Preparing Alicyclic Acid Esters By Carbonylation Patents (Class 560/114)
  • Patent number: 4156785
    Abstract: Process of preparing an .alpha.,.beta.-unsaturated carboxylic acid ester, comprising contacting an .alpha.,.beta.-unsaturated halogen compound with carbon monoxide, an alkali alcoholate in the presence of a metal carbonyl as catalyst, in an alcohol that is the basis of the alkali alcoholate, at a pH of 8.5-11.5. Thereby, for example, crotonic acid methyl ester can be produced from allyl chloride.
    Type: Grant
    Filed: July 28, 1975
    Date of Patent: May 29, 1979
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Uwe Prange, Hermann Richtzenhain, Wilhelm Vogt
  • Patent number: 4138580
    Abstract: A process for preparing a diester of a dicarboxylic acid having two more carbon atoms than the unsaturated hydrocarbon used as a starting material, which comprises subjecting an unsaturated hydrocarbon, carbon monoxide and an alcohol to reaction in the presence of a platinum group metal in combination with one or more compounds selected from the group consisting of nitric acid, a nitrogen oxide and an ester of nitrous acid.
    Type: Grant
    Filed: September 29, 1977
    Date of Patent: February 6, 1979
    Assignee: Ube Industries, Ltd.
    Inventors: Sumio Umemura, Kanenobu Matsui, Yoshinari Ikeda, Katsuro Masunaga
  • Patent number: 4134912
    Abstract: A carboxylic acid, such as acetic acid, is prepared from a hydrocarbyl alcohol, such as methanol, in carbonylation processes comprising the use of an iodide, carbon monoxide and a nickel catalyst in the presence of a tin promoter.
    Type: Grant
    Filed: November 8, 1976
    Date of Patent: January 16, 1979
    Assignee: Halcon International, Inc.
    Inventors: Anthony N. Naglieri, Nabil Rizkalla
  • Patent number: 4102922
    Abstract: A method is provided for the removal of contaminating alkanes from the vaporized carbonylation products of a process wherein carboxylic acids are produced by the reaction in the liquid phase of an alcohol or an ester, halide or ether derivative of said alcohol with carbon monoxide in the presence of a catalyst system containing a rhodium or iridium component and an iodine or bromine component. The method involves distillation of the alkane-containing vaporized carbonylation products, phase separation of the overhead from said distillation, further distillation of a slipstream of the resulting heavy phase using carbon monoxide as stripping gas and removal of the alkanes as the bottoms stream from the latter distillation.
    Type: Grant
    Filed: October 12, 1976
    Date of Patent: July 25, 1978
    Assignee: Monsanto Company
    Inventor: Jerry L. Price
  • Patent number: 4102921
    Abstract: This invention relates to an improved process for the carbonylation of alcohols, esters, ethers and halide derivatives with carbon monoxide in the presence of a catalyst system comprising a Group VIII metal component and a halogen component. The improvement in the process resides in the use of a polydentate chelating phosphorus or arsenic ligand complexed with iridium as the Group VIII metal component.
    Type: Grant
    Filed: April 26, 1977
    Date of Patent: July 25, 1978
    Assignee: Air Products & Chemicals, Inc.
    Inventor: Charles M. Bartish
  • Patent number: 4102920
    Abstract: This invention relates to an improved process for the carbonylation of alcohols, esters, ethers and halide derivatives with carbon monoxide in the presence of a catalyst system comprising a Group VIII metal component and a halogen component. The improvement in the process resides in the use of a polydentate chelating phosphorus or arsenic ligand complexed with rhodium as the Group VIII metal component.
    Type: Grant
    Filed: January 13, 1977
    Date of Patent: July 25, 1978
    Assignee: Air Products & Chemicals, Inc.
    Inventor: Charles M. Bartish
  • Patent number: 4052437
    Abstract: In the process for preparing a urethane, particularly an aromatic urethane, by the reaction of an organic nitro compound, particularly an aromatic nitro compound, carbon monoxide, and an organic hydroxy compound in the presence of a catalyst, the improvement which comprises employing as said catalyst rhodium oxide, particularly substantially amorphous rhodium oxide, and optionally conducting the reaction in a nitrilic solvent.
    Type: Grant
    Filed: September 22, 1975
    Date of Patent: October 4, 1977
    Assignee: Ethyl Corporation
    Inventor: George C. Licke
  • Patent number: 4052420
    Abstract: In the process for preparing a diurethane, particularly an aromatic diurethane, by the reaction of an organic dinitro compound, particularly an aromatic dinitro compound, carbon monoxide, and an organic hydroxyl compound in the presence of a catalyst, the improvement which comprises employing as said catalyst rhodium oxide, particularly substantially amorphous rhodium oxide, and carrying out the reaction in two stages, the first stage being carried out at a first temperature and pressure and the second stage being carried out at a higher temperature and pressure, and optionally conducting the reaction in a nitrilic solvent.
    Type: Grant
    Filed: September 22, 1975
    Date of Patent: October 4, 1977
    Assignee: Ethyl Corporation
    Inventor: George C. Licke
  • Patent number: 4048093
    Abstract: This invention concerns processes for the regeneration of carbonylation catalysts consisting of dispersions of ligand-stabilized palladium(II) halide complexes in quaternary ammonium, phosphonium and arsonium salts of trihalostannate(II) and trihalogermanate(II) using organic peroxides as the regenerating agent.STATEMENT OF THE INVENTIONThis invention pertains to the art of regenerating spent palladium carbonylation catalysts useful for the carbonylation of olefins.More particularly, this invention concerns the regeneration of certain carbonylation catalysts consisting of dispersions of ligand-stabilized palladium(II) halide complexes in quaternary ammonium, phosphonium and arsonium salts of trihalostannate(II) and trihalogermanate(II) using substantially anhydrous organic peroxide reagents.BACKGROUND OF THE INVENTIONThis invention concerns a process for regenerating certain palladium catalysts used in the carbonylation of olefins. Carbonylation refers here to the reaction of .alpha.
    Type: Grant
    Filed: November 28, 1975
    Date of Patent: September 13, 1977
    Assignee: Texaco Inc.
    Inventor: John F. Knifton