Phenolic Reactant Contains A Nitrogen Atom Patents (Class 528/210)
  • Patent number: 5496670
    Abstract: A macroscopically isotropic side chain liquid crystal polymer is described containing photochromic mesogenic groups and which through irradiation with light is capable of being permanently or substantially permanently converted into an optically anisotropic phase without having been pre-oriented. The polymer is preferably a polyester between on the one hand either an aliphatic, optionally substituted, .alpha.,.omega.-dicarboxylic acid having a total chain length of up to 24 carbon atoms, or an aryl-, in particular phenyl-, carboxylic acid, and on the other hand an optionally substituted 1,3-propanediol containing the mesogenic group, or a group containing the mesogenic group, attached to the carbon in the 2-position. Furthermore, an optical storage device comprising a film of the polymer.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: March 5, 1996
    Assignees: Riso National Laboratory, Consiglio Nazionale della Richerche
    Inventors: Soren Hvilsted, P. S. Ramanujam, Fulvio Andruzzi
  • Patent number: 5464923
    Abstract: The present invention provides novel substituted biphenyl pyrazines or pyrazine derivatives ("BPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides; and as pigments for coating compositions such as paints. These BPD have the general formula: ##STR1## wherein R.sub.1 -R.sub.8 and n are defined herein.
    Type: Grant
    Filed: October 19, 1994
    Date of Patent: November 7, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: Richard Vicari, George Kvakovszky, Olan S. Fruchey
  • Patent number: 5464926
    Abstract: Oligomeric monomers are produced by reaction of a bisphenol compound with ther a dihalobenzophenone or a (2,2)bis(4-halophenyl)hexafluoropropane and any other activated halogen containing aromatic compounds in the presence of a base and an appropriate solvent. The resulting oligomeric product, a dialkaline bisphenate terminated salt, is then reacted with 4-nitrophthalonitrile to form an oligomer-based phthalonitrile. These oligomers, in the presence or absence of an curing agent, may then be heated to form high temperature thermosetting polymers. These polymers can potentially be used as advanced materials for composites, as adhesives, and for microelectronic applications.
    Type: Grant
    Filed: July 27, 1994
    Date of Patent: November 7, 1995
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Teddy M. Keller
  • Patent number: 5463014
    Abstract: A method of providing electronic shielding comprising providing a layer of a polyaniline composition on the object to be shielded, whereby the entrance and egress of electromagnetic radiation is prevented. Also presented herein is a method of changing the absorption by a polyaniline composition of electromagnetic radiation by modifying the chemical structure and crystallinographic order of the polyaniline composition, wherein said composition comprises a composition of the formula ##STR1## where y can be equal to or greater than zero, and R.sup.1 and R.sup.2 are independently selected from the group consisting of --H, --OCH.sub.3, --F, --Cl, --Br, --I, --NR.sup.3.sub.2, --NHCOR.sup.3, --OH, --O, --SR.sup.3, --OR.sup.3, --OCOR.sup.3, --NO.sub.2, --COOH, --COOR.sup.3, --R.sup.3 SO.sub.3 H, --COR.sup.3, --CHO, and --CN, where R.sup.3 is a C.sub.1 to C.sub.8 alkyl, aryl, or aralkyl group.
    Type: Grant
    Filed: February 8, 1994
    Date of Patent: October 31, 1995
    Assignee: The Ohio State University Research Foundation
    Inventors: Arthur J. Epstein, Mitchell G. Roe, John M. Ginder, Hamid Hajiseyedjavadi, Jinsoo Joo
  • Patent number: 5436317
    Abstract: A method for preparing a polyaniline having a desired molar mass. Control of the molar mass of the polyaniline is achieved in connection with an aniline polymerization reaction, by feeding aniline and an oxidizing agent participating in the polymerization reaction gradually into a polymerization vessel. By varying the feeding speeds of the aniline and the oxidizing agent, polyanilines having different molar masses are obtained.
    Type: Grant
    Filed: December 17, 1993
    Date of Patent: July 25, 1995
    Assignee: Neste Oy
    Inventors: Hannele Jarvinen, Jukka Laakso, Irma Auvinen, Eija Silvasti
  • Patent number: 5422415
    Abstract: Described are compositions protected against thermal and oxidative degradation that compriseA) a polyether polyol or mixtures of such polyols,B) at least one benzofuranone derivative of formula I, ##STR1## wherein L, G, m, R.sub.1 to R.sub.5 and R.sub.21 to R.sub.24 are as defined in claim 1,C) at least one compound from the group of the phenolic anti-oxidants, and/orD) at least one compound from the group of the amino anti-oxidants of the secondary amine type. Also polyurethane(s) (foam(s)) prepared therefrom are protected against thermal and oxidative degradation, especially against core scorching.
    Type: Grant
    Filed: February 3, 1994
    Date of Patent: June 6, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Michaelis
  • Patent number: 5422416
    Abstract: Described herein is a process for synthesizing polybenzazole polymers comprising: (a) contacting a bis(trihalomethyl) organic compound with a polyphosphoric acid under reaction conditions sufficient to convert at least about 25 mole percent of the trihalomethyl groups present to carboxylic acid or carboxylate groups, forming a reaction mixture thereby; and (b) contacting the reaction mixture with an aromatic compound having two o-amino-basic moieties under reaction conditions sufficient to form a polybenzazole polymer.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: June 6, 1995
    Assignee: The Dow Chemical Company
    Inventor: Ying H. So
  • Patent number: 5420237
    Abstract: This invention relates to a process for the enzymatic synthesis of electrically conductive substituted and unsubstituted polyanilines. Aniline monomer(s), an oxidizing agent, which comprises an enzyme and an electron acceptor, and an acidifying agent are reacted together to form polyanilines.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: May 30, 1995
    Assignee: AlliedSignal Inc.
    Inventors: Haya Zemel, John F. Quinn
  • Patent number: 5412059
    Abstract: Novel molecular weight controlled and endcapped polybenzimidazoles (PBI) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenylbenzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The PBI are endcapped with mono(hydroxyphenyl)benzimidazoles. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. Mono(hydroxyphenyl)benzimidazoles are synthesized by reacting phenyl-4-hydroxybenzoate with aromatic (o-diamine)s in diphenylsulfone. Molecular weight controlled and endcapped PBI of new chemical structures are prepared that exhibit a favorable combination of physical and mechanical properties.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: May 2, 1995
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith, Jr.
  • Patent number: 5396362
    Abstract: Micromachined organic crystals are used in electro-optic modulators to provide high speed modulation capability. Machined modulator blocks of organic crystal material, such as dimethylamino n-methylstilbazolium tosylate (DAST), have smooth surfaces adapted to couple light between the organic crystal and a medium adjoining the crystal in the electro-optic modulator. Electrodes are disposed with respect to the modulator block such that an electric field is generated along a selected axis corresponding to the polar axis of the organic crystal. A method of machining the soft organic crystal adapted for use as a modulator includes illuminating the organic crystal material via an opaque mask having a selected pattern corresponding to a desired machined pattern for the organic crystal.
    Type: Grant
    Filed: June 18, 1993
    Date of Patent: March 7, 1995
    Assignee: General Electric Company
    Inventors: Christopher P. Yakymyshyn, Yung S. Liu, Renato Guida
  • Patent number: 5387657
    Abstract: Epoxy resins containing more than one vicinal epoxide group per molecule and at least one thiadiazole, oxadiazole or both thiadiazole and oxadiazole moiety per molecule are disclosed, as well as curable and cured compositions thereof. Certain of these epoxy resins possess enantiotropic liquid crystallinity. These enantiotropic epoxy resins are useful in preparing copolymers with high glass transition temperatures and liquid crystalline morphology, which can result in enhanced unidirectional mechanical properties. These epoxy resins are useful in coating, casting, encapsulation, electronic or structural laminate or composite, filament winding or molding applications.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: February 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
  • Patent number: 5370825
    Abstract: Disclosed is a novel composition of matter comprising a polyacid and a polymer containing repeating units which contain one or more basic atoms. The complex is water-soluble and electrically conductive. The complex is useful in providing organic discharge layers for use in electronic applications and fabrications.
    Type: Grant
    Filed: March 3, 1993
    Date of Patent: December 6, 1994
    Assignee: International Business Machines Corporation
    Inventors: Marie Angelopoulos, Jeffrey D. Gelorme, Thomas H. Newman, Niranjan M. Patel, David E. Seeger
  • Patent number: 5352760
    Abstract: Oligomeric monomers are produced by reaction of a bisphenol compound with ther a dihalobenzophenone or a (2, 2) bis (4-halophenyl) hexafluoropropane and any other activated halogen containing aromatic compounds in the presence of a base and an appropriate solvent. The resulting oligomeric product, a dialkaline bisphenate terminated salt, is then reacted with 4-nitrophthalonitrile to form an oligomer-based phthalonitrile. These oligomers, in the presence or absence of an curing agent, may then be heated to form high temperature thermosetting polymers. These polymers can potentially be used as advanced materials for composites, as adhesives, and for microelectronic applications.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: October 4, 1994
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Teddy M. Keller
  • Patent number: 5346649
    Abstract: An electrically conducting plastic material is produced by blending a polyaniline or a derivative thereof with an organic sulfonic acid or a derivative thereof. A reaction product or blend of a polyaniline or a derivative thereof with an organic sulfonic acid or a derivative thereof can be brought to an easy-to-handle or directly melt-processable form through a heat-treatment process carried out at approx. +40.degree. to +250.degree. C. The obtained plastic material is advantageously further improved by blending the heat-treated reaction product or blend with a thermoplastic polymer and then melt-processing the mixed blend. The properties of the resulting compound material exhibit complete compatibility of the heat-treated reaction product or blend with the thermoplastic polymer.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: September 13, 1994
    Assignee: Neste Oy
    Inventors: Toivo Karna, Jukka Laakso, Kalle Levon, Esko Savolainen
  • Patent number: 5340499
    Abstract: Compositions and methods are described that relate to the use of reaction products of metal compounds and protonic acids for plasticizing and neutralizing acidic, protonated compositions comprising substituted and unsubstituted polyanilines and co-polymers and or mixtures thereof; and for reducing the percolation threshold for conductivity in blends with insulating bulk polymers.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: August 23, 1994
    Assignee: Neste Oy
    Inventors: Toivo Karna, Jukka Laakso, Timo Niemi, Heikki Ruohonen, Esko Savolainen, Helge Lindstrom, Esa Virtanen, Olli Ikkala, Alejandro Andreatta
  • Patent number: 5340734
    Abstract: A process for the in vitro production of chemically modified polyphenolic polymer (PPP). First, stable, highly active extracellular tyrosinase is produced from genetically transformed microorganism such as Streptomyces antibioticus. The tyrosinase is then incubated with a reaction substrate such as l-tyrosine, hydrolyzed protein, or an oligopeptide in combination with l-tyrosine. The ratio of the oligopeptide/tyrosine combination as well as variation in the concentration of tyrosinase can be used to modify the color, the molecular size, and the spectral absorbance properties of the PPP produced. Alternatively, or additionally, oxidants such as hydrogen peroxide or hypochlorite can be used to modify the color of the PPP, regardless of the method used to produce the PPP, and the PPP can subsequently be fractionated using molecular weight cut-off ultrafiltration. Organic solvents can also be used in the method of making PPP to produce PPPs having variable but reproducible physical properties.
    Type: Grant
    Filed: November 25, 1992
    Date of Patent: August 23, 1994
    Assignee: Biosource Genetics Corporation
    Inventors: Guy R. della-Cioppa, Stephen J. Garger, Jr., Richard B. Holtz, Michael J. McCulloch, Genadie G. Sverlow
  • Patent number: 5338828
    Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: August 16, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5324808
    Abstract: In reactions to form PBZ polymers such as polybenzoxazole, monomers having an aromatic group bonded to a primary amine group and to a hydroxy, thio or amine group ortho to said primary amine group are contacted with monomers having an electron-deficient carbon group. In the present invention the electron deficient carbon group may be an alkali metal carboxylate group or a trihalomethyl group. Useful monomers include, for example, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexachloroxylene and disodium terephthalate.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: June 28, 1994
    Assignee: The Dow Chemical Company
    Inventor: Ying H. So
  • Patent number: 5324453
    Abstract: A method of emulsion polymerization of aniline or substituted anilines for making substituted or unsubstituted homopolymers and co-polymers of aniline. The method includes formation of an emulsion of aniline monomers, polar solvent, non-polar or weakly polar solvent and functionalized protonic acid, which is selected for its ability to perform two functions: acting as a surfactant and acting as a protonating agent (dopant) in producing an electrically conducting polymer. Then, an oxidant is added to polymerize the ingredients of the emulsion. This method provides polyaniline particles of highly crystalline and oriented morphologies of controlled aspect ratios.
    Type: Grant
    Filed: August 7, 1992
    Date of Patent: June 28, 1994
    Assignee: Neste Oy
    Inventors: Yong Cao, Jan-Erik Osterholm
  • Patent number: 5320780
    Abstract: The invention provides for a process of using a static dissipative, polymeric composition to prevent electrostatic discharge. The static dissipative, polymeric composition is both humidity independent and water insoluble. The present invention also provides an article comprising a substrate to be protected from electrostatic discharge.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: June 14, 1994
    Assignee: Tech Spray, Inc.
    Inventor: Greg R. Unruh
  • Patent number: 5317078
    Abstract: Di(hydroxyphenyl)benzimidazole monomers were prepared from phenyl-4-hydroxybenzoate and aromatic bis(o-diamine)s. These monomers were used in the synthesis of soluble polybenzimidazoles. The reaction involved the aromatic nucleophilic displacement of various di(hydroxyphenyl)benzimidazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds in the presence of an alkali metal base. These polymers exhibited lower glass transition temperatures, improved solubility, and better compression moldability over their commercial counterparts.
    Type: Grant
    Filed: October 30, 1991
    Date of Patent: May 31, 1994
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith
  • Patent number: 5312897
    Abstract: Electroactive polymers are provided which contain alternating phenyl rings and nitrogen atoms, and which contain both quinoid mer units and benzenoid mer units. The polymers are formed by poly(condensation) of N-phenylhydroxylamine or derivatives thereof under anhydrous conditions in the presence of a Lewis acid catalyst. Methods for producing films, fibers and shaped articles of the polymers are provided as well.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: May 17, 1994
    Assignee: Neste Oy
    Inventor: Floyd Klavetter
  • Patent number: 5302687
    Abstract: A process for preparing a polymeric composition comprising reacting a mixture of at least one phenolic compound and at least one oxazoline compound in the presence of a catalytic amount of at least one ammonium salt and a tetracarbyl phosphonium salt, and optionally also in the presence of an alkyl halide is described.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: April 12, 1994
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Omar Tiba, Gilbert M. Gynn
  • Patent number: 5294517
    Abstract: Energy polymerizable compositions comprising at least one cyanate monomer and as curing agent an organometallic compound are disclosed. The compositions are useful in applications requiring high performance, such as high temperature performance; in composites, particularly structural composities; structural adhesives; tooling for structural composities; electronic applications such as printed wiring boards and semiconductor encapsulants; graphic arts; injection molding and prepregs; and high performance binders.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: March 15, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
  • Patent number: 5294694
    Abstract: A method is provided for absorbing electromagnetic radiation using a polyaniline composition, wherein the radiation is infrared, visible light, ultraviolet, radar, or microwave radiation. Also provided is a method for reducing the detectability by radar of an object by increasing the absorption of radar waves and thereby decrease the reflection of the radar waves by applying to the object a polyaniline composition or a partially protonated salt thereof.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: March 15, 1994
    Assignee: The Ohio State University Research Foundation
    Inventors: Arthur J. Epstein, John M. Ginder, Mitchell G. Roe, Hamid Hajiseyedjavdi
  • Patent number: 5290887
    Abstract: Epoxy resins containing more than one vicinal epoxide group per molecule and at least one thiadiazole, oxadiazole or both thiadiazole and oxadiazole moiety per molecule are disclosed, as well as curable and cured compositions thereof. Certain of these epoxy resins possess enantiotropic liquid crystallinity. These enantiotropic epoxy resins are useful in preparing copolymers with high glass transition temperatures and liquid crystalline morphology, which can result in enhanced unidirectional mechanical properties. These epoxy resins are useful in coating, casting, encapsulation, electronic or structural laminate or composite, filament winding or molding applications.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: March 1, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
  • Patent number: 5290483
    Abstract: A process for preparing a conductive polymer article comprises the steps of preparing a dispersible neutral intrinsically conductive polymer; dispersing the intrinsically conductive polymer in a thermoplastic polymer to form a blend; processing the blend into the shape of the desired article; and, contacting the processed article with a dopant solution capable of both swelling the thermoplastic polymer and doping the intrinsically conductive polymer. A process for preparing neutral polyaniline comprises the steps of neutralizing doped polyaniline with a sodium carbonate solution and washing the polyaniline with a polyethyleneglycol solution. A conductive polymer article comprises a blend of an intrinsically conductive polymer and a thermoplastic polymer which is subsequently doped. A conductive polymer blend according to the invention, includes polyaniline, or insulating thermoplastic material and carbon black.
    Type: Grant
    Filed: June 22, 1993
    Date of Patent: March 1, 1994
    Assignee: Americhem, Inc.
    Inventors: Vaman G. Kulkarni, Bernhard Wessling
  • Patent number: 5281675
    Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: January 25, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5276128
    Abstract: Salts that contain AA-PBZ monomer ions and BB-PBZ monomer ions can be precipitated from an aqueous solution by contacting soluble salts of the monomers in an aqueous solution. The monomer salt can be polymerized by ordinary techniques to form polybenzazole polymers without the need for devolatilization and with very accurate stoichiometric control.
    Type: Grant
    Filed: October 22, 1991
    Date of Patent: January 4, 1994
    Assignee: The Dow Chemical Company
    Inventors: Steven Rosenberg, Richard C. Krauss, Ming-Biann Liu, Luke R. Kleiss
  • Patent number: 5270432
    Abstract: 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: Grant
    Filed: April 10, 1992
    Date of Patent: December 14, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, John W. Connell, Joseph G. Smith, Jr.
  • Patent number: 5266673
    Abstract: A hydroxy-substituted poly(phenylene ether) resin can be produced by copolymerizing from 1.5 to 8 mol % of a phenol compound selected from those represented by the following formulae (a), (b), (c), (d), and (e): ##STR1## and from 98.5 to 92 mol % of a phenol compound of the following formula (f): ##STR2## The hydroxy-substituted poly(phenylene ether) resin shows excellent compatibility with a polyamide, a polycarbonate, a poly(butylene terephthalate), a poly(phenylene sulfide), and is useful as a copatibilizer or a modified resin for engineering plastics.
    Type: Grant
    Filed: May 15, 1992
    Date of Patent: November 30, 1993
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Toru Tsukahara, Hiromi Nishimura, Mitsutoshi Aritomi, Yusuke Arashiro, Shinichi Yamauchi
  • Patent number: 5254663
    Abstract: Homopolymers and copolymers with high Tg's are produced from phthalazones which in turn are produced from phenolphthalein as a readily available starting material; the homopolymers may be represented by formula (IX): ##STR1## wherein R.sub.1 and R.sub.2, which may be the same or different, are selected from hydrogen, fluorine, phenyl and fluorophenyl, each m, which may be the same or different, is an integer of 0, 1, 2, 3 or 4, and n is an integer of 2 to 200. Novel phenyl substituted phenolphthaleins and novel hydroxybenzoylbenzoic acids, as well as novel phthalazones, all of which may be employed in the preparation of homopolymers and copolymers of the invention, are also provided.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: October 19, 1993
    Inventor: Allan S. Hay
  • Patent number: 5250848
    Abstract: Solder interconnection whereby the gap created by solder connections between a carrier substrate and semiconductor device is filled with a composition obtained from curing a preparation containing a cycloaliphatic polyepoxide and/or curable cyanate ester or prepolymer thereof; filler having a maximum particle size of 31 microns and being at least substantially free of alpha particle emissions.
    Type: Grant
    Filed: July 30, 1991
    Date of Patent: October 5, 1993
    Assignee: International Business Machines Corporation
    Inventors: Frederick R. Christie, Kostas I. Papathomas, David W. Wang
  • Patent number: 5243014
    Abstract: The present invention relates to a homogeneous accelerator system for epoxy resins and to a method of curing such epoxy resins, wherein the system comprises (a) an inorganic salt which contains a nitrate ion, (b) aliphatic hydroxy compound selected from monohydric alcohols containing 1 to 10 carbon atoms in the molecule, polyhydric alcohols containing 2 to 10 carbon atoms and 2 to 4 hydroxy groups in the molecule, and poly (C.sub.2-5 alkylene) glycols and (c) an aminophenol.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: September 7, 1993
    Inventor: John A. Shomer
  • Patent number: 5235023
    Abstract: In reactions to form PBZ polymers such as polybenzoxazole, monomers having an aromatic group bonded to a primary amine group and to a hydroxy, thio or amine group ortho to said primary amine group are contacted with monomers having an "electron-deficient carbon group." In the present invention the electron-deficient carbon group may be an alkali metal carboxylate group or a trihalomethyl group. Useful monomers include, for example, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.',-hexachloroxylene and disodium terephthalate.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: August 10, 1993
    Assignee: The Dow Chemical Company
    Inventor: Ying H. So
  • Patent number: 5232631
    Abstract: Solutions and plasticized compositions of electrically conductive substituted and unsubstituted polyanilines in nonpolar organic fluid phases with functionalized protonic acids are disclosed as are methods of forming such solutions or compositions and use of same to form conductive articles.
    Type: Grant
    Filed: June 12, 1991
    Date of Patent: August 3, 1993
    Assignee: Uniax Corporation
    Inventors: Yong Cao, Paul Smith, Alan J. Heeger
  • Patent number: 5231163
    Abstract: A polyarylene sulfide has an inherent viscosity [.eta..sub.i n h ] of 0.1 to 0.5 dl/g, a weight-average molecular weight of 1.times.10.sup.4 to 2.times.10.sup.5 ; a ratio of the inherent viscosity [.eta..sub.i n h ] to a calculated viscosity [.eta.].sub.calc ([.eta..sub.i n h /[.eta.].sub.calc) of 0.4/1 to 0.8/1; and a degree of whiteness of 50 or higher when measured in accordance with whiteness testing procedures (JIS P8123). The polyarylene sulfide is prepared by reaction by contacting at least one member of a metallic sulfide (A) selected from an alkali metal sulfide and an alkali metal hydrosulfide with a dihalogen aromatic compound (B) and an aromatic compound (C) having three or more than three functional groups in a polar solvent in a molar ratio of the dihalogen aromatic compound (B) to the metallic sulfide (A) [(B)/(A)] ranging from 1.035/1 to 1.300/1 and in a molar ratio of the aromatic compound (C) to the dihalogen aromatic compound (B) [(C)/(B)] ranging from 0.003/1 to 0.05/1.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: July 27, 1993
    Assignee: Idemitsu Petrochemical Company, Ltd.
    Inventors: Wataru Kosaka, Minoru Senga, Norio Ogata, Tatsuya Housaki
  • Patent number: 5218076
    Abstract: The invention is a process for making novel branched polybenzazole polymers and the polymers formed thereby. Novel compounds are also disclosed that are useful as branching agents in making the branched polybenzazole polymers. The branched polymers synthesized by the process can be formed into strong, light articles such as fibers and films.
    Type: Grant
    Filed: March 11, 1992
    Date of Patent: June 8, 1993
    Assignee: The Dow Chemical Company
    Inventors: Norman L. Madison, William J. Harris
  • Patent number: 5215860
    Abstract: Energy polymerizable compositions comprising at least one cyanate monomer and as curing agent an organometallic compound are disclosed. The compositions are useful in applications requiring high performance, such as high temperature performance; in composites, particularly structural composities; structural adhesives; tooling for structural composities; electronic applications such as printed wiring boards and semiconductor encapsulants; graphic arts; injection molding and prepregs; and high performance binders.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: June 1, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
  • Patent number: 5214127
    Abstract: A process for the preparation of aromatic polyamides comprises reacting carbon monoxide and an aromatic iodoamine characterized by having at least one iodine atom covalently bonded to an aromatic ring and at least one amino group. The process is conducted in the presence of a solvent, a catalyst and a base at a pressure greater than about 1 kg/cm.sup.2.
    Type: Grant
    Filed: February 25, 1992
    Date of Patent: May 25, 1993
    Assignee: Eastman Kodak Company
    Inventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
  • Patent number: 5208299
    Abstract: The present invention relates to nonlinear optical material comprising nonlinear optical dihydroxy arylhydrazones and to nonlinear optical materials comprising compositions containing at least one divalent moiety of nonlinear optical arylhydrazones. The present invention also relates to polyesters, polyestercarbonates, polycarbonates, polyethers, and poly(hydroxy ether) polymers, incorporating the dihydroxy arylhydrazone as recurring divalent moieties in the backbone of the polymer. The polymeric compositions of the present invention have high glass transition temperatures and exhibit stable nonlinear optical activity at high temperatures over a period of time.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: May 4, 1993
    Assignee: The Dow Chemical Company
    Inventors: Stephen E. Bales, David J. Brennan, Robert J. Gulotty, Anthony P. Haag, Muthiah N. Inbasekaran
  • Patent number: 5208301
    Abstract: Sulfonic acid-substituted polyaniline compositions, ammonium salts thereof, and uses therefor are disclosed. The ammonium salts of the sulfonic acid-substituted polyaniline compositions are used as interim materials in the processing of conducting sulfonated polyaniline compositions. The ammonium salts of the sulfonic acid-substituted polyaniline compositions are also used to either reversible or irreversible NH.sub.3 filters, sensors, temperature indicators and the like.
    Type: Grant
    Filed: May 25, 1990
    Date of Patent: May 4, 1993
    Assignee: Ohio State University Research Foundation
    Inventors: Arthur J. Epstein, Jiang Yue
  • Patent number: 5200452
    Abstract: Difficultly inflammable polymeric resins are obtained by curing resin mixtures comprising(a) a resin component comprising at least one thermically curable 1-oxa-3-aza tetraline groups containing compound; and(b) an organic metal or semimetal compound, or a carbon monoxide complex compound, of an element of the 6th, 7th or 8th auxiliary group of the periodic system or of copper, antimony or bismuth.
    Type: Grant
    Filed: November 18, 1991
    Date of Patent: April 6, 1993
    Assignee: Gurit-Essex AG
    Inventor: Herbert Schreiber
  • Patent number: 5198146
    Abstract: The present invention provides a homogeneous accelerator system, having improved efficacy for curing epoxy resins, which comprises (A) an inorganic salt which contains a nitrate ion, (B) an aliphatic hydroxy compound selected from monohydric alcohols containing 1 to 10 carbon atoms in the molecule, polyhydric alcohols containing 2 to 10 carbon atoms and 2 to 4 hydroxy groups in the molecule, and poly (c.sub.2-5 alkylene)glycols and (C) an aminophenol accelerator.
    Type: Grant
    Filed: July 24, 1991
    Date of Patent: March 30, 1993
    Inventor: John A. Shomer
  • Patent number: 5188953
    Abstract: Biocatalytic oxidative processes wherein oxidizable substrates are reacted with peroxides in the presence of a peroxidase such as soybean peroxidase or another legume peroxidase; an oxidative coupling reaction for producing phenolic resins; a method for the purification of peroxidase enzyme-containing extracts generally also are described.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: February 23, 1993
    Assignee: The Mead Corporation
    Inventors: Mark A. Johnson, Alexander R. Pokora, William L. Cyrus, Jr.
  • Patent number: 5182356
    Abstract: Poly(1,2,4-triazoles)(PT) have been prepared by involving the aromatic nucleophilic displacement reaction of di(hydroxyphenyl)-1,2,4-triazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The reactions are carried out in polar aprotic solvents such as sulfolane or diphenylsulfone using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl)-1,2,4-triazole monomers are first synthesized by reacting bis(4-hydroxyphenyl) hydrazide with aniline hydrochloride at 250.degree. C. in the melt and also by reacting 1,3 or 1,4-bis-(4-hydroxyphenyl)phenylenedihydrazide with 2 moles of aniline hydrochloride in the melt. Purification of the di(hydroxyphenyl)-1,2,4-triazole monomers is accomplished by recrystallization.
    Type: Grant
    Filed: January 24, 1991
    Date of Patent: January 26, 1993
    Assignee: The United States of America as represented by the United States National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Peter Wolf
  • Patent number: 5164465
    Abstract: Sulfonic acid-substituted polyaniline salt compositions, processes for their preparation and uses therefor are disclosed. The sulfonated polyaniline salt compositions have fast electronic and optical responses to electrochemical potentials, improved environmental stability, and improved solubility. A process for producing the sulfonated polyaniline salt compositions comprises reacting a sulfonated polyaniline polymer with an aqueous basic solution. The sulfonated polyaniline compositions are useful for absorption of electromagnetic radiation, as a high density erasable data storage medium for use in information storage and processing applications, and to provide electronic, chemical, electrochemical, and optical microelectronic devices which use and control the chemical and physical properties of the sulfonated polyaniline salt compositions.
    Type: Grant
    Filed: October 24, 1989
    Date of Patent: November 17, 1992
    Assignee: Ohio State University Research Foundation
    Inventors: Arthur J. Epstein, Jiang Yue
  • Patent number: 5153298
    Abstract: Disclosed is a process for the preparation of a phenolic resin which comprises reacting a phenol with a peroxidase or an oxidase enzyme and a peroxide in an organic solvent-containing medium, wherein said phenol and said organic solvent are present at a ratio greater than about 0.5:1.
    Type: Grant
    Filed: June 4, 1991
    Date of Patent: October 6, 1992
    Assignee: The Mead Corporation
    Inventors: Alexander R. Pokora, William L. Cyrus, Jr., Mark A. Johnson
  • Patent number: 5149581
    Abstract: A polyether copolymer comprising the repeating units represented by the following general formula (I) ##STR1## and the repeating units represented by the following formula (II) ##STR2## the molar ratio of (I)/{(I)+(II)} being from 0.1 to 0.8 and the polyether copolymer having a melt viscosity of at least 500 poise as measured at 400.degree. C. is produced by allowing a dihalogenobenzonitrile, 1,4-bis(4'-halobenzoyl)benzene, and 4,4'-biphenol to react with each other in an aprotic polar solvent in the presence of an alkali metal compound. The polyether copolymer exhibits excellent heat-resistance, solvent resistance, and mechanical strength, and is suitable as a material for resin compositions, heat-resistant laminates, fiber, and film.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: September 22, 1992
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Shigeru Matsuo, Shigeru Murakami, Shinji Chino, Hiroyuki Higuchi, Mikiya Hayashi
  • Patent number: 5149755
    Abstract: A method for the preparation of poly(benzoxazole)s, poly(benzimidazoles)s, and poly(benzthiazole)s. In the presence of solvent and catalyst, reacting carbon monoxide, an aromatic halide reactant having the general formula X.sup.1 --Ar.sup.1 --Z.sup.1 and an aromatic amine reactant having the general formula Z.sup.2 --Ar.sup.2 --M.sup.1, wherein X.sup.1 and Z.sup.1 are non-ortho, Z.sup.2 and M.sup.1 are non-ortho, one of Z.sup.1 and Z.sup.2 is X.sup.2 and the other one is M.sup.2, --Ar.sup.1 -- and --Ar.sup.2 -- are each independently selected from the group consisting of aromatic and heteroaromatic moieties having a total of ring carbons and heteroatoms of from 6 to about 20, X.sup.1 and X.sup.2 are each independently selected from the group consisting of --I and --Br, and M.sup.1 and M.sup.2 are each independently selected from moieties having an --NH.sub.2 radical and, ortho to the --NH.sub.2 radical, a radical selected from the group consisting of --NH.sub.2, --OH, and --SH.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: September 22, 1992
    Assignee: Eastman Kodak Company
    Inventor: Robert J. Perry