Epoxidizing Unsaturated Fat Or Fatty Oil, Or Unsaturated Derivative Thereof Patents (Class 549/528)
  • Patent number: 7666297
    Abstract: An improved oxidative process that employ a robust, non-aqueous, and oil-soluble organic peroxide oxidant for effective desulfurization and denitrogenation of hydrocarbons including petroleum fuels, hydrotreated vacuum gas oil (VGO), non-hydrotreated VGO, petroleum crude oil, synthetic crude oil from oil sand, and residual oil. Even at low concentrations and without the assistance of catalysts, the non-aqueous organic peroxide oxidant is extremely active and fast in oxidizing the sulfur and nitrogen compounds in the hydrocarbon feedstocks. Furthermore, the process generates a valuable organic acid by-product that is also used internally as the extractive solvent for effective removal of the oxidized sulfur and nitrogen from the hydrocarbons without the need of a final adsorption step. Novel process steps are also disclosed to substantially prevent yield loss in the oxidative process.
    Type: Grant
    Filed: December 21, 2006
    Date of Patent: February 23, 2010
    Assignee: CPC Corporation, Taiwan
    Inventors: Fu-Ming Lee, Tzong-Bin Lin, Hsun-Yi Huang, Jyh-Haur Hwang, Hung-Chung Shen, Karl Tze-Tang Chuang
  • Patent number: 7531657
    Abstract: A method for preparing a compound represented by the following general formula (5) where, n is an integer of 0 to 3; and Y represents a protecting group for an amino group, the method including the steps of reacting a compound represented by the following general formula (3) where n and Y are as described above, with a silylating agent, and subsequently reacting it with P (?O) T3, where T represents a halogen atom, and further with ammonia.
    Type: Grant
    Filed: December 16, 2002
    Date of Patent: May 12, 2009
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Masashi Nagai, Hiroko Yamazaki, Keiichirou Yamamoto, Masatoshi Abe
  • Patent number: 7276152
    Abstract: A robust, non-aqueous, and oil-soluble organic peroxide oxidant is employed for oxidative desulfurization and denitrogenation of hydrocarbon feedstocks including petroleum fuels. Even at low concentrations, the non-aqueous organic peroxide oxidant is extremely active and fast in oxidizing the sulfur and nitrogen compounds in the hydrocarbon feedstocks without catalyst. Consequently, the oxidation reactions that employ the non-aqueous organic peroxide oxidant take place at substantially lower temperatures and shorter residence times than reactions in other oxidative desulfurization and denitrogenation processes. As a result, a higher percentage of the valuable non-sulfur and non-nitrogen containing components in the hydrocarbon feedstock are more likely preserved with the inventive process. Desulfurization and denitrogenation occur in a single phase non-aqueous environment so that no phase transfer of the oxidant is required.
    Type: Grant
    Filed: November 23, 2004
    Date of Patent: October 2, 2007
    Assignee: CPC Corporation, Taiwan
    Inventors: Tzong-Bin Lin, Hsun-Yi Huang, Jyh-Haur Hwang, Hung-Chung Shen, Karl Tze-Tang Chuang
  • Patent number: 7038040
    Abstract: Multiple novel reaction schemes, novel process steps and novel intermediates are provided for the synthesis of epoxymexrenone and other compounds of Formula I wherein: -A-A- represents the group —CHR4—CHR5— or CR4?CR5— R3, R4 and R5 are independently selected from the group consisting of hydrogen, halo, hydroxy, lower alkyl, lower alkoxy, hydroxyalkyl, alkoxyalkyl, hydroxycarbonyl, cyano, aryloxy, R1 represents an alpha-oriented lower alkoxycarbonyl or hydroxyalkyl radical, -B-B- represents the group —CHR6—CHR7— or an alpha- or beta-oriented group: ?where R6 and R7 are independently selected from the group consisting of hydrogen, halo, lower alkoxy, acyl, hydroxyalkyl, alkoxyalkyl, hydroxycarbonyl, alkyl, alkoxycarbonyl, acyloxyalkyl, cyano, aryloxy, and R8 and R9 are independently selected from the group consisting of hydrogen, halo, lower alkoxy, acyl, hydroxyalkyl, alkoxyalkyl, hydroxycarbonyl, alkyl, alkoxycarbonyl, acyloxyalkyl, cyano, aryloxy, or R8 and R9 together comprise a carbocyclic or h
    Type: Grant
    Filed: June 27, 2003
    Date of Patent: May 2, 2006
    Assignee: G.D. Searle & Co.
    Inventors: John S. Ng, Ping T. Wang, Julio A. Baez, Chin Liu, Dennis K. Anderson, Jon P. Lawson, Bernhard Erb, Joseph Wieczorek, Gennaro Mucciariello, Fortunato Vanzanella, Sastry A. Kunda, Leo J. Letendre, Mark J. Pozzo, Yuen-Lung L. Sing, Edward E. Yonan
  • Patent number: 6734315
    Abstract: A method of epoxidizing an unsaturated compound having a carbon-to-carbon double bond to form an oxirane ring across the double bond comprising adding to said unsaturated compound an oxidizing agent selected from hydrogen peroxide, acetaldehyde monoperacetate, an organic hydroperoxide, or a combination thereof, to form a reactant mixture; and forming the reactant mixture in a film against a wall of the thin-film reactor that is at a temperature sufficient for reaction of the oxidizing agent with the unsaturated compound to form an oxirane ring across a double bond of the unsaturated compound.
    Type: Grant
    Filed: June 27, 2003
    Date of Patent: May 11, 2004
    Assignee: The C.P. Hall Company
    Inventors: James A. Nowak, Thomas A. Zillner, Leslie Patrick Mullin, III
  • Patent number: 6083981
    Abstract: The present invention relates to compounds that are inhibitors of interleukin-1.beta. converting enzyme that have the Formula I, II, or III. ##STR1## This invention also relates to a method of treatment of stroke, inflammatory diseases, septic shock reperfusion injury, Alzheimer's disease, and shigellosis, and to a pharmaceutically acceptable composition that contains a compound that is an inhibitor of interleukin-1.beta. converting enzyme.
    Type: Grant
    Filed: April 9, 1999
    Date of Patent: July 4, 2000
    Assignee: Warner-Lambert Company
    Inventors: Hamish John Allen, Kenneth Dale Brady, William Glen Harter, Elizabeth Ann Lunney, Mark Stephen Plummer, Tomi Sawyer, Aurash Shahripour, Nigel Walker
  • Patent number: 5948920
    Abstract: Partially epoxidized compounds obtained from Diels Alder adducts of dicyclopentadiene with fatty oils having a iodine number of 70 or greater and their transesterification products with C.sub.1 to C.sub.10 alkanols are disclosed. 100% solids radiation and heat curable coating compositions containing the epoxidized compounds and/or their transesterification products are also disclosed.
    Type: Grant
    Filed: October 23, 1997
    Date of Patent: September 7, 1999
    Assignee: Elf Atochem North America, Inc.
    Inventors: Fred Budde, Mohammed R. Kazemizadeh, Walter P. Kosar, Jr.
  • Patent number: 5329024
    Abstract: A method for epoxidizing olefins is provided wherein an olefin and an oxygenating agent are contacted together in the presence of a manganese complex catalyst having at least one manganese atom coordinated with a nitrogen-containing ligand such that the manganese atom to coordinated nitrogen atom is 1:3 and thereafter isolating the resultant epoxide product. Catalyst compositions are also provided formed from the adsorption of the manganese complex catalyst onto a solvent insoluble support.
    Type: Grant
    Filed: March 30, 1993
    Date of Patent: July 12, 1994
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Sharon H. Jureller, Judith L. Kerschner, Robert Humphreys
  • Patent number: 4978395
    Abstract: Polyaddition product the molecule of which is characterized by the presence of one group ##STR1## Method to prepare the above mentioned product and dispersions in polar and non polar diluents which contain the said product in addition with solid organic or inorganic particles.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: December 18, 1990
    Inventor: Giuseppe Canestri
  • Patent number: 4855465
    Abstract: Aliphatic epoxides of the formula: ##STR1## can be prepared in a technically efficient manner from the corresponding olefins by means of perpropionic acid in a benzene solution. The benzene solution can also be 1.5 weight percent of hydrogen peroxide, 1.5 weight percent of water and about 800 ppm of mineral acid.
    Type: Grant
    Filed: March 2, 1988
    Date of Patent: August 8, 1989
    Assignee: Degussa Aktiengesellschaft
    Inventors: Andreas Grund, Guenter Prescher, Georg Boehme, Willi Hofen, Heinrich Petsch
  • Patent number: 4647678
    Abstract: The epoxidation of terminally and/or internally olefinically unsaturated hydrocarbon compounds which are liquid at 50.degree. to 100.degree. C. and at atmospheric pressure (oil phase), in which the oil phase is treated with an acid phase containing acetic acid, hydrogen peroxide and peracetic acid in aqueous solution, after which the aqueous acid phase is separated from the oil phase, the peracetic acid in the aqueous acid phase is regenerated and the regenerated aqueous acid phase is returned to the epoxidation reactor. Epoxidation is carried out using an aqueous acid phase containing at most about 10% by weight of peracetic acid, and the peracetic acid content in the aqueous acid phase is reduced by at most about 50%, based on the peracetic acid content of the aqueous acid phase used, after a single passage through the epoxidation stage. After separation from the oil phase, the aqueous acid phase preferably is cooled before regeneration.
    Type: Grant
    Filed: December 26, 1985
    Date of Patent: March 3, 1987
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Klemens Eckwert, Lutz Jeromin, Alfred Meffert, Eberhard Peukert, Bernhard Gutsche