Patents Assigned to Mitsubishi Chemical Industries Ltd.
  • Process for preparing a carboxylic ester
    Patent number: 4033999
    Abstract: A carboxylic ester of a substituted benzene compound having one or two hydroxymethyl groups on the benzene ring is prepared by reacting a benzene compound selected from the group consisting of toluene and xylene, an aliphatic carboxylic acid, and molecular oxygen in the gaseous phase, in the presence of a catalyst, wherein the improvement comprises reacting said reactants over a supported catalyst wherein the active constituents comprise (1) palladium, (2) an antimony component substantially as the oxide thereof and (3) at least one carboxylic acid salt of an alkali metal, alkaline earth metal, zinc, cadmium or lead, on a carrier.
    Type: Grant
    Filed: May 5, 1976
    Date of Patent: July 5, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Takeru Onoda, Keisuke Wada
  • Process for preparing dicyan
    Patent number: 4032620
    Abstract: A process for preparing dicyan characterized by reacting prussic acid and molecular oxygen in the gaseous phase at 150.degree.-650.degree. C in the presence of a solid catalyst comprising palladium and at least one of tellurium and antimony.
    Type: Grant
    Filed: January 13, 1977
    Date of Patent: June 28, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Takeru Onada, Shinpei Tomita
  • Process for preparing polyolefin
    Patent number: 4029877
    Abstract: In a process for preparing a polyolefin without separation of catalyst residues by polymerizing an olefin in the pres ence of a Ziegler catalyst having high catalytic activity, in an inert gas sealing system; an improvement comprises separating the polyolefin containing the catalyst residue from the polymerization mixture, and contacting the polyolefin containing the catalyst residue with a weak reactive gas of oxygen and/or steam diluted with an inert gas.
    Type: Grant
    Filed: June 10, 1975
    Date of Patent: June 14, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Hirohisa Yoshiura, Toshiharu Arai, Masao Miyake, Yoshikane Furuya, Seiji Onogi, Tetsushi Kamizono
  • Pharmaceutically active 2-(3-alkylaminopropoxy)diphenylmethanes
    Patent number: 4024282
    Abstract: 2-(3-Alkylaminopropoxy) diphenylmethanes have been produced and have been found to possess antidepressant activity.
    Type: Grant
    Filed: November 25, 1975
    Date of Patent: May 17, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Ryoji Kikumoto, Akihiro Tobe, Shinji Tonomura, Hidenobu Ikoma
  • Process for producing compounds having an oxazolidone ring using a complex of aluminum halide catalyst
    Patent number: 4022721
    Abstract: A process is disclosed for producing a compound, having an oxazolidone ring, by reacting an isocyanate compound and an epoxy compound wherein said reaction is catalytically promoted in the presence of an effective amount of a complex of a Lewis acid, especially a certain metal halide, with at least one Lewis base select from an ether, a thioether, an amine, a lactam, an amide, or a certain phosphorus or sulfur compound.
    Type: Grant
    Filed: September 15, 1975
    Date of Patent: May 10, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventor: Kaneyoshi Ashida
  • N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof
    Patent number: 4018913
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis.
    Type: Grant
    Filed: January 14, 1976
    Date of Patent: April 19, 1977
    Assignees: Mitsubishi Chemical Industries Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof
    Patent number: 4018915
    Abstract: N.sup.2 -alkoxynaphthalenesulfonyl-L-argininamides and the pharmaceutically acceptable salts thereof have been found to be effective as pharmaceutical agents for the inhibition and suppression of thrombosis, and are prepared by reacting N.sup.2 -alkoxynaphthalenesulfonyl-L-arginyl halide with a secondary amine.
    Type: Grant
    Filed: January 5, 1976
    Date of Patent: April 19, 1977
    Assignees: Mitsubishi Chemical Industries Ltd., Shosuke Okamoto
    Inventors: Shosuke Okamoto, Ryoji Kikumoto, Kazuo Ohkubo, Tohru Tezuka, Shinji Tonomura, Yoshikuni Tamao, Akiko Hijikata
  • Preparation of methacrylates
    Patent number: 4018816
    Abstract: A methacrylate is prepared by reacting methacrylic acid and an alcohol in vapor phase in the presence of a catalyst. The catalyst is a solid acid catalyst of silica-titania obtained by coprecipitating the same from an aqueous solution of a silicon and a titanium compound.
    Type: Grant
    Filed: December 17, 1975
    Date of Patent: April 19, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Takeru Onoda, Masayuki Otake
  • Pencil lead and manufacturing method of the same
    Patent number: 4017451
    Abstract: A pencil lead comprises an extrudate of a kneaded blend of a coloring material and a novolak resin or a derivative thereof.
    Type: Grant
    Filed: June 16, 1975
    Date of Patent: April 12, 1977
    Assignees: Mitsubishi Chemical Industries Ltd., Oriental Sangyo Co., Ltd.
    Inventors: Nobuhiro Ishida, Kazuyuki Saito
  • Process for preparing carboxylic acid esters from toluene and xylene
    Patent number: 4016200
    Abstract: A carboxylic ester is prepared by reacting a hydrocarbon selected from monoolefins having 2 to 6 carbon atoms, benzene, toluene and xylene with an aliphatic saturated carboxylic acid having 2 to 4 carbon atoms and molecular oxygen in the vapor phase in the presence of a supported solid catalyst of palladium metal, an antimony component and a carboxylic acid salt of alkali metal, alkaline earth metal, zinc, cadmium, lead or tin, with the improvement comprising: adding said antimony compound to the support of said catalyst by dipping a carrier into an aqueous solution of water-soluble antimony compound selected from the group consisting of antimonic acid, antimonates and antimony complexes of organic acids.
    Type: Grant
    Filed: February 17, 1976
    Date of Patent: April 5, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Takeru Onoda, Keisuke Wada, Masayuki Otake
  • Process for the simultaneous manufacture of epsilon-caprolactones and carboxylic acids
    Patent number: 4013691
    Abstract: A cyclohexanone is oxidized by molecular oxygen in the presence of an aldehyde, a soluble compound of a metal selected from the group consisting of iron, palladium, vanadium, chromium, molybdenum, tungsten and cerium, and a compound which has a heterocyclic ring containing at least one nitrogen atom and which acts as a multidantate ligand, to form an epsilon-caprolactone and a carboxylic acid corresponding to the aldehyde.
    Type: Grant
    Filed: October 8, 1975
    Date of Patent: March 22, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Takao Maki, Kazuyuki Mineta
  • Process for producing diacetoxybutanes and butanediols
    Patent number: 4010197
    Abstract: There is disclosed a process for producing diacetoxybutane diol by hydrogenating diacetoxybutene in the presence of a hydrogenation catalyst in which the hydrogenation is carried out in two stages within predetermined temperature ranges, the temperature of the second stage is higher than that of first thereby obtaining the product in high selectivity with high conversion, and a process for producing butanediol by hydrolyzing the diacetoxybutane thus obtained in the presence of a solid acid catalyst.
    Type: Grant
    Filed: August 25, 1975
    Date of Patent: March 1, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Jun Toriya, Ken Shiraga
  • Method for producing N-(4-fluorophenyl)-2,3,-dichloromaleimide
    Patent number: 4010182
    Abstract: N-(4-fluorophenyl)-2,3-dichloromaleimide of uniform grain size is produced either by reacting 2,3-dichloromaleic acid, an anhydride or an ester thereof with 4-fluoroaniline in an aqueous medium or by dehydrative-cyclization of either N-(4-fluorophenyl)-2,3-dichloromaleamic acid or 4-fluoroanilinium 2,3-dichloromaleate in an aqueous medium. The N-(4-fluorophenyl)-2,3-dichloromaleimide of uniform grain size provides improved fungicidal activity and is convenient for preparing an agricultural fungicidal composition.
    Type: Grant
    Filed: May 7, 1975
    Date of Patent: March 1, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Kazuo Matsui, Taichiro Shigematsu, Tetsuya Shibahara, Makoto Nakazawa
  • Process for the isomerization of glucose into fructose
    Patent number: 4008124
    Abstract: There is disclosed a process for isomerization of glucose into fructose which comprises contacting an aqueous glucose solution with glucose isomerase in the presence of iron ion and magnesium ion, said glucose isomerase being in the form of insolubilized glucose isomerase adsorbed on a carrier.
    Type: Grant
    Filed: June 20, 1975
    Date of Patent: February 15, 1977
    Assignees: Mitsubishi Chemical Industries Ltd., Seikagaku Kogyo Co., Ltd.
    Inventors: Yoshimasa Fujita, Akiyoshi Matsumoto, Hachiro Ishikawa, Tadashi Hishida, Hideo Kato, Hiroshi Takamisawa
  • Process for polymerizing olefin
    Patent number: 4008358
    Abstract: A process for polymerizing an olefin comprises effecting said polymerization in contact with a catalyst of a combination of a first solid component prepared by treating a mixture of (a) a titanium tetrahalide, (b) a vanadyl alcoholate and (c) a vanadyl trihalide, with an organoaluminum compound, and a second component of an organoaluminum compound.
    Type: Grant
    Filed: June 26, 1975
    Date of Patent: February 15, 1977
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Toshizo Abe, Seiho Sakamoto, Yasuhiro Nishihara, Hidetoshi Saruwatari
  • Hydrogenation of polyhydroxylunsaturated hydrocarbon polymers
    Patent number: 3994868
    Abstract: A polyhydroxylunsaturated hydrocarbon polymer is hydrogenated over a ruthenium catalyst to produce a polyhydroxyl saturated hydrocarbon polymer.
    Type: Grant
    Filed: December 13, 1974
    Date of Patent: November 30, 1976
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Jihei Inomata, Susumu Michishima, Kanji Kasahara, Seiichi Hino, Satoru Igarashi, Naoki Takamiya, Tatsuo Tani
  • Process for producing steroidal compounds
    Patent number: 3994938
    Abstract: Steroidal 19-nor-3-hydroxy-1, 3, 5(10)-trienes are produced by a process which comprises admixing a preheated hydrocarbon and a solution of a steroidal 10-methyl-1, 4-diene-3-one dissolved or suspended in a hydrocarbon, and then pyrolyzing said steroidal compound.
    Type: Grant
    Filed: August 8, 1975
    Date of Patent: November 30, 1976
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Ken-ichi Wakabayashi, Yasuhiro Chigira, Kaoru Fukuda
  • Black coloring agent
    Patent number: 3992218
    Abstract: A carbon black coloring agent is obtained by (1) mixing a hydrophobic vehicle with an aqueous slurry containing a carbon black obtained by treating a furnace black having an electromicroscopic average particle size of from about 5 to about 35 m.mu. with a modifier selected from the group consisting of ozone, nitric acid, hydrogen peroxide, chromic acid and permanganate, and (2) removing the water.
    Type: Grant
    Filed: May 2, 1975
    Date of Patent: November 16, 1976
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Kensuke Suetsugu, Eiji Maruyama, Katsuyuki Same
  • Epoxy resin composition
    Patent number: 3989766
    Abstract: An epoxy resin composition which comprises an epoxy resin derived from an ester of an alkadienealcohol; an epoxy resin prepared by reacting an epichlorohydrin and a bisphenol and an acid anhydride curing agent. The cured product has very high mechanical strength and cracking resistance and is useful as an electrical insulating material.
    Type: Grant
    Filed: February 25, 1974
    Date of Patent: November 2, 1976
    Assignees: Mitsubishi Denki Kabushiki Kaisha, Mitsubishi Chemical Industries Ltd.
    Inventors: Shunichiro Nishizaki, Hiroshi Teratani, Shoji Takagi
  • Catalyst and process for polymerization of olefin
    Patent number: 3989881
    Abstract: A solid catalytic complex for the polymerization of an olefin has the formula:[MgM.sub.1-n ]X.sub.m . xYwherein M represents a transition metal selected from the group consisting of titanium and vanadium; X represents a halogen atom; Y represents an aliphatic ether or a cyclic ether; n is 0.01 - 0.99; 2<m<4; and 1<x<3.
    Type: Grant
    Filed: April 4, 1975
    Date of Patent: November 2, 1976
    Assignee: Mitsubishi Chemical Industries Ltd.
    Inventors: Kazuo Yamaguchi, Natsuki Kanoh, Toru Tanaka, Nobuo Enokido, Atsushi Murakami, Seiji Yoshida