Halogen Is Fluorine Patents (Class 522/156)
  • Patent number: 10379464
    Abstract: Provided is an endless belt-shaped electrophotographic member having a superior durability. The member comprises an endless belt-shaped substrate and a surface layer, the surface layer comprising an ionizing radiation crosslinked product of a tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer (PFA), the surface layer is formed by irradiation of electron beam to a resin layer, the resin layer comprising the PFA, the surface layer has a universal hardness HU at 200° C. of 18 N/mm2?HU?40 N/mm2, and when a degree of orientation of the PFA in the resin layer in a direction orthogonal to the circumferential direction of the substrate is defined as Ri, and a degree of orientation of the crosslinked PFA in the surface layer in the direction orthogonal to the circumferential direction of the substrate is defined as Rf, Ri and Rf satisfy a relationship represented by expression (1): Ri×0.8?Rf?Ri??(1).
    Type: Grant
    Filed: August 7, 2017
    Date of Patent: August 13, 2019
    Assignee: CANON KABUSHIKI KAISHA
    Inventors: Hiroki Muramatsu, Toshinori Nakayama, Kota Arimoto, Masayuki Tamaki, Yusuke Yamaguchi, Ryo Yashiro, Matsutaka Maeda, Yuji Kitano, Yoshihito Oshima
  • Patent number: 9732175
    Abstract: Method for preparing a ceramic-polymer nanocomposite is provided. The method includes providing a polymer comprising radicals on a surface thereof; contacting the polymer with a functionalizing agent to form a functionalized polymer; and either (i) grafting a cross-linking agent onto the functionalized polymer to form a graft copolymer, and attaching ceramic nanostructures to the graft copolymer to form a ceramic-polymer nanocomposite, or (ii) grafting a cross-linking agent onto ceramic nanostructures to form modified ceramic nanostructures, and attaching the modified ceramic nanostructures to the functionalized polymer to form a ceramic-polymer nanocomposite. A ceramic-polymer nanocomposite and use of the ceramic-polymer nanocomposite are also provided.
    Type: Grant
    Filed: May 7, 2014
    Date of Patent: August 15, 2017
    Assignee: Nanyang Technological University
    Inventors: Meng-Fang Lin, Pooi See Lee
  • Patent number: 9090723
    Abstract: The present invention provides a high exchange capacity perfluorinated resin comprising two kinds of sulfonyl fluoride-containing short pendant groups of different structures, which is prepared by copolymerizing tetrafluoroethylene, vinyl ether monomers comprising two kinds of sulfonyl fluoride-containing short pendant groups of different structures, and vinyl ether monomer comprising bromine-containing pendant group, wherein based on all monomer units in the copolymer, the mol % of tetrafluoroethylene monomer is 50-85%, the mol % of vinyl ether monomers comprising two kinds of sulfonyl fluoride-containing short pendant groups of different structures is 5-49% and the mol % of vinyl ether monomer comprising bromine-containing pendant group is 1-10%.
    Type: Grant
    Filed: December 15, 2009
    Date of Patent: July 28, 2015
    Assignee: Shandong Huaxia Shenzou New Material Co., Ltd.
    Inventors: Yongming Zhang, Heng Zhang, Sheng Qin, Zihong Gao, Li Wang, Yong Li, Xuezhang Song
  • Patent number: 8980404
    Abstract: A composition for imprints comprising a polymerizable monomer, a photopolymerization initiator, and a polymer having a functional group with at least one of a fluorine atom or a silicon atom and having a polymerizable functional group, wherein the polymer has a weight-average molecular weight of at least 2000 and the amount of the polymer is from 0.01 to 20% by mass relative to the polymerizable monomer, is excellent in patternability and mold releasability, capable of forming good patterns and free from a problem of mold contamination.
    Type: Grant
    Filed: October 29, 2009
    Date of Patent: March 17, 2015
    Assignee: FUJIFILM Corporation
    Inventor: Kunihiko Kodama
  • Patent number: 8940809
    Abstract: The present invention provides a process for producing electret fine particles or coarse powder that can be uniformly electrified and exhibits excellent electrophoretic properties. Specifically, the present invention relates to the production processes (1) and (2) below: (1) A process for producing electret fine particles, comprising emulsifying a fluorine-containing material that contains a vinylidene fluoride-hexafluoropropylene-tetrafluoroethylene terpolymer in a liquid that is incompatible with the fluorine-containing material to obtain emulsified particles; and subjecting the emulsified particles to electron ray irradiation, radial ray irradiation, or corona discharge treatment.
    Type: Grant
    Filed: November 30, 2011
    Date of Patent: January 27, 2015
    Assignee: Sakura Color Products Corporation
    Inventors: Tomochika Yoshitsugi, Hiroshi Inoue
  • Patent number: 8901197
    Abstract: A modified fluorocarbon resin composition and a modified molded product of fluorocarbon resin composition having an excellent abrasion resistivity and low friction property under high pressure, are provided. The modified fluorocarbon resin composition comprises a blend of fluorocarbon resin and aromatic engineering plastic, which is modified by irradiation of ionizing radiation.
    Type: Grant
    Filed: June 17, 2010
    Date of Patent: December 2, 2014
    Assignee: Hitachi Metals, Ltd.
    Inventors: Yasuaki Yamamoto, Etsuo Fukuchi, Hiroo Kusano
  • Patent number: 8703837
    Abstract: To provide a photocurable composition whereby it is possible to obtain a cured product having both a release property and flexibility, and a process whereby it is possible to produce a flexible molded product having on its surface a fine pattern having a reverse pattern of a mold precisely transferred. A photocurable composition comprising a compound (A) having at least two urethane bonds and at least two (meth)acryloyloxy groups and having a mass average molecular weight of less than 2,000, a compound (B) having a fluorine atom and at least one carbon-carbon unsaturated double bond, a compound (C) having one (meth)acryloyloxy group, a photopolymerization initiator (D), and a fluorinated surfactant (E), wherein in the total (100 mass %) of (A) to (E), (A) is from 10 to 50 mass %, (B) is from 5 to 35 mass %, (C) is from 15 to 75 mass %, (D) is from 1 to 12 mass %, and (E) is from 0.1 to 5 mass %, is used.
    Type: Grant
    Filed: June 2, 2011
    Date of Patent: April 22, 2014
    Assignee: Asahi Glass Company, Limited
    Inventor: Yasuhide Kawaguchi
  • Publication number: 20140107250
    Abstract: The present invention relates to a fixing member including a surface layer containing PFA, the fixing member being excellent in wear resistance and having high release properties to a toner. The fixing member includes a base member, an elastic layer provided on the surface of the base member, and a surface layer, wherein the surface layer contains a tetrafluoroethylene-perfluoroalkyl vinyl ether copolymer having a particular partial structure, and has a surface having a contact angle of 67 degrees or more as measured in a mixed liquid for a wetting tension test having a wetting tension of 31.0 mN/m.
    Type: Application
    Filed: December 12, 2013
    Publication date: April 17, 2014
    Applicant: CANON KABUSHIKI KAISHA
    Inventors: Matsutaka Maeda, Katsuhisa Matsunaka
  • Patent number: 8664282
    Abstract: Described herein is a process to prepare crosslinkable polymers based on trifluorostyrene, and their use as polymer electrolyte membranes.
    Type: Grant
    Filed: December 18, 2008
    Date of Patent: March 4, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Mark Gerrit Roelofs, Mark F. Teasley
  • Patent number: 8653213
    Abstract: Hydrophobic coating compositions are provided as are processes to coat articles with the compositions. Extremely hydrophobic coatings are provided by the compositions. Compositions that include perfluorohexyl(meth)acrylate and a branched or high Tg monomer are provided as are articles coated with the polymerization product of the composition. Methods are also provided for forming hydrophobic coatings on articles.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: February 18, 2014
    Assignee: Cytonix, LLC
    Inventor: James F Brown
  • Patent number: 8648149
    Abstract: The invention relates to the field of chemistry and relates to radically coupled PTFE polymer compounds that can be used, for example, as tribo materials, and a method for the production thereof. The object of the invention is to disclose radically coupled PTFE polymer compounds which exhibit improved wear resistances with comparable gliding properties, and furthermore a simple and efficient method for the production of such compounds. The object is attained through radically coupled PTFE polymer compounds comprising radiation-chemically and/or plasma-chemically modified PTFE powders, on the particle surface of which olefinically unsaturated polymers are chemically radically coupled by a reactive conversion into a melt.
    Type: Grant
    Filed: June 7, 2010
    Date of Patent: February 11, 2014
    Assignee: Leibniz-Institut fuer Polymerforschung Dresden E.V.
    Inventors: Dieter Lehmann, Bernd Kluepfel
  • Patent number: 8552083
    Abstract: The present invention relates to a radiation-curable composition having a refractive index less than 1.40 comprising (1) a curable perfluoropolyether oligomer having a structural formula selected from the group consisting of: and wherein R represents a hydrogen atom or a methyl group, wherein A represents a straight chained or branched alkylene group, wherein m represents an integer from 1 to 4, wherein the integers represented by m within individual —((CF2)m—O)n— repeat units can be the same or different, and wherein n represents an integer from 1 to 20; (2) a diluent; (3) a photo-initiator; and (4) an adhesion promoter; wherein the radiation-curable composition is free of compounds containing —CF3 groups.
    Type: Grant
    Filed: June 29, 2011
    Date of Patent: October 8, 2013
    Assignee: Ovation Polymer Technology and Engineered Materials, Inc.
    Inventors: Prasad Taranekar, Austin L. Schuman, Asis Banerjie
  • Publication number: 20130245151
    Abstract: The present invention provides a process for producing electret fine particles or coarse powder that can be uniformly electrified and exhibits excellent electrophoretic properties. Specifically, the present invention relates to the production processes (1) and (2) below: (1) A process for producing electret fine particles, comprising emulsifying a fluorine-containing material that contains a vinylidene fluoride-hexafluoropropylene-tetrafluoroethylene terpolymer in a liquid that is incompatible with the fluorine-containing material to obtain emulsified particles; and subjecting the emulsified particles to electron ray irradiation, radial ray irradiation, or corona discharge treatment.
    Type: Application
    Filed: November 30, 2011
    Publication date: September 19, 2013
    Applicant: SAKURA COLOR PRODUCTS CORPORATION
    Inventors: Tomochika Yoshitsugi, Hiroshi Inoue
  • Patent number: 8524794
    Abstract: A method of coating a polymer comprising the step of treating the polymer with an activating agent to produce a reactive polymer, for example treating a polymer bearing at least one X (halogen) group and at least one H with base to eliminate HX. The reactive polymer is then reacted with a reactive coating, for example PVP, preferably in the presence of an initiator like persulfate anions, to produce a coated polymer, which may be hydrophilic in nature.
    Type: Grant
    Filed: July 4, 2005
    Date of Patent: September 3, 2013
    Assignee: Siemens Industry, Inc.
    Inventors: Heinz-Joachim Muller, Daniel Mullette
  • Patent number: 8524800
    Abstract: The present invention provides inks and methods for making colored silicone hydrogel contact lenses. The ink of the invention comprises an actinically-curable binder copolymer comprising fluorine-containing segments and is characterized by having capability to be cured actinically or thermally to form a colored film on a molding surface of a mold or a silicone hydrogel contact lens and by having an increased durability in a solvated state in a silicone-hydrogel lens formulation in relation to a control colored film obtained from a control ink including an actinically-curable fluorine-free binder copolymer. The invention also provides methods for making colored silicone hydrogel contact lenses based on print-on-mold processes for producing colored contact lenses.
    Type: Grant
    Filed: December 12, 2007
    Date of Patent: September 3, 2013
    Assignee: Novartis AG
    Inventor: John Christopher Phelan
  • Patent number: 8481607
    Abstract: A surface treatment method for a fluororesin molded body, which is a method for treating a surface of an ETFE molded body by using a glow discharge generated by a pulsed electric field having a voltage-rising time of at most 10 ?sec in a nitrogen atmosphere under a pressure in the vicinity of atmospheric pressure; which comprises carrying out a plurality of glow discharge treatments at intervals of at least 0.01 sec so that the discharge density of each of the glow discharges is from 40 to 200 W·min/m2, and that the total discharge density of the glow discharges is from 220 to 800 W·min/m2. Further, an ETFE molded body subjected to a surface treatment by the surface treatment method.
    Type: Grant
    Filed: July 26, 2012
    Date of Patent: July 9, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Hiroshi Aruga, Koichi Oda
  • Publication number: 20130170015
    Abstract: The subject invention provides electret coarse powder useful as electrophoretic particles for a large-screen display. The electret coarse powder is obtained by irradiating a fluorine-containing resin sheet with an electron beam or a radial ray to convert the fluorine-containing resin sheet into an electret sheet, and pulverizing the electret sheet.
    Type: Application
    Filed: February 26, 2013
    Publication date: July 4, 2013
    Applicant: SAKURA COLOR PRODUCTS CORPORATION
    Inventor: Sakura Color Products Corporation
  • Patent number: 8461225
    Abstract: The present invention relates to methods for making oxidation resistant homogenized polymeric materials and medical implants that comprise polymeric materials, for example, ultra-high molecular weight polyethylene (UHMWPE). The invention also provides methods of making antioxidant-doped medical implants, for example, doping of medical devices containing cross-linked UHMWPE with vitamin E by diffusion and annealing the antioxidant doped UHMWPE in a super critical fluid, and materials used therein.
    Type: Grant
    Filed: August 18, 2006
    Date of Patent: June 11, 2013
    Assignee: The General Hospital Corporation
    Inventors: Orhun K. Muratoglu, Ebru Oral
  • Patent number: 8415014
    Abstract: Presently is described a free-radically polymerizable composition comprising a mixture of reaction products of i) at least one polyisocyanate; ii) at least one isocyanate reactive perfluoropolyether compound; iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: April 9, 2013
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
  • Patent number: 8394870
    Abstract: Disclosed herein is a crosslinked fluoropolymer network formed by the free radical initiated crosslinking of a diacrylate fluoropolymer The diacrylate copolymer is of formula CH2?CR?COO—(CH2)n—R—(CH2)n—OOCR??CH2, wherein R is selected from the group consisting of i) an oligomer comprising copolymerized units of vinylidene fluoride and perfluoro(methyl vinyl ether), ii) an oligomer comprising copolymerized units of vinylidene fluoride and hexafluoropropylene, iii) an oligomer comprising copolymerized units of tetrafluoroethylene and perfluoro(methyl vinyl ether), and iv) an oligomer comprising copolymerized units of tetrafluoroethylene and a hydrocarbon olefin, R? is H or —CH3, n is 1-4 and wherein said oligomer has a number average molecular weight of 1000 to 25,000 daltons. The source of the free radicals may be a photoinitiator or an organic peroxide.
    Type: Grant
    Filed: July 16, 2009
    Date of Patent: March 12, 2013
    Assignees: E.I. du Pont de Nemours and Company, Le Centre National de la Recherche Science
    Inventors: Ming-Hong Hung, Bruno Ameduri, Georgi Kostov
  • Patent number: 8383694
    Abstract: Presently is described a free-radically polymerizable composition comprising a mixture of reaction products of i) at least one polyisocyanate; ii) at least one isocyanate reactive perfluoropolyether compound; iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups.
    Type: Grant
    Filed: February 14, 2012
    Date of Patent: February 26, 2013
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Richard J. Pokorny, Joan M. Noyola
  • Patent number: 8372894
    Abstract: A method for producing a graft polymer comprises the steps of: a) irradiating a base polymer with an electron beam or a source of ?-radiation, b) contacting a grafting solution with the base polymer, wherein the grafting solution contains at least one oxygen scavenger and at least one graft monomer selected from the group consisting of styrene and styrene derivatives, and c) graft polymerizing the mixture of the base polymer and the grafting solution obtained in step b).
    Type: Grant
    Filed: February 23, 2009
    Date of Patent: February 12, 2013
    Assignee: Belenos Clean Power Holding AG
    Inventor: Dirk Henkensmeier
  • Patent number: 8362151
    Abstract: The present invention provides novel hybrid polymer useful for alignment layers for inducing alignment of a liquid crystal medium. Hybrid polymers of this invention are prepared from a) at least one component selected from the group consisting of oligomer(s) and polymer(s) within the class of polyimides, poly(amic acids) and esters thereof wherein the at least one component comprises at least one initiator generating moiety, and b) at least one component selected from the group consisting of addition monomer(s) and addition polymer(s), wherein the two components are covalently bonded to form a copolymer. The invention further describes liquid crystal elements such as all liquid crystal display products or modes, liquid crystal devices and liquid crystal optical films comprising the novel hybrid polymer alignment layers.
    Type: Grant
    Filed: December 15, 2009
    Date of Patent: January 29, 2013
    Assignee: Elsicon, Inc.
    Inventors: Chunhong Li, Wayne Gibbons
  • Patent number: 8354459
    Abstract: An object of the present invention is to provide a method for producing a block copolymer solid in which microphase-separated structures are formed with good productivity. The present invention provides a method for producing a block copolymer solid in which a microphase-separated structure is formed, or an alloy, blend or composite solid containing a block copolymer in which a microphase-separated structure is formed, which comprises the following steps (1) to (3): (1) immersing a block copolymer solid or an alloy, blend or composite solid containing a block copolymer in a solvent in which each component is insoluble; (2) putting the solid obtained in (1) above in a pressure-resistant container; and (3) irradiating the solid or the solvent in (2) above with microwave.
    Type: Grant
    Filed: August 17, 2010
    Date of Patent: January 15, 2013
    Assignee: Japan Science and Technology Agency
    Inventors: Hiroshi Yabu, Takeshi Higuchi
  • Publication number: 20120295117
    Abstract: A coating material including a perfluorocarbon sulfonic acid resin which is a copolymer including a polymerization unit represented by —(CF2—CFZ)—, in the formula, Z being H, Cl, F, or a C1-C3 perfluoroalkyl group, and a polymerization unit represented by —(CF2—CF(—O—(CF2)m—SO3H))—, in the formula, m being an integer of 1 to 12, and the perfluorocarbon sulfonic acid resin has an equivalent weight EW of 200 to 1000. Also disclosed is a laminate including a base material and a hydrophilic layer formed from the coating material.
    Type: Application
    Filed: January 31, 2011
    Publication date: November 22, 2012
    Applicants: DAIKIN INDUSTRIES, LTD., ASAHI KASEI E-MATERIALS CORPORATION
    Inventors: Yuko Iizuka, Naoto Miyake, Tadashi Ino, Masahiro Kondo, Katsuhiko Imoto
  • Publication number: 20120296002
    Abstract: A surface treatment method for a fluororesin molded body, which is a method for treating a surface of an ETFE molded body by using a glow discharge generated by a pulsed electric field having a voltage-rising time of at most 10 ?sec in a nitrogen atmosphere under a pressure in the vicinity of atmospheric pressure; which comprises carrying out a plurality of glow discharge treatments at intervals of at least 0.01 sec so that the discharge density of each of the glow discharges is from 40 to 200 W·min/m2, and that the total discharge density of the glow discharges is from 220 to 800 W·min/m2. Further, an ETFE molded body subjected to a surface treatment by the surface treatment method.
    Type: Application
    Filed: July 26, 2012
    Publication date: November 22, 2012
    Applicant: Asahi Glass Company, Limited
    Inventors: Hiroshi Aruga, Koichi Oda
  • Patent number: 8258201
    Abstract: To provide a photocurable composition whereby it is possible to obtain a cured product provided with both release property and high refractive index, and a process whereby it is possible to produce a molded product having a high refractive index and having on its surface a fine pattern having a reverse pattern of a mold precisely transferred. The photocurable composition comprising from 61 to 90 mass % of a compound (A) having a refractive index of at least 1.55 at a wavelength of 589 nm before curing and having at least two (meth)acryloyloxy groups, from 2 to 15 mass % of a compound (B) having fluorine atoms and at least one carbon-carbon unsaturated double bond (provided that compound (A) is excluded), from 5 to 35 mass % of a compound (C) having one (meth)acryloyloxy group (provided that compound (B) is excluded), and from 1 to 12 mass % of a photopolymerization initiator (D) (provided (A)+(B)+(C)+(D)=100 mass %).
    Type: Grant
    Filed: September 23, 2010
    Date of Patent: September 4, 2012
    Assignee: Asahi Glass Company, Limited
    Inventor: Yasuhide Kawaguchi
  • Publication number: 20120149798
    Abstract: To provide a photocurable fluorinated polymer composition which has a high curing rate, shows little shrinkage before and after photocuring and requires no post treatment such as heat treatment after photocuring and whereby it is possible to obtain a cured resin excellent in heat resistance and weather resistance. According to the photocurable fluorinated polymer composition comprising a fluorinated polymer (A) containing polymerized units derived from a fluoroolefin and polymerized units derived from an unsaturated monomer having an oxetanyl group or a substituted oxetanyl group, and a photoreaction initiator (B), of the present invention, it is possible to provide a photocurable fluorinated polymer composition which has a high curing rate, shows little shrinkage before and after photocuring and requires no post treatment such as heat treatment after photocuring and whereby it is possible to obtain a cured resin excellent in heat resistance and weather resistance.
    Type: Application
    Filed: February 17, 2012
    Publication date: June 14, 2012
    Applicant: Asahi Glass Company, Limited
    Inventors: Shun SAITO, Hiroshi Nishio, Sho Masuda
  • Patent number: 8193259
    Abstract: A photocurable pressure-sensitive adhesive (PSA) composition includes an acrylic PSA binder, the acrylic PSA binder including at least one fluoro group in an amount of about 6 mol % to about 30 mol % based on a total amount of the acrylic PSA binder, a thermal curing agent, and a photoinitiator.
    Type: Grant
    Filed: October 2, 2008
    Date of Patent: June 5, 2012
    Assignee: Cheil Industries, Inc.
    Inventors: Seung Jib Choi, Kyoung Jin Ha, Jun Suk Kim, Kyung Ju Lee, Chang Beom Chung
  • Patent number: 8163813
    Abstract: To provide a photocurable composition from which a cured product excellent in mold release characteristics and mechanical strength can be obtained, and a method for producing a molded product excellent in durability, with a fine pattern having a reverse pattern of a mold precisely transferred on its surface. A photocurable composition 20 comprising from 15 to 60 mass % of a compound (A) which is an aromatic compound having at least two rings or an alicyclic compound having at least two rings and which has two (meth)acryloyloxy groups, from 5 to 40 mass % of a compound (B) having a fluorine atom and having at least one carbon-carbon unsaturated double bond (excluding the compound (A)), from 10 to 55 mass % of a compound (C) having one (meth)acryloyloxy group (excluding the compound (B)) and from 1 to 12 mass % of a photopolymerization initiator (D) (provided that (A)+(B)+(C)+(D)=100 mass %) is used.
    Type: Grant
    Filed: August 17, 2009
    Date of Patent: April 24, 2012
    Assignee: Asahi Glass Company, Limited
    Inventors: Yasuhide Kawaguchi, Kentaro Tsunozaki
  • Patent number: 8153702
    Abstract: The present invention relates to a method of producing an electret material, to a new class of electret materials and to a device comprising such electret materials.
    Type: Grant
    Filed: September 14, 2009
    Date of Patent: April 10, 2012
    Assignee: Sony Corporation
    Inventors: Nikolaus Knorr, Silvia Rosselli, Tzenka Miteva, Gabriele Nelles
  • Patent number: 8097661
    Abstract: A radiation-curable gel ink with reduced syneresis. The inks include a curable monomer, an organic gellant, a gel-forming wax, an optional photoinitiator, and an optional colorant. Also disclosed are methods of making such inks, and methods of forming images with such inks.
    Type: Grant
    Filed: April 22, 2010
    Date of Patent: January 17, 2012
    Assignee: Xerox Corporation
    Inventors: Naveen Chopra, Stephan V. Drappel, Michelle N. Chretien, Barkev Keoshkerian, Peter G. Odell
  • Patent number: 8030367
    Abstract: The invention relates to the field of chemistry and relates to radically coupled PTFE polymer powders that can be used, for example, as tribomaterials, and a method for the production thereof. There is disclosed radically coupled PTFE polymer powders which, when incorporated into a matrix as PTFE polymer compound, exhibit improved wear resistance, and furthermore a simple and efficient method for the production thereof. There is provided radically coupled PTFE polymer powders comprising radiation-chemically and/or plasma-chemically modified PTFE powders, onto the particle surface of which homopolymers, copolymers or terpolymers are radically coupled via a reaction in dispersion or in solid.
    Type: Grant
    Filed: July 30, 2010
    Date of Patent: October 4, 2011
    Assignee: Leibniz-Institut Fuer Polymerforschung Dresden E.V.
    Inventors: Dieter Lehmann, Bernd Kluepfel
  • Publication number: 20110227257
    Abstract: To provide a photocurable composition whereby it is possible to obtain a cured product having both a release property and flexibility, and a process whereby it is possible to produce a flexible molded product having on its surface a fine pattern having a reverse pattern of a mold precisely transferred. A photocurable composition 20 comprising a compound (A) having at least two urethane bonds and at least two (meth)acryloyloxy groups and having a mass average molecular weight of less than 2,000, a compound (B) having a fluorine atom and at least one carbon-carbon unsaturated double bond, a compound (C) having one (meth)acryloyloxy group, a photopolymerization initiator (D), and a fluorinated surfactant (E), wherein in the total (100 mass %) of (A) to (E), (A) is from 10 to 50 mass %, (B) is from 5 to 35 mass %, (C) is from 15 to 75 mass %, (D) is from 1 to 12 mass %, and (E) is from 0.1 to 5 mass %, is used.
    Type: Application
    Filed: June 2, 2011
    Publication date: September 22, 2011
    Applicant: ASAHI GLASS COMPANY, LIMITED
    Inventor: Yasuhide KAWAGUCHI
  • Patent number: 8017303
    Abstract: Polymers comprising a first methacrylate monomer having a pendent spacer between the polymer backbone and an acid-liable acetal group, a second methacrylate monomer having a pendent group including a fluorinated alkyl group and a third methacrylate monomer having a pendent hydrocarbon group. Photoresist formulations include the polymers, a photoacid generator and a casting solvent. Methods of patterning photoresist films formed from the photoresist formulations are characterized by post-exposure bakes at temperatures of about 60° C. or less.
    Type: Grant
    Filed: February 23, 2009
    Date of Patent: September 13, 2011
    Assignee: International Business Machines Corporation
    Inventors: Dario Leonardo Goldfarb, Mahmoud Khojasteh, Pushkara R. Varanasi
  • Publication number: 20110171403
    Abstract: A polytetrafluoroethylene resin comprising polytetrafluoroethylene having a two-dimensional branched structure in the molecule is produced by exposing polytetrafluoroethylene to an ionizing radiation at a dose of no more than 10 kGy.
    Type: Application
    Filed: September 30, 2009
    Publication date: July 14, 2011
    Inventors: Yoneho Tabata, Hideto Suzuki, Shigetoshi Ikeda, Minoru Iida, Minoru Kawai, Gen Kojima, Yasuhiko Sawada
  • Patent number: 7939605
    Abstract: The invention relates to the field of chemistry and relates to long-term stable oil PTFE dispersions, such as can be used, for example, in transmissions or bearings, and a method for the production thereof. The object of the present invention is therefore to disclose a long-term stable oil PTFE dispersion as well as a simple and cost-effective method for the production thereof. The object is attained with an oil PTFE dispersion comprising PTFE particles and a monoolefinically or polyolefinically unsaturated oil, wherein molecules of the olefinically unsaturated oil are covalently/chemically coupled to PTFE (primary) particle surfaces via radical reactions, and wherein a permanent charge separation between the PTFE particle surfaces and the coupled oil molecules is present and a fine dispersion of the PTFE particles in the oil or oil mixture is present.
    Type: Grant
    Filed: December 9, 2008
    Date of Patent: May 10, 2011
    Assignee: Leibniz—Institut Fuer Polymerforschung Dresden E.V.
    Inventor: Dieter Lehmann
  • Publication number: 20100311857
    Abstract: The present invention relates to a process for chemically modifying, within its thickness, a polymer matrix chosen from matrices made of fluoropolymers and matrices made of aliphatic polymers, said process comprising at least one step consisting in irradiating said matrix with UV light having a wavelength of less than 300 nm in order to generate, within the thickness of said matrix, zones that have short polymer chains, formed by scission of the existing chains during the passage of the UV radiation and that have free radicals denoted hereinbelow as “activated zones”. The present invention also relates to the polymer matrix capable of being chemically modified by such a process.
    Type: Application
    Filed: April 30, 2010
    Publication date: December 9, 2010
    Applicant: COMMISSARIAT A L'ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES
    Inventors: Thomas Berthelot, Cécile Baudin
  • Publication number: 20100240791
    Abstract: It is an object to provide a curable composition which has a high curing rate and is excellent in productivity, and from which a fluorinated cured product having excellent dimensional stability can be obtained by suppressing volume shrinkage by bubbling during the curing reaction, and a process for producing such a curable composition. A curable composition comprising a polymerizable compound having a polymerizable double bond, wherein the mass ratio of a polymerizable compound (P) having a molecular weight of at least 1,000 is at least 90 mass % to all polymerizable compounds in the curable composition, and the polymerizable compound (P) contains a fluoropolymer (X) having a molecular weight of at least 1,000 having specific repeating units.
    Type: Application
    Filed: June 3, 2010
    Publication date: September 23, 2010
    Applicant: ASAHI GLASS COMPANY, LIMITED
    Inventors: Norihide SUGIYAMA, Masahiro Ohkura, Yoshitomi Morizawa
  • Patent number: 7790780
    Abstract: Radically coupled PTFE polymer powders useful, for example, as tribomaterials, and a method for production thereof. Radically coupled PTFE polymer powders are provided which, when incorporated into a matrix as PTFE polymer compound, exhibit improved wear resistances, and furthermore there is provided a simple and efficient method for the production thereof. Radically coupled PTFE polymer powders are provided comprising radiation-chemically and/or plasma-chemically modified PTFE powders, onto the particle surface of which homopolymers, copolymers or terpolymers are radically coupled via a reaction in dispersion or in substance. A method is provided in which PTFE powders with reactive perfluoroalkyl-(peroxy) radical centers after a radiation-chemical and/or plasma-chemical modification are reacted in dispersion or in substance with the addition of polymerizable, olefinically unsaturated monomers, whereby during the reaction a polymer-forming reaction is obtained.
    Type: Grant
    Filed: October 22, 2004
    Date of Patent: September 7, 2010
    Assignee: Leibniz-Institut fuer Polymerforschung Dresden E.V.
    Inventors: Dieter Lehmann, Bernd Kluepfel
  • Publication number: 20100144916
    Abstract: Disclosed herein is a composition comprising a crosslinked organic polymer; wherein the composition has a coefficient of friction that is in a range of ±30% of a coefficient of friction for a composition comprising the same organic polymer that is not crosslinked; and wherein the composition has a lower K factor than a K factor of the composition comprising the same organic polymer that is not crosslinked; the coefficient of friction and the K factor being measured in a thrust washer apparatus as per ASTM D-3702, where the counter stationary surface in the thrust washer apparatus comprises carbon steel having a Rockwell C hardness of 18 to 22 and a 12 to 16 micro-inch surface finish.
    Type: Application
    Filed: December 8, 2008
    Publication date: June 10, 2010
    Applicant: SABIC INNOVATIVE PLASTICS
    Inventors: Domenico La Camera, Alexis Chopin, Andre Kijkuit
  • Patent number: 7632875
    Abstract: The present invention provides novel hybrid polymer useful for alignment layers for inducing alignment of a liquid crystal medium. Hybrid polymers of this invention are prepared from at least one component selected from the group consisting of monomer, oligomer and polymer within the class of polyimides, poly(amic acids) and esters thereof and at least one component selected from the group consisting of addition monomer and functionalized addition polymer wherein the two components are covalently bonded to form a copolymer. The invention further describes liquid crystal optical elements such as all liquid crystal display products or modes, liquid crystal devices and liquid crystal optical films comprising the novel hybrid polymer alignment layers.
    Type: Grant
    Filed: July 18, 2005
    Date of Patent: December 15, 2009
    Assignee: Elsicon, Inc.
    Inventors: Wayne M. Gibbons, Michael G. P. Reppy, Patricia A. Rose, Hanxing Zheng
  • Patent number: 7629051
    Abstract: An optical film comprising a support and a layer containing a cured product of a composition which contains a fluorinated photopolymerization initiator and an ionizing radiation-curing compound.
    Type: Grant
    Filed: June 1, 2006
    Date of Patent: December 8, 2009
    Assignee: Fujifilm Corporation
    Inventors: Yuuichi Fukushige, Hiroyuki Yoneyama
  • Patent number: 7595353
    Abstract: The invention provides a photocurable polymer composition having a fluorine-containing polymer and a fluorine-free polymer, and preferably further having a polymerizable double bond-containing compound and a photopolymerization initiator. The fluorine-containing polymer preferably includes a fluorosilsesquioxane skeleton.
    Type: Grant
    Filed: September 28, 2006
    Date of Patent: September 29, 2009
    Assignee: Chisso Corporation
    Inventors: Hisanobu Minamisawa, Mikio Yamahiro, Akira Meguro
  • Patent number: 7592392
    Abstract: The present invention relates to a novel process for the preparation of solid-supported scavenging reagents and solid-supported functional polymers. The invention further relates to novel solid-supported functional polymers and to their use in organic synthesis and combinatorial chemistry.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: September 22, 2009
    Assignee: Merck & Co. Inc.
    Inventors: Craig W. Lindsley, David D. Wisnoski
  • Patent number: 7572839
    Abstract: A seal ring (10) of the present invention seals operating oil hermetically and is attached to an annular seal ring groove (16) provided on an outer circumference of a shaft member (12). The seal ring (10) includes fluororesin, modified fluororesin formed by being irradiated with an ionizing radiation in a range from 1 kGy to 10 MGy inclusive in a state of being heated up to a melting point thereof or higher under an inert gas atmosphere with an oxygen partial pressure of 1.33 kPa or less, and synthetic resin having a surface energy ranging from +0 N/cm to 20˜10?5 N/cm inclusive of that of the operating oil.
    Type: Grant
    Filed: September 29, 2004
    Date of Patent: August 11, 2009
    Assignees: Nissan Motor Co., Ltd., Hitachi Cable, Ltd.
    Inventors: Tomohito Ota, Tomihito Hashimoto, Yasuaki Yamamoto, Hiroo Kusano
  • Patent number: 7521486
    Abstract: Fluoropolymers are made by admixing tetrafluoroethylene, hexfluoropropylene, and vinylidene fluoride; reacting the reaction admixture to generate a set of fluoropolymeric oligomers; irradiating the fluoropolymeric oligomeric precursor admixture (preferably with electron beam radiation) to form free radical sites on individual fluoropolymeric oligomers of the set and generate thereby a set of free radical oligomer derivatives in the fluoropolymeric oligomeric precursor admixture; and reacting the fluoropolymeric oligomeric precursor admixture to derive the fluoropolymer compound from the free radical oligomer derivatives. In a second approach, fluoropolymers are made by admixing tetrafluoroethylene, hexfluoropropylene, and vinylidene fluoride and irradiating the admixture.
    Type: Grant
    Filed: May 14, 2007
    Date of Patent: April 21, 2009
    Assignee: Freudenberg-NOK General Partnership
    Inventor: Edward Hosung Park
  • Patent number: 7514481
    Abstract: A method of making a crosslinked polymer is provided as well as the polymer so made, the method comprising the steps of: providing a highly fluorinated fluoropolymer, typically a perfluorinated fluoropolymer, comprising pendent groups which include a group according to the formula —SO2X, where X is F, Cl, Br, OH, or —O?M+, where M+ is a monovalent cation, and exposing said fluoropolymer to electron beam radiation so as to result in the formation of crosslinks. Typically, the method according to the present invention additionally comprises the step of: forming said fluoropolymer into a membrane, typically having a thickness of 90 microns or less, more typically 60 microns or less, and most typically 30 microns or less.
    Type: Grant
    Filed: January 29, 2007
    Date of Patent: April 7, 2009
    Assignee: 3M Innovative Properties Company
    Inventors: Michael A. Yandrasits, Steven J. Hamrock, Naiyong Jing
  • Patent number: 7514480
    Abstract: Ionized irradiation can be used to improve the properties of fluoropolymers. In particular, elasticity, strain hardening, and melt strength of a fluoropolymer can be increased by LIP to an order of magnitude by exposure to controlled amounts of radiation; while polymer foams may be thermoformed and crosslinked by irradiation to provide a solvent resistance polymer foams having wide range of densities with good mechanical integrity at elevated temperature.
    Type: Grant
    Filed: June 21, 2005
    Date of Patent: April 7, 2009
    Assignee: Arkema Inc.
    Inventors: Nafih Mekhilef, Ramin Amin-Sanayei
  • Patent number: 7482393
    Abstract: A method for producing submicron polytetrafluoroethylene (“PTFE”) powder in a free-flowing, readily dispersible form. The irradiated PTFE starting material is placed in a desired solvent and undergoes grinding until the PTFE particles reach submicron size. The submicron particles are subsequently recovered from the solvent and dried to form a powder that may have particles less than 1.00 ?m in size. The dry PTFE powder may then be readily dispersed to submicron size into a desired application system. The submicron PTFE powder of this method is free-flowing, readily dispersible in various application systems, tends not to “dust” or self-agglomerate. Improved aqueous and organic dispersions of submicron PTFE particles may also be formed that display increased stability and require much less agitation than other processes of forming such dispersions. Such improved PTFE dispersions may be formed with or without the addition of surfactants, wetting agents, rheology modifiers, pH-adjusting agents, and the like.
    Type: Grant
    Filed: December 29, 2004
    Date of Patent: January 27, 2009
    Assignee: Shamrock Technologies Inc.
    Inventors: Charles A. Cody, William Neuberg, Manshi Sui, Youssef Awad