Sulfur Reactant Contains Sulfur Directly Bonded To Oxygen Patents (Class 528/171)
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Patent number: 5300622Abstract: Heterocyclic bis(4-hydroxyphenyl)cycloalkanes, as illustrated by 4,4-bis(4-hydroxyphenyl)thiopyran and the corresponding acetylated piperidine, may be prepared by the reaction of bisphenol A or a similar compound with the corresponding thiopyranone or piperidone. The thio compound may be oxidized to the corresponding sulfone. Polycarbonates prepared from said heterocyclic bis(4-hydroxyphenyl)cycloalkanes have high glass transition temperatures and are expected to be ductile.Type: GrantFiled: December 11, 1992Date of Patent: April 5, 1994Assignee: General Electric CompanyInventor: John C. Schmidhauser
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Patent number: 5300624Abstract: A method is provided for making flame retardant polycarbonates by phosgenating a mixture of bisphenols having up to about 50 mole % of tetrahalobisphenols, such as tetrabromobisphenols. There is employed a mixture of a phase transfer catalyst and a tertiary organic amine to provide high molecular weight copolymer without excessive phosgene usage.Type: GrantFiled: May 24, 1993Date of Patent: April 5, 1994Assignee: General Electric CompanyInventors: Eugene P. Boden, Peter D. Phelps
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Patent number: 5300625Abstract: Polyethers which contain recurring units of the formula I ##STR1## in which A is a divalent aryl or heteroaryl radical,X is O, S or NR,Z is a divalent aryl or heteroaryl radical or an alkynyl, azo or (CF.sub.2) group, andR is arylare synthesized. The polyethers can be used as thermoplastics for the production of injection-molded articles, extrudates, polymer blends and coatings and for the production of films and membranes from solution.Type: GrantFiled: January 10, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Brigitte Helmreich, Klaus Burger, Gerhard Maier, Reinhold Hecht, Oskar Nuyken
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Patent number: 5298592Abstract: A process for preparing polyaryl ethers of the formula I or Ia ##STR1## by condensation of at least one appropriate bisphenol with at least one appropriate aromatic dichloride in the presence of an alkali metal carbonate in a dipolar aprotic solvent, is carried out in the presence of a catalyst selected from the alkali metal nitrites and the group of compounds of the formula II ##STR2## where r.sup.1 and r.sup.3 are each hydrogen, C.sub.7 -C.sub.16 -phenylalkyl, C.sub.1 -C.sub.12 -alkoxy, fluorine, chlorine, bromine, iodine or nitro, and R.sup.2 is nitro or nitroso, or ##STR3## where R.sup.4 is hydrogen, C.sub.1 -C.sub.4 alkyl, fluorine, chlorine, bromine or iodine.Type: GrantFiled: August 20, 1992Date of Patent: March 29, 1994Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Wolfgang Eberle, Gerhard Heinz, Bernd Hupfeld, Christiane Husemann, Juergen Koch, Helmut Reichelt
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Patent number: 5292854Abstract: Imide-containing phthalonitrile monomers are prepared from a phthalonitrile and an aromatic dianhydride. The monomer and a method for preparing the monomer is disclosed. These monomers are synthesized into heat resistant polymers and copolymers with aromatic ring structure incorporating imide and ether linkages. The synthesis of the high temperature thermosetting polymers and copolymers is also disclosed.Type: GrantFiled: July 30, 1992Date of Patent: March 8, 1994Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 5288843Abstract: In one aspect, the present invention relates to polyimides having excellent thermal resistance and process for preparing the same comprising carrying out condensation of 4,4'-bis(3-aminophenoxy)biphenyl with pyromellitic dianhydride in the presence of a different diamine compound and optionally with a different tetracarboxylic acid dianhydride.In a second aspect, the present invention relates to a heat resistant resin composition consisting essentially of an aromatic polyetherimide and a defined polyimide.In a third aspect, the present invention relates to a polyimide resin composition comprised on a defined polyimide and a separate high-temperature engineering polymer.In a fourth aspect, the present invention relates to a resin composition comprised of a defined polyimide and an aromatic polyamideimide.Type: GrantFiled: November 5, 1990Date of Patent: February 22, 1994Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Shoji Tamai, Masahiro Ohta, Saburo Kawashima, Katsuaki Iiyama, Hideaki Oikawa, Akihiro Yamaguchi, Kouji Ohkoshi, Masao Yoshikawa
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Patent number: 5283314Abstract: A process for producing a branched polycarbonate comprising reacting a dihydric phenol, such as 2,2-bis(4-hydroxyphenyl) propane, a polyfunctional organic compound, such as 1,1,1-tris-(4-hydroxyphenyl)ethane, and phosgene to produce a polycarbonate oligomer, and then polycondensing with stirring the polycarbonate oligomer with a dihydric phenol, such as 2,2-bis(4-hydroxyphenyl) propane, and a monohydric phenol, such as p-tert butylphenol, whereby the interfacial area of the resultant emulsion is not less than 40 m.sup.2 /L.Type: GrantFiled: March 12, 1993Date of Patent: February 1, 1994Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Shigeki Kuze, Hideo Kusuyama, Masayuki Shinohara, Masaya Okamoto
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Patent number: 5276129Abstract: Disclosed herein are processes for the production of polycarbonates by melt polycondensation of an aromatic dihydroxy compound and a carbonic acid diester or a diphenyl carbonate compound wherein said polycondensation is carried out in the presence of from 0.05 to 15 mol %, based on 1 mole of the aromatic dihydroxy compound, of a phenol having from 10 to 40 carbon atoms, a carbonic acid diester having from 17 to 50 carbon atoms or a carbonic acid diester having from 13 to 16 carbon atoms, using a catalyst comprising (a) a nitrogen containing basic compound, (b) from 10.sup.-8 to 10.sup.-3 mole, based on 1 mole of the aromatic dihydroxy compound, of an alkali metal or alkaline earth metal compound, and (c) boric acid or boric ester. Also disclosed is a polycarbonate in which from 5 to 30% of its terminal groups are hydroxy groups and it has a sodium content of not more than 1 ppm and a chlorine content of not more than 20 ppm.Type: GrantFiled: June 19, 1992Date of Patent: January 4, 1994Assignee: GE Plastics Japan, Ltd.Inventors: Takeshi Sakashita, Tomoaki Shimoda
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Patent number: 5272248Abstract: A process for preparing polyamides having enhanced melt flow properties is described. The process consists of heating a mixture of a high molecular weight poly(amic acid) or polyimide with a low molecular weight amic acid or imide additive in the range of 0.05 to 15% by weight of additive. The polyimide powders so obtained show improved processability, as evidenced by lower melt viscosity by capillary rheometry. Likewise, films prepared from mixtures of polymers with additives show improved processability with earlier onset of stretching by TMA.Type: GrantFiled: May 22, 1992Date of Patent: December 21, 1993Assignee: The United States of America as Represented by the United States National Aeronautics and Space AdministrationInventors: J. Richard Pratt, Terry L. St. Clair, Diane M. Stoakley, Harold D. Burks
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Patent number: 5270435Abstract: Polyarylene ethers which, based on the total amount of the structural units present in the polyether resin, contain 2-100 mol % of a recurring structural unit of formula I ##STR1## and 0-98 mol % of a recurring structural unit of formula II wherein each a is 1 or 2, 10 to 100% of X, based on the total number of the bonds X present in the structural units of formulae I and II, are --SO.sub.2 --, and 0 to 90% of X are --CO--, and A is a group of formula IIIa-IIIg: ##STR2## wherein Y is --CH.sub.2 --, --C(CH.sub.3).sub.2 --, --C(CF.sub.3).sub.2 --, --S--, --SO--, --SO.sub.2 --, --O-- or --CO--, and the aromatic rings in the structural units of formulae I and II are unsubstituted or substituted by one or more alkyl groups of 1 to 4 carbon atoms, have good solubility in organic solvents and are suitable preferably for modifying other plastics materials or for use as matrix resins for the production of fibrous composite structures.Type: GrantFiled: January 9, 1992Date of Patent: December 14, 1993Assignee: Ciba-Geigy CorporationInventors: Rudolf Pfaendner, Thomas Kainmuller, Kurt Hoffmann, Andreas Kramer, Friedrich Stockinger
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Patent number: 5270432Abstract: Polybenzoxazoles (PBO) are prepared by the aromatic nucleophilic displacement reaction of novel di(hydroxyphenyl)benzoxazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The polymerizations are carried out in polar aprotic solvents, such as N-methylpyrrolidine or N,N-dimethylacetamide, using alkali metal bases, such as potassium carbonate, at elevated temperatures under nitrogen. The novel di(hydroxyphenyl)benzoxazole monomers are synthesized by reacting phenyl-4-hydroxybenzoate with aromatic bis(o-aminophenol)s in the melt. High molecular weight PBO of new chemical structures are prepared that exhibit a favorable combination of physical and mechanical properties. The use of the novel di(hydroxyphenyl)benzoxazoles permits a more economical and easier way to prepare PBO than previous routes.Type: GrantFiled: April 10, 1992Date of Patent: December 14, 1993Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Paul M. Hergenrother, John W. Connell, Joseph G. Smith, Jr.
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Patent number: 5270438Abstract: A fluorine-containing polyimide having a low dielectric constant, low water absorption and excellent heat resistance and moisture resistance and a precursor thereof such as a fluorine-containing polyamide-acid, can be prepared by reacting an acid anhydride with an aromatic diamine having perfluoroalkyl group.Type: GrantFiled: April 3, 1991Date of Patent: December 14, 1993Assignee: Hitachi Chemical Company, Ltd.Inventors: Masami Yusa, Shinji Takeda, Yasuo Miyadera
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Patent number: 5268446Abstract: A readily melt-processable polyimide obtained by reacting diamino-diphenyl ether with 3,3',4,4'-biphenyltetracarboxylic dianhydride in the presence of phthalic anhydride and thermally or chemically imidizing the resultant polyamic acid.Type: GrantFiled: August 9, 1991Date of Patent: December 7, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Shoji Tamai, Masahiro Ohta, Akihiro Yamaguchi
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Patent number: 5264538Abstract: Cyclic poly(aryl ether) oligomers and mixtures thereof, and methods for the preparation thereof in a highly dilute reaction medium under reaction conditions favorable for ring closure at low degrees of polymerization. These oligomers are represented by the general formula ##STR1## where each Y is divalent oxygen or divalent sulfur, each Ar is an aromatic diradical which comprises one or more C.sub.6 to C.sub.20 arylene groups and has at least one electron withdrawing group attached to an aromatic ring, and n is an integer from 1 to about 20 with the proviso that for integer values of n equal to 1 or 2 all linkages between independent aromatic rings comprise at least one atom.Type: GrantFiled: June 27, 1990Date of Patent: November 23, 1993Assignee: The Dow Chemical CompanyInventors: Michael J. Mullins, Edmund P. Woo, Kimberly E. Balon, Daniel J. Murray, Cheng-Cheng C. Chen
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Patent number: 5260407Abstract: A polyimide film essentially consisting of polyimide having recurring units of the formula (I): ##STR1## which has a density of 1.335 to 1.390 g/cm.sup.3 at 23.degree. C. and/or a refractive index of 1.605 to 1.680 at 23.degree. C. in the direction of thickness and is transparent; and a preparation process of the polyimide film by extruding the polyimide having recurring units of the above formula (I) through a common melt-extrusion process, casting in a chill-roller to obtain an unstretched film, uniaxially or biaxially stretching the unstretched film to cause molecular orientation, and successively setting the stretched film through heat-treatment.Type: GrantFiled: July 9, 1990Date of Patent: November 9, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Masumi Saruwatari, Yasuhiko Ohta, Yasuhiro Fujii, Yasuko Honji, Shoichi Tsuji, Shinobu Moriya
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Patent number: 5260404Abstract: Polyetherketoneimides and copolymers thereof having an imide repeat unit of formula ##STR1## wherein Ri is ##STR2## in which A is a direct bond or --O--or another substantially non-electron-withdrawing group, and/or Ra is an at least partly arylene moiety other than m- or P-phonylene.These polymers tend to have improved melt stability and other properties, especially when made from a pre-existing imide monomer, instead of by the known amic acid route which results in uncyclised amic acid residues in the polymer.Type: GrantFiled: July 24, 1992Date of Patent: November 9, 1993Assignee: Raychem LimitedInventors: Richard Whiteley, Christopher Borrill
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Patent number: 5260410Abstract: Radiation-sensitive polymers contain, in the polymer main chain, both acid-labile groups and onium salt groups with nonnucleophilic counterions and are suitable for the production of semiconductor structural elements.Type: GrantFiled: March 2, 1992Date of Patent: November 9, 1993Inventor: Reinhold Schwalm
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Patent number: 5260388Abstract: A heat-resistant and thermoplastic polyimide which has low dielectric characteristics and recurring structural units of the following formula ##STR1## wherein R is a tetravalent radical having from 2 to 27 carbon atoms and selected from the group consisting of an aliphatic radical, alicyclic radical, monoaromatic radical, condensed polyaromatic radical and noncondensed aromatic radical connected each other with a direct bond or a bridge member; aromatic diamines which are useful for the raw material monomers of the polyimide and have following formulas: ##STR2## and ##STR3## and a process for preparing the polyimide of the above formula by reacting these aromatic diamines with a tetracarboxylic dianhydride in the presence of an aromatic dicarboxylic anhydride or aromatic monoamine, and successively thermally or chemically imidizing the resultant polyamic acid.Type: GrantFiled: June 8, 1992Date of Patent: November 9, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Shoji Tamai, Wataru Yamashita, Yuichi Okawa, Yuko Ishihara, Keizaburo Yamaguchi, Akihiro Yamaguchi
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Patent number: 5258485Abstract: New and useful aromatic polyethers, which are high in glass transition temperatures, possess excellent mechanical properties, thermal resistance, solvent resistance, and generate fluorescence, are described. Also described are fluorescent resin compositions containing the aromatic polyethers. Processes for preparing the aromatic polyethers and the fluorescent resin compositions are also described.Type: GrantFiled: June 2, 1992Date of Patent: November 2, 1993Assignee: Idemitsu Kosan Company LimitedInventors: Shigeru Matsuo, Naoto Yakoh, Shinji Chino
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Patent number: 5250655Abstract: An aromatic polycarbonate of improved color value and high molecular weight is obtained by the addition of phosphorous acid and/or a phosphorous ester to the melt polycondensation reaction medium containing aromatic diol, carbonate diester and a metal-containing compound as ester interchange catalyst during the polycondensation reactionType: GrantFiled: August 24, 1992Date of Patent: October 5, 1993Assignee: Mitsubishi Petrochemical Company, Ltd.Inventors: Masuzo Yokoyama, Junji Takano, Kazuhide Takakura
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Patent number: 5247060Abstract: Curing of phthalonitrile monomers and prepolymers is accelerated by inclusion of an acid curing agent. Cured phthalonitrile polymers have high thermal oxidative stability and are useful as resins in various compositions and as adhesives.Type: GrantFiled: January 9, 1992Date of Patent: September 21, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 5247057Abstract: A polymer which can undergo thermally-induced transformation to provide a reinforcing component and a matrix component. This polymer has repeating units of the formula: ##STR1## wherein Z is selected from the group consisting of dialkyl amino thermoplastic moieties and dialkyl amino moieties which can undergo insitu reaction to form a thermoset. Dialkyl amino moieties which can undergo insitu reaction to form thermosets include the following: ##STR2## wherein Q is ##STR3## R is --CH.sub.3 or Q and a has a value of 1 to 3. Dialkyl amino thermoplastic moieties include the following: ##STR4##The invention described herein may be manufactured and used by or for the Government of the United States for all governmental purposes without the payment of any royalty.Type: GrantFiled: March 23, 1992Date of Patent: September 21, 1993Assignee: The United States of America as represented by the Secretary of the Air ForceInventors: Loon-Seng Tan, Fred E. Arnold
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Patent number: 5245000Abstract: Poly(arylene sulfide) polymers containing sulfone, ether and biphenyl groups are prepared by a two step process. In the first step, a diphenol is reacted with either a dihaloaromatic sulfone monomer or a bis(haloarylsulfonyl) biphenyl monomer, or both, in the presence of an alkali metal base and a polar organic compound. In the second step, the reaction mixture above is reacted with a sulfur source, and any monomer which was not employed in the first step, if any. The polymers prepared according to the invention process exhibit increased glass transition temperatures over those of known poly(arylene sulfide) polymers. The structure of repeating units of the polymer can be controlled by varying the sequence of addition of the monomers.Type: GrantFiled: July 1, 1991Date of Patent: September 14, 1993Assignee: Phillips Petroleum CompanyInventors: Rex L. Bobsein, Jon F. Geibel, Howard F. Efner
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Patent number: 5245001Abstract: The present invention relates to aminoarylsulfonic acid-phenol-formaldehyde condensate useful for incorporation into cementing compositions, for example, mortar, cement paste and the like, for improving slumping characteristics.Type: GrantFiled: October 9, 1991Date of Patent: September 14, 1993Assignee: Fujisawa Pharmaceutical Co., Ltd.Inventors: Takahiro Furuhashi, Kazushige Kawada, Susumu Tahara, Toru Takeuchi, Yuji Takahashi, Toshikazu Adachi, Tsutomu Teraji
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Patent number: 5245006Abstract: The invention provides aromatic polyamides having an improved resistance to thermo-oxidation. This is achieved by carrying out the polycondensation in the presence of a catalyst system which comprises a mixture of a phosphorus compound and a tin(II) compound or is a compound which contains both elements. The process according to the invention allows aromatic polyamides to be obtained which are resistant to thermo-oxidation (discoloration).Type: GrantFiled: May 27, 1992Date of Patent: September 14, 1993Assignee: Huels AktiengesellschaftInventors: Gunter Poll, Martin Bartmann, Jurgen Finke
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Patent number: 5243024Abstract: Improved imide-containing copolymers comprising, in the aromatic diamine component, p-phenylene diamine and at least one additional aromatic diamine have increased rigidity and useful processability. The copolymers of this invention also may exhibit improved resistance to the detrimental effects of humid environments and retain mechanical properties at elevated temperatures after exposure to humid environments.Type: GrantFiled: December 21, 1990Date of Patent: September 7, 1993Assignee: Amoco CorporationInventors: Ronald E. Bockrath, Edward J. Gordon
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Patent number: 5241018Abstract: The terminal-modified imide oligomer composition capable of being cured within a short time and of being converted to a shaped, cured resin article having a high mechanical strength, heat resistance and elastic modulus, comprises a rigid, high molecular weight aromatic polyimide (I) produced by polymerizing and imidizing a tetracarboxylic acid component comprising at least one biphenyltetracarboxylic acid compound with an amine component comprising at least one aromatic diamine compound (a) having at least one cyclic structure and two amino groups directly attached to the cyclic structure; a flexible imide oligomer (II) produced by polymerizing and imidizing the tetracarboxylic acid component, with a diamine component comprising at least one aromatic diamine compound (b) having at least two cyclic structures and two amino groups attached directly or through a divalent bonding member to the cyclic structures and a monoamine component comprising at least one monoamine compound (c) having an unsaturated hydrocarType: GrantFiled: June 5, 1992Date of Patent: August 31, 1993Assignee: Ube Industries, Ltd.Inventors: Shinji Yamamoto, Yasuo Hirano, Kazuyoshi Fujii
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Patent number: 5239049Abstract: Poly(dianhydride) compounds having formulae (I) and (II): ##STR1## where m is 0 to 50. ##STR2## wherein n is 0 to 20 and X is bond junction, oxygen atom, sulfur atom, SO.sub.2, C(CF.sub.3), CO, C(CH.sub.3).sub.2, CF.sub.2 --O--CF.sub.2, CH.sub.2, and CHOH.Type: GrantFiled: November 23, 1992Date of Patent: August 24, 1993Assignee: Olin CorporationInventors: Bruce A. Marien, Keith O. Wilbourn
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Patent number: 5239042Abstract: There are disclosed dibenzofuran amorphous polymer comprising a recurring unit represented by following formula (II) and having a molecular weight giving a reduced viscosity of at least 0.2 dl/g as measured in the form of a 0.5% (W/V) solution in N-methyl-pyrrolidone at 25.degree. C., a process for producing said amorphous polymer, a dibenzofuran copolymer comprising, in addition to a recurring unit represented by following formula (II), at least one type of recurring unit represented by following general formula (III) in a specific proportion and having a molecular weight giving a reduced viscosity of at least 0.2 dl/g as measured in the form of a 0.5% (W/V) solution in concentrated sulfuric acid at 25.degree. C., and a process for producing said copolymer. ##STR1## wherein A is --O--, --CO--, --S--, --SO.sub.2 --, a divalent alkylene group or a single bond and n is a number of 0, 1 or 2.Type: GrantFiled: November 15, 1991Date of Patent: August 24, 1993Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Isaburo Fukawa, Tsuneaki Tanabe
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Patent number: 5239046Abstract: Sizing for carbon fibers with uncapped or capped linear polyamideimides.The uncapped linear polyamideimides useful as carbon fiber sizings generally contain repeating units having the general formula: ##STR1## Wherein R.sub.2 =a trivalent organic radical and generally benzenetriyl;R.sub.3 =a divalent organic radical; andn=an integer sufficiently large to provide a strong, tough coating.Useful capped, linear polyamideimide oligomers may be formed by including end caps with an unsaturated functionality (Y) containing a residue selected from the group consisting of: ##STR2## wherein R.sub.1 =lower alkoxy, aryl, aryloxy, substituted alkyl, substituted aryl, halogen, or mixtures thereof;j=0, 1, or 2;i=1 or 2;G=--CH.sub.2 --, --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CHR--, or --CR.sub.2 --;T=methallyl or allyl;Me=methyl; andR=hydrogen, lower alkyl, or phenyl.Prepregs and composites having carbon fibers sized with such polyamideimides are also described.Type: GrantFiled: August 24, 1992Date of Patent: August 24, 1993Assignee: The Boeing CompanyInventors: Hyman R. Lubowitz, Clyde H. Sheppard, Ronald R. Stephenson
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Patent number: 5239043Abstract: An improved process for the preparation of poly(aryl ether) polymers by reacting, in the absence of dipolar aprotic solvents, an alkali metal double salt of a dihydric phenol with a dihalobenzenoid compound in the presence of a macro bicyclic compound having nitrogen bridgehead atoms linked together by three hydrocarbon bridging chains having in each of the hydrocarbon bridging chains at least one additional hetro atom selected from the group consisting of oxygen, nitrogen and sulfur atoms.The poly(aryl ether) polymer resins produced by the process have a low degree of coloration and excellent mechanical and electrical properties which allow them to be molded into a variety of articles.Type: GrantFiled: December 31, 1991Date of Patent: August 24, 1993Assignee: Amoco CorporationInventor: Selvaraj Savariar
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Patent number: 5239044Abstract: A polyarylsulphone is prepared by the polycondensation of a bisphenol with an aryl dichloride, at least one of which contains a sulphone group, in the presence of a base and introducing into the reaction mixture less than 5% mole, relative to the aryl dichloride, of 4,4'-difluorodiphenylsulphone. The bisphenol and aryldichloride can be of 4,4'-dihydroxydiphenylsulphone and 4,4'-dichlorodiphenylsulphone respectively. The difluoro compound is added when the polymerisation is essentially complete. The polymer product if of improved quality.Type: GrantFiled: October 13, 1992Date of Patent: August 24, 1993Assignee: Imperial Chemical Industries, PLCInventors: Richard R. Cooper, David G. Parker
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Patent number: 5238983Abstract: Molding compounds based on a thermoplastically processible aromatic polyamide. Molding compounds with an improved stability toward thermal oxidation were attained in that the molding compounds in comparison to polyamides contain chemically inert compounds of the formula I ##STR1## The molding compounds according to the invention exhibit an excellent stability toward thermal oxidation.Type: GrantFiled: February 13, 1992Date of Patent: August 24, 1993Assignee: Huels AktiengesellschaftInventors: Gunter Poll, Jurgen Finke, Harald Modler
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Patent number: 5237045Abstract: Polymerization or cure of di-phthalonitrile monomers or prepolymers by a curing agent selected from (a) an acid and an amine, (b) a salt of an acid and an amine, and (c) mixtures of (a) and (b). In a preferred embodiment, the curing agents are amine salts which are reaction products of an aromatic amine and an aromatic sulfonic acid. The use of the novel curing agents enhances curing rates and results in polymers which have high Tg.Type: GrantFiled: January 9, 1992Date of Patent: August 17, 1993Assignee: The United States of America as represented by the Secretary of the NavyInventors: Peter J. Burchill, Teddy M. Keller
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Patent number: 5237044Abstract: Polyimide sheets having excellent thermal resistance and good surface appearance of the resultant sheets are obtained by a melt-extrusion process from a specific polyimide in the temperature range of 300.degree. C. to 450.degree. C. and a moisture content of 200 ppm or less.Type: GrantFiled: October 17, 1989Date of Patent: August 17, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Masumi Saruwatari, Shoichi Tsuji, Masami Nakano, Shinobu Moriya, Masahiro Ohta, Toshiyuki Nakakura
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Patent number: 5235020Abstract: An improved process for the preparation of poly(aryl ether) polymers by reacting, in the absence of dipolar aprotic solvents, an alkali metal double salt of a dihydric phenol with a dihalobenzenoid compound in the presence of an alkoxylated tertiary amine compound having a nitrogen atom linking together three organic chains comprising hydrocarbon groups and in each of the chains at least one oxygen atom.The poly(aryl ether) polymer resins produced by the process have a low degree of coloration and excellent mechanical and electrical properties which allow them to be molded into a variety of articles.Type: GrantFiled: December 31, 1991Date of Patent: August 10, 1993Assignee: Amoco CorporationInventor: Selvaraj Savariar
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Patent number: 5235019Abstract: An improved process for the preparation of poly(aryl ether) polymers by reacting, in the absence of dipolar aprotic solvents, an alkali metal double salt of a dihydric phenol with a dihalobenzenoid compound in the presence of a macrocyclic polyether compound having one ether ring in which oxygen atoms are separated one from the other by 2 to 3 carbon atoms, the ring having fused thereto from 0 to 4 monocyclic or polycyclic aromatic or saturated hydrocarbon nuclei. The nuclei are attached by vicinal carbon atoms thereof to adjoining ring oxygens in oxygen-carbon-carbon-oxygen arrangement.The poly(aryl ether) polymer resins produced by the process have a low degree of coloration and excellent mechanical and electrical properties which allow them to be molded into a variety of articles.Type: GrantFiled: December 31, 1991Date of Patent: August 10, 1993Assignee: Amoco CorporationInventor: Selvaraj Savariar
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Patent number: 5233018Abstract: A perfluorinated polyimide comprising a repeating unit represented by general formula (1): ##STR1## and a perfluorinated poly(amic acid) comprising a repeating unit represented by general formula (6): ##STR2## wherein R.sub.1 is a tetravalent organic group; and R.sub.2 is a divalent organic group, provided that chemical bonds between carbon atoms and monovalent elements contained in R.sub.1 and R.sub.2 are exclusively carbon-to-fluorine bonds; methods for preparing them; and optical material including the perfluorinated polyimide. 1,4-Bis(3,4-dicarboxytrifluorophenoxy)tetrafluorobenzene dianhydride, 1,4-difluoropyromellitic anhydride, 1,4-bis(3,4-dicarboxytrifluorophenoxy)tetrafluorobenzene, 1,4-difluoropyromellitic acid, and 1,4-bis(3,4-dicyanotrifluorophenoxy)tetrafluorobenzene as well as methods preparing them. The perfluorinated polyimide has a thermal stability and has a low optical loss in an optical communication wavelength region (0.8 to 1.7 .mu.m).Type: GrantFiled: September 26, 1991Date of Patent: August 3, 1993Assignee: Nippon Telegraph and Telephone CorporationInventors: Shinji Ando, Toru Matsuura, Shigekuni Sasaki, Fumio Yamamoto
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Patent number: 5231160Abstract: A novel aromatic diamine; a polyimide comprising 1,3-bis(3-aminobenzoyl)benzene or 4,4'-bis(3-aminobenzoyl)biphenyl as a diamine component and having recurring structural units represented by the formula (III): ##STR1## wherein R is a tetravalent radical selected from the group consisting of an aliphatic radical having from 2 to 27 carbon atoms, alicyclic radical, monoaromatic radical, condensed polyaromatic radical, and noncondensed aromatic radical connected each other with a direct bond or a bridge member, and X is a divalent radical of ##STR2## and a polyimide having a terminal aromatic group which is essentially unsubstituted or substituted with a radical having no reactivity with amines or dicarboxylic acid anhydrides or a composition comprising said polyimide.Type: GrantFiled: August 29, 1991Date of Patent: July 27, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Shoji Tamai, Keizaburo Yamaguchi, Yuko Ishihara, Saburo Kawashima, Hideaki Oikawa, Toshiyuki Kataoka, Akihiro Yamaguchi
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Patent number: 5229482Abstract: Aromatic polyether polymers, illustrated by polyethersulfones, polyetherketones and polyetherimides, are prepared by a phase transfer catalyzed reaction between a salt of a dihydroxyaromatic compound and a substituted aromatic compound such as bis(4-hydroxyphenyl) sulfone, bis(4-hydroxyphenyl) ketone or 1,3-bis[N-(4-chlorophthalimido)]benzene or the corresponding derivative of toluene or diphenyl ether, or the analagous fluoro-, bromo- or nitro-substituted compounds. The phase transfer catalysts employed are those which are stable at temperatures in the range of about 125.degree.-250.degree. C. Particularly preferred phase transfer catalysts are the hexaalkylguanidinium and .alpha.,.omega.-bis(pentaalkylguanidinium)alkane salts and the corresponding heterocyclic salts.Type: GrantFiled: February 28, 1991Date of Patent: July 20, 1993Assignee: General Electric CompanyInventor: Daniel J. Brunelle
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Patent number: 5229483Abstract: A stain-resist agent for polyamides fibers, its preparation and use are disclosed. The stain-resist agent is the condensation product of a phenolic of which at least 67 weight percent is bis-hydroxyphenylsulfone and the remainder p-cresol, p-phenolsulfonic acid or methyl-p-hydroxybenzoate, with from about 0.4 to 2.3 moles, per mole of the phenolic of a mercapto-substituted carboxylic acid selected from mercaptosuccinic acid, mercaptoacetic acid or mercaptopropionic acid; and about 1.4 to about 3.7 moles per mole of mercapto-substituted carboxylic acid of formaldehyde and sufficient base to neutralize all of the mercapto-substituted carboxylic acid groups and part but not all of the phenolic groups. The product contains about 3 to about 6 phenolic moieties with a molecular weight of 1500 to 2500 being preferred. Generally the reaction is carried out at reflux temperature (100.degree. to 103.degree. C.) for a period of 24 to 72 hours. Generally the stain-resist is applied to the polyamide fibers at a pH of 1.Type: GrantFiled: April 30, 1992Date of Patent: July 20, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Patrick H. Fitzgerald
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Patent number: 5227455Abstract: Premix for the production of mouldings, containingA) from 40-99.95% by weight of polymer granules A based on a polyaryl ether sulfone, polyaryl ether ketone, polyimide, polyamide imide or polyether imide, or a mixture thereof,B) up to 50% by weight of fillers B in fiber or particle form, or a mixture thereof,C) from 0.05-10% by weight of a compound C ether of the general formula X ##STR1## where A1 to A7 are identical or different and, independently of one another, are a radical of the formula --CO--, --O--, --S--, --SO.sub.2 --, --C(CH.sub.3).sub.2 --, a chemical bond, ##STR2## and k, l, m, n, p and q are each 0 or 1, or a C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy or cyano derivative thereof which is substituted on the aromatic ring, or of the general formula Y ##STR3## where R is C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy or cyano, A8 to A11 are as defined for A1 to A7, r, s and t are 0 or 1, and x is 2, 3 or 4, or a mixture thereof,is described.Type: GrantFiled: September 4, 1992Date of Patent: July 13, 1993Assignee: BASF AktiengesellschaftInventors: Peter Ittemann, Gerhard Heinz
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Patent number: 5227454Abstract: Soluble and/or meltable benzothiazole-containing polyaryl ethers with a glass transition temperature of above 150.degree. C. and a melting point of up to 450.degree. C. are composed essentially of repeat units of the formula I ##STR1## whose rings may be substituted by C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: September 24, 1991Date of Patent: July 13, 1993Assignee: BASF AktiengesellschaftInventors: Peter Wolf, Gerhard Heinz
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Patent number: 5225515Abstract: Polybenzazole polymers may contain perfluorocyclobutane rings to provide a flexible moiety which is stable at high temperatures.Type: GrantFiled: April 17, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Zenon Lysenko, William J. Harris
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Patent number: 5221727Abstract: The new aromatic polyethers containing ester groups, which are distinguished by high dimensional stability, may be used for the production of all kinds of moulded products as well as for the preparation of block copolymers of aromatic polyether segments and segments of other thermoplastic polymers.Type: GrantFiled: February 25, 1991Date of Patent: June 22, 1993Assignee: Bayer AktiengesellschaftInventors: Robert Kumpf, Rolf Wehrmann, Harald Pielartzik, Dittmar Nerger
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Patent number: 5219978Abstract: 9,9-Bis(3,5-diphenyl-4-hydroxyphenyl)fluorene a novel compound can be used to produce amorphous poly(arylene ethers) which have high glass transition temperatures and good thermo-oxidative stability and which are soluble in aromatic and chlorinated solvents; the novel fluorene derivative is produced by transalkylation of 9,9-bis(4-hydroxyphenyl)fluorene or 9,9-bis(4-methoxyphenyl)fluorene with 2,6-diphenylphenol.Type: GrantFiled: February 21, 1992Date of Patent: June 15, 1993Inventors: Allan S. Hay, Zhi Y. Wang
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Patent number: 5218078Abstract: A process for preparing a halogenated polycarbonate wherein phenolic-terminated, halogenated carbonate oligomers are prepared in the presence of a coupling catalyst, and are then condensed by contact with a carbonate precursor.Type: GrantFiled: July 15, 1991Date of Patent: June 8, 1993Assignee: The Dow Chemical CompanyInventors: Maurice J. Marks, John K. Sekinger
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Patent number: 5216117Abstract: The solvent-resistance and thermal stability of polyamideimides of the general formulae: ##STR1## is improved by capping the amideimides with a crosslinking functionality (Y) containing a residue selected from the group of: ##STR2## wherein R.sub.1 =lower alkyl, lower alkoxy, aryl, aryloxy, substituted alkyl, substituted aryl (either including hydroxyl or halo-substituents), halogen, or mixtures thereof;j= 0, 1, or 2;G=--CH.sub.2 --, --O--, --S--, --SO.sub.2 --, --SO--, --CO--, --CHR--, or --CR.sub.2 --;R=hydrogen, lower alkyl, or phenyl;T=methallyl or allyl;Me=methyl;R.sub.2 =a trivalent organic radical; andR.sub.3 =a divalent organic radical.The amideimide oligomers may be linear or multidimensional, and can be processed into blends, prepregs, or composites. Methods of making these amideimides and intermediates useful in the syntheses are also described.Type: GrantFiled: January 13, 1992Date of Patent: June 1, 1993Assignee: The Boeing CompanyInventors: Clyde H. Sheppard, Hyman R. Lubowitz
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Patent number: 5216113Abstract: The new polyphosphonates, which are highly branched through polyfunctional phosphorus compounds, are suitable for use as moldings, fibers or films and as flameproofing agents and stabilizers in plastics. The new highly branched polyphosphonates show high resistance to thermal ageing and ensure good processability coupled with high migration resistance at elevated in-use temperatures.Type: GrantFiled: September 24, 1990Date of Patent: June 1, 1993Assignee: Bayer AktiengesellschaftInventors: Wolfgang-Hans Schulz-Schlitte, Jurgen Kirsch, Karsten-Josef Idel, Gerd Fengler, Uwe Arndt, Hans-Dieter Block
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Patent number: RE34563Abstract: Copolycondensate molding materials are obtainable by polycondensation offrom 2 to 98 mol % of 2,2-di-(4'-hydroxyphenyl)-propane (A),from 2 to 98 mole % of 4,4'-dihydroxydiphenyl sulfone (B) andfrom 0 to 96 mole % of (C) ##STR1## where R.sup.1 and R.sup.2 are each H, C.sub.1 -C.sub.6 -alkyl or C.sub.1 -C.sub.6 -alkoxy, X is a chemical bond, --S--, --O--, --CO--, CR.sup.3 R.sup.4 (where R.sup.3 and R.sup.4 are different when n and p are each 0), or SO.sub.2 -- only when n or p is .Iadd.not .Iaddend.0), R.sup.3 and R.sup.4 are each H, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, aryl or halogen-substituted alkyl of 1 to 4 carbon atoms, m is 0 or 1, and n and p are each 0, 1, 2, 3, or 4,with from 1 to 100 mole % of (D) ##STR2## where R.sup.5 and R.sup.6 have the same meaning as R.sup.1 and R.sup.2, and v and w are each 0, 1, 2, 3 or 4, and from 0 to 99 mol % of (E) ##STR3## where R.sup.7 -R.sup.10 are each Cl or F or have the same meanings as R.sup.1 and R.sup.Type: GrantFiled: May 15, 1992Date of Patent: March 15, 1994Assignee: BASF AktiengesellschaftInventor: Gerhard Heinz