Nitrogen-containing Reactant Patents (Class 528/208)
  • Patent number: 5153306
    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: April 7, 1989
    Date of Patent: October 6, 1992
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Shigeru Matsuo, Naoto Yakoh, Shinji Chino
  • 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: 5140094
    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: July 13, 1990
    Date of Patent: August 18, 1992
    Assignee: Rutgers, The State University
    Inventors: Joachim B. Kohn, Chun Li
  • Patent number: 5138028
    Abstract: Novel polyimide and polyisoimide oligomers and precursors thereof, end-capped with diaryl substituted acetylene.These novel end-capped polyimide or polyisoimides oligomers are useful for composites, molding compounds, adhesives, and electronic applications.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: August 11, 1992
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Charles W. Paul, Rose A. Schultz, Steven P. Fenelli
  • Patent number: 5138020
    Abstract: PBZ polymers are synthesized by the reaction of AA- and BB-monomers. The BB-monomer is conveniently synthesized and isolated as a phosphate salt having a uniform number of phosphate ions associated with each BB-monomer ion. Such high purity monophosphate and diphosphate salts can be obtained by precipitating the monomer from an aqueous acid solution by adjusting the pH balance or from a mixture of phosphoric acid and a volatile, polar, saturated organic liquid at a relatively low temperature.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: August 11, 1992
    Assignee: The Dow Chemical Company
    Inventors: William J. Harris, Ming-Biann Liu, Luke R. Kleiss, Zenon Lysenko, Steven Rosenberg
  • Patent number: 5116935
    Abstract: A preferred class of polyimide oligomers include (1) linear, difunctional crosslinking oligomers prepared by condensing an imidophenylamine end cap with a lower alkylene diamine or a polyaryldiamine such as 3,3'-phenoxyphenylsulfone diamine and with a dianhydride, particularly 4,4'-phenoxyphenylsulfone dianhydride; and (2) multidimensional, crosslinking, polyimide oligomers having an aromatic hub and at least two radiating arms connected to the hub, each arm including a crosslinking imidophenylamine end cap at its distal end and at least two imide linkages.Blends, prepregs, and composites can be prepared from the oligomers.
    Type: Grant
    Filed: May 18, 1989
    Date of Patent: May 26, 1992
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard
  • Patent number: 5104966
    Abstract: Novel polyimide based films are disclosed that are resistant to arc tracking and that include aromatic dianhydrides together with aromatic diamines and aliphatic diamines. The compositions contain from 5 to 20 percent by weight of the aliphatic diamine. These compositions maximize the thermal aging capability of the polyimide. The compositions are useful as films and laminates for wire and cable.
    Type: Grant
    Filed: June 13, 1989
    Date of Patent: April 14, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Harris B. David
  • Patent number: 5104970
    Abstract: Thermoplastics containing imide groups in the polymer backbone, soluble in an unmodified state, are rendered reactive with thermosetting resins by partial conversion of the polymer backbone to provide reactive groups. The modified polymer may be added as microspheres to a thermosetting resin, subsequently crosslinking therewith supressing solvent sensitivity in a fiber reinforced matrix composite comprising the toughened resin as the matrix therefore. The modified polymer microspheres retain their physical identity in the cured composite structure.
    Type: Grant
    Filed: December 20, 1990
    Date of Patent: April 14, 1992
    Assignee: Hexcel Corporation
    Inventors: Kenneth S. Baron, Joran Diamant, Mounir M. Ghali, Winston L. Hedges
  • Patent number: 5104967
    Abstract: 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: Grant
    Filed: April 13, 1988
    Date of Patent: April 14, 1992
    Assignee: The Boeing Company
    Inventors: Clyde H. Sheppard, Hyman R. Lubowitz
  • Patent number: 5096999
    Abstract: Hydroxypolyamides can be obtained in a simple and economical way in a chloride-free manner when(a) aromatic amino hydroxy carboxylic acids or(b) aromatic diaminodihydroxy compounds and aromatic dicarboxylic acids or(c) aromatic diaminodihydroxy compounds, aromatic dicarboxylic acids and aromatic amino hydroxy carboxylic acids are converted in the presence of 1-ethoxycarbonyl-2-ethoxy-1.2-dihydroquinoline, 1-1'-carbonyldioxy-di-1.2.3-benzotriazole or dicyclohexyl carbodiimide/1-hydroxy-1.2.3-benzotriazole.
    Type: Grant
    Filed: March 29, 1990
    Date of Patent: March 17, 1992
    Assignee: Siemens Aktiengesellschaft
    Inventors: Ahne Hellmut, Peter Baeuerlein, Albert Hammerschmidt
  • Patent number: 5089591
    Abstract: Polybenzazole polymers can be advanced rapidly to high molecular weight at relatively high temperatures and high shear in a dehydrating solvent acid.
    Type: Grant
    Filed: October 19, 1990
    Date of Patent: February 18, 1992
    Assignee: The Dow Chemical Company
    Inventors: Thomas Gregory, Carl W. Hurtig, Harvey D. Ledbetter, Kenneth J. Quackenbush, Steven Rosenberg
  • Patent number: 5089340
    Abstract: Disclosed is a novel polymer of this invention which comprises having a recurring unit represented by the formula: ##STR1## and having a reduced viscosity (.eta.sp/c) of 0.2 dl/g or more at 60.degree. C. in a solution of a concentration of 0.2 g/dl in p-chlorophenol as a solvent, a method for preparing the same which comprises reacting a dihalogenobenzonitrile represented by the formula: ##STR2## wherein X represents a halogen atom, with an alkali metal salt of resorcin represented by the formula: ##STR3## wherein M represents an alkali metal, in the presence of a solvent, and then treating the reaction product obtained by water or alcohol, and molding materials and molded products employing the polycyanoaryl ether.
    Type: Grant
    Filed: August 6, 1990
    Date of Patent: February 18, 1992
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Shigeru Matsuo, Tomoyoshi Murakami, Thoru Bando, Kikuo Nagatoshi
  • Patent number: 5080698
    Abstract: The disclosed invention is directed to polycyanoarylether membranes. These membranes are formed by reacting an aromatic diol with a dihalobenzonitrile or dinitrobenzonitrile in the presence of a base and a polar, aprotic solvent. These membranes can be provided as either homopolymers or copolymers.
    Type: Grant
    Filed: April 25, 1991
    Date of Patent: January 14, 1992
    Assignees: E. I. du Pont de Nemours and Company, L'Air Liquide S.A.
    Inventor: Timothy D. Krizan
  • Patent number: 5053478
    Abstract: Production of polyenaminonitriles including those which can be cyclized to very stable poly(aminoquinolines) without the evolution of any small molecules and thus in a manner free of volatiles. The polyenaminonitriles are polymers which have desirable dielectric properties, and include those which can be cyclized to poly(aminoquinolines) without the evolution of volatiles to make defect-free films and composites of similar dielectric properties because of this characteristic.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: October 1, 1991
    Inventors: James A. Moore, Douglas Robello
  • Patent number: 5051493
    Abstract: Bis-phthalonitrile resins are cured using ionic metal phthalocyanine acceators. The ionic metal phthalocyanines are nontoxic and accelerate the cure rate of the resins without adversely affecting cured polymer strength. Di-Na, di-Li, Mg and Cd phthalocyanines in particular provide excellent cure acceleration. Also, the metal phthalocyanine can be made soluble in the resin by appropriate substitution of the aromatic rings, thus providing for homogenous polymerization.
    Type: Grant
    Filed: May 31, 1990
    Date of Patent: September 24, 1991
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Theodore R. Walton
  • Patent number: 5049644
    Abstract: Flame-resistant thermoplastic branched polycarbonates of high molecular weight are prepared from:(1) a carbonate precursor;(2) at least one dihydroxyaromatic compound of formula: ##STR1## where: R is a single bond, or a substituted or non-substituted linear or branched C.sub.1 -C.sub.5 alkylene radical, or a group chosen from O, S, SO.sub.2 and CO;X and Y, which may be the same or different, are H or CH.sub.3 ;m and n, which may be the same or different, are whole numbers from 1 to 4;(3) at least one halogenated triphenolbenzamido compound of formula: ##STR2## where: Z is a group chosen from CO and SO.sub.2 ;R.sub.1 is chlorine or brominep is 1 or 2.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: September 17, 1991
    Assignee: Enichem Tecnoresine S.p.A.
    Inventor: Alberto Petri
  • Patent number: 5039778
    Abstract: There are provided novel rod-like heterocyclic aromatic copolymers having repeating groups of the formula: ##STR1## wherein n has a value of 0.01 to 0.50, wherein Ar is a para-oriented aromatic group and Q is an aromatic heterocyclic group of the formula: ##STR2## wherein Y is --S--, --O-- or --NR--, wherein R is selected from the group consisting of --H, alkyl having 1 to 4 carbon atoms, and aromatic having 1 or 2 aromatic rings.
    Type: Grant
    Filed: March 23, 1990
    Date of Patent: August 13, 1991
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Thuy D. Dang, Hoe H. Chuah, Loon S. Tan, Fred E. Arnold
  • Patent number: 5004797
    Abstract: Partly fluorinated carboxylic acids and derivatives thereof, processes for their preparation and their use. Partly fluorinated carboxylic acids, in particular a partly fluorinated dicarboxylic acid, its acid chloride and partly fluorinated tetracarboxylic acids having various fluorine contents and their dianhydrides are obtained by atmospheric oxidation in an acid medium and at elevated temperature in the presence of a catalyst mixture of at least two heavy metal compounds and bromide ions. The compounds are used for the preparation of polycondensates and linear polycarboxylic acid amides and -carboxylic acid esters.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: April 2, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Freimund Rohrscheid, Gunter Siegemund, Jurgen Lau
  • Patent number: 5003031
    Abstract: Novel polyimides and co-polyimides are prepared by the condensation polymerization of an aryl diamine with dioxydiphthalic anhydride or a mixture thereof with oxydiphthalic anhydride. The polyimides and co-polyimides prepared exhibit a low moisture absorption and improved dielectric properties and can be tailored to provide a composition having desirable mechanical properties, specifically, rigidity.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: March 26, 1991
    Assignee: Occidental Chemical Corporation
    Inventors: Willis T. Schwartz, Jeffrey S. Stults
  • Patent number: 5003037
    Abstract: Soluble, film-forming, polyamides, polyimides, and polyamide-imides and their copolymers made using 3,5-diamino-t-butylbenzene are described. These polymers have some solubility in organic solvents such as N-methylpyrrolidone, a high Tg, excellent thermal stability, lower density and lower moisture uptake and are useful in films, fibers and composites, and in the electronics industry as electrical component substrates, protective coatings, interlevel dielectrics and the like.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: March 26, 1991
    Assignee: Amoco Corporation
    Inventors: David J. Fenoglio, Douglas E. Fjare, Edwin F. Morello, Neal B. Nowicki
  • Patent number: 5003039
    Abstract: High temperature polymeric materials, which are easily process into void-free components, are needed for use in composites for advanced aerospace applications. These materials could bridge the gap between currently-used polymeric materials and ceramics or metal. Phthalonitrile resins can be used as high temperature polymeric material and 1,3-bis(3-aminophenoxy)benzene can be used as a curing agent to reduce voids and benzene can be used as a curing agent to reduce voids and blisters formed from volatiles during polymerization.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: March 26, 1991
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventor: Teddy M. Keller
  • Patent number: 4973660
    Abstract: Resinous condensation polymers of polycarboxylic acid compounds and aromatic diprimary amines comprising diamino-t-butyltoluene are described. In particular, film-forming polyamides, polyimides and polyamide-imides and their copolymers made using diamino-t-butyltoluene which have amino groups meta or para to each other on a benzene ring are described. These polymers have some solubility in organic solvents such as N-methylpyrrolidone, a high glass transition temperature, excellent thermal stability, and are useful in films, fibers and composites, and in the electronics industry as electrical component substrates, protective coatings, interlevel dielectrics and the like.
    Type: Grant
    Filed: November 30, 1988
    Date of Patent: November 27, 1990
    Assignee: Amoco Corporation
    Inventors: David J. Fenoglio, Douglas E. Fjare, John L. Melquist
  • Patent number: 4973659
    Abstract: Resinous condensation polymers of polycarboxylic acid compounds and aromatic diprimary amines comprising diamino-t-butylbenzenes are described. In particular, film-forming polyamides, polyimides and polyamide-imides and their copolymers made using diamono-t-butylbenzenes which have amino groups meta or para to each other on a benzene ring are described. These polymers have some solubility in organic solvents such as N-methylpyrrolidone, a high glass transition temperature, excellent thermal stability, and are useful in films, fibers and composites, and in the electronics industry as electrical component substrates, protective coatings, interlevel dielectrics and the like.
    Type: Grant
    Filed: November 30, 1988
    Date of Patent: November 27, 1990
    Assignee: Amoco Corporation
    Inventors: David J. Fenoglio, Douglas E. Fjare, John L. Melquist, Edwin F. Morello, Neal R. Nowicki
  • Patent number: 4966954
    Abstract: Production of polyenaminonitriles including those which can be cyclized to very stable poly(aminoquinolines) without the evolution of any small molecules and thus in a manner free of volatiles. The polyenaminonitriles are polymers which have desirable dielectric properties, and include those which can be cyclized to poly(aminoquinolines) without the evolution of volatiles to make defect-free films and composites of similar dielectric properties because of this characteristic.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: October 30, 1990
    Assignee: Rensselaer Polytechnic Institute
    Inventors: James A. Moore, Douglas Robello
  • Patent number: 4963643
    Abstract: Described herein are novel crystalline polyarylnitrile polymers which have excellent mechanical and thermal properties. Also, described is a process for producing such polyarylnitrile polymers.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: October 16, 1990
    Assignee: Amoco Corporation
    Inventors: Louis M. Maresca, Alford G. Farnham, Thomas H. Schwab, Ulrich A. Steiner
  • Patent number: 4958003
    Abstract: A class of amide group-containing aromatic dihalide compounds are sulfidized together with a class of aromatic dihalide compounds to provide a novel class of aromatic sulfideamide polymers increased in crystalline melting point (T.sub.m). The polymers exhibit excellent resistance to high temperatures, resistance to solvents, flame-retardant properties and improved mechanical properties.
    Type: Grant
    Filed: December 23, 1988
    Date of Patent: September 18, 1990
    Assignee: Tosoh Corporation
    Inventors: Satoshi Tomagou, Toshikazu Kato, Hiroshi Inoue, Kensuke Ogawara
  • Patent number: 4954612
    Abstract: A solvent-soluble polyimide obtained from an exo-form dicarboxylic acid anhydride with an aromatic diamine, e.g. 2,2,-bis[4-(4-aminophenoxy)phenyl]propane is improved in film-forming properties and transparency, and particularly suitable for producing an orientation controlling film in a liquid crystal display device.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: September 4, 1990
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Yoshihiro Nomura, Kazuhito Hanabusa, Hiroshi Minamisawa, Takashi Morinaga, Toichi Sakata, Yoshiyuki Mukoyama, Hiroshi Nishizawa, Hiromu Miyajima
  • Patent number: 4946934
    Abstract: Soluble, film-forming, polyamides, polyimides, and polyamide-imides and their copolymers made using 3,5-diamino-t-butylbenzene are described. These polymers have some solubility in organic solvents such as N-methylpyrrolidone, a high Tg, excellent thermal stability, lower density and lower moisture uptake and are useful in films, fibers and composites, and in the electronics industry as electrical component substrates, protective coatings, interlevel dielectrics and the like.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: August 7, 1990
    Assignee: Amoco Corporation
    Inventors: David J. Fenoglio, Douglas E. Fjare, Edwin F. Morello, Neal R. Nowicki
  • Patent number: 4910293
    Abstract: An amphiphilic high polymer comprises a linear recurring unit containing at least divalent organic group (R.sub.1) having at least two carbon atoms, at least divalent organic group (R.sub.2) having at least two carbon atoms, and at least one C.sub.10-30 hydrocarbon-containing group (R.sub.3) which may have one or more substituent groups, said organic groups R.sub.1 and R.sub.2 being connected to each other by a divalent connecting group, and said hydrocarbon-containing group R.sub.3 being boned to said recurring unit by a covalent bond, and the method for producing the same comprises polycondensating a combination of monomers containing R.sub.1 and R.sub.2.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: March 20, 1990
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Masakazu Uekita, Hiroshi Awaji
  • Patent number: 4883858
    Abstract: A premix, an origomeric prepolymer obtainable from a limited addition polymerization effected with the premix and a thermosetting resin obtainable from such premix or prepolymer as well as fiber reinforced plastics made of such thermosetting resin which are excellent in the heat resistance, impact resistance and flexibility and exhibit a high toughness, wherein said premix comprises, as a first essential component, an amine-terminated amic acid expressed by the formula, ##STR1## in which R.sup.1 stands for a tetravalent aromatic residue having 6 to 20 carbon atoms and R.sup.2 denotes a divalent organic residue having 2 to 20 carbon atoms, said amic acid being produced by reacting a tetracarboxylic dianhydride with a diamine compound, and, as a second essential component, an N,N'-bis maleimide of the formula, ##STR2## wherein R.sup.3 denotes a divalent organic residue having 2 to 20 carbon atoms, the mole ratio of [N,N'-bismaleimide]/[amine-terminated amic acid] being in the range from 1 to 3.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: November 28, 1989
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Masayuki Takemoto, Osamu Nagura, Yukio Nomura, Minoru Yasuda
  • Patent number: 4880895
    Abstract: A polyamide acid solution is disclosed, comprising a polyamide acid comprising as main components at least one recurring unit selected from the recurring units of the formulae (I) to (IV) and a recurring unit of formula (V), dissolved in an organic solvent comprising as a main component an amide type polar solvent having a boiling point of 170.degree. C. or less. The solution is capable of forming a polyimide film which has colorless transparency free from coloration and strong adhesion to a substrate for liquid crystal cell enough to prevent penetration of water into interface between the substrate and film. The solution is particularly useful for forming a liquid crystal oriented film.
    Type: Grant
    Filed: March 31, 1987
    Date of Patent: November 14, 1989
    Assignee: Nitto Electric Industrial Co., Ltd.
    Inventors: Kazumi Higashi, Yuzuru Noda
  • Patent number: 4873310
    Abstract: Aromatic polyamides based on phenoxyterephthalic acid and a process for preparing them. Polyamides and copolyamides based on phenoxyterephthalic acid are resistant to chemicals and can be processed as thermoplastics with no problems.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: October 10, 1989
    Assignees: Huls Aktiengesellschaft, Daicel Chemical Industries, Ltd.
    Inventors: Martin Bartmann, Naoki Ikeda
  • Patent number: 4868279
    Abstract: Copolyamides are prepared by the reaction of monocyclic spiro(bis)indane polyamide oligomers with lactams in the presence of basic reagents.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: September 19, 1989
    Assignee: General Electric Company
    Inventors: Thomas L. Guggenheim, Sharon J. McCormick, Alice M. Colley, Joseph W. Guiles
  • Patent number: 4864015
    Abstract: A method is provided for making 9,10-dithiaanthracene-2,3,6,7-tetracarboxylic acid dianhydride. Polyimides having improved oxidative stability also are provided which can be made intercondensing organic diamine and the aforementioned dianhydride or a dianhydride mixture.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: September 5, 1989
    Assignee: General Electric Company
    Inventors: James A. Cella, Deborah A. Haitko
  • Patent number: 4861862
    Abstract: Thermoplastic polymeric amides are disclosed which have utility as hot melt adhesive compounds. The compounds are the reaction product of a polyoxyalkylene diimide diacid and a diamine.
    Type: Grant
    Filed: December 31, 1987
    Date of Patent: August 29, 1989
    Assignee: General Electric Company
    Inventors: John A. Tyrell, Russell J. McCready
  • Patent number: 4861854
    Abstract: A photosensitive polyimide precursor composed of the structural units (A) represented by the following general formula (I) and the structural units (B) represented by the following general formula (II), in which the ratio of the molar quantity of the structural units (A) to the sum of the molar quantity of the structural units (A) and that of the structural units (B) is 0.01 or greater, and having a viscosity of 100 cP or above as measured at 25.degree. C. in the state of a 10% by weight solution in N-methylpyrrolidone: ##STR1## wherein R.sub.1 represents a tetravalent aromatic hydrocarbon residue; R.sub.2 represents a divalent aromatic hydrocarbon residue; X, identical or different represents a halogen or an alkyl group; and m represents 0 or an integer from 1 to 4. The photosensitivity of the present photosensitive polyimide precursor is about 20 to 100 times that of conventional products. After heat dehydration cyclization, it shows a heat resistance of 400.degree. C. or above.
    Type: Grant
    Filed: June 1, 1988
    Date of Patent: August 29, 1989
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Akitoshi Sugio, Takao Kawaki, Makoto Kobayashi, Katsushige Hayashi, Masahito Watanabe
  • Patent number: 4847350
    Abstract: Rapid process for the formation of heterocyclic aromatic polymers by contacting one or more appropriate multifunctional aromatic compounds, such as a diaminobenzenediol, a terephthaloyl halide and/or an aminohydroxybenzoic acid, with a sulfonic acid and a dehydrating agent.
    Type: Grant
    Filed: May 27, 1986
    Date of Patent: July 11, 1989
    Assignee: The Dow Chemical Company
    Inventor: William J. Harris
  • Patent number: 4841002
    Abstract: Compositions have melting points below 100.degree. C. which are useful in the formation of resins by reaction with polyphenolic compounds consisting of a mixture of more than two compounds having the formula ##STR1## wherein A represents a cyclic or acyclic aliphatic or substituted cyclic or acyclic aliphatic moiety having from 1 to 20 carbon atoms or an aromatic mono- or multi-nuclear or aliphatic substituted aryl residue having from 6 to 20 carbon atoms,R independently represents H, CH.sub.3, CH.sub.2 CH.sub.3 or C.sub.6 H.sub.5,R.sup.1 independently represents H or CH.sub.3,R.sup.2 independently represents H or CH.sub.3, andx represents an integer from 0 to 2are described.
    Type: Grant
    Filed: November 8, 1988
    Date of Patent: June 20, 1989
    Assignee: Ashland Oil, Inc
    Inventors: Billy M. Culbertson, Omar Tiba
  • Patent number: 4839446
    Abstract: A polymerizable thermosetting composition which is a flowable liquid at moderate temperatures which comprises a mixture of:(A) from about 75% to about 95% by weight of a mixture of:(1) from about 80% to about 20% by weight of a bisoxazoline and(2) from about 20% to about 80% by weight of a polyphenolic compound and(B) from about 5% to about 25% by weight of at least one member selected from the group consisting of a monooxazoline and a monooxazine,a method for forming thermoset products therefrom and the novel thermoset products resulting from said method are described.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: June 13, 1989
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Omar Tiba
  • Patent number: 4835246
    Abstract: Provided are novel para-ordered aromatic heterocyclic polymers having repeating groups of the following formula ##STR1## wherein Y is --O--, --S--, or --NH--, n is 1 or 2, and Q is ##STR2## wherein Z is --O-- or --S--. There are also provided methods for preparing the above polymers.
    Type: Grant
    Filed: August 13, 1987
    Date of Patent: May 30, 1989
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4831111
    Abstract: A cross-linked resin produced by the reaction of a bis(2-oxazoline) compound with a dicarboxylic acid anhydride, and optionally also with at least one selected from the group consisting of a dicarboxylic acid, a hydroxy-carboxylic acid, a diol and water, in the presence of at least one catalyst selected from the group consisting of an organic phosphorous acid ester, an organic phosphonous acid ester and an inorganic salt at an elevated temperature. The cross-linked resin has a high mechanical strength and a high resistance to organic solvents.The resin composition comprising the cross-linked resin and reinforcements and/or fillers combined therewith has outstanding heat-resistance and mechanical properties.
    Type: Grant
    Filed: May 18, 1988
    Date of Patent: May 16, 1989
    Assignee: Takeda Chemical Industries, Inc.
    Inventors: Yasuo Sano, Yasuhiro Morisue, Kiyoshi Komiya, Yoshimasa Nakamura
  • Patent number: 4826955
    Abstract: An article of composition which has a barrier layer of an amorphous nylon copolymer. The copolymer is polymerized from (A) a lactam or aminoalkanoic acid, such as caprolactam, (B) an aralkylene or cycloalkylene diamine, such as m-xylylenediamine, and (C) one or more aromatic diacids, such as isophthalic acid and terephthalic acid. The copolymer barrier layer exhibits excellent oxygen barrier resistance when exposed to moisture.
    Type: Grant
    Filed: January 21, 1988
    Date of Patent: May 2, 1989
    Assignee: Allied-Signal Inc.
    Inventors: Murali K. Akkapeddi, Jay A. Gervasi
  • Patent number: 4822868
    Abstract: This invention is directed to novel, linear polycarbonamides derived from the condensation of 4,4'-bis[2-(4-carboxyphenyl)hexafluoroisopropyl]diphenyl ether or a derivative thereof with a primary diamine; preferably an aromatic diamine. The novel, linear polycarbonamides of the invention are useful in preparing molded and extruded articles, films and fibers having high thermal stability, resistance to soiling, excellent mechanical properties, good transparency and radiation stability. In addition, they may be processed into useful articles at lower processing temperatures than the comparable polycarbonamides of the prior art.
    Type: Grant
    Filed: November 24, 1987
    Date of Patent: April 18, 1989
    Assignee: Hoechst Celanese Corporation
    Inventors: Werner H. Mueller, Dinesh Khanna
  • Patent number: 4818809
    Abstract: Aromatic sulfide amide polymers composed of a repeating unit having the formula (I) and a repeating unit having the formula (II) below, having an inherent viscosity ranging from 0.02 to 10 dl/g. ##STR1## wherein, Ar.sup.1, Ar.sup.2, Ar.sup.3 and Ar.sup.4 are same or different aromatic rings and R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: April 4, 1989
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Tomohiro Ishikawa, Yozo Kondo
  • Patent number: 4812531
    Abstract: Thermosettable prepolymers or polymers are prepared by reacting (A) the reaction product of (1) a heterocyclic material having one or more rings, at least one nitrogen atom and at least two substituent groups which have at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2,3,5,6-tetramethylpyrazine; (2) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride such as pyromellitic dianhydride; and (3) a material containing a polymerizable ethylenically unsaturated group and at least one group selected from (a) a heterocyclic material having one or more rings, at least one nitrogen atom and at least one substituent group which has at least one reactive hydrogen atom attached to a carbon atom which is attached to a heterocyclic ring such as 2-methyl-5-vinyl pyridine or (b) a cycloaliphatic or aromatic carboxylic acid mono- or dianhydride group such as cis-5-norbornene-endo-2,3-dicarboxylic anhydride; with (B) an aqueous or alcoholic solution of
    Type: Grant
    Filed: February 28, 1986
    Date of Patent: March 14, 1989
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4810730
    Abstract: This invention relates to a process for the production of high strength polybenzimidazole filaments and molded products made from such filaments. The filaments produced by this process contain from about 10 to about 50 percent by weight residual solvent and can be heated at a temperature of about 350.degree. C. to about 600.degree. C. to produce three-dimensional foamed articles.
    Type: Grant
    Filed: May 6, 1987
    Date of Patent: March 7, 1989
    Assignee: Hoechst Celanese Corp.
    Inventors: John S. Letinski, Gunilla E. Gillberg-LaForce
  • Patent number: 4806267
    Abstract: Compositions having melting points below 100.degree. C. which are useful in the formation of resins by reaction with polyphenolic compounds consisting of a mixture of more than two compounds having the formula ##STR1## wherein A represents a cyclic or acyclic aliphatic or substituted cyclic or acyclic aliphatic moiety having from 1 to 20 carbon atoms or an aromatic mono- or multi-nuclear or aliphatic substituted aryl residue having from 6 to 20 carbon atoms,R independently represents H, CH.sub.3, CH.sub.2 CH.sub.3 or C.sub.6 H.sub.5,R.sup.1 independently represents H or CH.sub.3,R.sup.2 independently represents H or CH.sub.3, andx represents an integer from 0 to 2as described.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: February 21, 1989
    Assignee: Ashland Oil, Inc.
    Inventors: Billy M. Culbertson, Omar Tiba
  • Patent number: 4795664
    Abstract: This invention provides novel side chain liquid crystalline polymers with a polyester or polyamide main chain structure. An invention polymer exhibits nonlinear optical response, and has utility as a transparent nonlinear optical component in optical light switch and light modulator devices.
    Type: Grant
    Filed: August 22, 1986
    Date of Patent: January 3, 1989
    Assignee: Hoechst Celanese Corp.
    Inventor: Ronald N. DeMartino
  • Patent number: 4794157
    Abstract: The intercondensation of aryldiamine and a mixture of oxydiphthalic anhydride and aromatic bis(ether anhydride), such as 2,2-bis[4-(3,4-dicarboxyphenoxy)phenyl]-propane dianhydride, have been found to provide tough flexible transparent copolymer having T.sub.g 's from about 217.degree. C. to 300.degree. C.
    Type: Grant
    Filed: March 25, 1987
    Date of Patent: December 27, 1988
    Assignee: General Electric Company
    Inventors: Donald R. Berdahl, Susan A. Nye
  • Patent number: RE33079
    Abstract: Polyimides are prepared from acetylene substituted polyimide oligomers via an addition polymerization reaction which involves homopolymerization. These polymers exhibit low void content when cured and possess superior thermal stability characteristics and physical properties such as structural strength. One of their unique properties is their ability to be processed into useful articles at moderate pressures and temperatures.
    Type: Grant
    Filed: March 5, 1979
    Date of Patent: October 3, 1989
    Assignee: Hughes Aircraft Company
    Inventors: Norman Bilow, Abraham L. Landis, Leroy J. Miller