Quinolines Which Are Unsubstituted Or Which Are Alkyl Or Alkenyl Substituted Only, Or Salt Thereof Patents (Class 546/181)
  • Patent number: 4386207
    Abstract: An improved process for the preparation of pyridines and/or hydrogened pyridines that have been substituted with a hydrocarbon group at one or more carbon atoms. .gamma.-cyanoketone, in a gaseous phase and in the presence of hydrogen, is passed over a first catalyst in a reaction zone to form a reaction mixture containing substituted pyridines and/or hydrogenated pyridines and hydrogen. A hydrogen-containing gas is separated from the reaction mixture and, prior to being recycled, is subjected to a two-step catalytic treatment. In the first catalytic treatment step, the hydrogen-containing gas is passed over an iron, nickel, cobalt, or platinum-containing catalyst at a temperature of between about 250.degree. and 550.degree. C. In the second catalytic treatment step, the hydrogen-containing gas is passed over an iron, nickel, or cobalt catalyst at a temperature of between about 550.degree. and 800.degree. C.
    Type: Grant
    Filed: November 13, 1981
    Date of Patent: May 31, 1983
    Assignee: Stamicarbon B.V.
    Inventors: Theodorus F. M. de Graaf, Charles H. Geersheuvels
  • Patent number: 4372893
    Abstract: Selective reduction of compounds containing reducible nitro-, nitroso-, nitrilo-, oximes or double bonds is effected by the use of a metal macrocyclic compound in prereduced form, such as a metal phthalocyanine or a metal porphyrin.
    Type: Grant
    Filed: October 6, 1980
    Date of Patent: February 8, 1983
    Inventor: Heiner Eckert
  • Patent number: 4332940
    Abstract: 2,3-Cycloalkenopyridines of the formula ##STR1## are prepared by reacting a cycloalkanone or cycloalkenone of the formula ##STR2## with an oxo compound of the formula ##STR3## where Z is an aliphatic carbon chain which is unsubstituted or has hydrocarbon substituents and R.sub.1, R.sub.2 and R.sub.3 are hydrogen or lower alkyl groups and ammonia in the presence of a dehydrating and dehydrogenating catalyst at a temperature of about 250.degree. to 550.degree. C.
    Type: Grant
    Filed: September 6, 1977
    Date of Patent: June 1, 1982
    Assignee: Deutsche Gold -und Silber-Scheideanstalt Vormals Roessler
    Inventors: Helmut Beschke, Heinz Friedrich, Heribert Offermanns
  • Patent number: 4326062
    Abstract: 2,2,4-Trimethyl-1,2-dihydroquinoline polymer containing 25% by weight or more of the dimer is effectively prepared by the polymerization of 2,2,4-trimethyl-1,2-dihydroquinoline monomer in the presence of hydrochloric acid, the concentration of hydrochloric acid being from 15 to 25% by weight, and the amount of hydrochloric acid being 0.2 to 0.5 mole per mole of the total of the monomer and impurity amines contained in the monomer. The polymer is useful as an antioxidant for rubber.
    Type: Grant
    Filed: July 22, 1980
    Date of Patent: April 20, 1982
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Takashi Kojima, Eizo Okino, Ryozo Ishimoto
  • Patent number: 4297484
    Abstract: This invention relates to alkylated derivatives of polymerized aromatic nitrogen heterocyclic compounds as illustrated by polymerized pyridine, quinoline and derivatives thereof; and uses thereof.These compositions are polymerized by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides and then alkylating the polymerized products formed.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: October 27, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4276419
    Abstract: An improved process for the preparation of pyridines and/or hydrogenated pyridines that have been substituted with a hydrocarbon group at one or more carbon atoms, .gamma.-cyanoketone, in a gaseous phase and in the presence of hydrogen, is passed in a reaction zone over a first catalyst containing a catalytically active metal or compound of a metal selected from the group copper, silver, gold, iron, nickel, cobalt, ruthenium, rhodium, palladium, osmium, iridium and platinum to form a reaction mixture. A hydrogen-containing gas is separated from the reaction mixture, passed over a second catalyst containing a catalytically active metal or compound of a metal selected from the group iron, nickel and cobalt at a temperature of between 300.degree. and 800.degree. C., and the hydrogen-containing gas so treated is recycled to the reaction zone.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: June 30, 1981
    Assignee: Stamicarbon, B.V.
    Inventors: Egidius J. M. Verheijen, Charles H. Geersheuvels
  • Patent number: 4275191
    Abstract: This invention relates to polymerized aromatic nitrogen heterocyclic compounds as illustrated by compounds containing nitrogen heterocyclic rings and uses thereof.Polymerization is effected by treating said aromatic nitrogen heterocyclic compounds at elevated temperatures and pressures with catalytic amounts of alkyl halides.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: June 23, 1981
    Assignee: Petrolite Corporation
    Inventor: Patrick M. Quinlan
  • Patent number: 4246421
    Abstract: This invention relates to an improved process for the dehydrogenation of alkyl-substituted aromatic compounds to the corresponding alkenyl-substituted aromatics in the presence of oxygen and in the presence of an improved metal phosphate catalyst composition.
    Type: Grant
    Filed: September 15, 1978
    Date of Patent: January 20, 1981
    Assignee: The Standard Oil Company
    Inventors: Joseph P. Bartek, Robert K. Grasselli
  • Patent number: 4243590
    Abstract: Process for making indole by subjecting 1,2,3,4-tetrahydroquinoline to a thermal decomposition at a reaction temperature of about 650.degree. to 750.degree. C. in a reactor filled with a substantially inert material and in the presence of steam. The starting product for this process is easily available and can easily be obtained by chemical reaction and the process itself has a high yield.
    Type: Grant
    Filed: May 22, 1979
    Date of Patent: January 6, 1981
    Assignee: Bergwerksverband GmbH
    Inventors: Kurt Handrick, Georg Kolling
  • Patent number: 4158000
    Abstract: Antidegradants for rubber comprising a mixture consisting essentially of 2,2,4-trimethyl-1,2-dihydroquinoline monomer, dimer thereof and more highly polymerized products than the said dimer, the contents of the said quinoline monomer and the said quinoline dimer being less than 5% by weight and 25% by weight or more, respectively. The antidegradants for rubber are very useful for preventing both heat ageing and flex cracking of rubber.
    Type: Grant
    Filed: May 16, 1978
    Date of Patent: June 12, 1979
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hideo Nagasaki, Takashi Kojima, Yoshinori Shiro
  • Patent number: 4157445
    Abstract: Quinoline and aniline compounds have been synthesized from aromatic nitro compounds and ethylenically unsaturated hydrocarbons in the presence of complexes of Group VIII metals used as catalysts.
    Type: Grant
    Filed: April 28, 1975
    Date of Patent: June 5, 1979
    Assignee: Union Carbide Corporation
    Inventors: Peter Fitton, Edward A. Rick, Kurt Weinberg
  • Patent number: 4154933
    Abstract: In a process for treating 2-(beta-cyanoethyl)-cyclohexanones with a dehydrogenation catalyst to produce the corresponding quinolines, the improvement comprising passing the 2-(beta-cyanoethyl)-cyclohexanone over a dehydrogenation catalyst at temperatures below 230.degree. C. and thereafter contacting the resulting reaction product, in the gaseous state and in the presence of hydrogen, at a temperature of over 230.degree. C.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: May 15, 1979
    Assignee: Stamicarbon, B.V.
    Inventors: Jozef A. Thoma, Petrus A. M. J. Stijfs
  • Patent number: 4128493
    Abstract: Process of extracting metals using organic solvent solutions of salts of hydrogen ion exchange agents and quaternary ammonium compounds. Organic solvent solutions of such quaternary ammonium salts of hydrogen ion exchange agents.
    Type: Grant
    Filed: August 8, 1977
    Date of Patent: December 5, 1978
    Assignee: General Mills Chemicals, Inc.
    Inventors: Kenneth D. MacKay, Edgar R. Rogier