Nitrogen-containing Reactant Contains An Amine Group Patents (Class 528/229)
  • Patent number: 5264534
    Abstract: Processes for producing oriented films of semicrystalline thermoplastic polymers, such as polyimides, and films produced thereby are disclosed. One process includes partial crystallization or imidization, orientation and further crystallization or imidization. Another process includes rendering a film of semicrystalline thermoplastic polymer amorphous, orienting the film and introducing crystallinity.
    Type: Grant
    Filed: October 31, 1991
    Date of Patent: November 23, 1993
    Assignee: Foster-Miller, Inc.
    Inventors: Robert F. Kovar, Richard W. Lusignea, R. Ross Haghighat
  • Patent number: 5262456
    Abstract: A halogen free casting resin suitable for covering electron devices with a fire retardant material contains an acidic ester of an hydroxy-functional phosphor compound and an organic anhydride. A stable mixture can be generated from the acidic ester and the hardener component of the casting resin, and further used for the hardening of epoxides resins. The acidic ester is chemically integrated in the epoxide resin matrix in a stable mixture, thereby improving the long term fire-retardancy of the casting resin molding compound without increasing the volatility of the mixture.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: November 16, 1993
    Assignee: Siemens Aktiengesellschaft
    Inventors: Ernst Wipfelder, Winfried Plundrich
  • Patent number: 5262515
    Abstract: A curable fluorine-containing polyimide of the formula: ##STR1## wherein R.sup.1 is a group derived from an aromatic tetracarboxylic acid dianhydride by the removal of two acid anhydride groups,R.sup.2 is a group derived from an aromatic diamine by the removal of two amino groups,A.sup.1 is a residue of the formula: ##STR2## (wherein R.sup.2 is the same as defined above, and Z is a hydrogen atom or an alkyl group having 1 to 5 carbon atoms),A.sup.2 is a residue of the formula: ##STR3## (wherein R.sup.1 and Z are the same as defined above), and n is a number of 0 to 90, and at least one of the groups R.sup.1 and R.sup.
    Type: Grant
    Filed: July 10, 1990
    Date of Patent: November 16, 1993
    Assignee: Daikin Industries, Ltd.
    Inventors: Motonobu Kubo, Tsutomu Kobayashi
  • Patent number: 5260408
    Abstract: Polyimide compositions, films, and electronic devices using polyimides, based on 9,9-bis(perfluoroalkyl)xanthene-2,3,6,7-tetracarboxylic dianhydride or 9-aryl-9(perfluoroalkyl)xanthene-2,3,6,7-tetracarboxylic dianhydride and 3,3',4,4'-biphenyl tetracarboxylic dianhydride or 2,2-bis(3,4-carboxyphenyl)hexafluoropropane dianhydride and benzidine derivatives which offer a combination of desirable properties including, low linear coefficient of thermal expansion, low moisture absorption, high glass transition temperature, low dielectric constant, and improved tensile elongation.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: November 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Brian C. Auman
  • Patent number: 5260412
    Abstract: A terminal-modified imide oligomer composition, comprising(A) 100 parts by weight of a terminal-modified imide oligomer obtained by a reaction in a solvent of a biphenyltetracarboxylic acid compound with an aromatic diamine compound and a monoamine compound containing a carbon-carbon triple bond, and having an unsaturated terminal group at the terminal of the oligomer and an imide bond in the oligomer, and having a logarithmic viscosity number at 30.degree. C., as determined at a concentration of 0.5 g/100 ml of N-methyl-2-pyrrolidone as a solvent, of from 0.1 to 1 and;(B) 5 to 180 parts by weight of an unsaturated imide compound obtained by a reaction in a solvent of a substituent-containing nadic anhydride with a monoamine compound having a carbon-carbon triple bond in an equimolar ratio, and having an unsaturated terminal group at the terminal thereof and an imide bond therein.
    Type: Grant
    Filed: September 24, 1990
    Date of Patent: November 9, 1993
    Assignee: Ube Industries, Ltd.
    Inventors: Shinji Yamamoto, Hideho Tanaka, Kazuyoshi Fujii
  • Patent number: 5260407
    Abstract: A polyimide film essentially consisting of polyimide having recurring units of the formula (I): ##STR1## which has a density of 1.335 to 1.390 g/cm.sup.3 at 23.degree. C. and/or a refractive index of 1.605 to 1.680 at 23.degree. C. in the direction of thickness and is transparent; and a preparation process of the polyimide film by extruding the polyimide having recurring units of the above formula (I) through a common melt-extrusion process, casting in a chill-roller to obtain an unstretched film, uniaxially or biaxially stretching the unstretched film to cause molecular orientation, and successively setting the stretched film through heat-treatment.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: November 9, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Masumi Saruwatari, Yasuhiko Ohta, Yasuhiro Fujii, Yasuko Honji, Shoichi Tsuji, Shinobu Moriya
  • Patent number: 5260388
    Abstract: A heat-resistant and thermoplastic polyimide which has low dielectric characteristics and recurring structural units of the following formula ##STR1## wherein R is a tetravalent radical having from 2 to 27 carbon atoms and selected from the group consisting of an aliphatic radical, alicyclic radical, monoaromatic radical, condensed polyaromatic radical and noncondensed aromatic radical connected each other with a direct bond or a bridge member; aromatic diamines which are useful for the raw material monomers of the polyimide and have following formulas: ##STR2## and ##STR3## and a process for preparing the polyimide of the above formula by reacting these aromatic diamines with a tetracarboxylic dianhydride in the presence of an aromatic dicarboxylic anhydride or aromatic monoamine, and successively thermally or chemically imidizing the resultant polyamic acid.
    Type: Grant
    Filed: June 8, 1992
    Date of Patent: November 9, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Shoji Tamai, Wataru Yamashita, Yuichi Okawa, Yuko Ishihara, Keizaburo Yamaguchi, Akihiro Yamaguchi
  • Patent number: 5260404
    Abstract: Polyetherketoneimides and copolymers thereof having an imide repeat unit of formula ##STR1## wherein Ri is ##STR2## in which A is a direct bond or --O--or another substantially non-electron-withdrawing group, and/or Ra is an at least partly arylene moiety other than m- or P-phonylene.These polymers tend to have improved melt stability and other properties, especially when made from a pre-existing imide monomer, instead of by the known amic acid route which results in uncyclised amic acid residues in the polymer.
    Type: Grant
    Filed: July 24, 1992
    Date of Patent: November 9, 1993
    Assignee: Raychem Limited
    Inventors: Richard Whiteley, Christopher Borrill
  • Patent number: 5260413
    Abstract: An aromatic polyimide film coated with a thermally stable, heat-sealable thermoplastic polyimide for use as a wire insulation for superconducting magnets is disclosed. The inclusion of inorganic particles in the film improves compressive strength of the coated polyimide film.
    Type: Grant
    Filed: March 12, 1992
    Date of Patent: November 9, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: James P. Ochsner, Darrell J. Parish
  • Patent number: 5248760
    Abstract: The invention comprises curing polyamic acid solutions into polyimide solutions by adding a hydrophilic reagent to a polyamic acid solution. The hydrophilic reagent is selected to have little or no reactivity with amines or carboxylic acids, and is of the type that will react with water to form by-products that shift the equilibrium between polyamic acid as a reactant and polyimide and water as products toward the production of polyimide.
    Type: Grant
    Filed: January 25, 1991
    Date of Patent: September 28, 1993
    Assignees: UNC at Charlotte, MCNC
    Inventors: Thomas D. DuBois, Farid M. Tranjan, Stephen M. Bobbio
  • Patent number: 5247050
    Abstract: A new class of polymers is provided as well as the monomers used for their preparation. The polymers provided in accordance with practice of the present invention include repeating units comprising one or more quinoline groups, wherein at least a portion of the repeating units includes a hexafluoroisopropylidene (6F) group or a 1-aryl-2,2,2-trifluoroethylidene (3F) group, or both.The hexafluoroisopropylidene group is referred to herein as a "6F" group and has the following structure: ##STR1## The "6F" group includes a tetravalent carbon atom bound to two trifluoromethyl moieties with its other two bonds forming linkages in the polymer chain.the 1-aryl-2,2,2-trifluoroethylidene group is referred to herein as "3F" group and has the following structure: ##STR2## wherein Ar' is an aryl group. The "3F" group comprises a tetravalent carbon atom bound to one trifluoromethyl moiety and one aryl group with its other two bonds forming linkages in the polymer chain.
    Type: Grant
    Filed: August 13, 1991
    Date of Patent: September 21, 1993
    Assignee: Maxdem Incorporated
    Inventor: Neil H. Hendricks
  • Patent number: 5247054
    Abstract: An organic polymer ferromagnetic material characterized in that the material comprises a polymer obtained by subjecting to plasma polymerization or oxidation polymerization a methane derivative having two substituents and represented by the formula ##STR1## wherein A is an electron accepting group, and B is an electron donating group, or by copolymerizing the methane derivative with a diarylmethane derivative represented by the formula ##STR2## wherein R.sup.1 is a substituted or unsubstituted phenyl group by plasma polymerization or oxidation polymerization.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: September 21, 1993
    Assignee: Otsuka Kagaku Kabushiki Kaisha
    Inventors: Hitoshi Tanaka, Tsuneyuki Sato, Todatoshi Ota, deceased, Michio Sasaoka
  • 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: 5243024
    Abstract: Improved imide-containing copolymers comprising, in the aromatic diamine component, p-phenylene diamine and at least one additional aromatic diamine have increased rigidity and useful processability. The copolymers of this invention also may exhibit improved resistance to the detrimental effects of humid environments and retain mechanical properties at elevated temperatures after exposure to humid environments.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: September 7, 1993
    Assignee: Amoco Corporation
    Inventors: Ronald E. Bockrath, Edward J. Gordon
  • Patent number: 5241038
    Abstract: A process for the preparation of aromatic imide sulfide polymers and polymers produced. In the process, elemental sulfur is reacted with a compound having the general formula ##STR1## wherein Z.sup.1 is a direct link and Z.sup.2 is H, or Z.sup.1 has the general structure ##STR2## or Z.sup.1 and Z.sup.2 together complete a moiety having the general structure ##STR3## n= 0-4 . R.sup.1 is substituted or unsubstituted: aryl or heteroaryl. ##STR4## which R.sup.3 is an independently selected aryl group, m is an integer from 1 to 12, and j is an integer from 0 to 300.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: August 31, 1993
    Assignee: Eastman Kodak Company
    Inventors: David M. Teegarden, Robert J. Perry, S. Richard Turner, David R. Fagerburg
  • Patent number: 5241041
    Abstract: Disclosed is a polyimide ammonium salt comprising the reaction product of an ethylenically unsaturated amine with an aromatic polyimide having pendant carboxylic acid groups, said polyimide comprising the reaction product of diamine and aromatic dianhydride, where the diamine comprises an aromatic carboxylic acid diamine having at least one carboxylic acid. A substrate can be coated with the polyimide ammonium salt by forming a composition of a crosslinking agent and a solution of the polyimide salt in an organic solvent, spreading the composition on the substrate, evaporating the solvent to form a coating, exposing at least some of the coating to actinic radiation to crosslink and insolubilize the exposed portions of the coating, and washing the unexposed portions away by dissolving them in an organic solvent.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: August 31, 1993
    Assignee: Occidental Chemical Corporation
    Inventors: Jin-O Choi, John A. Tyrell
  • Patent number: 5241040
    Abstract: A method and apparatus are disclosed for conducting a physical process and a chemical reaction by exposing a material containing a volatile substance to microwave radiation where the morphology of said material will change when exposed to such radiation. The power of said radiation is adjusted over time as the morphology of the material changes to maximize the effect of the radiation in order to produce a product in a minimum amount of time that is substantially free of said volatile substance.The method and apparatus can also be used to conduct such a process or reaction with materials that do not contain a volatile material.In one embodiment a method and apparatus are disclosed for manufacturing a polyimide from a precursor in a solvent by exposing the precursor to microwave radiation in a tuneable microwave resonant cavity that is tuned during imidization to achieve critical coupling of the system. Microwave power is controlled to remove the solvent and obtain the desired level of reaction.
    Type: Grant
    Filed: July 11, 1990
    Date of Patent: August 31, 1993
    Assignee: International Business Machines Corporation
    Inventors: Jerome J. Cuomo, Jeffrey D. Gelorme, Michael Hatzakis, Jr., David A. Lewis, Jane M. Shaw, Stanley J. Whitehair
  • Patent number: 5241018
    Abstract: The terminal-modified imide oligomer composition capable of being cured within a short time and of being converted to a shaped, cured resin article having a high mechanical strength, heat resistance and elastic modulus, comprises a rigid, high molecular weight aromatic polyimide (I) produced by polymerizing and imidizing a tetracarboxylic acid component comprising at least one biphenyltetracarboxylic acid compound with an amine component comprising at least one aromatic diamine compound (a) having at least one cyclic structure and two amino groups directly attached to the cyclic structure; a flexible imide oligomer (II) produced by polymerizing and imidizing the tetracarboxylic acid component, with a diamine component comprising at least one aromatic diamine compound (b) having at least two cyclic structures and two amino groups attached directly or through a divalent bonding member to the cyclic structures and a monoamine component comprising at least one monoamine compound (c) having an unsaturated hydrocar
    Type: Grant
    Filed: June 5, 1992
    Date of Patent: August 31, 1993
    Assignee: Ube Industries, Ltd.
    Inventors: Shinji Yamamoto, Yasuo Hirano, Kazuyoshi Fujii
  • 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: 5237044
    Abstract: Polyimide sheets having excellent thermal resistance and good surface appearance of the resultant sheets are obtained by a melt-extrusion process from a specific polyimide in the temperature range of 300.degree. C. to 450.degree. C. and a moisture content of 200 ppm or less.
    Type: Grant
    Filed: October 17, 1989
    Date of Patent: August 17, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masumi Saruwatari, Shoichi Tsuji, Masami Nakano, Shinobu Moriya, Masahiro Ohta, Toshiyuki Nakakura
  • Patent number: 5235030
    Abstract: Linear aromatic copolyamides having good processability, superior thermal stability and excellent mechanical properties are provided. They comprise 55-90 mole % of a repearing unit of ##STR1## and 45-10 mole % of a repeating unit of ##STR2## wherein R.sub.1 and R.sub.2 each is a C.sub.4-12 aliphatic alkylene.
    Type: Grant
    Filed: April 17, 1992
    Date of Patent: August 10, 1993
    Assignee: Showa Shell Sekiyu Kabushiki Kaisha
    Inventor: Shunichi Koide
  • Patent number: 5232630
    Abstract: The polymers are prepared by using the new intermediate product which forms a polymeric precursor, and which is converted into the desired heterocyclic polymer by ring closure.
    Type: Grant
    Filed: April 17, 1989
    Date of Patent: August 3, 1993
    Assignee: U.S. Philips Corporation
    Inventors: Kornelis L. Pouwer, Ton R. Vries, Egbert W. Meijer, Edsko E. Havinga, Hans Wijnberg
  • Patent number: 5233018
    Abstract: A perfluorinated polyimide comprising a repeating unit represented by general formula (1): ##STR1## and a perfluorinated poly(amic acid) comprising a repeating unit represented by general formula (6): ##STR2## wherein R.sub.1 is a tetravalent organic group; and R.sub.2 is a divalent organic group, provided that chemical bonds between carbon atoms and monovalent elements contained in R.sub.1 and R.sub.2 are exclusively carbon-to-fluorine bonds; methods for preparing them; and optical material including the perfluorinated polyimide. 1,4-Bis(3,4-dicarboxytrifluorophenoxy)tetrafluorobenzene dianhydride, 1,4-difluoropyromellitic anhydride, 1,4-bis(3,4-dicarboxytrifluorophenoxy)tetrafluorobenzene, 1,4-difluoropyromellitic acid, and 1,4-bis(3,4-dicyanotrifluorophenoxy)tetrafluorobenzene as well as methods preparing them. The perfluorinated polyimide has a thermal stability and has a low optical loss in an optical communication wavelength region (0.8 to 1.7 .mu.m).
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: August 3, 1993
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Shinji Ando, Toru Matsuura, Shigekuni Sasaki, Fumio Yamamoto
  • Patent number: 5231160
    Abstract: A novel aromatic diamine; a polyimide comprising 1,3-bis(3-aminobenzoyl)benzene or 4,4'-bis(3-aminobenzoyl)biphenyl as a diamine component and having recurring structural units represented by the formula (III): ##STR1## wherein R is a tetravalent radical selected from the group consisting of an aliphatic radical having from 2 to 27 carbon atoms, alicyclic radical, monoaromatic radical, condensed polyaromatic radical, and noncondensed aromatic radical connected each other with a direct bond or a bridge member, and X is a divalent radical of ##STR2## and a polyimide having a terminal aromatic group which is essentially unsubstituted or substituted with a radical having no reactivity with amines or dicarboxylic acid anhydrides or a composition comprising said polyimide.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: July 27, 1993
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Shoji Tamai, Keizaburo Yamaguchi, Yuko Ishihara, Saburo Kawashima, Hideaki Oikawa, Toshiyuki Kataoka, Akihiro Yamaguchi
  • Patent number: 5230666
    Abstract: A prepolymer of the formula ##STR1## where LG is a linking group, and copolymers thereof; polymers prepared therefrom, and a reaction injection molding process employing the same.
    Type: Grant
    Filed: November 24, 1992
    Date of Patent: July 27, 1993
    Assignee: Dayco Products, Inc.
    Inventor: Charles M. Lewis
  • Patent number: 5231162
    Abstract: A polyamic acid having a three-dimensional network molecular structure produced by a gel forming ring-opening polyaddition reaction in an organic solvent of the reaction components comprising:(A) an acid component consisting of at least one tetracarboxylic acid dianhydride selected from the group consisting of a tetracarboxy benzene dianhydride, a tetracarboxy dianhydride of a compound having 2 to 5 condensed benzene rings, and compounds represented by formula (III), and substituted compounds thereof: ##STR1## wherein R.sub.1 represents --O--, --CO--, --SO.sub.2 --, --SO--, an alkylene group, an alkylene bicarbonyloxy group, an alkylene bioxycarbonyl group, a phenylene group, a phenylene alkylene group, or a phenylene dialkylene group, n.sub.4 is 0 or 1, n.sub.5 is 0 or 1; and n.sub.6 is 1 or 2, provided that the sum of n.sub.5 and n.sub.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: July 27, 1993
    Assignee: Toho Rayon Co. Ltd.
    Inventor: Yasuhisa Nagata
  • Patent number: 5229485
    Abstract: The invention relates to soluble homo- or copolyimides of formula I ##STR1## wherein Y is hydrogen or the substituents Y, together with the linking N atom, are a divalent radical of of formulae IIa to IIc ##STR2## and X is the radical of of an aromatic amine after removal of the amino end groups, and n is an integer from 5 to 150.The compounds of the invention are readily soluble in organic solvents and are suitable tougheners for epoxy, bismaleimide and triazine resin systems.
    Type: Grant
    Filed: September 26, 1991
    Date of Patent: July 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Kramer, Jean-Pierre Wolf, Rudolf Brunner
  • Patent number: 5225517
    Abstract: Polyimides having high glass transition temperature prepared from 2,2-bis(3,4-dicarboxyphenyl) hexafluoropropane dianhydride and 1,5-, 1,6-, 2,6- or 2,7-bis(4-aminophenoxy)napthalene.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: July 6, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Katherine L. Faron
  • Patent number: 5219979
    Abstract: New polyoxazolidines can be defined with the general formula: ##STR1## where R, R.sub.1, R.sub.2 and n have the meaning specified in the description. These polyoxazolidines are useful cross-linking agents for hydrocuring systems based on polyisocyanates, acrylate polymers and polyepoxides, in compositions for paints, coatings, sealants and adhesives.
    Type: Grant
    Filed: February 10, 1992
    Date of Patent: June 15, 1993
    Assignee: Enichem Synthesis S.p.A.
    Inventor: Alberto Greco
  • Patent number: 5219977
    Abstract: Tetrapolyimide films derived from oxydiphthalic dianhydride, pyromellitic acid dianhydride, p-phenylene diamine and 4,4'-diaminodiphenyl ether, and their preparation are described. The tetrapolymer films have low water absorption, low coefficients of thermal and hygroscopic expansion, high modulus and are caustic etchable and can be used in flexible printed circuit and tape automated bonding applications.
    Type: Grant
    Filed: July 30, 1992
    Date of Patent: June 15, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: John A. Kreuz
  • Patent number: 5218077
    Abstract: A high-temperature stable, highly optically transparent-to-colorless, low dielectric linear aromatic polyimide is prepared by reacting an aromatic diamine with 3,3'bis(3,4-dicarboxyphenoxy)diphenylmethane dianhydride in an amide solvent to form a linear aromatic polyamic acid. This polyamic acid is then cyclized to form the corresponding polyimide, which has the following general structural formula: ##STR1## wherein Ar is any aromatic or substituted aromatic group, and n is 10-100.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: June 8, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Anne K. St. Clair, Harold G. Boston, J. Richard Pratt
  • Patent number: 5218083
    Abstract: High performance, thermooxidatively stable polyimides are prepared by reacting aromatic diamines with pendant trifluoromethyl groups and dianhydrides in an amide solvent to form a poly(amic acid), followed by cyclizing the poly(amic acid) to form the corresponding polyimide, which has the following general structure: ##STR1##
    Type: Grant
    Filed: October 31, 1989
    Date of Patent: June 8, 1993
    Assignee: The United States of America as represented by the United States National Aeronautics and Space Administration
    Inventors: Margaret K. Gerber, Terry L. St. Clair, J. Richard Pratt, Anne K. St. Clair
  • Patent number: 5216118
    Abstract: A method for preparing polyimides comprising reacting carbon monoxide, a primary diamine and a reactant selected from the group consisting of bis(o-iodoaromatic ester)s and bis(o-bromoaromatic ester)s, in the presence of solvent and catalyst, said catalyst being a compound of a metal seIected from the group consisting of platinum, palladium and nickel.
    Type: Grant
    Filed: February 25, 1992
    Date of Patent: June 1, 1993
    Assignee: Eastman Kodak Company
    Inventors: Robert J. Perry, S. Richard Turner, Richard W. Blevins
  • Patent number: 5212276
    Abstract: The semicrystalline polyimide prepared by reaction of 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) and 1,3-bis(4-aminophenoxy-4'-benzoyl)benzene (1,3-BABB) is modified so that it can be more readily processed to form adhesive bonds, moldings and composites. The stoichiometric ratio of the two monomers, BTDA and 1,3-BABB is controlled so that the intermediate polyamide acid is of a calculated molecular weight. A polyamide acid with excess anhydride groups is then reacted with the stoichiometrically required amount of monofunctional aromatic or aliphatic amine required for complete endcapping. A polyamide acid with excess amino groups is reacted with the stoichiometrically required amount of monofunctional aromatic anhydride required for complete endcapping. The stoichiometrically offset, endcapped polyimide is processed at lower temperatures and pressures than the unmodified high molecular weight polyimide with the same repeat unit, and exhibits an improved melt stability.
    Type: Grant
    Filed: May 8, 1990
    Date of Patent: May 18, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Stephen J. Havens, Mark W. Beltz
  • Patent number: 5212277
    Abstract: The present invention relates to new polyetherimideimides having imideimide group with the following structural formula(I) and inherent viscosity of 0.27.about.0.71 dl/g, which can be made by effecting reaction between an aromatic bis(ether anhydride) and an organic diamine or an aromatic bis(nitro imideimide) and a metal salt of diol.
    Type: Grant
    Filed: January 10, 1991
    Date of Patent: May 18, 1993
    Assignees: Korea Research Institute of Chemical Technology, Cheil Industries, Inc.
    Inventors: Kwang-Sup Lee, Kil-Yeong Choi, Jong C. Won, Byoung K. Park, In-Tae Lee
  • Patent number: 5212283
    Abstract: Linear aromatic polyimides containing the cyclobutene-3,4-dione moiety were produced by reacting 1,2-bis(4-aminoanilino)cyclobutene-3,4-dione with several aromatic dianhydrides. The resulting polymers exhibited glass transition temperatures greater than 500.degree. C., adhered tenaciously to glass, and became more flexible after heating for 1 hour at 300.degree. C.
    Type: Grant
    Filed: March 3, 1992
    Date of Patent: May 18, 1993
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventor: Terry L. St. Clair
  • Patent number: 5212279
    Abstract: A hot-melt adhesive comprising a special polyamideimide or polyamide is excellent in heat resistance and adhesive strength and usable for providing substrates for printed circuit boards.
    Type: Grant
    Filed: October 22, 1990
    Date of Patent: May 18, 1993
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Yoshihiro Nomura, Takashi Morinaga, Toshiaki Fukushima, Hiroshi Minamisawa, Kazuhito Hanabusa
  • Patent number: 5210174
    Abstract: In a process for the preparation of polyimide by reacting a diamine compound with tetracarboxylic dianhydride in a phenol based solvent, an improved process for reacting the diamine compound with tetracarboxylic dianhydride in a solution by forming separate solutions of the tetracarboxylic dianhydride and the diamine compound and mixing the solutions and/or by dissolving tetracarboxylic dianhydride in the phenol-based solvent containing an organic base.
    Type: Grant
    Filed: November 14, 1990
    Date of Patent: May 11, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shoji Tamai, Hideaki Oikawa, Masahiro Ohta, Akihiro Yamaguchi
  • Patent number: 5206339
    Abstract: Polyimide which is obtained by polymerization and consists essentially of recurring structural units of the formula (I): ##STR1## wherein X is a single bond or a hexafluoroisopropylidene group, is processed to a form of pellet, followed by heat-treating to obtain crystallinity of 5% or more, and fed to an extruder to obtain articles.
    Type: Grant
    Filed: May 10, 1991
    Date of Patent: April 27, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masumi Saruwatari, Syoichi Tsuji, Yasuhiro Fujii
  • Patent number: 5202410
    Abstract: Certain substituted benzidines enable the preparation of linear chain, high molecular weight polyimides based on benzidine.
    Type: Grant
    Filed: October 21, 1991
    Date of Patent: April 13, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert S. Irwin
  • Patent number: 5202411
    Abstract: A tri-component polyimide copolymer and the process of preparing the copolymer are disclosed. A mixed reaction medium or solvent system comprising phenol and at least one compound of resorcinol, 1,6-dimethyl phenol and 4-methoxy phenol is used to produce the copolymer by direct imidization without isolating or purifying the imide oligomer as an intermediate.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: April 13, 1993
    Assignee: W. R. Grace & Co.-Conn.
    Inventor: Hiroshi Itatani
  • Patent number: 5198316
    Abstract: Mixtures of salts of organic dicarboxylic acids and organic compounds of non-salt character, dissolved in a C.sub.1 -C.sub.4 alkanol, can be concentrated or separated with a semipermeable membrane made from a copolyimide which contains a first aromatic diamine radical (1) and a second aromatic diamine radical (2) which carries --SO.sub.3 M groups, wherein M is H.sym., a mono-to trivalent metal cation or an ammonium cation. The first amine radical (1) and/or the second diamine radical (2) contains C.sub.1 -C.sub.4 alkyl groups in both o-positions to at least one amino group. These copolyamides are also radiation-sensitive (self-crosslinking) and can be used for the production of protective layers or relief images, development being carried out in an aqueous alkaline medium.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: March 30, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Wolfgang Wernet, Joseph Berger
  • Patent number: 5198524
    Abstract: An adhesive composition for adhering two substrates includes a mixture of acrylate and epoxy with a tri- or tetrafunctional ketimine as a curing agent. The adhesive composition provides a two-stage cure in which, in a first stage, the adhesive is moisture cured at ambient temperature to provide green strength. In a second stage, the adhesive is post-cured at elevated temperatures to provide a high strength bond. The ketimine is formed form the reaction of diisopropyl ketone and an amine.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: March 30, 1993
    Assignee: W.R. Grace & Co.-Conn.
    Inventors: Richard W. Bush, Eugene E. Carney
  • 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: 5196506
    Abstract: A polyimide having a high heat-resistance good processability and recurring structural units of the formula (I): ##STR1## wherein R is a tetravalent radical selected from the group consisting of an aliphatic radical having at least two carbon atoms, alicyclic radical, monocyclic aromatic radical, fused polycyclic aromatic radical and polycyclic aromatic radical bonded through a direct bond or a bridge member.
    Type: Grant
    Filed: July 15, 1992
    Date of Patent: March 23, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Shoji Tamai, Masahiro Ohta, Akihiro Yamaguchi
  • Patent number: 5196500
    Abstract: Tetrapolyimide films derived from 3,3',4,4'-benzophenone tetracarboxylic dianhydride, pyromellitic acid dianhydride, p-phenylene diamine and 4,4'-diaminodiphenyl ether, and their preparation, are described. The tetrapolymer films have low water absorption, low coefficients of thermal and hygroscopic expansion, high modulus and are caustic etachable and can be used in flexible printed circuit and tape automated bonding applications.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: March 23, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: John A. Kreuz, Richard F. Sutton, Jr., Stuart N. Milligan
  • Patent number: 5194567
    Abstract: A prepolymer of the formula ##STR1## where LG is a linking group, and copolymers thereof; polymers prepared therefrom, and a reaction injection molding process employing the same.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: March 16, 1993
    Assignee: Dayco Products, Inc.
    Inventor: Charles M. Lewis
  • Patent number: 5194518
    Abstract: A thermosetting resin composition, and a resin sheet, a prepreg and a laminated sheet using the composition are disclosed, which composition comprises (A) an amine-terminated oligomer represented by formula (I): ##STR1## wherein Ar.sub.1 represents a divalent aromatic group, AR.sub.2 represents a tetravalent aliphatic or aromatic group, and a represents an integer of at least 1; and (B) a polymaleimide represented by formula (II): ##STR2## wherein Ar.sub.3 represents an aliphatic group having two or more carbon atoms or an aromatic group, and b represents an integer of at least 2, provided that a part of the whole of hydrogen atoms of at least one group of Ar.sub.1, Ar.sub.2 and Ar.sub.3 in formulae (I) and (II) is substituted by fluorine atoms.
    Type: Grant
    Filed: May 18, 1992
    Date of Patent: March 16, 1993
    Assignee: Nitto Denko Corporation
    Inventors: Mitsuyoshi Shirai, Yasuo Kihara, Michiharu Yamamoto, Tadashi Nishikimi
  • Patent number: 5194562
    Abstract: Azole rings, such as oxazole and thiazole rings, can activate an aromatic ring bonded to a leaving group such as a halogen atom so that the aromatic ring will undergo aromatic nucleophilic substitution. The reaction is useful for making ethers, thioethers and amines containing azole rings. In particular, monomers having azole rings, activated aromatic rings with leaving groups and nucleophilic moieties can react under conditions of aromatic nucleophilic displacement to form non-rigid rob PBZ polymers. The non-rigid rod PBZ polymers can be used to form molecular composites with rigid rod PBZ polymers which molecular composites are not substantially phase separated.
    Type: Grant
    Filed: January 10, 1992
    Date of Patent: March 16, 1993
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Michael J. Mullins