Ethylenically Unsaturated Reactant Patents (Class 528/205)
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Patent number: 7265196Abstract: 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: GrantFiled: July 7, 2004Date of Patent: September 4, 2007Assignee: Jilin UniversityInventors: Wanjin Zhang, Chunhai Chen, Xincai Liu, Xiaogang Zhao, Youhai Yu, Zihong Gao, Xiaoqing Yang, Zhongwen Wu
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Patent number: 7235611Abstract: 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: GrantFiled: September 26, 2003Date of Patent: June 26, 2007Assignee: General Electric CompanyInventors: Sterling Bruce Brown, Hans Peter Brack, James Anthony Cella, Dennis Karlik
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Patent number: 7226980Abstract: 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: GrantFiled: August 7, 2003Date of Patent: June 5, 2007Assignee: General Electric CompanyInventor: Gary William Yeager
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Patent number: 7211639Abstract: 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: GrantFiled: October 3, 2003Date of Patent: May 1, 2007Assignee: General Electric CompanyInventors: Gary William Yeager, Bryan Duffey
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Patent number: 7208564Abstract: 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: GrantFiled: August 24, 2004Date of Patent: April 24, 2007Assignee: Bayer Materialscience AGInventors: Helmut-Werner Heuer, Rolf Wehrmann, Heiner Onckels
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Patent number: 7202324Abstract: 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: GrantFiled: January 13, 2005Date of Patent: April 10, 2007Assignee: Chemoptics Inc.Inventors: Ji-Hyang Kim, Jae-II Kim, Tae-Kyun Kim, Hyung Jong Lee, Seon Gyu Han
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Patent number: 7199213Abstract: 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: GrantFiled: January 5, 2005Date of Patent: April 3, 2007Assignee: General Electric CompanyInventor: Gary William Yeager
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Patent number: 7199208Abstract: 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: GrantFiled: July 20, 2004Date of Patent: April 3, 2007Assignee: Bayer MaterialScience AGInventors: Helmut-Werner Heuer, Rolf Wehrmann
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Patent number: 7196155Abstract: 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: GrantFiled: February 16, 2006Date of Patent: March 27, 2007Assignee: Lumera CorporationInventors: Baoquan Chen, Timothy M. Londergan
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Patent number: 7087701Abstract: 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: GrantFiled: March 30, 2005Date of Patent: August 8, 2006Assignee: Lumera CorporationInventor: Timothy M. Londergan
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Patent number: 7067593Abstract: 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: GrantFiled: November 14, 2003Date of Patent: June 27, 2006Assignee: Lumera CorporationInventor: Timothy M. Londergan
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Patent number: 7060779Abstract: 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: GrantFiled: April 28, 2000Date of Patent: June 13, 2006Assignee: Nippon Petrochemicals Company, LimitedInventors: Satoshi Mori, Isoo Shimizu
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Patent number: 7049386Abstract: 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: GrantFiled: June 19, 2002Date of Patent: May 23, 2006Assignee: Honeywell International Inc.Inventors: Kreisler S. Lau, Feng Quan Liu, Boris A. Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
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Patent number: 7041779Abstract: 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: GrantFiled: January 12, 2004Date of Patent: May 9, 2006Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Thuy D. Dang, Narayanan Venkatasubramanian, Jar-Wha Lee, Soo-Young Park, Fred E. Arnold, Barry L. Farmer
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Patent number: 7038004Abstract: 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: GrantFiled: November 14, 2003Date of Patent: May 2, 2006Assignee: Lumera CorporationInventors: Baoquan Chen, Timothy M. Londergan
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Patent number: 6962744Abstract: 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: GrantFiled: May 24, 2004Date of Patent: November 8, 2005Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Akikazu Amagai, Kenzi Ishii, Kiyonari Hiramatsu, Makoto Miyamoto, Daisuke Ohno, Katsutoshi Yamazaki, Yasumasa Norisue
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Patent number: 6962965Abstract: 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: GrantFiled: February 20, 2004Date of Patent: November 8, 2005Assignee: General Electric CompanyInventor: Gary William Yeager
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Patent number: 6936355Abstract: 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: GrantFiled: June 4, 2002Date of Patent: August 30, 2005Assignee: Canon Kabushiki KaishaInventors: X. Charles Li, Kazunori Ueno, Bing R. Hsieh
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Patent number: 6914119Abstract: 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: GrantFiled: July 18, 2002Date of Patent: July 5, 2005Assignee: Sumitomo Chemical Company, LimitedInventors: Yuji Yoshida, Mikio Takigawa, Naoya Satoh
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Patent number: 6891014Abstract: 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: GrantFiled: March 17, 2004Date of Patent: May 10, 2005Assignee: The United States of America as represented by the Secretary of the NavyInventors: Teddy M. Keller, Dawn D. Dominguez
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Patent number: 6864347Abstract: 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: GrantFiled: June 28, 2002Date of Patent: March 8, 2005Assignee: KVH Industries, Inc.Inventors: Martin Kits van Heyningen, Thierry Verbiest, Andre Persoons, Celeste Samyn, Guy Koeckelberghs
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Patent number: 6858304Abstract: 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: GrantFiled: June 5, 2002Date of Patent: February 22, 2005Assignee: Honeywell International Inc.Inventors: Thomas F. McCarthy, David Schwind, Gordon Smith
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Publication number: 20040242834Abstract: 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: ApplicationFiled: March 24, 2004Publication date: December 2, 2004Inventor: Ryuichi Ueno
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Patent number: 6818733Abstract: 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: GrantFiled: June 19, 2001Date of Patent: November 16, 2004Assignee: Sumitomo Chemical Company, LimitedInventors: Michio Yamazaki, Shuji Doi
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Patent number: 6812276Abstract: 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: GrantFiled: July 2, 2002Date of Patent: November 2, 2004Assignee: General Electric CompanyInventor: Gary William Yeager
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Patent number: 6812290Abstract: 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: GrantFiled: November 26, 2002Date of Patent: November 2, 2004Assignee: JSR CorporationInventors: Kohei Goto, Yoshitaka Yamakawa, Mayumi Kakuta, Igor Rozhanskii
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Patent number: 6803441Abstract: 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: GrantFiled: October 8, 2002Date of Patent: October 12, 2004Assignee: Honeywell International Inc.Inventors: Kreisler Lau, Feng Quan Liu, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
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Publication number: 20040198863Abstract: 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: ApplicationFiled: July 25, 2003Publication date: October 7, 2004Inventors: Kenji Ishii, Yasumasa Norisue, Daisuke Ohno, Makoto Miyamoto
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Patent number: 6794481Abstract: 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: GrantFiled: June 27, 2002Date of Patent: September 21, 2004Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Akikazu Amagai, Kenzi Ishii, Kiyonari Hiramatsu, Makoto Miyamoto, Daisuke Ohno, Katsutoshi Yamazaki, Yasumasa Norisue
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Patent number: 6787629Abstract: 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: GrantFiled: November 4, 2002Date of Patent: September 7, 2004Assignee: Pentron Clinical Technologies, LLCInventors: Weitao Jia, Shuhua Jin
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Publication number: 20040158024Abstract: 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: ApplicationFiled: March 11, 2004Publication date: August 12, 2004Inventors: Kreisler Lau, Feng Quan Liu, Paul Apen, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek, Roger Leung
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Patent number: 6767970Abstract: 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: GrantFiled: December 3, 2002Date of Patent: July 27, 2004Assignee: Industrial Technology Research InstituteInventors: Shin-Shin Wang, Jie-Hwa Ma, Jong-Lieh Yang, Kuo-Yuan Hsu, Li-Chung Liang
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Patent number: 6759104Abstract: 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: GrantFiled: September 30, 2002Date of Patent: July 6, 2004Assignee: Mitsubishi Chemical CorporationInventors: Seiichiro Hayakawa, Akihiko Sakai, Akira Esaki, Yutaka Tamura
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Patent number: 6756470Abstract: 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: GrantFiled: April 26, 2002Date of Patent: June 29, 2004Assignee: The United States of America as represented by the Secretary of the NavyInventors: Teddy M. Keller, Dawn D. Dominguez
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Patent number: 6743889Abstract: 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: GrantFiled: July 10, 2002Date of Patent: June 1, 2004Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Loon-Seng Tan, Jong-Beom Baek
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Patent number: 6734259Abstract: 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: GrantFiled: October 24, 2002Date of Patent: May 11, 2004Assignee: International Business Machines CorporationInventors: Robert M. Japp, Konstantinos I. Papathomas, Cory J. Ruud
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Patent number: 6716955Abstract: 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: GrantFiled: January 14, 2002Date of Patent: April 6, 2004Assignee: Air Products and Chemicals, Inc.Inventor: William Franklin Burgoyne, Jr.
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Patent number: 6716891Abstract: 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: GrantFiled: November 16, 2001Date of Patent: April 6, 2004Assignee: BASF Coatings AGInventors: Uwe Meisenburg, Heinz-Peter Rink, Karl-Heinz Joost, Hubert Baumgart
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Patent number: 6713590Abstract: 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: GrantFiled: December 3, 2001Date of Patent: March 30, 2004Assignee: Honeywell International Inc.Inventors: Kreisler S. Lau, Feng Quan Liu, Boris Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek
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Patent number: 6699830Abstract: 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: GrantFiled: December 20, 2000Date of Patent: March 2, 2004Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Shigeru Matsuo, Yoshikatsu Seino
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Publication number: 20040002578Abstract: 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: ApplicationFiled: February 11, 2003Publication date: January 1, 2004Applicant: Tokyo Institute of TechnologyInventors: Takakazu Yamamoto, Isao Yamaguchi, Takayuki Iijima
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Patent number: 6660820Abstract: 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: GrantFiled: July 24, 2002Date of Patent: December 9, 2003Assignee: International Business Machines CorporationInventors: Arthur Martin, Wei-Tsu Tseng
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Patent number: 6627704Abstract: 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: GrantFiled: July 16, 2001Date of Patent: September 30, 2003Assignee: General Electric CompanyInventors: Gary William Yeager, Robert Edgar Colborn
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Patent number: 6623870Abstract: 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: GrantFiled: July 29, 1997Date of Patent: September 23, 2003Assignee: The Ohio State UniversityInventors: Arthur J. Epstein, Yunzhang Wang, Darren D. Gebler, Timothy M. Swager
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Patent number: 6617398Abstract: 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: GrantFiled: August 30, 2001Date of Patent: September 9, 2003Assignee: General Electric CompanyInventors: Gary W. Yeager, Robert E. Colborn
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Patent number: 6608166Abstract: 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: GrantFiled: August 30, 2001Date of Patent: August 19, 2003Assignee: General Electric CompanyInventors: Hua Guo, Manuel Cavazos, John B. Yates, III
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Publication number: 20030087982Abstract: 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: ApplicationFiled: August 27, 2001Publication date: May 8, 2003Inventor: Hitoshi Kanazawa
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Publication number: 20030088050Abstract: Poly(arylenevinylenes) comprising at least 20% of recurring units of the formula (I), 1Type: ApplicationFiled: June 28, 2002Publication date: May 8, 2003Inventors: Hubert Spreitzer, Willi Kreuder, Heinrich Becker, Hermann Schenk, Nu Yu
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Patent number: 6555626Abstract: 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: GrantFiled: March 28, 2001Date of Patent: April 29, 2003Assignee: JSR CorporationInventors: Kohei Goto, Yoshitaka Yamakawa, Mayumi Kakuta, Igor Rozhanskii
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Publication number: 20030060590Abstract: 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: ApplicationFiled: June 19, 2002Publication date: March 27, 2003Applicant: Honeywell International Inc.Inventors: Kreisler S. Lau, Feng Quan Liu, Boris A. Korolev, Emma Brouk, Ruslan Zherebin, David Nalewajek