Quinacridone Pigment Or Derivative Patents (Class 106/495)
  • Patent number: 10526491
    Abstract: 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: Grant
    Filed: May 12, 2016
    Date of Patent: January 7, 2020
    Assignee: DIC Corporation
    Inventors: Shingo Saitou, Hideki Okabe, Yukiko Higuchi
  • Patent number: 8968454
    Abstract: 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: Grant
    Filed: March 23, 2011
    Date of Patent: March 3, 2015
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Gemma Solduga Ramirez, Janina Ohnsmann, Carsten Plueg
  • Patent number: 8871015
    Abstract: 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: Grant
    Filed: October 15, 2010
    Date of Patent: October 28, 2014
    Assignee: Agfa Graphics NV
    Inventor: Geert Deroover
  • Patent number: 8815394
    Abstract: 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: Grant
    Filed: March 9, 2009
    Date of Patent: August 26, 2014
    Assignee: Xerox Corporation
    Inventors: Rina Carlini, Roger E. Gaynor, Paul F. Smith
  • Patent number: 8753550
    Abstract: 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: Grant
    Filed: June 15, 2010
    Date of Patent: June 17, 2014
    Assignee: BASF SE
    Inventors: Céline Vairon, Marc Maurer, Ulrich Veith, Sascha Gysin
  • Patent number: 8454743
    Abstract: 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: Grant
    Filed: October 15, 2010
    Date of Patent: June 4, 2013
    Assignee: AGFA-GEVAERT N.V
    Inventor: Geert Deroover
  • Patent number: 8435341
    Abstract: 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: Grant
    Filed: October 20, 2010
    Date of Patent: May 7, 2013
    Assignee: AGFA-Gevaert N.V.
    Inventor: Geert Deroover
  • Patent number: 8430954
    Abstract: 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: Grant
    Filed: May 16, 2012
    Date of Patent: April 30, 2013
    Assignee: Sun Chemical Corporation
    Inventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
  • Patent number: 8426636
    Abstract: 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: Grant
    Filed: July 25, 2011
    Date of Patent: April 23, 2013
    Assignees: Xerox Corporation, National Research Council of Canada
    Inventors: Rina Carlini, Darren Andrew Makeiff
  • Patent number: 8409343
    Abstract: 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: Grant
    Filed: January 21, 2009
    Date of Patent: April 2, 2013
    Assignee: Mayan Pigments, Inc.
    Inventors: Lori A. Niewold, Robyn Torres, Gary E. Williams
  • Publication number: 20130078467
    Abstract: 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: Application
    Filed: March 4, 2011
    Publication date: March 28, 2013
    Applicant: M. TECHNIQUE CO., LTD.
    Inventors: Masaki Maekawa, Daisuke Honda, Masakazu Enomura
  • Publication number: 20130029265
    Abstract: 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: Application
    Filed: March 23, 2011
    Publication date: January 31, 2013
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Gemma Solduga Ramirez, Janina Ohnsmann, Carsten Plueg
  • Patent number: 8313576
    Abstract: 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: Grant
    Filed: October 15, 2010
    Date of Patent: November 20, 2012
    Assignee: AGFA-GEVAERT N.V.
    Inventor: Geert Deroover
  • Publication number: 20120279419
    Abstract: 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: Application
    Filed: October 15, 2010
    Publication date: November 8, 2012
    Applicant: AGFA-GEVAERT N.V.
    Inventor: Geert Deroover
  • Patent number: 8287637
    Abstract: 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: Grant
    Filed: March 25, 2009
    Date of Patent: October 16, 2012
    Assignee: Xerox Corporation
    Inventors: Rina Carlini, Michelle N. Chretien, Sandra J. Gardner
  • Patent number: 8283277
    Abstract: 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: Grant
    Filed: August 27, 2008
    Date of Patent: October 9, 2012
    Assignee: BASF SE
    Inventors: Alexandra Seeber, Götz-Peter Schindler, Katrin Freitag, Ekkehard Jahns, Antonino Raffaele Addamo, Frank Kleine Jäger, Dirk Klingler
  • Patent number: 8268070
    Abstract: 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: Grant
    Filed: March 10, 2009
    Date of Patent: September 18, 2012
    Assignee: Mayan Pigments, Inc.
    Inventors: Lori Ann Niewold, Robyn Torres, Gary E. Williams
  • Patent number: 8242206
    Abstract: 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: Grant
    Filed: January 9, 2010
    Date of Patent: August 14, 2012
    Assignee: Valspar Sourcing, Inc.
    Inventors: Mark Randall Coward, Stephen M. Korenkiewicz, David R. Wallace
  • Patent number: 8226761
    Abstract: 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: Grant
    Filed: January 20, 2012
    Date of Patent: July 24, 2012
    Assignee: Sensient Colors LLC
    Inventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
  • Patent number: 8221537
    Abstract: 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: Grant
    Filed: April 29, 2008
    Date of Patent: July 17, 2012
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
  • Patent number: 8221539
    Abstract: 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: Grant
    Filed: July 17, 2009
    Date of Patent: July 17, 2012
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle, Dietmar Beck
  • Patent number: 8221538
    Abstract: 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: Grant
    Filed: July 23, 2008
    Date of Patent: July 17, 2012
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
  • Patent number: 8202361
    Abstract: 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: Grant
    Filed: July 23, 2008
    Date of Patent: June 19, 2012
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
  • Patent number: 8197592
    Abstract: 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: Grant
    Filed: April 24, 2009
    Date of Patent: June 12, 2012
    Assignee: Sun Chemical Corp.
    Inventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
  • Publication number: 20120126184
    Abstract: 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: Application
    Filed: June 15, 2010
    Publication date: May 24, 2012
    Applicant: BASF SE
    Inventors: Celine Vairon, Marc Maurer, Ulrich Veith, Sascha Gysin
  • Patent number: 8147608
    Abstract: 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: Grant
    Filed: March 8, 2011
    Date of Patent: April 3, 2012
    Assignee: Sensient Colors LLC
    Inventors: Puthalath K. Sujeeth, Mark Ulrich, Gabe Srouji, John P. Kane, Daniel A. Ouellette
  • Patent number: 8141599
    Abstract: 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: Grant
    Filed: June 17, 2008
    Date of Patent: March 27, 2012
    Assignee: Valspar Sourcing, Inc.
    Inventors: Stephen M. Korenkiewicz, Mark R. Coward, David Y. Lee
  • Patent number: 8123851
    Abstract: 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: Grant
    Filed: July 30, 2008
    Date of Patent: February 28, 2012
    Assignee: BASF SE
    Inventors: Joachim Jesse, Matthias Klueglein, Richard Van Gelder, Wolfgang Best
  • Patent number: 8118924
    Abstract: 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: Grant
    Filed: May 17, 2011
    Date of Patent: February 21, 2012
    Assignee: Sensient Colors LLC
    Inventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
  • Patent number: 8022117
    Abstract: 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: Grant
    Filed: November 28, 2006
    Date of Patent: September 20, 2011
    Assignee: Agfa Graphics NV
    Inventors: Geert Deroover, Nicolas Point
  • Patent number: 8021475
    Abstract: 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: Grant
    Filed: July 20, 2010
    Date of Patent: September 20, 2011
    Assignee: Fujifilm Corporation
    Inventors: Hideharu Nagasawa, Yuki Shimizu
  • Publication number: 20110209643
    Abstract: 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: Application
    Filed: April 24, 2009
    Publication date: September 1, 2011
    Inventors: Brian Thompson, Daphne Rice, Tracie Tibbs, Bobby Mims, Thomas Flatt, Richard Faubion, Wengan Wu
  • Patent number: 7964033
    Abstract: 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: Grant
    Filed: August 22, 2008
    Date of Patent: June 21, 2011
    Assignee: Sensient Colors LLC
    Inventors: Puthalath K. Sujeeth, John P. Kane, Daniel A. Ouellette, Mark Ulrich, Vincent Shing, Michael Bogomolny
  • Patent number: 7927416
    Abstract: 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: Grant
    Filed: October 31, 2007
    Date of Patent: April 19, 2011
    Assignee: Sensient Colors Inc.
    Inventors: Puthalath K. Sujeeth, Mark Ulrich, Gabe Srouji, John P. Kane, Daniel A. Ouellette
  • Patent number: 7914615
    Abstract: 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: Grant
    Filed: May 1, 2006
    Date of Patent: March 29, 2011
    Assignee: Sun Chemical Corporation
    Inventor: George H. Robertson
  • Patent number: 7905955
    Abstract: 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: Grant
    Filed: April 29, 2008
    Date of Patent: March 15, 2011
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Bjoern Fechner, Carsten Schaefer, Alexander Woerndle
  • Patent number: 7901503
    Abstract: 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: Grant
    Filed: April 3, 2008
    Date of Patent: March 8, 2011
    Assignee: Sun Chemical Corporation
    Inventor: Stanislav Vilner
  • Patent number: 7892344
    Abstract: 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: Grant
    Filed: July 2, 2009
    Date of Patent: February 22, 2011
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Tanja Reipen, Jens Reichwagen, Lars Schneider, Carsten Plueg, David Blum
  • Patent number: 7846992
    Abstract: 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: Grant
    Filed: June 23, 2006
    Date of Patent: December 7, 2010
    Assignee: Agfa Graphics NV
    Inventors: Geert Deroover, Johan Loccufier, Lambertus Groenendaal, Wojciech Jaunky
  • Patent number: 7833343
    Abstract: 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: Grant
    Filed: September 28, 2007
    Date of Patent: November 16, 2010
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Carsten Plueg, Jesús Pitarch López
  • Patent number: 7828891
    Abstract: 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: Grant
    Filed: November 18, 2009
    Date of Patent: November 9, 2010
    Assignee: Dainichiseika Color & Chemicals Mfg. Co., Ltd.
    Inventors: Ryo Hoshino, Hideki Ito, Kazuhiko Kaneko, Kazutaka Aoki, Shotoku Takami
  • Patent number: 7780780
    Abstract: 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: Grant
    Filed: June 9, 2006
    Date of Patent: August 24, 2010
    Assignee: FUJIFILM Corporation
    Inventors: Hideharu Nagasawa, Yuki Shimizu
  • Publication number: 20100154680
    Abstract: 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: Application
    Filed: August 20, 2009
    Publication date: June 24, 2010
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: Holger Friedrich, Herbert Kunstmann, Krzysztof Chlopek, Jüergen Kischkewitz
  • Publication number: 20100126378
    Abstract: 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: Application
    Filed: April 3, 2008
    Publication date: May 27, 2010
    Inventor: Stanislav Vilner
  • Patent number: 7722715
    Abstract: 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: Grant
    Filed: March 30, 2005
    Date of Patent: May 25, 2010
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Stephen Haggata, Iain Frank Fraser, Stephen John Coughlin
  • Publication number: 20100092887
    Abstract: 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: Application
    Filed: May 19, 2009
    Publication date: April 15, 2010
    Applicant: LANXESS DEUTSCHLAND GMBH
    Inventors: ULRICH FELDHUES, FRANK LINKE, STEPHAN MICHAELIS, DIRK PFUETZENREUTER, HORST BERNETH, MEINHARD ROLF
  • Patent number: 7682443
    Abstract: 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: Grant
    Filed: April 11, 2008
    Date of Patent: March 23, 2010
    Assignee: Fujifilm Corporation
    Inventors: Tadahisa Sato, Hideki Maeta, Jun Tanabe, Hirokazu Kyota
  • Patent number: 7658793
    Abstract: 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: Grant
    Filed: March 5, 2004
    Date of Patent: February 9, 2010
    Assignee: Heubach GmbH
    Inventors: Rainer Heubach, Yvonne Brussaard, Hugo Brussaard
  • Patent number: 7659340
    Abstract: 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: Grant
    Filed: March 17, 2006
    Date of Patent: February 9, 2010
    Assignee: Valspar Sourcing, Inc.
    Inventors: Mark Randall Coward, Stephen M. Korenkiewicz, David R. Wallace
  • Patent number: 7648570
    Abstract: 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: Grant
    Filed: November 28, 2006
    Date of Patent: January 19, 2010
    Assignee: Agfa Graphics NV
    Inventor: Geert Deroover