The Nitrogen Is Part Of An Acyclic Azo Group Patents (Class 106/31.51)
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Publication number: 20030127017Abstract: 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: ApplicationFiled: October 31, 2001Publication date: July 10, 2003Inventors: David M. Schut, Christian Schmid
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Publication number: 20030110980Abstract: An ink set for ink-jet printing, having at least one ink of the ink set comprising a light dye load and a dark dye load with both the light dye load and the dark dye load being one color. The one color is selected from magenta, cyan, yellow and black; and the light dye load being at least one of air fade resistant, light fade resistant and humid color migration resistant. The invention also relates to a method of inkjet printing with such a method.Type: ApplicationFiled: December 3, 2002Publication date: June 19, 2003Inventors: Matthew Thornberry, Eric L. Burch, John L. Stoffel
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Patent number: 6562115Abstract: Monoazo dyes of formulas (III) wherein R1, R2, R3, D1 and M are as defined in the specification, are excellent dyes for dyeing and printing of cellulose containing materials and especially for the preparation of inks for ink jet printing.Type: GrantFiled: May 29, 2001Date of Patent: May 13, 2003Assignee: Ilford Imaging Switzerland GmbHInventors: Kurt Baettig, GĂ©rald Jan
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Patent number: 6558459Abstract: An inkjet ink is provided that employs one or more water-soluble colorants or water-insoluble colorants, such as solvent dyes, disperse dyes, or pigments. The colorant, whether water-soluble or water-insoluble, is derivatized with one or more crown ethers to render the water-insoluble colorants soluble in water and in water-miscible organic solvents commonly employed in inkjet printing, particularly thermal inkjet printing, and to impart improved properties to the colorants, such as lightfastness, smearfastness, and waterfastness. The inkjet ink comprises a vehicle and at least one crown ether derivatized colorant. The resulting inkjet ink evidences improved print quality properties, compared to inkjet inks containing colorants that are not so derivatized.Type: GrantFiled: February 27, 2001Date of Patent: May 6, 2003Assignee: Hewlett-Packard Development CompanyInventor: David M. Schut
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Publication number: 20030083410Abstract: The invention is directed to an electrophotographic toner or developer, powder coating, ink jet ink or an electronic media having an azo colorant prepared by conducting the diazotization of aromatic or hetaromatic amines or the azo coupling reaction or the diazotization and the azo coupling reaction in a microreactor.Type: ApplicationFiled: September 10, 2002Publication date: May 1, 2003Applicant: Clariant Finance ( BVI) LimitedInventors: Ruediger Baur, Hans-Tobias Macholdt, Uwe Nickel, Leonhard Unverdorben, Christian Wille
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Publication number: 20030061963Abstract: A color inkjet ink set for color printing having: (a) a yellow ink having a carrier and a yellow dye; (b) a magenta ink having a carrier and a mixture of a water-soluble, magenta anthrapyridone dye and Reactive Red 23, Reactive Red 24, Reactive Red 31, Reactive Red 120, Reactive Red 180, Reactive Red 241, Acid Red 35, Acid Red 52, Acid Red 249, Acid Red 289, Acid Red 388, Direct Red 227 or CAS No. 153204-88-7; and (c) a cyan ink having a carrier and a cyan dye.Type: ApplicationFiled: August 1, 2001Publication date: April 3, 2003Applicant: Eastman Kodak CompanyInventors: James W. Blease, Elizabeth A. Gallo
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Publication number: 20030061964Abstract: 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: ApplicationFiled: September 6, 2001Publication date: April 3, 2003Inventor: Rajnish Batlaw
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Patent number: 6521032Abstract: Inks comprising a dye of formula (1) wherein X is hydroxy, unsubstituted or hydroxy-substituted C1-C4alkyl, vinyl or a radical —CH2—CH2—Z, wherein Z is a group removable under alkaline conditions or is C1-C24alkoxy unsubstituted or substituted in the alkyl moiety, which may further be interrupted in the alkyl moiety by oxygen; phenoxy unsubstituted or substituted in the phenyl ring; C1-C4alkylthio unsubstituted or substituted in the alkyl moiety; phenylthio unsubstituted or substituted in the phenyl ring; amino; N-mono- or N,N-di-C1-C24alkylamino unsubstituted or substituted in the alkyl moiety, which may further be interrupted in the alkyl moiety by oxygen or by a radical —NR1— in which R1 is hydrogen or unsubstituted or further substituted C1-C4alkyl; C10-C20terpeneamino; C5-C7cycloalkylamino unsubstituted or substituted in the cycloalkyl ring; phenyl- or naphthyl-amino or N—C1-C4alkyl-N-phenyl- or N—C1-C4alkyl-N-naphthyl-amino unsubstituted or suType: GrantFiled: September 25, 2000Date of Patent: February 18, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Urs Lehmann, Marcel Frick
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Patent number: 6521030Abstract: 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: GrantFiled: June 20, 2000Date of Patent: February 18, 2003Assignee: Hewlett-Packard CompanyInventor: John L Stoffel
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Patent number: 6511535Abstract: 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: GrantFiled: January 3, 2001Date of Patent: January 28, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Roger Lacroix, Peter Scheibli, Mickael Mheidle
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Patent number: 6500247Abstract: 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 fType: GrantFiled: February 1, 2000Date of Patent: December 31, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Urs Lehmann, Althanassios Tzikas, Marcel Frick
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Patent number: 6485552Abstract: An ink composition includes an oil-based ink and a heat decomposition gas-developing agent that generates gas by a relatively small amount of heat. A thermal printer using the ink composition is not clogged with the composition even after a long-term storage, and provides a printed matter having excellent water resistance. Thus, the ink composition is remarkably useful for a thermal ink jet printer and a thermal ink permeation printer.Type: GrantFiled: December 7, 2000Date of Patent: November 26, 2002Assignee: Asahi Kogaku Kogyo Kabushiki KaishaInventors: Yukio Kubota, Minoru Suzuki, Kazuyuki Shimbo
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Patent number: 6482256Abstract: An ink set is provided which can realize images having excellent lightfastness and color reproduction. The ink set comprises magenta ink compositions, the magenta ink compositions containing specific compounds as colorants.Type: GrantFiled: April 28, 2000Date of Patent: November 19, 2002Assignee: Seiko Epson CorporationInventors: Miharu Kanaya, Jun Ito, Hiroshi Fukumoto
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Publication number: 20020144626Abstract: An inkjet ink is provided that employs one or more water-soluble colorants or water-insoluble colorants, such as solvent dyes, disperse dyes, or pigments. The colorant, whether water-soluble or water-insoluble, is derivatized with one or more crown ethers to render the water-insoluble colorants soluble in water and in water-miscible organic solvents commonly employed in inkjet printing, particularly thermal inkjet printing, and to impart improved properties to the colorants, such as lightfastness, smearfastness, and waterfastness. The inkjet ink comprises a vehicle and at least one crown ether derivatized colorant. The resulting inkjet ink evidences improved print quality properties, compared to inkjet inks containing colorants that are not so derivatized.Type: ApplicationFiled: February 27, 2001Publication date: October 10, 2002Inventor: David M. Schut
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Publication number: 20020139281Abstract: Reactive Red 23 magenta dye that is hydrolyzed to produce a passivated form having improved lightfastness in inkjet ink.Type: ApplicationFiled: January 26, 2001Publication date: October 3, 2002Inventors: John L. Stoffel, Peter C. Morris
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Patent number: 6458195Abstract: Reactive Red 23 magenta dye that is hydrolyzed to produce a passivated form having improved lightfastness in inkjet ink.Type: GrantFiled: January 26, 2001Date of Patent: October 1, 2002Assignee: Hewlett-Packard CompanyInventors: John L Stoffel, Peter C. Morris
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Publication number: 20020121221Abstract: Monoazo dyes of formulas (IV) 1Type: ApplicationFiled: December 17, 2001Publication date: September 5, 2002Applicant: ILFORD IMAGING SWITZERLAND GmbHInventor: Kurt Baettig
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Publication number: 20020078858Abstract: A waterfast, environmentally friendly ink-jet ink, is disclosed comprising from 1% to 90% by weight of a first humectant selected from the group consisting of glycerol, propanediol, and combinations thereof; from 1% to 25% by weight of a second humectant selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, and combinations thereof; from 1% to 20% by weight of a drying agent selected from the group consisting of 1,2-hexanediol, 1,2-pentanediol, and combinations thereof; from 0% to 20% by weight of 2-pyrrolidone; from 0.05% to 10.0% by weight of a waterfastness control dye selected from the group consisting of azo-containing dyes and phthalocyanine-containing dyes; and at least one additional dye present at from about 1.0% to 10.0% by weight. If the waterfastness control dye is an azo-containing dye, such dyes can include Direct Red 227, Direct Red 254, Direct Yellow 86, and Acid Orange 7.Type: ApplicationFiled: September 4, 2001Publication date: June 27, 2002Inventors: Xiaohe Chen, David Tyvoll, George M. Sarkisian
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Patent number: 6409812Abstract: 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: GrantFiled: June 16, 2000Date of Patent: June 25, 2002Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Hiroyuki Wakamori
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Patent number: 6406526Abstract: 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: GrantFiled: March 9, 2000Date of Patent: June 18, 2002Assignee: Avecia LimitedInventors: Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
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Patent number: 6395885Abstract: The use of lithium as a cation for an anionic dye to enhance the light-fastness of the dye. Also claimed are the lithium salts of certain anionic dyes as defined in the description; mixed lithium/sodium salts of an anionic dye wherein the molar ratio of lithium to sodium is from 1:4 to 99:1 and at least 20 mole % of the total counter ions in the dye are lithium cations; inks containing the dyes; a method of ink jet printing using the inks; a substrate printed with the inks; an ink jet printer cartridge containing the ink and a ink jet printer containing the ink jet printer cartridge.Type: GrantFiled: December 5, 2000Date of Patent: May 28, 2002Assignee: Avecia LimitedInventors: Aidan Joseph Lavery, Janette Watkinson, John Parker Meyers
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Publication number: 20020050225Abstract: The present invention provides an ink set, an ink jet recording apparatus, an ink jet recording method, a recording unit, and an ink cartridge, which can produce ink jet color images in which the color balance does not easily become unstable even if the image is stored for a long time, and in which the color images have greater durability so that degradation of the visual appearance is not easily recognizable even if the image is stored for a long time. The ink set includes a first aqueous ink and a second aqueous ink having the same color tone, the second ink having a lower coloring material content than that of the first ink, and the degree of fading of an image produced with the second ink is the same as or lower than that of an image produced with the first ink.Type: ApplicationFiled: June 4, 2001Publication date: May 2, 2002Inventors: Kumiko Mafune, Tsuyoshi Kanke
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Patent number: 6379442Abstract: A composition comprising: (a) a water-soluble magenta dye; and (b) a dye of the Formula (1) or a salt thereof: wherein R1, R2, R3 are defined in the description.Type: GrantFiled: April 6, 2000Date of Patent: April 30, 2002Assignee: Avecia LimitedInventors: Aidan Joseph Lavery, Bachaspati Roy, Janette Watkinson, Mark Kenworthy
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Publication number: 20020017218Abstract: 1Type: ApplicationFiled: May 29, 2001Publication date: February 14, 2002Applicant: ILFORD IMAGING SWITZERLAND GmbHInventors: Kurt Baettig, Gerald Jan
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Publication number: 20020011179Abstract: A colorant mixture of C.I. Acid Red 289 and C.I. Reactive Red 23 and optionally a shading colorant is used for magenta recording fluids.Type: ApplicationFiled: July 3, 2001Publication date: January 31, 2002Applicant: Clariant GmbHInventors: Heidemarie Menzel, Josef Geisenberger, Andreas Wuzik
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Patent number: 6323327Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1 is a radical off formula or the radical of an azo dye when b is the number 1 or the radical of an aromatic tetraazo component when b is the number 2, D2 is the radical of a diazo component, of the benzene or naphthalene series, R1 and R2 are each independently of the other hydrogen or C1-C4alkyl, (R3)0-2 denotes from 0 to 2 substituents selected from the group C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, X1 is fluorine or chlorine, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, l is the number 2, 3, 4, 5 or 6, and m and n are each independently of the other the number 0 or 1, wherein when A is a radical of formula (3) and D1 is the radical of an azo dye, at least one of the radicals D1 and D2 contains a fibre-reactive radical of formula (2) with the proviso that A is a radical of fType: GrantFiled: November 2, 2000Date of Patent: November 27, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
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Patent number: 6265554Abstract: Dyes of formula (1) wherein Z is C10-C20terpeneamino; or N-mono- or N,N-di-C1-C16alkylamino unsubstituted or substituted in the alkyl moiety by phenyl (which may itself be substituted by carboxy, carbamoyl, sulfo or by sulfamoyl), amino, C2-C4alkanoylamino, hydroxy, sulfo, sulfato, carboxy, carbamoyl or by sulfamoyl, which further may be interrupted in the alkyl moiety by one, two or three oxygen atoms or —NH— groups, yield bluish magenta prints and dyeings having good light-fastness properties and a high colour brilliance.Type: GrantFiled: September 25, 2000Date of Patent: July 24, 2001Assignee: Ciba Specialty Chemicals Corp.Inventors: Urs Lehmann, Marcel Frick
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Patent number: 6235096Abstract: 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: GrantFiled: March 30, 1999Date of Patent: May 22, 2001Assignee: Zeneca LimitedInventors: Barry Huston Meyrick, Mark Holbrook, Roy Bradbury
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Patent number: 6200370Abstract: A jet printing ink contains an azo dye of the formula (I): wherein X1 is ═N— or ═CR4—; Y1 is —N═ or —CR5═; Z1 is —S—, —NR6— or —N═CR7— in which the right end of each group connects to Y1; the benzene ring A can have a substituent; each of R1, R2 and R6 is hydrogen, an alkyl group, a cycloalkyl group, an aralkyl group, or an aryl group (each group possibly has one or more substituens); each of R3, R4, R5 and R7 is hydrogen, a halogen atom, cyano, hydroxyl, nitro, carboxyl, sulfo, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkoxy group, an alkylthio group, an acyl group, an acyloxy group, an alkoxycarbonyl group, an alkylamino group, an arylamino group, or an alkylsufonyl group; or a set of R1 and R2, R1 and the substituent of the benzene ring A, R2 and the substituent of the benzene ring A, R3 and R4, R4 and R5, or R5 and R6 can be combined to form a heterocyclic or aromatic ringType: GrantFiled: September 30, 1999Date of Patent: March 13, 2001Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiki Fujiwara, Takayoshi Kamio
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Patent number: 6183549Abstract: Compounds of Formula (1) and salts thereof: wherein: Ar1 is substituted aryl wherein at least one substituent is —COOH; R1 is H or optionally substituted alkyl; L is substituted phenyl carrying at least one substituent at the 2-position, or optionally substituted naphthyl. Also claimed are compositions comprising a compound of the Formula (1) and a water-soluble magenta dye, liquid compositions, especially inks, containing a compound of Formula (1), an ink jet printing process using the inks, a substrate printed with the inks, and an ink jet printer cartridge and an ink jet printer containing the inks.Type: GrantFiled: August 27, 1999Date of Patent: February 6, 2001Assignee: Avecia LimitedInventor: Paul Wight