Phthalocyanine Dye Patents (Class 8/661)
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Patent number: 8876915Abstract: There is provided a coloring composition and an ink for inkjet recording which have an excellent ozone fastness and a high print density and is excellent in storage stability over time, and one example of the coloring composition is a coloring composition contains a compound (1A) and a compound (2B):Type: GrantFiled: May 7, 2014Date of Patent: November 4, 2014Assignee: FUJIFILM CorporationInventors: Yoshihiko Fujie, Prakash Patel, Clive Edwin Foster, Keiichi Tateishi
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Patent number: 8715369Abstract: The present invention provides a treatment composition comprising a hydrophobic dye.Type: GrantFiled: September 14, 2012Date of Patent: May 6, 2014Assignee: The Sun Products CorporationInventors: Stephen Norman Batchelor, Jayne Michelle Bird
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Patent number: 8685116Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.Type: GrantFiled: July 21, 2010Date of Patent: April 1, 2014Assignee: BASF SEInventors: Alfred Hohener, Frank Bachmann, Adolf Kaser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
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Patent number: 8652219Abstract: The invention herein provides for an improved dye material composed of a dry particulate mixture of azo and phthalocyanine dyes for concrete surface applications.Type: GrantFiled: February 22, 2007Date of Patent: February 18, 2014Assignee: Ameripolish, Inc.Inventor: Clint Howle
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Patent number: 8647425Abstract: A process for preparing azaphthalocyanine or metallo-azaphthalocyanine dyes Also novel compounds, inks, printing processes, printed materials (including color filters) and ink-jet cartridges.Type: GrantFiled: October 6, 2010Date of Patent: February 11, 2014Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 8585784Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.Type: GrantFiled: November 25, 2008Date of Patent: November 19, 2013Assignee: BASF SEInventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Käser, Roger Wolfgang Basler
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Patent number: 8414661Abstract: The present invention relates to new compositions comprising compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups. Further aspects are an improved shading process for textile materials and also use of these shading compositions for shading textiles.Type: GrantFiled: January 24, 2012Date of Patent: April 9, 2013Assignee: The Procter & Gamble CompanyInventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaeser, Roger Wolfgang Basler, Neil Joseph Lant, Gregory Scot Miracle
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Patent number: 8292995Abstract: 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: GrantFiled: February 10, 2009Date of Patent: October 23, 2012Assignee: 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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Patent number: 8293695Abstract: The present invention relates to a composition comprising at one photocatalyst and at least one azo dyestuff and/or at least one triphenylmethane dyestuff, which produces in the CIElab color coordinate system a relative hue angle of 220-320°, to a detergent composition, a fabric softener composition as well as to a shading.Type: GrantFiled: July 28, 2004Date of Patent: October 23, 2012Assignee: BASF SEInventor: Alfred Höhener
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Publication number: 20120121868Abstract: A process for preparing phthalocyanine, azaphthalocyanine, metallo-phthalocyanine or metallo-azaphthalocyanine dyes and salts thereof. Also novel compounds, inks, printing processes, printed materials and ink jet cartridges.Type: ApplicationFiled: May 26, 2010Publication date: May 17, 2012Applicant: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Publication number: 20120081482Abstract: A process for preparing a mixture of phthalocyanine or metallo-phthalocyanine dyes and salts thereof which comprises cyclisation of a compound of Formula (1) with a compound of Formula (2) and/or Formula (3): wherein: R1 is a hydrocarbyl group; R2 is H or a hydrocarbyl group; R3 is H, optionally substituted alkyl, optionally substituted aryl or optionally substituted heterocyclyl; R4 and R5 are cyano, carboxy carboxamide or together form a group of formula X is an electron withdrawing group; and n is 1 to 4: wherein the cyclisation process is carried out in the presence of a suitable nitrogen source (if required) and a metal salt (if required). Also novel compounds, inks, printing processes, printed materials (including color filters) and ink jet cartridges.Type: ApplicationFiled: May 26, 2010Publication date: April 5, 2012Applicant: Fujifilm Imaging Colorants LimitedInventors: Patricia Mary Dunwoody, Prakash Patel
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Patent number: 8128713Abstract: The present invention relates to new compositions comprising compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups. Further aspects are an improved shading process for textile materials and also use of these shading compositions for shading textiles.Type: GrantFiled: February 14, 2011Date of Patent: March 6, 2012Assignee: The Procter & Gamble CompanyInventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaeser, Roger Wolfgang Basler, Neil Joseph Lant, Gregory Scot Miracle
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Patent number: 8038737Abstract: A method of modulating a stability of a sulfonated dye, particularly its ozonefastness is provided. The method comprises providing a salt of the dye, wherein the salt comprises at least one 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: GrantFiled: February 10, 2009Date of Patent: October 18, 2011Assignee: 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: 20110204234Abstract: A phthalocyanine dye with extended conjugation includes one or both of a phthalocyanine component and a naphthalocyanine component and at least one water soluble substituent on an aryl group of the phthalocyanine dye. The extended conjugation of the phthalocyanine dye includes at least one benzene moiety of the component being one of (a) joined to an aryl group either indirectly using an alkylene linkage or directly, (b) joined to a benzene moiety of another of the components to form an oligomer of the components, and (c) a combination of (a) and (b). The extended conjugation shifts absorption of the phthalocyanine dye to greater than 800 nm.Type: ApplicationFiled: October 30, 2008Publication date: August 25, 2011Inventors: Sivapackia Ganapathiappan, Zhang-Lin Zhou, Jayprakash C. Bhatt
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Publication number: 20110131738Abstract: The present invention relates to new compositions comprising compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups. Further aspects are an improved shading process for textile materials and also use of these shading compositions for shading textiles.Type: ApplicationFiled: February 14, 2011Publication date: June 9, 2011Inventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaeser, Roger Wolfgang Basler, Neil Joseph Lant, Gregory Scot Miracle
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Patent number: 7942938Abstract: The present invention relates to dyes of formula (1), wherein Pc is a phthalocyanine of formula (2), Me is a metal, [MePc] is a phthalocyanine-metal complex of formula (3), M+ is an inorganic or organic cation, R1 is hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aralkyl or unsubstituted or substituted aryl, and R2 is hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aralkyl or unsubstituted or substituted aryl, and n and m are each independently of the other 0, 1, 2, 3, 4, 5, 6, 7 or 8, the sum of (n+m) being a number 5, 6, 7 or 8, and also to mixtures thereof, to processes for the preparation thereof and to the use thereof in dyeing or printing natural, semi-synthetic or synthetic material.Type: GrantFiled: June 28, 2006Date of Patent: May 17, 2011Assignee: BASF SEInventor: Urs Lehmann
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Patent number: 7927410Abstract: A near infrared dye composition includes a microcapsule that includes an inner core region and an outer shell. The inner core region includes a cross-linked polymer-near infrared dye aggregate. The outer shell includes nanoparticles.Type: GrantFiled: January 23, 2009Date of Patent: April 19, 2011Assignee: Hewlett-Packard Development Company, L.P.Inventors: Zhang-Lin Zhou, Sivapackia Ganapathiappan
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Patent number: 7909890Abstract: The present invention relates to new compositions comprising compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups. Further aspects are an improved shading process for textile materials and also use of these shading compositions for shading textiles.Type: GrantFiled: November 25, 2008Date of Patent: March 22, 2011Assignee: The Procter & Gamble CompanyInventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaeser, Roger Wolfgang Basler, Neil Joseph Lant, Gregory Scot Miracle
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Publication number: 20100319142Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.Type: ApplicationFiled: November 25, 2008Publication date: December 23, 2010Applicant: BASF SEInventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaser, Roger Wolfgang Basler
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Publication number: 20100299849Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.Type: ApplicationFiled: July 21, 2010Publication date: December 2, 2010Inventors: Alfred HÖHENER, Frank BACHMANN, Adolf KÄSER, Chandrasekhar Dayal MUDALIAR, Dinesh Narendra RELE, Sneha Shankar RANE, Georg ROENTGEN
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Patent number: 7799098Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.Type: GrantFiled: August 22, 2005Date of Patent: September 21, 2010Assignee: Ciba Specialty Chemicals Corp.Inventors: Alfred Höhener, Frank Bachmann, Adolf Käser, Chandrasekhar Dayal Mudaliar, Dinesh Narendra Rele, Sneha Shankar Rane, Georg Roentgen
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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: 7575626Abstract: A mixture of dyes 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 and R2 independently are H or optionally substituted C1-4alkyl; L is a divalent linking group; B is a substituent. x is 0.1 to 3.8; y is 0.1 to 3.8; z is 0.1 to 3.8; the sum of (x+y+z) is 2 to 4; and the substituents, represented by x, y and z, are only attached to a ? position on the phthalocyanine ring and the dyes are free from fiber reactive groups. Also novel compositions and ink-jet printer inks, processes and cartridges.Type: GrantFiled: December 2, 2005Date of Patent: August 18, 2009Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7575627Abstract: A mixture of dyes 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 (2); R1 is methyl; R2 is H or methyl; R3 and R4 independently are H or optionally substituted C1-4alkyl; L is a divalent linking group; A and B are independently H or a substituent. x is 0.1 to 3.8; y is 0.1 to 3.8; z is 0.1 to 3.8; the sum of (x+y+z) is 2 to 4; and the substituents, represented by x, y and z, are only attached to a ? position on the phthalocyanine ring and the dyes are free from fiber reactive groups. Also compositions, inks, printed material and in-jet processes and cartridges.Type: GrantFiled: December 2, 2005Date of Patent: August 18, 2009Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Publication number: 20090202930Abstract: An infrared dye composition including at least: a compound (I) whose spectral absorption maximum wavelength is in a range of from 750 nm to 1,050 nm; and a compound (II) whose spectral absorption maximum wavelength is in a range of from 400 nm to 700 nm, wherein, when an absorbance of the infrared dye composition at a spectral absorption maximum wavelength in the range of from 750 nm to 1,050 urn is designated as 1, a maximum absorbance (Dmax) of the infrared dye composition in the range of from 400 nm to 700 nm is 0.5 or lower, and a ratio (Dmax/Dmin) is 10 or lower, and an infrared dye composition excellent in gray balance in the visible light region, and an infrared ray absorbing ink and an electrophotographic toner using the same are provided.Type: ApplicationFiled: February 13, 2009Publication date: August 13, 2009Inventors: Kazushi FURUKAWA, Nobuyoshi KASHIWAGI, Keizo KIMURA, Katsuyoshi YAMAKAWA
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Patent number: 7527657Abstract: A liquid preparation of a paper dye comprising a) 15 to 50% by weight of the dye of the formula CuPc[SO2NH(CH2)3N(CH3)2]2 to 3[SO3H]1 to 2 (1), in which CuPc represents copper phthalocyanine, or the alkali metal salt of (1), b) 5 to 15% by weight of ?-caprolactam, c) 1 to 8% by weight of formic acid, d) 1 to 7% by weight of benzyl alcohol, e) 0 to 3% by weight of a lower aliphatic organic acid, f) 0 to 5% by weight of an inorganic salt and g) water, to complete to 100% by weight, a process for the production of said preparation and the use thereof for dyeing, in particular dyeing of paper.Type: GrantFiled: January 20, 2004Date of Patent: May 5, 2009Assignee: Ciba Specialty Chemicals Corp.Inventors: Adolf Käser, Charles Hunger
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Publication number: 20090083912Abstract: The present invention relates to dyes of formula (1), wherein Pc is a phthalocyanine of formula (2), Me is a metal, [MePc] is a phthalocyanine-metal complex of formula (3), M+ is an inorganic or organic cation, R1 is hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aralkyl or unsubstituted or substituted aryl, and R2 is hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aralkyl or unsubstituted or substituted aryl, and n and m are each independently of the other 0, 1, 2, 3, 4, 5, 6, 7 or 8, the sum of (n +m) being a number 5, 6, 7 or 8, and also to mixtures thereof, to processes for the preparation thereof and to the use thereof in dyeing or printing natural, semi-synthetic or synthetic material.Type: ApplicationFiled: June 28, 2006Publication date: April 2, 2009Inventor: Urs Lehmann
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Patent number: 7449058Abstract: A composition comprising: (a) a major dye component which is a mixture of phthalocyanine dyes of Formula (1) and salts thereof: wherein: Pc represents a phthalocyanine nucleus of formula; x is 0.1 to 3.8; y is 0.1 to 3.8; z is 0.1 to 3.8; the sum of x+y+z is 3 to 4; and the substituents, represented by x, y and z, are attached only to a ?-position on the phthalocyanine ring; and (b) a liquid medium. Also ink-jet inks and cartridges, printing processes, printed material and dye mixtures.Type: GrantFiled: January 6, 2006Date of Patent: November 11, 2008Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7326287Abstract: A composition comprising: (a) a major dye component which is a mixture of copper phthalocyanine dyes of Formula (1): CuPc?-(SO3M)x?-(SO2NH2)y??Formula (1) wherein: Pc represents a phthalocyanine nucleus of formula; M is a cation; x and y each independently have an average value of from 0.5 to 3.5; (x+y)=4; and the sulfo and sulfonamide substituents are attached to a ?-position on the phthalocyanine ring; and (b) a liquid medium which comprises water and an organic solvent or an organic solvent free from water. Also ink-jet printing processes, printed images, ink-jet printers and ink-jet cartridges.Type: GrantFiled: July 2, 2004Date of Patent: February 5, 2008Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7300503Abstract: A phthalocyanine dye mixture having a specific structure, an ink using the dye mixture, an inkjet recording ink, an inkjet recording method and a method for improving preservability of image formed are provided.Type: GrantFiled: July 20, 2005Date of Patent: November 27, 2007Assignee: Fujifilm CorporationInventors: Keiichi Tateishi, Yoshiharu Yabuki, Shigeaki Tanaka
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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: 7235110Abstract: A method for surface dyeing a range of textile materials, in the form of yarn, fabric, or garments, includes: a) preparing a dyebath including dye particles and an additive, such as an anionic acrylic copolymer, causing the particles to become charged; b) preparing the textile material by applying an additive, such as a cationic polyamide, forming a substrate with a charge attracting the particles, c) immersing the textile material in the dyebath; d) chemically reducing the dye particles retained on the textile material to a leuco form; and e) oxidizing the dye material.Type: GrantFiled: November 14, 2005Date of Patent: June 26, 2007Inventor: Melvin Alpert
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Patent number: 7211134Abstract: A novel compound having sufficiently high fastness to light, heat, humidity and active gas in the environment and a coloring composition using the compound, particularly, an ink for ink jet recording, an ink jet recording method and a method for improving the preservability of formed image, which can form an image having high fastness to light and ozone gas in the environment. A phthalocyanine dye mixture having a specific structure and an ink, an ink for ink jet recording, an ink jet recording method and a method for improving the preservability of formed image, using the phthalocyanine dye mixture.Type: GrantFiled: January 17, 2003Date of Patent: May 1, 2007Assignee: Fujifilm CorporationInventors: Keiichi Tateishi, Shigeaki Tanaka, Yoshiharu Yabuki
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Patent number: 7189283Abstract: A composition comprising: (a) a major dye component which is a mixture of phthalocyanine dyes of Formula (1) and salts thereof: wherein: M is Cu or Ni; Pc represents a phthalocyanine nucleus of formula R1, R2 and R3 independently are H or optionally substituted C1-4alkyl; R4 is optionally substituted C1-4-hydroxyalkyl; x is 0.1 to 3.8; y is 0.1 to 3.8; z is 0.1 to 3.8; 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 which comprises water, water and an organic solvent or an organic solvent free from water. Also novel dyes, ink-jet printing processes, printed images, printers and cartridges.Type: GrantFiled: July 2, 2004Date of Patent: March 13, 2007Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 7182806Abstract: A composition comprising: (a) a major dye component which is a mixture of phthalocyanine dyes of Formula (1) and salts thereof: wherein: M is Cu or Ni; Pc represents a phthalocyanine nucleus of formula; R1 and R2 independently are H or optionally substituted C1-4alkyl; R3 is H or optionally substituted hydrocarbyl; and R4 is optionally substituted hydrocarbyl; or R3 and R4 together with the nitrogen atom to which they are attached represent an optionally substituted aliphatic or aromatic ring system; x is 0.1 to 3.8; y is 0.1 to 3.8; z is 0.1 to 3.8; 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; and (b) a liquid medium which comprises water and an organic solvent or an organic solvent free from water. Also novel dyes, ink-jet printing processes, printed images, and cartridges.Type: GrantFiled: July 2, 2004Date of Patent: February 27, 2007Assignee: Fujifilm Imaging Colorants LimitedInventor: Prakash Patel
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Patent number: 6997962Abstract: A method for dyeing a cellulosic material, such as cotton or a blend including cotton, in the form of yarn, fabric, or garments, includes: a) preparing a dyebath including particles of indigo and an additive, such as an anionic acrylic copolymer, causing the particles to become charged; b) preparing the cellulosic material by applying an additive, such as a cationic polyamide, forming a substrate with a charge attracting the particles, c) immersing the cellulosic material in the dyebath; d) chemically reducing the particles retained on the cellulosic material to a leuco form; and e) oxidizing the dye material.Type: GrantFiled: February 18, 2004Date of Patent: February 14, 2006Inventor: Melvin Alpert
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Patent number: 6991676Abstract: The present invention is drawn to dye sets for formulating ink-jet ink sets, and to specific ink sets. The dye set can comprise cyan colorant including a phthalocyanine dye; magenta colorant including a copper- or nickel-containing azo dye; and yellow colorant including at least one of Yellow 1189 dye and Yellow 104 dye yellow colorant having the structure Formula 1: wherein R1 is H, SO3M, COOM, or SO2NH2; and wherein R2 is H, SO3M, COOM, or SO2NH2; and wherein R3 is H or CH3; and wherein n and m are 2, 3, 4, 5 or 6; and wherein M is H, Na, Li, K, ammonium, ammonium substituted with alkyl or combinations thereof. Optionally, a cyan triarylmethine dye such as Acid Blue 9, or another similar cyan dye, can be blended with the phthalocyanine dye; a rhodamine dye can be blended with the copper- or nickel-containing azo dye; and/or Acid Yellow 17 or Acid Yellow 23 can be blended with Formula 1.Type: GrantFiled: July 18, 2003Date of Patent: January 31, 2006Assignee: Hewlett-Packard Development Company, L.P.Inventors: Alexey S Kabalnov, Charles G. Dupuy, Luanne J. Rolly, Naomi Oak, Patricia A Wang
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Patent number: 6916348Abstract: Tanned leather is (a) pretreated in an aqueous and alkaline medium either with ammonia, primary amines or a mixture of ammonia and primary amines and then with a polyfunctional organic compound containing at least one aldehyde group as a functional group, or (b) in an aqueous and acidic medium with a polyfunctional organic compound and then ammonia, primary amines or a mixture of ammonia and primary amines, and (c) then dyed in an aqueous and alkaline medium with a water-soluble dye containing at least one functional group which is capable of reacting with one of the functional groups of the organic compound, forming a covalent bond. A tanned and dyed leather is obtainable with a high color intensity, outstanding wet fastness and excellent grain tightness, wherein the dye is permanently and covalently bonded to the leather via a bridging group, preferably in the region of the surface, and the bridging group is essentially bonded to the leather via —N?CH— groups.Type: GrantFiled: August 27, 2001Date of Patent: July 12, 2005Assignee: TFL Ledertechnik GmbHInventors: Jens Fennen, Campbell Thomas Page, Jon Louis McHugh
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Patent number: 6641655Abstract: A fluidizing agent which is a diamine and/or diquaternary ammonium salt of a coloured acid of the phthalocyanine or disazo series of dyestuffs wherein the diamine or diquaternary ammonium cation is of formula (1) wherein R is optionally substituted C6-30-alkyl or optionally substituted C6-30-alkenyl; R1 is hydrogen, optionally substituted C1-30-alkyl or C2-30-alkenyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted aralkyl; R2, R3 and R5 are each, individually, optionally substituted C1-6-alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted aralkyl; R4 is hydrogen, optionally substituted C1-6-alkyl, optionally substituted cycloalkyl, optionally substituted aryl or optionally substituted aralkyl; X is C1-12-alkylene or C2-14-alkenylene; or R1 and R3 together with the two nitrogen atoms to which they are attached and X form a ring; and/or R4 and R5 together with the nitrogen atom to which they are attached form a ring.Type: GrantFiled: February 26, 2002Date of Patent: November 4, 2003Assignee: Avecia LimitedInventors: John Joseph McElhinney, Kristen Susan Low, Laura Janette Murphy
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Publication number: 20030164114Abstract: The present invention relates to a cyan dye mixture, an ink composition containing the mixture and a method of ink-jet recording with the ink composition. The print obtained by the method is characterized by discoloring or fading little even when allowed to stand in a well ventilated shade or in an ozone gas. The cyan dye mixture comprises compounds which are obtained by chlorosulfonating, as a starting material, copper phthalocyanine or a sulfonated copper phthalocyanine and then aminating the chlorosulfonation product with an aminating agent used in an amount of at least 2.Type: ApplicationFiled: January 17, 2003Publication date: September 4, 2003Inventors: Hirokazu Kitayama, Shinichi Namba, Takafumi Fujii, Junji Otani, Junko Yoshioka, Yasuo Shirasaki
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Publication number: 20030131756Abstract: Disclosed is a process which comprises (a) preparing a first solution comprising water and an anionic dye; (b) preparing a second solution comprising water and a polyquaternary amine compound; (c) admixing the first solution and the second solution, thereby causing formation of a complex of the anionic dye and the polyquaternary amine compound and precipitation of the complex from the solution; and (d) isolating the complex thus formed.Type: ApplicationFiled: November 7, 2001Publication date: July 17, 2003Applicant: Xerox CorporationInventors: Thomas W. Smith, Richard L. Colt, Kathleen M. McGrane
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Publication number: 20030127018Abstract: A cyan dye set and ink-jet ink composition with high water-fastness. The cyan dye set is suitable for use in ink-jet printing and includes Acid Blue 90 dye and at least one copper phthalocyanine type blue dye. The cyan dye set has good water-fastness and exhibits improved printing quality when applied in ink-jet printing.Type: ApplicationFiled: December 17, 2002Publication date: July 10, 2003Applicant: BENO CORPORATIONInventors: Yu-Chang Shen, In-Shan Sir, Chia-Hsin Chien
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Patent number: 6569212Abstract: Phthalocyanine compounds of Formula (1) have utility as colorants in inks for ink-jet printing, where Formula (1) represents: and all IJP-effective forms of such compounds; and in which M represents a metal or H; Pc represents a phthalocyanine nucleus of Formula (2) x+y+z represents an average from 3 to 4; and z may be zero. A represents C1-4-alkylene; R1, R3 each independently represent H or C1-4-alkyl; R4 represents H; or C1-4-alkyl optionally substituted with hydroxy; R5 represents a carboxylic acid substituted aryl group; and R2 represents H, C1-4-alkyl or a group of formula BD where: B represents C1-4-alkylene; and D represents NR6R7;or SC1-4alkyleneSO3H; where: R6 represents H; or C1-4alkyl, optionally subsititued by hydroxy; R7 represents H; C1-4alkyl, optionally subsititued by hydroxy or morphlino; or R6 and R7 together with the N atom to which they are attached form a morpholino or piperazino ring.Type: GrantFiled: February 27, 2001Date of Patent: May 27, 2003Assignee: Avecia LimitedInventor: Kathryn Carr
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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: 6451071Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.Type: GrantFiled: March 28, 2000Date of Patent: September 17, 2002Assignee: Milliken & CompanyInventor: John D. Bruhnke
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Publication number: 20020083532Abstract: Anionic coloring agents comprising at least one spacer arm bounded to their chemical structure. These anionic coloring agents have the following general formula: CA-BE, wherein, CA is an anionic coloring agent comprising at least a cromophore group; and BE is the spacer arm, which has the following chemical structure: —(X—R—Z)r, wherein X is a direct link or a group having the formula —S(O)s, wherein s is 0, 1 or 2; or —NR1—, wherein, R1 is hydrogen or a C1-C10 alkyl group; R is a C1-C10 straight or branched alkylene group: Z is a polar group; and r is an integer equal or higher than 1.Type: ApplicationFiled: December 18, 2001Publication date: July 4, 2002Inventor: Jorge Mazza
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Patent number: 6287348Abstract: This invention relates to colorants comprising organic chromophores, in particular reactive dyes, which comprise electrophilic reactive groups, and which are also covalently bonded to fatty amine moieties through amino linking groups. Such colorants provide excellent colorability and long-term stability, both within (or on) colored substrates and upon long-term storage. Such colorants exhibit particularly good coloring and stability within hydrocarbon compositions, such as fuels, mineral oil, and the like, and wax compositions, including candles, crayons, and the like. Methods of making such colorants as well as methods of coloring hydrocarbon and wax compositions are also contemplated within this invention.Type: GrantFiled: December 15, 1998Date of Patent: September 11, 2001Assignee: Milliken & CompanyInventor: John D. Bruhnke
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Patent number: 6251177Abstract: Solid preparations of metal-containing or metal-free phthalocyanine dyes, a) which have an average particle size of greater than 100 &mgr;m, and b) which have a pH of greater than or equal to 10 when dissolved in 10 times the amount of water, are particularly suitable for the dyeing and printing of paper, after dissolution in water.Type: GrantFiled: December 8, 1999Date of Patent: June 26, 2001Assignee: Bayer AktiengesellschaftInventor: Josef-Walter Stawitz
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Patent number: 6221114Abstract: Dye salts which are free from fiber-reactive radicals and have the formula where Chr is an (m+n)-valent radical of a chromophore from the series of the metal-free or metal-containing phthalocyanines, of the quinacridones, of the mono-, dis- or polyazo dyes, of the anthraquinones or copper formazans, Ar is phenyl or naphthyl each of which is unsubstituted or substituted, x⊕ is a metal cation or ammonium ion, y⊕ is a proton, metal cation or ammonium ion, m is 1 to 6 and n is 1 to 6, the sum of m and n being not more than 7, are used in methods of dyeing or printing polymeric material and in dye preparations.Type: GrantFiled: September 17, 1999Date of Patent: April 24, 2001Assignee: BASF AktiengesellschaftInventors: Frank Würthner, Rüdiger Sens, Günther Seybold, Karl-Heinz Etzbach