Acyclic Azo Attached Directly Or Indirectly To The Heterocyclic Ring By Nonionic Bonding Patents (Class 106/31.5)
  • Publication number: 20040074018
    Abstract: The invention relates to a colorant composition that substantially comprises a colorant of formula (1) and a colorant formula (2) or (3). The magenta colorant mixture is advantageously used in ink-jet printing and yields storage-stable and water-proof ink formulations.
    Type: Application
    Filed: August 11, 2003
    Publication date: April 22, 2004
    Inventors: Andreas Wuzik, Josef Geisenberger, Heidemarie Menzel
  • Patent number: 6712890
    Abstract: A water soluble compound of Formula (1) or a salt thereof: wherein: Y is an electron withdrawing group; Y1 is H, alkyl or aryl, OR or NR2 in which each R independently is H, optionally substituted alkyl or optionally substituted aryl; or Y and Y1 together form a 5- or 6- membered ring; X1 is a group or atom with co-ordinates with M; M is hexa co-ordinate metal; G is a group of Formula (2), (3) or (4); and L1, L2 and L3, each independently represent ligands required to complete hexa-coordinate geometry around metal M; wherein: S is a water solubilizing group; Ar is a benzene or naphthalene group in which X is located ortho to the azo group; X is a group or atom which co-ordinates with M; Z provides atoms or groups which complete an optionally substituted 5- or 6-membered aromatic heterocyclic ring; Ring A is an optionally substituted aromatic ring; Ring B is an optionally substituted 5- or 6-membered aromatic heterocyclic ring; n is 0, 1, 2 or 3; and the * signify the points of attachment of t
    Type: Grant
    Filed: January 18, 2002
    Date of Patent: March 30, 2004
    Assignee: Avecia Limited
    Inventors: Maria Soteri Hadjisoteriou, Rachel Anne James
  • Publication number: 20040055508
    Abstract: The present invention provides an ink for ink jet recording, in which the formation of a high-quality image is possible, image keeping quality is excellent, the ink is not dried at an ink jet head, and ejection stability is high, wherein the ink for ink jet recording comprises: at least one dye having a specific structure, in which the at least one dye is dissolved or dispersed in an aqueous medium; and a betaine surfactant, wherein, when the ink has been shaken 30 times or more for 10 seconds and allowed to stand for 3 minutes, a bubble height in the ink is 30 mm or less.
    Type: Application
    Filed: July 3, 2003
    Publication date: March 25, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Akio Miyamoto, Toshiki Taguchi
  • Publication number: 20040050291
    Abstract: The ink set of the present invention provides a high ejection stability, gives an image having an excellent hue, light-resistance and waterproofness and improves the image preservability under severe conditions in ink jet recording, in which the ink set comprising a plurality of inks different in hues, wherein the plurality of inks includes a yellow ink containing a coloring agent that is a dye having: a &lgr;max of from 390 nm to 470 nm; an I(&lgr;max+70 nm)/I(&lgr;max) ratio of not greater than 0.4, in which I(&lgr;max) is the absorbance at &lgr;max and I(&lgr;max+70 nm) is the absorbance at (&lgr;max+70 nm); and a forced fading rate constant of not greater than 5.0×10−2 [hour−1], an ink cartridge having the ink set received therein, an ink jet printer comprising the ink cartridge mounted therein and an image recording method.
    Type: Application
    Filed: August 22, 2003
    Publication date: March 18, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventors: Toshiki Taguchi, Yoshiharu Yabuki, Toru Harada, Naotaka Wachi
  • Patent number: 6706863
    Abstract: The present invention provides Pigment Yellow 180 having an excellent transparency produced by using a fine slurry of 5-acetoacetylamino-benzimidazolone as a coupling component when Pigment Yellow 180 is produced by coupling reaction of 5-acetoacetylamino-benzimidazolone and diazo component obtained by diazotization of 1,2-bis(2-aminophenoxy)ethane.
    Type: Grant
    Filed: August 15, 2002
    Date of Patent: March 16, 2004
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Isao Hashimoto, Noboru Tsuda, Hiroshi Ohsawa, Tomonori Okazaki, Manabu Shiga, Kohei Ohtsuki
  • Publication number: 20040035322
    Abstract: The present invention provides an aqueous ink composition comprising a color microparticle dispersion including an oil-soluble dye, a hydrophilic organic solvent and a perfluoroalkylenesulfonic acid or a fluorine type surfactant other than derivatives thereof, and an ink jet method for recording an image by using this aqueous ink composition.
    Type: Application
    Filed: August 7, 2003
    Publication date: February 26, 2004
    Inventors: Takahiro Ishizuka, Kenji Ikeda
  • Patent number: 6695899
    Abstract: A compound of Formula (1) and salts thereof: wherein: A is a substituted phenyl group carrying a group of the formula —NR3R4 and an ortho carboxy group; n is 0 or 1; L1 and L2 are each independently H, optionally substituted alkyl, optionally substituted cycloalkyl or optionally substituted aryl, or L1 and L2 together with the N atom to which they are attached form an optionally substituted 5- or 6-membered ring; R1 and R2 are each independently optionally substituted alkyl or optionally substituted alkoxy; and R3 and R4 are each independently H, optionally substituted alkyl, optionally substituted cycloalkyl or optionally substituted aryl, or R3 and R4 together with the N atom to which they are attached form an optionally substituted 5- or 6-membered ring; or R3 is H, optionally substituted alkyl, optionally substituted cycloalkyl or optionally substituted aryl; and R4 is an acyl group.
    Type: Grant
    Filed: March 26, 2002
    Date of Patent: February 24, 2004
    Assignee: Avecia Limited
    Inventor: Prahalad Manibhai Mistry
  • Publication number: 20040020404
    Abstract: A process for printing an image on a substrate comprising applying thereto a composition comprising a liquid medium and a compound of Formula (1):
    Type: Application
    Filed: April 11, 2003
    Publication date: February 5, 2004
    Applicant: Avecia Limited
    Inventors: Ajay Haridas Popat, Alan Dickinson, Maria Soteri Hadjisoteriou, Neil James Thompson, Paul Wight, Peter Gregory, Roy Bradbury, Philip John Double, Thomas Paul
  • Publication number: 20040020408
    Abstract: An ink set having a yellow ink containing at least one yellow dye, a magenta ink containing at least one magenta dye, and a cyan ink containing at least one cyan dye, wherein an oxidation potential of the magenta dye and an oxidation potential of the cyan dye are each higher than 0.8 V (vs SCE), and an inkjet recording method using the ink set.
    Type: Application
    Filed: February 20, 2003
    Publication date: February 5, 2004
    Applicant: FUJI PHOTO FILM CO., LTD.
    Inventor: Yoshiharu Yabuki
  • Publication number: 20040020405
    Abstract: A metal chelate compound of the Formula (1) and salts thereof: 1
    Type: Application
    Filed: May 20, 2003
    Publication date: February 5, 2004
    Applicant: Avecia Limited
    Inventors: Gavin Wright, Kevin Johnson, Mairi Elizabeth Raggatt, Prakash Patel
  • Patent number: 6682590
    Abstract: An ink composition comprising: an aqueous medium; a high boiling organic solvent dispersed in the aqueous medium; an oil-soluble dye dissolved in the high boiling organic solvent; and a compound represented by the formula (I) defined in the specification: wherein the oil-soluble dye is represented by the formula (II) defined in the specification.
    Type: Grant
    Filed: November 29, 2001
    Date of Patent: January 27, 2004
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Tadashi Omatsu, Masaki Noro
  • Patent number: 6673140
    Abstract: The present invention is drawn to ink-jet inks that can be used with cyan, magenta, and yellow ink set systems for improved image gamut and lightfastness while maintaining good chroma in the case of color ink and lightness in the case of black ink. More specifically, in an embodiment of the invention, ink sets can comprise specific ink-jet inks having low dye load dyes for use in six-ink systems, for example.
    Type: Grant
    Filed: March 11, 2002
    Date of Patent: January 6, 2004
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Paul Tyrell, Patricia A Wang, Charles G. Dupuy
  • Publication number: 20030226221
    Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.
    Type: Application
    Filed: January 24, 2003
    Publication date: December 11, 2003
    Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
  • Publication number: 20030195342
    Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.
    Type: Application
    Filed: January 24, 2003
    Publication date: October 16, 2003
    Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
  • Publication number: 20030183122
    Abstract: A thermal transfer ink is provided, which includes:
    Type: Application
    Filed: November 5, 2002
    Publication date: October 2, 2003
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Mio Ishida, Yukichi Murata
  • Publication number: 20030172839
    Abstract: The present invention is drawn to ink-jet inks that can be used with cyan, magenta, and yellow ink set systems for improved image gamut and lightfastness while maintaining good chroma in the case of color ink and lightness in the case of black ink. More specifically, in an embodiment of the invention, ink sets can comprise specific ink-jet inks having low dye load dyes for use in six-ink systems, for example.
    Type: Application
    Filed: March 11, 2002
    Publication date: September 18, 2003
    Inventors: Paul Tyrell, Patricia A. Wang, Charles G. Dupuy
  • Patent number: 6607588
    Abstract: Novel addition products of hydroxyl-protecting groups (such as isocyanates) with oxyalkylene-substituted intermediates, such as poly(oxyalkylenated) aniline compounds, for the eventual production of substituted, and substantially pure, colorants, particularly diazo and triphenylmethane derivatives, through the reaction of such intermediates with certain reactants are provided. These new colorants exhibit improved wax and/or oil solubility and high purity, particularly due to the inability of certain impurities to deleteriously react with the protected hydroxyl groups of either the intermediate or the colorant during and/or after formation thereof. A method for producing such novel colorants through utilization of these novel substantially pure colorant intermediates is also provided.
    Type: Grant
    Filed: September 6, 2001
    Date of Patent: August 19, 2003
    Assignee: Milliken & Co.
    Inventor: Rajnish Batlaw
  • Publication number: 20030131756
    Abstract: Disclosed is a process which comprises (a) preparing a first solution comprising water and an anionic dye; (b) preparing a second solution comprising water and a polyquaternary amine compound; (c) admixing the first solution and the second solution, thereby causing formation of a complex of the anionic dye and the polyquaternary amine compound and precipitation of the complex from the solution; and (d) isolating the complex thus formed.
    Type: Application
    Filed: November 7, 2001
    Publication date: July 17, 2003
    Applicant: Xerox Corporation
    Inventors: Thomas W. Smith, Richard L. Colt, Kathleen M. McGrane
  • Publication number: 20030127017
    Abstract: A dye for ink-jet printing on both hydrophilic and hydrophobic papers. The dye includes a chromophore ionically coupled to a counterion. One of the chromophore and the counterion includes a hydrophilic moiety. The other includes a hydrophobic moiety.
    Type: Application
    Filed: October 31, 2001
    Publication date: July 10, 2003
    Inventors: David M. Schut, Christian Schmid
  • Patent number: 6582502
    Abstract: A dye which is represented by any of the following general formula (1), (2), (3) or (4), an ink for inkjet recording which contains at least one of the dyes, and an ink jet recording method which uses the ink. The dye has heterocyclic group which may be substituted and has at least one ionic aqueous group in a molecule.
    Type: Grant
    Filed: January 24, 2001
    Date of Patent: June 24, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Toshiki Fujiwara
  • 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
  • Publication number: 20030088077
    Abstract: The present invention provides a dyestuff good at the clearness of color tone, light resistance, indoor discoloring and fading property, solubility, storage stability, and the like, when the dyestuff is used as a water soluble dyestuff for inkjet recording.
    Type: Application
    Filed: June 24, 2002
    Publication date: May 8, 2003
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Masahiro Yamada, Tomio Yoneyama, Tomohiro Chino
  • Patent number: 6548649
    Abstract: A compound which can be used as a dye and is represented by the following general formulae (I), (II) and (III). In the general formulae, A and B each independently represents a monovalent heterocyclic group bonded to an azo group by a carbon atom of the monovalent heterocyclic group; m and n each independently represents one of 0 and 1; and M represents one of a hydrogen atom and a monovalent positive ion.
    Type: Grant
    Filed: January 31, 2002
    Date of Patent: April 15, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Mikoshiba, Tadashi Omatsu, Makoto Suzuki, Koushin Matsuoka, Masuji Motoki
  • Publication number: 20030061964
    Abstract: Novel addition products of hydroxyl-protecting groups (such as isocyanates) with oxyalkylene-substituted intermediates, such as poly(oxyalkylenated) aniline compounds, for the eventual production of substituted, and substantially pure, colorants, particularly diazo and triphenylmethane derivatives, through the reaction of such intermediates with certain reactants are provided. These new colorants exhibit improved wax and/or oil solubility and high purity, particularly due to the inability of certain impurities to deleteriously react with the protected hydroxyl groups of either the intermediate or the colorant during and/or after formation thereof. A method for producing such novel colorants through utilization of these novel substantially pure colorant intermediates is also provided.
    Type: Application
    Filed: September 6, 2001
    Publication date: April 3, 2003
    Inventor: Rajnish Batlaw
  • Patent number: 6527844
    Abstract: An ink jet ink composition comprising water, a humectant, a polyvalent transition metal complex of an 8-heterocyclylazo-5-hydroxy-quinoline and an anti-kogation material comprising an alkali metal salt of a monobasic organic or inorganic acid. Examples of anti-kogation materials useful in the invention include sodium hexanoate, sodium sulfate, sodium propionate, sodium benzoate, sodium p-toluenesulfonate, sodium acetate, sodium bromide, sodium nitrate, potassium nitrate, lithium nitrate, lithium acetate, tetramethylammonium acetate and tetrabutylammonium bromide.
    Type: Grant
    Filed: February 27, 2001
    Date of Patent: March 4, 2003
    Assignee: Eastman Kodak Company
    Inventors: David Erdtmann, Edgardo Lopez, Richard C. Van Hanehem, Steven Evans
  • Patent number: 6524378
    Abstract: An ink jet printing method, comprising the steps of: A) providing an ink jet printer that is responsive to digital data signals; B) loading the printer with an ink jet recording element comprising a support having thereon an image-receiving layer; C) loading the printer with an ink jet ink composition comprising water, a humectant, a polyvalent transition metal complex of an 8-heterocyclylazo-5-hydroxy-quinoline and an anti-kogation material comprising an alkali metal salt of a monobasic organic or inorganic acid; and D) printing on the image-receiving layer using the ink jet ink composition in response to the digital data signals. Examples of anti-kogation materials useful in the invention include sodium hexanoate, sodium sulfate, sodium propionate, sodium benzoate, sodium p-toluenesulfonate, sodium acetate, sodium bromide, sodium nitrate, potassium nitrate, lithium nitrate, lithium acetate, tetramethylammonium acetate and tetrabutylammonium bromide.
    Type: Grant
    Filed: February 27, 2001
    Date of Patent: February 25, 2003
    Assignee: Eastman Kodak Company
    Inventors: David Erdtmann, Steven Evans, Edgardo Lopez, Richard C. Van Hanehem
  • Patent number: 6521030
    Abstract: A set of inkjet inks with at least one of light magenta ink having high lightfastness magenta dye, a light cyan ink having high lightfastness cyan dye, light yellow ink having high lightfastness yellow dye and light black having high lightfastness black dye.
    Type: Grant
    Filed: June 20, 2000
    Date of Patent: February 18, 2003
    Assignee: Hewlett-Packard Company
    Inventor: John L Stoffel
  • Publication number: 20030024435
    Abstract: Black-dyeing aqueous inks comprising
    Type: Application
    Filed: January 29, 2002
    Publication date: February 6, 2003
    Inventors: Urs Lehmann, Athanassios Tzikas, Marcel Frick
  • Patent number: 6511535
    Abstract: The invention relates to a method for printing fibrous textile materials using the ink-jet printing technique, wherein the fibrous materials are printed with an aqueous ink that comprises at least one acid dye according to claim 1 and that has a viscosity of from 1 to 40 mPa·s.
    Type: Grant
    Filed: January 3, 2001
    Date of Patent: January 28, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Roger Lacroix, Peter Scheibli, Mickael Mheidle
  • Patent number: 6503308
    Abstract: The present invention provides black ink compositions for use in inkjet printing, which exhibit improved neutral color, light fastness, and gray scale properties. The black ink compositions generally include a mixture of two or more black dyes in balanced concentrations to obtain black ink having the improved properties while retaining good print-ability in an inkjet pen. In one aspect, a black ink composition may include a mixture of pacified Reactive Black 31 and Direct Black 168.
    Type: Grant
    Filed: December 20, 2000
    Date of Patent: January 7, 2003
    Assignee: Hewlett-Packard Company
    Inventors: Rodney D. Stramel, Kai Kong Iu
  • Patent number: 6500247
    Abstract: Black-dyeing aqueous inks having good black shades without a shade change in artificial light and outstanding lightfastness comprising 20 to 95% by weight of at least one dye (A), together with 5 to 80% by weight of at least one dye chosen from the group consisting of (B) and (C), based on the total weight of the dyes (A), (B) and (C) in the ink, and 1 to 40% by weight of a water-miscible organic solvent, based on the total weight of the ink, the dye (A) containing, as the colouring part of the molecule, one or more radicals of the formula (I), (II), (III) or (IV) the dye (B) containing, as the colouring part of the molecule, one or more mono- or disazo radicals containing sulfo groups or one or more radicals of the formula (V), (VI), (VII) or (VIII) and the dye (C) containing, as the colouring part of the molecule, one or more mono- or disazo radicals containing sulfo groups or one or more radicals of the formulae (V), (VI), (VII) or (VII) and one or more radicals of the f
    Type: Grant
    Filed: February 1, 2000
    Date of Patent: December 31, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lehmann, Althanassios Tzikas, Marcel Frick
  • Patent number: 6494942
    Abstract: An aqueous ink jet ink is disclosed which comprises an effective amount of an azomethine dye having at least one water solubilizing functional group covalently attached thereto. The water solubilizing functional group can either be directly attached to the azomethine dye and/or can be attached to the azomethine dye through an electrophilic coupling moiety. If an organic spacer group is used to separate the water solubilizing functional group from azomethine dye or the electrophilic coupling moiety, then straight and branched chained alkyl groups having from about 1 to 10 carbon atoms is preferred. Preferred azomethine dyes can be pyrazolone azomethines, pyrazolotriazole azomethines, and combinations thereof. Additionally, an aqueous ink jet ink is disclosed comprising an effective amount of a dye-based colorant and an essentially water soluble spiroindane additive for improving light fastness and stability of the dye-based colorant.
    Type: Grant
    Filed: September 15, 2000
    Date of Patent: December 17, 2002
    Inventors: Larrie A Deardurff, James David White, Christopher Lincoln
  • 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: 6468338
    Abstract: An ink jet ink composition comprising water, a humectant and a water-soluble pyrazoleazoindole dye.
    Type: Grant
    Filed: October 12, 2000
    Date of Patent: October 22, 2002
    Assignee: Eastman Kodak Company
    Inventors: Steven Evans, Helmut Weber, Ellen M. Pyszczek, Ann L. Carroll-Lee
  • Patent number: 6464767
    Abstract: An ink jet printing method, comprising the steps of: A) providing an ink jet printer that is responsive to digital data signals; B) loading said printer with an ink jet recording element comprising a support having thereon an image-receptive layer capable of accepting an ink jet image; C) loading said printer with an ink jet ink composition comprising water, a humectant and a water-soluble pyrazoleazoindole dye; and D) printing on said ink jet recording element using said ink jet ink in response to said digital data signals.
    Type: Grant
    Filed: October 12, 2000
    Date of Patent: October 15, 2002
    Assignee: Eastman Kodak Company
    Inventors: Steven Evans, Helmut Weber, Ellen M. Pyszczek, Ann L. Carroll-Lee
  • Patent number: 6461416
    Abstract: A dye of Formula (1): R1 and D are each independently H or a substituent; R2 and R3 are each independently optionally substituted alkyl, aryl or aralkyl, or R2 and R3 together with the carbon atom to which they are attached form an optionally substituted ring; R4 is H or optionally substituted alkyl, aryl or aralkyl; and R5 and R6 are each independently optionally substituted alkyl, aryl or aralkyl. Also claimed are compositions containing the dye, water and a water-dissipatable polymer.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: October 8, 2002
    Assignee: Avecia Limited
    Inventors: Andrew Paul Shawcross, Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
  • Patent number: 6458194
    Abstract: A dye compound excellent in transfer property and color fastness against light, a yellow dye excellent in light absorption property, a yellow dye compound for thermal transfer dye donating material excellent in solubility and a dye compound which can be synthesized with ease from readily-available source materials are provided. A dye compound of the present invention is expressed by the general formula (1): or a salt thereof, wherein R1, R2, R3 and R4 independently represent a hydrogen atom or a substituent.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: October 1, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Hisashi Mikoshiba, Takayoshi Kamio
  • 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: 6444020
    Abstract: Disclosed are an azo dye having the following formula (1), an ink-jet ink comprising the aforesaid azo dye, an ink-jet recording method using the aforesaid ink-jet ink, and a thermal transfer recording material comprising the aforesaid azo dye: wherein Z represents an atomic group which forms, together with a nitrogen atom, a five-, six- or seven-membered ring, R1 represents a hydrogen atom, an oxy radical, an aliphatic group, an aliphatic oxy group, an acyl group, an aliphatic oxycarbonyl group, an aryloxycarbonyl group or an acyloxy group, R2, R3, R4 and R5, which may be the same or different, each represents an alkyl group, or R2 and R3 and/or R4 and R5 may be combined with each other to form a ring, and Dye represents a dye moiety group necessary for forming an azo dye.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: September 3, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Nobuo Seto, Takayoshi Kamio
  • Publication number: 20020096082
    Abstract: An ink composition comprising: an aqueous medium; a high boiling organic solvent dispersed in the aqueous medium; an oil-soluble dye dissolved in the high boiling organic solvent; and a compound represented by the formula (I) defined in the specification: wherein the oil-soluble dye is represented by the formula (II) defined in the specification.
    Type: Application
    Filed: November 29, 2001
    Publication date: July 25, 2002
    Inventors: Tadashi Omatsu, Masaki Noro
  • Patent number: 6409812
    Abstract: A diamide type azo compound represented by the general formula (I): which is derived from 2-hydroxy-3,6-dicarboxylic acid and at least one of the amide moieties in the compound is an aliphatic amide moiety, various use of the same and process for preparing the same are provided.
    Type: Grant
    Filed: June 16, 2000
    Date of Patent: June 25, 2002
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori
  • Patent number: 6406526
    Abstract: A dye of Formula (1) or tautomer thereof: wherein: A is di-, tri-, tetra-, or penta-substituted phenyl; R1 is methyl; R2 is H, CN, alkyl, substituted alkyl, alkenyl, substituted alkenyl, alkynyl, substituted alkynyl, aryl, substituted aryl or a carbonamido group; and R3 is 5- or 6-membered ring comprising carbon atoms and one or two O, N and/or S atoms, wherein the ring may be substituted are useful as a component for inks, especially, ink jet printing inks and provide good storage stability, and high color strength. Inks containing the dye of formula (1) with a water dissipatable polymer in an aqueous medium produce images having high light-fastness and water-fastness and may be printed on various substrates, including paper, overhead transparencies and textiles, and may be applied using ink jet printers.
    Type: Grant
    Filed: March 9, 2000
    Date of Patent: June 18, 2002
    Assignee: Avecia Limited
    Inventors: Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
  • Patent number: 6342096
    Abstract: Disclosed herein is an ink-jet recording method comprising applying a plurality of inks to a recording medium by an ink-jet system to form dual- or multi-toned image on the recording medium, wherein each of the inks permits formation of such an image on a transparent recording medium whose a* and b* values of CIELAB determined by measuring the CIELAB color space of the image on a transparent recording medium with a single pass satisfy the relationship represented by the following formula (I); (a*2+b*2)½≦15  (I).
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: January 29, 2002
    Assignee: Canon Kabushiki Kaisha
    Inventor: Yutaka Kurabayashi
  • Patent number: 6331204
    Abstract: A process for preparing an optical filter comprising a colored cross-linked polymeric coating on a transparent substrate, which comprises applying to the substrate, by a printing process, a mixture comprising one or more polymer precursor(s), and one or more dye(s) having one or more heterocyclic NH group(s) or one or more substituent (s) capable of forming a covalent bond with the polymeric precursor, and thereafter using the mixture. The invention also provides formulations comprising one or more polymer precursors and dyes, optical filters, and a novel dye.
    Type: Grant
    Filed: August 2, 1999
    Date of Patent: December 18, 2001
    Assignee: Avecia Limited
    Inventors: Kathryn Carr, Mark Holbrook, Ian Ferguson
  • Patent number: 6302949
    Abstract: Metallized bisazo dyes of general formula (IX) or of general formula (X) wherein A, R1, R2, R3, M and Met are defined in the specification are excellent dyes for dying and printing cellulose containing materials and especially for the preparation of inks for ink jet printing.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: October 16, 2001
    Assignee: Ilford Imaging Switzerland GmbH
    Inventor: Heinz Peter
  • Publication number: 20010027734
    Abstract: Disclosed are metal complexes of trisazo dyes of the general formula 4 1
    Type: Application
    Filed: March 23, 2001
    Publication date: October 11, 2001
    Applicant: Clariant GmbH
    Inventors: Josef Geisenberger, Andreas Wuzik
  • Patent number: 6267806
    Abstract: Disclosed are compositions useful in inks suitable for ink jet printing.
    Type: Grant
    Filed: December 4, 1998
    Date of Patent: July 31, 2001
    Assignee: Zeneca Limited
    Inventors: Aidan Joseph Lavery, John Edward Presgrave
  • Patent number: 6251174
    Abstract: A composition comprising: (i) a dye of Formula (1) or a salt thereof:  wherein n is 0 or 1; and (ii) at least one dye selected from a dye of the Formula (2), (3), (4), (5), (6), (7) and salts thereof as defined in the description. Also claimed are the above compositions further comprising a water-soluble yellow dye and optionally a water-soluble cyan dye; inks containing the compositions; an ink jet printing process using the inks; and a substrate printed with the inks.
    Type: Grant
    Filed: December 23, 1999
    Date of Patent: June 26, 2001
    Assignee: Avecia Limited
    Inventors: Aidan Joseph Lavery, John Parker Meyers
  • Patent number: 6248482
    Abstract: Provided is a novel ink which is suitable for producing a color filter by use of an ink-jet system. The ink comprises a pyrazolone dye of the general formula (I): wherein R1 and R2 are each independently a hydrogen atom, an OH group, a halogen atom, a linear or branched alkyl group having 1 to 5 carbon atoms, a nitro group, a CF3 group or an SO3(M1) group, where M1 is an alkali metal or NH4; both R3 and R4 are an SO3(M2) group, where M2 is an alkali metal or NH4.
    Type: Grant
    Filed: March 25, 1999
    Date of Patent: June 19, 2001
    Assignee: Canon Kabushiki Kaisha
    Inventors: Akio Kashiwazaki, Katsuhiro Shirota, Koichiro Nakazawa, Masashi Hirose, Mayumi Yokoyama, Yoshihisa Yamashita
  • Patent number: 6235096
    Abstract: 1. An ink comprising water, a water-dissipatable polymer and a dye, wherein the dye carries a group of the Formula (1): wherein: R1 is optionally substituted branched chain alkyl; and R2 is H, optionally substituted alkyl or optionally substituted aryl. The inks are useful in ink jet printers.
    Type: Grant
    Filed: March 30, 1999
    Date of Patent: May 22, 2001
    Assignee: Zeneca Limited
    Inventors: Barry Huston Meyrick, Mark Holbrook, Roy Bradbury