Aryl-containing Reactant Patents (Class 528/331)
  • Patent number: 4839219
    Abstract: A thin film comprising a polymer having linear recurring units wherein an organic group R.sup.1 is combined alternately with an organic group R.sup.2 through a bivalent bonding group, wherein each of said group R.sup.1 and said group R.sup.2 has a valence of at least 2 and has at least 2 carbon atoms; each of said linear recurring units having at least one hydrocarbon-containing group R.sup.3 having 10 to 30 carbon atoms bonded with covalent bond, and a device having the thin film. The thin film of the invention is formed by building-up layers of the above polymer by LB technique, and the obtained film can be subjected to ring closure and to elimination of a known LB compound added as occasion demand by heat treatment to provide a thin film having a thickness of not more than 10,000 .ANG. and excellent heat resistance, chemical resistance and mechanical properties, and the device having the thin film is useful particularly as electric and electronic devices.
    Type: Grant
    Filed: May 19, 1987
    Date of Patent: June 13, 1989
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Masakazu Uekita, Hiroshi Awaji
  • Patent number: 4837302
    Abstract: A cross-linked resin as obtained by the reaction of a bis (2-oxazoline) compound with an aromatic compound having at least two amino groups shows low water-absorption, excellent in strength, and, in addition, tough and superior in heat-resistance.The resin composition comprising the cross-linked resin and reinforcements and/or fillers can be especially advantageously utilized for preparing a variety of molded articles practically usable in a broad application field, for example, space, aircraft, railway vehicles, automobiles, civil engineering, electrical and electronic appliances, cross-resistant equipment, sports and leisure equipment, medical equipment and industrial parts, as well as in the new application areas where conventional fiber-reinforced resins have hardly been utilized by the reason of insufficient strength, water-absorption, heat-resistance, etc.
    Type: Grant
    Filed: October 21, 1987
    Date of Patent: June 6, 1989
    Assignee: Takeda Chemical Industries, Ltd.
    Inventor: Yasuo Sano
  • Patent number: 4831104
    Abstract: The thermoplastic aromatic polyamideimide compolymers comprising the structural units (1), (2) and (3) represented by formulae, ##STR1## respectively, (2) and (3) being at ratio of 1 mole to 1 mole of (1), (3) being at a ratio of 0.95-0.05 mole to 0.05-0.95 mole of (2), (1) and (2) or (3) being alternatively interconnected and Ar and Ar' being composed of 5 to 70 mole % of ##STR2## and 95 to 30 mole % of ##STR3## provide the moldings being superior in heat stability and fluidity at the temperatures of 300.degree. to 400.degree. C. and injection moldable and having desired characteristics.
    Type: Grant
    Filed: July 31, 1987
    Date of Patent: May 16, 1989
    Assignee: Toray Industries, Inc.
    Inventors: Toshihiko Aya, Sho Kadoi
  • Patent number: 4824916
    Abstract: Novel sulfonated polyamide and polyurea materials are described. The polymers are water-soluble or water-dispersible, if not crosslinked. The polymers can be crosslinked with polyvalent cations or crosslinking agents. The polymers have utility as membranes, thickeners, coatings and adhesives.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: April 25, 1989
    Assignee: The Dow Chemical Company
    Inventors: Larry D. Kershner, Charles E. Reineke, Nitis Sarkar, Larry R. Wilson
  • Patent number: 4816554
    Abstract: A class of polymers comprises one or more 2-amidomethylbenzazole units, ##STR1## contained within the main polymer backbone, wherein Ar is Ar.sup.1 or Ar.sup.2, wherein Ar.sup.1 is a tetravalent aromatic nucleus having two pairs of valences, the members of each pair being situated on adjacent carbon atoms; Ar.sup.2 is a trivalent aromatic nucleus in which at least two of the valences are situated on adjacent carbon atoms; and X is --NR.sup.4 --, --O--, or --S--, where R.sup.4 is hydrogen or alkyl of 1 to 8 carbon atoms or an aryl group.
    Type: Grant
    Filed: May 27, 1987
    Date of Patent: March 28, 1989
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Alan R. Katritzksy, Joel Swinson, Kumars Sakizadeh, Jerald K. Rasmussen, Larry R. Krepski, Steven M. Heilmann
  • Patent number: 4814530
    Abstract: Sintered polybenzimidazole articles are obtained by compacting a particulate, dried polybenzimidazole resin under a pressure of 2,000 to 10,000 psi in a mold, heating the formed article to a temperature in the range of 825.degree. to 950.degree. F. for at least four hours, cooling the polybenzimidazole article to below 800.degree. F. while maintaining the article under a pressure of 2,000 to 10,000 psi, and thereafter heating the constrained formed polybenzimidazole article to a temperature in the range of 825.degree. to 950.degree. F. for at least one hour.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: March 21, 1989
    Assignees: Hoechst Celanese Corporation, Alpha Precision Plastics, Inc.
    Inventors: Bennett C. Ward, Edwardo Alvarez, Ralph S. Blake
  • Patent number: 4772678
    Abstract: Novel liquid crystalline extended chain polymer compositions comprising a high concentration of one or more extended chain homopolymer(s), copolymer(s), or block polymer(s) and certain strong acids are prepared by admixing a high concentration of one or more selected homo- or hetero-bifunctional monomer(s) with or without oxidation protecting atoms or groups and one or more of a substantially non-oxidizing strong acid(s) having a high or low P.sub.2 O.sub.5 content. Such compositions are capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at exceptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.
    Type: Grant
    Filed: August 5, 1985
    Date of Patent: September 20, 1988
    Assignee: CommTech International Management Corporation
    Inventors: Joanne R. Sybert, James F. Wolfe, Paul D. Sybert, Blake Wilson
  • Patent number: 4758651
    Abstract: An amorphous, injection-moldable copolyamide comprising linear chains of each of the units having the formulae:(I) --CO--Ar--CO--,(II) --NH--Ar--CO--, and(III) --NH--Ar--CO--,wherein Ar represents one or more optionally substituted arylene radicals selected from the group consisting of(1) para oriented arylene,(2) meta oriented arylene,(3) arylene-X-arylene, wherein X is --C(Y)(H)--, --O--, --S--, --SO.sub.2 -- or --CO--, with Y is H or C.sub.1-43 -alkyl, and(4) arylene-CZZ'-arylene, wherein Z,Z' are alkyl or cycloalkyl,provided that at least one of the units of the formulae (I), (II) or (III) are arylene radicals from more than one of the groups (1), (2), (3) and (4). Said units are preferably present in a molar ratio of 17-41.5% of (I), 17-41.5% of (II) and 17-66% of (III).
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: July 19, 1988
    Assignee: Akzo NV
    Inventor: Doetze J. Sikkema
  • Patent number: 4742150
    Abstract: Polyetheramideimide is provided and method for making. There are utilized aromatic bis(etheranhydride) and diaminobenzanilide or mixtures thereof with an organicdiamine. The polyetheramideimide has been found to have improved solvent resistance.
    Type: Grant
    Filed: September 25, 1986
    Date of Patent: May 3, 1988
    Assignee: General Electric Company
    Inventors: John W. Verbicky, Jr., Elbridge A. O'Neil, Mark J. Bausch
  • Patent number: 4732959
    Abstract: A polymer comprising a poly(urethane)ureamide is prepared by a reaction of a polyisocyanate and a polyesterpolyol derivative of the formula [I] ##STR1## wherein A is an n-valaent radical obtained by removal of terminal hydrogen atoms from an n-valaent polyester-polyol having a molecular weight of 400 to 10,000 and containing ##STR2## group in the main chain, n is an integer of 2.ltoreq.n.ltoreq.4,x is an average value and a number of 0.ltoreq.x.ltoreq.(n-1),--NH-- group of ##STR3## in the main chain forms an amido group connected with a carbonyl group of an aminobenzoic acid and/or a carbonyl group of a polybasic acid component of the polyesterpolyol and,--CO-- group of ##STR4## in the main chain forms an ester group or amido group. The polymer has higher heat resistance and greater mechanical strength as compared to corresponding polyester-urethanes.
    Type: Grant
    Filed: November 13, 1985
    Date of Patent: March 22, 1988
    Assignee: Toyo Tire & Rubber Company Limited
    Inventors: Kozo Otani, Yoshio Yamada
  • Patent number: 4721772
    Abstract: An aromatic polyamide having a high molecular weight is produced by a polycondensation reaction of an aromatic aminocarboxylic acid and/or a mixture of an aromatic dicarboxylic acid and an aromatic diamine in a polar solvent in the presence of a dehydrating catalyst with heating at a temperature of about 160.degree. C. or higher.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: January 26, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Katsuji Ueno, Kenji Nagaoka, Akira Miyashita
  • Patent number: 4717619
    Abstract: Disclosed herein is a process for the production of shaped polybenzimidazole articles which comprises forming a solvent solution of the polymer, depositing the solution on a support to form a film, removing sufficient solvent from the deposited film such that the film contains from about 10 to about 30 percent by weight of said solvent and compression molding the resulting product into a shaped article. Thus, this invention provides a unique process for the forming of molded shaped articles from polybenzimidazole based polymers.
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: January 5, 1988
    Assignee: Hoechst Celanese Corporation
    Inventor: John S. Letinski
  • Patent number: 4703103
    Abstract: Novel compositions comprising a high concentration of one or more extended chain homopolymer, copolymer, or block polymer and certain polyphosphoric acids are prepared under conditions to exercise control of molecular weight as characterized by intrinsic visoscity. Such compositions are optically anisotropic (liquid crystlaline), capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at excptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.
    Type: Grant
    Filed: March 16, 1984
    Date of Patent: October 27, 1987
    Assignee: CommTech International
    Inventors: James F. Wolfe, Paul D. Sybert
  • Patent number: 4696999
    Abstract: The invention relates to a process for the production of polybenzamides from amino benzoic acids in the presence of metal halides.
    Type: Grant
    Filed: February 14, 1986
    Date of Patent: September 29, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Spies, Peter Strohriegl, Walter Heitz
  • Patent number: 4680341
    Abstract: Novel 3-ring tetraglycidates having the formula ##STR1## wherein X=O, S, ##STR2## --CH.sub.2 --, C.dbd.O; Y=halogen, C.sub.1 -C.sub.4 alkyl; and p0 n=0 to 4, are disclosedEpoxy resin systems exhibiting good tensile properties and moisture sensitivity can be made by copolymerizing the tetraglycidates with a polyamine curing agent. Prepregs can be made by combining the epoxy resin systems with a fiber reinforcement. The epoxy resin system may include a co-epoxide.
    Type: Grant
    Filed: April 17, 1986
    Date of Patent: July 14, 1987
    Assignee: Union Carbide Corporation
    Inventor: Richard H. Newman-Evans
  • Patent number: 4677186
    Abstract: Homopolyimides and copolyimides which contain structural elements of the formula I ##STR1## in which R.sup.1 and R.sup.2 are halogen, nitro, aryl, aryloxy, alkyl or alkoxy, m is 0 or a number from 1 to 4, n is 0 or a number from 1 to 3 and p is 0, 1 or 2, the free carbonyl groups are bonded in the ortho-position relative to one another and R is a divalent aromatic radical which is substituted by at least one alkyl group or aralkyl group, are autophotocrosslinkable. They are suitable for the production of protective films and photographic relief images.
    Type: Grant
    Filed: August 7, 1986
    Date of Patent: June 30, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4649189
    Abstract: Imide-linked bisphthalonitrile compounds are prepared by combining a dicyano aromatic diamine and an organic dianhydride to produce an amic acid linked bisphthalonitrile copound. The amic acid linked bisphthalonitrile compound is dehydrocyclized to produce the imide-linked bisphthalonitrile compounds. The imide-linked bisphthalonitrile compounds may be polymerized to produce a phthalocyanine polymer by heating the imide-linked bisphthalonitrile compound, either alone or in the presence of a metal powder or a metal salt. These compounds are useful in the coating, laminating and molding arts. The polymers are useful in composite matrix resins where increased fire resistance, toughness and resistance to moisture are required, particularly as secondary structures in aircraft and spacecraft.
    Type: Grant
    Filed: July 12, 1985
    Date of Patent: March 10, 1987
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Bappalige N. Achar, George M. Fohlen, John A. Parker
  • Patent number: 4647597
    Abstract: A high temperature, flame resistant polyimide foam material and methods of making open and closed cell, rigid and flexible foams from common precursors. An aromatic tetracarboxylic dianhydride is reacted with an amino acid and an alcohol or mixture of alcohols to produce an N-substituted imido acid ester. The product is then reacted with an aromatic diamine. The resulting liquid is dried, ground to a course powder, and classified into sizes from 0.25 mm to 2 mm by sieving. The powder is suitable for foaming without further modification, by expansion at 100 to 3000 in a closed mold to form a well consolidated, uniform, mostly closed cell product. When expanded unrestrictedly, open cell flexible or rigid consolidated foams are produced, depending on choice of alcohol(s).
    Type: Grant
    Filed: January 16, 1986
    Date of Patent: March 3, 1987
    Assignee: RMB Products
    Inventors: Garson P. Shulman, Chris C. L. Fung
  • Patent number: 4645821
    Abstract: Aromatic polyimide compositions, precursors of copolyphthalocyanine-imides, heir manufacturing process and the resultant copolyphthalocyanine-imides, are described.These compositions may result for the reaction of 80.degree.-300.degree. C. of an aromatic tetra acid, diester-diacid, tetraester or dianhydride compound of formula: ##STR1## with an aromatic amino-dinitrile ##STR2## and optionally an aromatic diamine NH.sub.2 --Ar--NH.sub.2. A subsequent heating at 200.degree.-300.degree. C. provides, by cross-linking, copolyphthalocyanine-imides, which are hardened resins, stable at 250.degree.-300.degree. C. in continuous use.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: February 24, 1987
    Assignee: Centre d'Etude des Materiaux Organiques pour Technologies Avancees
    Inventors: Jean Malinge, Guy Rabilloud, Bernard Sillion
  • Patent number: 4640972
    Abstract: Polypyromellitimide filaments having high strength and high modulus are obtained by dry-spinning a solution of polyamide-acid of polypyromellitic dianhydride, 3,4'-oxydianiline and paraphenylenediamine, substituted derivatives thereof or 4,4'-diaminobiphenyl or 4,4'-diaminobenzanilide, then converting the polyamide-acid to the polyimide and drawing.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: February 3, 1987
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert S. Irwin
  • Patent number: 4629685
    Abstract: Homopolyimides and copolyimides which contain structural elements of the formula I ##STR1## in which R.sup.1 and R.sup.2 are halogen, nitro, aryl, aryloxy, alkyl or alkoxy, m is 0 or a number from 1 to 4, n is 0 or a number from 1 to 3 and p is 0, 1 or 2, the free carbonyl groups are bonded in the ortho-position relative to one another and R is a divalent aromatic radical which is substituted by at least one alkyl group or aralkyl group, are autophotocross-linkable. They are suitable for the production of protective films and photographic relief images.
    Type: Grant
    Filed: November 6, 1985
    Date of Patent: December 16, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4579915
    Abstract: In one embodiment this invention provides a nonlinear optical substrate which comprises a transparent film of (4-nitrophenyl)-substituted poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole: ##STR1##
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: April 1, 1986
    Assignee: Celanese Corporation
    Inventor: Eui W. Choe
  • Patent number: 4559400
    Abstract: Polymers of a polyfunctional epoxy compound, N,N,N',N'-tetraglycidyl-1,3-propylene bis(p-aminobenzoate), formed by reaction of such epoxy compound with aromatic polyamines. The disclosed polymers are useful as structural resins, e.g., as advanced composite matrix resins.
    Type: Grant
    Filed: February 6, 1985
    Date of Patent: December 17, 1985
    Assignee: American Cyanamid Company
    Inventors: David W. Wang, Daniel R. Draney
  • Patent number: 4558120
    Abstract: Dense star polymers having terminal group densities greater than conventional star polymers exhibit greater and more uniform reactivity than their corresponding conventional star polymers. For example, a third generation, amine-terminated polyamidoamine dense star polymer prepared from ammonia, methyl acrylate and ethylenediamine has 1.24.times.10.sup.-4 amine moieties per unit volume (cubic Angstrom units) in contrast to the 1.58.times.10.sup.-6 amine moieties per unit volume contained by a conventional star polymer. Such dense star polymers are useful as demulsifiers for oil/water emulsions, wet strength agents in the manufacture of paper, and agents for modifying viscosity in aqueous formulations such as paints.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: December 10, 1985
    Assignee: The Dow Chemical Company
    Inventors: Donald A. Tomalia, James R. Dewald
  • Patent number: 4556697
    Abstract: Nylon-type polyamides are produced by the polycondensation of a non-wholly aromatic diacid and diamine in the presence of a poly(ethylene oxide) matrix.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: December 3, 1985
    Assignee: The Standard Oil Company
    Inventors: Benedict S. Curatolo, Gerald P. Coffey
  • Patent number: 4544733
    Abstract: A latent curing agent for epoxy resin, characterized in that the latent curing agent is the hydrazides of the formula (I) or (II). ##STR1## The present curing agent is useful in formulating storable, one-package, heat-curable epoxy resin-based compositions.
    Type: Grant
    Filed: November 21, 1984
    Date of Patent: October 1, 1985
    Assignee: Ajinomoto Co., Inc.
    Inventors: Kiyomiki Hirai, Koji Takeuchi, Masahiro Abe, Nobuo Ito
  • Patent number: 4544713
    Abstract: Thermally stable aromatic heterocyclic block copolymers are prepared by reacting a diamino monomer and terephthalic acid to form a carboxy-terminated rigid rod segment and then polymerizing a carboxy-monoamine monomer therewith to form flexible segments grafted onto the rigid rod segments.
    Type: Grant
    Filed: May 16, 1984
    Date of Patent: October 1, 1985
    Assignee: The United States of America as represented by the Secretary of the Air Force
    Inventors: Tsu-Tzu Tsai, Fred E. Arnold
  • Patent number: 4537947
    Abstract: Aromatic polyimides with various functional end-groups such as --CH.dbd.CH.sub.2, --C.tbd.CH, --CN and --CHO are chain-extended (molecular weight increased) by reacting the functional groups with aromatic bis-dipoles. A representative bis-dipole is 1,4-benzene-dinitrile oxide. These polyimides can be shaped and formed prior to chain extending.The aromatic polyimides appropriate for chain-extending are formed by the reaction of aromatic dianhydrides, aromatic amines and monoamines which contain the functional groups.
    Type: Grant
    Filed: March 14, 1975
    Date of Patent: August 27, 1985
    Assignee: University of Notre Dame du Lac
    Inventor: Gaetano F. D'Alelio
  • Patent number: 4535144
    Abstract: This invention provides a two stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an arylhalophosphine or arylhalophosphite polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an inherent viscosity of at least about 1.0 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: June 27, 1984
    Date of Patent: August 13, 1985
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori
  • Patent number: 4533724
    Abstract: Novel compositions comprising a high concentration of poly(2,6-benzothiazole) and certain polyphosphoric acids are prepared. Such compositions are optically anisotropic (liquid crystalline), capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at exceptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: August 6, 1985
    Assignee: SRI International
    Inventors: James F. Wolfe, Paul D. Sybert, Joanne R. Sybert, Blake Wilson
  • Patent number: 4533693
    Abstract: Novel compositions comprising a high concentration of one or more extended chain homopolymer, copolymer, or block polymer and certain polyphosphoric acids are prepared. Such compositions are optically anisotropic (liquid crystalline), capable of exhibiting excellent cohesive strength, and are especially suited to the production of high molecular weight ordered polymer fibers by dry-jet wet spinning. These liquid crystalline compositions are capable of being drawn through long air gap distances and spun at exceptionally high spin draw ratios. Fibers, films and other articles formed from these liquid crystalline compositions exhibit exceptionally high physical and heat resistant properties.
    Type: Grant
    Filed: September 15, 1983
    Date of Patent: August 6, 1985
    Assignee: SRI International
    Inventors: James F. Wolfe, Paul D. Sybert, Joanne R. Sybert
  • Patent number: 4529793
    Abstract: A selective permeable membrane comprising a polyquinazolone-based polymer including a repeating unit represented by the formula ##STR1## wherein R.sup.1 is a tetravalent aromatic group, R.sup.2a and R.sup.2b are each independently, an alkyl group or aromatic group, and R.sup.3 is a divalent organic group.
    Type: Grant
    Filed: June 20, 1983
    Date of Patent: July 16, 1985
    Assignee: Nitto Electric Industrial Co., Ltd.
    Inventors: Masao Abe, Akio Iwama, Yuzuru Noda, Hisashi Ichinose
  • Patent number: 4528361
    Abstract: High molecular weight linear aromatic amorphous copolymers comprising copolymers of p- , m-hydroxymethylbenzoic acid and mixtures thereof and a polyamide are prepared in ratios of 1:20 to 20:1. The resulting polymers have an inherent viscosity of at least 0.4 dl/g in a 60/40 phenol/tetrachloroethane solvent at 30.degree. C., good molding properties and improved hydrophylic properties as compared with nylon-6.
    Type: Grant
    Filed: December 19, 1983
    Date of Patent: July 9, 1985
    Assignee: Standard Oil Company (Indiana)
    Inventor: David P. Sinclair
  • Patent number: 4525577
    Abstract: Poly(imide)-containing polymers suitable for use in molding or casting applications are formed by polymerization of an anhydride-containing precursor of the formula ##STR1## wherein Y is a divalent hydrocarbon group or a divalent hydrocarbon group containing oxygen, sulfur, nitrogen, silicon, phosphorus or halogen atoms;R is phenyl or C.sub.1-10 alkyl; andX is an oligomer or polymer-forming reactive moiety with reactive nitrogen-containing polyfunctional comonomers.
    Type: Grant
    Filed: April 17, 1984
    Date of Patent: June 25, 1985
    Assignee: The Dow Chemical Company
    Inventors: Edmund P. Woo, Michael J. Mullins
  • Patent number: 4520189
    Abstract: Optical devices including a molecularly oriented highly birefringent polymer are disclosed. The devices include molecularly oriented polymers comprising recurring units which exhibit a distribution of high electron density about the long axes of the polymer and the recurring units thereof. Transparent birefringent polymers comprising a plurality of recurring units having a substantially cylindrical distribution of electron density about the long axis of such units and the chain-extended polymers are included in optical devices and articles. The polymers exhibit high birefringence and simulate in a polymer the optical properties of uniaxial crystal.
    Type: Grant
    Filed: April 18, 1984
    Date of Patent: May 28, 1985
    Assignee: Polaroid Corporation
    Inventors: Howard G. Rogers, Ruth C. Bilofsky, Russell A. Gaudiana, Ronald A. Sahatjian
  • Patent number: 4518786
    Abstract: A polyfunctional epoxy compound, N,N,N',N'-tetraglycidyl-1,3-propylene bis(p-aminobenzoate) is disclosed useful as an epoxide resin. Also disclosed are polymers of such compound formed by reaction with aromatic polyamines which are useful as structural resins, e.g., as advanced composite matrix resins.
    Type: Grant
    Filed: August 1, 1983
    Date of Patent: May 21, 1985
    Assignee: American Cyanamid Company
    Inventors: David W. Wang, Daniel R. Draney
  • Patent number: 4511709
    Abstract: High molecular weight block copolyamides useful in the production of fibers of high strength and modulus, having the following formula: ##STR1## wherein X is --CH.sub.2 --.sub.m, wherein m is 0 to 12, ##STR2## wherein Z is C(CH.sub.3).sub.2, zero, oxygen or SO.sub.2, are prepared from N,N'-bis(4-aminophenyl) terephthalamide having the formula: ##STR3## which is itself prepared by condensing aniline with dimethyl terephthalate or terephthalic acid, nitrating the product produced thereby and finally hydrogenating the resultant compound.
    Type: Grant
    Filed: February 15, 1983
    Date of Patent: April 16, 1985
    Assignee: Korea Advanced Institute of Science and Technology
    Inventors: Hans S. Yoon, Wha S. Lee
  • Patent number: 4507467
    Abstract: High modulus shaped articles such as fibers and films, composed of a wholly aromatic copolyamide, are provided. The wholly aromatic copolyamide is comprised of recurring units of the formulae:--NH--AR.sub.1 --NH--CO--Ar.sub.2 --CO-- (A)and--NH--Ar.sub.3 --CO-- (B)wherein Ar.sub.1, Ar.sub.2 and Ar.sub.3 independently stand for divalent groups selected from ##STR1## in which X's independently stand for a group selected from halogeno, alkyl, aralkyl, aromatic, alkoxy, acetyl and cyano, n is 1 to 3 and Y is selected from ##STR2## in which R' stands for an 1-5C alkyl group, and the copolymerization ratio expressed by the molar ratio of the total of Ar.sub.1, Ar.sub.2 and Ar.sub.3 fails within the square hatched region in a triangular coordinate of FIG. 1, and said copolyamide has an intrinsic viscosity of at least 1.5.
    Type: Grant
    Filed: August 29, 1983
    Date of Patent: March 26, 1985
    Assignee: Teijin Limited
    Inventors: Keizo Shimada, Hideharu Sasaki, Hiroshi Mera, Toru Sawaki, Akihiro Aoki
  • Patent number: 4506068
    Abstract: This invention provides a two stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an arylphosphine or arylphosphite polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an inherent viscosity of at least about 0.9 dl/g, and a weight average molecular weight of at least about 140,000.
    Type: Grant
    Filed: February 2, 1984
    Date of Patent: March 19, 1985
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori, Bennett C. Ward
  • Patent number: 4485232
    Abstract: This invention provides a two stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an arylphosphinic acid or arylphosphonic acid polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and plugging value, and is further characterized by an inherent viscosity of at least about 0.7 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: October 18, 1983
    Date of Patent: November 27, 1984
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori
  • Patent number: 4485234
    Abstract: An improved method of preparing polyamide acid for processing of semiconductors from a diamine and a tetracarboxylic acid dianhydride with a diaminocarbonamide, is provided (1) by reacting the components at below 40.degree. C. until the reduced viscosity reaches above 0.5 dl/g. at 30.degree. C., and then, (2) by adjusting the reduced viscosity to more than 0.3 dl/g, at 30.degree.0 C. and the solution viscosity to 500-3,000 cps at 25.degree. C. by heating at 50.degree.-100.degree. C. By applying the polyamide acid obtained by the method to semiconductor apparatus, they get sufficient heat-resistance without pin holes, and their reliability may be greatly improved.
    Type: Grant
    Filed: February 15, 1984
    Date of Patent: November 27, 1984
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Daisuke Makino, Yasuo Miyadera
  • Patent number: 4483977
    Abstract: This invention provides an improved type of high molecular weight polybenzimidazole, which involves the use of a phosphorus-containing polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and plugging value, and is further characterized by an inherent viscosity of at least about 0.7 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: November 20, 1984
    Assignee: Celanese Corporation
    Inventors: Anthony B. Conciatori, Eui W. Choe, Henry K. Hall, Jr.
  • Patent number: 4463167
    Abstract: This invention provides a two stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an arylphosphine or arylphosphite polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5-5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an inherent viscosity of at least about 0.9 dl/g, and a weight average molecular weight of at least about 140,000.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: July 31, 1984
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori, Bennett C. Ward
  • Patent number: 4461886
    Abstract: A class of polyamides comprising recurring units having certain substituted-biphenylene or substituted-stilbene radicals is disclosed. The substituted radicals include substituents so as to confer a non-coplanar molecular configuration and a substantially cylindrical distribution of electron density about the long axis of the recurring units and the chain-extended polymers including such radicals.Molecularly oriented polymers of the invention exhibit optically uniaxial properties. The highly birefringent polymers are suited to application in optical filter and other devices where a refractive and birefringent material is desired.
    Type: Grant
    Filed: April 20, 1983
    Date of Patent: July 24, 1984
    Assignee: Polaroid Corporation
    Inventors: Howard G. Rogers, Russell A. Gaudiana, Jeannette S. Manello, Ronald A. Sahatjian
  • Patent number: 4452967
    Abstract: This invention provides a single stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of a phosphorus-containing polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and plugging value, and is further characterized by an inherent viscosity of at least about 0.7 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: June 5, 1984
    Assignee: Celanese Corporation
    Inventors: Anthony B. Conciatori, Eui W. Choe, Henry K. Hall, Jr.
  • Patent number: 4452971
    Abstract: This invention provides a single stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of a tin-containing polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an Inherent Viscosity of at least about 0.5 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: July 19, 1982
    Date of Patent: June 5, 1984
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori
  • Patent number: 4450268
    Abstract: The invention relates to metal, primarily divalent metal such as divalent copper, cobalt and nickel, 4,4',4", 4'" phthalocyanine tetracarboxylic acids and to polymers prepared by heating the same, and to a method of preparing the tetracarboxylic acids.A method is provided for preparing the aforesaid tetracarboxylic acids in purer form than heretofore. Upon heating these acids decarboxylate and produce polymers.These polymers have diphenyl (conjugated) types of linkage; they are thermally and oxidatively stable and useful as sheet polymers for various purposes such as heat shielding.The monomeric tetracarboxylic acid is shown in FIG. 1, the polymer in FIG. 2 and thermal resistance in FIG. 3.The monomeric tetracarboxylic acids are prepared in purer form than heretofore, the resulting polymers are more stable thermally and oxidatively than metal phthalocyanine polymers and monomers heretofore made.
    Type: Grant
    Filed: September 8, 1982
    Date of Patent: May 22, 1984
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Bappalige N. Achar, George M. Fohlen, John A. Parker
  • Patent number: 4448954
    Abstract: This invention provides a single stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of an organosilicon halide polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an Inherent Viscosity of at least about 0.7 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: April 7, 1983
    Date of Patent: May 15, 1984
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori
  • Patent number: 4448955
    Abstract: This invention provides a single stage melt polymerization process for the production of an improved type of high molecular weight polybenzimidazole, which involves the use of a tin-containing polymerization catalyst.The process provides poly-2,2'-(m-phenylene)-5,5'-bibenzimidazole of improved color and Plugging Value, and is further characterized by an Inherent Viscosity of at least about 0.5 dl/g, and a weight average molecular weight of at least about 100,000.
    Type: Grant
    Filed: April 7, 1983
    Date of Patent: May 15, 1984
    Assignee: Celanese Corporation
    Inventors: Eui W. Choe, Anthony B. Conciatori
  • Patent number: 4447596
    Abstract: An improved method of preparing polyamide acid for processing of semiconductors from a diamine and a tetracarboxylic acid dianhydride optionally with a diaminocarbonamide, is provided (1) by reacting the components at below 40.degree. C. until the reduced viscosity reaches above 0.5 dl/g. at 30.degree. C. and then, (2) by adjusting the reduced viscosity to more than 0.3 dl/g, at 30.degree. C. and the solution viscosity to 500-3,000 cps at 25.degree. C. by heating at 50-100.degree. C. By applying the polyamide acid obtained by the method to semiconductor apparatus, they get sufficient heat-resistance without pin holes, and their reliability may be greatly improved.
    Type: Grant
    Filed: September 30, 1981
    Date of Patent: May 8, 1984
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Daisuke Makino, Yasuo Miyadera