Quinacridone Pigment Or Derivative Patents (Class 106/495)
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Patent number: 10526491Abstract: Provided is a quinacridone pigment composition for coloring plastics, particularly engineering plastics. The quinacridone pigment composition has high transparency and high color strength and also has high heat resistance, so that discoloration during molding of a resin (a color change of a molded plate) is very small. Also provided are a masterbatch and a resin molded product that contain the pigment composition. The pigment composition for coloring resins contains a quinacridone pigment and a pigment that absorbs fluorescence in a wavelength range of 500 to 600 nm. The inventors have found that, when the pigment composition is used as a colorant of a resin molded product subjected to a high-temperature thermal history, the change in color, i.e., the discoloration, of the resin molded product obtained is very small. Thus, the present invention has been completed.Type: GrantFiled: May 12, 2016Date of Patent: January 7, 2020Assignee: DIC CorporationInventors: Shingo Saitou, Hideki Okabe, Yukiko Higuchi
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Patent number: 8968454Abstract: The invention relates to single phase solid solutions containing 65 to 98 wt.-% unsubstituted quinacridone, 1 to 34 wt.-% 2,9-dimethylquinacridone and 1 to 10 wt.-% 2,9-dichloroquinacridone, relative to the total weight of the single phase solid solution.Type: GrantFiled: March 23, 2011Date of Patent: March 3, 2015Assignee: Clariant Finance (BVI) LimitedInventors: Gemma Solduga Ramirez, Janina Ohnsmann, Carsten Plueg
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Patent number: 8871015Abstract: Non-aqueous pigment dispersions exhibiting improved dispersion quality and/or stability were prepared for a specific selection of naphthol AS pigments, diketopyrrolo-pyrrole pigments and quinacridone pigments, by using specific yellow monoazo dispersion synergists. The non-aqueous pigment dispersions can be advantageously used in inkjet inks inkjet printing methods.Type: GrantFiled: October 15, 2010Date of Patent: October 28, 2014Assignee: Agfa Graphics NVInventor: Geert Deroover
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Patent number: 8815394Abstract: Encapsulated nanoscale particles of organic pigments include a polymer-based encapsulating material, and one or more nanoscale organic pigment particles encapsulated by the polymer-based encapsulating material. Such encapsulated nanoscale particles of organic pigments can be made by providing nanosized organic pigment particles comprised of surface-associated sterically bulky stabilizer compounds; providing a copolymer material comprising organic pigment-affinic functional groups and non pigment affinic monomer units; associating the nanoscale organic pigment particles with the copolymer material so as to effect a deposited layer or shell of the copolymer material around said nanoscale organic pigment particles, thereby producing an encapsulated nanoscale organic pigment particle; and optionally further reinforcing the encapsulated nanosized organic pigment particle with one or more surface treatments.Type: GrantFiled: March 9, 2009Date of Patent: August 26, 2014Assignee: Xerox CorporationInventors: Rina Carlini, Roger E. Gaynor, Paul F. Smith
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Patent number: 8753550Abstract: Pigment compositions containing organic pigments with an outstanding migration-free property and an excellent rheology at high concentration, and derivatives thereof containing heterocyclic substituents. The pigment compositions contains (a) carbon black or an organic pigment containing a chromophore Q1 of the following formula, wherein Z1 and Z2 are O or N—, C· is a carbon atom with an electron in a p orbital, and n is an integer from 1 to 4; and (b) a compound containing a chromophore of the following formula (II), wherein Q2 is an m-valent residue of carbon black or of the chromophore Q1; G1 is preferably and R1, R2, R3, R4, R5, R6, and R8 are preferably all H; m is an integer from 1 to 4. The pigment compositions can be used as rheology modifiers, preferably for pigmented coating compositions.Type: GrantFiled: June 15, 2010Date of Patent: June 17, 2014Assignee: BASF SEInventors: Céline Vairon, Marc Maurer, Ulrich Veith, Sascha Gysin
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Patent number: 8454743Abstract: A method of preparing a pigment includes, in order, the steps of: a) providing a pigment containing a nucleophile group under basic conditions; b) reacting the pigment with a compound according to Formula (I): wherein, X is a halogen atom or a tosylate group, and R1 and R2 independently represent an alkyl group; and c) hydrolyzing the R1-O bond and/or the R2-O bond. The obtained pigments can be used in non-aqueous pigment dispersions.Type: GrantFiled: October 15, 2010Date of Patent: June 4, 2013Assignee: AGFA-GEVAERT N.VInventor: Geert Deroover
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Patent number: 8435341Abstract: A method of preparing a pigment includes in order the steps of: a) providing a pigment containing a nucleophile group under basic conditions; b) reacting the pigment with 1,4-butane sultone or 1,3-propane sultone in an alkaline medium to form sulfobutyl groups respectively sulfopropyl groups on the pigment surface; and c) adding acid to convert the sulfobutyl groups or sulfopropyl groups to sulfonic acid groups. Pigments obtainable by the method and non aqueous pigment dispersions are also disclosed.Type: GrantFiled: October 20, 2010Date of Patent: May 7, 2013Assignee: AGFA-Gevaert N.V.Inventor: Geert Deroover
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Patent number: 8430954Abstract: Novel crystal forms of solid solutions of 2,9-dimethyoxyquinacridone and 2,9-dichloroquinacridone. The crystal forms may be formed by a process comprising the steps of: a) heating a mixture of 2,5-di(4-methoxyanilino)terephthalic acid, and 2,5-di(4-chloroanilino)terephthalic acid in polyphorsphoric acid at a temperature less than 1050 C to form a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone; b) combining the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone with water; and c) heating the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone at a temperature not more than 110° C. Another crystal form may be formed by the process of heating a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone in a polar aprotic solvent. These products are may be used for coloring fibers, plastics, paints, coatings, printing inks, color filters, cosmetics, automotive coatings, textiles, fibers, powder coatings, in-mold coatings, laminate films, and the like.Type: GrantFiled: May 16, 2012Date of Patent: April 30, 2013Assignee: Sun Chemical CorporationInventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
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Patent number: 8426636Abstract: A sterically bulky stabilizer that is associated non-covalently with a benzimidazolone pigment. The sterically bulky stabilizer compound includes an aromatic acid derivative, and the presence of the sterically bulky stabilizer limits an extent of particle growth and aggregation, to afford nanoscale pigment particles.Type: GrantFiled: July 25, 2011Date of Patent: April 23, 2013Assignees: Xerox Corporation, National Research Council of CanadaInventors: Rina Carlini, Darren Andrew Makeiff
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Patent number: 8409343Abstract: An organic-inorganic hybrid pigment composition is provided comprising an organic pigment, an inorganic pigment, and a fibrous clay. The fibrous clay can be selected from palygorskite, sepiolite, or a combination thereof. The inorganic pigment is selected from rutile pigments, spinel pigments, bismuth vanadate pigments, cerium sulfide pigments, and combinations thereof. The organic pigment is selected from anthraquinone pigments, anthrathrone pigments, anthrapyrimidine pigments, azo pigments, azomethine pigments, quinacridone pigments, quinophthalone pigments, diketopyrrolopyrrol pigments, inanthrone pigments, isoindoline pigments, metal complex pigments, perinone pigments, perylene pigments, phthalocyanine pigments, pyranthrone pigments, pyrazolo-quinazolone pigments, thioindigo pigments, and combinations thereof.Type: GrantFiled: January 21, 2009Date of Patent: April 2, 2013Assignee: Mayan Pigments, Inc.Inventors: Lori A. Niewold, Robyn Torres, Gary E. Williams
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Publication number: 20130078467Abstract: A quinacridone pigment composition contains quinacridone microparticles which have durability and spectral characteristics equivalent to those required for a magenta color of a dye. The quinacridone pigment composition contains at least one type of quinacridone microparticles, wherein a difference between the maximum transmittance (Tmax1) and the minimum transmittance (Tmin) is 80% or more in a transmission spectrum at 350 nm to 800 nm and the difference between the maximum and minimum transmittance is 30% or more in a transmission spectrum at 350 nm to 580 nm, or the difference between the maximum transmittance (Tmax1) and the minimum transmittance (Tmin) is 80% or more in a transmission spectrum at 350 nm to 800 nm and the wavelength (?max) at which the transmittance in a transmission spectrum at 350 nm to 500 nm becomes maximum is less than 430 nm. A method is provided for producing the quinacridone microparticles.Type: ApplicationFiled: March 4, 2011Publication date: March 28, 2013Applicant: M. TECHNIQUE CO., LTD.Inventors: Masaki Maekawa, Daisuke Honda, Masakazu Enomura
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Publication number: 20130029265Abstract: The invention relates to single phase solid solutions containing 65 to 98 wt.-% unsubstituted quinacridone, 1 to 34 wt.-% 2,9-dimethylquinacridone and 1 to 10 wt.-% 2,9-dichloroquinacridone, relative to the total weight of the single phase solid solution.Type: ApplicationFiled: March 23, 2011Publication date: January 31, 2013Applicant: CLARIANT FINANCE (BVI) LIMITEDInventors: Gemma Solduga Ramirez, Janina Ohnsmann, Carsten Plueg
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Patent number: 8313576Abstract: A method of preparing a pigment includes the steps of: a) providing a mixture including: a pigment selected from the group of pigments including at least 50 wt % of C.I. Pigment Violet 23, C.I. Pigment Red 146, C.I. Pigment Red 176, C.I. Pigment Red 177, C.I. Pigment Violet 19 and C.I. Pigment Orange 13 based on the total weight of the pigment; alkyl nitrile; and at least one acid selected from the group consisting of sulfuric acid and chlorosulfuric acid, with the acid present in the mixture in amount of more than 2 wt % based on the total weight of the pigment; b) heating the mixture for more than 2 hours to a temperature of at least 70° C.; and c) filtering the mixture and washing the filtrand with a washing liquid containing water until the filtrate has a pH between 4 and 7. Pigments obtainable by the method and non aqueous pigment dispersions are also disclosed.Type: GrantFiled: October 15, 2010Date of Patent: November 20, 2012Assignee: AGFA-GEVAERT N.V.Inventor: Geert Deroover
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Publication number: 20120279419Abstract: A method of preparing a pigment includes, in order, the steps of: a) providing a pigment containing a nucleophile group under basic conditions; b) reacting the pigment with a compound according to Formula (I): wherein, X is a halogen atom or a tosylate group, and R1 and R2 independently represent an alkyl group; and c) hydrolyzing the R1-O bond and/or the R2-O bond. The obtained pigments can be used in non-aqueous pigment dispersions.Type: ApplicationFiled: October 15, 2010Publication date: November 8, 2012Applicant: AGFA-GEVAERT N.V.Inventor: Geert Deroover
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Patent number: 8287637Abstract: Core-shell nanoscale pigment particles include a core organic pigment composition including nanoscale particles of organic pigments, and a shell layer of surface-deposited silica, where the organic pigment particles are selected from azo-type pigment particles, azo laked pigment particles, quinacridone pigment particles, phthalocyanine pigment particles, and mixtures thereof. The core-shell nanoscale pigment particles can also include an organic primer layer covering the core and located between the core and the shell layer. The core-shell nanoscale pigment particles can be made by preparing a core composition including nanoparticles of organic pigments, and encapsulating the core with shell layer of surface-deposited silica and an optional organic primer layer located between the core and the shell layer.Type: GrantFiled: March 25, 2009Date of Patent: October 16, 2012Assignee: Xerox CorporationInventors: Rina Carlini, Michelle N. Chretien, Sandra J. Gardner
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Patent number: 8283277Abstract: The present invention relates to a coating material comprising (A) at least one binder as component (A) and (B) at least one photocatalytically active particle comprising a core composed of at least one first substance having a diameter of 0.1 to 1 ?m and at least one envelope at least partly surrounding the core and composed of at least one second substance having an average layer thickness of 0.1 to 10 nm as component (B).Type: GrantFiled: August 27, 2008Date of Patent: October 9, 2012Assignee: BASF SEInventors: Alexandra Seeber, Götz-Peter Schindler, Katrin Freitag, Ekkehard Jahns, Antonino Raffaele Addamo, Frank Kleine Jäger, Dirk Klingler
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Patent number: 8268070Abstract: A hybrid pigment composition and method of forming the hybrid pigment composition is provided. The hybrid pigment composition is formed from a fibrous clay and a dye or pigment. The dye or pigment includes perinones, diphenylmethanes, acridines, xanthenes, triarylmethanes, thiazines, indophenols, indulines, nigrosines, aminoazobenzenes, anilines, monoazos, benzimidazoles, diazos, phthalocyanines, quinacridones, metal complexes, azo/metal complexes, and mixtures thereof.Type: GrantFiled: March 10, 2009Date of Patent: September 18, 2012Assignee: Mayan Pigments, Inc.Inventors: Lori Ann Niewold, Robyn Torres, Gary E. Williams
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Patent number: 8242206Abstract: A universal colorant system for both solvent- and water-based paints and coatings is contained in a closed sealed pouch or cartridge-style container, and includes a colorant component, a surfactant package including at least one alkyd-compatible surfactant and at least one latex-compatible surfactant, and a carrier. When the colorant system is added to a base paint it desirably provides a mixture having a drop in viscosity of less than about 50%.Type: GrantFiled: January 9, 2010Date of Patent: August 14, 2012Assignee: Valspar Sourcing, Inc.Inventors: Mark Randall Coward, Stephen M. Korenkiewicz, David R. Wallace
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Patent number: 8226761Abstract: A method of modifying a pigment that includes reacting a reactive compound having an X—[Y]n reactive group with a secondary compound N—S—ZM to form a substituted reactive intermediate [Y]a—X—(N—S—ZM)b. A pigment is reacted with the substituted reactive intermediate [Y]a—X—(N—S—ZM)b to attach the substituted reactive intermediate to the surface of the pigment to form a surface modified pigment. X may be a sulfonyl, phosphoryl, or 1,3,5-triazinyl group, Y may be a halogen leaving group, N may be a basic nucleophilic group, S may be an organic group, and ZM may be an ionizable end group. Also, n is an integer between 1 and 3, b is an integer between 1 and 3, and a=n?b. When n is equal to or greater than b, and if b is 2 or 3, each N—S—ZM can be the same or different.Type: GrantFiled: January 20, 2012Date of Patent: July 24, 2012Assignee: Sensient Colors LLCInventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
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Patent number: 8221537Abstract: The invention relates to aqueous pigment preparations containing (A) at least one organic and/or inorganic pigment, (B) a dispersant of formula (I) or (II), or mixtures of the dispersants of formula (I) and (II), (C) optionally wetting agents, (D) optionally other surfactants and/or dispersants, (E) optionally one or more organic solvents or one or more hydrotropic substances, (F) optionally other additives used conventionally for the production of aqueous pigment dispersions and (G) water.Type: GrantFiled: April 29, 2008Date of Patent: July 17, 2012Assignee: Clariant Finance (BVI) LimitedInventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
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Patent number: 8221539Abstract: The invention relates to pigment preparations containing (i) at least one organic and/or inorganic pigment, and (ii) a dispersant of formula (I) or (II), or mixtures of dispersants of formulae (I) and (II), wherein A is C2-C4 alkylene and B is a C2-C4 alkylene different from A, D is propylene, and Q is SO3, CH2—COO, PO3M or QM.Type: GrantFiled: July 17, 2009Date of Patent: July 17, 2012Assignee: Clariant Finance (BVI) LimitedInventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle, Dietmar Beck
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Patent number: 8221538Abstract: The invention relates to an aqueous pigment preparation, containing (A) at least one organic and/or inorganic pigment, (B) a dispersing agent of the formulas (I), (II), (III) or (IV), or mixtures of the dispersing agent of the formulas (I), (II), (III) or (IV), (C) optionally a wetting agent (D) optionally further surfactants and/or dispersing agents, (E) optionally one or multiple organic solvents, or one or multiple hydrotropic substances, (F) optionally further additives common for the production of aqueous pigment dispersions, and (G) water.Type: GrantFiled: July 23, 2008Date of Patent: July 17, 2012Assignee: Clariant Finance (BVI) LimitedInventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
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Patent number: 8202361Abstract: The invention relates to an aqueous pigment preparation containing (A) at least one organic and/or inorganic pigment, (B) a dispersant of formula (I), (II), (III) or (IV) or mixtures of the dispersants of formula (I), (II), (III) or (IV), (C) optionally wetting agents, (C) optionally other surfactants and/other dispersants, (E) optionally at least one organic solvent or at least one hydrotropic substance, (F) optionally other additives commonly used to produce aqueous pigment dispersions.Type: GrantFiled: July 23, 2008Date of Patent: June 19, 2012Assignee: Clariant Finance (BVI) LimitedInventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
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Patent number: 8197592Abstract: Novel crystal forms of solid solutions of 2,9-dimethyoxyquinacridone and 2,9-dichloroquinacridone. The crystal forms may be formed by a process comprising the steps of: a) heating a mixture of 2,5-di(4-methoxyanilino)terephthalic acid, and 2,5-di(4-chloroanilino)terephthalic acid in polyphorsphoric acid at a temperature less than 1050 C to form a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone; b) combining the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone with water; and c) heating the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone at a temperature not more than 110° C. Another crystal form may be formed by the process of heating a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone in a polar aprotic solvent. These products are may be used for coloring fibers, plastics, paints, coatings, printing inks, color filters, cosmetics, automotive coatings, textiles, fibers, powder coatings, in-mold coatings, laminate films, and the like.Type: GrantFiled: April 24, 2009Date of Patent: June 12, 2012Assignee: Sun Chemical Corp.Inventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
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Publication number: 20120126184Abstract: The invention relates to a compound comprising a chromophore of formula (II), wherein m is an integer from 1 to 4, preferably 1 or 2; Q2 is a residue of carbon black or of a chromophore which comprises at least one group of the formula (I) or a cis/trans isomer thereof, wherein Z1 and Z2 are each independently of the other O or N—, each C. is independently of all others C.Type: ApplicationFiled: June 15, 2010Publication date: May 24, 2012Applicant: BASF SEInventors: Celine Vairon, Marc Maurer, Ulrich Veith, Sascha Gysin
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Patent number: 8147608Abstract: A method of producing a modified pigment by sulfonating a pigment and subsequently oxidizing the pigment. The modified pigment may have sulfonic acid and carboxyl surface modifying groups attached to the surface of the pigment. Charge balancing counterions such as alkali metals, alkaline earth metals and NR1R2R3H+, where R1, R2 and R3 are independently H or C1-C5 alkyl groups, may be associated with the surface modifying groups. The modified pigment is combined with water to produce a dispersion that can be used in such applications as coatings, paints, papers, adhesives, latexes, toners, textiles, fibers, plastics and inks.Type: GrantFiled: March 8, 2011Date of Patent: April 3, 2012Assignee: Sensient Colors LLCInventors: Puthalath K. Sujeeth, Mark Ulrich, Gabe Srouji, John P. Kane, Daniel A. Ouellette
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Patent number: 8141599Abstract: White-pigmented and unpigmented base paints and stains are custom-tinted using an automated colorant dispenser having a minimum fluid dispensing quantity less than 0.01 fluid ounce (<0.3 cm3) and an array of colorants including a green-hued colorant having a color strength greater than that of a comparison colorant containing 12 wt. % PG7 pigment, a blue-hued colorant having a color strength greater than that of a comparison colorant containing 7 wt. % PB15:2 pigment, and a red-hued colorant having a color strength greater than that of a comparison colorant containing 17 wt. % PR209 pigment. The green-hued or blue-hued colorants are dispensed into the base paint or stain whenever a green-hued or blue-hued tint is required. Light pastel tints in small containers and strong colors in large containers may be prepared without requiring the use of additional colorants having the same general hue and lower color strength.Type: GrantFiled: June 17, 2008Date of Patent: March 27, 2012Assignee: Valspar Sourcing, Inc.Inventors: Stephen M. Korenkiewicz, Mark R. Coward, David Y. Lee
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Patent number: 8123851Abstract: A method of finishing an organic pigment by dry-comminuting said pigment in the presence of a sulfonato-functional condensation product of an arylsulfonic acid and at least one aliphatic aldehyde having 1 to 6 C atoms as crystallization modifier, dispersing the resulting mixture of pigment and crystallization modifier in mineral acid, and swelling the pigment in the presence of the crystallization modifier in mineral acid.Type: GrantFiled: July 30, 2008Date of Patent: February 28, 2012Assignee: BASF SEInventors: Joachim Jesse, Matthias Klueglein, Richard Van Gelder, Wolfgang Best
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Patent number: 8118924Abstract: A method of modifying a pigment that includes reacting a reactive compound having an X—[Y]n reactive group with a secondary compound N—S—ZM to form a substituted reactive intermediate [Y]a—X—(N—S—ZM)b. A pigment is reacted with the substituted reactive intermediate [Y]a—X—(N—S—ZM)b to attach the substituted reactive intermediate to the surface of the pigment to form a surface modified pigment. X may be a sulfonyl, phosphoryl, or 1,3,5-triazinyl group, Y may be a halogen leaving group, N may be a basic nucleophilic group, S may be an organic group, and ZM may be an ionizable end group. Also, n is an integer between 1 and 3, b is an integer between 1 and 3, and a=n?b. When n is equal to or greater than b, and if b is 2 or 3, each. N—S—ZM can be the same or different.Type: GrantFiled: May 17, 2011Date of Patent: February 21, 2012Assignee: Sensient Colors LLCInventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
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Patent number: 8022117Abstract: A non-aqueous pigment dispersion includes a color pigment, a polymeric dispersant, and a dispersion synergist wherein the molecular weight of the anionic part of the dispersion synergist containing at least one carboxylate anion is smaller than 98% of the molecular weight of the color pigment and that the anionic part of the dispersion synergist has a similarity coefficient SIM of at least 0.5 with the similarity coefficient defined by: SIM = t · C S + P - C wherein, S represents the number of atoms in the anionic part of the dispersion synergist; P represents the number of atoms in the color pigment; C represents the largest number of atoms in common between the anionic part of the dispersion synergist and the color pigment as one continuous structure; and t is an integer representing the number of times that the largest number of atoms in common C fits into the organic color pigment, without using atoms of the color pigment twice.Type: GrantFiled: November 28, 2006Date of Patent: September 20, 2011Assignee: Agfa Graphics NVInventors: Geert Deroover, Nicolas Point
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Patent number: 8021475Abstract: According to the method of producing organic pigment fine particles of the present invention, when producing organic pigment fine particles by allowing two or more solutions at least one of which is an organic pigment solution in which an organic pigment is dissolved to flow through a microchannel, the organic pigment solution flows through the microchannel in a non-laminar state. Accordingly, the contact area of solutions per unit time can be increased and the length of diffusion mixing can be shortened, and thus instantaneous mixing of solutions becomes possible. As a result, nanometer-scale monodisperse organic pigment fine particles can be produced in a stable manner.Type: GrantFiled: July 20, 2010Date of Patent: September 20, 2011Assignee: Fujifilm CorporationInventors: Hideharu Nagasawa, Yuki Shimizu
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Publication number: 20110209643Abstract: Novel crystal forms of solid solutions of 2,9-dimethyoxyquinacridone and 2,9-dichloroquinacridone. The crystal forms may be formed by a process comprising the steps of: a) heating a mixture of 2,5-di(4-methoxyanilino)terephthalic acid, and 2,5-di(4-chloroanilino)terephthalic acid in polyphorsphoric acid at a temperature less than 1050 C to form a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone; b) combining the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloro-quinacridone with water; and c) heating the mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone at a temperature not more than 110° C. Another crystal form may be formed by the process of heating a mixture of 2,9-dimethoxyquinacridone and 2,9-dichloroquinacridone in a polar aprotic solvent. These products are may be used for coloring fibers, plastics, paints, coatings, printing inks, color filters, cosmetics, automotive coatings, textiles, fibers, powder coatings, in-mold coatings, laminate films, and the like.Type: ApplicationFiled: April 24, 2009Publication date: September 1, 2011Inventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
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Patent number: 7964033Abstract: A method of modifying a pigment that includes reacting a reactive compound having an X-[Y]n reactive group with a secondary compound N-S-ZM to form a substituted reactive intermediate [Y]a-X-(N-S-ZM)b. A pigment is reacted with the substituted reactive intermediate [Y]a-X-(N-S-ZM)b to attach the substituted reactive intermediate to the surface of the pigment to form a surface modified pigment. X may be a sulfonyl, phosphoryl, or 1,3,5-triazinyl group, Y may be a halogen leaving group, N may be a basic nucleophilic group, S may be an organic group, and ZM may be an ionizable end group. Also, n is an integer between 1 and 3, b is an integer between 1 and 3, and a=n?b. When n is equal to or greater than b, and if b is 2 or 3, each N-S-ZM can be the same or different.Type: GrantFiled: August 22, 2008Date of Patent: June 21, 2011Assignee: Sensient Colors LLCInventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
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Patent number: 7927416Abstract: A method of producing a modified pigment by sulfonating a pigment and subsequently oxidizing the pigment. The modified pigment may have sulfonic acid and carboxyl surface modifying groups attached to the surface of the pigment. Charge balancing counterions such as alkali metals, alkaline earth metals and NR1R2R3H+, where R1, R2 and R3 are independently H or C1-C5 alkyl groups, may be associated with the surface modifying groups. The modified pigment is combined with water to produce a dispersion that can be used in such applications as coatings, paints, papers, adhesives, latexes, toners, textiles, fibers, plastics and inks.Type: GrantFiled: October 31, 2007Date of Patent: April 19, 2011Assignee: Sensient Colors Inc.Inventors: Puthalath K. Sujeeth, Mark Ulrich, Gabe Srouji, John P. Kane, Daniel A. Ouellette
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Patent number: 7914615Abstract: A process for continuous flush of a pigment press cake involves applying a dispersant to the press cake to produce a fluidized press cake, continuously feeding the fluidized press cake into a twin screw extruder and mixing it with a neutralizing agent in the extruder, mixing the neutralized press cake with a liquid organic medium in the extruder to produce an organic flush phase and a water phase, and removing at least part of the water phase from the extruder through one or more parts of the extruder.Type: GrantFiled: May 1, 2006Date of Patent: March 29, 2011Assignee: Sun Chemical CorporationInventor: George H. Robertson
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Patent number: 7905955Abstract: The invention relates to aqueous pigment preparations containing (A) at least one organic and/or inorganic pigment, (B) a dispersant of formula (I) or (II), or mixtures of the dispersants of formulas (I) and (II), (C) optionally wetting agents, (D) optionally other surfactants and/or dispersants, (E) optionally one or more organic solvents or one or more hydrotropic substances, (F) optionally other additives used conventionally for the production of aqueous pigment dispersions and (G) water.Type: GrantFiled: April 29, 2008Date of Patent: March 15, 2011Assignee: Clariant Finance (BVI) LimitedInventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
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Patent number: 7901503Abstract: A sulfonated derivative of an organic pigment moiety comprising a polyetheramine, and a metal or ammonium salt. The pigment is used for coloration of printing inks and coatings. For ink-jet systems there is excellent filterability, low viscosity, and stability thereof.Type: GrantFiled: April 3, 2008Date of Patent: March 8, 2011Assignee: Sun Chemical CorporationInventor: Stanislav Vilner
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Patent number: 7892344Abstract: The invention provides a pigment preparation comprising (a) C.I. Pigment Red 254 with an average particle size d50 of not more than 100 nm; (b) 0.1% to 30% by weight, based on the weight of the PR 254, of one or more dispersants from the group of the unlaked sulfo-containing monoazo dyes; and (c) 0.Type: GrantFiled: July 2, 2009Date of Patent: February 22, 2011Assignee: Clariant Finance (BVI) LimitedInventors: Tanja Reipen, Jens Reichwagen, Lars Schneider, Carsten Plueg, David Blum
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Patent number: 7846992Abstract: A pigment dispersion includes a color pigment and a polymeric dispersant having at least one pending chromophore group covalently bound to the polymeric backbone of the polymeric dispersant through a linking group. The at least one pending chromophore group has a molecular weight which is smaller than 85% of the molecular weight of the color pigment; the at least one pending chromophore group occurs as a side group on the polymeric backbone and not as a group in the polymeric backbone itself or occurring solely as an end group of the polymeric backbone; the linking group consists of all the atoms between the polymeric backbone and the first atom of the aromatic group by which the pending chromophore group is linked to the polymeric backbone; and the at least one pending chromophore group has a similarity coefficient SIM of at least 0.75.Type: GrantFiled: June 23, 2006Date of Patent: December 7, 2010Assignee: Agfa Graphics NVInventors: Geert Deroover, Johan Loccufier, Lambertus Groenendaal, Wojciech Jaunky
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Patent number: 7833343Abstract: The invention relates to a pigment preparation containing (a) 50-99 percent by weight of at least one pigment, (b) 1 to 50 percent by weight of an additive based on polyalkylene glycols, and (c) 0 to 10 percent by weight of an auxiliary agent from among the group comprising fillers, fire retardants, preservatives, light-stability agents, pigmentary and non-pigmentary dispersing agents, surfactants, antioxidants, foam inhibitors, resins, and antistatic agents, the percentages being in relation to the total weight of the pigment preparation. The additive that is based on polyalkylene glycols corresponds to formula Z?-[-(AO—)n1—B-T-X—Y]m—Z (1), wherein AO represents a C2-C10 alkyleneoxy unit, B represents a C2-C10 alkylene radical, and T represents —NR—, X represents one of the groups (formula), and Y represents a chemical bond or —NR3—.Type: GrantFiled: September 28, 2007Date of Patent: November 16, 2010Assignee: Clariant Finance (BVI) LimitedInventors: Carsten Plueg, Jesús Pitarch López
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Pigment compositions, colored compositions making use of the pigment compositions, and color filters
Patent number: 7828891Abstract: Pigment compositions each contain an organic pigment and at least one compound selected from compounds represented by the following formula (II), respectively: A-N?N—CH(COCH3)—CONH-E, B—N?N—CH(COCH3)—CONH-E or C—N?N—CH(COCH3)—CONH-E, wherein A represents a substituted or unsubstituted phenyl group, B represents a substituted or unsubstituted ?-naphthyl group, C represents a substituted or unsubstituted ?-anthraquinonyl group, D represents a particular substituted aromatic group, and E represents a substituted or unsubstituted phenyl group, with a proviso that the compounds each have at least one substituent represented by —COOM or —SO3M in which M represents a hydrogen atom, metal atom, ammonium group, organic amine group or quaternary ammonium group. Colored compositions making use of the pigment compositions and color filters making use of the colored compositions are also disclosed.Type: GrantFiled: November 18, 2009Date of Patent: November 9, 2010Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.Inventors: Ryo Hoshino, Hideki Ito, Kazuhiko Kaneko, Kazutaka Aoki, Shotoku Takami -
Patent number: 7780780Abstract: According to the method of producing organic pigment fine particles of the present invention, when producing organic pigment fine particles by allowing two or more solutions at least one of which is an organic pigment solution in which an organic pigment is dissolved to flow through a microchannel, the organic pigment solution flows through the microchannel in a non-laminar state. Accordingly, the contact area of solutions per unit time can be increased and the length of diffusion mixing can be shortened, and thus instantaneous mixing of solutions becomes possible. As a result, nanometer-scale monodisperse organic pigment fine particles can be produced in a stable manner.Type: GrantFiled: June 9, 2006Date of Patent: August 24, 2010Assignee: FUJIFILM CorporationInventors: Hideharu Nagasawa, Yuki Shimizu
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Publication number: 20100154680Abstract: The present invention relates to pigment granules which contain inorganic filter aids and a process for the production thereof and their use for colouring lime- and/or cement-bound building materials, asphalt, paints, finishes, paper or plastics.Type: ApplicationFiled: August 20, 2009Publication date: June 24, 2010Applicant: LANXESS DEUTSCHLAND GMBHInventors: Holger Friedrich, Herbert Kunstmann, Krzysztof Chlopek, Jüergen Kischkewitz
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Publication number: 20100126378Abstract: A sulfonated derivative of an organic pigment moiety comprising a polyetheramine, and a metal or ammonium salt. The pigment is used for coloration of printing inks and coatings. For ink-jet systems there is excellent filterability, low viscosity, and stability thereof.Type: ApplicationFiled: April 3, 2008Publication date: May 27, 2010Inventor: Stanislav Vilner
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Patent number: 7722715Abstract: A process for the preparation of pigment compositions which give improved ink flow is provided which comprises treating the pigment, during the pigment synthesis, with a small amount of a long chain aliphatic amine. The pigment compositions obtained can be used for preparing millbase inks which due to their improved flow viscosity (rheology) at high pigmentation can be easily handled as well as flexibly formulated, e.g. a number of final printing inks for different ink applications can be manufactured from a single millbase in a very economical manner. The final inks are preferably used in packaging gravure printing processes.Type: GrantFiled: March 30, 2005Date of Patent: May 25, 2010Assignee: Ciba Specialty Chemicals CorporationInventors: Stephen Haggata, Iain Frank Fraser, Stephen John Coughlin
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Publication number: 20100092887Abstract: Use of quinacridones of the formula (I) in which A is an organic radical substituted by one or more fluorine atoms, B is H, F, Cl, Br or an optionally substituted organic radical which may optionally together with A form a ring in colour filters for LCDs.Type: ApplicationFiled: May 19, 2009Publication date: April 15, 2010Applicant: LANXESS DEUTSCHLAND GMBHInventors: ULRICH FELDHUES, FRANK LINKE, STEPHAN MICHAELIS, DIRK PFUETZENREUTER, HORST BERNETH, MEINHARD ROLF
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Patent number: 7682443Abstract: An organic-pigment aqueous dispersion, containing a pigment at a concentration of 6 to 30 mass %, and having a haze of 0.3 to 10%, as determined by enclosing the dispersion in a transparent glass cell of optical distance 0.2 mm and analyzing with integrating-sphere photoelectric photometry; and a colored coating composition using the same.Type: GrantFiled: April 11, 2008Date of Patent: March 23, 2010Assignee: Fujifilm CorporationInventors: Tadahisa Sato, Hideki Maeta, Jun Tanabe, Hirokazu Kyota
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Patent number: 7658793Abstract: The invention relates to a pigment preparation based on at least one inorganic pigment and at least one organic pigment, and to a method for producing one such pigment preparation. Said pigment preparation contains particles wherein fine organic pigment particles are combined with inorganic pigment particles, said particles also being provided with an organic macromolecular coating. The inventive pigment preparation is produced by wet-grinding the inorganic and organic pigments, optionally adding other constituents, in the presence of a surface-active substance in the form of a macromolecular organic compound.Type: GrantFiled: March 5, 2004Date of Patent: February 9, 2010Assignee: Heubach GmbHInventors: Rainer Heubach, Yvonne Brussaard, Hugo Brussaard
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Patent number: 7659340Abstract: A universal colorant composition for both solvent- and water-based paints and coatings includes a colorant component, such as pigment, dye, colorant, tinting agent and/or metal effect agent; a surfactant package including at least one alkyd-compatible; surfactant and at least one latex-compatible surfactant; and a carrier. When the surfactant package is added to a base paint it provides a mixture having a drop in viscosity of less than about 50%.Type: GrantFiled: March 17, 2006Date of Patent: February 9, 2010Assignee: Valspar Sourcing, Inc.Inventors: Mark Randall Coward, Stephen M. Korenkiewicz, David R. Wallace
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Patent number: 7648570Abstract: A non-aqueous inkjet ink includes a quinacridone pigment and a dispersion synergist wherein the quinacridone pigment is a mixed crystal including a dimethyl substituted quinacridone and a monomethyl substituted quinacridone and the dispersion synergist includes at least one acid group.Type: GrantFiled: November 28, 2006Date of Patent: January 19, 2010Assignee: Agfa Graphics NVInventor: Geert Deroover