Ethylenically Unsaturated Reactant Patents (Class 528/205)
  • Patent number: 7265196
    Abstract: The present invention relates to a controllable crosslinking polyaryletherketone with improved properties such as stiffness, heat resistance, and stability as shown by any one of the following structures:
    Type: Grant
    Filed: July 7, 2004
    Date of Patent: September 4, 2007
    Assignee: Jilin University
    Inventors: Wanjin Zhang, Chunhai Chen, Xincai Liu, Xiaogang Zhao, Youhai Yu, Zihong Gao, Xiaoqing Yang, Zhongwen Wu
  • Patent number: 7235611
    Abstract: In various embodiments the present invention comprises 2,4,6-trisubstituted-1,3,5-triazine capping agents comprising one, two, or three leaving groups as substituents with any remaining substituents being essentially inert to reaction with a nucleophilic group on a polymer or monomer, or reactive with a nucleophilic group on a polymer or monomer at a slower rate than any leaving group. The invention also comprises polymers or monomers with nucleophilic groups capped with a triazine moiety. Still other embodiments of the invention comprise processes for capping nucleophilic groups in a polymer or monomer which comprises combining and reacting the polymer or monomer with a triazine-comprising capping agent.
    Type: Grant
    Filed: September 26, 2003
    Date of Patent: June 26, 2007
    Assignee: General Electric Company
    Inventors: Sterling Bruce Brown, Hans Peter Brack, James Anthony Cella, Dennis Karlik
  • Patent number: 7226980
    Abstract: A curable composition includes a poly(arylene ether) and a fused alicyclic (meth)acrylate monomer. Also described are a method of preparing the composition, a cured composition derived from the curable composition, and an article comprising the cured composition. The composition is useful, for example, as a bulk molding compound.
    Type: Grant
    Filed: August 7, 2003
    Date of Patent: June 5, 2007
    Assignee: General Electric Company
    Inventor: Gary William Yeager
  • Patent number: 7211639
    Abstract: A thermoplastic composition includes a functionalized poly(arylene ether) and a copolymer of (a) ethylene or an ?-olefin, and (b) an alkyl(meth)acrylate. Optional components in the composition include an impact modifier and a flame retardant. The composition is useful for fabricating wire and cable insulation.
    Type: Grant
    Filed: October 3, 2003
    Date of Patent: May 1, 2007
    Assignee: General Electric Company
    Inventors: Gary William Yeager, Bryan Duffey
  • Patent number: 7208564
    Abstract: A branched (co)polyformal is disclosed. The (co)polyformal contains structural units conforming to at least one the general formulae (1a) and (1b) wherein each of -E- and -D- independently of one another denote an aromatic radical having 6 to 40 C atoms, k is 1 to 4,000, o is 1 to 4,000, m is z/o and n is (o-z)/o, where z is 0 to o. The branched (co)polyformal is characterized by its reduced water uptake and improved hydrolytic stability. Also disclosed are processes for its preparation and use in the production of molded articles.
    Type: Grant
    Filed: August 24, 2004
    Date of Patent: April 24, 2007
    Assignee: Bayer Materialscience AG
    Inventors: Helmut-Werner Heuer, Rolf Wehrmann, Heiner Onckels
  • Patent number: 7202324
    Abstract: Disclosed is a fluorine compound having perfluorostyrene introduced at a terminal thereof, as represented in the following Formula 1, and a coating solution and an optical waveguide device using the same, characterized in that the introduction of perfluorostyrene results in a facile fabrication of thin films by a UV curing or a thermal curing, high thermal stability and chemical resistance, and low optical propagation loss and birefringence: Wherein Z is O or S; RF is an aliphatic or aromatic group; y is a natural number of 1–10; y? is an integer of 0–1; x is an integer of 0–200; and Wherein B is a single bond or selected from the group consisting of —CO—, —SO2—, —S— and —O—, and Hal is selected from the group consisting of F, Cl, Br and I.
    Type: Grant
    Filed: January 13, 2005
    Date of Patent: April 10, 2007
    Assignee: Chemoptics Inc.
    Inventors: Ji-Hyang Kim, Jae-II Kim, Tae-Kyun Kim, Hyung Jong Lee, Seon Gyu Han
  • Patent number: 7199213
    Abstract: A curable composition includes a poly(arylene ether) and a fused alicyclic (meth)acrylate monomer. Also described are a method of preparing the composition, a cured composition derived from the curable composition, and an article comprising the cured composition. The composition is useful, for example, as a bulk molding compound.
    Type: Grant
    Filed: January 5, 2005
    Date of Patent: April 3, 2007
    Assignee: General Electric Company
    Inventor: Gary William Yeager
  • Patent number: 7199208
    Abstract: A thermoplastic molding composition comprising a linear (co)polyformal is disclosed. The (co)polyformal corresponds to formulae (Ia) or (Ib), in which A independently denotes hydrogen or phenyl, —O-D-O— and —O-E-O— independently denote a diphenolate residue, in which -E- and -D- independently denote an aromatic radical having 6 to 40 C atoms, wherein at least one of —O-D-O— and —O-E-O— denotes 1,1-bis(4-hydroxyphenyl)cyclohexane residue. The composition is characterized in its restricted water absorption. Also disclosed is a process for the preparation of the composition.
    Type: Grant
    Filed: July 20, 2004
    Date of Patent: April 3, 2007
    Assignee: Bayer MaterialScience AG
    Inventors: Helmut-Werner Heuer, Rolf Wehrmann
  • Patent number: 7196155
    Abstract: A process comprising: a) reacting a diphenol monomer A with a monomer B having two locations for reaction with A to form arylene ether monomer C and b) reacting arylene ether monomer C with a diphenol monomer D to form a polymer, where monomer A is HX1-Q1-X1H;??(II) monomer B is arylene ether monomer C is and monomer D is wherein: Q1 comprises at least one aryl or heteroaryl group; Q2 comprises at least one aryl or heteroaryl group; X1 is O bonded directly to an aryl carbon of Q1; X2 is O bonded directly to an aryl carbon of Q2; Z is a linker comprising at least one —(C(R2)2)— group; Y is a single bond or linker group (e.g., comprising up to about 50 carbons); R1 is independently at each occurrence H, a halogen, an alkyl group, a heteroalkyl group, an aryl group, or a heteroaryl group; R2 is independently at each occurrence H, an alkyl group, or a heteroalkyl group; and R3 is H or a crosslinkable group.
    Type: Grant
    Filed: February 16, 2006
    Date of Patent: March 27, 2007
    Assignee: Lumera Corporation
    Inventors: Baoquan Chen, Timothy M. Londergan
  • Patent number: 7087701
    Abstract: A polymer comprising units having the formula (I) wherein: Q1 comprises at least one aryl or heteroaryl group; Q2 comprises at least one aryl or heteroaryl group; X1 is O bonded directly to an aryl carbon of Q1; X2 is O bonded directly to an aryl carbon of Q2; Z is a linker comprising at least one —C(R2)2)— group; Y is a single bond or linker group (e.g., comprising up to about 50 carbons); R1 is independently at each occurrence H, a halogen, an alkyl group, a heteroalkyl group, an aryl group, or a heteroaryl group; R2 is independently at each occurrence H, an alkyl group, or a heteroalkyl group; and R3 is H or a crosslinkable group.
    Type: Grant
    Filed: March 30, 2005
    Date of Patent: August 8, 2006
    Assignee: Lumera Corporation
    Inventor: Timothy M. Londergan
  • Patent number: 7067593
    Abstract: A polymer comprising units having the formula (I) wherein: Q1 comprises at least one aryl or heteroaryl group; Q2 comprises at least one aryl or heteroaryl group; X1 is O bonded directly to an aryl carbon of Q1; X2 is O bonded directly to an aryl carbon of Q2; Z is a linker comprising at least one —(C(R2)2)— group; Y is a single bond or linker group (e.g., comprising up to about 50 carbons); R1 is independently at each occurrence H, a halogen, an alkyl group, a heteroalkyl group, an aryl group, or a heteroaryl group; R2 is independently at each occurrence H, an alkyl group, or a heteroalkyl group; and R3 is H or a crosslinkable group.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: June 27, 2006
    Assignee: Lumera Corporation
    Inventor: Timothy M. Londergan
  • Patent number: 7060779
    Abstract: A process for efficiently producing hydrocarbon/phenol resin having a satisfactory hue through reaction of phenol with an unsaturated cyclic hydrocarbon having two or more carbon—carbon double bonds in the presence of an acid catalyst, which comprises (1) a step in which the molar fraction of ether type reaction products to all the reaction products is regulated to at least 0.1 and (2) a step in which the ether type reaction products yielded by the progress of the reaction is substantially eliminated. The hydrocarbon/phenol resin thus obtained is reacted with an epihalohydrin in the presence of a base catalyst to obtain an epoxy resin having an excellent hue.
    Type: Grant
    Filed: April 28, 2000
    Date of Patent: June 13, 2006
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Satoshi Mori, Isoo Shimizu
  • Patent number: 7049386
    Abstract: In a method of producing a low dielectric constant polymer, a thermosetting monomer is provided, wherein the thermosetting monomer has a cage compound or aryl core structure, and a plurality of arms that are covalently bound to the cage compound or core structure. In a subsequent step, the thermosetting monomer is incorporated into a polymer to form the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of a triple bond that is located in at least one of the arms. Contemplated cage compounds and core structures include adamantane, diamantane, silicon, a phenyl group and a sexiphenylene group, while preferred arms include an arlyene, a branched arylene, and an arylene ether. The thermosetting monomers may advantageously be employed to produce low-k dielectric material in electronic devices, and the dielectric constant of the polymer can be controlled by varying the overall length of the arms.
    Type: Grant
    Filed: June 19, 2002
    Date of Patent: May 23, 2006
    Assignee: Honeywell International Inc.
    Inventors: Kreisler S. Lau, Feng Quan Liu, Boris A. Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
  • Patent number: 7041779
    Abstract: A benzobisazole polymer having repeating units of the formula: wherein Q is and wherein Z is —O—, —S— or —NH—. A new method for preparing 1,5-naphthalenedicarboxylic acid from 1,5-diaminonaphthalene under relatively mild conditions in good yields is also described.
    Type: Grant
    Filed: January 12, 2004
    Date of Patent: May 9, 2006
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Narayanan Venkatasubramanian, Jar-Wha Lee, Soo-Young Park, Fred E. Arnold, Barry L. Farmer
  • Patent number: 7038004
    Abstract: A process comprising: a) reacting a diphenol monomer A with a monomer B having two locations for reaction with A to form arylene ether monomer C and b) reacting arylene ether monomer C with a diphenol monomer D to form a polymer, where monomer A is HX1—Q1—X1H;??(II) monomer B is arylene ether monomer C is and monomer D is wherein: Q1 comprises at least one aryl or heteroaryl group; Q2 comprises at least one aryl or heteroaryl group; X1 is O bonded directly to an aryl carbon of Q1; X2 is O bonded directly to an aryl carbon of Q2; Z is a linker comprising at least one —C(R2)2)— group; Y is a single bond or linker group (e.g., comprising up to about 50 carbons); R1 is independently at each occurrence H, a halogen, an alkyl group, a heteroalkyl group, an aryl group, or a heteroaryl group; R2 is independently at each occurrence H, an alkyl group, or a heteroalkyl group; and R3 is H or a crosslinkable group.
    Type: Grant
    Filed: November 14, 2003
    Date of Patent: May 2, 2006
    Assignee: Lumera Corporation
    Inventors: Baoquan Chen, Timothy M. Londergan
  • Patent number: 6962744
    Abstract: A bifunctional phenylene ether oligomer of the formula (1), obtained by oxidation polymerization of a bivalent phenol of the formula (2) and a monovalent phenol of the formula (3), (wherein —X— is represented by the formula (2?), and Y—O— is represented by the formula (3), R2, R3, R4, R8, R9, R10 and R11 in the formula (2?) and the formula (3?) being required not to be a hydrogen atom, and its use.
    Type: Grant
    Filed: May 24, 2004
    Date of Patent: November 8, 2005
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Akikazu Amagai, Kenzi Ishii, Kiyonari Hiramatsu, Makoto Miyamoto, Daisuke Ohno, Katsutoshi Yamazaki, Yasumasa Norisue
  • Patent number: 6962965
    Abstract: A functionalized poly(arylene ether) having a pendant carbon—carbon double bond is prepared by reacting the hydroxy end group of a poly(arylene ether) with a polyisocyanate compound to produce a urethane-capped poly(arylene ether) having pendant isocyanate functionality, which is then reacted with a polyfunctional compound having a carbon—carbon double bond and a hydroxy, thiol, or amino group. The functionalized poly(arylene ether) is useful as a component of a curable composition in which its carbon—carbon double bond copolymerizes with one or more olefinically unsaturated comonomers.
    Type: Grant
    Filed: February 20, 2004
    Date of Patent: November 8, 2005
    Assignee: General Electric Company
    Inventor: Gary William Yeager
  • Patent number: 6936355
    Abstract: A luminescent polymer, suitable for use in an active layer of an organic light-emitting device, organic solid state lasers, a photovoltaic cell or an electrochromic display and exhibiting good stability and microstructure control, which has the structure wherein Ar1 and Ar2 are aromatic or heteroaromatic rings, such as phenyl, biphenyl, fluorene, thiophene, pyridyl, or their substituted aromatic or heteroaromatic rings with or without deuterium, and R1 and R2 are independently each selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl, alkoxyl, aryl and heteroaryl, or halogen, wherein D represents deuterium and n is an integer greater than 3. Electronic devices and methods of making them which employ these luminescent polymers are also described.
    Type: Grant
    Filed: June 4, 2002
    Date of Patent: August 30, 2005
    Assignee: Canon Kabushiki Kaisha
    Inventors: X. Charles Li, Kazunori Ueno, Bing R. Hsieh
  • Patent number: 6914119
    Abstract: A heat-resistant polyether having a heat resistance to a temperature of 300° C. or higher, sufficient solubility in organic solvents, low water absorption and high adhesion to substrates is provided by a heat-resistant polyether including a repeating unit represented by the formula (1) and having a polystyrene-converted weight-average molecular weight determined by GPC of not less than 1000 and not more than 50000: wherein Ar represents a bivalent organic group having an aromatic ring; R1 to R8 each independently represent a hydrogen atom or an aryl group which may be substituted; and when at least one of R1 to R8 is an aryl group which may be substituted, X represents a direct bond or a hydrocarbon group having 1 to 20 carbon atoms, while when all of R1 to R8 are hydrogen atoms, X is represented by the formula (2): —CR9(R10)—??(2) wherein R9 and R10 each independently represent an aryl group which may be substituted.
    Type: Grant
    Filed: July 18, 2002
    Date of Patent: July 5, 2005
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yuji Yoshida, Mikio Takigawa, Naoya Satoh
  • Patent number: 6891014
    Abstract: An aromatic ether oligomer or polyaromatic ether comprising the formula: wherein Ar is an independently selected divalent aromatic radical; formed by reacting a dihydroxyaromatic with a dihaloaromatic; and wherein the reaction is performed in the presence of a copper compound and cesium carbonate. The polyaromatic ether is formed when neither the dihydroxyaromatic nor the dihaloaromatic is present in an excess amount. The aromatic ether oligomer is formed by using an excess of either dihydroxyaromatic or dihaloaromatic. A phthalonitrile monomer comprising the formula: formed by reacting a 3- or 4-nitrophthalonitrile with a hydroxy-terminated aromatic ether oligomer. A thermoset formed by curing the phthalonitrile monomer. Processes for forming all the above.
    Type: Grant
    Filed: March 17, 2004
    Date of Patent: May 10, 2005
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Dawn D. Dominguez
  • Patent number: 6864347
    Abstract: The present disclosure is in part directed to optical devices for modulating light comprising compounds which spontaneously align. The disclosure is also directed to electro-optic compounds wherein chromophore substituents are chemically bound to a chiral polymer. In one embodiment, the chiral polymer comprises a binaphthyl monomeric unit.
    Type: Grant
    Filed: June 28, 2002
    Date of Patent: March 8, 2005
    Assignee: KVH Industries, Inc.
    Inventors: Martin Kits van Heyningen, Thierry Verbiest, Andre Persoons, Celeste Samyn, Guy Koeckelberghs
  • Patent number: 6858304
    Abstract: Novel polyindanebisphenols or PIBPs for the preparation of new and improved thermosetting polymers having the general formula of are provided. Also disclosed are thermoplastic or thermoset compositions prepared using the novel compounds of the invention, as well as methods of making and using the same. When copolymerized or reactive with other commercial resins such as, e.g., epoxy compounds, PIBP based polymers are characterized by high glass transition temperature (“Tg”), low dielectric constant, low moisture absorption, low coefficient of expansion, low cost, and can be processed on equipment typically used for the production of epoxy based laminates.
    Type: Grant
    Filed: June 5, 2002
    Date of Patent: February 22, 2005
    Assignee: Honeywell International Inc.
    Inventors: Thomas F. McCarthy, David Schwind, Gordon Smith
  • Publication number: 20040242834
    Abstract: To improve moldability by improving fluidity of resins, and to provide cured substances with favorable heat resistance, relating to the phenol resins and epoxy resins useful as the resins for semiconductor sealing materials. When producing a phenol resin obtained by reacting phenols with dicyclopentadiene in the presence of an acid catalyst, the phenol resin is made to contain in itself specific quantities of the compound A represented by the following general formula (1) and the compound B represented by the following formula (2) by making an aromatic hydrocarbon compound coexist in the phenols at the time of the reaction.
    Type: Application
    Filed: March 24, 2004
    Publication date: December 2, 2004
    Inventor: Ryuichi Ueno
  • Patent number: 6818733
    Abstract: A polymeric fluorescent substance exhibiting fluorescence in solid state. The substance has a polystyrene reduced number-average molecular weight of 5×104 to 1×108, and contains repeating units represented by formula (1) and formula (3):  —Ar3—(CR6═CR7)k—  (3). The polymeric fluorescent substance exhibits particularly strong fluorescence, and a high performance polymer LED which can be driven at low voltage and high efficiency is obtained.
    Type: Grant
    Filed: June 19, 2001
    Date of Patent: November 16, 2004
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Michio Yamazaki, Shuji Doi
  • Patent number: 6812276
    Abstract: A thermosetting composition comprises a capped poly(arylene ether), an alkenyl aromatic monomer, and an alkoxylated acryloyl monomer. The composition provides good flow properties and fast curing rates. After curing, the composition exhibits good stiffness, toughness, and heat resistance.
    Type: Grant
    Filed: July 2, 2002
    Date of Patent: November 2, 2004
    Assignee: General Electric Company
    Inventor: Gary William Yeager
  • Patent number: 6812290
    Abstract: A polyarylene copolymer which comprises (A) aromatic compound units having a main chain containing one or more electron-withdrawing groups therein and (B) aromatic compound units having a main chain containing no electron-withdrawing groups therein, and a proton-conductive membrane comprising the polyarylene copolymer having sulfonic acid groups.
    Type: Grant
    Filed: November 26, 2002
    Date of Patent: November 2, 2004
    Assignee: JSR Corporation
    Inventors: Kohei Goto, Yoshitaka Yamakawa, Mayumi Kakuta, Igor Rozhanskii
  • Patent number: 6803441
    Abstract: In a method of producing a low dielectric constant polymer, a thermosetting monomer is provided, wherein the thermosetting monomer has a cage compound or aryl core structure, and a plurality of arms that are covalently bound to the cage compound or core structure. In a subsequent step, the thermosetting monomer is incorporated into a polymer to form the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of a triple bond that is located in at least one of the arms. Contemplated cage compounds and core structures include adamantane, diamantane, silicon, a phenyl group and a sexiphenylene group, while preferred arms include an arylene, a branched arylene, and an arylene ether. The thermosetting monomers may advantageously be employed to produce low-k dielectric material in electronic devices, and the dielectric constant of the polymer can be controlled by varying the overall length of the arms.
    Type: Grant
    Filed: October 8, 2002
    Date of Patent: October 12, 2004
    Assignee: Honeywell International Inc.
    Inventors: Kreisler Lau, Feng Quan Liu, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
  • Publication number: 20040198863
    Abstract: There are provided a vinyl compound which is excellent in heat resistance and electric characteristics and excellent in reactivity by introducing a vinyl group into a terminal of a bifunctional polyphenyleneether oligomer, and a cured product thereof which has a high glass transition temperature, has a low dielectric constant and a low dielectric loss tangent and has the excellent properties of polyphenylene ether.
    Type: Application
    Filed: July 25, 2003
    Publication date: October 7, 2004
    Inventors: Kenji Ishii, Yasumasa Norisue, Daisuke Ohno, Makoto Miyamoto
  • Patent number: 6794481
    Abstract: A bifunctional phenylene ether oligomer of the formula (1), obtained by oxidation polymerization of abivalent phenol of the formula (2) and a monovalent phenol of the formula (3), H&Brketopenst;O—Y&Brketclosest;a&Parenopenst;O—X—O&Parenclosest;&Brketopenst;Y—O&Brketclosest;bH  (1) HO—X—OH  (2) Y—OH  (3) wherein —X— is represented by the formula (2′),  and Y—O— is represented by the formula (3), R2, R3, R4, R8, R9, R10 and R11 in the formula (2′) and the formula (3′) being required not to be a hydrogen atom, and its use.
    Type: Grant
    Filed: June 27, 2002
    Date of Patent: September 21, 2004
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Akikazu Amagai, Kenzi Ishii, Kiyonari Hiramatsu, Makoto Miyamoto, Daisuke Ohno, Katsutoshi Yamazaki, Yasumasa Norisue
  • Patent number: 6787629
    Abstract: A dental resin composition is disclosed, comprising a polycarbonate-modified diphenoxy diacrylate having a monomer structure (I): wherein R is CH3 or H; b is one or zero; A is (CH2)nO; n is an integer from 1 to 10, preferably from 1 to 5; X is an alkoxy or cycloalkoxy group having from one to six carbon atoms, for example, 2,2-propylene or —CH2—, or —S— or —O—; i is 1 or 0; and wherein M is —(C1-10 alkyl)O—, —(CH2)pO—, or —CH(CH3)CH2O—, m is an integer from 1 to 10, and p is an integer from 1 to 4. Preferably, R is methyl. The composition and described filler material are suitable for use in dental restorations, and provide improved wear resistance and other properties.
    Type: Grant
    Filed: November 4, 2002
    Date of Patent: September 7, 2004
    Assignee: Pentron Clinical Technologies, LLC
    Inventors: Weitao Jia, Shuhua Jin
  • Publication number: 20040158024
    Abstract: The present invention is directed to low dielectric polymers and to methods of producing these low dielectric constant polymers, dielectric materials and layers, and electronic components. In one aspect of the present invention, an isomeric mixture of thermosetting monomers, wherein the monomers have a core structure and a plurality of arms, is provided, and the isomeric mixture of thermosetting monomers is polymerized, wherein polymerization comprises a reaction of an ethynyl group that is located in at least one arm of a monomer.
    Type: Application
    Filed: March 11, 2004
    Publication date: August 12, 2004
    Inventors: Kreisler Lau, Feng Quan Liu, Paul Apen, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek, Roger Leung
  • Patent number: 6767970
    Abstract: PPE copolymers comprise three repeating units. The PPE copolymers are polymerized with 2,6-DMP, dialkenylamide or dialkenylamine phenol, and another phenol derivative. A resin composition having a low cross-linking temperature is also disclosed, which comprises the PPE copolymer and a free radical initiator.
    Type: Grant
    Filed: December 3, 2002
    Date of Patent: July 27, 2004
    Assignee: Industrial Technology Research Institute
    Inventors: Shin-Shin Wang, Jie-Hwa Ma, Jong-Lieh Yang, Kuo-Yuan Hsu, Li-Chung Liang
  • Patent number: 6759104
    Abstract: A photocurable composition, wherein a small amount of an alicyclic skeleton-containing mono(meth) acrylate is incorporated in a combination of an alicyclic skeleton-containing bis(meth)acrylate and a mercapto compound, a cured product obtained by the copolymerization thereof, and a process for producing the cured product.
    Type: Grant
    Filed: September 30, 2002
    Date of Patent: July 6, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Seiichiro Hayakawa, Akihiko Sakai, Akira Esaki, Yutaka Tamura
  • Patent number: 6756470
    Abstract: An aromatic ether oligomer or polyaromatic ether comprising the formula: wherein Ar is an independently selected divalent aromatic radical; formed by reacting a dihydroxyaromatic with a dihaloaromatic; and wherein the reaction is performed in the presence of a copper compound and cesium carbonate. The polyaromatic ether is formed when neither the dihydroxyaromatic nor the dihaloaromatic is present in an excess amount. The aromatic ether oligomer is formed by using an excess of either dihydroxyaromatic or dihaloaromatic. A phthalonitrile monomer comprising the formula: formed by reacting a 3- or 4-nitrophthalonitrile with a hydroxy-terminated aromatic ether oligomer. A thermoset formed by curing the phthalonitrile monomer. Processes for forming all the above.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: June 29, 2004
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, Dawn D. Dominguez
  • Patent number: 6743889
    Abstract: Novel ether-ketone hyperbranched co-polymers are prepared by co-polymerizing 3,5-bis(4-fluorobenzoyl)phenol and 4-fluoro-4′-hydroxybenzophenone. The resulting copolymer has repeating units of the formula: wherein n has a value of 0.25 to 0.99.
    Type: Grant
    Filed: July 10, 2002
    Date of Patent: June 1, 2004
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Jong-Beom Baek
  • Patent number: 6734259
    Abstract: A prepreg resin comprising: (a) 98 to 40% by weight based on the total weight of components (a) and (b), of a curable polyphenylene ether resin; (b) 2 to 60% by weight based on the total weight of components (a) and (b), of at least one cyanurate selected from the group consisting of triallyl isocyanurate and triallyl cyanurate; (c) a polymerization initiator comprised of a peroxide functionalized polymer, said peroxide functionalized polymer being fragmented by heat to a plurality of free radical moieties, such as t-butoxide moieties, and a relatively inert moiety having a molecular weight greater than about 1,000. The invention also encompasses a cured resin either as a coating on a substrate, without fiberglass cloth embedded, or a cured prepreg with fiberglass cloth embedded and a method of forming the same.
    Type: Grant
    Filed: October 24, 2002
    Date of Patent: May 11, 2004
    Assignee: International Business Machines Corporation
    Inventors: Robert M. Japp, Konstantinos I. Papathomas, Cory J. Ruud
  • Patent number: 6716955
    Abstract: A poly(arylene ether) polymer includes polymer repeat units of the following structure: —(O—Ar1—O—Ar2—)m—(O—Ar3—O—Ar4—)n— where Ar1, Ar2, Ar3, and Ar4 are identical or different aryl radicals, m is 0 to 1, n is 1-m, and at least one of the aryl radicals is grafted to at least one unsaturated group that is non-aromatic and is adapted to crosslink at a curing temperature below 20° C. without producing volatiles during curing and without providing functional groups after curing. Cured films containing the polymer can have a Tg from 160° C. to 180° C., a dielectric constant below 2.7 with frequency independence, and a maximum moisture absorption of less than 0.17 wt %. Accordingly, the polymer is especially useful in interlayer dielectrics and in die-attach adhesives.
    Type: Grant
    Filed: January 14, 2002
    Date of Patent: April 6, 2004
    Assignee: Air Products and Chemicals, Inc.
    Inventor: William Franklin Burgoyne, Jr.
  • Patent number: 6716891
    Abstract: The invention relates to a coating material that can be cured thermally or by actinic radiation and that contains at least one component (a1) with at least two functional groups (a11) which serve for cross-linking, by actinic radiation, and at least one functional group (a12) that can enter into thermal cross-linking reactions with the hydroxyl and/or thiol groups (a21) in component (a2), at least one branched cyclic and/or acyclic C9-C16 alkane (a2)) that is functionalized with at least two hydroxyl or thiol groups (a21) or with at least one hydroxyl and at least one thiol group, and optionally at least one photo initiator (a3), at least one initiator of the thermal cross-linking reaction (a4), at least one reactive diluent that is cured by actinic radiation and/or thermafly, at least one lacquer additive (a6), at least one thermally curable component (a7) and/or at least one organic solvent (a8).
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: April 6, 2004
    Assignee: BASF Coatings AG
    Inventors: Uwe Meisenburg, Heinz-Peter Rink, Karl-Heinz Joost, Hubert Baumgart
  • Patent number: 6713590
    Abstract: A low dielectric constant material has a polymeric network that is fabricated from a first and a second component. The first component comprises a polymeric strand, and the second component comprises a molecule having a central portion with at least three arms extending from the central portion, wherein each of the arms includes a backbone with a reactive group. The first component and the second component form the polymeric network in a reaction that involves at least one of the reactive groups when the first and second components are thermally activated. Contemplated low dielectric constant materials are advantageously employed in the fabrication of electronic devices, and particularly contemplated devices include integrated circuits.
    Type: Grant
    Filed: December 3, 2001
    Date of Patent: March 30, 2004
    Assignee: Honeywell International Inc.
    Inventors: Kreisler S. Lau, Feng Quan Liu, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
  • Patent number: 6699830
    Abstract: The invention relates to a crosslinked, carboxylic acid-based copolymer having good water absorbability and biodegradability, and a method for producing it; to an unsaturated carboxylic acid polymer having good detergency and its use; and to a biodegradable builder, a detergent composition and a dispersant. The invention includes (1) a crosslinked product of a copolymer from a monomer component that comprises an unsaturated monocarboxylic acid monomer and a specific amount of a quinone; and (2) an unsaturated carboxylic acid polymer which gives specific peaks in proton nuclear magnetic resonance spectrometry, and which has a specific number-average molecular weight and has calcium ion-sequestering ability, or an unsaturated carboxylic acid polymer having a specific structure.
    Type: Grant
    Filed: December 20, 2000
    Date of Patent: March 2, 2004
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Shigeru Matsuo, Yoshikatsu Seino
  • Publication number: 20040002578
    Abstract: By reacting trialkyl aluminum (AlR3) with 2-position substituted 8-quinolinol (q′H) at a mole ratio of 1:2, an AlRq′2-type aluminum compound having a specified structural formula is manufactured. The resulting compound is further reacted with an active hydrogen-containing organic compound to obtain a derivative such as an Alq′2q type derivative (wherein q represents 8-quinolinolato ligand and q′ represents 2-position substituted 8-quinolinolato ligand).
    Type: Application
    Filed: February 11, 2003
    Publication date: January 1, 2004
    Applicant: Tokyo Institute of Technology
    Inventors: Takakazu Yamamoto, Isao Yamaguchi, Takayuki Iijima
  • Patent number: 6660820
    Abstract: A new class of fluorinated arylacetylene compounds useful as monomers in the formation of polymers having low dielectric constant. These polymers, which are the reaction products of one of the fluorinated arylacetylene compounds, a diphenyl oxide biscyclopentadienone and, optionally, 1,3,5-tris(phenylacetylene)benzene, are useful in insulating microelectric device.
    Type: Grant
    Filed: July 24, 2002
    Date of Patent: December 9, 2003
    Assignee: International Business Machines Corporation
    Inventors: Arthur Martin, Wei-Tsu Tseng
  • Patent number: 6627704
    Abstract: A thermosetting composition comprises a capped poly(arylene ether), an alkenyl aromatic monomer, and an acryloyl monomer. The composition provides good flow properties and fast curing rates. After curing, the composition exhibits good stiffness, toughness, heat resistance, and dielectric properties.
    Type: Grant
    Filed: July 16, 2001
    Date of Patent: September 30, 2003
    Assignee: General Electric Company
    Inventors: Gary William Yeager, Robert Edgar Colborn
  • Patent number: 6623870
    Abstract: In general terms, the present invention includes a light emitting polymeric material the light emitting polymeric material capable of producing electroluminescence upon being provided with a flow of electrons, the light emitting polymeric material comprising a plurality of polymeric chains comprising polymeric chains each having substituent moieties of sufficient number and size and extending from the polymeric chain and about a substantial portion of the circumference about the polymer chain so as to maintain the polymeric chains in a sufficiently deaggregated state (referred to herein as a “strapped” polymer), so as to substantially prevent the redshifting of the electroluminescence and the lowering of light emission efficiency of the electroluminescence.
    Type: Grant
    Filed: July 29, 1997
    Date of Patent: September 23, 2003
    Assignee: The Ohio State University
    Inventors: Arthur J. Epstein, Yunzhang Wang, Darren D. Gebler, Timothy M. Swager
  • Patent number: 6617398
    Abstract: A capped poly(phenylene ether) resin composition is formed from (1) a poly(phenylene ether) compound (PPE) in which at least a portion, preferably substantially all of the hydroxyl groups have been reacted with a compound containing ethylenic unsaturation (carbon-carbon double bonds) which is further reactive with unsaturated monomers (reactively endcapped PPE) and (2) a curable unsaturated monomer composition. The composition optionally contains a polymerization catalyst; a flame-retardant compound; and fibrous reinforcement. The composition can be cured to form a laminate, and clad with copper to form a circuit board.
    Type: Grant
    Filed: August 30, 2001
    Date of Patent: September 9, 2003
    Assignee: General Electric Company
    Inventors: Gary W. Yeager, Robert E. Colborn
  • Patent number: 6608166
    Abstract: A three dimensional copolymer network of polyphenylene ether segments and styrenic resins such as styrene/acrylonitrile copolymers provide articles of high heat reesistance and dielectric properties suitable for use in electronic components. Methods for preparing the copolymers employ polyphenylene ether polymers with end caps having at least one pair of unsaturated aliphatic carbon atoms, i.e. carbon-carbon double bond, and polymerize styrene monomers and acrylonitrile monomers or styrene/acrylonitrile copolymers or both in the presence of these polyphenylene ether polymers.
    Type: Grant
    Filed: August 30, 2001
    Date of Patent: August 19, 2003
    Assignee: General Electric Company
    Inventors: Hua Guo, Manuel Cavazos, John B. Yates, III
  • Publication number: 20030087982
    Abstract: A method of modifying a polymeric material which comprises the steps of activation-treatment and a hydrophilic polymer-treatment, or comprises the steps of activation-treatment, a hydrophilic polymer-treatment, and monomer grafting in this order, or comprises the step of a solvent-treatment followed by these steps. Thus, the polymeric material, e.g., polyolefin, is improved in hydrophilicity, adhesion, etc. without lowering the practical strength thereof The polymeric material thus improved in adhesion and other properties can be used in many applications where water absorption and adhesion are required, such as an absorption material, e.g., a wiping/cleansing material, a water retention material, a material for microorganism culture media, a separator for batteries (or cells), a synthetic paper, a filter medium, a textile product for clothing, a medical/sanitary/cosmetic supply, and reinforcing fibers for composite materials.
    Type: Application
    Filed: August 27, 2001
    Publication date: May 8, 2003
    Inventor: Hitoshi Kanazawa
  • Publication number: 20030088050
    Abstract: Poly(arylenevinylenes) comprising at least 20% of recurring units of the formula (I), 1
    Type: Application
    Filed: June 28, 2002
    Publication date: May 8, 2003
    Inventors: Hubert Spreitzer, Willi Kreuder, Heinrich Becker, Hermann Schenk, Nu Yu
  • Patent number: 6555626
    Abstract: A polyarylene copolymer which comprises (A) from 60 to 3 mol % aromatic compound units having a main chain containing one or more electron-withdrawing groups therein and (B) from 40 to 97 mol % aromatic compound units having a main chain containing no electron-withdrawing groups therein (provided that (A)+(B)=100 mol %), and a proton-conductive membrane comprising the polyarylene copolymer having sulfonic acid groups.
    Type: Grant
    Filed: March 28, 2001
    Date of Patent: April 29, 2003
    Assignee: JSR Corporation
    Inventors: Kohei Goto, Yoshitaka Yamakawa, Mayumi Kakuta, Igor Rozhanskii
  • Publication number: 20030060590
    Abstract: In a method of producing a low dielectric constant polymer, a thermosetting monomer is provided, wherein the thermosetting monomer has a cage compound or aryl core structure, and a plurality of arms that are covalently bound to the cage compound or core structure. In a subsequent step, the thermosetting monomer is incorporated into a polymer to form the low dielectric constant polymer, wherein the incorporation into the polymer comprises a chemical reaction of a triple bond that is located in at least one of the arms. Contemplated cage compounds and core structures include adamantane, diamantane, silicon, a phenyl group and a sexiphenylene group, while preferred arms include an arylene, a branched arylene, and an arylene ether. The thermosetting monomers may advantageously be employed to produce low-k dielectric material in electronic devices, and the dielectric constant of the polymer can be controlled by varying the overall length of the arms.
    Type: Application
    Filed: June 19, 2002
    Publication date: March 27, 2003
    Applicant: Honeywell International Inc.
    Inventors: Kreisler S. Lau, Feng Quan Liu, Boris A. Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek