From Phenol, Phenol Ether, Or Inorganic Phenolate Patents (Class 528/86)
  • Patent number: 10329383
    Abstract: Certain embodiments are directed to cyanate resin blends comprising, for example, a mixture of a cyanate monomer and a cyanate oligomer. The resin blends are effective to provide a dielectric constant of less than 2.7, a glass transition temperature of at least 150° C. and a moisture absorption of less than 1.5%. Radomes using the resin are also described.
    Type: Grant
    Filed: March 6, 2018
    Date of Patent: June 25, 2019
    Assignee: Saint-Gobain Performance Plastics Corporation
    Inventors: Kapsoo Cheon, Marie J. Demers, Ajay Padwal
  • Patent number: 10303055
    Abstract: The resist composition according to the present invention contains a compound represented by a specific formula. The compound has high heat resistance attributed to its highly aromatic skeleton, in spite of its low molecular weight, and may be used even under high temperature baking conditions. By virtue of the above configuration, the resist composition according to the present invention is excellent in heat resistance, has high solubility in a safe solvent, has high sensitivity, and can impart a good shape to a resist pattern. That is, the resist composition according to the present invention is useful as an acid amplification type non-polymer based resist material.
    Type: Grant
    Filed: March 13, 2015
    Date of Patent: May 28, 2019
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takashi Sato, Masatoshi Echigo
  • Patent number: 10233281
    Abstract: Disclosed are methods for preparing and collecting a polyaromatic compound. Also disclosed are products comprising a polyaromatic compound.
    Type: Grant
    Filed: September 25, 2015
    Date of Patent: March 19, 2019
    Assignee: Renmatix, Inc.
    Inventors: Ewellyn A. Capanema, Mikhail Y. Balakshin, Matyas Kosa, Stephen Herbert Harris
  • Patent number: 9914803
    Abstract: Certain embodiments are directed to cyanate resin blends comprising, for example, a mixture of a cyanate monomer and a cyanate oligomer. The resin blends are effective to provide a dielectric constant of less than 2.7, a glass transition temperature of at least 150° C. and a moisture absorption of less than 1.5%. Radomes using the resin are also described.
    Type: Grant
    Filed: June 25, 2014
    Date of Patent: March 13, 2018
    Assignee: Saint-Gobain Performance Plastics Corporation
    Inventors: Kapsoo Cheon, Marie J. Demers, Ajay Padwal
  • Patent number: 9828464
    Abstract: The invention relates to polycarbonates with extremely low residual levels of volatile constituents and thermal degradation products, and also improved optical properties, especially Yellowness Index (YI) and good thermal stability, from solvent-containing polymer melts. The invention further relates to an apparatus and a process for preparing these polycarbonates with the aid of a devolatilizing extruder with at least three devolatilizing zones, and zones for introducing entraining agent into dispersion are present upstream of at least three devolatilizing zones.
    Type: Grant
    Filed: May 26, 2010
    Date of Patent: November 28, 2017
    Assignee: COVESTRO DEUTSCHLAND AG
    Inventors: Thomas König, Jörg Kirchhoff, Michael Bierdel, Klemens Kohlgrüber, Johann Rechner, Ing. Johan Vaes, Johan Vanden Eynde, Frank Bruynseels, Bert Ruytinx
  • Patent number: 9620717
    Abstract: A composition comprising: a light emitting material; and a polymer compound having a constitutional sequence represented by the following formula (1) as a main chain: -[—(Y)n—Z—]m-??(1) in the formula, Y represents a divalent group, in which two hydrogen atoms are removed from a structure represented by the following formula (Y-1) or (Y-2), Z represents a divalent group, in which two hydrogen atoms are removed from a structure represented by the following formula (Z-1), (Z-2), (Z-3), (Z-4), (Z-5), (Z-6), (Z-7), or (Z-8), m represents an integer of 4 to 10,000, and n represents an integer of 1 to 3.
    Type: Grant
    Filed: December 21, 2011
    Date of Patent: April 11, 2017
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Makoto Anryu, Daisuke Fukushima
  • Patent number: 9598339
    Abstract: Disclosed herein are compositions and methods related to the hydroformylation of cyclododecatriene to form cyclododecatriene trialdehyde, and the conversion of the trialdehyde to the polyphenols of Formula 1: where R, m p and Q are as defined herein. Curable compositions comprising compounds of Formula 1, including powder coating compositions, and methods of curing the compositions are also disclosed.
    Type: Grant
    Filed: March 23, 2016
    Date of Patent: March 21, 2017
    Inventors: Erich J. Molitor, Robert E. Hefner, Jr.
  • Patent number: 9528026
    Abstract: An object is to provide a resin composition that has excellent dielectric properties, that yields a highly heat-resistant cured product, that provides a low viscosity when made into a varnish, and that has a high Tg and a high flame retardancy without containing halogen. The resin composition contains a polyarylene ether copolymer (A) that has an intrinsic viscosity, measured in methylene chloride at 25° C., of 0.03 to 0.12 dL/g and that has an average of 1.5 to 3 phenolic hydroxyl groups in molecular terminal position per molecule, a triphenylmethane-type epoxy resin (B) that has a softening point of 50 to 70° C., and a cure accelerator (C), wherein the content of the polyarylene ether copolymer (A) is 60 to 85 mass parts where the total of the polyarylene ether copolymer (A) and the epoxy resin (B) is 100 mass parts.
    Type: Grant
    Filed: July 13, 2012
    Date of Patent: December 27, 2016
    Assignee: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD.
    Inventors: Takashi Sagara, Hidetaka Kakiuchi, Keiko Kashihara, Yuki Kitai, Hirosuke Saito, Daisuke Yokoyama, Hiroaki Fujiwara
  • Patent number: 9517987
    Abstract: A method for the selective synthesis of bisphenols, thermosetting resins, and thermoplastics from salicylic acid, the major component of wintergreen oil, and a viable target for engineered biosynthesis. Condensation of salicylic acid, structural analogs of salicylic acid, and derivatives of salicylic acid with short chain aldehydes or ketones and subsequent decarboxylation has the potential to produce bisphenols that are direct replacements for conventional resins, while the steric and electronic effects of salicylic acid improve the efficiency and selectivity of the conversion process. The utilization of renewable polyphenols as precursors to epoxies, poly carbonates, and high temperature thermosets including cyanate esters, provides an opportunity to develop full-performance resins while reducing the use of petroleum based feedstocks. This approach will then diminish the overall environmental impact of resin production while allowing for a sustainable source of phenols.
    Type: Grant
    Filed: April 21, 2015
    Date of Patent: December 13, 2016
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Heather A. Meylemans, Michael E. Wright, Andrew Chafin
  • Patent number: 9505869
    Abstract: Polycyclic aromatic hydrocarbon compounds having an S atom or S(?O)2 moiety incorporated in their basic polycyclic structure that can have a nitrogen-containing heterocycloaliphatic group and/or a substituted or unsubstituted phenoxy group and/or a polymeric moiety bonded to the polycyclic structure and to compositions such as, e.g., printing inks which comprise these polycyclic aromatic hydrocarbons as colorants.
    Type: Grant
    Filed: May 22, 2015
    Date of Patent: November 29, 2016
    Assignee: SICPA HOLDING SA
    Inventors: Cecile Pasquier, Patrick Wyss
  • Patent number: 9505962
    Abstract: An adhesive composition has a polymer that contains a unit structure of Formula (1): L1-O-T1-O??Formula (1) where L1 is an arylene group or a combination of an arylene group and a sulfonyl group or a carbonyl group, and T1 is a fluoroalkylene group, a cyclic alkylene group, an arylene group having a substituent, or a combination of an arylene group optionally having a substituent and a fluoroalkylene group or a cyclic alkylene group and contains, at a terminal or in a side chain or the main chain, at least one group containing a structure of Formula (2-A), a structure of Formula (2-B), or both structures:
    Type: Grant
    Filed: July 29, 2011
    Date of Patent: November 29, 2016
    Assignee: NISSAN CHEMICAL INDUSTRIES, LTD.
    Inventors: Hiroshi Ogino, Mamoru Tamura, Tomoyuki Enomoto
  • Patent number: 9388103
    Abstract: In a process for producing phenol, a feed comprising cyclohexylbenzene hydroperoxide is contacted with a cleavage catalyst comprising an acidic ionic liquid under cleavage conditions effective to cleave at least a portion of said cyclohexylbenzene hydroperoxide and produce a cleavage product stream comprising phenol and cyclohexanone.
    Type: Grant
    Filed: August 9, 2012
    Date of Patent: July 12, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Kun Wang, Roberto Garcia, Francisco M. Benitez
  • Patent number: 9147892
    Abstract: According to the present invention, a porous material for a fuel cell electrolyte membrane, wherein at least one strength auxiliary layer is provided inside and/or on the surface of a high porosity layer, the high porosity layer and the strength auxiliary layer constitute a multilayer structure, and the average diameter of pores of the high porosity layer is different from the average diameter of pores of the strength auxiliary layer, is provided. Also, a porous material having high porosity and high strength, which is suitable as a base material for an electrolyte membrane of a solid polymer fuel cell, is provided and a high-performance fuel cell using such material is realized.
    Type: Grant
    Filed: April 19, 2007
    Date of Patent: September 29, 2015
    Assignee: Toyota Jidosha Kabushiki Kaisha
    Inventor: Hiroshi Harada
  • Patent number: 9102598
    Abstract: Indane bisphenol monomer units, and polymers derived from such monomer units are provided. Blends including such polymers, articles made from such polymers and blends, methods of using such monomers, polymers, and blends, and processes for preparing such monomers, polymers, and blends are also provided.
    Type: Grant
    Filed: June 16, 2014
    Date of Patent: August 11, 2015
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Laura G. Schultz Hume, S/shri. Shubashree Swaminathan, Ganapathy Bhotla Venkata Ramanarayanan
  • Patent number: 9102789
    Abstract: A proton conducting copolymer electrolyte with competitive voltage versus current density characteristics and superior durability comprises a proton conducting hydrophilic domain comprising a sulfonated poly(phenylene) polymer, and a hydrophobic domain comprising a main chain comprising a plurality of bonded arylene groups wherein essentially all of the bonds in the main chain of the copolymer are carbon-carbon or, to a certain extent, carbon-sulfone bonds. More particularly, none of the bonds in the chains of the copolymer are ether bonds. Due to the absence of ether bonds, the copolymer electrolyte is less susceptible to degradation in solid polymer fuel cells.
    Type: Grant
    Filed: October 25, 2012
    Date of Patent: August 11, 2015
    Assignees: Daimler AG, Ford Motor Company
    Inventors: Yunsong Yang, Yuquan Zou, Jing Li, Keping Wang
  • Patent number: 9102040
    Abstract: The present invention provides process for the manufacture of an aqueous resin composition comprising a phenolic formaldehyde (PF) resin, which process comprises the steps of providing a formaldehyde and phenolic compound, reacting the compounds in a condensation reaction in the presence of a catalyst, after completion of the condensation reaction to react with free formaldehyde, determining the free formaldehyde content of the resin composition, adding a pre-calculated substantially stoichiometric amount of modifying compound containing a primary amine group to reduce the amount of free formaldehyde in the resin composition to less than 0.1 wt % (relative to the total weight of the aqueous resin composition), and optionally distillation of the reaction product.
    Type: Grant
    Filed: September 30, 2011
    Date of Patent: August 11, 2015
    Assignee: Dynea Chemicals Oy
    Inventor: Armin Tumler
  • Patent number: 9080015
    Abstract: The present invention relates to new classes of biocompatible polymers comprising at least one repeating unit derived from a compound of Formula (I) as defined in the claims and specification. These polymers may be biodegradable and bioresorble, and, while not limited thereto, may be adapted for radio-opacity and are useful for medical device applications and controlled release therapeutic formulations. Therefore, methods for preparing these polymers and medical devices prepared therefrom are also encompassed by this disclosure.
    Type: Grant
    Filed: July 31, 2010
    Date of Patent: July 14, 2015
    Assignee: RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY
    Inventors: Joachim B. Kohn, Durgadas Bolikal, Ramiro Rojas
  • Patent number: 9035013
    Abstract: A sulphur-containing triazine monomer is provided that can be used in the synthesis of a polymer membrane for a PEM-type fuel cell. The sulphur-containing triazine monomer has a structure corresponding to a formula (I): in which: Tz represents a 1,3,5-triazine nucleus; X1 and X2, which are identical or different, represent S, SO, or SO2; Ar1, Ar2, Ar4 and Ar5, which are identical or different, represent a substituted or unsubstituted phenylene group; Ar3 represents a substituted or unsubstituted phenyl group; and Z1 and Z2, which are identical or different, are selected from a group that includes halogens, hydroxyl, alkoxyl, thiol, carboxyl, carboxylates, amine, sulphonamide, acyl chlorides, sulphonyl chlorides, sulphonyl fluorides, isocyanates, and combinations thereof.
    Type: Grant
    Filed: July 6, 2011
    Date of Patent: May 19, 2015
    Assignees: COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN, MICHELIN RECHERCHE ET TECHNIQUE S.A.
    Inventor: Milan Fedurco
  • Patent number: 9018342
    Abstract: A poly(phenylene ether) copolymer comprises about 5 to 40 mole percent repeat units derived from 2-phenylphenol and 60 to about 95 mole percent repeat units derived from 2,6-dimethylphenol, wherein the poly(phenylene ether) copolymer has a weight average molecular weight of at least 8,000 atomic mass units, as measured by gel permeation chromatography. A method of preparing the poly(phenylene ether) copolymer, comprises oxidatively copolymerizing a monomer mixture comprising about 5 to 40 mole percent 2-phenylphenol and about 60 to about 95 mole percent 2,6-dimethylphenol in the presence of a solvent, molecular oxygen, and a polymerization catalyst comprising a metal ion and at least one amine ligand to form a solution of the poly(phenylene ether) copolymer in the solvent, wherein a ratio of total moles of 2-phenylphenol and 2,6-dimethylphenol to moles of metal ion is about 10:1 to about 1200:1.
    Type: Grant
    Filed: July 27, 2012
    Date of Patent: April 28, 2015
    Assignee: Sabic Global Technologies B.V.
    Inventors: Alvaro Carrillo, Scott Michael Fisher, Hua Guo, Stephan Moyses, Eylem Tarkin-Tas
  • Patent number: 8940841
    Abstract: A crosslinked product of a polyarylene is disclosed, having high-temperature elastomeric properties and excellent chemical resistance. The crosslinked materials are useful in oil and gas downhole applications in the form of either solids or foams. Methods for the manufacture of the crosslinked product and articles comprising the product are also disclosed.
    Type: Grant
    Filed: May 22, 2012
    Date of Patent: January 27, 2015
    Assignee: Baker Hughes Incorporated
    Inventors: Ping Duan, Gaurav Agrawal, David P. Gerrard
  • Patent number: 8889817
    Abstract: Triazine polymer comprising at least a plurality of base structural units comprising at least a moiety corresponding to the formula: in which: the symbols X1 and X2, which are identical or different, represent S, SO, or SO2; the symbols Ar1 and Ar2, which are identical or different, represent a substituted or unsubstituted phenylene group; the symbol Ar3 represents a substituted or unsubstituted phenyl group; the symbol Tz represents the 1,3,5-triazine nucleus. This polymer of the invention, which can be used as electrolyte in a PEM fuel cell, makes it possible to obtain membranes of high chemical and dimensional stability which additionally exhibit a high ion conductivity.
    Type: Grant
    Filed: July 6, 2011
    Date of Patent: November 18, 2014
    Assignees: Compagnie Generale des Etablissements Michelin, Michelin Recherche et Technique S.A.
    Inventors: Milan Fedurco, Antonio Delfino
  • Patent number: 8877826
    Abstract: Systems and methods for the electrochemical polymerization process for preparation of cross-linked gel. The process includes mixing a hydroxylated benzene and aldehyde in an aqueous media in an inert container to form a hydroxylated benzene and aldehyde mixture. Furthermore, the process includes introducing electrodes into the inert container. Further, the electrochemical polymerization process includes supplying electric current to the hydroxylated benzene and aldehyde mixtures in the inert container through the electrodes. The resultant products of electrochemical polymerization process either gels or activated carbon gels have unique characteristics.
    Type: Grant
    Filed: December 23, 2012
    Date of Patent: November 4, 2014
    Assignee: Qatar University
    Inventors: Ahmed Awadallah-F, Shaheen A. Al-Muhtaseb
  • Patent number: 8846847
    Abstract: A sterically hindered phenol and phosphite based compound represented the following formula: and its use as an antioxidant in a wide range of materials including, but not limited to, food, plastics, elastomers, composites and petroleum based products is disclosed herein.
    Type: Grant
    Filed: May 29, 2013
    Date of Patent: September 30, 2014
    Assignee: Polnox Corporation
    Inventors: Ashok L. Cholli, Rajesh Kumar
  • Patent number: 8829119
    Abstract: A crosslinked product of a polyarylene is disclosed, having high-temperature elastomeric properties and excellent chemical resistance. The crosslinked materials are useful in oil and gas downhole applications in the form of either solids or foams. Methods for the manufacture of the crosslinked product and articles comprising the product are also disclosed.
    Type: Grant
    Filed: September 27, 2011
    Date of Patent: September 9, 2014
    Assignee: Baker Hughes Incorporated
    Inventors: Ping Duan, Gaurav Agrawal, David P. Gerrard
  • Patent number: 8809483
    Abstract: A composition and an anion exchange membranes including a composition and a method of forming a composition including a compound including a poly(phenylene) backbone represented by the following formula: wherein each of R1, R2 and R3 may be the same or different and is H or an unsubstituted or inertly-substituted aromatic moiety; wherein each of Ar1 and Ar2 may be the same or different and is an unsubstituted or inertly-substituted aromatic moiety; wherein each of R6, R7, R8, R9, R10 and R11 is H or a monovalent hydrocarbon group including two to 18 carbon atoms, with the proviso that each R6, R7, R8, R9, R10 and R11 cannot be H; and wherein each of Y6, Y7, Y8, Y9, Y10 and Y11 may be the same or different and is H or a functional group.
    Type: Grant
    Filed: September 26, 2012
    Date of Patent: August 19, 2014
    Assignee: Sandia Corporation
    Inventor: Michael R. Hibbs
  • Patent number: 8795955
    Abstract: A naphthalene derivative having formula (1) is provided wherein cyclic structures Ar1 and Ar2 denote a benzene or naphthalene ring, X is a single bond or C1-C20 alkylene, m is 0 or 1, and n is such a natural number as to provide a molecular weight of up to 100,000. A material comprising the naphthalene derivative or a polymer comprising the naphthalene derivative is spin coated to form a resist bottom layer having improved properties. A pattern forming process in which a resist bottom layer formed by spin coating is combined with an inorganic hard mask formed by CVD is available.
    Type: Grant
    Filed: June 21, 2011
    Date of Patent: August 5, 2014
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takeshi Kinsho, Katsuya Takemura, Daisuke Kori, Takeru Watanabe, Tsutomu Ogihara
  • Patent number: 8779081
    Abstract: The invention is directed to a method for producing poly(arylene) ethers with improved particle size characteristics. The improved particle size characteristics of the polyphenylene ether include one or both of: (i) up to about 50 weight percent of particles smaller than 38 micrometers; and a (ii) mean particle size greater than 100 or more micrometers.
    Type: Grant
    Filed: March 15, 2011
    Date of Patent: July 15, 2014
    Assignee: SABIC Global Technologies B.V.
    Inventors: Nitin Vilas Tople, Gerardo Rocha-Galicia, Hua Guo
  • Patent number: 8765161
    Abstract: The invention relates to novel monomers of Formula (I) useful for preparation of phase-separated biocompatible polymers or polymer compositions. These polymers or polymer compositions may be bioresorbable and/or biodegradable and have desirable mechanical properties, such as fracture and/or fatigue toughness, which have not been a primary design criteria for such polymers previously. The polymers or polymer compositions are useful in a variety of medical applications, such as in the fabrication of medical devices. Therefore, methods for preparing these polymers or polymer compositions and medical devices are also encompassed by this disclosure.
    Type: Grant
    Filed: July 31, 2010
    Date of Patent: July 1, 2014
    Assignee: Rutgers, The State University of New Jersey
    Inventors: Joachim B. Kohn, Durgadas Bolikal, Ramiro Rojas
  • Patent number: 8748534
    Abstract: A method for forming a conjugated polymer which is doped by a dopant includes the steps of (a) adding a doping agent comprising a dopant moiety to a solution containing the conjugated polymer or a precursor thereof and, optionally, a second polymer, the dopant moiety being capable of bonding to the conjugated polymer, precursor thereof or the second polymer; (b) allowing the dopant moiety to bond to the conjugated polymer, precursor thereof or the second polymer to perform doping of the conjugated polymer, wherein the amount of doping agent added in step (a) is less than the amount required to form a fully doped conjugated polymer.
    Type: Grant
    Filed: October 9, 2007
    Date of Patent: June 10, 2014
    Assignee: Cambridge Display Technology Limited
    Inventors: Peter Kian-Hoon Ho, Ji-Seon Kim, Richard Henry Friend
  • Patent number: 8742056
    Abstract: Disclosed is a solid resol-type phenolic resin having: methylol groups and dimethylene ether bonds, as functional groups bound to phenolic nuclei; a content of methylol group, per 1 mol of the phenolic nuclei, of 0.8 mol or more and 1.3 mol or less; a content of dimethylene ether bond, per 1 mol of the phenolic nuclei, of 0.1 mol or less; a weight-average molecular weight of a tetrahydrofuran-soluble fraction, measured by gel permeation chromatography (GPC), of 800 or larger and 4,000 or smaller; and a content of mononuclear phenolic compound of 10% by weight or less.
    Type: Grant
    Filed: March 14, 2011
    Date of Patent: June 3, 2014
    Assignee: Sumitomo Bakelite Co., Ltd.
    Inventors: Yuji Suzuki, Kazuya Kitagawa
  • Patent number: 8722839
    Abstract: A fiber comprises a composition including a poly(phenylene ether) having less than or equal to 240 parts per million by weight of hydroxyl groups associated with ethylene bridge groups and less than or equal to 800 parts per million by weight of hydroxyl groups associated with rearranged backbone groups, both amounts based on the weight of the poly(phenylene ether). Fiber of low denier can be formed from this composition. The fiber can be formed by melt spinning.
    Type: Grant
    Filed: June 4, 2012
    Date of Patent: May 13, 2014
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventor: Robert John Hossan
  • Patent number: 8722837
    Abstract: A composition is prepared by oxidative copolymerization of specific amounts of 2,6-dimethylphenol, 2,3,6-trimethylphenol, and a hydroxyaryl-terminated polysiloxane. The composition exhibits an increased heat resistance relative to a corresponding composition prepared by copolymerizing 2,6-dimethylphenol and hydroxyaryl-terminated polysiloxane, without 2,3,6-trimethylphenol. The composition is useful as a flame-retardant additive in polymer compositions that require high heat resistance.
    Type: Grant
    Filed: January 31, 2012
    Date of Patent: May 13, 2014
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Alvaro Carrillo, Hua Guo, Scott Fisher
  • Patent number: 8691933
    Abstract: Disclosed are compositions comprising antioxidants and stabilizers, such as, acid scavengers or organic phosphorus stabilizers, and optionally further comprising co-stabilizers. The disclosed compositions are useful as stabilizers for polyolefins and other polymeric materials. The disclosed compositions and methods generally provide longer shelf lives and better oxidative resistance to materials than currently available antioxidants.
    Type: Grant
    Filed: July 1, 2013
    Date of Patent: April 8, 2014
    Assignee: Polnox Corporation
    Inventors: Vijayendra Kumar, Rajesh Kumar, Ashish Dhawan, Sui-Zhou Yang, Ashok L. Cholli
  • Patent number: 8686104
    Abstract: A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R is the same or different and is H or a C1-C8 alkyl, C2-C8 alkenyl or C3-C8 cycloalkyl group; and, Ar2 and Ar4 are the same or different and are residues derived from a tetra-halogenated aromatic monomer, the tetra-halogenated aromatic monomer being wherein X is F, Cl or Br, and R1 and R2 are the same or different and are wherein y is an integer from 1 to 8; with the proviso that when Ar1 is the same as Ar3 and Ar2 is the same as Ar4, R1 and R2 are not both —CN is useful as a material for gas separation, vapor separation, adsorbents or catalysis.
    Type: Grant
    Filed: October 16, 2009
    Date of Patent: April 1, 2014
    Assignee: National Research Council of Canada
    Inventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson
  • Patent number: 8673027
    Abstract: The present invention refers to a method of converting a lignin material into a liquid product and the liquid product obtainable by the method.
    Type: Grant
    Filed: August 13, 2008
    Date of Patent: March 18, 2014
    Assignee: Bergen Teknologioverforing AS
    Inventors: Mike Kleinert, Tatjana (Tanja) Barth
  • Patent number: 8669332
    Abstract: A thermoplastic composition that includes a poly(arylene ether)-polysiloxane block copolymer is prepared by a method that includes oxidatively copolymerizing a monohydric phenol and a hydroxyaryl-terminated polysiloxane. The oxidative polymerization includes a monohydric phenol addition period characterized by a first temperature, a build period following the addition period and characterized by a second temperature greater than the first temperature, and a temperature ramp period between the addition period and the build period. During the temperature ramp period, the temperature is increased at an average rate of about 0.01 to about 0.35° C. per minute, which improves the efficiency with which the hydroxyaryl-terminated polysiloxane is incorporated into the poly(arylene ether)-polysiloxane block copolymer.
    Type: Grant
    Filed: June 27, 2011
    Date of Patent: March 11, 2014
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Alvaro Carrillo, Hua Guo
  • Patent number: 8614155
    Abstract: An enhanced prepreg for printed circuit board (PCB) laminates includes a substrate and a resin applied to the substrate. The resin includes a curable polymer and a polymerization initiator polymer having a backbone with a free radical initiator forming segment that breaks apart upon being subjected to heat to generate a plurality of non-volatile initiating species. This resin composition eliminates possible volatile loss of the free radical initiator during all processing steps in the preparation of PCB laminates. The resin may additionally include a cross-linking agent, flame retardant and viscosity modifiers. In one embodiment, a sheet of woven glass fibers is impregnated with the resin and subsequently dried or cured. The glass cloth substrate may include a silane coupling agent to couple the resin to the substrate. In another embodiment, resin coated copper (RCC) is prepared by applying the resin to copper and subsequently curing the resin.
    Type: Grant
    Filed: August 20, 2010
    Date of Patent: December 24, 2013
    Assignee: International Business Machines Corporation
    Inventors: Dylan Joseph Boday, Joseph Kuczynski
  • Publication number: 20130337263
    Abstract: A fine polymer particle production method includes producing an emulsion in a liquid prepared by dissolving and mixing a polymer A and a polymer B in organic solvents in which a solution phase composed primarily of the polymer A and a solution phase composed primarily of the polymer B are formed as separate phases, and bringing it into contact with a poor solvent for the polymer A to precipitate the polymer A. This method serves for easy synthesis of fine polymer particles with a narrow particle size distribution and the method can be effectively applied to production of highly heat-resistant polymers that have been difficult to produce with the conventional methods.
    Type: Application
    Filed: August 8, 2013
    Publication date: December 19, 2013
    Applicant: Toray Industries, Inc.
    Inventors: Itaru Asano, Yuji Echigo, Hiroshi Takezaki
  • Patent number: 8598382
    Abstract: A sterically hindered phenol and phosphite based compound represented by the following formula: and its use as an antioxidant in a wide range of materials including, but not limited to, food, plastics, elastomers, composites and petroleum based products is disclosed herein.
    Type: Grant
    Filed: August 13, 2012
    Date of Patent: December 3, 2013
    Assignee: Polnox Corporation
    Inventors: Ashok L. Cholli, Rajesh Kumar
  • Patent number: 8586698
    Abstract: The present invention relates to a production process for a phenols novolac resin obtained by reacting phenols with formaldehydes, wherein they are reacted in the presence of a metal compound used as a catalyst for the reaction described above, and a chelating agent is further added in order to deactivate a catalytic action of the metal compound and a resin-coated sand prepared by using the above phenols novolac resin. It is possible to provide a process for producing a phenols novolac resin having an ortho rate of 30 to 60%, suitably 40 to 55% at a good yield (70% or more) and a resin-coated sand having a high curing property prepared by using the above phenols novolac resin.
    Type: Grant
    Filed: June 3, 2009
    Date of Patent: November 19, 2013
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Hiroyuki Kawata, Sadao Takashou, Tetsurou Saikawa
  • Publication number: 20130247990
    Abstract: Disclosed are certain polymeric compounds and their use as organic semiconductors in organic and hybrid optical, optoelectronic, and/or electronic devices such as photovoltaic cells, light emitting diodes, light emitting transistors, and field effect transistors. The disclosed compounds can provide improved device performance, for example, as measured by power conversion efficiency, fill factor, open circuit voltage, field-effect mobility, on/off current ratios, and/or air stability when used in photovoltaic cells or transistors. The disclosed compounds can have good solubility in common solvents enabling device fabrication via solution processes.
    Type: Application
    Filed: March 15, 2013
    Publication date: September 26, 2013
    Inventors: Antonio Facchetti, Hakan Usta, Hualong Pan, Martin Drees, Mitchell Denti
  • Patent number: 8519080
    Abstract: To provide a prepolymer which is excellent in heat resistance and which can form a cured product excellent in oil repellency and water repellency. A crosslinkable prepolymer having a polyaryl ether structure on its main chain, which has a crosslinkable functional group and a side chain represented by “Rf-CH2—O—” wherein Rf is a C3-50 fluorinated alkyl group (which may contain an oxygen atom forming an ether bond).
    Type: Grant
    Filed: November 25, 2008
    Date of Patent: August 27, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Masahiro Ito, Shunsuke Yokotsuka, Takeshi Eriguchi, Kaori Tsuruoka
  • Patent number: 8507636
    Abstract: A poly(2,6-dimethyl-1,4-phenylene ether) having a high molecular weight and a reduced content of low molecular weight species can be prepared by a method that includes specific conditions for the oxidative polymerization, chelation, and isolation steps. The poly(2,6-dimethyl-1,4-phenylene ether) is particularly useful for the fabrication of fluid separation membranes.
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: August 13, 2013
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Erik Rene Delsman, Gert-Jan Schoenmakers
  • Patent number: 8501896
    Abstract: A poly(phthalazinone sulfone) composition for molded articles having such characteristics as high temperature resistance, good electrical properties, good chemical and solvent resistance and toughness consists essentially of a polymer of formula (I): Cp-ZxA-Zy??(I) wherein Z is a bisphenyl sulfone moiety of formula: (II): A is a phthalazinone moiety of formula (III): Cp is A, as defined above, or a biphenol moiety of formula (IV): x is an integer of at least 1; y is an integer of at least 1; and x+y=n, where n is an integer such that the polymer has a weight average molecular weight of about 20,000 to about 170,000, the composition comprising less than 5%, by weight, of low molecular weight oligomers; and having a glass transition temperature (Tg) from 225 to 305° C.
    Type: Grant
    Filed: September 26, 2007
    Date of Patent: August 6, 2013
    Assignee: HT Materials Corporation
    Inventors: Allan S. Hay, Xigao Jian, Yi-Feng Wang
  • Patent number: 8492504
    Abstract: The disclosure relates to methods and materials useful for depolymerizing a polymer. In one embodiment, for example, the disclosure provides a method for depolymerizing a polymer containing electrophilic linkages, wherein the method comprises contacting the polymer with a nucleophilic reagent in the presence of a guanidine-containing compound. The methods and materials of the disclosure find utility, for example, in the field of waste reclamation and recycling.
    Type: Grant
    Filed: August 7, 2012
    Date of Patent: July 23, 2013
    Assignees: International Business Machines Corporation, The Board of Trustees of the Leland Stanford Junior University
    Inventors: James Lupton Hedrick, Russell Clayton Pratt, Robert M. Waymouth
  • Patent number: 8487050
    Abstract: A composition comprises a fluorine-containing aromatic polymer, an epoxy compound and an initiator. Its use as film, laminate with polyimide or copper foils, copper-clad laminated board and adhesive film. The fluorine-containing aromatic polymer is preferably a fluorine-containing aryl ether polymer. The initiator is preferably a cationic initiator.
    Type: Grant
    Filed: April 27, 2006
    Date of Patent: July 16, 2013
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kazushi Omote, Ai Nishichi, Shimpei Sato
  • Patent number: 8481670
    Abstract: Disclosed are compositions comprising antioxidants and stabilizers, such as, acid scavengers or organic phosphorus stabilizers, and optionally further comprising co-stabilizers. The disclosed compositions are useful as stabilizers for polyolefins and other polymeric materials. The disclosed compositions and methods generally provide longer shelf lives and better oxidative resistance to materials than currently available antioxidants.
    Type: Grant
    Filed: August 23, 2012
    Date of Patent: July 9, 2013
    Assignee: Polnox Corporation
    Inventors: Vijayendra Kumar, Rajesh Kumar, Ashish Dhawan, Sui-Zhou Yang, Ashok L. Cholli
  • Patent number: 8455612
    Abstract: A one pot method of preparing cyclic carbonyl compounds comprising an active pendant pentafluorophenyl ester group is disclosed. The cyclic carbonyl compounds can be polymerized by ring opening methods to form ROP polymers comprising repeat units comprising a side chain pentafluorophenyl ester group. Using a suitable nucleophile, the pendant pentafluorophenyl ester group can be selectively transformed into a variety of other functional groups before or after the ring opening polymerization.
    Type: Grant
    Filed: March 8, 2012
    Date of Patent: June 4, 2013
    Assignees: International Business Machines Corporation, Central Glass Co., Ltd.
    Inventors: Masaki Fujiwara, James Lupton Hedrick, Daniel Paul Sanders, Yoshiharu Terui, Manabu Yasumoto
  • Patent number: 8455590
    Abstract: It is an object to provide a film having both high transparency and high heat resistance, and particularly a coating solution for forming a coating film from which an optical film can be produced. A triaroylbenzene-skeleton polymer in which a terminal of a polymer produced by polymerizing a compound of Formula [1] below is modified by a compound of Formula [2] below. A coating solution for forming a coating film, comprising the polymer. A film obtained from the coating solution for forming a coating film. In the formulae below, X1 is a divalent group of Formula [1a], Formula [1b], or Formula [1c] below (where Y1 and Y2 are independently a C1-2 alkylene group; n is an integer of 1 to 6; and m is an integer of 1 to 6), X2 is divalent benzene, thiophene, furan, or fluorine, and X3 is a hydrogen atom, a halogen atom, CF3, a C1-6 alkoxy group, or a C1-6 alkyl group.
    Type: Grant
    Filed: October 2, 2009
    Date of Patent: June 4, 2013
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Takuro Oda
  • Patent number: 8420768
    Abstract: Higher diamondoid derivatives capable of taking part in polymerization reactions are disclosed as well as intermediates to these derivatives, polymers formed from these derivatives and methods for preparing the polymers.
    Type: Grant
    Filed: December 20, 2010
    Date of Patent: April 16, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Jeremy E. Dahl, Robert M. Carlson, Shenggao Liu