Material Contains A Metal Atom Patents (Class 528/217)
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Patent number: 11897990Abstract: An ultraviolet light-curable coating composition includes 5-40 weight percent of an ultraviolet light-curable poly(polyphenylene ether) oligomer; 60-95 weight percent of an ultraviolet light-curable monomer, oligomer, polymer, or a combination thereof; and 0.01-3 weight percent of a photoinitiator.Type: GrantFiled: April 3, 2020Date of Patent: February 13, 2024Assignee: SHPP GLOBAL TECHNOLOGIES B.V.Inventors: Brian Jason Rice, Eylem Tarkin-Tas
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Patent number: 9257212Abstract: The invention provides a dielectric material with low dielectric loss. The dielectric material comprises (i) 40˜80 parts by weight of polyphenylene ether resin having a Mw of 1000˜7000, a Mn of 1000˜4000 and Mw/Mn=1.0˜1.8; (ii) 5˜30 parts by weight of bismaleimide resins; and (iii) 5˜30 parts by weight of polymer additives, wherein the dielectric material has Dk of 3.75˜4.0 and Df of 0.0025˜0.0045. The dielectric material is suitably used in prepregs and insulation layers of a circuit board, because it has high Tg, low thermal expansion coefficient, low moisture absorption and excellent dielectric properties such as Dk and Df.Type: GrantFiled: March 18, 2013Date of Patent: February 9, 2016Assignee: ITEQ CORPORATIONInventors: Meng-Song Yin, Li-Chun Chen
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Patent number: 9156944Abstract: A process for producing polyphenylene ether involves to keep a combustible solvent at a gaseous concentration below the minimums of explosion, to keep oxygen gas supplied at a gaseous concentration below the limiting oxygen concentration (LOC) of the solvent, and to make use of a reactor having a rotary-sealed mixer sealed with magnetic rotary feedthroughs to prevent static electricity generated, and then to improve safety and yield thereof.Type: GrantFiled: November 12, 2014Date of Patent: October 13, 2015Assignee: NAN YA PLASTICS CORPORATIONInventors: Dein-Run Fung, Jung-Jen Chuang, Yi-Cheng Li, Zhang-Jian Huang
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Publication number: 20120309927Abstract: Polyarylene ether is polymerized using a dissolving agent including anisole, wherein the polyarylene ether includes about 1 to about 3,000 ppm of anisole.Type: ApplicationFiled: December 13, 2011Publication date: December 6, 2012Applicant: CHEIL INDUSTRIES INC.Inventors: Yong Tae KIM, Jin Kyu KIM, Bok Nam JANG, Joong In KIM, Young Jun KIM, Ji Heung KIM, Chang Jae LEE
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Patent number: 8048979Abstract: The present invention involves the design of a radiation curable organic pre polymer resin material based on urethane acrylic linkage synthesized from the natural renewable resource cardanol or a derivative thereof, for coating application. These new molecules have a faster and better curing rate compared to the starting renewable resource—cardanol. This is brought about by the hydrogen bonding of the urethane linkage which leads to a pre organization of the molecules in such a way as to bring the cross linkable double bonds closer to each other. The present invention also involves a UV curable formulation of the above mentioned resins along with 2-10 parts by weight of a photopolymerization initiator. The resin, either in a formulation or alone turns into a cross linked film upon photopolymerization in presence of photoinitiator under a UV curable radiation source like a mercury vapor pressure lamp.Type: GrantFiled: December 30, 2005Date of Patent: November 1, 2011Assignee: Council of Scientific and Industrial ResearchInventors: Asha Syamakumari, Chennakkattu Krishna Sadasivan Pillai
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Patent number: 7666974Abstract: Disclosed is a method for production of polyphenylene by means of polymerization of phenols. The method comprises using hydroquinone as a phenol, which is predissolved in water or in alcoholic solution, adding hydrogen peroxide in the presence of transition metals aquo-ions, and controlling temperature during polymerization keeping it not higher than the boiling point, and controlling pH in the range of 2-7. In on example embodiment, Cr, Mn, Fe, Cu, Ni, Co, Zn aquo-ions or a combination thereof may be used as transition metal aquo-ions.Type: GrantFiled: February 17, 2006Date of Patent: February 23, 2010Inventors: Andrei Leonidovich Zagorsky, Dmitry Kirillovich Toropov
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Patent number: 7649075Abstract: A process for preparing polyphenylene ether by oxidizing phenols using water as a solvent, enabling polyphenylene ether to be prepared with only a small amount of oxidizer, while making it possible to reuse a solvent after reaction repeatedly. Water is used as the solvent. Phenols are oxidized under the presence of a water-soluble metal complex catalyst. For the water-soluble metal complex catalyst, it is preferable to use the one whose central metal is copper or manganese, having an amine multidentate ligand.Type: GrantFiled: September 7, 2005Date of Patent: January 19, 2010Assignee: Waseda UniversityInventors: Hiroyuki Nishide, Kei Saito
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Publication number: 20080033141Abstract: A method of preparing a capped poly(arylene ether) is described. By controlling the order of addition and rates of addition of reactants, solvent, and catalyst, problems associated with known methods are avoided. The method is particularly suitable for large-scale preparations of a capped poly(arylene ether).Type: ApplicationFiled: August 1, 2006Publication date: February 7, 2008Inventors: Gary M. Bates, Carolyn A. Degonzague, Raymond John Gerhart, Hua Guo, Zhiqing Lin, Thomas P. Mufaie, Abhijit Namjoshi, John M. Rowe, Nitin Vaish
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Patent number: 7282554Abstract: A low molecular weight polyphenylene ether having a reduced viscosity of 0.04 to 0.18 dl/g as measured at 30° C. in a 0.5 g/dl chloroform solution, and a molecular weight distribution of 1.5 to 2.5; or a low molecular weight polyphenylene ether powder comprising the low molecular weight polyphenylene ether exhibits high thermal resistance and excellent electric properties, and thus is useful as electric materials such as printed circuit board and as modifiers of other resins.Type: GrantFiled: February 28, 2003Date of Patent: October 16, 2007Assignee: Asahi Kasei Kabushiki KaishaInventors: Akira Mitsui, Hiroaki Furukawa, Nobuyuki Ota
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Patent number: 7205377Abstract: A method for preparing a poly(arylene ether) with a reduced level of powder fines is described. In one embodiment, the method comprises oxidatively coupling a monohydric phenol in the presence of a solvent and a complex metal catalyst, to produce a poly(arylene ether) resin; and then removing a portion of the solvent to produce a concentrated solution having a cloud point Tcloud. The concentrated solution is then combined with an anti-solvent to precipitate the poly(arylene ether) in the form of a precipitation mixture. The concentrated solution usually has a temperature of at least about (Tcloud?10° C.) immediately before it is combined with the anti-solvent. The precipitation mixture has a temperature of at least about (Tcloud?40° C.) after its formation. Related poly(arylene ether) copolymers are also described.Type: GrantFiled: September 29, 2004Date of Patent: April 17, 2007Assignee: General Electric CompanyInventors: Hugo Gerard Eduard Ingelbrecht, Alexey Kruglov, Gert-Jan Schoenmakers
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Patent number: 7196157Abstract: Biodegradable aliphatic thermoplastic copolyesters of the saturated-unsaturated type, utilizable for the production of several types of articles such as films, sheets, nets, expanded molded products, and the like, and process for their production.Type: GrantFiled: October 21, 2004Date of Patent: March 27, 2007Assignee: Novamont S.p.A.Inventors: Catia Bastioli, Tiziana Milizia
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Patent number: 7060781Abstract: A 2,6-dimethylphenol composition having an m-cresol content of from 15 to 700 ppm on a weight basis has effects of drastically improving polymerization activity and particularly, improving the color tone of polyphenylene ethers. Therefore, the composition makes it possible to provide a preparation process having improved productivity, and at the same time, provide polyphenylene ethers having good quality.Type: GrantFiled: August 6, 2002Date of Patent: June 13, 2006Assignee: Asahi Kasei Chemicals CorporationInventors: Akira Mitsui, Osamu Shoji, Hitoshi Ota
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Patent number: 7049388Abstract: A process for manufacturing an ?-dihydroxy derivative from an aryl allyl ether wherein such ?-dihydroxy derivative can be used to prepare an ?-halohydrin intermediate and an epoxy resin prepared therefrom including epoxidizing an ?-halohydrin intermediate produced from a halide substitution of an ?-dihydroxy derivative which has been obtained by a dihydroxylation reaction of an aryl allyl ether in the presence of an oxidant or in the presence of an oxidant and a catalyst.Type: GrantFiled: September 9, 2003Date of Patent: May 23, 2006Assignee: Dow Global Technologies Inc.Inventors: Clinton J. Boriack, Zeng K. Liao, Thomas H. Kalantar
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Patent number: 6860966Abstract: A method of removing substantially all solvent from a solution containing a polyphenylene ether polymer resin with little by-product formation (less than 250 ppm) is provided. The method employs a wiped thin film evaporator with a cylindrical heating chamber operating under conditions that satisfy the relationships defined by Equations I and II. 5.3*1024RL? exp(?24123/T)/m<C??I 100?(4960AP/Tm)<C??II; Yields are maximized wherein values for feed rate (m) and percent solids (C) are selected to provide a maximum value for the output, Q, determined from the equation m*C=Q and the melt viscosity of the polyphenylene ether product is less than 50,000 centipoise at the operating temperature of the cylindrical heating chamber.Type: GrantFiled: November 12, 2001Date of Patent: March 1, 2005Assignee: General ElectricInventors: David Parrillo, Probjot Singh
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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: 6646102Abstract: A process for manufacturing an &agr;-dihydroxy derivative from an aryl allyl ether wherein such &agr;-dihydroxy derivative can be used to prepare an &agr;-halohydrin intermediate and an epoxy resin prepared therefrom including epoxidizing an &agr;-halohydrin intermediate produced from a halide substitution of an &agr;-dihydroxy derivative which has been obtained by a dihydroxylation reaction of an aryl allyl ether in the presence of an oxidant or in the presence of an oxidant and a catalyst.Type: GrantFiled: July 5, 2001Date of Patent: November 11, 2003Assignee: Dow Global Technologies Inc.Inventors: Clinton J. Boriack, Zeng K. Liao, Thomas H. Kalantar
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Patent number: 6521735Abstract: A process for producing a polyphenylene ether by oxidative polymerization of a phenol compound using a catalyst and an oxygen-containing gas, wherein said catalyst comprises a copper compound, a bromine compound, a diamine compound of formula (1) as recited in the specification, a tertiary monoamine compound and a secondary monoamine compound, and wherein said process comprises the steps of: preparing a catalyst component (P1) in a container which is under a substantially oxygen-free inert atmosphere by mixing the copper compound and the bromine compound to obtain a mixture and then mixing the mixture with the secondary monoamine compound in an amount of at least 2 times the molar amount of the copper atom; separately preparing a catalyst component (P2) by mixing the diamine compound of formula (1) and the tertiary monoamine compound together with a solvent in an oxidative polymerization vessel; adding a predetermined amount of the catalyst component (P1) to the polymerization vessel containing the catalyst cType: GrantFiled: June 19, 2001Date of Patent: February 18, 2003Assignees: Asahi Kasei Kabushiki Kaisha, Mitsubishi Gas Chemical Company, Inc.Inventors: Akira Mitsui, Yuji Takeda
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Patent number: 6489439Abstract: A process for producing a polyphenylene ether by oxidative polymerization of a phenol compound using a catalyst and an oxygen-containing gas, wherein the catalyst comprises a copper compound, a bromine compound, a diamine compound represented by the following formula (1): (wherein, R1, R2, R3 and R4 each independently represents hydrogen or a C1-6 linear or branched alkyl group with the proviso that all of them do not represent hydrogen simultaneously, and R5 represents a linear or methyl-branched C2-5 alkylene group), a tertiary monoamine compound and a secondary monoamine compound, wherein the process comprises the steps of: controlling an absolute pressure at a gaseous phase of a reaction vessel to a range of from 0.098 MPa to less than 0.392 MPa; and feeding the oxygen-containing gas to the reaction vessel, the oxygen-containing gas having an oxygen partial pressure, in terms of an absolute pressure, of from 0.0147 MPa to 0.0883 MPa.Type: GrantFiled: June 19, 2001Date of Patent: December 3, 2002Assignees: Asahi Kasei Kabushiki Kaisha, Mitsubishi Gas Chemical Company, Inc.Inventors: Akira Mitsui, Yuji Takeda
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Patent number: 6472499Abstract: Poly(arylene ether) resins having intrinsic viscosities greater than about 0.8 dL/g are produced in the reaction of a phenol with oxygen in the presence of an organic solvent and a metal complex catalyst, the phenol concentration being about 5 to about 15 weight percent of the sum of phenol and solvent, and the molar ratio of metal in the metal complex catalyst to the phenol being about 1:100 to about 1:200.Type: GrantFiled: August 4, 2000Date of Patent: October 29, 2002Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugo G. E. Ingelbrecht
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Patent number: 6469128Abstract: A process for producing a poly(arylene ether) resins includes oxidatively coupling a monohydric phenol in the presence of a solvent and a catalyst to form a soluble poly(arylene ether) and an insoluble poly(arylene ether), separating the soluble poly(arylene ether) and the insoluble poly(arylene ether), and recycling the soluble poly(arylene ether). The process is particularly useful for synthesizing poly(arylene ether) copolymers in which the monomer compositions of soluble and insoluble copolymers may vary.Type: GrantFiled: August 7, 2001Date of Patent: October 22, 2002Assignee: General Electric CompanyInventors: Hua Guo, Hugo Gerard Eduard Ingelbrecht, David Parrillo, Probjot Singh
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Patent number: 6455663Abstract: The invention relates to a novel process for the manufacture of functionalized polyphenylene ether resins through redistribution with a functionalized phenolic compound in the polyphenylene ether resin polymerization reaction solution without the addition of an added redistribution catalyst or promoter. The invention also relates to the functionalized polyphenylene ether resin made by the process as well as blends and articles containing the functionalized polyphenylene ether resin made by the process.Type: GrantFiled: August 30, 2001Date of Patent: September 24, 2002Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugo G. E. Engelbrecht, Juraj Liska
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Patent number: 6444779Abstract: A method of preparing a poly(arylene ether) includes oxidatively polymerizing a monohydric phenol in solution, concentrating the solution by removing a portion of the solvent to form a concentrated solution having a cloud point, Tcloud, adjusting the temperature of the concentrated solution to at least about (Tcloud−10° C.), and combining the concentrated solution with an anti-solvent to precipitate the poly (arylene ether). The method reduces the formation of undesirably fine particles in the product poly(arylene ether).Type: GrantFiled: February 19, 2002Date of Patent: September 3, 2002Assignee: General Electric CompanyInventors: Probjot Singh, Hugo Gerard Eduard Ingelbrecht, David Parrillo, Mukund Parthasarathy
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Patent number: 6437084Abstract: A method of preparing a poly(arylene ether) includes oxidatively coupling a monohydric phenol in a reaction solution at a reaction temperature that exceeds the cloud point temperature of the reaction solution. The oxidative coupling occurs in the presence of a metal complex catalyst, and when the catalyst includes an amine ligand, the method facilitates incorporation of the amine ligand into the poly(arylene ether) resin. The amine-incorporated poly(arylene ether) resins prepared by the method are useful in the preparation of higher molecular weight poly(arylene ether) resins and compatibilized blends of poly(arylene ether) resins with other thermoplastics.Type: GrantFiled: November 12, 2001Date of Patent: August 20, 2002Assignee: General Electric CompanyInventors: Joop Birsak, Hugo Gerard Eduard Ingelbrecht, David Parrillo, Mukund Parthasarathy, Probjot Singh
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Patent number: 6437085Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: October 2, 2001Date of Patent: August 20, 2002Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugh Ingelbrecht, Ruud Trion
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Patent number: 6429277Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: August 30, 2001Date of Patent: August 6, 2002Assignee: General ElectricInventors: Adrianus J. F. M. Braat, Hugh Ingelbrecht, Ruud Trion
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Patent number: 6417274Abstract: The invention relates to a novel process for preparing functionalized PPE, the process comprising oxidative coupling in a reaction solution at least one monovalent phenol species using an oxygen containing gas and a complex metal catalyst to produce a PPE; and functionalizing the PPE prior to and/or during at least one isolation step for devolatilization of the reaction solvent. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: February 5, 1999Date of Patent: July 9, 2002Assignee: General Electric Co.Inventors: Adrianus J. F. M. Braat, Rene de Jongh, Juraj Liska
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Patent number: 6407200Abstract: A method of preparing a poly(arylene ether) includes oxidatively polymerizing a monohydric phenol in solution, concentrating the solution by removing a portion of the solvent to form a concentrated solution having a cloud point, Tcloud, and combining the concentrated solution with an anti-solvent to precipitate the poly (arylene ether), wherein the concentrated solution has a temperature of at least about (Tcloud−10° C.) immediately before it is combined with the anti-solvent. The method reduces the formation of undesirably fine particles in the product poly(arylene ether).Type: GrantFiled: June 21, 2001Date of Patent: June 18, 2002Assignee: General Electric CompanyInventors: Probjot Singh, Hugo Gerard Eduard Ingelbrecht, David Parrillo, Mukund Parthasarathy
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Publication number: 20020055608Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species.Type: ApplicationFiled: August 30, 2001Publication date: May 9, 2002Inventors: Adrianus J.F.M. Braat, Hugo Ingelbrecht, Ruud Trion
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Publication number: 20020042494Abstract: The invention relates to a novel process for the manufacture of functionalized polyphenylene ether resins through redistribution with a functionalized phenolic compound in the polyphenylene ether resin polymerization reaction solution without the addition of an added redistribution catalyst or promoter.Type: ApplicationFiled: August 30, 2001Publication date: April 11, 2002Inventors: Adrianus J.F.M. Braat, Hugo G.E. Engelbrecht, Juraj Liska
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Publication number: 20020013446Abstract: A process for producing a polyphenylene ether by oxidative polymerization of a phenol compound using a catalyst and an oxygen-containing gas, wherein said catalyst comprises a copper compound, a bromine compound, a diamine compound of formula (1) as recited in the specification, a tertiary monoamine compound and a secondary monoamine compound, and wherein said process comprises the steps of: preparing a catalyst component (P1) in a container which is under a substantially oxygen-free inert atmosphere by mixing the copper compound and the bromine compound to obtain a mixture and then mixing the mixture with the secondary monoamine compound in an amount of at least 2 times the molar amount of the copper atom; separately preparing a catalyst component (P2) by mixing the diamine compound of formula (1) and the tertiary monoamine compound together with a solvent in an oxidative polymerization vessel; adding a predetermined amount of the catalyst component (P1) to the polymerization vessel containing the catalyst cType: ApplicationFiled: June 19, 2001Publication date: January 31, 2002Inventors: Akira Mitsui, Yuji Takeda
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Publication number: 20020010314Abstract: A process for producing a polyphenylene ether by oxidative polymerization of a phenol compound using a catalyst and an oxygen-containing gas, wherein the catalyst comprises a copper compound, a bromine compound, a diamine compound represented by the following formula (1): 1Type: ApplicationFiled: June 19, 2001Publication date: January 24, 2002Inventors: Akira Mitsui, Yuji Takeda
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Patent number: 6307010Abstract: The invention relates to a novel process for the manufacture of functionalized polyphenylene ether resins through redistribution with a functionalized phenolic compound in the polyphenylene ether resin polymerization reaction solution without the addition of an added redistribution catalyst or promoter. The invention also relates to the functionalized polyphenylene ether resin made by the process as well as blends and articles containing the functionalized polyphenylene ether resin made by the process.Type: GrantFiled: February 5, 1999Date of Patent: October 23, 2001Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugo G. E. Engelbrecht, Juraj Liska
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Patent number: 6303748Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: December 13, 2000Date of Patent: October 16, 2001Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugh Ingelbrecht, Ruud Trion
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Patent number: 6300461Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: December 13, 2000Date of Patent: October 9, 2001Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugh Ingelbrecht, Ruud Trion
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Publication number: 20010000520Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species.Type: ApplicationFiled: December 13, 2000Publication date: April 26, 2001Applicant: General Electric Co.Inventors: Adrianus J.F.M. Braat, Hugo Ingelbrecht, Ruud Trion
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Patent number: 6211327Abstract: The invention relates to a novel process for the manufacture of very low molecular weight polyphenylene ether resin, typically within the intrinsic viscosity range of about 0.08 dl/g to about 0.16 dl/g as measured in chloroform at 25° C. The method preferably comprises 2,6-dimethylphenol as a monovalent phenol species. The invention also relates to the polyphenylene ether resin made by the process as well as blends and articles containing the polyphenylene ether resin made by the process.Type: GrantFiled: February 5, 1999Date of Patent: April 3, 2001Assignee: General Electric CompanyInventors: Adrianus J. F. M. Braat, Hugo Ingelbrecht, Ruud Trion
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Patent number: 6069223Abstract: A process for making a crystallizable aromatic polymer comprises polycondensing difunctional monomers in the presence of a base and adding to the reaction mixture a nucleating agent. The nucleating agent comprises a nucleophilic group and a group of formula --A--X, where X is a metal cation and A is an anion. It is selected to give an increase in the peak crystallization temperature of the nucleated polymer compared to the unnucleated polymer.Type: GrantFiled: November 12, 1996Date of Patent: May 30, 2000Assignee: Victrex Manufacturing LimitedInventors: John Jamieson Liggat, Catherine Jane Wilde, Philip Anthony Staniland
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Patent number: 5880249Abstract: A novel process for producing novel curable, liquid, hydroxyl-terminated epoxy polyether polymers by the direct polymerization of vinyl epoxy ether monomers in the presence of a strong alkali, to form a hydroxyl-terminated vinyl polyether polymer, followed by the epoxidation of the vinyl groups to form a novel curable, liquid hydroxyl-terminated epoxy polyether polymer which is stable against unintended polymerization in view of the epoxidation of the vinyl groups and is rapidly curable with the addition of conventional multifunctional curing agents.Type: GrantFiled: September 29, 1997Date of Patent: March 9, 1999Assignee: Northrop Grumman CorporationInventor: Nicholas Castellucci
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Patent number: 5789496Abstract: A method for the removal, separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the completed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.Type: GrantFiled: January 24, 1997Date of Patent: August 4, 1998Assignee: IBC Advanced Technologies, Inc.Inventors: Bryon J. Tarbet, Garren Maas, Krzysztof E. Krakowiak, Ronald L. Bruening
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Patent number: 5744125Abstract: Disclosed are cosmetic melanins of different colors produced by procedures involving oxidative polymerization of monomeric precursors of melanin and/or co-monomers that enhance substantivity or adherence of the melanins to the skin and hair. Also disclosed are methods for preparing cosmetic melanins and methods for using these compositions topically to produce a natural-appearing tan and to prevent damage to skin caused by UV exposure.Type: GrantFiled: February 23, 1995Date of Patent: April 28, 1998Assignee: Yale UniversityInventors: John M. Pawelek, James T. Platt
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Patent number: 5656702Abstract: A method for the removal separation, and concentration of cesium cations from a source solution which may contain larger concentrations of other alkali metal ions comprises bringing the source solution into contact with a polymeric resin containing poly(hydroxyarylene) ligands. The poly(hydroxyarylene) ligand portion(s) of the polymeric resins has affinity for cesium, thereby removing cesium from the source solution. The source solutions from which the cesium has been removed may then be treated or disposed of as desired and the cesium cations are then removed from the polymeric resin through contact with a much smaller volume of a receiving solution in which these cesium cations are soluble and has greater affinity for such cations than does the poly(hydroxyarylene) ligand or protonates the ligand, thereby quantitatively stripping the complexed cesium cations from the ligand and recovering them in concentrated form in said receiving solution.Type: GrantFiled: November 4, 1994Date of Patent: August 12, 1997Assignee: IBC Advanced Technologies, Inc.Inventors: Bryon J. Tarbet, Garren Maas, Krzysztof E. Krakowiak, Ronald L. Bruening
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Patent number: 5639849Abstract: Novel fumaronitriles and dicyanophenanthrenes, for example, bis(4-fluorophenyl)fumaronitrile and 3,6-difluoro-9,10-dicyanophenanthrene which can be produced from the fumaronitrile, produce useful homopolymers and copolymers for high temperature applications; the homopolymers and copolymers derived from the dicyanophenanthrenes can be converted to colored phthalocyanine group-containing polymers which are soluble in organic solvents and can be cast as films which may form the charge generating layer of an electrophotography device.Type: GrantFiled: March 1, 1996Date of Patent: June 17, 1997Inventor: Allan S. Hay
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Patent number: 5629405Abstract: A method for making polyarylene ethers is described and the method comprises the step of polymerizing hydroxyaromatic monomers or oligomers prepared therefrom in the presence of pyridine catalysts.Type: GrantFiled: November 20, 1995Date of Patent: May 13, 1997Assignee: General Electric CompanyInventor: Dwain M. White
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Patent number: 5621066Abstract: An environmentally friendly process is provided for the preparation of poly(phenylene ether) resin by oxidatively coupling at least one monovalent phenol using an oxygen containing gas and a complex copper (I) amine catalyst as the oxidizing agent and extracting the copper catalyst with an aqueous containing solution as a copper (II)-organic acid salt, an improvement which comprises reduction and recovery of the copper (II) species as a copper (I) species for regeneration of the complex copper (I) amine catalyst.Type: GrantFiled: August 10, 1994Date of Patent: April 15, 1997Assignee: General Electric CompanyInventor: Jilles J. H. Edema
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Patent number: 5571887Abstract: A new thermoplastic homopolymer of o-cresol which is a poly(2-methylphenylene oxide) having a high molecular weight distribution is described. The polymer is prepared using a 2 and/or 6 substituted pyridine catalyst to the molecular weight distribution. The homopolymer can be blended with other thermoplastic polymers. The homopolymer is rapidly biodegraded, particularly in soil containing soil microorganisms.Type: GrantFiled: June 19, 1995Date of Patent: November 5, 1996Assignee: Board of Trustees operating Michigan State UniversityInventors: Li-Xia Li, Patrick J. Oriel, Eric A. Grulke
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Patent number: 5571873Abstract: A new thermoplastic homopolymer of o-cresol which is a poly(2-methylphenylene oxide) having a high molecular weight distribution is described. The polymer is prepared using a 2 and/or 6 substituted pyridine catalyst to the molecular weight distribution. The homopolymer can be blended with other thermoplastic polymers. The homopolymer is rapidly biodegraded, particularly in soil containing soil microorganisms.Type: GrantFiled: June 5, 1995Date of Patent: November 5, 1996Assignee: Board of Trustees operating Michigan State UniversityInventors: Li-Xia Li, Patrick J. Oriel, Eric A. Grulke
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Patent number: 5565544Abstract: A process for preparing a polyhydroxystyrene having a novolak type structure which comprises the step of polymerizing a mixture of carboxylic acid and at least one substituted phenyl carbinol whose formula is: ##STR1## wherein (a) R.sub.1 is selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, substituted and unsubstituted phenyl, and C(O)R.sub.8 (where R.sub.8 is alkyl C.sub.1 -C.sub.20); (b) R.sub.2 is selected from the group consisting of H and alkyl C.sub.1 -C.sub.20 ; and (c) R.sub.3 -R.sub.7 are each independently selected from the group consisting of H, alkyl C.sub.1 -C.sub.20, OR.sub.9 (where R.sub.9 is H, alkyl C.sub.1 -C.sub.20, esters thereof, or substituted and unsubstituted phenyl), halogen, BZT, nitro, or amino, with the proviso that at least one of R.sub.3 -R.sub.7 is OR.sub.9, in the presence of a suitable catalyst for a sufficient period of time and under suitable conditions of temperature and pressure to form said novolak type polymer.Type: GrantFiled: June 16, 1995Date of Patent: October 15, 1996Assignee: Hoechst Celanese CorporationInventor: James R. Sounik
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Patent number: 5545832Abstract: Novel fumaronitriles and dicyanophenanthrenes, for example, bis(4-fluorophenyl)fumaronitrile and 3,6-difluoro-9,10-dicyanophenanthrene which can be produced from the fumaronitrile, produce useful homopolymers and copolymers for high temperature applications; the homopolgymers and copolymers derived from the dicyanophenanthrenes can be converted to coloured phthalocyanine group-containing polymers which are soluble in organic solvents and can be cast as films which may form the charge generating layer of an electrophotography device.Type: GrantFiled: February 28, 1995Date of Patent: August 13, 1996Inventor: Allan S. Hay
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Patent number: 5459173Abstract: Stable thiol-ene compositions are provided which comprise a polythiol, a polyene and a stabilizer system comprising an alkenyl substituted phenolic compound having a formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are independently selected from the group consisting of H, OR, a C.sub.1 -C.sub.8 alkyl, substituted alkyl, alkenyl or substituted alkenyl, a C.sub.6 -C.sub.20 aryl or substituted aryl, or a cyano group; R.sup.4 is H, R, OR, halogen, COR, COOR, or SR; R.sup.5 is OH, OR, OCOR, OCOOR, OCONHR, or OTMS; R is a C.sub.1 -C.sub.6 alkyl, a cycloalkyl, or a C.sub.6 -C.sub.20 caryl or substituted aryl; x and y are 1, 2, or 3; z is 0, 1, or 2; and x+y+z=2, 3, or 4; or a formula: ##STR2## where x, y, z, w, R.sup.1 R.sup.2 R.sup.3, R.sup.4 and R.sup.5 are defined as above, except that x+y+z=2-6, and R.sup.6 is CH.sub.2, C(CH.sub.3).sub.2, O, S, or SO.sub.Type: GrantFiled: June 22, 1993Date of Patent: October 17, 1995Assignee: Loctite CorporationInventors: David M. Glaser, Anthony F. Jacobine, Paul J. Grabek
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Patent number: 5314986Abstract: Rubber components of a vulcanizable rubber composition are homogenized by adding to the composition, prior to vulcanization, a phenolic resin formed by reacting a bisphenol A residual resin with chlorinated C.sub.4 to C.sub.8 hydrocarbons in the presence of a Friedel-Crafts alkylation catalyst.Type: GrantFiled: December 14, 1992Date of Patent: May 24, 1994Assignee: Bayer AktiengesellschaftInventors: Pieter Ooms, Heinrich Schrage, Hans-Josef Buysch, Rene Loix, Hans-Joachim Graf