R2 is an unsubstitued or substitued aryl radical or an unsubstituted or substituted aralkyl radical and R3 is an unsubstituted or substituted aryl radical or an unsubstituted or substituted aralkyl radical, with the proviso that one of the substituents R2 and R3 is an unsubstituted or substituted aryl radical and the other is an unsubstituted or substituted aralkyl radical, 2-hydroxy-2-phenylethyl being expected as a substituted aralkyl radical, to mixtures comprising at least two structually different azo dyes of formula (1) and to the use of those azo dyes and dye mixtures in the dyeing or printing of semi-synthetic or synthetic hydrophobic fibre materials.
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: February 28, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Yvonne Pichler, Urs Lauk
  • Patent number: 6855195
    Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant:
    Type: Grant
    Filed: July 23, 2002
    Date of Patent: February 15, 2005
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
  • Publication number: 20040236084
    Abstract: The present invention provides substituted 2-aminopyridines of formula I, wherein R1, A1, W, X, and Y are as defined in the specification, useful in treating cell proliferative disorders.
    Type: Application
    Filed: January 16, 2004
    Publication date: November 25, 2004
    Applicant: Pfizer Inc
    Inventors: Cathlin Marie Biwersi, Dennis Joseph McNamara, Joseph Thomas Repine, Peter Laurence Toogood, Scott Norman Vanderwel, Joseph Scott Warmus
  • Publication number: 20040143107
    Abstract: The present invention relates to pyridone dyes of formula (1), wherein R is a radical —(CR′H)n—W, R′ is hydrogen, C1-C2alkyl or phenyl, Y is cyano, —CONH2 or —CH2SO3H, W is hydrogen, a radical —NR1R2 or a radical —OR3, R1 and R2 are each independently of the other hydrogen, unsubstituted or hydroxy- or phenyl-substituted C1-C6-alkyl, it being possible for the alkyl chain from C3 upwards to be interrupted by one or more oxygen atoms, or a radical of formula (3), (4) or (5), or R1 and R2 together with the nitrogen atom in —NR1R2 form a heterocyclic ring, R3 is hydrogen, unsubstituted or hydroxy-substituted C1-C6alkyl, phenyl or a radical of formula (6), R4 is alkyl or aryl, R5 and R6 are each independently of the other alkyl, aryl or heteroaryl, n is an integer from 2 to 6, and m is an integer from 1 to 6, a process for the preparation thereof and their use in the production of coloured plastics or polymeric colour particles.
    Type: Application
    Filed: November 5, 2003
    Publication date: July 22, 2004
    Inventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clement
  • Patent number: 6737236
    Abstract: This invention discloses a novel method for conjugating macromolecules to other molecular entities. Specifically, this invention discloses a method for conjugating or derivatizing macromolecules, such as oligonucleotides and proteins, using cycloaddition reactions, such as the Diels-Alder reaction or 1,3-dipolar cycloadditions. Included in the invention are the novel bioconjugated macromolecules that can be prepared according to the method of the invention.
    Type: Grant
    Filed: July 8, 1999
    Date of Patent: May 18, 2004
    Assignee: Proligo, LLC
    Inventors: Wolfgang Pieken, Ken Hill, Bruce Eaton, Danny McGee, Kurt Vagle, Larry Gold, Andrew Stephens
  • Publication number: 20040010058
    Abstract: Disclosed are compounds of the formula 1
    Type: Application
    Filed: June 27, 2002
    Publication date: January 15, 2004
    Applicant: Xerox Corporation
    Inventors: Rina Carlini, Jeffrey H. Banning, James M. Duff, Bo Wu, James D. Mayo
  • Publication number: 20030159617
    Abstract: An ink composition for inkjet recording comprising: an azo dye having an aromatic nitrogen-containing 6-membered heterocycle as a coupling component; an aqueous medium; and a surfactant, wherein the azo dye is dissolved or dispersed in the aqueous medium.
    Type: Application
    Filed: July 3, 2002
    Publication date: August 28, 2003
    Inventors: Nobuhiro Nishita, Yoshiharu Yabuki, Junichi Yamanouchi
  • Publication number: 20030144276
    Abstract: Described is a heterocycle-containing carboxylic acid derivative represented by the following formula (I): 1
    Type: Application
    Filed: January 6, 2003
    Publication date: July 31, 2003
    Applicant: Eisai Co. Ltd.
    Inventors: Kouichi Kikuchi, Katsuya Tagami, Hiroyuki Yoshimura, Shigeki Hibi, Mitsuo Nagai, Shinya Abe, Makoto Okita, Takayuki Hida, Seiko Higashi, Naoki Tokuhara, Seiichi Kobayashi
  • Publication number: 20030136301
    Abstract: A composition comprising a dye of Formula (I) and a dye of Formula (II) or salts thereof, and use of the composition in ink jet printing.
    Type: Application
    Filed: September 4, 2002
    Publication date: July 24, 2003
    Inventors: Andrew Paul Shawcross, Mark Holbrook, Paul Nicholas Ewing
  • Publication number: 20030089274
    Abstract: An ink composition comprising at least one of water-soluble dyes represented by the following formulae (1) to (3) and a surfactant: 1
    Type: Application
    Filed: July 23, 2002
    Publication date: May 15, 2003
    Inventors: Nobuhiro Nishita, Junichi Yamanouchi, Toshiki Fujiwara
  • 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: 6001980
    Abstract: This invention provides a free-flowing polyester dye powder which has superior stability and transparency for application in electro-photographic imaging systems. In another embodiment this invention provides novel chromophoric diester monomers which are reacted with diol monomers to form an invention polyester dye. A present invention toner composition comprises particulate polyester dye, and one or more optional components such as a charge control agent or a surfactant.
    Type: Grant
    Filed: September 3, 1997
    Date of Patent: December 14, 1999
    Assignee: Hoechst Celanese Corporation
    Inventors: Marie Borzo, Rao D. Mikkilineni, Kophu Chiang, Eui-Won Choe, Hyun-Nam Yoon
  • Patent number: 5602238
    Abstract: The present invention relates to disperse dyes having the formula ##STR1## wherein X is hydrogen, halogen, C.sub.1 -C.sub.8 alkyl or phenyl which is unsubstituted or substituted by fluoro, chloro, bromo, methyl, methoxy or nitro; Y is cyano, C.sub.1 -C.sub.4 alkoxycarbonyl or nitro; Z is nitro, cyano, acetyl, benzoyl, formyl, --CH.dbd.C(CN).sub.2, --CH.dbd.C(CN)CO.sub.2 R or carbamoyl which is unsubstituted or substituted by 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, phenyl or (C.sub.1 -C.sub.4 alkyl).sub.1-2 phenyl, and R is C.sub.1 -C.sub.4 alkyl, or X and Z or Y and Z are each simultaneously C.sub.1 -C.sub.4 alkoxycarbonyl, and A, B and C are each independently of one another --NH.sub.2 or --N(R.sub.1)R.sub.2, and R.sub.1 and R.sub.2 are each independently of each other hydrogen, phenyl which is unsubstituted or substituted by hydroxy, C.sub.1 -C.sub.4 alkyl, halogen or C.sub.1 -C.sub.4 alkoxy, or is unsubstituted or C.sub.1 -C.sub.
    Type: Grant
    Filed: August 25, 1995
    Date of Patent: February 11, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: J urgen Schaetzer
  • 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: 5440024
    Abstract: A monoazo disperse dye for dyeing polyester fibers of the following formula (I): ##STR1## wherein one of R.sup.1 and R.sup.2 is ##STR2## wherein W is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, the other of R.sup.1 and R.sup.2 is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkoxy, hydroxyalkoxyalkoxy, acetoxalkoxy, acyloxyalkoxyalkoxy alkoxyalkoxy, alkoxycarbonyloxy or acetoxy, and Y is hydrogen or halogen.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: August 8, 1995
    Assignee: Hoechst Mitsubishi Kasei Co., Ltd.
    Inventors: Kiyoshi Himeno, Toshio Hihara, Wataru Shimizu
  • Patent number: 5391720
    Abstract: Disclosed is an imidazole azo dye of formula (I), which is useful for image formation and as a filter dye, which has a sharp absorption wave and which is fast to light, heat, air, moisture and chemicals. Also disclosed is a thermal transfer dye-donating material containing imidazole azo dye(s) of formula (I) preferably along with aminopyrazole azo dye(s) of formula (II). The material gives a high-density image with good color reproduction, and the image formed has improved storage stability. ##STR1## In (I), B and C independently represent a hydrogen atom or a substituent capable of being substituted in the imidazole ring; A represents an aryl or heterocyclic group; provided that when B is a hydrogen atom, C is not a hydrogen atom nor an alkyl group having from 1 to 3 carbon atoms; provided that when C is a hydrogen atom, B is not a substituted nor unsubstituted alkyl group; provided that C is not a mercapto group or an alkylthio group; and provided that B is not a carboxyl group.
    Type: Grant
    Filed: December 3, 1992
    Date of Patent: February 21, 1995
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Mikoshiba, Tomomi Tateishi
  • Patent number: 5352774
    Abstract: The compounds of the general 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 very useful for dyeing synthetic fibers or plastics.
    Type: Grant
    Filed: September 23, 1993
    Date of Patent: October 4, 1994
    Assignee: Sandoz AG
    Inventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
  • Patent number: 5330543
    Abstract: Azo dyes having the formula ##STR1## wherein the substituents are as defined in the specification and are useful for dyeing or printing textile materials.
    Type: Grant
    Filed: October 27, 1993
    Date of Patent: July 19, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Gunther Lamm, Hermann Loeffler, Helmut Reichelt, Helmut Degen, Arno Lange, Clemens Grund
  • Patent number: 5324826
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1-18 alkyl, substituted C.sub.1-18 alkyl, phenyl, substituted phenyl, C.sub.3-6 alkenyl, substituted C.sub.3-6 alkenyl, C.sub.3-6 alkynyl or substituted C.sub.3-6 alkynyl,R.sub.2 is an electron withdrawing substituent; andK is the residue of a coupling component that is free of any water solubilizing groups.The compounds are disperse dyes which can be used to dye, print or pad fully synthetic or semi-synthetic hydrophobic high molecular weight organic material.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: June 28, 1994
    Assignee: Sandoz Ltd.
    Inventor: Peter Matzinger
  • 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: 5215578
    Abstract: An ink composition that includes water, a water-soluble organic solvent and a dye. The dye is represented by the following Formula, in which the number of sulfonic acid groups and the number of amino groups are each not less than 2, and the number of sulfonic acid groups is less than that of amino groups: ##STR1## Q.sub.1 denotes a substituted phenyl group, pyridyl group or naphthyl group; Q.sub.2 denotes a substituted or unsubstituted p-phenylene group or 1,4-naphthylene group; Q.sub.3 is a SO.sub.3 M-substituted or unsubstituted diaminopyridyl group or a diaminophenyl group substituted by COOM or SO.sub.3 M; M denotes an alkaline metal, ammonium or organic ammonium; and n denotes 0 or 1.
    Type: Grant
    Filed: January 2, 1992
    Date of Patent: June 1, 1993
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
  • Patent number: 5175265
    Abstract: Benzisothiazole-azo dyes useful for dyeing synthetic fiber materials have the formula ##STR1## where X is hydrogen, chlorine, bromine, cyano or nitro and K is a radical of the formula ##STR2## where R.sup.1 is substituted or unsubstituted C.sub.1 -C.sub.12 -alkyl, substituted or unsubstituted phenyl, C.sub.3 -C.sub.5 -alkenyl or C.sub.5 -C.sub.7 -cycloalkyl,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sup.3 is hydrogen or methyl andR.sup.4 is hydrogen, cyano, carbamoyl or C.sub.1 -C.sub.4 -alkoxycarbonyl.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: December 29, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Hansen, Helmut Hagen, Helmut Reichelt
  • Patent number: 5144015
    Abstract: A process for preparing a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye comprising:a) reacting a 3-secondary or tertiary alkyl-4-cyano-5-amino pyrazole or a 3-aryl-4-cyano-5-amino pyrazole with a diazotizing reagent to form a pyrazol-5-yl diazonium salt;b) allowing said diazonium salt to react with an aromatic coupling component to form a 3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 3-aryl-4-cyano-pyrazol-5-yl azo dye; andc) reacting the product of step b) with an aklylating agent in the presence of a base to form a 1-alkyl-3-secondary or tertiary alkyl-4-cyano-pyrazol-5-yl azo dye or a 1-alkyl-3-aryl-4-cyano-pyrazol-5-yl azo dye.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventor: Derek D. Chapman
  • Patent number: 5096794
    Abstract: A photoconductor for electrophotography includes an electroconductive substrate and a photosensitive layer formed on the substrate. The photosensitive layer includes a novel bisazo compound as a charge generating substance therein. One type of bisazo compound is represented by general formula: ##STR1## wherein, A stands for a coupler residue.
    Type: Grant
    Filed: March 22, 1990
    Date of Patent: March 17, 1992
    Assignee: Fuji Electric Co., Ltd.
    Inventors: Masami Kuroda, Yoshimasa Hattori, Noboru Furusho
  • Patent number: 4994564
    Abstract: Thien-3-ylazo dyes of the formula: ##STR1## where X is cyano, nitro, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are identical or different and each is independently of each other substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.3 -C.sub.4 -alkenyl, substituted or unsubstituted phenyl or together with the nitrogen atom linking them a 5- or 6-membered saturated heterocyclic radical, and R.sup.2 may additionally be hydrogen, Y is hydrogen, cyano, C.sub.1 -C.sub.6 -alkanoyl, substituted or unsubstituted benzoyl, C.sub.1 -C.sub.4 -alkylsulfonyl, substituted or unsubstituted phenylsulfonyl, substituted or unsubstituted phenyl or the radical COOR.sup.1 or CONR.sup.1 R.sup.2 where R.sup.1 and R.sup.2 are each as defined above, Z is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: November 10, 1988
    Date of Patent: February 19, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Etzbach, Helmut Reichelt, Guenter Hansen, Ernst Schefczik, Helmut Hagen, Gunther Lamm
  • Patent number: 4992532
    Abstract: The compounds of the formula ##STR1## where the substituents and indices are as defined in claim 1, are green direct dyes for various substrates, in particular cellulosic fibre materials. They are high-temperature stable and therefore are particularly highly suitable for the one-bath, single-stage dyeing of polyester/cotton blend fabrics together with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.
    Type: Grant
    Filed: May 3, 1989
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Schaulin
  • Patent number: 4988594
    Abstract: A photoconductor for electrophotography comprises an electroconductive substrate and a photoconductive layer formed on the substrate and including a novel disazo compound as a charge generating layer. The disazo compound is represented by the following general formula: ##STR1## wherein X1 stands for one of an alkyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted, X.sub.2 stands for one of a hydrogen atom, a cyano group, a carbamoyl group, a carboxyl group, an ester group and an acyl group, each of X.sub.3 and X.sub.4 stands for one of a hydrogen atom, a halogen atom, a nitro group, an alkyl group and an alkoxyl group, both of last two groups may be or not may be substituted, Z stands for one of a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted and --N.dbd.N--D--N--N.dbd.N-- stands for a disazo residual group.
    Type: Grant
    Filed: July 26, 1989
    Date of Patent: January 29, 1991
    Assignee: Fuji Electric, Co. Ltd.
    Inventors: Yoshimasa Hattori, Noboru Furusho, Youichi Nakamura, Masami Kuroda