Using Group Viii Metal-containing Catalyst Patents (Class 585/273)
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Patent number: 5475174Abstract: The invention concerns a process for the selective hydrogenation of polyunsaturated cyclic compounds comprising at least one endocyclic carbon-carbon double bond and at least one terminal exocyclic carbon-carbon double bond, said double bonds not being conjugated, to form a mixture essentially containing the saturated ring compound and comprising at least one terminal exocyclic double bond, the process being carried out in the presence of hydrogen under a pressure of from 1 to 10 MPa and at a temperature of from 0.degree. to 200.degree. C., and in the presence of a catalyst including a support and (a) from 0.1 to 5% by weight of at least one metal from group VIII (iridium, osmium, nickel, palladium, platinum and rhodium) and (b) from 0.01 to 15% by weight of at least one metal from group IVa (tin, germanium and lead), the molar ratio between metals of group VIII and group IVa being between 0.3 and 3. The process is used for the hydrogenation of 4-vinylcylcohexene to vinylcyclohexane.Type: GrantFiled: November 24, 1993Date of Patent: December 12, 1995Assignee: Institut Francais du PetroleInventors: Christine Lucas, Jean-Pierre Candy, Jean-Marie Basset, Blaise Didillon, Jean-Paul Boitiaux
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Patent number: 5457251Abstract: Disclosed is a method for partially hydrogenating a monocyclic aromatic hydrocarbon to produce a cycloolefin, comprising reacting a monocyclic aromatic hydrocarbon with hydrogen in the presence of a particulate hydrogenation catalyst comprised mainly of metallic ruthenium, in a reaction system comprising a continuous aqueous phase having the particulate hydrogenation catalyst suspended therein, an oil phase containing the monocyclic aromatic hydrocarbon, and a gaseous phase comprising hydrogen gas, while applying a shearing force to the reaction system at a specific maximum shear rate. By the method of the present invention, not only can a cycloolefin be produced at high selectivity and in high yield, but also the catalytic activity can be stably maintained at a high level for a prolonged period of time.Type: GrantFiled: January 21, 1993Date of Patent: October 10, 1995Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kunihiko Yamashita, Hideaki Obana, Issei Katsuta
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Patent number: 5451312Abstract: This invention provides a process for producing a distillate boiling-range hydrocarbon product which comprises hydrotreating a hydrodesulfurized aromatic, substantially dealkylated hydrocarbon feed produced by the catalytic cracking of a hydrocarbon fraction, the feed having an initial boiling point of at least 300.degree. F., an aromatic content of at least about 30 weight percent, a hydrogen content not more than about 12 weight percent and a sulfur content of not more than 5000 ppmw, in the presence of a catalyst comprising an inorganic, non-layered, porous, crystalline phase material having pores with diameters of at least about 13 .ANG. and exhibiting, after calcination, an X-ray diffraction pattern with at least one peak with a relative intensity of 100 at a d-spacing greater than about 18 .ANG.Type: GrantFiled: October 26, 1993Date of Patent: September 19, 1995Assignee: Mobil Oil CorporationInventors: Minas R. Apelian, Thomas F. Degnan, Stuart S. Shih
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Patent number: 5414171Abstract: This is a catalyst and a process for partially hydrogenating polycyclic and monocyclic aromatic hydrocarbons such as benzene, naphthalenes, biphenyls, and alkylbenzenes to produce the corresponding cycloolefins. The catalyst is a hydrogenation catalyst comprising ruthenium and a promoter metal, such as cobalt, on a composite support. It is a process in which the product cycloolefin is produced in high yield and with high selectivity.Type: GrantFiled: February 26, 1992Date of Patent: May 9, 1995Assignee: Catalytica, Inc.Inventors: Michael A. Richard, Jacques C. De Deken, David K. Yee
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Patent number: 5378767Abstract: A method for hydrogenating unsaturated low molecular weight polymers, preferably polydiene monool, diol and polyol polymers, which comprises contacting the polymers under hydrogenation conditions with hydrogen in the presence of a fixed bed heterogeneous catalyst which is comprised of platinum, palladium or a mixture of the two supported on an alpha alumina support.Type: GrantFiled: June 18, 1993Date of Patent: January 3, 1995Assignee: Shell Oil CompanyInventor: Stephen N. Massie
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Patent number: 5364998Abstract: A process for the selective hydrogenation of unsaturated hydrocarbons is characterized in that the catalyst contains a group VIII metal and an element chosen from within the group constituted by gallium and indium.Type: GrantFiled: April 2, 1993Date of Patent: November 15, 1994Assignee: Institut Francais Du PetroleInventors: Patrick Sarrazin, Jean-Paul Boitiaux
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Patent number: 5334790Abstract: This is a catalyst and a process for partially hydrogenating polycyclic and monocyclic aromatic hydrocarbons such as benzene, naphthalenes, biphenyls, and alkylbenzenes to produce the corresponding cycloolefins. The catalyst is a hydrogenation catalyst comprising ruthenium on a composite support. It is a process in which the product cycloolefin is produced in high yield and with high selectivity.Type: GrantFiled: February 26, 1992Date of Patent: August 2, 1994Assignee: CatalyticaInventors: Michael A. Richard, Jacques De Deken, David K. Yee
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Patent number: 5332705Abstract: An improved method for regenerating acetylene hydrogenation catalysts which does not require an oxygenation step is provided. The method may be used to regenerate any acetylene hydrogenation catalyst; however, the method is particularly advantageous when used with a palladium based catalyst which has been used to remove acetylenic contaminants from ethylene.Type: GrantFiled: June 19, 1992Date of Patent: July 26, 1994Assignee: Exxon Chemical Patents Inc.Inventors: Yao-Jyh Huang, Chong F. Shun, Lawrence G. Daniel, Edgar L. Mohundro, John E. Hartgerink
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Patent number: 5321176Abstract: Hydrogenation of a polyene to a monoene using a ruthenium catalyst that is promoted with water.Type: GrantFiled: December 22, 1992Date of Patent: June 14, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Kathryn M. Sanchez
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Patent number: 5268521Abstract: Disclosed herein is a catalyst for especially for selective hydrogenation among a carbon-carbon double bond, a carbonyl group and an aromatic unsaturated ring such as benzene. The catalyst comprising platinum and zeolite can be employed for selectively hydrogenating the carbon-carbon double bond and the carbonyl group of an organic compound without the hydrogenation of the aromatic unsaturated. The catalyst comprising the platinum supported on a support which comprises powders of an inorganic component to which is supported polyethylene glycol or an ethylvinylbenzene-divinylbenzene copolymer can be employed for selectively hydrogenating the carbon-carbon double bond of an organic compound without the hydrogenation of the carbonyl group and the aromatic unsaturated ring.Type: GrantFiled: November 22, 1991Date of Patent: December 7, 1993Assignee: Tanaka Kikinzoku Kogyo K.K.Inventors: Kenji Tamaru, Kikuo Shoji, Kazuki Noda
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Patent number: 5264641Abstract: There is provided a method for hydrogenating aromatics with a catalyst comprising a crystalline ultra-large pore oxide material. The catalyst also comprises a hydrogenation metal, such as palladium. The process may be used to saturate benzene to form cyclohexane.Type: GrantFiled: December 14, 1992Date of Patent: November 23, 1993Assignee: Mobil Oil Corp.Inventors: William S. Borghard, Cynthia T. Chu, Thomas F. Degnan, Stuart S. Shih
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Patent number: 5256163Abstract: The present invention provides a flow liquid-phase chemical reaction system in which a high pressure reservoir unit holds a solvent solution which contains an organic reactant and a gas reactant. The quantity of gas reactant dissolved in the solvent solution is determined by the level of gas reactant vapor pressure in the reservoir unit. The solvent solution is passed through a solid catalyst reactor unit to achieve a selective reaction between the two reactant components of the solvent solution.Type: GrantFiled: September 11, 1991Date of Patent: October 26, 1993Assignees: Philip Morris Incorporated, Philip Morris Products Inc.Inventors: Robert L. Augustine, Glen Wolosh
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Patent number: 5233110Abstract: A process for the preparation of cyclooctene which comprises irradiating 1,5-cyclooctadiene with light in the presence of a photodehydrogenation catalyst, acetone and an alcohol to partially hydrogenate the 1,5-cyclooctadiene.Type: GrantFiled: February 28, 1992Date of Patent: August 3, 1993Assignee: Agency of Industrial Science & TechnologyInventors: Taka-aki Hanaoka, Yoshihiro Sugi, Takehiko Matsuzaki, Kazuhiko Takeuchi, Hironori Arakawa
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Patent number: 5210349Abstract: Cyclic polyenes are selectively hydrogenated to cyclic monoenes under suitable hydrogenation conditions in the presence of an activated ruthenium catalyst complexes. The ruthenium catalyst complex is activated by hydrogenating a minimal amount of cyclic polyene under suitable hydrogenation conditions.Type: GrantFiled: March 4, 1992Date of Patent: May 11, 1993Assignee: Phillips Petroleum CompanyInventors: Michael S. Matson, Harold J. Swindell
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Patent number: 5208405Abstract: A process for selectively hydrogenating C.sub.4 -C.sub.10 diolefins to the corresponding monoolefins is carried out with a catalyst comprising (a) nickel metal and/or compound(s), (b) silver metal and/or compound(s), and (c) a solid inorganic support material (preferably alumina).Type: GrantFiled: March 3, 1992Date of Patent: May 4, 1993Assignee: Phillips Petroleum CompanyInventors: Tin-Tack P. Cheung, Marvin M. Johnson
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Patent number: 5180870Abstract: Hydrogenation of a polyene to a monoene using a ruthenium catalyst that is promoted with a sterically-hindered tertiary amine.Type: GrantFiled: October 23, 1991Date of Patent: January 19, 1993Assignee: E. I. du Pont de Nemours and CompanyInventor: Rocco A. Paciello
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Patent number: 5177278Abstract: Partial hydrogenation of 1,5,9-cyclododecatriene to form cyclododecene using ruthenium catalyst and a solvent selected from the group consisting of esters and ethers having a boiling point higher than 245 degrees C.Type: GrantFiled: October 23, 1991Date of Patent: January 5, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventor: Kathryn M. Sanchez
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Patent number: 5171911Abstract: The present invention relates to ceramic materials containing a homogeneous dispersion of metal particles, particularly sol-gel ceramic materials, a method of preparing the same, and processes for hydrogenating and oxidizing organic compounds using the same.Type: GrantFiled: May 15, 1991Date of Patent: December 15, 1992Assignee: University of South CarolinaInventors: James M. Tour, Shekar L. Pendalwar, Joel P. Cooper
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Patent number: 5157179Abstract: A method for producing a cycloolefin which comprises partially hydrogenating an aromatic hydrocarbon with hydrogen in a liquid phase in the presence of water and a catalyst having as main component ruthenium supported on a carrier, to form the corresponding cycloolefin, wherein an oxide with the total pore volume of pores having radii of from 20 to 100,000 .ANG. being from 0.3 to 10 cc/g and with the volume of pores having radii of from 20 to 200 .ANG. constituting at most 15% of the total pore volume, is used as the carrier for the catalyst.Type: GrantFiled: July 5, 1991Date of Patent: October 20, 1992Assignee: Mitsubishi Kasei CorporationInventors: Tohru Setoyama, Takahiko Takewaki, Takao Maki
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Patent number: 5118837Abstract: A modified ruthenium catalyst can be used to selectively hydrogenate an olefinic double bond in the presence of another olefinic double bond in the same or in a different molecule. Modifiers are selected from compounds containing trivalent nitrogen, trivalent phosphorus and divalent sulfur.Type: GrantFiled: February 12, 1987Date of Patent: June 2, 1992Assignee: Givaudan CorporationInventors: Alan J. Chalk, Laszlo V. Wertheimer
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Patent number: 5072069Abstract: The invention relates to cycloolefinic complexes of platinum, processes for preparing the same from platinum(II) compounds and cyclolefins having at least 12 ring carbon atoms and at least two aliphatic non-cumulated carbon-carbon double bonds and their use as a catalyst for the addition of Si-bonded hydrogen to an aliphatic multiple bond.Type: GrantFiled: February 27, 1990Date of Patent: December 10, 1991Assignee: Consortium Fur Elektrochemische Ind.Inventors: Guido Wenski, Ludwig Maier, Hans-Jurgen Eberle
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Patent number: 4804796Abstract: Improved, heterogeneous, refractory catalysts are in the form of gas-impervious, hollow, thin-walled spheres (10) suitable formed of a shell (12) of refractory such as alumina having a cavity (14) containing a gas at a pressure greater than atmospheric pressure. The wall material may be itself catalytic or a catalytically active material coated onto the sphere as a layer (16), suitably platinum or iron, which may be further coated with a layer (18) of activator or promoter. The density of the spheres (30) can be uniformly controlled to a preselected value within .+-.10 percent of the density of the fluid reactant such that the spheres either remain suspended or slowly fall or rise through the liquid reactant.Type: GrantFiled: April 8, 1987Date of Patent: February 14, 1989Assignee: California Institute of TechnologyInventors: Taylor G. Wang, Daniel D. Elleman, Mark C. Lee, James M. Kendall, Jr.
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Patent number: 4734536Abstract: A process for producing a cycloolefin in high selectivity and yield by partial hydrogenation of a monocyclic armoatic hydrocarbon with hydrogen is disclosed. In this process, the hydrogenation reaction is carried out under a neutral or acidic condition in the presence of:(i) a particulate hydrogenating catalyst mainly comprising metallic ruthenium having an average crystallite size of 200 .ANG. or less,(ii) at least one zinc compound as a promoter,(iii) at least one additive selected from the group consisting of oxides, hydroxides and hydrates thereof Zr, Hf, Ti, Nb, Ta, Cr, Fe, Co, Al, Ga and Si, and(iv) water.Type: GrantFiled: October 2, 1986Date of Patent: March 29, 1988Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Hajime Nagahara, Mitsuo Konishi
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Patent number: 4727202Abstract: Catalytically-active metallic glasses containing at least one element from a subgroup of the periodic system and at least one element from a main group of the periodic system. Process for the production of catalytically-active metallic glasses where the metallic glass is produced from at least one element from a subgroup of the periodic system and at least from one element from a main group of the periodic system. The metallic glasses are activated by self-activation or by an oxidative and/or reductive treatment. The catalytically-active metallic glasses can be used as hydrogenation, oxidation or isomerization catalysts.Type: GrantFiled: May 18, 1987Date of Patent: February 23, 1988Assignee: Lonza Ltd.Inventors: Volker Franzen, Hans-Joachim Guntherodt, Alfons Baiker, Erich Armbruster, Halim Baris
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Patent number: 4705906Abstract: Ethylene is produced by the selective hydrogenation of acetylene in the presence of carbon monoxide at a concentration of greater than 1% vol, generally greater than 5% vol, and optionally also ethylene by contact at an elevated temperature in the range from 100.degree. to 500.degree. C. with a catalyst comprising a metal oxide or sulphide or mixture of metal oxides or sulphides having hydrogenation activity, for example ZnO either alone or in combination with other metal oxides or sulphides.Type: GrantFiled: November 12, 1986Date of Patent: November 10, 1987Assignee: The British Petroleum Company, p.l.c.Inventors: John H. Brophy, Anthony Nock
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Patent number: 4691069Abstract: The invention provides a process for the catalytic hydrogenation of an unsaturated hydrocarbon, particularly useful for the hydrogenation of alkynes such as acetylene to alkenes such as ethylene. The unsaturated hydrocarbon is brought into contact with hydrogen in the presence of a catalyst which comprises cations selected from the group consisting in five-coordinate and six-coordinate complex cations of ruthenium (II) having the general formula (1):(RuXL.sub.n).sup.+ (1)in which:X is a radical;L is a donor ligand; andn is an integer not greater than 5.Type: GrantFiled: February 19, 1986Date of Patent: September 1, 1987Assignee: South African Inventions Development CorporationInventors: Michel O. Albers, Eric Singleton
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Patent number: 4691070Abstract: A catalyst for the hydrogenation of a diolefin, having palladium or a compound thereof and at least one co-catalyst component selected from the group consisting of ruthenium, rhodium, cobalt, and rhenium supported each in the form of an elemental metal or a metal compound on a support, its method of preparation and its use for said hydrogenation, particularly for the hydrogenation of cyclopentadiene to cyclopentene is described herein.Type: GrantFiled: November 20, 1986Date of Patent: September 1, 1987Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Teiji Nakamura, Eiichiro Nishikawa, Takeo Koyama
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Patent number: 4678861Abstract: A process for producing a cycloolefin which comprises partially hydrogenating a monocyclic aromatic hydrocarbon in the presence of a ruthenium catalyst composed of a rare earth element compound solid carrier and a ruthenium component supported thereon. The resulting cycloolefin is obtained in high yield and high selectivity and the catalyst can be repeatedly used for a prolonged period of time.Type: GrantFiled: October 23, 1985Date of Patent: July 7, 1987Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Osamu Mitsui, Yohei Fukuoka
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Patent number: 4665274Abstract: A method for producing cycloolefins, useful as an intermediate for lysine, caprolactam, adipic acid etc., by the partial hydrogenation of corresponding aromatic hydrocarbons with a hydrogen gas in the presence of water and a catalyst comprising barium sulfate as a carrier and ruthenium and one or more metals selected from the group consisting of iron, cobalt, silver and copper supported on the carrier, characterized by incorporating one or more metal oxides selected from the group consisting of silicon dioxide, titanium dioxide and aluminum oxide in the reaction system.Type: GrantFiled: August 27, 1986Date of Patent: May 12, 1987Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Ichihashi, Hiroshi Yoshioka
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Patent number: 4645849Abstract: A method for hydrogenating olefins and alkynes is provided wherein the unsaturated hydrocarbon is reacted under mild conditions in the presence of a cyclometallated transition metal catalyst which shows greater resistance to degradation caused by oxidation.Type: GrantFiled: January 22, 1985Date of Patent: February 24, 1987Assignee: General Electric CompanyInventor: Larry N. Lewis
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Patent number: 4575572Abstract: A method for producing cycloolefins useful as an intermediate material for lysine, caprolactam, adipic acid, medicines, agricultural chemicals, dyes and the like, which comprises partial hydrogenation of aromatic hydrocarbons with hydrogen gas in the presence of a catalyst composed of barium sulfate which is a carrier as well as ruthenium and at least one metal selected from the group consisting of iron, cobalt, silver and copper supported on said barium sulfate, and water.Type: GrantFiled: July 11, 1985Date of Patent: March 11, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Hiroshi Ichihashi, Hiroshi Yoshioka
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Patent number: 4560817Abstract: The hydrogenation of olefin polymers and especially diene polymers can be carried out effectively using a catalyst containing a Group VIII metal, a metal alkoxide and a support, optionally in the presence of a nitrogen-containing ingredient to inhibit aromatic hydrogenation.Type: GrantFiled: March 2, 1984Date of Patent: December 24, 1985Assignee: Phillips Petroleum CompanyInventors: Rex L. Bobsein, Marvin M. Johnson
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Patent number: 4495373Abstract: The invention provides an improvement in the partial nuclear hydrogenation of an aromatic hydrocarbon compound in the liquid phase with admixture of water catalyzed by a ruthenium-containing solid catalyst. The scope of the invention is in the use of a novel ruthenium-containing catalyst supported on a silica gel and the like carrier and the catalyst is prepared by the hydrolysis and gelation of an alkoxide of silicon or aluminum in a solution containing a ruthenium compound, e.g. ruthenium alkoxide, followed by drying of the gelled material so that the resultant catalyst is very uniformly impregnated with the ruthenium ingredient to be imparted with greatly improved catalytis activity and selectivity for the intended reaction over conventional ruthenium-containing catalysts prepared by post-impregnation of a preformed silica gel carrier.Type: GrantFiled: February 22, 1984Date of Patent: January 22, 1985Assignee: Director-General of the Agency of Industrial Science and TechnologyInventors: Shuichi Niwa, Juichi Imamura, Fujio Mizukami, Kazuo Shimizu, Yoshio Orito
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Patent number: 4469849Abstract: A process for the hydrogenation of an unsaturated organic compound in emulsion comprises contacting the emulsion with gaseous or dissolved hydrogen in the prescence of a hydrogenation catalyst in solution.Type: GrantFiled: February 18, 1983Date of Patent: September 4, 1984Assignee: Johnson Matthey & Co., LimitedInventors: Barry A. Murrer, John W. Jenkins
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Patent number: 4431574Abstract: Group VIII noble metal catalysts, useful for hydrogenation, are manufactured by:(a) -impregnating a catalyst carrier with a solution of a group VIII noble metal acetylacetonate in an organic solvent, and(b) -heating the impregnated carrier in an oxygen atmosphere.Type: GrantFiled: May 5, 1982Date of Patent: February 14, 1984Assignee: Institut Francais du PetroleInventors: Jean-Paul Bournonville, Jean Cosyns, Strinivasan Vasudevan
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Patent number: 4413118Abstract: Organic sulfur compounds containing a carbon-sulfur double bond are used to remove homogeneous catalyst group VIII metals from chemical process streams.Type: GrantFiled: March 2, 1981Date of Patent: November 1, 1983Assignee: Merck & Co., Inc.Inventors: F. Edward Roberts, Victor J. Grenda
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Patent number: 4409410Abstract: Process for selectively hydrogenating a diolefin present in a mixture of hydrocarbons having at least 4 carbon atoms per molecule: the hydrocarbon mixture is reacted with hydrogen in contact with a catalyst comprising palladium and silver, the molar ratio of hydrogen to the diolefin being from 1:1 to 5:1.Type: GrantFiled: February 9, 1982Date of Patent: October 11, 1983Assignee: Institut Francais du PetroleInventors: Jean Cosyns, Daniel Durand
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Patent number: 4392001Abstract: The invention relates to a process for the preparation of a cycloalkene through partial hydrogenation of the corresponding aromatic hydrocarbon in the gas phase in the presence of a ruthenium catalyst. This hydrogenation process is carried out in the presence of water vapor.Type: GrantFiled: December 30, 1981Date of Patent: July 5, 1983Assignee: Stamicarbon, B.V.Inventors: Johannes A. Don, Joseph J. F. Scholten
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Patent number: 4387258Abstract: Palladium or platinum is deposited on a low acidity silica polymorph/silicalite/high silica zeolites to yield a supported catalyst particularly useful in the hydrogenation of acetylenes and diolefins. The catalyst has a decreased tendency to promote polymerization which causes fouling than previously used alumina catalysts.Type: GrantFiled: January 25, 1982Date of Patent: June 7, 1983Assignee: Exxon Research & Engineering Co.Inventors: Mohan Vadekar, Harry E. Robson
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Patent number: 4313018Abstract: Anthranilic acid has been anchored to polystyrene, and rhodium, palladium, platinum and ruthenium complexes of this modified polystyrene have been prepared. These catalysts will reduce a variety of olefinic and aromatic hydrocarbons, and also nitrile, nitro and carbonyl functional groups, said carbonyl groups being present in either ketones or aldehydes.Type: GrantFiled: April 7, 1978Date of Patent: January 26, 1982Assignee: Western Kentucky UniversityInventors: Norman L. Holy, William A. Logan, Karl D. Stein
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Patent number: 4299686Abstract: A method is provided for preparing a synthetic crystalline aluminosilicate zeolite Alpha containing platinum-group metal within the zeolite pores as synthesized, thereby providing shape-selective hydrogenation activity. The method comprises synthesizing the zeolite from a reaction mixture of controlled composition including a source of a cationic platinum-group metal complex. Catalysts made with the zeolite synthesized in accordance hereto are stable, both thermally and in the presence of steam, and exhibit beneficial shape-selectivity in catalysis and absorption.Type: GrantFiled: September 12, 1979Date of Patent: November 10, 1981Assignee: Mobil Oil CorporationInventor: Guenter H. Kuehl
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Patent number: 4249028Abstract: d-3-Menthene of high optical purity is obtained by the selective isomerization/hydrogenation of d-isolimonene in the presence of minor amounts of a palladium catalyst at temperatures up to 200.degree. C. and pressures of preferably about 100-500 psig.Type: GrantFiled: December 11, 1979Date of Patent: February 3, 1981Assignee: SCM CorporationInventors: James O. Bledsoe, Jr., Carlos G. Cardenas
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Patent number: 4228312Abstract: A process for the hydrogenation of certain aromatic, olefinic and acetylenic compounds. The process is catalyzed by a zero-valent mixed metal catalyst which is in turn prepared by the reaction of an organic metal cluster compound wherein one of the metals is lithium with a complex of rhodium halide and an olefinic hydrocarbon ligand. The catalyst may, if desired, be deposited on a support such as alumina or silica. The hydrogenation process can, in many instances, be carried out under ordinary conditions, i.e., at room temperature and atmospheric pressure.Type: GrantFiled: March 7, 1979Date of Patent: October 14, 1980Assignee: Borg-Warner CorporationInventors: Jan G. Noltes, J. T. B. H. Jastrzebski, Gerard van Koten
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Patent number: 4225733Abstract: Provided is a method for hydrogenating an aromatic compound by reacting the aromatic compound with hydrogen iodide in the presence of ruthenium catalyst.Type: GrantFiled: June 28, 1978Date of Patent: September 30, 1980Assignee: Agency of Industrial Science & TechnologyInventors: Tetsuya Kameyama, Masayuki Dokiya, Kenzo Fukuda
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Patent number: 4204080Abstract: Non-conjugated para-menthadienes having one site of unsaturation at the 4(8)- or 8-position are hydrogenated to selectively form 3-menthene in the presence of a homogeneous ruthenium catalyst complex.Type: GrantFiled: January 22, 1979Date of Patent: May 20, 1980Assignee: SCM CorporationInventors: James O. Bledsoe, Jr., Carlos G. Cardenas