Halogen-containing Material Is A Reactant Patents (Class 528/174)
  • Patent number: 5516875
    Abstract: This invention concerns positive-working photodefinable polyimide precursors which make use of chemical amplification based on photoacid catalyzed cleavage of acid labile-poly(amic acetal esters).
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: May 14, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Howard E. Simmons, III
  • Patent number: 5516566
    Abstract: Low molecular weight cyclic oligomers of formula (I) ##STR1## in which n is an integer of 2 to 20, and each C in the oligomer is a radical of formula (II): ##STR2## and each X in the oligomer is --O--R--O-- or --S--R--S--, B and D are both carbonyl groups CO, or together represent a divalent radical of formula ##STR3## in which A.sub.1, A.sub.2, A.sub.3 A.sub.4, Ar.sub.1, Ar.sub.2 and Ar.sub.3 are selected from a variety of aromatic radicals, A.sub.1, A.sub.2, Ar.sub.3 and Ar.sub.4 also possibly being hydrogen, are useful in the production of high molecular weight, linear, polyketones, polyphthalazines and polyisoquinolines; the cyclic oligomers have low melt viscosities when heated above their softening temperatures and can be readily molded, whereafter they can be ring-open polymerized to form molded high molecular weight polymer products with excellent properties.
    Type: Grant
    Filed: January 3, 1995
    Date of Patent: May 14, 1996
    Inventors: Allan S. Hay, Kwok P. Chan
  • Patent number: 5508377
    Abstract: This invention relates to a novel polyimide or polyimide copolymer having excellent heat resistance and greatly improved processability, and has a novel aromatic diamino compound used for the polyimide, a preparation process thereof, a polyimide-based resin composition comprising the polyimide or polyimide copolymer and a fibrous reinforcement, a process for preparing the resin composition, an injection molded article of the resin composition.The polyimide comprise a requisite structural unit having one or more recurring structural units of the formula: ##STR1## wherein L is an oxygen atom, carbonyl, isopropylidene or hexafluoroisopropylidene, and X is ##STR2## and Ar is a tetravalent radical having 6 to 27 carbon atoms and being selected from the group consisting of a monoaromatic radical, condensed polyaromatic radical and noncondensed polyaromatic radical having aromatic radicals connected to each other with a direct bond or a bridge member.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: April 16, 1996
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Wataru Yamashita, Yuichi Okawa, Shoji Tamai, Akihiro Yamaguchi
  • Patent number: 5500479
    Abstract: A block copolymer resin containing structural units conforming to ##STR1## and a method for its preparation are disclosed. Accordingly, the block copolymer is prepared by reactive blending of an ester-containing polyether sulfone with a polyester. The block copolymer resin thus produced is characterized by its homogeneous morphology. The high level of its mechanical properties makes the resin suitable for a variety of applications.
    Type: Grant
    Filed: September 23, 1994
    Date of Patent: March 19, 1996
    Assignees: Bayer Corporation, Bayer Aktiengesellschaft
    Inventors: Aaron D. Meltzer, Alexander Karbach
  • Patent number: 5498691
    Abstract: Disclosed are bis-meta-benzotrifluoride compounds having the general formula ##STR1## where each A is independently selected from the group consisting of NO.sub.2, NH.sub.2, and NH.sub.3.sup.+ Z.sup.-, Z.sup.- is an anion and B is selected from the group consisting of O, CO, S, SO, and SO.sub.2. The diamine compounds are useful as monomers in making polyimides, polyamide-imides, and polyamides.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: March 12, 1996
    Assignee: Occidental Chemical Corporation
    Inventors: Jeffrey S. Stults, Henry C. Lin, Robert A. Buchanan, Robert L. Ostrozynski
  • Patent number: 5496915
    Abstract: Polyimides are obtainable by reacting a dianhydride component with a diamine component, at least one diamine containing cycloaliphatic units, with the proviso that the dianhydride component is a mixture of different dianhydrides if the diamine component consists only of one diamine containing cycloaliphatic units and the diamine component is a mixture of different diamines if the dianhydride component consists of only one dianhydride.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: March 5, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Fischer, Karin Elbl-Weiser, Ju/ rgen Koch
  • Patent number: 5484879
    Abstract: Polyimide polymers of the following recurring structure and the corresponding polyamic acids are disclosed: ##STR1## wherein AR.sub.1 is ##STR2## where X is O, S, SO, SO.sub.2, CO, C(CF.sub.3).sub.2, C(CH.sub.3).sub.2, Si(CH.sub.3).sub.2, or a single bond, wherein AR.sub.2 may be pyromellitic dianhydride, a substituted pyromellitic dianhydride, naphthanoic dianhydride, or ##STR3## where Y is O, S, SO, SO.sub.2, CO, C(CF.sub.3).sub.2, C(CH.sub.3).sub.2, Si(CH.sub.3).sub.2 --O--AR--O--, or a single bond, where AR is an aromatic nucleus.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: January 16, 1996
    Assignee: Occidental Chemical Corporation
    Inventors: Robert A. Buchanan, Jeffrey S. Stults, Ronald F. Spohn
  • Patent number: 5484880
    Abstract: The present invention relates to an amorphous polyimide or a polyimide copolymer having a requisite structural unit consisting of one or more recurring structural units represented by the formula (1): ##STR1## wherein X is a direct bond, oxygen atom or sulfur atom, and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are individually a hydrogen atom or methyl, and Ar is a tetravalent radical having 6 to 27 carbon atoms and being selected from the group consisting of a monoaromatic radical, condensed polyaromatic radical and noncondensed polyaromatic radical having aromatic radicals connected to each other with a direct bond or a bridge member.Polyimide and the polyimide copolymer of the invention has excellent heat resistance, is outstanding in melt-flow stability, has greatly improved processability, and can be applied to structural materials, and electric- electronic appliances.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: January 16, 1996
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Wataru Yamashita, Yuichi Okawa, Shoji Tamai, Mitsunori Matsuo, Tsutomu Ishida, Keizaburo Yamaguchi, Akihiro Yamaguchi
  • Patent number: 5480965
    Abstract: This invention relates to a novel thermoplastic and amorphous polyimide which is readily soluble in organic solvent, a novel aromatic diamino compound used for the polyimide, a preparation process thereof, a polyimide-based resin composition comprising the thermoplastic polyimide and a fibrous reinforcement, a process for preparing the resin composition, an injection molded article of the resin composition, a polyimide-based composite obtained by molding the above soluble and thermoplastic polyimide in combination with a fibrous reinforcement, and a fibrous reinforcement having a surface modified with the above polyimide.
    Type: Grant
    Filed: July 26, 1994
    Date of Patent: January 2, 1996
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Wataru Yamashita, Yuichi Okawa, Hideaki Oikawa, Tadashi Asanuma, Yuko Ishihara, Mitsunori Matsuo, Keizaburo Yamaguchi, Akihiro Yamaguchi, Shoji Tamai
  • Patent number: 5480964
    Abstract: A negative birefringent film, useful in liquid crystal displays, and a method for controlling the negative birefringence of a polyimide film is disclosed which allows the matching of an application to a targeted amount of birefringence by controlling the degree of in-plane orientation of the polyimide by the selection of functional groups within both the diamine and dianhydride segments of the polyimide which affect the polyimide backbone chain rigidity, linearity, and symmetry. The higher the rigidity, linearity and symmetry of the polyimide backbone, the larger the value of the negative birefringence of the polyimide film.
    Type: Grant
    Filed: April 21, 1994
    Date of Patent: January 2, 1996
    Assignee: The University of Akron
    Inventors: Frank W. Harris, Stephen Z. D. Cheng
  • Patent number: 5478915
    Abstract: Polyimide oligomers are described which comprise the condensation product of: at least one phenylindane diamine and at least one aromatic bis(ether anhydride). The polyimide oligomers of the invention are readily processed to form solution prepregable polyimide composites having high glass transition temperatures and high temperature and oxidative stability. More particularly, the present invention provides for crosslinkable polyimide oligomers prepared by reacting, in a suitable solvent under an inert atmosphere, a mixture of monomers comprising: (A) an aromatic diamine component comprising from about 25 to 100 mole % of at least one phenylindane diamine; (B) a dianhydride component comprising from about 25 to 100 mole % of at least one aromatic his(ether anhydride); and (C) at least one end-cap monomer selected from the group consisting of monoanhydrides, acyl halides and aromatic amines, wherein each end-cap monomer contains at least one crosslinkable functional group in the molecule.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: December 26, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Amone, Mark R. Southcott
  • Patent number: 5478918
    Abstract: A polyimide precursor composition solution includes a tetracarboxylic acid component containing not less than 70 mol % of at least one selected from the group consisting of benzenetetracarboxylic acid and its reactive derivatives; a maleimide compound; and a diamine component containing not less than 70 mol % of 2,2'-substituted-4,4'-benzidine represented by the general formula (I) and siloxydiamine amounting to from 1 to 10 mol %. The tetracarboxylic acid component, the maleimide compound and the diamine component are dissolved in a solvent which is consisting essentially of .gamma.-butyrolactone. The amount of the tetracarboxylic acid component is substantially equivalent to that of the diamine component. The amount of the maleimide compound is from 5 to 30 wt % of the total weight of the tetracarboxylic acid and the diamine component.
    Type: Grant
    Filed: February 1, 1994
    Date of Patent: December 26, 1995
    Assignee: Central Glass Company, Limited
    Inventors: Masamichi Maruta, Hidehisa Nanai, Yoshihiro Moroi, Hiroshi Takahashi, Seiji Hasegawa
  • Patent number: 5475079
    Abstract: A (co)polycarbonate composition mainly comprising a (co)polycarbonate having a limiting viscosity number [.eta.] of 0.2 to 1.0 dl/g and terminal hydroxyl groups in an amount of 20 mole % or below, based on all the terminal groups of the (co)polycarbonate, and is substantially free from any branched structure which might otherwise be formed by a side reaction. The (co)polycarbonate contains chlorine (causasive of discoloration) in an amount of 10 ppm or below and an alkali metal ion and/or an alkaline earth metal ion in an amount of 1 ppm or below. A process for preparing the above (co)polycarbonate composition by the melt transesterification process involves the reaction of a dihydroxy compound such as bisphenol A and a carbonic diester such as diphenyl carbonate with a nitrogen-containing basic compound (a), and/or, a compound (b) containing an element selected from the group consisting of elements belonging to Groups I, II, IV and V of the periodic table as a catalyst.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: December 12, 1995
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yoshimichi Okano, Michiyo Tanigawa, Yutaka Fukuda
  • Patent number: 5472823
    Abstract: A photosensitive resin composition comprising, as its main ingredient, a poly(amic acid) resin constituted of a diamino compound represented by formula: ##STR1## and optionally used other diamino compound and a tetracarboxylic acid dianhydride as its constituent monomers and/or a poly(amic acid) ester resin obtained by esterifying said poly(amic acid) resin and/or a polyimide resin obtained by a dehydrating or alcohol-eliminating ring-closure reaction of said poly(amic acid) resin or poly(amic acid) ester resin has an excellent developability and a high film strength and can form a relief patter of low thermal expansion.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: December 5, 1995
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Hideo Hagiwara, Makoto Kaji, Hiroshi Nishizawa, Kenji Suzuki, Yasunori Kojima
  • Patent number: 5473010
    Abstract: The present invention relates to a polyimide based resin composition comprises 1 to 50 parts by weight of polyetherimide for 100 parts by weight a resin composition comprising 50 to 99 parts by weight of polyarylether ketone and 50 to 1 parts by weight of polyimide having specific structural units.The polyimide based resin compositions have excellent fatigue characteristics and creep resistance and are expected widely to apply in field of machine and automobile parts which is required permanence for mechanical strength.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: December 5, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Atsushi Morita, Tomohito Koba, Toshiaki Takahashi, Katsunori Shimamura, Toshiyuki Kataoka, Hiroyuki Furukawa, Hiroaki Tomimoto
  • Patent number: 5470939
    Abstract: A polycarbonate copolymer having a desirable heat resistance and impact resistance, which comprises a carbonate structural unit of the formula (I): ##STR1## wherein A is alkylidene, alkylene, arylene, arylalkylene, --O--, --S--, --SO.sub.2 -- or a single bond, and a carbonate structural unit of formula (II): ##STR2## wherein X.sup.1 and Y.sup.1 are hydrogen, halogen or an organic group and m and n are 1 to 4, wherein the proportion of the carbonate structural unit of the formula (II) being 2 to 15 mole % based on the amount of the carbonate structural unit of the formulas (I) and (II), and the viscosity average molecular weight of the copolymer being 15,000 to 40,000.
    Type: Grant
    Filed: October 13, 1994
    Date of Patent: November 28, 1995
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventor: Mitsugu Nakae
  • Patent number: 5470943
    Abstract: This invention relates to a novel fluorine-containing polyimide or polyimide copolymer being colorless and having transparency and very low dielectric characteristics, and has a novel aromatic diamino compound used for the polyimide, a preparation process thereof, a polyimide-based resin composition comprising the polyimide or polyimide copolymer and a fibrous reinforcement, a process for preparing the resin composition, an injection molded article of the resin composition.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: November 28, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshihiro Sakata, Wataru Yamashita, Yuichi Okawa, Shoji Tamai, Tsutomu Ishida, Mitsunori Matsuo, Keizaburo Yamaguchi, Akihiro Yamaguchi
  • Patent number: 5464927
    Abstract: Copolyamic acid is obtained from tetracarboxylic acid dianhydride, diamine and a fluorinated diamine and/or fluorinated tetracarboxylic acid dianhydride; and optionally ester or amine salt derivative thereof to obtain radiation sensitive polymer; and low optical high thermally stable polyimide from curing the above polyamic acid and/or derivative thereof.
    Type: Grant
    Filed: May 10, 1993
    Date of Patent: November 7, 1995
    Assignee: International Business Machines Corporation
    Inventors: Marie Angelopoulos, Jeffrey D. Gelorme, Jeffrey W. Labadie, David A. Lewis, Sally A. Swanson, Nancy C. Labianca
  • Patent number: 5464925
    Abstract: The present invention is an oligomer represented by the formula: ##STR1## wherein X is a moiety selected from the group consisting of: ##STR2## where each Y is independently S, O, CH.sub.2, C.dbd.O, CH.sub.3 --C--CH.sub.3, O.dbd.S.dbd.O, or CF.sub.3 --C--CF.sub.3.In another aspect, the present invention is a polymer of the above-described oligomer.
    Type: Grant
    Filed: May 25, 1994
    Date of Patent: November 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Eric S. Moyer, Denise J. D. Moyer
  • Patent number: 5453482
    Abstract: Provided is a new process useful for preparing arylsulfonyl halides, which comprises the addition or drowning of halosulfonation reaction products, produced by the reaction of aromatic compounds (arenes), with excess halosulfonic acid, into C.sub.3 -C.sub.6 aliphatic ketones, preferably acetone, isopropyl alcohol, or mixtures thereof, instead of drowning into water as is known in the art of aromatic sulfonyl chloride preparation. Less heat of reaction is observed, thus making the drowning of the halosulfonation reaction mixture safer and more controllable. Further, less hydrogen chloride gas is evolved from the drowning mixture and generally more highly pure arylsulfonyl chlorides are produced.
    Type: Grant
    Filed: March 18, 1994
    Date of Patent: September 26, 1995
    Assignee: Eastman Chemical Company
    Inventors: Max A. Weaver, William W. Parham, James J. Krutak, Kim S. Chamberlin
  • Patent number: 5449742
    Abstract: Polyimide optical waveguide structures comprising a core within a cladding wherein at least one of the core and the cladding is a polyimide containing 6FDA, BTDA, an aromatic diamine having bulky methyl groups ortho to the amine, and a co-diamine wherein the polyimides have the properties of low optical loss, low optical absorbance, controllable refractive index, and high thermal stability, and wherein the polyimides are photosensitive and solvent resistant.
    Type: Grant
    Filed: February 15, 1994
    Date of Patent: September 12, 1995
    Assignee: Amoco Corporation
    Inventors: Allyson J. Beuhler, David A. Wargowski
  • Patent number: 5449741
    Abstract: A polyimide optical material, composed of a perfluorinated polyimide having a perfluorinated repeating unit represented by general formula (1) ##STR1## wherein R.sub.1 is a tetravalent perfluorinated organic group; and R.sub.2 is a divalent perfluorinated organic group.
    Type: Grant
    Filed: October 25, 1993
    Date of Patent: September 12, 1995
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Shinji Ando, Toru Matsuura, Shigekuni Sasaki, Fumio Yamamoto
  • Patent number: 5442030
    Abstract: Polyimides are made from the novel diamines 1,2-bis(3-aminophenyl)perfluorocyclobutane, 1,2-bis(3- or 4-aminophenyl)perfluorocyclobutene, -cyclopentene and -cyclohexene, by reaction with aromatic carboxylic anhydrides. The polyimides are useful for coatings and films.
    Type: Grant
    Filed: October 14, 1993
    Date of Patent: August 15, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Zhenyu Yang
  • Patent number: 5434240
    Abstract: Disclosed herein are novel poly(imide-ethers) containing ortho substitution in the main chain of the polymer. These polymers are made from novel aromatic bis-carboxylic anhydrides which contain two ether groups attached to an aromatic ring in ortho positions to each other. The polymers are particularly useful for films, fibers and encapsulation, as well as thermoplastics.
    Type: Grant
    Filed: April 29, 1994
    Date of Patent: July 18, 1995
    Assignee: The University of Liverpool
    Inventors: Geoffrey C. Eastmond, Jerzy Paprotny
  • Patent number: 5432256
    Abstract: The present invention provides a liquid crystal aligning film having a reduced after image and a good liquid crystal aligning property caused by a rubbing treatment of a thin film consisting of organics, and its liquid crystal display device.
    Type: Grant
    Filed: June 7, 1993
    Date of Patent: July 11, 1995
    Assignee: Chisso Corporation
    Inventors: Yukino Abe, Minoru Nakayama, Shizuo Murata
  • Patent number: 5427998
    Abstract: A polycarbonate resin solution for forming a thermal-sublimating dye-receiving layer film, comprising a random copolycarbonate resin dissolved in an organic solvent, the resin having a structural unit represented by following formula (1) and a structural formula represented by following formula (2) or (3), the molar ratio of the structural unit represented by formula (1) to the structural unit represented by formula (2) or (3) being from 35/65 to 65/35, and having a number average molecular weight of from 5,000 to 50,000. ##STR1## wherein R.sup.1 to R.sup.12 each represents a hydrogen atom, a halogen atom, or an alkyl group having from 1 to 4 carbon atoms and in formula (1), A represents a straight chain, branched, or cyclic alkylidene group having from 1 to 10 carbon atoms, an aryl-substituted alkylidene group, an arylene group, or a sulfonyl group.
    Type: Grant
    Filed: June 20, 1994
    Date of Patent: June 27, 1995
    Assignee: Mitsubishi Gas Chemical Co., Ltd.
    Inventors: Toshikazu Umemura, Satoshi Kanayama
  • Patent number: 5414070
    Abstract: Disclosed is a poly(amide-ether-imide) and the preparation of the same. An ether chain-containing aromatic diamine is subject to thermal condensation with trimellitic anhydride (TMA) in a polar solvent to obtain diimide dicarboxylic acid, followed by polycondensing the diimide dicarboxlic acid with diamine to form the poly(amide-ether-imide). The poly(amide-ether-imide) of the present invention has superior strength, heat resistance, and processability. The preparation of the present invention is simple and economic.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: May 9, 1995
    Assignee: National Science Council
    Inventors: Chin-Ping Yang, Sheng-Huei Hsiao, Jiun-Hung Lin
  • Patent number: 5412065
    Abstract: Polyimide oligomers are described which comprise the intercondensation product of a monomer mixture comprising (A) at least one aromatic bis(ether anhydride), (B) at least one phenylindane diamine, and (C) at least one end-cap monomer selected from the group consisting of monoanhydrides, acyl halides and amines, wherein each end-cap monomer (C) contains at least one crosslinkable group in the molecule and wherein the phenylindane diamine component (B) is present in the mixture in a stoichiometric excess. The monomers react in a suitable solvent under an inert atmosphere to form polyimide oligomers having a number average molecular weight of from about 1,000 to about 15,000. The polyimide oligomers of the present invention are readily processed to form polyimide matrix resins with high temperature and oxidative stability.
    Type: Grant
    Filed: April 9, 1993
    Date of Patent: May 2, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Michael Amone, Mark Southcott
  • Patent number: 5412059
    Abstract: Novel molecular weight controlled and endcapped polybenzimidazoles (PBI) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenylbenzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The PBI are endcapped with mono(hydroxyphenyl)benzimidazoles. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. Mono(hydroxyphenyl)benzimidazoles are synthesized by reacting phenyl-4-hydroxybenzoate with aromatic (o-diamine)s in diphenylsulfone. Molecular weight controlled and endcapped PBI of new chemical structures are prepared that exhibit a favorable combination of physical and mechanical properties.
    Type: Grant
    Filed: April 5, 1993
    Date of Patent: May 2, 1995
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith, Jr.
  • Patent number: 5412060
    Abstract: The invention relates to a process for the production of polycarbonates by the two-phase interfacial method in which deviations between measured and estimated variables are continuously minimized by means of a suitably selected observer or filter system on the basis of a process model with an empirical Mark-Houwink relation adapted to the process. The variables estimated by the observer/filter are converted into control variables which are used to set input streams of the production process. Product quality is kept constant, changes in load or set values are quickly intercepted and even disturbances not readily accessible to measurement are taken into account by the process control.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: May 2, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Claus Wulff, Uwe Hucks, Rolf Bachmann, Gunther Weymans, Jurgen Kadelka, Wolfgang Herrig
  • Patent number: 5412066
    Abstract: Four phenylethynyl amine compounds--3 and 4-aminophenoxy-4'-phenylethynylbenzophenone, and 3 and 4-amino-4'-phenylethynylbenzophenone--were readily prepared and were used to endcap imide oligomers. Phenylethynyl-terminated amide acid oligomers and phenylethynyl-terminated imide oligomers with various molecular weights and compositions were prepared and characterized. These oligomers were cured at 300.degree. C. to 400.degree. C. to provide crosslinked polyimides with excellent solvent resistance, high strength and modulus and good high temperature properties. Adhesive panels, composites, films and moldings from these phenylethynyl terminated imide oligomers gave excellent mechanical performance.
    Type: Grant
    Filed: March 3, 1994
    Date of Patent: May 2, 1995
    Assignee: Ther United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Paul M. Hergenrother, Robert G. Bryant, Brian J. Jensen, Stephen J. Havens
  • Patent number: 5410013
    Abstract: Poly(arylene ether) sulfones that contain thiophene rings within the aromatic polymer backbone are disclosed, along with fibers, films, and other articles of manufacture formed therefrom.
    Type: Grant
    Filed: June 1, 1994
    Date of Patent: April 25, 1995
    Assignee: The University of North Carolina at Chapel Hill
    Inventors: Joseph M. DeSimone, Edward T. Samulski, Robert S. Archibald, Valeria V. Sheares
  • Patent number: 5410012
    Abstract: Novel poly(N-arylenebenzimidazole)s (PNABIs) are prepared by the aromatic nucleophilic displacement reaction of novel di(hydroxyphenyl-N-arylene benzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl-N-arylenebenzimidazole) monomers are synthesized by reacting phenyl-4-hydroxybenzoate with bis(2-aminoanilino)arylenes in diphenylsulfone. Moderate molecular weight PNABIs of new chemical structures were prepared that exhibit a favorable combination of physical and mechanical properties. The use of the novel di(hydroxyphenyl-N-arylenebenzimidazole)s permits a more economical and easier way to prepare PNABIs than previous routes.
    Type: Grant
    Filed: March 5, 1993
    Date of Patent: April 25, 1995
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith, Jr.
  • Patent number: 5405933
    Abstract: The present invention provides copolymerized polycarbonates having improved flow and formability, in addition to excellent mechanical properties, heat resistance, transparency, and water resistance obtained by copolymerization of two or more aromatic dihydroxy compounds and a compound capable of reacting with those aromatic dihydroxy compounds to form carbonate linkages, characterized in that, of all the constituent repeating units derived from aromatic dihydroxy compounds, 2-40 mole % are derived from resorcin and/or substituted resorcins.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: April 11, 1995
    Assignee: General Electric Company
    Inventors: Takeshi Sakashita, Tomoaki Shimoda, Takashi Nagai
  • Patent number: 5405956
    Abstract: Low molecular weight cyclic oligomers of formula (I) ##STR1## in which n is an integer of 2 to 20, and each C in the oligomer is a radical of formula (II): ##STR2## and each X in the oligomer is --O--R--O-- or --S--R--S--, B and D are both carbonyl groups CO, or together represent a divalent radical of formula ##STR3## in which A.sub.1, A.sub.2, A.sub.3 A.sub.4, Ar.sub.1, Ar.sub.2 and Ar.sub.3 are selected from a variety of aromatic radicals, A.sub.1, A.sub.2, Ar.sub.3 and Ar.sub.4 also possibly being hydrogen, are useful in the production of high molecular weight, linear, polyketones, polyphthalazines and polyisoquinolines; the cyclic oligomers have low melt viscosities when heated above their softening temperatures and can be readily molded, whereafter they can be rings-open polymerized to form molded high molecular weight polymer products with excellent properties.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: April 11, 1995
    Inventors: Allan S. Hay, Kwok P. Chan
  • Patent number: 5399655
    Abstract: This invention concerns positive-working photodefinable polyimide precursors which make use of chemical amplification based on photoacid catalyzed cleavage of acid labile-poly(amic acetal esters).
    Type: Grant
    Filed: October 29, 1993
    Date of Patent: March 21, 1995
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Howard E. Simmons, III
  • Patent number: 5395918
    Abstract: The invention describes new biphenyl dianhydrides, and new polyimides and copolyimides made from the dianhydrides. The synthesized polyimides exhibit significantly enhanced solubility when the biphenyl dianhydrides are substituted, particularly at the 2 and 2' positions on the phenyl rings.
    Type: Grant
    Filed: April 21, 1994
    Date of Patent: March 7, 1995
    Assignee: The University of Akron
    Inventors: Frank W. Harris, Sheng-Hsien Lin
  • Patent number: 5395914
    Abstract: Polyarylene ethers that contain xanthone units and have a very high heat resistance can be prepared from inexpensive, readily accessible monomers by polycondensation in a basic medium under essentially anhydrous conditions in the presence or absence of an aromatic solvent at temperatures of from 150.degree. to 400.degree. C. Xanthone monomers and also hydroxyhalogen-substituted benzophenone compounds may be used as starting materials.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: March 7, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Wilharm, Thomas Weller, Michael Meier
  • Patent number: 5391691
    Abstract: A process for producing an aromatic polycarbonate with improved heat resistance comprising melt polycondensing an aromatic diol compound and a carbonic acid diester compound in the presence of an interesterification catalyst and in the co-presence of an organosilicon compound.
    Type: Grant
    Filed: October 22, 1993
    Date of Patent: February 21, 1995
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Masuzo Yokoyama, Kazuhide Takakura, Junji Takano
  • Patent number: 5391693
    Abstract: A polycarbonate copolymer having a desirable heat resistance and impact resistance, and a process for producing the copolymer. The polycarbonate copolymer comprises a carbonate structural unit of the formula (I): ##STR1## wherein A is alkylidene, alkylene, arylene, arylalkylene, --O--, --S--, --SO.sub.2 -- or a single bond, and a carbonate structural unit of formula (II): ##STR2## wherein X.sup.1 and Y.sup.1 are hydrogen, halogen or an organic group and m and n are 1 to 4, wherein the proportion of the carbonate structural unit of the formula (II) being 2 to 15 mole % based on the amount of the carbonate structural unit of the formulas (I) and (II), and the viscosity average molecular weight of the copolymer being 15,000 to 40,000.
    Type: Grant
    Filed: October 1, 1993
    Date of Patent: February 21, 1995
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventor: Mitsugu Nakae
  • Patent number: 5386002
    Abstract: Polyetherimides, polyesterimides, poly(ester etherimides) and poly(carbonate imides) which are thermoplastic, polymeric materials contain divalent bisimides of formula ##STR1## wherein R is independently in each occurrence hydrogen, alkyl of from 1 to 20 carbons, aryl or aralkyl of from 1 to 20 carbons, halogen or NO.sub.2. Novel monomeric bisimides corresponding to the above formula are also disclosed.
    Type: Grant
    Filed: December 3, 1993
    Date of Patent: January 31, 1995
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Daniel J. Murray, Michael N. Mang, James L. Brewbaker
  • Patent number: 5374701
    Abstract: Diarylacetylenes and diarylenamines are synthesized from a Schiff's base and an N-arylmethylheterocycle; these compounds are useful as intermediates for a variety of polymers; in particular an efficient process is provided for producing diaryl acetylenes useful in the efficient production of acetylene group-containing polymers which can be cross-linked to produce high strength polymers free of structural defects such as conventionally arise as a result of liberation of volatiles during the cross-linking.
    Type: Grant
    Filed: May 4, 1993
    Date of Patent: December 20, 1994
    Inventors: Allan S. Hay, Martino Paventi
  • Patent number: 5373081
    Abstract: Polyether ketones and polyether sulfones based on phenylindane and the use thereof for optical systemsPolymeric ethers containing phenylindane units, of the formula ##STR1## in which X=CO or SO.sub.2,Y=a divalent heteroarylene radical or an arylene radical or a divalent group of two aryl radicals which are bonded to one another via a bridge,R.sup.1 =CH.sub.3 ; R.sup.2 =R.sup.3 =H, orR.sup.2 =CH.sub.3 ; R.sup.1 =R.sup.3 =(C.sub.1 to C.sub.16)-alkyl or aryl, orR.sup.1 =CH.sub.3 ; R.sub.3 =H; R.sup.2 =(C.sub.1 to C.sub.16)-alkyl or aryl,are transparent and are suitable for optical systems.
    Type: Grant
    Filed: February 24, 1993
    Date of Patent: December 13, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Dazhong Yang, Gerhard Maier, Oskar Nuyken, Michael-Joachim Brekner, Freddy Helmer-Metzmann
  • Patent number: 5362841
    Abstract: A process for preparing halogenated polycarbonate wherein the total amount of base the end pH of the aqueous phaser and the amount of coupling catalyst employed in the reaction are controlled to selected levels.
    Type: Grant
    Filed: May 17, 1993
    Date of Patent: November 8, 1994
    Assignee: The Dow Chemical Company
    Inventors: Sarat Munjal, Clark J. Cummings, Che-I Kao
  • Patent number: 5362838
    Abstract: There are disclosed carbonate polymers having ethenyl aryl moieties. Such carbonate polymers are prepared from one or more multi-hydric compounds and have an average degree of polymerization of at least about 1 based on multi-hydric compound. These polymers, including blends thereof, can be easily processed and shaped into various forms and structures according to the known techniques. During or subsequent to the processing, the polymers can be crosslinked, by exposure to heat or radiation, for example, to provide crosslinked polymer compositions. These compositions have a good combination of properties, including for example, processability into shaped articles having unexpectedly good combinations of toughness, solvent resistance, ignition resistance, modulus and resistance to thermal linear expansion.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: November 8, 1994
    Assignees: Virginia Polytechnic Institute and State University, The Dow Chemical Company
    Inventors: James E. McGrath, Stephen E. Bales, Daniel M. Knauss, Thomas A. Chamberlin, Michael J. Mullins, Maurice J. Marks
  • Patent number: 5362837
    Abstract: Macrocyclic polyetherimide oligomer compositions are prepared by a displacement reaction at a temperature in the range of about 200.degree.-225.degree. C. between at least one fluorinated aromatic phthalimide and at least one phenolic trialkylsilyl ether compound. Preferably, a bis-fluoroimide and a bis-trialkylsilyl ether of a dihydroxyaromatic compound such as resorcinol are employed. The reaction is conducted by maintaining reagents A and B in high dilution in a dipolar aprotic organic liquid such as N-methylpyrrolidone, and in the presence of a catalytic amount of at least one substantially soluble fluoride. Preferably, a mixture of reagents A and B is added to solvent containing the catalyst.
    Type: Grant
    Filed: July 26, 1993
    Date of Patent: November 8, 1994
    Assignee: General Electric Company
    Inventors: Tohru Takekoshi, Jane M. Terry
  • Patent number: 5362836
    Abstract: Polymer electrolytes are described that comprise a sulfonated aromatic polyether ketone, e.g. of the formula II ##STR1## where A is from 0.2 to 1,c is from 0 to 0.8, anda+c=1.The polymer electrolytes are prepared by dissolving an aromatic polyether ketone in 94-97% by weight sulfuric acid and adding a sulfonating agent, e.g. oleum, to the solution until the sulfuric acid concentration is from 98 to 99.9% by weight.
    Type: Grant
    Filed: June 9, 1993
    Date of Patent: November 8, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Freddy Helmer-Metzmann, Frank Osan
  • Patent number: 5357033
    Abstract: Film forming aromatic organic polymers are provided having a dielectric constant greater than 3 resulting from the polymerization of aromatic organic monomers having orientable organic dipolar groups with a net dipole moment of at least 0.5 Debye. Among the aromatic organic polymers are included polyimides and polyetherimides having repeat main chain groups with orientable organic dipolar groups with non-symmetrically positioned polar radicals, such as fluoro and nitrile.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: October 18, 1994
    Assignee: General Electric Company
    Inventors: John T. Bendler, Tohru Takekoshi, Clive W. Reed
  • Patent number: 5357031
    Abstract: An aromatic copolyamide which is soluble in organic copolyamide solvents and contains recurring structural units of formulae I, II and III ##STR1## in which at least some of the radicals R.sup.1 are a group of formula --OC--R.sup.2 --CO--, in which R.sup.2 is a divalent aromatic radical having valence bonds in the para-position or in a comparable coaxial of parallel position to one another, and in which the remaining radicals are as defined.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: October 18, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Georg-Emerich Miess, Karl Heinrich, Peter Klein
  • Patent number: 5354836
    Abstract: Poly(arylene ether)ketones, polyamides, and poly(benzoxazoles) that contain thiophene rings within the aromatic polymer backbone are disclosed, along with fibers, films, and other articles of manufacture formed therefrom.
    Type: Grant
    Filed: September 2, 1993
    Date of Patent: October 11, 1994
    Assignee: The University of North Carolina at Chapel Hill
    Inventors: Edward T. Samulski, Joseph M. DeSimone