Five-ring Members In The Heterocyclic Ring Patents (Class 106/31.49)
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Patent number: 7828887Abstract: Dye-based ink formulations and methods of making dye-based ink formulations are disclosed.Type: GrantFiled: April 23, 2007Date of Patent: November 9, 2010Assignee: Hewlett-Packard Development Company, L.P.Inventors: Sukanya Rengaswamy, Zia Ur Rehman, Mary E Austin
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Patent number: 7824484Abstract: A substrate having an IR-absorbing dye disposed thereon. The dye is a naphthalocyanine dye of formula (I): wherein M is Ga(A1); A1 is an axial ligand selected from the group consisting of: OH, halogen, OR3, —OC(O)R4 and O(CH2CH2O)eRe wherein e is an integer from 2 to 10 and Re is H, C1-8 alkyl or C(O)C1-8 alkyl; R1 and R2 may be the same or different and are selected from the group consisting of: hydrogen and C1-12 alkoxy; R3 is selected from the group consisting of: C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl and Si(Rx)(Ry)(Rz); R4 is selected from the group consisting of: C1-12 alkyl, C5-12 aryl and C5-12 arylalkyl; Rx, Ry and Rz may be the same or different and are selected from the group consisting of: C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy and C5-12 arylalkoxy; and each B is independently a base, wherein BH+ has a pKa of between 4 and 9.Type: GrantFiled: January 26, 2010Date of Patent: November 2, 2010Assignee: Silverbrook Research Pty Ltd.Inventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20100263571Abstract: An IR-absorbing naphthalocyanine dye of formula (I): wherein M is Ga(A1); A1 is selected from the group consisting of: OH and halogen; and W is a sulfonic acid group or salts thereof.Type: ApplicationFiled: July 1, 2010Publication date: October 21, 2010Inventors: Simone Charlotte Vonwiller, Scott Matthew Starling, Damon Donald Ridley, Lachlan Everett Hall, Simon Fielder, Sutharsiny Indusegaram, Kia Silverbrook, Paul Lapstun
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Patent number: 7811369Abstract: The present invention is directed to ink-jet inks, ink sets, and methods of printing images. The ink-jet ink can comprise a cyan phthalocyanine dye, a divalent salt, an anti-flocculent aromatic polyamine, and a liquid vehicle. The cyan phthalocyanine dye can be susceptible to destabilization by the presence of the salt, and the anti-flocculent aromatic polyamine can be present at a concentration that stabilizes the cyan phthalocyanine dye in the presence of the divalent salt.Type: GrantFiled: January 31, 2007Date of Patent: October 12, 2010Assignee: Hewlett-Packard Development Company, L.P.Inventor: Larrie Deardurff
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Publication number: 20100236448Abstract: The present invention relates to an aqueous solution composition (water-based ink composition) containing a water-soluble naphthalocyanine coloring matter represented by the following formula (1): (wherein, M represents a hydrogen atom, a metal atom, a metal oxide, a metal hydroxide or a metal halide, X represents a carbonyl group or a sulfonyl group, W1 to W4 are each independently a hydrogen atom, an ionic hydrophilic group or the like, at least one of W1 to W4 is a group other than a hydrogen atom, and n represents an integer number of 1 to 24, respectively) or a salt thereof, and a novel naphthalocyanine coloring matter; and said compound is useful as a near-infrared ray absorbent because it has a high absorption in the near-infrared region, and it is useful as an near-infrared ray absorbing water-based ink because it has an excellent storage stability in aqueous solution.Type: ApplicationFiled: October 30, 2008Publication date: September 23, 2010Applicant: Nippon Kayaku Kabushiki KaishaInventors: Takaaki Kurata, Takashi Yoneda, Takafumi Fujii, Tadayuki Kiyoyanagi, Koji Hirota
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Patent number: 7794532Abstract: A water-soluble dye of the Formula (1): D1-L-D2 ??Formula (1) wherein D1 and D2 each independently is an anthrapyridone, anthrapyrazole, anthrapyrimidine or anthrapyrimidone group; and L is a single covalent bond or a linking group which permits at least partial delocalisation of electrons between D1 and D2, compositions and inks containing the dye, and printing processes, printed material and ink-jet printer cartridges based on use of the dye.Type: GrantFiled: April 28, 2006Date of Patent: September 14, 2010Assignee: Fujifilm Imaging Colorants LimitedInventors: Clive Moscrop, Rachel Anne James
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Patent number: 7781026Abstract: Disclosed is a phase change ink composition comprising a phase change ink carrier and a colorant compound of the formula wherein M is an atom or group of atoms capable of bonding to the central cavity of a phthalocyanine molecule, wherein axial ligands optionally can be attached to M. Also disclosed is a radiation curable ink composition comprising (a) an ink vehicle, said ink vehicle comprising at least one radically curable monomer compound, and this colorant compound.Type: GrantFiled: December 19, 2006Date of Patent: August 24, 2010Assignee: Xerox CorporationInventor: Jeffrey H. Banning
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Publication number: 20100208014Abstract: An ink cartridge for an inkjet printer contains an aqueous ink formulation. The ink formulation comprising an IR-absorbing naphthalocyanine dye of formula (II): or a salt form thereof, wherein: M is Ga(A1); A1 is an axial ligand selected from —OH, halogen, —OR3, —OC(O)R4 or —O(CH2CH2O)eRe wherein e is an integer from 2 to 10 and Re is H, C1-8 alkyl or C(O)C1-8 alkyl; R1 and R2 may be the same or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl; and Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy or C5-12 arylalkoxy. The ink formulation has a characteristic pH in the range of 4 to 6.5.Type: ApplicationFiled: February 21, 2010Publication date: August 19, 2010Inventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20100192801Abstract: The invention relates to a colorant of the formula (2) where M=Ca, Sr or a combination of Ca and Sr.Type: ApplicationFiled: February 12, 2008Publication date: August 5, 2010Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Arpad Acs, Till Borchert, Ruediger Jung, Steffen Schneider
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Publication number: 20100175584Abstract: A cyan ink for inkjet recording comprising at least one of a phthalocyanine compound represented by Formula (1) and a phthalocyanine compound represented by Formula (2), Z being represented by Formula (3):Type: ApplicationFiled: December 28, 2009Publication date: July 15, 2010Applicant: KONICA MINOLTA BUSINESS TECHNOLOGIES, INC.Inventors: Natsuko KUSAKA, Naohiro HIROSE, Hiroyuki YASUKAWA
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Patent number: 7750147Abstract: An IR-absorbing naphthalocyanine dye of formula (I) is described: wherein M is Ga(A1); A1 is an axial ligand selected from —OH halogen, —OR3, —OC(O)R4; R1 and R2 may be the same or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); and R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy or C5-12 arylalkoxy; and W is a sulfonic acid group, including salts thereof.Type: GrantFiled: August 1, 2007Date of Patent: July 6, 2010Assignee: Silverbrook Research Pty LtdInventors: Simone Charlotte Vonwiller, Scott Matthew Starling, Damon Donald Ridley, Lachlan Everett Hall, Simon Fielder, Sutharsiny Indusegaram, Kia Silverbrook, Paul Lapstun
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Publication number: 20100167025Abstract: A mixture of phthalocyanine dyes of Formula (1) and salts thereof: wherein M is Cu or Ni; Pc represents a phthalocyanine nucleus; L is, for example, C1-20 alkylene; R1, R2, R3 and R4 independently are H or optionally substituted C1-4alkyl; R5 is H or an optionally substituted hydrocarbyl; or R4 and R5 together with the nitrogen atom to which they are attached represent an optionally substituted aliphatic or aromatic ring system; x, y and z are each 0.1 to 3.8 where the sum of (x+y+z) is 4; and the substituents, represented by x, y and z, are attached only to a ?-position on the phthalocyanine ring. This mixture can be used to make inks suitable for use in an ink jet printer.Type: ApplicationFiled: January 29, 2010Publication date: July 1, 2010Inventor: Prakash Patel
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Patent number: 7740695Abstract: An ink set containing at least a yellow ink composition, a magenta ink composition, and a cyan ink composition: said magenta ink composition containing as a colorant at least one type of compound expressed by the formula M-1 in claim 1, and at least one type of compound expressed by the following formula M-2 in claim 1, the yellow ink composition containing as a colorant at least one type of compound expressed by the formula Y-1 in claim 1; and the cyan ink composition containing as a colorant at least one type of compound selected from the group consisting of compounds or salts thereof expressed by the Formula C-1 in claim 1.Type: GrantFiled: September 28, 2007Date of Patent: June 22, 2010Assignee: Seiko Epson CorporationInventors: Kazuhiko Kitamura, Akihito Sao, Hiroshi Fukumoto
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Patent number: 7736424Abstract: An ink set for ink-jet recording is provided defined by an evaluation indicator approximately corresponding to an evaluation sensed by human eyes without relying on a color difference (?E) or an optical density difference (?OD) at the time of evaluating long-term storage properties of the ink set for ink-jet recording. In the ink set for ink-jet recording which contains a yellow ink, a magenta ink and a cyan ink, values of hue angle change (?h), between before and after ozone resistance tests, of print regions corresponding to respective inks formed on glossy paper by using the yellow ink, the magenta ink and the cyan ink are not more than about 3° for the yellow ink, not more than about 2° for the magenta ink, and not more than about 6° for the cyan ink.Type: GrantFiled: February 9, 2007Date of Patent: June 15, 2010Assignee: Brother Kogyo Kabushiki KaishaInventors: Tomoyo Hamajima, Ryuji Kato
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Patent number: 7736425Abstract: An ink set for ink-jet recording is provided defined by an evaluation indicator approximately corresponding to an evaluation sensed by human eyes without relying on a color difference (?E) or an optical density difference (?OD) at the time of evaluating a long-term storage stability of the ink set for ink-jet recording. In the ink set for ink-jet recording which contains a yellow ink, a magenta ink and a cyan ink, values of hue angle change (?h), between before and after lightfastness tests, of print regions corresponding to respective inks formed on glossy paper by using the yellow ink, the magenta ink and the cyan ink are not more than about 3° for the yellow ink, not more than about 2° for the magenta ink, and not more than about 6° for the cyan ink.Type: GrantFiled: February 9, 2007Date of Patent: June 15, 2010Assignee: Brother Kogyo Kabushiki KaishaInventors: Ryuji Kato, Tomoyo Hamajima
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Patent number: 7736427Abstract: An inkset comprising at least a yellow ink composition, two types of magenta ink compositions of different color density, and a cyan ink composition: the magenta ink composition containing as a colorant at least one type of compound expressed by the formula M-1, and at least one type of compound expressed by the formula M-2, the yellow ink composition containing as a colorant at least one type of compound expressed by the formula Y-1 the cyan ink composition containing as a cyan dye at least one type of compound selected from the compounds or salt thereof expressed by the formula C-1.Type: GrantFiled: December 13, 2007Date of Patent: June 15, 2010Assignee: Seiko Epson CorporationInventors: Kazuhiko Kitamura, Akihito Sao, Hiroshi Fukumoto
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Patent number: 7731788Abstract: An ink set including at least a yellow ink composition, a magenta ink composition, and a cyan ink composition; the magenta ink composition containing as a colorant at least one type of compound expressed by the Formula M-1 in claim 1; the yellow ink composition containing as a colorant at least one type of compound expressed by the formula Y-1 in claim 1; and the cyan ink composition containing as a colorant at least one type of compound selected from the group consisting of compounds or salts thereof expressed by the Formula C-1 in claim 1.Type: GrantFiled: September 28, 2007Date of Patent: June 8, 2010Assignee: Seiko Epson CorporationInventors: Kazuhiko Kitamura, Akihito Sao, Hiroshi Fukumoto
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Publication number: 20100126377Abstract: The present invention relates to an ink composition containing a phthalocyanine coloring matter represented by the following formula (1): (wherein, each of the rings A to D independently represents a benzene ring or a pyridine ring, M represents a metal atom or the like, X represents a carbonyl group or the like, Y represents a hydrogen atom; a nitro group; a hydroxy group; a sulfo group; a carboxy group; an amino group; an alkoxy group, an alkylthio group, an alkylsulfonyl group which may be substituted; an aryloxy group, an arylthio group, an arylsulfonyl group, a heteroaryloxy group, a heteroarylthio group, a heteroarylsulfonyl group or an amino group, which may be substituted; or the like, and L is from 2 to 8) or a salt thereof; and said ink composition gives, in inkjet printing on plain paper, printed matters exhibiting an extremely excellent water fastness.Type: ApplicationFiled: July 3, 2008Publication date: May 27, 2010Applicant: Nippon Kayaku Kabushiki KaishaInventors: Takashi Yoneda, Takafumi Fujii, Shinsuke Shimizu, Hirokazu Kitayama
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Patent number: 7717990Abstract: A multi-color inkjet ink set includes a first ink composition including a first colorant and a heterocyclic amine compound, and a second ink composition include a second colorant having an, in which the acid moiety of the second colorant within the second ink composition reacts with the heterocyclic amine compound within the first ink composition to form a precipitate to prevent the second colorant from moving on a printing medium.Type: GrantFiled: September 7, 2006Date of Patent: May 18, 2010Assignee: Samsung Electronics Co., Ltd.Inventors: Seung-min Ryu, Yeon-kyoung Jung
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Patent number: 7713343Abstract: An ink set for ink-jet recording is formed from a yellow ink in which C. I. Direct Yellow 132 and C. I. Direct Yellow 86 are employed, a magenta ink in which a specific pyrazolylazopyridine-based (or pyrazolylazopyrazine-based) dye and another specific dye are employed, and a cyan ink in which two specific types of copper phthalocyanine-based dyes are employed.Type: GrantFiled: February 12, 2007Date of Patent: May 11, 2010Assignee: Brother Kogyo Kabushiki KaishaInventors: Kazuma Goto, Narumi Koga, Satoshi Okuda, Tomoyo Hamajima, Yasuhiro Taga, Shunichi Higashiyama
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Patent number: 7713342Abstract: Phase change ink comprising carrier and colorant of formula wherein M is atom or group of atoms capable of bonding to central cavity of phthalocyanine molecule, wherein axial ligands optionally can be attached to M, each R? is a substituent, each n is 0, 1, 2, 3, or 4, each R? is a substituent, each m is 0, 1, 2, or 3, each R is alkylene, arylene, arylalkylene, or alkylarylene, each X is —OH, —COOH, or wherein each Y and each Z is a direct bond, oxygen, or —NR1—, wherein R1 is hydrogen, alkyl, aryl, arylalkyl, or alkylaryl, provided that Z and Y are not both direct bonds connected to a single C?O moiety at the same time, provided that when X is —COOH, R can also be a direct bond, and each Rd is alkyl, aryl, arylalkyl, or alkylaryl.Type: GrantFiled: December 19, 2006Date of Patent: May 11, 2010Assignee: Xerox CorporationInventor: Jeffrey H. Banning
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Patent number: 7705069Abstract: An ink jet ink composition comprised an anti-curl agent and ink jet printing processing using such ink jet ink composition. The ink jet ink composition includes a hyperbranched polymer. The hyperbranched polymer acts as an anti-curl agent to control curl during a printing process. The anti-curl agent, i.e., the hyperbranched polymer, may be present in the ink amounts less than conventional anti-curl agents and still effectively control curl without detrimentally effecting intercolor bleed control water fastness or drying. Additionally, the ink composition do not exhibit increases in viscosity, and problems associated therewith, that occur in ink composition using conventional anti-curl agents.Type: GrantFiled: November 22, 2004Date of Patent: April 27, 2010Assignee: Xerox CorporationInventors: Erin M. Reinhardt, Daniel A. Foucher
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Patent number: 7699920Abstract: An ink comprising an IR-absorbing naphthalocyanine dye of formula (I) is described: wherein M is Ga(A1); A1 is an axial ligand selected from —OH, halogen, —OR3, —OC(O)R4; R1 and R2 may be the same or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); and R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy or C5-12 arylalkoxy; and W is a sulfonic acid group, including salts thereof.Type: GrantFiled: August 1, 2007Date of Patent: April 20, 2010Assignee: Silverbrook Research Pty LtdInventors: Simone Charlotte Vonwiller, Scott Matthew Starling, Damon Donald Ridley, Lachlan Everett Hall, Simon Fielder, Sutharsiny Indusegaram, Kia Silverbrook, Paul Lapstun
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Patent number: 7691192Abstract: An ink composition including at least water, a cyan dye represented by the formula shown below and an aromatic compound having a carboxyl group and/or a salt thereof; an inkjet recording method using the composition; and recorded matter which is recorded by the recording method wherein M represents a hydrogen atom, a metal element, a metal oxide, a metal hydroxide or a metal halide, R1 to R4 each independently represents —SO2Z, and Z represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group, provided that at least one of four Z's has an ionic hydrophilic group as a substituent.Type: GrantFiled: September 30, 2004Date of Patent: April 6, 2010Assignees: Seiko Epson Corporation, Fuji Film CorporationInventors: Yasuhiro Oki, Kazuhiko Kitamura, Hiroko Hayashi, Keiichi Tateishi, Shigeaki Tanaka, Yoshiharu Yabuki
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Patent number: 7691194Abstract: A self-dispersible colorant has a hydrophilic group incorporated into a colorant. A method of preparing the self-dispersible colorant reacts a cyclic anhydride with a reactive colorant in the presence of a Lewis acid. An ink composition comprising the self-dispersible colorant provides long-term storage stability and dispersion stability.Type: GrantFiled: October 17, 2005Date of Patent: April 6, 2010Assignee: Samsung Electronics Co., Ltd.Inventor: Cheol Ham
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Publication number: 20100075040Abstract: An ink composition includes a colorant represented by the following formula (I); water; a guanidine-based compound; and a colorless water-soluble planar compound having more than ten delocalized ?-electrons within one molecule: wherein the symbols in the formula (I) are defined in the specification.Type: ApplicationFiled: October 4, 2007Publication date: March 25, 2010Applicant: Fujifilm CorporationInventors: Keiichi Tateishi, Yoshimitsu Arai
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Patent number: 7678899Abstract: A mixture of phthalocyanine dyes of Formula (1) and salts thereof: wherein M is Cu or Ni; Pc represents a phthalocyanine nucleus; L is, for example, C1-20 alkylene; R1, R2, R3 and R4 independently are H or optionally substituted C1-4alkyl; R5 is H or an optionally substituted hydrocarbyl; or R4 and R5 together with the nitrogen atom to which they are attached represent an optionally substituted aliphatic or aromatic ring system; x, y and z are each 0.1 to 3.8 where the sum of (x+y+z) is 4; and the substituents, represented by x, y and z, are attached only to a ?-position on the phthalocyanine ring. This mixture can be used to make inks suitable for use in an ink jet printer.Type: GrantFiled: July 2, 2004Date of Patent: March 16, 2010Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Publication number: 20100043695Abstract: The present invention relates to an indicator system comprising (a) an indicator system comprising a) a photo- or thermochromic indicator compound and b) a luminescent colorant which increases the color difference of the color change of the reagent by at least 0.5 units.Type: ApplicationFiled: February 18, 2008Publication date: February 25, 2010Applicant: CIBA CORPORATIONInventors: Hans Reichert, Tracey Nisbet
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Patent number: 7658792Abstract: There is provided an IR-absorbing naphthalocyanine dye of formula (I): wherein M is Ga(A1); A1 is an axial ligand selected from —OH, halogen, —OR3, —OC(O)R4 or —O(CH2CH2O)eRe wherein e is an integer from 2 to 10 and Re is H, C1-8 alkyl or C(O)C1-8 alkyl; R1 and R2 may be the same or different and are selected from hydrogen or C1-12 alkoxy; R3 is selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); R4 is selected from C1-12 alkyl, C5-12 aryl or C5-12 arylalkyl; Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl, C1-12 alkoxy, C5-12 aryloxy or C5-12 arylalkoxy; and each B is independently selected from a base, wherein BH+ has a pKa of between 4 and 9. The dye is suitable for use in IR-absorbing inkjet inks, providing compatibility with known CMYK inks together with an optimally red-shifted ?max.Type: GrantFiled: July 10, 2006Date of Patent: February 9, 2010Assignee: Silverbrook Research Pty LtdInventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20100028539Abstract: An ink composition includes a colorant represented by the following formula (I); water; a guanidine-based compound; and a colorless water-soluble planar compound having more than ten delocalized ?-electrons within one molecule: wherein the symbols in the formula (I) are defined in the specification.Type: ApplicationFiled: October 4, 2007Publication date: February 4, 2010Applicant: FUJIFILM CORPORATIONInventors: Keiichi Tateishi, Yoshimitsu Arai
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Publication number: 20100021702Abstract: Disclosed are a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein a solid particle component contained therein has an average particle diameter of 0.3 to 25 ?m, a scratch color-developable ink comprising an electron-donating colorless or light-color dye precursor, an electron-accepting color developer and a varnish, wherein an azaphthalide compound is contained as the electron-donating colorless or light-color dye precursor, and an invisible information printed sheet obtained by printing invisible information on a support with the above scratch color-developable ink.Type: ApplicationFiled: December 19, 2007Publication date: January 28, 2010Applicant: MITSUBISHI PAPER INK MFG. CO., LTD.Inventors: Hisashi Wakasugi, Fujio Takasaki, Kazuhiro Handa, Masahiro Miyauchi, Haruhiko Ikeda
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Patent number: 7648943Abstract: An azo dye represented by formula (II) as defined in the specification, a process of producing the same and a coloring composition containing the azo dye.Type: GrantFiled: July 7, 2005Date of Patent: January 19, 2010Assignee: Fujifilm CorporationInventors: Toshiki Fujiwara, Yoshihiko Fujie, Yoshiharu Yabuki, Masaru Takasaki
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Patent number: 7641726Abstract: A mixture of compounds of Formula (1) and salts thereof: wherein: M is 2H, Si, a metal, an oxymetal group, a hydroxymetal group or a halometal group; Pc represents a phthalocyanine nucleus of formula; R1 is H or optionally substituted C1-4alkyl; R2 is optionally substituted alkyl; R3 is H or optionally substituted C1-4alkyl; R4 is optionally substituted heterocycyl; L is a direct covalent bond or a divalent linking group; w, x, y and z are each independently greater than zero. Also compositions and inks, printing processes, printed material and ink-jet printer cartridges.Type: GrantFiled: March 30, 2007Date of Patent: January 5, 2010Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7641725Abstract: A mixture of compounds of Formula (1) and salts thereof: wherein: M is 2H, Si, a metal, an oxymetal group, a hydroxymetal group or a halometal group; Pc represents a phthalocyanine nucleus; R1 is H or optionally substituted C1-4alkyl; R2 is optionally substituted alkyl or optionally substituted heterocyclyl; R3 is H or optionally substituted C1-4alkyl; R4 is optionally substituted hydrocarbyl; w is 0.1 to 3.7 x is 0.1 to 3.7; y is 0.1 to 3.7; z is 0.1 to 3.7: and provided that the groups represented by y and z are different. Also compositions and inks, printing processes, printed material and ink-jet printer cartridges.Type: GrantFiled: April 11, 2006Date of Patent: January 5, 2010Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7632345Abstract: Phthalocyanine dyes of general formula (II) and, in particular, of general formula (III) wherein R1-R8, R9-R12, Me, M, m, n, o and p are as defined in the specification, are excellent dyes for dying and printing cellose containing materials and textile materials, and especially, for the preparation of inks for ink jet printing.Type: GrantFiled: June 13, 2007Date of Patent: December 15, 2009Assignee: Ilford Imaging Switzerland GmbHInventors: Kurt Baettig, Gérald Jan
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Patent number: 7632344Abstract: An ink for use in combination with an ink-jet printer comprises a mixture including a colorant, a liquid vehicle comprising 1,6-hexanediol and 1,5-pentanediol in a ratio in the range of 1:4 (wt/wt) to 4:1 (wt/wt), and/or an amount of imidazole in the range of 0.1 wt % to 6 wt %, and potentially provides at least one of the following enhancements to the ink improved print quality, increased decap time, pen reliability, environmental robustness of ink in pen, environmental robustness of printed ink on media, and aid in maintaining the pH of the ink in a desired range.Type: GrantFiled: January 31, 2007Date of Patent: December 15, 2009Assignee: Hewlett-Packard Development Company, L.P.Inventor: Marlene McGorrin
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Patent number: 7621992Abstract: An ink composition having a high optical density, can implement a clear color image and improve the durability of printed images, such as waterproofness, lightfastness, gasfastness, environmental resistance, etc., having excellent storage stability, and does not cause clogging of nozzles of a cartridge of an inkjet printer even after being stored for a long-term. An inkjet printer cartridge including the ink composition, and an inkjet recording apparatus including the cartridge.Type: GrantFiled: April 21, 2006Date of Patent: November 24, 2009Assignee: Samsung Electronics Co., Ltd.Inventors: Seung-min Ryu, Yeon-kyoung Jung
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Patent number: 7611571Abstract: An ink having a cyan color is provided which can form images excellent in ozone resistance in such a high level as to exceed anticipation and having a preferable color tone. The ink includes at least two coloring materials of a first coloring material and a second coloring material, wherein the first coloring material is a compound having a copper phthalocyanine skeleton with a specific structure and the second coloring material is a compound having a copper phthalocyanine skeleton with a specific structure that is different from the first coloring material.Type: GrantFiled: April 28, 2008Date of Patent: November 3, 2009Assignee: Canon Kabushiki KaishaInventors: Tomohiro Yamashita, Jun Yoshizawa, Daiji Okamura
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Publication number: 20090255986Abstract: A method of initiating a requested action in a computer system via a printed substrate. The substrate contains human-readable information and machine-readable coded data. The method includes the steps of: positioning a sensing device in an operative position relative to the substrate; sensing the coded data; generating indicating data in the sensing device using the sensed coded data; and sending the indicating data to the computer system. The coded data comprises a phthalocyanine salt comprising one or more sulfonate groups. A counterion of at least one sulfonate group is an ammonium cation comprising at least 20 carbon atoms.Type: ApplicationFiled: June 28, 2009Publication date: October 15, 2009Inventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20090242642Abstract: A system for interacting with a coded substrate. The system comprises a substrate having human-readable information and machine-readable coded data disposed thereon and a sensing device for reading the machine-readable coded data. The coded data comprises an IR-absorbing phthalocyanine dye having sulfonate groups. A counterion of each sulfonate group is a phosphonium cation.Type: ApplicationFiled: June 10, 2009Publication date: October 1, 2009Inventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
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Publication number: 20090226674Abstract: A composition comprising: a) a major dye component which is the gluconic acid salt of a mixture of phthalocyanine dyes of Formula (1): ?wherein: Pc represents a phthalocyanine nucleus of formula; x is 0 to 3.9; y is 0 to 3.9; z is 0.1 to 4.0; the sum of (x+y+z) is 4; and the substituents, represented by x, y and z are attached to a ? position on the phthalocyanine ring; and (b) a liquid medium. Also ink-jet printing processes, printed materials, ink-jet cartridges and dye salts.Type: ApplicationFiled: September 29, 2006Publication date: September 10, 2009Applicant: FUJIFILM IMAGING COLORANTS LIMITEDInventor: Thomas Paul
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Publication number: 20090226687Abstract: A composition comprising: (a) a dye component comprising a major dye component which is the salt of a mixture of phthalocyanine dyes of Formula (1) with an organic compound carrying two or more acidic groups: wherein: M is Cu or Ni; Pc represents a phthalocyanine R1 and R2 independently are H or methyl; R3 is H, methyl or optionally substituted C1-8alkylNR5R6; R4 is optionally substituted C1-8alkylNR5R6; R5 is H or optionally substituted C1-4alkyl; R6 is H or optionally substituted C1-4alkyl; x is 0 to 3.9; y is 0 to 3.9; z is 0.1 to 4.0 the sum of (x+y+z) is 2 to 4; and the substituents, represented by x, y and z are attached to a ? position on the phthalocyanine ring; and (b) a liquid medium. Also ink-jet printing processes, printed materials, ink-jet cartridges and new dye salts.Type: ApplicationFiled: September 29, 2006Publication date: September 10, 2009Inventor: Thomas Paul
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Publication number: 20090226948Abstract: The present invention relates to a time temperature indicator for indicating temperature change over time, comprising an immobilized enzyme and a substrate of the enzyme, wherein the reaction of the substrate catalyzed by the enzyme produces a reaction product in a time and temperature dependent manner and wherein the formation of the reaction product can be detected by monitoring a physical characteristic of the substrate and/or the product which is linked to its concentration. The invention further relates to a method of time temperature indication comprising the step of an enzyme-catalyzed reaction, a method of printing the enzyme-based time temperature indicator on a packaging material or a label, a printing ink or printing ink concentrate comprising components of the enzyme-based time temperature indicator and a packaging material or a label comprising the enzyme-based time temperature indicator.Type: ApplicationFiled: August 3, 2005Publication date: September 10, 2009Inventors: Hans Reichert, Peter Simmendinger, Thomas Bolle
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Publication number: 20090226835Abstract: Nano-sized phthalocyanine pigment particles include a phthalocyanine chromogen structure as the main component, and a substituted soluble metal-phthalocyanine dye as a minor component that is associated non-covalently with the phthalocyanine chromogen structure, wherein the presence of one or more sterically bulky substituents on the substituted soluble metal-phthalocyanine dye limits an extent of pigment particle growth and aggregation, to afford nano-sized pigment particles.Type: ApplicationFiled: March 25, 2008Publication date: September 10, 2009Applicant: XEROX CORPORATIONInventors: James D. MAYO, Rina CARLINI, Adela GOREDEMA, Peter G. ODELL, Jeffrey H. BANNING
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Patent number: 7579064Abstract: A substrate having an IR-absorbing dye disposed thereon.Type: GrantFiled: November 3, 2008Date of Patent: August 25, 2009Assignee: Silverbrook Research Pty LtdInventors: Simone Charlotte Vonwiller, Damon Donald Ridley, Sutharsiny Indusegaram, Scott Matthew Starling, Graciel Gonzaga, Kia Silverbrook
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Publication number: 20090202799Abstract: A salt of a sulfonated dye modulates a stability of the dye, particularly its ozonefastness. The salt comprises an organic cation selected from the group consisting of: a first organic cation having a positive charge delocalized between a nitrogen atom and at least one other heteroatom; a second organic cation having a positive charge delocalized between a nitrogen atom and at least two other atoms; and a third organic cation of formula (A): wherein: Rp, Rq and Rr are each independently selected from a C1-6 alkyl group; s is 0, 1, 2 or 3; and Ar is a C6-12 aryl group or C3-12 heteroaryl group.Type: ApplicationFiled: February 10, 2009Publication date: August 13, 2009Inventors: Sutharsiny Indusegaram, Graciel Gonzaga, Simone Charlotte Vonwiller, Scott Matthew Starling, Lachlan Everett Hall, Damon Donald Ridley, Kia Silverbrook
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Patent number: 7572327Abstract: A phthalocyanine dye of formula (I) is provided: wherein: M is a metal group or is absent; n is 1 or 2; X is selected from —CHR3—, —NR3—, —O— or —S—; R1, R2 and R3 are independently selected from hydrogen, C1-8 alkyl, C1-8 alkoxy, carboxy, carboxy-C1-8 alkyl, hydroxyl, hydroxy-C1-8 alkyl; or R1 and R2, or R2 and R3 together are joined to form a C4-12 aryl or C3-12 heteroaryl group, optionally substituted with 1, 2, 3 or 4 substituent groups, the or each substituent group being independently selected from C1-12 alkyl, C1-12 alkoxy, phenyl-C1-8 alkyl, phenyl-C1-8 alkoxy, —(OCH2CH2)dORd, cyano, halogen, amino, hydroxyl, thiol, —SRv, —NRuRv, nitro, phenyl, phenoxy, —CO2Rv, —C(O)Rv, —OCORv, —SO2Rv, OSO2Rv, —NHC(O)Rv, —CONRuRv, —CONRuRv, sulfonic acid, sulfonic acid salt and sulfonamide; d is an integer from 2 to 5000; Rd is H, C1-8 alkyl or C(O)C1-8 alkyl and Ru and Rv are independently selected from hydrogen, C1-12 alkyl, phenyl or phenyl-C1-8 alkyl.Type: GrantFiled: July 5, 2005Date of Patent: August 11, 2009Assignee: Silverbrook Research Pty LtdInventors: Simone Charlotte Vonwiller, Damon Donald Ridley, Sutharsiny Indusegaram, Scott Matthew Starling, Graciel Gonzaga, Kia Silverbrook
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Patent number: 7572326Abstract: A fixer fluid for an inkjet ink set includes an aqueous vehicle, and a tri-alkyl-substituted amine-N-oxide. The fixer fluid also includes an acid, a cationic polyelectrolyte, or combinations of the acid and polyelectrolyte(s).Type: GrantFiled: April 18, 2007Date of Patent: August 11, 2009Assignee: Hewlett-Packard Development Company, L.P.Inventors: Mark L. Choy, Gary W. Byers, Yi-Hua Tsao, George Sarkisian, Keshava A. Prasad, Christian Schmid, Ervin Mubarekyan
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Patent number: 7566363Abstract: A phthalocyanine phthalocyanine salt suitable for formulation in a solvent-based or oil-based ink vehicle is disclosed. The phthalocyanine comprises one or more sulfonate groups and a counterion of at least one sulfonate group is an ammonium cation comprising at least 15 carbon atoms. Ammonium salts of sulfonated gallium naphthalocyanines exemplify such phthalocyanine salts.Type: GrantFiled: May 13, 2008Date of Patent: July 28, 2009Assignee: Silverbrook Research Pty LtdInventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
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Patent number: 7559983Abstract: An IR-absorbing phthalocyanine dye suitable for formulation in a solvent-based or oil-based ink vehicle is disclosed. The phthalocyanine comprises one or more sulfonate groups and a counterion of at least one sulfonate group is a phosphonium cation. Phosphonium salts of sulfonated gallium naphthalocyanines exemplify such dyes.Type: GrantFiled: September 4, 2007Date of Patent: July 14, 2009Assignee: Silverbrook Research Pty LtdInventors: Scott Matthew Starling, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook