Nitrogen-containing Reactant Patents (Class 528/208)
  • Patent number: 5744125
    Abstract: 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: Grant
    Filed: February 23, 1995
    Date of Patent: April 28, 1998
    Assignee: Yale University
    Inventors: John M. Pawelek, James T. Platt
  • Patent number: 5726275
    Abstract: Process for the batchwise preparation of poly-p-phenylene terephthalamide polymer by means of reacting approximately equimolar amounts of p-phenylene diamine and terephthaloyl dichloride in a solution containing N-methyl-2-pyrrolidone and calcium chloride, with the reaction being carried out in a cylindrical reaction vessel equipped with a single mixing gear used as stirrer and granulator, the contents of the reaction vessel being whirlingly mixed as terephthaloyl dichloride is added, the formed polymer being crumbled, and the reaction and the crumbling taking place in one and the same reaction vessel. The whirling miming ensures that the terephthaloyl dichloride is very thoroughly mixed into the solution of N-methyl-2-pyrrolidone, calcium chloride, and p-phenylene diamine before the reaction between the reactants causes a very rapid increase in viscosity. The quality of She product obtained by this process is very high.
    Type: Grant
    Filed: July 31, 1996
    Date of Patent: March 10, 1998
    Assignee: Akzo Nobel N.V.
    Inventors: Angelica Elizabeth-Maria Bannenberg-Wiggers, Johannes A. van Omme, Joannes Marinus Surquin
  • Patent number: 5670603
    Abstract: This invention relates to polymers having non-linear optical properties which polymers include fluorene moieties having at least one electron accepting group and at least one electon donating group substituted to different phenyl rings of the fluorene moiety.
    Type: Grant
    Filed: March 8, 1993
    Date of Patent: September 23, 1997
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5665855
    Abstract: Disclosed are polymers and copolymers containing at least one repeating unit of the formula ##STR1## in which X is O or NH; R is a single bond or a hydrocarbon chain; R' is a hydrocarbon chain containing one or two carbon atoms, and P is the residue of an oligomer HX--P--XH whose solution viscosity determined in meta-cresol at 30.degree. C. at concentrations of 0.5 g/dl is lower than 0.50 dl/g.sup.-1. Also disclosed is a process for obtaining the polymers and copolymers.
    Type: Grant
    Filed: July 23, 1993
    Date of Patent: September 9, 1997
    Assignee: Elf Atochem S.A.
    Inventors: Margarita Acevedo, Alain Fradet, Didier Judas
  • Patent number: 5639849
    Abstract: 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: Grant
    Filed: March 1, 1996
    Date of Patent: June 17, 1997
    Inventor: Allan S. Hay
  • Patent number: 5606012
    Abstract: Polymeric polyetheramidoamine hydrogel materials, which are capable of complexing heparin in physiological conditions are herein described. Said materials are useful in the manufacturing of medical devices.
    Type: Grant
    Filed: November 22, 1994
    Date of Patent: February 25, 1997
    Assignee: Societa' Consortile Ricerche Angelini S.p.A.
    Inventors: Maria C. Tanzi, Gianfranco Palumbo
  • Patent number: 5591809
    Abstract: The present invention provides novel one-step processes for preparing highly branched macromolecule polymers that have highly controlled molecular architectures. The process comprises the reaction of a branching monomer such as a substituted phenyl compound having the formula: ##STR1## wherein R.sub.1, R.sub.2, and R.sub.3 are defined herein, with a core monomer and an end-capping monomer, such as a phenolic ester, for a sufficient period of time and at a sufficient temperature to directly produce the highly branched polymer, in a single processing step.
    Type: Grant
    Filed: August 18, 1995
    Date of Patent: January 7, 1997
    Assignee: Hoechst Celanese Corporation
    Inventors: Richard Vicari, Kathleen N. Juneau, Carl D. Murphy
  • Patent number: 5554715
    Abstract: Novel poly(N-arylenebenzimidazole)s (PNABls) are prepared by the aromatic nucleophilic displacement reaction of novel di(hydroxyphenyl-N-arylene benzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. 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. The di(hydroxyphenyl-N-arylenebenzimidazole) monomers are synthesized by reacting phenyl-4-hydroxybenzoate with bis(2-aminoanilino)arylenes in diphenylsulfone. Moderate molecular weight PNABIs of new chemical structures were prepared that exhibit a favorable combination of physical and mechanical properties. The use of the novel di(hydroxyphenyI-N-arylenebenzimidazole)s permits a more economical and easier way to prepare PNABIs than previous routes.
    Type: Grant
    Filed: January 17, 1995
    Date of Patent: September 10, 1996
    Assignee: The United States of America as represented by the Administrator of National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith, Jr.
  • Patent number: 5550204
    Abstract: Crosslinkable, polyaromatic, polyether or polyester oligomers can have glass transition temperatures above 900.degree. F. while exhibiting desirable toughness for aerospace applications and ease of processing. A plurality (i.e. three or more) of generally linear aryl arms extend outwardly like spokes from a central aromatic hub through ether or ester linkages. Each spoke usually includes electronegative linkages, and is capped with one or two crosslinking functionalities (i.e. unsaturated hydrocarbon sites) which may be thermally or chemically activated to complete the advanced composite during curing. Among other methods, linear and multidimensional polyether oligomers are synthesized using nitrophthalic anhydride or halophthalic anhydride, dialcohols, or polyols, diamines, and suitable end caps.
    Type: Grant
    Filed: June 30, 1994
    Date of Patent: August 27, 1996
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard
  • Patent number: 5545832
    Abstract: 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: Grant
    Filed: February 28, 1995
    Date of Patent: August 13, 1996
    Inventor: Allan S. Hay
  • Patent number: 5534613
    Abstract: Polymers of the class rigid-rod aromatic heterocyclic polymers, having repeating units of the formula: ##STR1## wherein R is selected from the group consisting of --H, --CH.sub.3, --N(CH.sub.3).sub.2 and --OH, and Q is ##STR2## wherein X is --S-- or --O--, exhibit increased electrical conductivity, as compared to rigid-rod aromatic heterocyclic polymers polymers not containing the triarylamino moiety.
    Type: Grant
    Filed: January 26, 1995
    Date of Patent: July 9, 1996
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Kasturi R. Srinivasan
  • Patent number: 5530087
    Abstract: Polyanils of the general formula ##STR1## where R.sup.1 is C.sub.1 -C.sub.24 -alkyl, C.sub.1 -C.sub.24 -alkoxy, Cl, Br, CF.sub.3 or NO.sub.2,R.sup.2 is para-phenylene, a fused aromatic ring system of 10 to 30 carbon atoms or ##STR2## R.sup.3 is a chemical bond, S, O, NH, CH.sub.2, CH.dbd.CH, CO, SO or SS andn is an integer from 5 to 100,and their acid addition salts of the general formula II ##STR3## where X.sup.- is ClO.sub.4.sup.-, BF.sub.4.sup.-, AsF.sub.6.sup.- or ##STR4## and R.sub.4 is C.sub.1 --C.sub.8 -alkyl are disclosed. The polyanils are useful as electrically conductive materials and for nonlinear optical purposes.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: June 25, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Naarmann, Rudolf Gompper, Thomas Mueller
  • Patent number: 5498477
    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: January 31, 1994
    Date of Patent: March 12, 1996
    Assignee: Neste Oy
    Inventor: Floyd Klavetter
  • 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: 5453515
    Abstract: Benzophenone iminodiimides of the formula I ##STR1## which Y denotes hydroxyl or carboxyl, R.sub.1 denotes the optionally substituted radicals alkylene, phenylene or benzylidene, R.sub.2 denotes the radicals OH, substituted or unsubstituted alkyl or NH--CO--NHR.sub.3 and R.sub.3 denotes the radicals H, alkyl, phenyl or benzyl, processes for their preparation and polymers prepared therefrom.
    Type: Grant
    Filed: December 27, 1993
    Date of Patent: September 26, 1995
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Gerd Greber, deceased, Heinrich Gruber, Afschin Hassanein
  • 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: 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: 5386002
    Abstract: Polyetherimides, polyesterimides, poly(ester etherimides) and poly(carbonate imides) which are thermoplastic, polymeric materials contain divalent bisimides of formula ##STR1## wherein R is independently in each occurrence hydrogen, alkyl of from 1 to 20 carbons, aryl or aralkyl of from 1 to 20 carbons, halogen or NO.sub.2. Novel monomeric bisimides corresponding to the above formula are also disclosed.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: January 31, 1995
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Daniel J. Murray, Michael N. Mang, James L. Brewbaker
  • Patent number: 5382649
    Abstract: Thermoplastic polyester-imides having improved mechanical properties, characterized in that they consist of recurring units of the formula I ##STR1## in which R denotes an 2,4-tolylene, 2,6-tolylene, 2,5-bis(4-phenylenethio) thiadiazole,or a 1,4-bis(phenylenethio)diphenyl sulfone radical, a process for their preparation and their use for the production of industrial components of plastic.
    Type: Grant
    Filed: November 10, 1993
    Date of Patent: January 17, 1995
    Assignee: Chemie Linz GmbH
    Inventor: Heinrich Horacek
  • Patent number: 5374706
    Abstract: Novel compositions comprising a high concentration of one or more extended chain homopolymer, copolymer, or block polymer and certain polyphosphoric acids are prepared. Such compositions are optically anisotropic (liquid crystalline), capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at exceptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.
    Type: Grant
    Filed: October 13, 1993
    Date of Patent: December 20, 1994
    Assignee: The Dow Chemical Company
    Inventors: James F. Wolfe, Paul D. Sybert, Joanne R. Sybert
  • 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: 5324810
    Abstract: Polyimide compositions, films, and electronic devices using polyimides, based on 9-aryl-9(perfluoroalkyl)xanthene-2,3,6,7-dianhydride or 9,9'-bis(perfluoroalkyl)xanthene-2,3,6,7-dianhydride and benzidine derivatives. These polyimides offer a combination of low linear coefficient of thermal expansion, low dielectric constant, and low water absorption.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: June 28, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Brian Auman
  • 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: 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: 5290908
    Abstract: Aromatic polyimides with acetylenic end groups are cured by coupling together thermally or catalytically using cuprous salts as catalysts to increase molecular weight with little or no by-product formation. These polyimides can be shaped and formed prior to the coupling.The acetylenic end-capped aromatic polyimides are formed by the reaction of an aromatic dianhydride, an acetylenic organic monoamine compound which will provide the reactive end groups and optionally an aromatic diamine.
    Type: Grant
    Filed: January 24, 1975
    Date of Patent: March 1, 1994
    Assignee: The University of Notre Dame du Lac
    Inventor: Gaetano F. D'Alelio
  • Patent number: 5286840
    Abstract: A thermally stable polyimide which is blocked at the polymer terminal with a dicarboxylic acid anhydride represented by the formula (III): ##STR1## wherein Z is a divalent radical selected from the group consisting of a monoaromatic radical which is substantially unsubstituted or substituted with a radical having no reactivity with amine or dicarboxylic acid anhydride and has from 6 to 15 carbon atoms, a condensed polyaromatic radical or a noncondensed aromatic radical connected each other with a direct bond or a bridge member, and has a fundamental skeleton represented by recurring structural units of the formula (IV): ##STR2## and a process of preparing the polyimide.
    Type: Grant
    Filed: November 21, 1991
    Date of Patent: February 15, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Hideaki Oikawa, Nobuhito Koga, Akihiro Yamaguchi, Shoji Tamai
  • Patent number: 5283313
    Abstract: A readily processable polyimide being blocked at the terminal of a polymer molecule with a divalent radical derived from dicarboxylic acid anhydride represented by the formula (IV): ##STR1## wherein Z is a divalent radical selected from the group consisting of a monoaromatic radical which is substantially unsubstituted or substituted with a radical having no reactivity with amine or carboxylic acid anhydride and has from 5 to 15 carbons atoms, condensed polyaromatic radical or noncondensed aromatic radical connected each other with a direct bond or a bridge member, and having a fundamental skeleton represented by recurring structural units of the formula (III): wherein X and Y are --O-- or --CO-- and differ each other; preparation process of the polyimide; and resin composition containing the polyimide and fibrous reinforcement.
    Type: Grant
    Filed: November 21, 1991
    Date of Patent: February 1, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Wataru Yamashita, Shoji Tamai, Akihiro Yamaguchi
  • 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: 5264537
    Abstract: Novel polyiminocarbonates having molecular weights exceeding 70,000 daltons. Novel solution polymerization and interfacial polymerization processes for the preparation of polyiminocarbonates in which cyanate compounds are reacted with diphenol compounds in the presence of a strong base catalyst.
    Type: Grant
    Filed: March 5, 1992
    Date of Patent: November 23, 1993
    Assignee: Rutgers, The State University
    Inventors: Joachim B. Kohn, Chun Li
  • Patent number: 5262516
    Abstract: A process for preparing a polyetherimide-polyimide copolymer by (a) reacting a bis (ether anhydride) with a stoichiometric excess of an organic diamine in an inert, non-polar solvent to form an amine-terminated oligomer-solvent mixture; (b) removing unreacted organic diamine from the oligomer-solvent mixture; and (c) reacting the oligomer with an aromatic dianhydride.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: November 16, 1993
    Assignee: General Electric Company
    Inventor: Brent A. Dellacoletta
  • Patent number: 5258485
    Abstract: 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: Grant
    Filed: June 2, 1992
    Date of Patent: November 2, 1993
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Shigeru Matsuo, Naoto Yakoh, Shinji Chino
  • Patent number: 5247057
    Abstract: 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: Grant
    Filed: March 23, 1992
    Date of Patent: September 21, 1993
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Loon-Seng Tan, Fred E. Arnold
  • Patent number: 5247060
    Abstract: 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: Grant
    Filed: January 9, 1992
    Date of Patent: September 21, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Teddy M. Keller
  • Patent number: 5243019
    Abstract: A fluorine-containing aromatic polyamide obtained by reacting an aromatic dicarboxylic acid having a perfluoroalkenyloxy group with a diamine is excellent in water repellency, water resistance, heat resistance, etc.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: September 7, 1993
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Shinji Takeda, Masami Yusa, Yasuo Miyadera
  • Patent number: 5239049
    Abstract: 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: Grant
    Filed: November 23, 1992
    Date of Patent: August 24, 1993
    Assignee: Olin Corporation
    Inventors: Bruce A. Marien, Keith O. Wilbourn
  • Patent number: 5239046
    Abstract: 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: Grant
    Filed: August 24, 1992
    Date of Patent: August 24, 1993
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard, Ronald R. Stephenson
  • Patent number: 5237045
    Abstract: 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: Grant
    Filed: January 9, 1992
    Date of Patent: August 17, 1993
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Peter J. Burchill, Teddy M. Keller
  • Patent number: 5227462
    Abstract: A multiply-branched aliphatic-aromatic polyester and a method for producing that polymer. The method comprises condensing a branching reactant represented by the general formula ##STR1## Each j is 1 or 2, each Ar is independently selected from the group consisting of aromatic and heteroaromatic moieties having a total of ring carbons and heteroatoms of from 5 to about 20, each R.sup.1 is a linking group independently selected from alkyl having from 1 to about 6 carbons, fluoroalkyl having from 1 to about 6 carbons, --O--, --S--, --C.tbd.C--, and ##STR2## Z.sup.1 is selected from the group consisting of hydroxyl and --OSi(CH.sub.3).sub.3, and each Z.sup.2 is independently selected from groups having the structural formula ##STR3## wherein each R.sup.2 is independently selected from the group consisting of hydroxy, chloro, bromo, monovalent alkoxide having from 1 to about 6 carbons, and --O--(CH.sub.2).sub.g --OH, wherein g is an integer from 1 to 3, or Z.sup.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: July 13, 1993
    Assignee: Eastman Kodak Company
    Inventors: S. Richard Turner, Brigitte I. Voit
  • Patent number: 5225522
    Abstract: A multiply-branched aliphatic-aromatic polyester and a method for producing that polymer. The method comprises condensing Z.sup.1 and Z.sup.2 groups of a branching reactant having the general formula Z.sup.1 --Ar--(Z.sup.2)j. In this formula, j is 2 or 3 and Ar is an aryl or heteroaryl group having from 1 to 3, solitary or linked or fused, substituted or unsubstituted, five or six membered rings. One of Z.sup.1 and Z.sup.2 is a group having the ##STR1## general formula in which R.sup.1 is selected from the group consisting of hydroxy, chloro, bromo, monovalent alkoxide having from 1 to about 6 carbons, and --O--(CH.sub.2).sub.d --OH, wherein d is an integer from 1 to 3; and the other is a group having the general formula ##STR2## in which R.sup.2 is a divalent alkyl group having from 1 to about 6 carbon atoms, and g is an integer from 0 to about 100.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: July 6, 1993
    Assignee: Eastman Kodak Company
    Inventors: S. Richard Turner, Brigitte I. Voit
  • 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: 5214122
    Abstract: A multiply-branched cycloalkyl polyester and a method for producing that polymer. The method comprises condensing Z.sup.1 and Z.sup.2 groups of a branching reactant having the general formula (Z.sup.1)j-CYCLO-(Z.sup.2)k, in which j is 1 or 2, k is 1 or 2, j+k is 3, 4, or 5. CYCLO is selected from the group consisting of non-aromatic ring systems having from 1 to 8, solitary or fused or linked alkyl or heteroalkyl rings. One of Z.sup.1 and Z.sup.2 is a group having the general formula ##STR1## and the other is --OH, --OSi(CH.sub.3).sub.3, or a group having the general formula ##STR2## R.sup.1 is selected from the group consisting of hydroxy, chloro, bromo, monovalent alkoxide having from 1 to about 6 carbons, and --O-- (CH.sub.2).sub.d --OH, wherein d is an integer from 1 to 3. R.sup.2 is a divalent alkyl group having from 1 to about 6 carbon atoms, and g is an integer from 0 to about 100. If CYCLO is a solitary ring then j+k is 3, 4, or 5. If Z.sup.1 is bonded to a linear aliphatic linking group then Z.sup.
    Type: Grant
    Filed: July 13, 1992
    Date of Patent: May 25, 1993
    Assignee: Eastman Kodak Company
    Inventors: S. Richard Turner, Brigitte I. Voit
  • Patent number: 5196502
    Abstract: An improved method for producing multiply-branched polyester comprising condensing a reactant having the general formula Z.sup.1 --Ar--(Z.sup.2).sub.j, wherein j is 2 or 3, Ar is an aryl or heteroaryl group having from 1 to 3, solitary or linked or fused, five or six membered rings, and one of Z.sup.1 and Z.sup.2 is a carboxyl group and the other is a group having the general formula ##STR1## wherein R is an alkyl group having from 1 to 3 carbon atoms, X is selected from the group consisting of fluoro and chloro and g is an integer from 0 to about 7.
    Type: Grant
    Filed: November 5, 1991
    Date of Patent: March 23, 1993
    Assignee: Eastman Kodak Company
    Inventors: S. Richard Turner, Brigitte I. Voit, Ralph B. Nielsen
  • Patent number: 5196501
    Abstract: Preparation of specially substituted aromatic polyamides containing structural units of the formula I mentioned and copolyamides containing at least 10 mol % of structural units of the formula I and structural units of the formula II mentioned and their use as orientation layer in liquid crystal display elements and/or liquid crystal switching elements.
    Type: Grant
    Filed: December 17, 1991
    Date of Patent: March 23, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Rolf Dubal, Mikio Murakami, Otto Herrmann-Schonherr, Arnold Schneller
  • Patent number: 5194566
    Abstract: Block copolymers of polyarylene sulfide with either polyimide, or polydiorgano siloxane are provided. Various methods for making such block copolymers are shown which are useful as compatabilizers for blends of polyarylene sulfide with polyimides and polydiorgano siloxanes.
    Type: Grant
    Filed: August 12, 1991
    Date of Patent: March 16, 1993
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Patricia P. Anderson
  • Patent number: 5189137
    Abstract: A method for preparing high molecular weight polyethermide polymers in a dual solvent system is disclosed. The inventive method provides for polymerizing a diamine monomer and a dianhydride monomer in a solvent system comprised of at least two solvents, a first solvent is selected for its solubility characteristics such that the polyethermide polymer is highly soluble therein and a second solvent is selected for its relatively high boiling point characteristics such that when the second solvent and first solvent are mixed together, the boiling point of the dual solvent system is at least as high as the temperature at which polymerization of said monomers occurs. In one embodiment, a diamine monomer of 4,4'-sulfonyl dianiline (SDAN) is reacted with a dianhydride monomer of bisphenol A dianhydride (BPADA) in the presence of a catalyst and a chain stopper in a dual solvent system comprised of chloroform and ortho-dichlorobenzene. The resulting polyethermide has an intrinsic viscosity exceeding 0.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: February 23, 1993
    Assignee: General Electric Company
    Inventors: Paul E. Howson, Patricia D. Mackenzie
  • Patent number: 5157097
    Abstract: Melt moldable polyamide-imide resins are disclosed which have a glass transition temperature ranging from 120.degree. to 300.degree. C. and have molecule ends blocked with an unsubstituted aromatic group or an aromatic group having a substituent not reactive with amines, isocyanates, carboxylic acids and dicarboxylic acid anhydrides.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: October 20, 1992
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Hiroshi Takayanagi, Hirotoshi Katsuoka, Hiromi Nakano, Masumi Ookita, Akihiro Yamaguchi, Masahiko Asano
  • Patent number: RE34820
    Abstract: 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: Grant
    Filed: November 15, 1993
    Date of Patent: January 3, 1995
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard, Ronald R. Stephenson