Epoxidizing Unsaturated Fat Or Fatty Oil, Or Unsaturated Derivative Thereof Patents (Class 549/528)
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Patent number: 7666297Abstract: 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: GrantFiled: December 21, 2006Date of Patent: February 23, 2010Assignee: CPC Corporation, TaiwanInventors: Fu-Ming Lee, Tzong-Bin Lin, Hsun-Yi Huang, Jyh-Haur Hwang, Hung-Chung Shen, Karl Tze-Tang Chuang
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Patent number: 7531657Abstract: 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: GrantFiled: December 16, 2002Date of Patent: May 12, 2009Assignee: Nippon Kayaku Kabushiki KaishaInventors: Masashi Nagai, Hiroko Yamazaki, Keiichirou Yamamoto, Masatoshi Abe
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Patent number: 7276152Abstract: 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: GrantFiled: November 23, 2004Date of Patent: October 2, 2007Assignee: CPC Corporation, TaiwanInventors: Tzong-Bin Lin, Hsun-Yi Huang, Jyh-Haur Hwang, Hung-Chung Shen, Karl Tze-Tang Chuang
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Patent number: 7038040Abstract: 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 hType: GrantFiled: June 27, 2003Date of Patent: May 2, 2006Assignee: 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
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Patent number: 6734315Abstract: 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: GrantFiled: June 27, 2003Date of Patent: May 11, 2004Assignee: The C.P. Hall CompanyInventors: James A. Nowak, Thomas A. Zillner, Leslie Patrick Mullin, III
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Patent number: 6083981Abstract: 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: GrantFiled: April 9, 1999Date of Patent: July 4, 2000Assignee: Warner-Lambert CompanyInventors: Hamish John Allen, Kenneth Dale Brady, William Glen Harter, Elizabeth Ann Lunney, Mark Stephen Plummer, Tomi Sawyer, Aurash Shahripour, Nigel Walker
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Patent number: 5948920Abstract: 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: GrantFiled: October 23, 1997Date of Patent: September 7, 1999Assignee: Elf Atochem North America, Inc.Inventors: Fred Budde, Mohammed R. Kazemizadeh, Walter P. Kosar, Jr.
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Patent number: 5329024Abstract: 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: GrantFiled: March 30, 1993Date of Patent: July 12, 1994Assignee: National Starch and Chemical Investment Holding CorporationInventors: Sharon H. Jureller, Judith L. Kerschner, Robert Humphreys
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Patent number: 4978395Abstract: 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: GrantFiled: February 3, 1989Date of Patent: December 18, 1990Inventor: Giuseppe Canestri
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Patent number: 4855465Abstract: 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: GrantFiled: March 2, 1988Date of Patent: August 8, 1989Assignee: Degussa AktiengesellschaftInventors: Andreas Grund, Guenter Prescher, Georg Boehme, Willi Hofen, Heinrich Petsch
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Patent number: 4647678Abstract: 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: GrantFiled: December 26, 1985Date of Patent: March 3, 1987Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Klemens Eckwert, Lutz Jeromin, Alfred Meffert, Eberhard Peukert, Bernhard Gutsche