From Carboxylic Acid Having Three Or More Carboxylic Acid Groups Or Derivatives Thereof, And An Organic Amine, Or From An Organic Amine Salt Of A Tri-or Higher Carboxylic Acid Patents (Class 528/350)
  • 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: 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: 5232472
    Abstract: Novel polyimide and polyamide-imide gas separation membranes and the process of using such membranes to separate one or more gases from a gaseous mixture is disclosed. The polyimides and polyamide-imides are formed from a blend of diamines containing the ester derived from 1,3-diamino-2-hydroxypropane.
    Type: Grant
    Filed: November 3, 1992
    Date of Patent: August 3, 1993
    Assignees: E. I. Du Pont de Nemours and Company, L'Air Liquide S.A.
    Inventors: John W. Simmons, Okan M. Ekiner
  • 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: 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: 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: 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: 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: 5216090
    Abstract: A thermosetting powder coating composition having improved optical properties, such as orange peel, gloss and Distinctness of Image (DOI), which includes a reactable mixture of a carboxylic acid group-containing polyester or acrylic, a fatty acid hydroxyalkylamide group-containing material and beta-hydroxyalkylamide curing agent.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: June 1, 1993
    Assignee: Rohm and Haas Company
    Inventors: Richard F. Merritt, Kurt A. Wood, Aurelia de la Cuesta Sheppard
  • 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: 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: 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: 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: 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: 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: 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: 5194565
    Abstract: The imidization temperature of poly(amide-acid) compositions derived from tetracarboxylic acid dianhydrides can be lowered by use of a bis(aminophenoxyphenyl) phosphine oxide in the diamine component which is reacted with the dianhydride. These homo- or copolyimides can be cyclized without use of catalysts or excessive temperature which can product undesired side reactions. Tough film forming materials can be produced which show excellent thermo-oxidative stability and high char yields even at 800.degree. C. in air.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: March 16, 1993
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: James E. McGrath, Attila Gungor
  • 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: 5189115
    Abstract: Novel polyetherimide copolymers comprising the reaction product of 2,2-bis(3',4'-dicarboxyphenyl)propane dianhydride, an aromatic bis(ether anhydride), and a diamine are described. The polyetherimide copolymers have improved thermal properties, are soluble in conventional solvents, and are compatible with other engineering resins.
    Type: Grant
    Filed: November 15, 1990
    Date of Patent: February 23, 1993
    Assignee: Amoco Corporation
    Inventor: John L. Melquist
  • Patent number: 5189138
    Abstract: Rigid fluorine-containing compounds, monomers, and polymers based on pentacyclic core systems, such as 12H,14H-5, 7-dioxapentacene with perfluoroalkyl and/or aryl groups in the 12, 14 positions, and 5H,12H-7, 14-dioxapentacene, with perfluoroalkyl and/or aryl groups in the 5,12 positions. These monomers have utility in the preparation of advanced high-performance polymers, particularly polyimides. The rigid pentacyclic core decreases the coefficient of thermal expansion of the polymers, while the fluorinated substituents improve the dielectric constant and water absorption properties. Each monomer unit contains within its pentacyclic core two-O-bridges, and two --CRR.sub.f bridges (where R is aryl, substituted aryl or perfluoroalkyl, and R.sub.f is perfluoroalkyl).
    Type: Grant
    Filed: February 20, 1991
    Date of Patent: February 23, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Swiatoslaw Trofimenko, Brian C. Auman
  • Patent number: 5187254
    Abstract: A melt processible molding resin in which polymeric chains present therein comprise amide-imide repeating units having the following general formula: ##STR1## and wherein terminal amine groups of said polymeric chains are endcapped with phthalic anhydride moieties.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: February 16, 1993
    Assignee: Amoco Corporation
    Inventors: Howard B. Yokelson, James H. Han, Jeff J. Felberg
  • Patent number: 5177179
    Abstract: Perfluoroalkylated diaminoesitylene and polymers, preferably polyimides, made therefrom. The necessarily obtainable meta-substitution position of the perfluoroalkyl group with respect to both amino-groups provides an improved diamine and compositions of matter resulting therefrom.
    Type: Grant
    Filed: April 4, 1991
    Date of Patent: January 5, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Brian C. Auman, David P. Higley, Bruce B. Johnson
  • Patent number: 5177180
    Abstract: Polyimide intercondensation products are prepared from mixed dianhydrides and aromatic diamines. One of the mixed dianhydrides must be 2,2-bis(3,4-dicarboxyphenyl)-hexafluoropropane dianhydride (6FDA) and the other dianhydride may be oxydiphthalic anhydride (ODPA) or biphenyl dianhydride (BPDA) or mixtures thereof. Preferred aromatic diamines are p-phenylenediamine (PPD) and/or m-phenylenediamine (MPD). The polyimide products have increased glass transition temperatures (Tg), frequently higher than 400.degree. C. Composites made from the polyimides have high thermal and oxidative stability and may be used in aircraft engine hardware.
    Type: Grant
    Filed: August 7, 1990
    Date of Patent: January 5, 1993
    Assignee: General Electric Company
    Inventors: Richard N. Griffin, Robert A. Gray
  • Patent number: 5177176
    Abstract: Polyimide compositions, films, and electronic devices using polyimides, based on 9-aryl-9(perfluoroalkyl)-xanthene-2,3,6,7-dianhydride and one or more diamines from a selected group, which offers to the polyimides a combination of desirable properties including solubility, pseudo rod-like structure, low linear coefficient of thermal expansion, high glass transition temperature, low dielectric constant, and high modulus.
    Type: Grant
    Filed: October 29, 1991
    Date of Patent: January 5, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Brian C. Auman
  • Patent number: 5175242
    Abstract: A new class of soluble phenylated polyimides made from 3,6-diarypyromellitic dianhydride and process for the manufacture of the 3,6-diarypyromellitic dianhydride starting material. The polyimides obtained with said dianhydride are readily soluble in appropriate organic solvents and are distinguished by excellent thermal, electrical and/or mechanical properties making the polyimides ideally suited as coating materials for microelectronic apparatii, as membranes for selective molecular separation or permeation or selective gas separation or permeation, or as reinforcing fibers in molecular composites, or as high modulus, high tensile strength fibers.
    Type: Grant
    Filed: February 24, 1989
    Date of Patent: December 29, 1992
    Assignee: The University of Akron
    Inventor: Frank W. Harris
  • Patent number: 5175241
    Abstract: Polyimide resins, which have reduced anhydride content when molded, are prepared by a novel reaction process that includes reacting an esterified aromatic tetracarboxylic acid or anhydride monomer with a primary aromatic diamine until substantially no free monomer remains to form a polyamide-acid (the molar ratio of esterified monomer to diamine ranging from 1:1 to 1:2); reacting the polyamide-acid with a low molecular weight end-capping agent to form an end-capped polyamide-acid; and heating the end-capped polyamide-acid to form the polyimide.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: December 29, 1992
    Assignee: The Dexter Corporation
    Inventor: David S. Darrow
  • Patent number: 5175240
    Abstract: Aromatic homopolyimide and copolyimide films derived from an aromatic dianhydride and a chlorinated aromatic diamine such as 2-chloro-p-phenylene diamine and 2,2'-dichloro-4,4'-diaminodiphenyl ether are described. The films have low water absorption, high elastic modulus and elongation and can be heat-processed without embrittlement.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: December 29, 1992
    Assignee: E.I. Du Pont de Nemours and Company
    Inventors: John A. Kreuz, Stuart N. Milligan
  • Patent number: 5175234
    Abstract: Polyimide oligomers include (1) linear, monofunctional crosslinking oligomers prepared by condensing a monoanhydride end cap with a diamine that includes alternating ether and "Sulfone" (--SO.sub.2 --, --S--, --CO--, --(CF.sub.3).sub.2 C--, or --(CH.sub.3).sub.2 C--) linkages connecting alternating aromatic radicals and with a dianhydride (or dianhydride mixture), particularly the unsaturated, aliphatic dianhydride commonly known as MCTC; (2) linear, mono- or difunctional crosslinking oligomers prepared by condensing an amine end cap with a diamine and a dianhydride; and (3) multidimensional, crosslinking oligomers having an aromatic hub and at least three radiating arms connected to the hub, each arm including a crosslinking end cap at its distal end and at least one imide linkage.Blends, prepregs, and composites can be prepared from the oligomers.
    Type: Grant
    Filed: November 7, 1989
    Date of Patent: December 29, 1992
    Assignee: The Boeing Company
    Inventors: Hyman R. Lubowitz, Clyde H. Sheppard
  • Patent number: 5171829
    Abstract: A copolymeric amphiphilic polyimide precursor having the recurring unit of the formula (1): ##STR1## wherein R.sup.1 is a tetravalent group having at least 2 carbon atoms, R.sup.2 is a bivalent group having at least 2 carbon atoms, and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are hydrogen atom or a monovalent group having 1 to 30 carbon atoms selected from the group consisting of an aliphatic group, an alicyclic group, an aromatic group, a group in which an aliphatic group is combined with an aromatic group, or an alicyclic group, and their groups substituted by a halogen atom, nitro group, amino group, cyano group, methoxy group or acetoxyl group, provided that at least one of R.sup.3, R.sup.4, R.sup.5 and R.sup.6 is neither hydrogen atom nor the above-mentioned group which has 1 to 11 carbon atoms; a part of at least one of said R.sup.1 and said R.sup.2 being substituted with a group having a valence different therefrom.
    Type: Grant
    Filed: January 16, 1991
    Date of Patent: December 15, 1992
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Masakazu Uekita, Hiroshi Awaji
  • Patent number: 5171828
    Abstract: Polyimide copolymers are disclosed having the recurring structure ##STR1## wherein AR is AR.sub.1 or AR.sub.2, wherein AR.sub.1 is ##STR2## and wherein AR.sub.2 is ##STR3## provided that the molar ratio of AR.sub.1 to AR.sub.2 is 3:1 to 1:3, and wherein AR.sub.3 is ##STR4## These polyimides have unexpected properties which are useful in various electronic applications.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: December 15, 1992
    Assignee: Occidental Chemical Corporation
    Inventors: Timothy A. Meterko, Rudolph F. Mundhenke, Willis T. Schwartz
  • Patent number: 5171822
    Abstract: An improved low toxicity polymerization of monomer reactants (PMR) system has 3,4'-oxydianiline as the key monomer reactant. One variation of this system, LaRC-RP46, is prepared by reacting together monomethyl ester or 5-norbornene-2,3-dicarboxylic acid (NE), 3,4'-oxydianiline (3,4'-ODA), and dimethyl ester of 3,3',4,4'-benzophenonetetracarboxylic acid (BTDE); this combination is then treated with heat. This new matrix resin is readily processed into a high quality graphite fiber reinforced composite with excellent reproducibility. The flexibility of the ether linkage in 3,4'-ODA provides high toughness. The composite retains excellent mechanical properties both at 316.degree. C. and at 371.degree. C. The development of LaRC-RP46 will significantly extend the applications of PMR type polyimides.
    Type: Grant
    Filed: February 5, 1991
    Date of Patent: December 15, 1992
    Assignee: The United States of America as represented by the Administrator of National Aeronautics and Space Administration
    Inventor: Ruth H. Pater
  • Patent number: 5166308
    Abstract: Disclosed is an aromatic copolyimide film prepared by chemical conversion of a copolyamide acid solution obtained by copolymerization of an aromatic tetracarboxylic acid component comprising from 30 to 50 mole % of biphenyltetracarboxylic acid dianhydride, 50 to 70 mole % of pyromellitic acid dianhydride, 60 to 80 mole % of p-phenylenediamine and 20 to 40 mole % of 4,4'-diaminodiphenyl ether. The aromatic copolyimide film has a low coefficient of thermal expansion, low water absorption, a low coefficient of hygroscopic expansion, high mechanical strength and is readily etchable making it suitable for use an advanced electronic substrate.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: November 24, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: John A. Kreuz, Richard F. Sutton, Jr.
  • Patent number: 5164476
    Abstract: Soluble and/or fusible polyimides or polyamidoimides of the general formula I ##STR1## in which R denotes a divalent radical of the formula II ##STR2## Ar denotes trivalent or tetravalent aromatic radicals or mixtures thereof, X denotes the amide radical, if Ar is trivalent, and if Ar is tetravalent denotes the imide radical and R.sub.1 denotes divalent aromatic radicals, and a process for their preparation.
    Type: Grant
    Filed: June 12, 1990
    Date of Patent: November 17, 1992
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Gerd Greber, Heinrich Gruber, Marcel Sychra
  • Patent number: 5162455
    Abstract: A thermoplastic, segmented, linear copolyetherester elastomer with soft segments derived from poly(alkylene oxide) glycol and hard segments of poly(1,2-ethylene terephthalate) or poly(1,4-butylene terephthalate) contains very small amounts of certain bifunctional units. Preferred units are derived from trans-1,4-cyclohexylene-bis-(N-trimellitimide) and p-phenylene-bis-(N-trimellitimide). Fibers of the elastomer have non-tacky characteristics and improved elastic properties.
    Type: Grant
    Filed: October 8, 1991
    Date of Patent: November 10, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robin N. Greene
  • Patent number: 5162489
    Abstract: Diamines having a 1,1,3-trimethylphenylindane dicarboxylic moiety linked on both sides to phenylene diamine by an amide bond (PIDA diamines) are disclosed. By reacting these diamines with aromatic difunctional acid derivatives, amorphous polymers having high glass transition temperatures (Tg) can be prepared. If aliphatic diacid derivatives are used the resulting polymers have a lower Tg, but have the advantage of melt-processability. The PIDA-diamines can also be used in the preparation of polyimides, being reacted either with tri-or tetracarboxylic anhydrides or with imide group-containing acid derivatives.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: November 10, 1992
    Assignee: Akzo N.V.
    Inventors: Cornelis R. H. I. De Jonge, Gerrit Hoentjen, Theodorus J. Bouwmans
  • Patent number: 5162492
    Abstract: Polyimide prepared from 3,3'4,4'-biphenyltetracarboxylic dianhydride and an aromatic diamine which is at least about 60% meta-phenylene diamine exhibits excellent hydrolytic and oxidative stability.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: November 10, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Mureo Kaku
  • Patent number: 5157107
    Abstract: A polymeric acid is synthesized by the ring-opening poly-addition reaction using a biphenyl tetracarboxylic acid as a tetracarboxylic acid moiety and an aromatic diamine, particularly p-phenylene diamine, as a diamine moiety. An aromatic polyimide resin layer possessing a highly desirable heat-resisting property as a heat-resistant insulating coating material and excelling in adhesive strength relative to a substrate is obtained by adjusting the polymeric acid in viscosity with a suitable organic solvent, applying the resultant polyamic acid on a substrate, and firing the applied layer of the polyamic acid. The substrate, for example, is a conductor layer formed as with copper and used as a multi-layer wiring board for hybrid IC's.
    Type: Grant
    Filed: August 29, 1989
    Date of Patent: October 20, 1992
    Assignees: Kabushiki Kaisha Toshiba, Toshiba Chemical Corporation
    Inventors: Masaru Nikaido, Hikaru Okunoyama, Katsumi Yanagibashi, Yoshiaki Ouchi
  • 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: 5153334
    Abstract: Partially fluorinated tetracarboxylic acid and the dianhydride thereof, a process for their preparation and their useA compound of the formula ##STR1## and the dianhydride thereof are prepared by air oxidation in the presence of a catalyst mixture composed of at least 2 heavy metal salts and also bromine in an acid organic medium. The compounds can be employed for the preparation of partially fluorinated polycondensates, such as polyimides, polycarboxamides, esters of polyamidecarboxylic acids, polyamides and imide-oligomers.
    Type: Grant
    Filed: June 20, 1991
    Date of Patent: October 6, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Freimund Rohrscheid, Wolfgang Appel, Gunter Siegemund
  • Patent number: 5153304
    Abstract: The present invention relates to a novel fluorine-containing diaminobenzene derivative having a perfluoroalkyl group and to a novel fluorine-containing polyimide which is produced from the said diaminobenzene as a starting material and to a novel polyimide having both a fluorine-containing group and/or a siloxane chain in the side chain thereof, the polyimide being produced from the said fluorine-containing diaminobenzene and fluorine-containing polyimide and to a liquid crystal-aligning agent with an elevated tilt angle, which contains a polyimide having a fluorine-containing group and a siloxane chain.
    Type: Grant
    Filed: March 18, 1992
    Date of Patent: October 6, 1992
    Assignees: Sagami Chemical Research Center, Nissan Chemical Industries, Ltd.
    Inventors: Yu Nagase, Yuriko Takamura, Noriaki Kohtoh, Hiroyoshi Fukuro, Toyohiko Abe
  • Patent number: 5149761
    Abstract: The new aromatic ether imides corresponding to the following formula ##STR1## may be used for the production of plastics which in turn may be worked up into moulded articles, films, sheet products and filaments. The plastics produced from the new aromatic ether imides are distinguished by their exceptional dimensional stability under heat.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: September 22, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Knud Reuter, Dieter Freitag, Gunther Weymans, Rolf Dhein
  • Patent number: 5149772
    Abstract: Polyimides having a high thermal and oxidative stability are prepared by reacting a mixture of monomers comprising (a) a dialkyl, trialkyl, or tetraalkylester of an aromatic tetracarboxylic acid, (b) an aromatic diamine, and (c) an end cap compound. The ratio of (a), (b), and (c) is chosen so that upon heating the mixtures, low molecular weight prepolymers are formed, the prepolymers having only one end cap radical and being suitable for chain extension and crosslinking to form high molecular weight, thermally stable polyimides. Upon heating, the prepolymers form polyimide resins, which can have T.sub.g in excess of 600.degree. F. and superior physical properties.
    Type: Grant
    Filed: January 22, 1992
    Date of Patent: September 22, 1992
    Assignee: TRW Inc.
    Inventors: Tito T. Serafini, Paul G. Cheng, Kenneth K. Ueda, Ward F. Wright
  • Patent number: 5149760
    Abstract: Polyimides having a high thermal and oxidative stability are prepared by reacting a mixture of monomers comprising (a) a dialkyl, trialkyl, or tetraalkylester of an aromatic tetracarboxylic acid, (b) an aromatic diamine, and (c) an end cap compound. The ratio of (a), (b), and (c) is chosen so that upon heating the mixtures, low molecular weight prepolymers are formed, the prepolymers having only one end cap radical and being suitable for chain extension and crosslinking to form high molecular weight, thermally stable polyimides. Upon heating, the prepolymers form polyimide resins, which can have T.sub.g in excess of 600.degree. F. and superior physical properties.
    Type: Grant
    Filed: January 22, 1992
    Date of Patent: September 22, 1992
    Assignee: TRW Inc.
    Inventors: Tito T. Serafini, Paul G. Cheng, Kenneth K. Ueda, Ward F. Wright
  • Patent number: 5145943
    Abstract: Fusible polyimide powders are prepared by the process of this invention. An amic acid amine is first prepared by treating (n+1) moles of a bis(aminophenyl)methane with n mole of aromatic tetracarboxylic anhdride to produce an aromatic amic acid prepolymer. This prepolymer is then mixed with an unsaturated carbocyclic monoanhydride and the mixture heated to form a reactive end-capped polyamic acid precursor. The resulting composition is thermally treated in order to partially imidize the precursor. The resulting fusible polyimide powder is finally separated.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: September 8, 1992
    Assignee: Ethyl Corporation
    Inventors: Hsueh M. Li, John Y. Lee
  • Patent number: 5144078
    Abstract: The present invention relates to a novel fluorine-containing diaminobenzene derivatives having a perfluoroalkyl group and to a novel fluorine-containing polyimide which is produced from the said diaminobenzene as a starting material and to a novel polyimide having both a fluorine-containing group and/or a siloxane chain in the side chain thereof, the polyimide being produced from the said fluorine-containing diaminobenzene and fluorine-containing polyimide and to a liquid crystal-aligning agent with an elevated tilt angle, which contains a polyimide having a fluorine-containing group and a siloxane chain.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: September 1, 1992
    Assignees: Sagami Chemical Research Center, Nissan Chemical Industries, Ltd.
    Inventors: Yu Nagase, Yuriko Takamura, Noriaki Kohtoh, Hiroyoshi Fukuro, Toyohiko Abe
  • Patent number: 5124428
    Abstract: Fiber grade resin, fiber obtained therefrom, and fiber-containing articles wherein the resin comprises an amide-imide polymer having repeating units of the following general formula: ##STR1## said resin having an inherent viscosity of from about 0.3 to about 1.3 dl/g; an M.sub.n of at least about 5000 g/mole; a ratio of M.sub.w /M.sub.n in the range of from about 1.7 to about 3.3; and a ratio of M.sub.z /M.sub.w of not greater than about 2.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: June 23, 1992
    Assignee: Amoco Corporation
    Inventors: Howard B. Yokelson, Stefanos L. Sakellarides, Raymond T. Behrends, Marifaith Hackett
  • Patent number: 5124433
    Abstract: The invention provides a nitrogen-containing alkyd resin coating composition including a nitrogen-containing alkyd resin prepared by reacting an amine compound containing at least two active hydrogen atoms in the molecule and having or not having one hydroxyl group in the molecule with a polyhydric alcohol and a polybasic acid using or without using a fatty acid, and a crosslinking agent.
    Type: Grant
    Filed: July 15, 1991
    Date of Patent: June 23, 1992
    Assignee: Kansai Paint Company, Limited
    Inventor: Hiroshi Inoue
  • Patent number: 5120826
    Abstract: The present invention provides for a novel heat stable class of polyamide-imide polymers having excellent flow properties and hydrolytic stability which are prepared by forming the polycondensation product of one or more aromatic or aliphatic diamines and a comonomer comprising a tri- or hexafluoro-substituted tricarboxylic acid anhydride (or acid derivative thereof) having the structure: ##STR1## wherein R is CF.sub.3 or a phenyl radical. In addition to improved flow properties, the polyamide-imide polymers of this invention also exhibit improved solubility properties in most organic solvents, good resistance to attack by chlorinated solvents such as trichloroethylene as compared with polyimides, improved hydrophobic properties as well as good thermal properties, including resistance to thermooxidative degradation.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: June 9, 1992
    Assignee: Hoechst Celanese Corp.
    Inventors: Rohitkumar H. Vora, Paul N. Chen, Sr.
  • Patent number: 5120814
    Abstract: To produce flame-retardant thermostable new homopolyimides having structural units of the general formula ##STR1## by reacting 3,3',4,4'-benzophenone tetracarboxylic acid dianhydride with an overall equimolar amount of 2,4- and/or 2,6-toluene diisocyanate, the reaction is carried out in the presence of a polymerization accelerator. The new homopolyimides have a glass transition point of at least 320.degree. C. and are processible to moulded articles exhibiting a similarly good structural strength as could hitherto be observed in mixed polyimides only. Furthermore, the new homopolyimides can be spun to fibres.
    Type: Grant
    Filed: January 31, 1990
    Date of Patent: June 9, 1992
    Assignee: Lenzing AG
    Inventors: Sigrid Seidl, Klaus Weinrotter, Herbert Griesser