Acyclic Azo Attached Directly Or Indirectly To The Heterocyclic Ring By Nonionic Bonding Patents (Class 106/31.5)
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Patent number: 7416591Abstract: Dye mixtures comprising one or more dyes of the herein below indicated and defined formula (I), and at least one of the herein below indicated and defined general dye of: formula (II), or one or more dyes of formula (III) or one or more dyes of formula (IV), or one or more dyes of formula (V), or one or more dyes of formula (VI), wherein R1 to R21, P, Q, X, Y and Z are as defined in claim 1 , method for the preparation of the dye mixture and a process for coloring a synthetic textile material or fiber blend thereof.Type: GrantFiled: October 5, 2005Date of Patent: August 26, 2008Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Clemens Grund, David Brierley, Alan T. Leaver
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Publication number: 20080199615Abstract: To provide a dye which has a good hue, which can form an image showing a high fastness under various using conditions and environmental conditions, and which is particularly suited for an ink, the dye is represents by formula (1): wherein R1 and R2 each independently represents a monovalent group, Z represents a nitrogen atom or a carbon atom to which a hydrogen atom or a monovalent group is bonded, and M represents a hydrogen atom or a cation, provided that the dye has two azo groups.Type: ApplicationFiled: February 3, 2005Publication date: August 21, 2008Inventors: Toru Harada, Yoshiharu Yabuki, Takashi Ozawa, Keiichi Tateishi
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Publication number: 20080187666Abstract: An ink-jet printing process for printing textile fibre materials, wherein the fiber materials are printed with an aqueous ink that includes at least one disperse dye, and glycerol. The aqueous ink is applied to the fiber material with an ink-jet print head that includes an ink supply layer that receives ink from an external ink reservoir. The ink supply layer has a first side and a second side and includes a porous medium having a plurality of pores therein and a plurality of holes extending there through, so as to allow passage of the ink. The process allows for high speed printing and yields prints with good fastness properties.Type: ApplicationFiled: April 9, 2008Publication date: August 7, 2008Applicant: Huntsman International LLCInventor: Marc Burglin
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Patent number: 7402201Abstract: To provide an ink stock solution excellent in handleability, a method for producing the same, an ink composition using the ink stock solution, particularly suitable for an ink for inkjet recording, and a method for producing the same, the ink stock solution includes a dye and a viscosity reducing agent, wherein the ink stock solution has a solid concentration of the dye of 7% or more by weight; the method for producing the ink stock solution includes adding a dye to a water and dissolving the dye in the water, and then, adding a viscosity reducing agent to control the viscosity; the method for producing the ink stock solution includes dissolving a dye, a water and a viscosity reducing agent all together; and the ink composition includes the ink stock solution and has a viscosity of 1 to 30 mPa·s.Type: GrantFiled: March 22, 2005Date of Patent: July 22, 2008Assignee: FUJIFILM CorporationInventors: Naotaka Wachi, Takashi Ozawa, Toshiki Fujiwara, Keiichi Tateishi
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Publication number: 20080160207Abstract: An inkjet ink includes an aqueous liquid vehicle, at least 1% by weight dye, and an ozone stability enhancing quantity of gluconate ions.Type: ApplicationFiled: January 3, 2007Publication date: July 3, 2008Inventor: Larrie Deardurff
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Patent number: 7387668Abstract: An azo compound which is reduced in the copper ion content and exhibits hue and clarity suitable for ink-jet recording and which can give records having excellent light fastness, water resistance, and moisture proofness, and such ozone resistance as to control the fading and the discoloration; and water-base yellow inks containing the same.Type: GrantFiled: September 29, 2004Date of Patent: June 17, 2008Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hirokazu Kitayama, Yasuo Shirasaki, Takahiko Matsui, Hiroaki Ohno
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Publication number: 20080107819Abstract: Ink, ink sets, and methods of printing are provided. The inks can include a plurality of dyes such that upon printing on a print medium, the printed ink or inks can maintain a neutral color, defined by an a* value from about ?1 to about 3 and having a b* value from about 3 to about ?15. This neutral color can be maintained such that the printed ink or image has these a*b* values for substantially all L* values ranging from about 25 to about 75, or even from 0 to 95.Type: ApplicationFiled: November 2, 2006Publication date: May 8, 2008Inventors: Dennis P. Parazak, Eduardo Amela
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Patent number: 7316739Abstract: 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 ?max of from 390 nm to 470 nm; an I(?max+70 nm)/I(?max) ratio of not greater than 0.4, in which I(?max) is the absorbance at ?max and I(?max+70 nm) is the absorbance at (?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: GrantFiled: February 24, 2006Date of Patent: January 8, 2008Assignee: FUJIFILM CorporationInventors: Toshiki Taguchi, Yoshiharu Yabuki, Toru Harada, Naotaka Wachi
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Publication number: 20070296786Abstract: A black ink composition includes a mixture of an azo metal complex dye having a good light fastness and water fastness and an adjective dye. The ink composition has a neutral black gradation, a high optical density and a good decap performance at a print head of an inkjet printer while printing. An inkjet cartridge for inkjet printing includes the black ink composition, and a recording apparatus for inkjet printing including the ink cartridge are also provided.Type: ApplicationFiled: December 20, 2006Publication date: December 27, 2007Inventors: Cheol Ham, Seung-min Ryu, Hyo-keun Park
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Patent number: 7309389Abstract: 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: GrantFiled: June 9, 2006Date of Patent: December 18, 2007Assignee: Clariant Finance (BVI) LimitedInventors: Ruediger Baur, Hans-Tobias Macholdt, Uwe Nickel, Leonhard Unverdorben, Christian Wille
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Patent number: 7297199Abstract: An ink jet ink includes at least a coloring material. The coloring material is composed of at least one selected from the group consisting of C.I. Direct Yellow 86, C.I. Acid Yellow 23, C.I. Direct Yellow 173, C.I. Direct Yellow 132 and C.I. Direct Yellow 59, and a compound represented by the following the general formula (I) or a salt thereof.Type: GrantFiled: February 27, 2006Date of Patent: November 20, 2007Assignee: Canon Kabushiki KaishaInventors: Koichi Osumi, Sadayuki Sugama
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Patent number: 7291212Abstract: An inkjet recording ink composition comprising an aqueous medium having dissolved and/or dispersed therein at least one dye, wherein at least one betaine-type surfactant is contained in the ink composition. The dye is preferably a magenta dye having an azo structure or a cyanine dye having a phthalocyanine structure. The inkjet recording ink composition is excellent in ejection property, light fastness, heat fastness and oxidation resistance and causing less dye bleeding.Type: GrantFiled: February 6, 2003Date of Patent: November 6, 2007Assignee: Fujifilm CorporationInventor: Toshiki Taguchi
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Patent number: 7273520Abstract: Ink set for ink jet printing comprised of at least one yellow ink, one magenta ink, one cyan ink and one black ink, wherein the yellow ink contains a mixture of at least one yellow dye with reddish hue of formula (I), wherein R, M, R17, R18, p4, n and m are as defined in the specification and at least one yellow dye with greenish hue of formula (II), wherein R, M, R6, R7, R8, n and m are as defined in the specification.Type: GrantFiled: January 27, 2005Date of Patent: September 25, 2007Assignee: ILFORD Imaging Switzerland GmbHInventors: Jean-Luc Gremaud, Arnd Kriebel
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Patent number: 7273519Abstract: An ink set where constituent inks all are an ink containing at least one dye having an oxidation potential more positive than 1.0 V (vs SCE), particularly where the ratio k1/k2 of the fading rate constant (k1) of an image drawn by using the ink alone to the fading rate constant (k2) of a mixed color image drawn by using all constituent inks constituting the ink set in equivalent amounts with the same density measurement light as in the measurement of k1 is 0.7 to 1.3 in all inks. According the present invention, an inkjet ink set capable of giving an image having good image quality and excellent image fastness regardless of the color of image, such as aging stability, light fastness and water resistance, and an inkjet image recording method using the ink set are provided.Type: GrantFiled: March 25, 2004Date of Patent: September 25, 2007Assignee: Fujifilm CorporationInventors: Toshiki Taguchi, Manabu Ogawa
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Patent number: 7267715Abstract: An ink obtained by dissolving at least one specific dye in an aqueous medium, wherein the dyes contained in the ink all have a solubility of 15 g or more in 100 g of water at 25° C. under atmospheric pressure; and an ink set formed from the ink. The dye is preferably a dye having an oxidation potential of 1.0 V (vs SCE) or more, more preferably a specific azo dye having a heterocyclic group of a specific structure or an aromatic group which is bound directly to an azo group, or a specific phthalocyanine dye having a water-soluble group as a substitunet. According to the present invention, an ink, specifically an inkjet ink, and an ink set, which can print an image without disorder or beading due to ejection failure and ensure excellent ejection stability and durability, is provided.Type: GrantFiled: March 26, 2004Date of Patent: September 11, 2007Assignee: Fujifilm CorporationInventors: Toshiki Taguchi, Naotaka Wachi
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Patent number: 7264662Abstract: The present invention is drawn to ink sets ink-jet imaging, including ink sets having six ink-jet inks. In one embodiment, the ink set can comprise a black ink including a first organic solvent system, a cyan ink including a second organic solvent system, a magenta ink including a third organic solvent system, and a yellow ink including a fourth organic solvent system. In this embodiment, at least two of the organic solvent systems are different. The first organic solvent system can include a first organic solvent and a second organic solvent. The second and third organic solvent systems can include the first organic solvent and a third organic solvent. The fourth organic solvent system can include the second organic solvent and a fourth organic solvent. These solvent systems, and others, can also be used to prepare various dye sets that are dye specific.Type: GrantFiled: March 9, 2005Date of Patent: September 4, 2007Assignee: Hewlett-Packard Development Company, L.P.Inventors: Tye Dodge, Hiang P Lauw, Linda C. Uhlir-Tsang, Mary E Austin, Zia Rehman, Matthew Thornberry
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Patent number: 7264663Abstract: Ink set for ink jet printing consisting of at least one yellow ink, one magenta ink, one cyan ink and one black ink, wherein the magenta ink contains, as first dye component, at least one dye of formula (I) wherein R2 and Aryl are as defined in the specification, or of formula (II) wherein M, R1 and Aryl are as defined in the specification and, as second dye component, at least one copper complex azo dye of formula (III) or of formula (IV) wherein M, R1, R2, R3, R4, R5, R6 and R7 are as defined in the specification.Type: GrantFiled: March 23, 2005Date of Patent: September 4, 2007Assignee: Ilford Imaging Switzerland GmbHInventors: Jean-Luc Gremaud, Arnd Kriebel
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Patent number: 7256222Abstract: To provide a radiation-curable ink composition that can form a high-quality image on not only liquid absorbing materials to be recorded but also non-liquid absorbing materials to be recorded, is superior in curing properties in air, and is superior in storage stability, color tone, light fastness and water resistance of ink, and also to provide an image recording method. The radiation-curable ink composition comprises a monomer having a polymerizable group selected from the group consisting of an acryloyl group, a methacryloyl group, an allyl group, and a vinyl group, an oil-soluble dye, and from 0.005 to 1% by weight of a storage stabilizer, wherein the oil-soluble dye is dissolved in the ink.Type: GrantFiled: January 29, 2003Date of Patent: August 14, 2007Assignee: Fujifilm CorporationInventors: Takahiro Ishizuka, Kazue Sano, Junichi Yamanouchi, Keiichi Tateishi
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Patent number: 7250079Abstract: The invention provides a water-soluble ink capable of forming an image having good color hue and high fastness in various use and environmental conditions, which comprises a coloring composition comprising a disazo dye represented by the following formula 1: A1-N?N-A2-N?N-A3 and at least one other dye having a specific structure; in formula 1, A1, A2 and A3 each independently represents an aromatic group which may be substituted or a heterocyclic group which may be substituted, and A1 and A3 each is a monovalent group and A2 is a divalent group.Type: GrantFiled: January 7, 2004Date of Patent: July 31, 2007Assignee: Fujifilm CorporationInventors: Tomohiro Chino, Toshiki Fujiwara, Masaru Takasaki
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Patent number: 7247195Abstract: The present invention is drawn to dye sets for formulating ink-jet inks, including ink sets having six ink-jet inks. In one embodiment, the dye set can comprise a yellow dye for formulating a yellow ink, a pair of magenta dyes for formulating a magenta ink and a pale magenta ink, a pair of cyan dyes for formulating a cyan ink and a pale cyan ink, and a black dye for formulating a black ink-jet ink. The pair of magenta dyes can be a transition metal-containing azo dye and a non-metallized dye. The pair of cyan dyes can be a first copper phthalocyanine dye and a second copper phthalocyanine dye that is different than the first copper phthalocyanine dye.Type: GrantFiled: March 9, 2005Date of Patent: July 24, 2007Assignee: Hewlett-Packard Development Company, L.P.Inventors: Tye Dodge, Linda C. Uhlir-Tsang, Hiang P Lauw, Matthew Thornberry
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Patent number: 7241332Abstract: To provide an ink jet yellow ink to be used in combination with ink excellent in light resistance and environmental gas resistance with a color fading balance with respect to light and an environmental gas between the inks uniformized. The ink jet yellow ink is an ink jet yellow ink to be used for forming an image together with a cyan ink comprising a compound represented by a general formula (1) or a compound represented by a general formula (2) as a coloring material, the ink jet yellow ink comprising: at least one kind of coloring material selected from the following A group; and at least one kind of coloring material selected from the following B group. A group: C.I. Direct Yellow 132 and C.I. Direct Yellow 173 B group: C.I. Direct Yellow 142, C.I. Direct Yellow 86, and a compound represented by a general formula (3).Type: GrantFiled: January 26, 2006Date of Patent: July 10, 2007Assignee: Canon Kabushiki KaishaInventors: Jun Yoshizawa, Shin-ichi Sato, Kunihiko Nakamura
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Patent number: 7238228Abstract: A metal chelate of Formula (1) or salt thereof. Formula (1) wherein: R1 and R2 are each independently H or an organic group; M is a metal; p is 1 to 4; Y is an optionally substituted heterocyclic ring with a nitrogen ortho to the azo bridge; G is a substituent; and n is 0 to 5.Type: GrantFiled: March 15, 2004Date of Patent: July 3, 2007Assignee: Fujifilm Imaging Colorants LimitedInventors: Gavin Wright, Peter Gregory
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Patent number: 7238227Abstract: A metal chelate compound of Formula: (1) or a salt thereof: [A—N?N—B] M (1) wherein: A is a 5- or 6-membered heterocyclic ring other than a triazole ring, optionally carrying one or more substituents; B is of the Formula (2a) or (2b). Formula (2a) (2b) wherein: X, Y and W are substituents other than H; M is a metal chelated to A—N?N—B; and n is 0 to 4.Type: GrantFiled: February 17, 2004Date of Patent: July 3, 2007Assignee: Fujifilm Imaging Colorants LimitedInventors: Clive Edwin Foster, Gavin Wright, Kevin Johnson, Mairi Elizabeth Raggatt, Prakash Patel
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Patent number: 7226498Abstract: To provide an ink jet yellow ink having a favorable color tone and capable of providing an image excellent in humidity resistance. The ink jet yellow ink of the present invention is an ink jet yellow ink to be used in combination with an ink jet light-color ink comprising at least a coloring material and a water-soluble organic solvent, wherein the coloring material of the ink jet yellow ink is a compound represented by the following General Formula (I) or a salt thereof, and wherein the ink jet light-color ink satisfies a specific condition; wherein M's each independently represent a hydrogen atom, an alkali metal, an alkali earth metal, a cation of organic amine or an ammonium ion, and n's each independently represent 1 or 2; and Y?2.8X+10.Type: GrantFiled: January 31, 2006Date of Patent: June 5, 2007Assignee: Canon Kabushiki KaishaInventors: Tomohiro Yamashita, Shin-ichi Sato, Jun Yoshizawa, Kunihiko Nakamura
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Patent number: 7220302Abstract: Provided are an inkjet ink prepared by dissolving or dispersing a specific dye in an aqueous medium and containing one of at least one alkylene diol where one alkylene group has at least 3 carbon atoms or homologue thereof and at least one polymer compound; and an ink set containing an ink including a specific dye and an ink including one compound capable of interacting with the dye; thereby being able to provide an ink and the like having a good jet-out stability, and forming images of good quality with neither beading nor bronzing, and the images formed of the inks have good fastness to heat, light and ozone.Type: GrantFiled: March 29, 2004Date of Patent: May 22, 2007Assignee: Fujifilm CorporationInventor: Toshiki Taguchi
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Patent number: 7220843Abstract: This invention relates to monoazo, disazo and trisazo colorants of the formula (I) where M represents two hydrogen atoms or one metal ion selected from the group consisting of Cu, Co, Ni, Mn, Zn and Al; A is the radical of a substituted naphthyl or pyrazolyl radical.Type: GrantFiled: March 31, 2004Date of Patent: May 22, 2007Assignee: Clariant Produkte (Deutschland) GmbHInventors: Dominique Pflieger, Hans Joachim Metz
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Patent number: 7211133Abstract: The invention provides an inkjet black ink ensuring excellent image durability capable of satisfactorily maintaining the image quality such as non-loosening of black and gradation even when the image is stored for a long period of time, which is a inkjet black ink having a discoloration rate constant (kvis) of 5.0×10?2 [hour?1] or less, which is measured by using an ozone gas, the ink comprising an aqueous medium having dissolved or dispersed therein at least one dye selected from (1) an azo dye having a specific structure where a heterocyclic group is bonded to both of two N atoms, (2) a phthalocyanine dye having a specific structure, (3) an azo dye having a specific structure where a 5-membered heterocyclic group is bonded to one of two N atoms and a 6-membered 2-amino heterocyclic group is bonded to the other, and (4) a bisazo dye constituted by a specific aromatic or heterocyclic group and an azo group.Type: GrantFiled: November 18, 2003Date of Patent: May 1, 2007Assignee: Fujifilm CorporationInventor: Toshiki Taguchi
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Patent number: 7211132Abstract: To provide an ink set capable of recording images with good ozone fastness on a recording medium, an ink set of the present invention comprises at least a yellow ink composition, a magenta ink composition, and a cyan ink composition. The cyan ink composition contains at least one of the compounds expressed by formula (1) below as a cyan dye: and the magenta ink composition contains, as a colorant, at least one substance selected from the group consisting of compounds expressed by formula (2) below: and salts thereof (in formula (2), A represents an alkylene group, an alkylene group containing a phenylene group, or a group expressed by formula (3) below: and X represents a group selected from the group consisting of NH2, OH, and Cl).Type: GrantFiled: September 28, 2004Date of Patent: May 1, 2007Assignee: Seiko Epson CorporationInventors: Yasuhiro Oki, Kazuhiko Kitamura, Tetsuya Aoyama, Masahiro Hanmura, Hiroshi Fukumoto
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Patent number: 7208035Abstract: An ink set comprising: at least two kinds of inks, each of the at least two kinds of inks having a common hue and different densities, and containing an aqueous medium and a dye, wherein each of the at least two kinds of inks has a corresponding discoloration velocity constant (k) for an image printed with each one of the at least two kinds of inks, and a ratio defined by a minimum value (kmin) selected from among said corresponding constants divided by a maximum value (kmax) selected from among the corresponding constants, is within a range of 0.7 to 1.0.Type: GrantFiled: March 26, 2004Date of Patent: April 24, 2007Assignee: FujiFilm CorporationInventors: Manabu Ogawa, Toshiki Taguchi
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Patent number: 7192475Abstract: An aqueous ink comprising at least two dyes each having at least one ionic hydrophilic group in a molecule thereof, wherein at least one of said at least two dyes includes an azo dye represented by formula (1): wherein A and B each independently represents a substituted or unsubstituted monovalent aromatic group; or a substituted or unsubstituted monovalent heterocyclic group; R1 represents a hydrogen atom; a substituted or unsubstituted aromatic group; or a substituted or unsubstituted heterocyclic group; and X represents —CR2? or a nitrogen atom, and when X represents —CR2?, R2 represents a hydrogen atom or a substituent.Type: GrantFiled: December 14, 2004Date of Patent: March 20, 2007Assignee: Fuji Photo Film Co., Ltd.Inventors: Masaru Takasaki, Toshiki Fujiwara, Tomohiro Chino
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Patent number: 7186292Abstract: A coloring composition such as printing ink for inkjet printing or the like or electrophotographic color toner is provided, which can give a colored image or material excellent in the color hue and fastness, and also provide an inkjet recording method capable of forming an image having good color hue and high fastness to light and active gases in the environment, particularly ozone gas, and which is an inkjet ink comprising an azo dye having a specific structure containing an alkyl chain having 4 to more carbon atoms and not containing an ionic hydrophilic group; an inkjet recording method using the ink; and a color toner composition comprising the above-described azo dye.Type: GrantFiled: January 7, 2004Date of Patent: March 6, 2007Assignee: Fuji Photo Film Co., Ltd.Inventors: Yoshiharu Yabuki, Tomohiro Chino, Toshiki Fujiwara
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Patent number: 7173114Abstract: A lightfast colorant and a lightfast ink composition including the lightfast colorant utilize a lightfast colorant that is derived by covalently binding a cinnamate derivative and a conventional colorant. The lightfast colorant improves storage stability as well as lightfastness when added to an ink composition.Type: GrantFiled: February 6, 2004Date of Patent: February 6, 2007Assignee: Samsung Electronics Co., Ltd.Inventors: Kyung-hoon Lee, Seung-min Ryu, Yeon-Kyoung Jung
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Patent number: 7150782Abstract: A metal chelate compound obtainable from contacting a transition metal salt with a compound of the Formula (1): wherein: x represents plural atoms required to form at least one optionally substituted 5- to 7-membered heterocyclic ring; and Ar is an optionally substituted stilbene, acenaphthylene, phenanthrene or anthracene group carrying a hydroxy, amino or carboxy group adjacent to the —N?N— group shown in Formula (1) or 6-hydroxyquinoline where the hydroxy group is adjacent to the —N?N— group shown in Formula (1); provided that when the compound of Formula (1) is of Formula: that, p, the level of sulfonation, is not in the range 1 to 2. Also compositions, inks, printed substrates and inkjet cartridges.Type: GrantFiled: May 20, 2004Date of Patent: December 19, 2006Assignee: Fujifilm Imaging Colorants LimitedInventors: Clive Edwin Foster, John Mayall, Mark Kenworthy
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Patent number: 7125446Abstract: This invention relates to a yellow ink composition for ink jet printing comprising a dye represented by Formula I, water and a humectant: wherein: R1 and R5 independently are hydrogen or a substituted or unsubstituted alkyl, aromatic or heterocyclic group; R2 and R4 independently are hydrogen or a non-metallic substituent; R3 is hydrogen or a substituted or unsubstituted alkyl, acyl, sulfonyl, aromatic or heterocyclic group; and X is an electron withdrawing group; with the proviso at least one of R1, R2, R3, R4 and R5 comprises a group capable of imparting water solubility to the dye.Type: GrantFiled: November 19, 2004Date of Patent: October 24, 2006Assignee: Eastman Kodak CompanyInventors: Joan C. Potenza, Steven Evans, Ellen J. Pyszczek
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Patent number: 7125443Abstract: A lightfast colorant and a lightfast ink composition include a lightfast colorant that is derived by covalently binding a benzophenone derivative and a conventional colorant and that imparts effective lightfastness and long-term storage stability to an ink composition that is prepared with the same.Type: GrantFiled: March 18, 2004Date of Patent: October 24, 2006Assignee: Samsung Electronics Co., Ltd.Inventors: Kyung-hoon Lee, Seung-min Ryu, Yeon-kyoung Jung
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Patent number: 7125966Abstract: 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 dyestuffsType: GrantFiled: October 17, 2003Date of Patent: October 24, 2006Assignee: Clariant Finance (BVI) LimitedInventor: Robert Egli
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Patent number: 7115162Abstract: To provide an aqueous ink, particularly, an inkjet recording ink, and an inkjet recording method, which can form an image having good color hue and excellent fastness to light and active gases in the environment, particularly, ozone gas, the aqueous ink has a polyazo dye containing at least two azo groups, an ionic hydrophilic group, and a sulfur-containing 5-membered heterocyclic group; and an inkjet recording ink and an inkjet recording method each using the aqueous ink.Type: GrantFiled: December 14, 2004Date of Patent: October 3, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiki Fujiwara, Yoshiharu Yabuki
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Patent number: 7108743Abstract: A coloring composition for image formation comprising an azo dye having an aromatic nitrogen-containing 6-membered heterocyclic ring as a coupling component, a coloring composition which comprises an azo compound having an oxidation potential nobler than 1.0 V vs. SCE and comprising at least two substituents having a pKa value of ?10 to 5 in water, and a method for improving ozone resistance of a color image, the method comprising using a compound having an oxidation potential nobler than 1.0 V vs. SCE and showing a maximum absorption at a wavelength between 500 nm and 580 nm with a half-value width of 150 nm or narrower.Type: GrantFiled: April 8, 2002Date of Patent: September 19, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiki Fujiwara, Naoyuki Hanaki, Shigeaki Tanaka, Tadashi Omatsu, Yoshiharu Yabuki
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Patent number: 7105045Abstract: An inkjet ink includes a mixture of a phthalocyanine dye and a rhodamine magenta dye in an ink vehicle, wherein the inkjet ink has a chroma C* value of approximately 60 to approximately 90.Type: GrantFiled: July 14, 2004Date of Patent: September 12, 2006Assignee: Hewlett-Packard Development Company, L.P.Inventors: Alexey S Kabalnov, Jay S Gondek, Charles G. Dupuy
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Patent number: 7097700Abstract: A water-soluble complex dye capable of forming an image having light resistance, ozone resistance and high saturation; a water-based recording fluid, particularly an ink jet recording fluid, employing such a dye; and an ink jet recording method, are presented.Type: GrantFiled: December 29, 2004Date of Patent: August 29, 2006Assignee: Mitsubishi Chemical CorporationInventor: Wataru Shimizu
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Patent number: 7094280Abstract: A water-soluble complex dye capable of forming an image having light resistance, ozone resistance and high saturation; a water-based recording fluid, particularly an ink jet recording fluid, employing such a dye; and an ink jet recording method, are presented.Type: GrantFiled: December 20, 2004Date of Patent: August 22, 2006Assignee: Mitsubishi Chemical CorporationInventors: Wataru Shimizu, Masahiro Yamada
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Patent number: 7094281Abstract: The present invention provides a black ink composition obtained by mixing at least one colorant selected from the group consisting of a compound represented by the following formula (1) and a salt thereof, one or more organic acids and one or more organic bases: wherein R1 represents a phenyl group having a substituent group or a naphthyl group having a substituent group, R2 represent a phenylene group having a substituent group or a naphthylene group having a substituent group, R3 represents a 5- to 7-membered heterocyclic ring having at least one double bond and substituent group, and further, the above-mentioned substituent groups in the above-mentioned R1 to R3 are each independently selected from the group consisting of OH, SO3H, PO3H2, CO2H, NO2, NH2, a C1–4 alkyl group, a C1–4 alkyl group having a substituent group, a C1–4 alkoxyl group, a C1–4 alkoxyl group having a substituent group, an amino group, an amino group having a substituent group and a phenyl group having a substituent group.Type: GrantFiled: August 6, 2004Date of Patent: August 22, 2006Assignee: Seiko Epson CorporationInventors: Masahiro Hanmura, Tetsuya Aoyama
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Patent number: 7094279Abstract: The present invention provides a black water-based ink composition that has excellent resistance to light and ozone, has an excellent hue as a black ink, and also has excellent storage stability. A black water-based ink composition is prepared by combining at least one type of black dye selected from the group consisting of compounds expressed by the following formula (1) and salts thereof: and at least one type of dye other than a black dye, and the hue is adjusted by adding the dye other than a black dye. It is preferable if the dye other than the black dye is a compound that has at least one type of group selected from the group consisting of an —SO3H group, —COOH group, —SO3M group, and —COOM group (where M in these groups is an alkali metal atom), and is not an ammonium salt or a salt with an organic cation. It is also preferable for the dye other than the black dye to be a dye selected from the group consisting of yellow dyes and magenta dyes.Type: GrantFiled: November 22, 2004Date of Patent: August 22, 2006Assignee: Seiko Epson CorporationInventors: Masahiro Hanmura, Tetsuya Aoyama, Kazuhiko Kitamura
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Patent number: 7094277Abstract: A dye for ink-jet printing on both hydrophilic and hydrophobic papers. The dye includes a chromophore tonically coupled to a counterion. One of the chromophore and the counterion includes a hydrophilic moiety. The other includes a hydrophobic moiety.Type: GrantFiled: October 31, 2001Date of Patent: August 22, 2006Assignee: Hewlett-Packard Development Company, L.P.Inventors: David M. Schut, Christian Schmid
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Patent number: 7083664Abstract: An inkjet color ink comprising: an aqueous medium; at least one yellow dye having a ?max of from 390 nm to 470 nm and an [I(?max+70 nm)/I(?max)] ratio of an absorbance I(?max+70 nm) at ?max+70 nm to an absorbance I(?max) at ?max of not more than 0.4; and at least one dye having a ?max of longer than 470 nm and not longer than 750 nm, the at least one yellow dye and the at least one dye being at least dissolved or dispersed in the aqueous medium, wherein both of the rate constants defined herein are not more than 5.0×10?2 hour?1.Type: GrantFiled: November 18, 2003Date of Patent: August 1, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiki Taguchi, Naotaka Wachi
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Patent number: 7083668Abstract: 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 ?max of from 390 nm to 470 nm; an I(?max+70 nm)/I(?max) ratio of not greater than 0.4, in which I(?max) is the absorbance at ?max and I(?max+70 nm) is the absorbance at (?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: GrantFiled: August 22, 2003Date of Patent: August 1, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Toshiki Taguchi, Yoshiharu Yabuki, Toru Harada, Naotaka Wachi
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Patent number: 7083670Abstract: An aqueous ink comprising at least one dye having at least one ionic hydrophilic group within a molecule thereof and represented by the following formula (1): wherein A and B each independently represents a substituted or unsubstituted monovalent aromatic group or a substituted or unsubstituted monovalent heterocyclic group, R1 represents a substituted or unsubstituted aromatic group excluding an unsubstituted phenyl group or a substituted or unsubstituted heterocyclic group, and R2 represents a substituent.Type: GrantFiled: September 15, 2004Date of Patent: August 1, 2006Assignee: Fuji Photo Film Co., Ltd.Inventors: Masaru Takasaki, Toshiki Fujiwara, Tomohiro Chino
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Patent number: 7066991Abstract: An ink jet set comprising: a) a cyan ink comprising a carrier and a sulfonated copper phthalocyanine dye; b) a magenta ink comprising a carrier and an anthrapyridone magenta dye or metal complex magenta dye, or azo-naphthol derivative magenta dye or mixture thereof; c) a yellow ink comprising a carrier and an azo-aniline yellow dye or metal complex yellow dye or mixtures thereof; and d) a trisazo black dye of the following structure where Met is a metal atom, preferably Al, Co, Cr, Cu, Fe, or Ni; R1 is a phenyl or naphthalene radical substituted by 1, 2 or 3 substituents selected from the group consisting of OH, O(C1–C6)-alkyl, COOM, SO3M and NH2; R2 is C1–C6-alkyl, n is 0 or 1, X is a chemical bond or —CO— or —SO2—; R3 is H, methyl or O(C1–C6)-alkyl; R4 and R5 are each H, COOM or SO3M; R6 is a phenyl, pyridyl or pyrazole radical substituted by 1,2 or 3 substituents selected from the group consisting of OH, O(C1–C6)-alkyl, COOM, SO3M, NH2, NHaryl, NHacyl and phenylsulfo; and M is ammonium, H, K, Li, or NaType: GrantFiled: October 28, 2003Date of Patent: June 27, 2006Assignee: Eastman Kodak CompanyInventors: James W. Blease, LuAnn K. Weinstein
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Patent number: 7066992Abstract: The invention relates to an ink composition comprising solubilized yellow dyes for inks with improved ozone and light stability.Type: GrantFiled: December 10, 2003Date of Patent: June 27, 2006Assignee: Eastman Kodak CompanyInventors: Joan C. Potenza, Marcel B. Madaras, Hans F. Schmitthenner, David T. Southby, Mihaela L. Madaras
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Patent number: 7066993Abstract: 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: GrantFiled: February 12, 2002Date of Patent: June 27, 2006Assignee: Clariant GmbHInventors: Andreas Wuzik, Josef Geisenberger, Heidemarie Menzel