Plural Acyclic Azo Group Component Containing Patents (Class 106/31.52)
  • Patent number: 11407916
    Abstract: The present invention relates to formulations for the preparation of organic electronic devices which comprise at least one organic functional material and a mixture of at least two different solvents wherein a first organic solvent exhibits a lower boiling point than a second organic solvent and said first organic solvent exhibits a higher viscosity than said second organic solvent.
    Type: Grant
    Filed: November 17, 2016
    Date of Patent: August 9, 2022
    Assignee: MERCK PATENT GMBH
    Inventors: Philip Edward May, Pawel Miskiewicz, Li Wei Tan, Daniel Walker
  • Patent number: 10087328
    Abstract: A compound that improves the dispersibility of pigments in non-water-soluble solvents is provided, the compound having a pigment dispersant, a pigment composition, a pigment dispersion, and a toner wherein the compound has a polymer and a monoazo compound having a certain structure binding to each other.
    Type: Grant
    Filed: August 28, 2014
    Date of Patent: October 2, 2018
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yasuaki Murai, Yuki Tsujii, Waka Hasegawa, Ayano Mashida, Kosuke Mukumoto, Takayuki Toyoda, Masashi Kawamura, Chiaki Nishiura, Masanori Seki, Masashi Hirose
  • Patent number: 9587129
    Abstract: An ink composition includes, as dyes, a dye (Bk-1) represented by the formula (Bk-1); and a dye (Bw-1) represented by the formula (Bw-1), in which a content ratio A (dye (Bk-1):dye (Bw-1)) of the dye (Bk-1) and the dye (Bw-1) is 100:18 to 100:40.
    Type: Grant
    Filed: November 17, 2015
    Date of Patent: March 7, 2017
    Assignee: Seiko Epson Corporation
    Inventors: Yuho Miyake, Ryosuke Teramoto, Hiromi Ohori, Daisuke Ishihara, Miharu Kanaya
  • Patent number: 9470995
    Abstract: To provide an azo compound which improves the dispersibility of an azo pigment in a non-water soluble solvent. The purpose is achieved by an azo compound having a specific structure in which a high molecular weight polymer unit is bonded.
    Type: Grant
    Filed: February 20, 2013
    Date of Patent: October 18, 2016
    Assignee: Canon Kabushiki Kaisha
    Inventors: Masanori Seki, Yuki Hasegawa, Waka Hasegawa, Masashi Kawamura, Taiki Watanabe, Chiaki Nishiura, Takayuki Toyoda, Ayano Mashida, Yasuaki Murai, Masashi Hirose
  • Patent number: 9453138
    Abstract: An ink for ink jet including a coloring material; and a water-soluble organic solvent. The coloring material contains a compound represented by the following general formula (I). The water-soluble organic solvent contains a compound represented by the following general formula (II) and a linear both-terminal alkanediol having 4 to 6 carbon atoms. The content A (mass %) of the compound represented by the following general formula (II) based on the total mass of the ink is 4.0-12.0 mass %, and the mass ratio (A/B) of the content A (mass %) to the content B (mass %) of the alkanediol based on the total mass of the ink is 2.5-4.
    Type: Grant
    Filed: February 19, 2015
    Date of Patent: September 27, 2016
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yuhei Shimizu, Masayuki Ikegami, Takashi Saito
  • Patent number: 9249308
    Abstract: A compound having a bisazo moiety and a polyester moiety is provided. The compound can be provided as a pigment dispersant to improve the dispersion of an azo pigment in a water-insoluble solvent.
    Type: Grant
    Filed: November 8, 2012
    Date of Patent: February 2, 2016
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yuki Hasegawa, Yasuaki Murai, Masatake Tanaka, Takayuki Toyoda, Masashi Kawamura, Waka Hasegawa, Masashi Hirose
  • Patent number: 9133356
    Abstract: The invention relates to (1) a water dispersion for ink-jet printing including a polymer and a pigment mixture of C.I. Pigment Yellow 74 (A) and an azo compound (B) represented by the following formula (1) which is dispersed with the polymer, wherein a total pigment solid content of the components (A) and (B) in the water dispersion is from 15 to 35% by weight; and (2) a water-based ink for ink jet printing including a polymer and a pigment mixture of C.I. Pigment Yellow 74 (A) and the azo compound (B) which is dispersed with the polymer, wherein a total pigment solid content of the components (A) and (B) in the water-based ink is from 3 to 20% by weight, wherein R10 and R20 are independently an aryl group with the proviso that at least one of R10 and R20 has a sulfonic acid group and a sulfonic acid amide group.
    Type: Grant
    Filed: October 9, 2010
    Date of Patent: September 15, 2015
    Assignee: KAO CORPORATION
    Inventors: Hiroyuki Yoshida, Takahiro Sato, Yusuke Shimizu
  • Patent number: 8992674
    Abstract: An ink containing a first coloring material and a second coloring material, the sum total of these contents being 6.0% by mass or less. The first coloring material is a black coloring material exhibiting a difference ??max1 of 20.0 or more between a maximum absorption wavelength in a 20.0% by mass aqueous solution of 1,2-hexanediol and a maximum absorption wavelength in water, the second coloring material is a specific coloring material exhibiting a difference ??max2 of 12.0 or less between a maximum absorption wavelength in a 20.0% by mass aqueous solution of 1,2-hexanediol and a maximum absorption wavelength in water, and the sum of the ??max1 and the ??max2 is 35.0 or less.
    Type: Grant
    Filed: August 12, 2013
    Date of Patent: March 31, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Masayuki Ikegami, Masashi Ogasawara, Tetsu Iwata, Takashi Saito, Masashi Tsujimura, Yojiro Kojima
  • Patent number: 8979987
    Abstract: Provided, amongst other things, are dyes of formula II: wherein R1, R2, R3 and R4 are independently H or alkyl, so long as one or more is alkyl, and salts of the compound of formula II. Methods of making, inks, surgical markers and methods of marking tissue and the like are further provided.
    Type: Grant
    Filed: April 5, 2013
    Date of Patent: March 17, 2015
    Assignee: Viscot Medical, LLC
    Inventors: Eric Stroud, Gary J. Pieringer
  • Publication number: 20150050466
    Abstract: The invention relates to azo dyes of desulfo-K-acid [CA: 35400-55-6], their salts, a method for the preparation of these dyes, or salts thereof, a liquid phase comprising at least one of these dyes, a method for applying the liquid phase on a substrate, a printed matter and the use of these dyes in water-based inks for inkjet printing, in writing utensil or dyeing solutions for manufacturing color filters for optical and opto-electronic applications.
    Type: Application
    Filed: March 22, 2013
    Publication date: February 19, 2015
    Applicant: Ilford Imaging Switzerland GMBH
    Inventors: Kurt Battig, Damien Moigno
  • Publication number: 20140375733
    Abstract: Provided is an ink jet ink for printing including: water; a first dye; and a second dye, in which the first dye is C.I. Acid Orange 33, and the second dye is one or two kinds selected from C.I. Acid Orange 56 and C.I. Acid Orange 94.
    Type: Application
    Filed: June 25, 2014
    Publication date: December 25, 2014
    Applicant: Seiko Epson Corporation
    Inventors: Masayuki Murai, Yasuhiro Oki
  • Patent number: 8865275
    Abstract: A light absorption anisotropic film, wherein content of a liquid crystalline non-colorable low molecular weight compound is 30% by mass or less; and which is obtained by fixing the alignment of a dichroic dye composition comprising at least one type of azo-based dichroic dye having nematic liquid crystallinity; and shows a diffraction peak derived from a periodic structure in a direction parallel to the alignment axis on measurement of X-ray diffraction. The light absorption anisotropic film is high in dichroism.
    Type: Grant
    Filed: March 28, 2011
    Date of Patent: October 21, 2014
    Assignee: Fujifilm Corporation
    Inventors: Shinichi Morishima, Nobutaka Iwahashi
  • Patent number: 8834619
    Abstract: An ink composition containing at least two kinds of water-soluble long-wavelength dyes whose absorption spectrum in an aqueous solvent has a maximum wavelength of 550 nm to 700 nm, in which at least one kind of the water-soluble long-wavelength dyes is a first water-soluble long-wavelength dye of an azo compound represented by the following Formula (1), at least one kind of the water-soluble long-wavelength dyes is a second water-soluble long-wavelength dye that is different from the first water-soluble long-wavelength dye, and the second water-soluble long-wavelength dye is a compound having two to four azo groups conjugated with each other per molecule, an ink for inkjet recording using the ink composition, and an inkjet recording method using the ink for inkjet recording using the ink for inkjet recording.
    Type: Grant
    Filed: September 18, 2013
    Date of Patent: September 16, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Yoshiaki Nagata, Keiichi Tateishi, Toshiharu Tanaka
  • Patent number: 8834620
    Abstract: Black disazo dyes of general formula (V) wherein A is a moiety of formula (VI) or of formula (VII) and B is a moiety of formula (VII) or of formula (IX) and wherein M, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23, and R24, are as defined in the specification, are excellent black dyes for dying and printing cellulose containing materials and textile materials and, in particular, for preparation of recording liquids for ink jet printing and for writing utensils.
    Type: Grant
    Filed: October 17, 2011
    Date of Patent: September 16, 2014
    Assignee: Ilford Imaging Switzerland GmbH
    Inventors: Kurt Baettig, Jean-Luc Gremaud, Damien Moigno
  • Patent number: 8808440
    Abstract: An ink composition containing at least three coloring materials of a first coloring material, a second coloring material, and a third coloring material, in which the first coloring material is a compound represented by Formula (Y) as described, the second coloring material is at least one compound selected from Group A consisting of compounds having a specific structure, in which the mass ratio of the content (% by mass) of the second coloring material in the composition to the content (% by mass) of the first coloring material in the composition is 0.001 to 1.0, and the third coloring material is a compound different from the first coloring material as described.
    Type: Grant
    Filed: August 27, 2013
    Date of Patent: August 19, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Yoshihiko Fujie, Keiichi Tateishi, Toshiharu Tanaka
  • Patent number: 8778071
    Abstract: An inkjet ink set including at least a black ink, a cyan ink, a magenta ink, and a yellow ink. Each of the inks includes at least a water-soluble dye, water and a water-soluble solvent including a specific alkoxypropionamide compound. The cyan, magenta and yellow inks has a S/W ratio of not less than 1.5 and not greater than 3.5, wherein S represents the content of the water-soluble solvent in each ink, and W represents the content of water in each ink, and the black ink has a S/W ratio of not less than 1.0 and less than 1.5, wherein S represents the content of the water-soluble solvent in the black ink, and W represents the content of water in the black ink.
    Type: Grant
    Filed: January 25, 2012
    Date of Patent: July 15, 2014
    Assignee: Ricoh Company, Ltd.
    Inventors: Akihiko Matsuyama, Hiroshi Gotou
  • Patent number: 8758495
    Abstract: An ink set is provided and includes at least a yellow ink composition, a magenta ink composition, and a cyan ink composition, wherein the yellow ink composition contains as a colorant at least one selected from the group consisting of a compound represented by formula (Y-I) and a salt thereof. where R4 represents a monovalent group; R5 represents —OR6 or —NHR7; each of R6 and R7 represents a hydrogen atom or a monovalent group; X3 represents a divalent linking group; n3 represents 0 or 1; Ar3 represents a divalent heterocyclic group; and Ar4 represents an alkyl group, an aryl group, or a monovalent triazine ring group.
    Type: Grant
    Filed: September 28, 2011
    Date of Patent: June 24, 2014
    Assignee: FUJIFILM Corporation
    Inventor: Shinya Ishida
  • Publication number: 20140146109
    Abstract: An ink composition is used in an ink jet recording apparatus including a recording head that includes a nozzle plate having a nozzle aperture through which the ink composition is ejected, and a flow channel substrate having a communication hole acting as a flow channel through which the ink composition flows. The nozzle plate and the flow channel substrate are bonded together with an adhesive such that the communication hole communicates with the nozzle aperture. The ink composition contains a coloring material, an acetylene glycol-based surfactant having an HLB value of 9 or less, and at least one of the compounds expressed by general formula (1): R1O—(CH2—CH2—O)n—R2 or general formula (2): (R3)p—N-{L-(COOM)q}r.
    Type: Application
    Filed: July 31, 2013
    Publication date: May 29, 2014
    Applicant: SEIKO EPSON CORPORATION
    Inventor: Ryosuke Teramoto
  • Publication number: 20140078577
    Abstract: An object of the present invention is to provide an ink containing an azo compound which is excellent in solubility in a solvent and has a high extinction coefficient. The present invention relates to an ink comprising a solvent having a relative permittivity of 3 or less, as measured at a frequency of 1 kHz and at 22° C. and having a solubility in water of 20 mg/L or less at 25° C. and a specific azo compound.
    Type: Application
    Filed: November 20, 2013
    Publication date: March 20, 2014
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Utako TAKEDA, Shoko Ichinosawa, Yuki Tanaka, Hiroyuki Aikyo, Mio Ishida
  • Publication number: 20140063157
    Abstract: An ink containing a first coloring material and a second coloring material, the sum total of these contents being 6.0% by mass or less. The first coloring material is a black coloring material exhibiting a difference ??max1 of 20.0 or more between a maximum absorption wavelength in a 20.0% by mass aqueous solution of 1,2-hexanediol and a maximum absorption wavelength in water, the second coloring material is a specific coloring material exhibiting a difference ??max2 of 12.0 or less between a maximum absorption wavelength in a 20.0% by mass aqueous solution of 1,2-hexanediol and a maximum absorption wavelength in water, and the sum of the ??max1 and the ??max2 is 35.0 or less.
    Type: Application
    Filed: August 12, 2013
    Publication date: March 6, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Masayuki Ikegami, Masashi Ogasawara, Tetsu Iwata, Takashi Saito, Masashi Tsujimura, Yojiro Kojima
  • Patent number: 8603191
    Abstract: There is provided an aqueous solution containing (a) a preservative and (b) at least one azo compound represented by the following Formula (1) or a salt thereof, in which the content of (b) is 1% by mass to 25% by mass. (In Formula (1), G represents a nitrogen atom or —C(R2)?. R2 represents a hydrogen atom, a sulfo group, a carboxyl group, a substituted or unsubstituted carbamoyl group or a cyano group. X1, X2, X3, X4, X5, X6 and X7 each independently represents a hydrogen atom or a monovalent substituent. Y2, Y3 and Y4 each independently represents a hydrogen atom or a monovalent substituent. Y2, Y3 and Y4 may be bonded with each other to form a ring. All of Y2, Y3 and Y4 do not represent hydrogen atoms at the same time. M each independently represents a hydrogen atom or a monovalent countercation.
    Type: Grant
    Filed: January 30, 2013
    Date of Patent: December 10, 2013
    Assignee: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Yoshihiko Fujie, Shigeaki Tanaka
  • Patent number: 8585781
    Abstract: There is provided an aqueous solution including: (a) a preservative, and (b) at least one kind of an azo compound represented by the following Formula (1) or a salt thereof, wherein a content of (b) is 1% by mass to 25% by mass: wherein, in Formula (1), A represents a substituted phenyl group or a substituted or unsubstituted nitrogen-containing 5-membered heterocyclic group, G represents a nitrogen atom or —C(R2)?, R2 represents a hydrogen atom, a sulfo group, a carboxy group, a substituted or unsubstituted carbamoyl group or cyano group, Y2, Y3 and Y4 each independently represents a hydrogen atom or a monovalent substituent, Y2, Y3 and Y4 may be bonded to each other to form a ring, all of Y2, Y3 and Y4 do not represent a hydrogen atom at the same time, and M each independently represents a hydrogen atom or a monovalent countercation.
    Type: Grant
    Filed: January 30, 2013
    Date of Patent: November 19, 2013
    Assignee: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Yoshihiko Fujie, Shigeaki Tanaka
  • Publication number: 20130188238
    Abstract: The invention relates to an ink which comprises: a low-polarity solvent having a relative permittivity of 3 or less at a measuring frequency of 1 kHz; and a specific heterocyclic azo dye.
    Type: Application
    Filed: March 11, 2013
    Publication date: July 25, 2013
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventor: MITSUBISHI CHEMICAL CORPORATION
  • Patent number: 8465577
    Abstract: A novel black ink composition is provided. In the black ink composition of the present invention, the dye compounds include a blue dye compound of formula (I), a red dye compound of formula (II) and a yellow dye compound of formula (III). The black ink composition of the present invention is suitable for inkjet printing to improve light-fastness and printing property.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: June 18, 2013
    Assignee: Everlight USA, Inc.
    Inventors: Hsiao-San Chen, Jen-Fang Lin
  • Patent number: 8372189
    Abstract: A solid ink composition comprising an amorphous component, a crystalline material, and optionally, a colorant, which are suitable for ink jet printing, including printing on coated paper substrates. In embodiments, the amorphous and crystalline components are both synthesized from an esterification reaction.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: February 12, 2013
    Assignee: Xerox Corporation
    Inventors: Naveen Chopra, Jennifer L. Belelie, Kentaro Morimitsu, Stephan V. Drappel, Corey Tracy, Peter G. Odell
  • Patent number: 8372190
    Abstract: An ink set including at least a yellow ink composition, a magenta ink composition and a cyan ink composition, wherein the yellow ink composition contains, as the yellow colorant, at least one member selected from the group consisting of a compound represented by a specific structure and a salt thereof, each of the yellow colorant, the magenta colorant and the cyan colorant contained in the yellow ink composition, the magenta ink composition and the cyan ink composition, respectively, has at least one ionic hydrophilic group, the counter ion of the ionic hydrophilic group contains a lithium ion, and the lithium ion concentration is 70 mol % or more based on all cations in each ink composition.
    Type: Grant
    Filed: October 30, 2008
    Date of Patent: February 12, 2013
    Assignee: FUJIFILM Corporation
    Inventors: Keiichi Tateishi, Hiroshi Yamamoto, Shigeaki Tanaka
  • Patent number: 8357235
    Abstract: An inkjet ink composition includes a sulfoxide compound, a water-soluble dye having an aromatic heterocycle in a molecule, water and a water-soluble organic solvent, wherein the sulfoxide compound has a content of from 1% by weight to less than 10% by weight, based on the total weight of the composition. An inkjet recording method includes using an inkjet printer having a silicon oxide layer or a silane coupling layer in at least part of a component with which ink is brought into contact, and ejecting an inkjet ink composition from the inkjet printer to record an image on an inkjet recording medium, wherein the inkjet ink composition contains a sulfoxide compound, a water-soluble dye, and the sulfoxide compound has a content of from 1% by weight to less than 10% by weight, based on the total weight of the composition.
    Type: Grant
    Filed: March 25, 2010
    Date of Patent: January 22, 2013
    Assignee: FUJIFILM Corporation
    Inventor: Naotaka Wachi
  • Patent number: 8348412
    Abstract: Reactive dyes of formula wherein R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, (R2)s denotes s identical or different substituents from the group halogen, nitro, unsubstituted or halo-substituted C1-C4alkyl, C2-C4alkanoylamino, C1-C4alkylsulfonyl, carbamoyl, sulfamoyl and sulfo, Me is chromium, cobalt or iron, E is a bivalent radical of formula wherein X denotes chlorine or fluorine, T is a fiber-reactive radical of formula —NH—(CH2)2-3—SO2—Z??(2a), —NH—(CH2)2-3—O—(CH2)2-3—SO2—Z??(2b), (R3)0-2 denotes from 0 to 2 identical or different substituents from the group halogen, C1-C4alkyl, C1-C4alkoxy and sulfo, Z is vinyl or a —CH2—CH2—U radical and U is a group that is removable under alkaline conditions, Q is a —CH(Hal)-CH2-Hal or —C(Hal)=CH2 group, s is the number 0, 1, 2 or 3, q is the number 0 or 1, A denotes a bivalent radical of formula wherein R1, R2, X, T, m, n, q and s are as defined above, R4 and R7 denote hydrogen or C1-C4alkyl, R5 and R6 represent, each independent
    Type: Grant
    Filed: January 11, 2010
    Date of Patent: January 8, 2013
    Assignee: Huntsman International LLC
    Inventors: Rainer Hildebrand, Alexander Mueller, Kurt Plattner, Sandra Da Silva Saraiva, Damien Schoehn
  • Patent number: 8328924
    Abstract: A solid ink composition suitable for ink jet printing, including printing on coated paper substrates. In embodiments, the solid ink composition comprises both a crystalline component and an amorphous component, and optionally, a colorant, which provides for a robust ink.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: December 11, 2012
    Assignee: Xerox Corporation
    Inventors: Kentaro Morimitsu, Jennifer L. Belelie, Naveen Chopra, Stephan V. Drappel, Corey Tracy, Peter G. Odell
  • Patent number: 8328921
    Abstract: Dye-based gray ink formulations, ink-jet ink sets, and methods of making a dye-based gray ink formulation, are disclosed.
    Type: Grant
    Filed: November 20, 2007
    Date of Patent: December 11, 2012
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Cory J. Ruud, Mary E. Austin
  • Publication number: 20120306962
    Abstract: An ink composition comprising: a) 0.2 to 11 parts diethylene glycol mono alkyl ether; b) 20 to 45 parts glycerol; c) 0.5 to 8 parts pentan-1,5-diol; d) 0.5 to 9 parts colorant; e) 40 to 70 parts water; f) 0 to 8 parts 2-pyrollidinone; g) 0 to 3 parts surfactant; h) 0 to 5 parts in total of polyalkylene glycol and/or polyalkylene glycol ether having, in each case having a MWT of at least 5,000; and i) 0 to 5 parts biocide; wherein all parts are by weight. Also claimed are ink sets. The inks and ink sets are particularly useful for piezo ink jet printers.
    Type: Application
    Filed: January 26, 2011
    Publication date: December 6, 2012
    Inventor: Marie Holmes
  • Patent number: 8287632
    Abstract: A solid ink composition comprising an amorphous component, a crystalline material, and optionally, a colorant, which are suitable for ink jet printing, including printing on coated paper substrates. In embodiments, the amorphous component is synthesized from an esterification reaction of citric acid.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: October 16, 2012
    Assignee: Xerox Corporation
    Inventors: Kentaro Morimitsu, Jennifer L. Belelie, Stephan V. Drappel, C. Geoffrey Allen, Corey Tracy, Peter G. Odell
  • Patent number: 8277550
    Abstract: The present invention relates to yellow dye-based inkjet inks having improved permanence when jetted onto porous photo media. The inkjet ink includes a mixture of at least two yellow dyes, at least three co-solvents comprising about 18% to about 24% of the composition of the ink by weight, a penetrant, at least one wetting agent, and water.
    Type: Grant
    Filed: July 15, 2009
    Date of Patent: October 2, 2012
    Assignee: Lexmark International, Inc.
    Inventors: Ann P. Holloway, Meagan Winkler Sisk, Agnes Kam Zimmer
  • Publication number: 20120207983
    Abstract: An inkjet ink set including at least a black ink, a cyan ink, a magenta ink, and a yellow ink. Each of the inks includes at least a water-soluble dye, water and a water-soluble solvent including a specific alkoxypropionamide compound. The cyan, magenta and yellow inks has a S/W ratio of not less than 1.5 and not greater than 3.5, wherein S represents the content of the water-soluble solvent in each ink, and W represents the content of water in each ink, and the black ink has a S/W ratio of not less than 1.0 and less than 1.5, wherein S represents the content of the water-soluble solvent in the black ink, and W represents the content of water in the black ink.
    Type: Application
    Filed: January 25, 2012
    Publication date: August 16, 2012
    Inventors: Akihiko MATSUYAMA, Hiroshi Gotou
  • Publication number: 20120090503
    Abstract: Black disazo dyes of general formula (V) wherein A is a moiety of formula (VI) or of formula (VII) and B is a moiety of formula (VIII) or of formula (IX) and wherein M, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, R19, R20, R21, R22, R23 and R24 are as defined in the specification, are excellent black dyes for dying and printing cellulose containing materials and textile materials and, in particular, for the preparation of recording liquids for ink jet printing and for writing utensils.
    Type: Application
    Filed: October 17, 2011
    Publication date: April 19, 2012
    Inventors: Kurt BAETTIG, Jean-Luc Gremaud, Damien Moigno
  • Publication number: 20110308425
    Abstract: A novel black ink composition is provided. In the black ink composition of the present invention, the dye compounds include a blue dye compound of formula (I), a red dye compound of formula (II) and a yellow dye compound of formula (III). The black ink composition of the present invention is suitable for inkjet printing to improve light-fastness and printing property.
    Type: Application
    Filed: June 30, 2010
    Publication date: December 22, 2011
    Applicant: EVERLIGHT USA, INC.
    Inventors: Hsiao-San Chen, Jen-Fang Lin
  • Patent number: 8080101
    Abstract: The present invention relates to dye mixtures which comprise at least one dye of the formula (I), at least one dye of the formula (II) and optionally at least one dye of the formula (III) and/or optionally at least one dye of the formula (IV) in which D1 to D7, R201 to R203, R0, R* and R**, T, M, v and f are as defined in claim 1, to dyes of the formula (II), to processes for their preparation, and to their use for dyeing and printing hydroxyl- and carboxamido-containing materials.
    Type: Grant
    Filed: September 29, 2006
    Date of Patent: December 20, 2011
    Assignee: DyStar Colours Deutschland GmbH
    Inventors: Joachim Eichhorn, Stefan Meier, Werner Hubert Russ
  • Publication number: 20110285781
    Abstract: Reactive dyes of formula wherein R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, (R2)s denotes s identical or different substituents from the group halogen, nitro, unsubstituted or halo-substituted C1-C4alkyl, C2-C4alkanoylamino, C1-C4alkylsulfonyl, carbamoyl, sulfamoyl and sulfo, Me is chromium, cobalt or iron, E is a bivalent radical of formula wherein X denotes chlorine or fluorine, T is a fibre-reactive radical of formula —NH—(CH2)2-3—SO2—Z??(2a), —NH—(CH2)2-3—O—(CH2)2-3—SO2—Z??(2b), (R3)0-2 denotes from 0 to 2 identical or different substituents from the group halogen, C1-C4alkyl, C1-C4alkoxy and sulfo, Z is vinyl or a —CH2—CH2—U radical and U is a group that is removable under alkaline conditions, Q is a —CH(Hal)-CH2-Hal or —C(Hal)=CH2 group, s is the number 0, 1, 2 or 3, q is the number 0 or 1, A denotes a bivalent radical of formula wherein R1, R2, X, T, m, n, q and s are as defined above, R4 and R7 denote hydrogen or C1-C4alkyl, R5 and R6 represent, each independ
    Type: Application
    Filed: January 11, 2010
    Publication date: November 24, 2011
    Applicant: Huntsman International LLC
    Inventors: Rainer Hildebrand, Alexander Mueller, Kurt Plattner, Sandra Da Silva Saraiva, Damien Schoehn
  • Patent number: 8011774
    Abstract: An azo dye represented by formula (1): wherein, R11 represents a monovalent substituent, R12 represents a hydrogen atom or a monovalent substituent, Ar1 represents a specific heterocyclic group such as a group such as a group shown below, and X represents atoms necessary to form a ring; wherein, in the heterocyclic group, R61 to R63 each independently represents a hydrogen atom or a substituent.
    Type: Grant
    Filed: June 26, 2007
    Date of Patent: September 6, 2011
    Assignee: Fujifilm Corporation
    Inventors: Yoshihiko Fujie, Hisashi Mikoshiba, Takuma Amemiya, Ryuji Shinohara
  • Patent number: 7967903
    Abstract: The present invention relates to a novel ink composition and, more particularly, to an ink composition for digital textile printing, which is suitable for ink-jet printing on cellulose fiber materials. The novel ink composition of the present invention has stable pH value, fine storage stability, smoothness and ease in printing, and reduction in color deterioration.
    Type: Grant
    Filed: January 26, 2009
    Date of Patent: June 28, 2011
    Assignee: Everlight USA, Inc.
    Inventors: Chuan-Hsi Lee, Hsiao-San Chen
  • Patent number: 7887627
    Abstract: Dye-based black ink formulations, ink-jet ink sets, and methods of making a dye-based black ink formulation, are disclosed.
    Type: Grant
    Filed: April 23, 2007
    Date of Patent: February 15, 2011
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Sukanya Rengaswamy, Zia Ur Rehman, Mary E Austin
  • Publication number: 20110014435
    Abstract: A process for printing an image on a substrate, the process comprising applying to the substrate an ink composition which comprises a liquid medium and a compound selected from the group consisting of compounds of Formula (1I), compounds of Formula (1II), compounds of Formula (1III) and compounds of Formula (1IV): wherein: A and D each independently represent optionally substituted aryl or optionally substituted heteroaryl; E represents optionally substituted pyrazolyl; Z represents H, halogen, nitro, cyano, hydroxy, amino, carboxy, optionally substituted alkyl, optionally substituted alkoxy or optionally substituted aryloxy; and p is an integer from 0 to 5. Preferably, the printing process is ink jet printing. Also provided are compounds of Formula (1I), (1II), (1III) and (1IV) and ink compositions comprising the same.
    Type: Application
    Filed: July 31, 2006
    Publication date: January 20, 2011
    Inventors: Lilian Monahan, Philip John Double, Roy Bradbury, Lynn Patricia Bradbury
  • Publication number: 20100288161
    Abstract: Dye-based gray ink formulations, ink-jet ink sets, and methods of making a dye-based gray ink formulation, are disclosed.
    Type: Application
    Filed: November 20, 2007
    Publication date: November 18, 2010
    Inventor: Cory J. Ruud
  • Patent number: 7833335
    Abstract: Ink-jet sets, printer systems, methods of printing, and printing materials are disclosed.
    Type: Grant
    Filed: April 12, 2007
    Date of Patent: November 16, 2010
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Matthew Thornberry, Hiang P. Lauw, Raymond Adamic, James P. Shields
  • Patent number: 7828887
    Abstract: Dye-based ink formulations and methods of making dye-based ink formulations are disclosed.
    Type: Grant
    Filed: April 23, 2007
    Date of Patent: November 9, 2010
    Assignee: Hewlett-Packard Development Company, L.P.
    Inventors: Sukanya Rengaswamy, Zia Ur Rehman, Mary E Austin
  • Patent number: 7824483
    Abstract: A composition comprising a compound of Formula (1) or a salt thereof and compound of Formula (2) or a salt thereof: wherein: A is or comprises an aryl or heteroaryl group; Q1 and Q2 each independently is an optionally substituted phenylene group; R1, R2, Ra and Rb each independently is H, optionally substituted alkyl, optionally substituted aryl or optionally substituted arylalkyl; each W1, W2, W3 and W4 independently is a —CO2H, —SO3H, —PO3H2 group or an alkyl substituted with one or more groups selected from —CO2H, —SO3H, —PO3H2; each S1, S2, S3 and S4 independently is a substituent other than those defined for W1, W2, W3 and W4; a and d each independently is from 1 to 5; b and c each independently is from 0 to 4; (a+b) has a value of from 1 to 5; (c+d) has a value of from 1 to 5; e and h each independently is from 1 to 7; f and g each independently is from 0 to 6; (e+f) has a value of from 1 to 7; and (g+h) has a value of from 1 to 7.
    Type: Grant
    Filed: June 10, 2008
    Date of Patent: November 2, 2010
    Assignee: Fujifilm Imaging Colorants Limited
    Inventor: Janette Cordwell
  • Publication number: 20100272896
    Abstract: An azo compound and salts thereof containing an amide linkage and at least one carboxylic acid group attached at specific positions. The azo compounds are useful as colorants in inks especially ink jet printing inks.
    Type: Application
    Filed: August 20, 2007
    Publication date: October 28, 2010
    Inventor: Gavin Wright
  • Publication number: 20100215917
    Abstract: A process is provided for printing an image on a substrate, the process comprising applying to the substrate an ink composition which comprises a liquid medium and a compound of Formula (1): wherein: A and D each independently represent optionally substituted aryl or optionally substituted heteroaryl; E represents optionally substituted pyrazolyl; Z represents H, halogen, nitro, cyano, hydroxy, amino, carboxy, optionally substituted alkyl, optionally substituted alkoxy or optionally substituted aryloxy; and p is an integer from 0 to 5; provided that E does not have an optionally substituted carbonamide group of formula —CONR1R2 directly attached to it, wherein R1 and R2 each independently represent H, optionally substituted alkyl, optionally substituted cycloalkyl, or optionally substituted aryl. The printing is preferably ink jet printing. Also provided are compounds of Formula (1) and ink compositions containing the same.
    Type: Application
    Filed: July 31, 2006
    Publication date: August 26, 2010
    Inventors: Lilian Monahan, Philip John Double, Lynn Patricia Bradbury
  • Patent number: 7776144
    Abstract: To provide inks and ink sets for inkjet recording, which have good fastness and good jet-out stability and which give good images with no bleeding trouble, yellow ink, black ink and magenta ink for inkjet printing contain at least two dyes each having an oxidation potential over 1.0 V (vs SCE).
    Type: Grant
    Filed: October 22, 2004
    Date of Patent: August 17, 2010
    Assignee: FUJIFILM Corporation
    Inventors: Toshiki Taguchi, Takashi Ozawa, Manabu Ogawa, Naotaka Wachi
  • Patent number: 7758683
    Abstract: An ink composition, which comprises: at least two kinds of water-soluble dyes each having the maximum wavelength of an absorption spectrum in an aqueous solvent of from 550 to 700 nm, wherein at least one of the at least two kinds of water-soluble dyes is selected from the group consisting of a compound represented by formula (L-1) as defined in the specification, a salt of the compound represented by formula (L-1) and a compound having a naphthalene ring substituted with at least one hydroxyl group and three or more azo groups; an ink set containing at least one kind of the ink composition; a recording method comprising applying the ink composition to a recording medium; and a recording method comprising loading the ink set on a recording apparatus, and applying the ink from the recording apparatus to a recording medium.
    Type: Grant
    Filed: October 19, 2006
    Date of Patent: July 20, 2010
    Assignee: FUJIFILM Corporation
    Inventors: Kaoru Tojo, Ryoichi Nakano