Preparing Alicyclic Ring Containing Aldehyde By Hydroformylation By Reacting Ethylenically Unsaturated Compound, Carbon Monoxide, And Gaseous Hydrogen Only Patents (Class 568/444)
  • Patent number: 4487972
    Abstract: This specification discloses a process for the production of oxygenated compounds, more specifically aldehydes and alcohols, by reacting an olefin with hydrogen and carbon monoxide in the presence of, as a ctalyst, an insoluble polymer containing a functional group, which may be an amine, thiol, phosphine, or arsine group, having chemically bonded thereto a metal of Group VIII of the Periodic Table. The metal can be, for example, rhodium, cobalt, or ruthenium. The olefin can contain more than one carbon-to-carbon double bond, may be an open chain or a cyclic olefin, and may be substituted. Further, the olefin may be contained in a refinery stream such as a cracked gasoline. The reaction may be carried out in the presence of a polar solvent.
    Type: Grant
    Filed: April 22, 1980
    Date of Patent: December 11, 1984
    Assignee: Mobil Oil Corporation
    Inventors: Werner O. Haag, Darrell D. Whitehurst
  • Patent number: 4482748
    Abstract: The homogeneous catalysis of the hydrocarbonylation of olefins using a catalyst comprising a complex between an organic ligand and a Group VIII noble metal hydride carbonyl. The reaction is performed at mild conditions including temperatures from 50.degree.-200.degree. C. and pressures from 1 to 10,000 atmospheres to produce a predominantly aldehyde product having a high normal to iso distribution. The aldehyde products so produced are useful as intermediates for hydrogenation to aliphatic alcohols, for aldol condensation to produce plasticizers, for oxidation to produce aliphatic acids, etc.
    Type: Grant
    Filed: July 19, 1978
    Date of Patent: November 13, 1984
    Assignee: Celanese Corporation
    Inventor: Frank B. Booth
  • Patent number: 4337363
    Abstract: In a process for the preparation of 3-(4-methyl-3-cyclohexen-1-yl) butyraldehyde by hydroformylation of limonene in the presence of a catalyst containing a metal of Group VIII of the Periodic Table, the improvement wherein a rhodium carbonyl complex containing additionally a triphenyl and/or trialkyl phosphine as ligands is used as catalyst and the reaction is conducted at a pressure of 100 to 350 bars and at a temperature of 110.degree. to 160.degree. C., the triphenyl or trialkyl phosphines or mixture thereof being present in an amount of 10 to 50 moles per gram atom of rhodium in the reaction mixture.
    Type: Grant
    Filed: August 24, 1979
    Date of Patent: June 29, 1982
    Assignee: Ruhrchemie Aktiengesellschaft
    Inventors: Helmut Bahrmann, Boy Cornils, Carl D. Frohning, Jurgen Weber
  • Patent number: 4334100
    Abstract: This invention is directed to a process for preparing aldehydes by hydroformylation of monoterpene compounds, which comprises reacting a monocyclic or bicyclic monoterpene compound with at least one double bond at from about 70.degree. to 160.degree. C. under a pressure of from about 100 to 400 bar and in the presence of a catalyst mixture of tertiary phosphines and rhodium carbonyl complexes containing tertiary phosphines. The aldehydes prepared are useful as perfuming agents.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: June 8, 1982
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGaA)
    Inventors: Jens Hagen, Klaus Bruns
  • Patent number: 4301089
    Abstract: This invention relates to the production of aldehydes by the addition of carbon monoxide and hydrogen to olefinically unsaturated compounds in the presence of a complex catalyst comprising cobalt carbonyl and a porphyrin promoter ligand. This process can be carried out under relatively mild conditions of temperature and pressure.
    Type: Grant
    Filed: July 28, 1980
    Date of Patent: November 17, 1981
    Assignee: Standard Oil Company
    Inventors: Frederick A. Pesa, Thomas A. Haase
  • Patent number: 4289913
    Abstract: A process for preparing 3- or 4-formyltricyclo-[5,2,1,0.sup.2,6 ]-decene-8 which comprises contacting dicyclopentadiene with carbon monoxide and hydrogen in the presence of a rhodium catalyst at 110.degree. to 150.degree. C. and 50 to 400 atmospheres, said catalyst being present in an amount of 1 to 30 ppm of rhodium, based upon the amount of dicyclopentadiene employed, said rhodium being present in the form of an organic phosphine-carbon monoxide containing complex.
    Type: Grant
    Filed: November 30, 1979
    Date of Patent: September 15, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Helmut Bahrmann, Jurgen Weber, Boy Cornils
  • Patent number: 4283561
    Abstract: This invention is directed to a mixture of compounds of formulas ##STR1## This invention is also directed to preparation of the mixture and the use of said mixture as a perfuming agent.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: August 11, 1981
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Jens Hagen, Klaus Bruns
  • Patent number: 4270007
    Abstract: This invention is directed to mixtures of aldehydes of formulas ##STR1## This invention is also directed to the preparation of the mixture and the use of said mixture as a perfuming agent.
    Type: Grant
    Filed: November 14, 1979
    Date of Patent: May 26, 1981
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Jens Hagen, Klaus Bruns
  • Patent number: 4233226
    Abstract: 4a,5,6,7,8,8a-Hexahydro-4,7-dimethyl-4H-1-benzopyran of the formula: ##STR1## and a method for preparing the same.
    Type: Grant
    Filed: August 24, 1979
    Date of Patent: November 11, 1980
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Makoto Takeda, Hiroshi Iwane, Takashi Hashimoto
  • Patent number: 4225515
    Abstract: A perfume composition comprising an isomeric hydroxymethyl tricyclo(5,2,1,0.sup.2,6)-decane of the formula ##STR1## wherein R.sub.1 and R.sub.2 are the hydroxymethyl CH.sub.2 OH or the formyl CHO group andR.sub.1 represents CH.sub.2 OH, when R.sub.2 is CHO and vice versaor a mixture thereof.
    Type: Grant
    Filed: October 25, 1978
    Date of Patent: September 30, 1980
    Assignee: Ruhrchemie Aktiengesellschaft
    Inventors: Jurgen Weber, Heinz Grau
  • Patent number: 4209467
    Abstract: A hydroformylation process in which the catalyst is the reaction product of a cobalt carbonyl compound with a nitrogen-containing heterocyclic compound having an enolic hydroxyl group on the carbon atom adjacent to the ring-forming nitrogen atom or the catalyst is the reaction product of a .beta.-dioxo cobalt compound and a nitrogen-containing base having a double bonded carbon atom at the .alpha.-position, with carbon monoxide and hydrogen.
    Type: Grant
    Filed: January 2, 1979
    Date of Patent: June 24, 1980
    Assignee: Daicel Ltd.
    Inventors: Hidetaka Kojima, Shingo Oda, Takushi Yokoyama, Yasukazu Murakami