Group Viii Metal With Additional Nonhydrocarbon Agent Or Complexed With Hydrocarbon Patents (Class 585/277)
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Patent number: 4734540Abstract: A process is presented which is useful for the selective hydrogenation of polyunsaturated organic compounds. The resultant product of such a reaction produces the monoolefinic equivalents of the hydrogenated polyunsaturated organic compounds. The catalyst used in this selective hydrogenation process comprises nickel and sulfur deposited on the surface of an alumina support. The preferred catalyst does not contain halogens, noble metals, alkaline earth metals, or alkali metals and is characterized by having only a very low percentage of the total pore volume being provided by pores having an average pore diameter less than 150 angstroms. The great majority of the pore volume is present in the form of macropores having diameters of 500 to 1500 angstroms.Type: GrantFiled: July 9, 1987Date of Patent: March 29, 1988Assignee: UOP Inc.Inventors: Mark J. Gattuso, Daniel L. Ellig
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Patent number: 4724275Abstract: Crystalline Group VIII metal aluminosilicate compositions which are prepared by exchanging or impregnating a Group VIII metal onto an aluminosilicate. Conversion of methanol in the presence of a hydrogen cofeed to low molecular hydrocarbons employing these aluminosilicates as catalysts is also disclosed.Type: GrantFiled: July 1, 1985Date of Patent: February 9, 1988Assignee: National Distillers and Chemical CorporationInventors: James A. Hinnenkamp, John A. Scheben, Vernon V. Walatka
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Patent number: 4716256Abstract: Process for the selective hydrogenation of diolefinic compounds to monoolefinic compounds employing catalyst consisting essentially of elemental nickel on an inorganic support in the presence of hydrogen and at least one nitrogen-containing compound is disclosed. Selective hydrogenation of the less substituted of the two carbon-carbon double bonds of the diolefinic compound is achieved while isomerization of the more highly substituted, non-hydrogenated double bond, is minimized.Type: GrantFiled: January 31, 1985Date of Patent: December 29, 1987Assignee: Phillips Petroleum CompanyInventors: Marvin M. Johnson, Gerhard P. Nowack
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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: 4684735Abstract: There is disclosed a number of processes for the promotion of the Raney Nickel catalyzed hydrogenation of carbon-carbon double bonds. (a) One process uses tertiary amines to promote the Raney Nickel catalyzed hydrogenation. (b) Another process uses acetylene and acetylene derivatives to promote the Raney Nickel catalyzed hydrogenation. The promotion of Raney Nickel catalyst is particularly suited for the reduction of unsaturated hydantoins to saturated hydantoins and also for the reduction of cyclic and acyclic olefins and diolefins to the corresponding cyclic and acyclic alkanes.Type: GrantFiled: July 1, 1985Date of Patent: August 4, 1987Assignee: Stauffer Chemical CompanyInventor: Stanley B. Mirviss
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Patent number: 4670621Abstract: Saturated hydrocarbon is transformed catalytically into olefinic hydrocarbon of corresponding skeletal configuration by reacting the saturated hydrocarbon with a suitable alkene cyclopentadienyl or alkene arene transition metal molecular complex, such as bis(ethylene)pentamethylcyclopentadienyliridium, in the presence of free alkene as hydrogen acceptor. The reaction may be performed photochemically under irradiation with ultraviolet light or it may be performed thermolytically under application of heat. The catalyst may be charged to the reaction as a preformed alkene cyclopentadienyl or alkene arene transition metal molecular complex or the catalyst may be formed in situ in the reaction mixture via displacement of ligand from a suitable transition metal complex containing the displaceable ligand, such as dicarbonylpentamethylcyclopentadienyliridium or cyclooctadienepentamethylcyclopentadienyliridium.Type: GrantFiled: May 5, 1986Date of Patent: June 2, 1987Assignee: Ethyl CorporationInventor: Howard W. Walker
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Patent number: 4619790Abstract: Alkylcarboxylic acids (where alkyl is of 6 to 20 carbon atoms) are manufactured by hydrocarboxylating the corresponding olefins by means of cobalt carbonyl compounds in the presence of from 0.5 to 1.5 kg of N-methylpyrrolidone, per kg of the olefin, as the solvent.Type: GrantFiled: February 1, 1978Date of Patent: October 28, 1986Assignee: BASF AktiengesellschaftInventors: Rudolf Kummer, Kurt Schwirten
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Patent number: 4578496Abstract: Polymeric complex compounds of molybdenum, tungsten, manganese, rhenium and of the metals of the sub-groups VIII and I of the Periodic Table of Elements, which complex compounds have a silica-type structure are disclosed. At least one amine ##STR1## is bonded coordinately to the central metal atom. The atomic ratio of metal to nitrogen is from 1:1 to 1:10.sup.6. The required charge compensation is effected by means of an anion. In (1), R.sup.1 and R.sup.2 represent a group ##STR2## and R.sup.4 is an alkylene grouping. The oxygen atoms are saturated by silicon atoms of further groups (2), if appropriate with incorporation of crosslinking agents. R.sup.3 may have the meaning of R.sup.1 and R.sup.2, or represents hydrogen, an alkyl group, a cycloalkyl group or the benzyl group. The polymers can contain several metals. The invention also relates to processes for their preparation, and uses in catalysis.Type: GrantFiled: October 20, 1983Date of Patent: March 25, 1986Assignee: Degussa AktiengesellschaftInventors: Peter Panster, Peter Kleinschmit
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Patent number: 4570025Abstract: In one embodiment, an alkadiene and/or alkatriene is contacted with a free hydrogen containing gas in the presence of a catalyst composition comprising (a) palladium metal and (b) aluminum phosphate, so as to form primarily an alkene. In another embodiment, a cycloalkadiene and/or cycloalkatriene is contacted with a free hydrogen containing gas in the presence of a catalyst composition comprising (a) palladium metal and (b) aluminum phosphate, so as to form primarily a cycloalkene. The preferred cycloalkadiene is 1,5-cyclooctadiene, and the preferred cycloalkene is cyclooctene. Optionally, an alkali metal alkoxide, e.g. lithium methoxide, and/or carbon monoxide can be present during the hydrogenation reactions to improve the selectivity to alkenes and cycloalkenes, respectively.Type: GrantFiled: June 14, 1985Date of Patent: February 11, 1986Assignee: Phillips Petroleum CompanyInventors: Gerhard P. Nowack, Marvin M. Johnson
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Patent number: 4564702Abstract: Catalytic reactions for the hydrogenation of alkenyl, alkynyl, aryl, cyano, imino, carbonyl and carboxyl groups and for the synthesis of ammonia are disclosed.Type: GrantFiled: April 28, 1983Date of Patent: January 14, 1986Assignee: Standard Oil Company (Indiana)Inventor: Arnold N. Wennerberg
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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: 4532351Abstract: Supported catalysts comprised of one or more metals of Group VIII, optionally one or more metals from Group IB and IIA, aluminum and silicate are used for hydrogenating hydrogenatable organic compounds. The catalysts can be produced by coprecipitating metal ions from Group VIII, optionally metal ions from Groups IB and IIA, aluminum ions, and silicate ions, in the presence of solid porous particles.Type: GrantFiled: June 16, 1982Date of Patent: July 30, 1985Assignee: Exxon Research and Engineering Co.Inventors: Allan E. Barnett, Albert P. Halluin
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Patent number: 4528413Abstract: Diisopropenylbenzene is a monomer that can be used in the preparation of many useful polymers and is also a chemical intermediate that can be employed in a number of chemical processes. Diisopropenylbenzene is normally synthesized by the dehydrogenation of diisopropylbenzene. Unfortunately in this dehydrogenation process a number of olefinic impurities are produced as by-products. This invention discloses a process for the separation of diisopropenylbenzene from these impurities and for recycling some of the impurities.Type: GrantFiled: March 5, 1984Date of Patent: July 9, 1985Assignee: The Goodyear Tire & Rubber CompanyInventors: Howard A. Colvin, Ronald D. Fiedler, Joel Muse, Jr., Donald E. Smith
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Patent number: 4517390Abstract: A catalytic process for hydrogenation of unsaturated organic compounds is carried out in a two-phase aqueous/organic medium, in which the catalytic complex is dissolved in the aqueous phase and to which is added an amphiphilic reagent to facilitate phase boundary crossing of dissolved species. Catalyst separation from reaction products is thereby rendered more efficient.The catalytic complex is preferably formed in situ and contains a water-soluble phosphine ligand, preferably a hydroxy- or carboxy-aryl phosphine.Type: GrantFiled: February 21, 1984Date of Patent: May 14, 1985Assignee: Johnson Matthey Public Limited CompanyInventors: Michael J. H. Russell, Barry A. Murrer
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Patent number: 4469907Abstract: A selective hydrogenation method for highly saturated hydrocarbons by bringing a mixture of hydrocarbons of low hydrogenation degree having 4 or more carbon atoms containing the highly saturated hydrocarbons in the presence of a catalyst using a fixed bed reaction vessel, which comprises supplying a hydrogen gas in a state of plural splits along the flow direction of the fixed bed reaction vessel is disclosed. In accordance with this mehtod, only the highly unsaturated hydrocarbons are selectively hydrogenated without being accompanied by isomerization of olefins.Type: GrantFiled: March 2, 1983Date of Patent: September 4, 1984Assignee: Sumitomo Chemical Company, LimitedInventors: Masashi Araki, Yasuhiko Higashio
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Patent number: 4469590Abstract: A process for the hydrogenation of aromatic hydrocarbons contained in a hydrocarbonaceous oil feed is provided in which the feed is contacted with hydrogen in a substantially sulfur-free environment in the presence of a catalyst comprising a Group VIII noble metal component, such as palladium, deposited on a steamed support such as steamed tungsten oxide composited with alumina.Type: GrantFiled: June 17, 1983Date of Patent: September 4, 1984Assignee: Exxon Research and Engineering Co.Inventors: Robert C. Schucker, Kenneth S. Wheelock
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Patent number: 4431836Abstract: Group VIII metals immobilized on an aminated polysaccharide in a highly dispersed state are active catalysts in the hydrogenation of unsaturated organic materials. Chitin and chitosan are preferred supports, with platinum and palladium among the more active Group VIII metals in hydrogenation.Type: GrantFiled: September 28, 1982Date of Patent: February 14, 1984Assignee: UOP Inc.Inventor: Blaise J. Arena
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Patent number: 4420648Abstract: Supported coprecipitated cobalt-silica hydrogenation catalysts are disclosed. The catalysts are prepared by: preparing an aqueous reaction mixture containing cobalt cations, silicate anions and solid porous carrier particles under agitation to form a coprecipitate of the cobalt and silicate ions onto said solid porous support particles; heating the aqueous reaction mixture; and adding an alkaline precipitating agent to further precipitate the cobalt and silicate ions onto said solid porous carrier particles. The aqueous reaction mixture may additionally include copper cations.Type: GrantFiled: September 19, 1979Date of Patent: December 13, 1983Assignee: Exxon Research and Engineering Co.Inventors: James L. Carter, Allan E. Barnett
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Patent number: 4418227Abstract: A novel class of compounds, anionic Group VIII metal hydrides containing phosphorus, arsenic and antimony organoligands is described, such as potassium tris and bis(triphenylphosphine) ruthenium hydride. The compounds are useful as homogeneous catalysts in the hydrogenation of aldehydes, ketones, olefins or alkynes. Processes for producing the compounds are also described.Type: GrantFiled: October 20, 1980Date of Patent: November 29, 1983Assignee: Allied CorporationInventors: Guido P. Pez, Roger A. Grey
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Patent number: 4371727Abstract: Fuel oils especially suitable as gas oils for fuelling high speed Diesel engines, are made by hydrogenating a middle oil derived from coal and containing at least 90% of polycyclic hydrocarbons and essentially no paraffinic material, and fractionating the hydrogenated oil to yield the gas oil. The product oil is fully competitive with gas oils from petroleum, and may be blended with petroleum gas oil.Type: GrantFiled: October 7, 1980Date of Patent: February 1, 1983Assignee: Coal Industry (Patents) LimitedInventor: Derek G. Gavin
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Patent number: 4367355Abstract: Group VIII metals immobilized on an aminated polysaccharide in a highly dispersed state are active catalysts in the hydrogenation of unsaturated organic materials. Chitin and chitosan are preferred supports, with platinum and palladium among the more active Group VIII metals in hydrogenation.Type: GrantFiled: February 23, 1981Date of Patent: January 4, 1983Assignee: UOP Inc.Inventor: Blaise J. Arena
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Patent number: 4367137Abstract: Hydrocarbons are converted by contacting them at hydrocarbon conversion conditions with an acidic multimetallic catalytic composite comprising a combination of catalytically effective amounts of a platinum group component, a cobalt component, a tin component, a phosphorus component and a halogen component with a porous carrier material. The platinum group, cobalt, tin, phosphorus and halogen components are present in the multimetallic catalyst in amounts respectively, calculated on an elemental basis, corresponding to about 0.01 to about 2 wt. % platinum group metal, about 0.05 to about 5 wt. % cobalt, about 0.01 to about 5 wt. % tin, about 0.01 to about 5 wt. % phosphorus and about 0.1 to about 3.5 wt. % halogen. A specific example of the type of hydrocarbon conversion process disclosed is a process for the catalytic reforming of a low-octane gasoline fraction wherein the gasoline fraction and a hydrogen stream are contacted with the acidic multimetallic catalyst disclosed herein at reforming conditions.Type: GrantFiled: November 23, 1981Date of Patent: January 4, 1983Assignee: UOP Inc.Inventors: George J. Antos, Tai-Hsiang Chao
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Patent number: 4328364Abstract: For the asymmetrical hydrogenation of prochiral olefins, a catalyst system is proposed which is a Rhodium cationic complex immobilized on a clay-like mineral such as hectorite, bentonite and haloysite.Type: GrantFiled: May 23, 1980Date of Patent: May 4, 1982Assignee: Snamprogetti, S.p.A.Inventors: Marcello Mazzei, Mario Riocci, Walter Marconi
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Patent number: 4328385Abstract: Isomerizable hydrocarbons are isomerized using a catalytic composite comprising a combination of a catalytically effective amount of a pyrolyzed rhenium carbonyl component with a porous carrier material containing a uniform dispersion of catalytically effective amounts of a platinum group component, which is maintained in the elemental metallic state during the incorporation and pyrolysis of the rhenium carbonyl component, of a tin component, and of a halogen component.Type: GrantFiled: December 3, 1980Date of Patent: May 4, 1982Assignee: UOP Inc.Inventor: George J. Antos
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Patent number: 4327235Abstract: In an organic compound having a methlene group attached to a tertiary carbon atom thereof, preferential hydrogenation of the methylene group of the compound is effected by bringing hydrogen into contact with the compound in the presence of a nickel boride colloid.Type: GrantFiled: December 16, 1980Date of Patent: April 27, 1982Assignees: Agency of Industrial Science & Technology, Ministry of Inernational Trade & IndustryInventors: Yukimichi Nakao, Shoei Fujishige
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Patent number: 4323698Abstract: This specification discloses an insoluble resin-metal compound complex, the method for its preparation, and its use in carrying out a catalyzed reaction. The complex is a weak base anion exchange resin which has been contacted with a solution of a coordination compound having at least two ligands connected to at least one central metal atom to bond chemically the resin to the metal atom by replacement of at least one of the ligands of the coordination compound by a functional group of the weak base anion exchange resin. The complex can be used as a catalyst for hydrogenation, carbon monoxide insertion, polymerization, isomerization, vinyl ester exchange, and ethylene oxidation reactions, among others.Type: GrantFiled: January 21, 1980Date of Patent: April 6, 1982Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Darrell D. Whitehurst
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Patent number: 4310714Abstract: Ruthenium has been found to be a stereoselective catalyst for the hydrogenation of .alpha.-pinene to obtain cis-pinane.Type: GrantFiled: December 10, 1980Date of Patent: January 12, 1982Assignee: Union Camp CorporationInventor: Mark S. Pavlin
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Patent number: 4307248Abstract: Supported coprecipitated catalysts comprised of one or more metals of Group VIII, one or more metals of Group IIA, and aluminum are used for hydrogenating hydrogenatable organic compounds. The catalysts are produced by preparing, under agitation; an aqueous mixture containing ions of Group VIII, Group IIA, and aluminum, as well as solid porous particles to form a coprecipitate of the metal ions and aluminum ions with the solid porous support particles; heating the aqueous reaction mixture; and adding precipitating agent to precipitate the metal ions and aluminum ions onto the solid support.Type: GrantFiled: November 28, 1980Date of Patent: December 22, 1981Assignee: Exxon Research & Engineering Co.Inventors: Allan E. Barnett, Albert P. Halluin
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Patent number: 4284835Abstract: A process for the hydrogenation of unsaturated hydrocarbons comprising contacting said unsaturated hydrocarbons, with hydrogen, at temperatures ranging from about 40.degree. C. to about 160.degree. C., and pressures ranging from about 100 psi to about 3000 psi, with a catalyst comprising an ion exchange resin and an organic linking compound having at least one resin compatible moiety ionically bound to said resin and further having at least one metal complexible moiety selected from the group consisting of trivalent nitrogen, trivalent phosporous, trivalent arsenic, trivalent bismuth and trivalent antimony complexed to a metal selected from the group consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum.Type: GrantFiled: February 25, 1980Date of Patent: August 18, 1981Assignee: Shell Oil CompanyInventors: Leo Kim, Timm E. Paxson, Sunny C. Tang
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Patent number: 4274980Abstract: A composition comprising chitin or chitosan bearing a metal or mixture of metals deposited thereon in a highly dispersed state so as to immobilize said metal or mixture of metals is an effective catalyst for processes in which said metal or mixture of metals shows catalytic properties.Type: GrantFiled: October 11, 1979Date of Patent: June 23, 1981Assignee: UOP Inc.Inventor: Blaise J. Arena
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Patent number: 4273939Abstract: Supported coprecipitated non-ferrous Group VIII metal aluminum catalysts are used for hydrogenating hydrogenatable organic compounds. The catalysts are produced by preparing an aqueous mixture containing the metal ions, aluminum ions and solid porous support particles under agitation to form a coprecipitate of the metal ions and aluminum ions with the solid porous support particles; heating the aqueous reaction mixture; and adding precipitating agent to further precipitate the metal ions and aluminum ions onto the solid support.Type: GrantFiled: November 6, 1979Date of Patent: June 16, 1981Assignee: Exxon Research & Engineering Co.Inventors: Allan E. Barnett, Albert P. Halluin
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Patent number: 4271323Abstract: Process for hydrogenating unsaturated compounds in the liquid phase in the presence of a soluble catalyst obtained by reacting an organometal derivative or a metal hydride with a synergistic mixture of (a) a compound of zinc, zirconium, manganese, molybdenum, or iron and (b) a nickel or cobalt compound.Type: GrantFiled: October 10, 1975Date of Patent: June 2, 1981Assignee: Institut Francais du PetroleInventors: Daniel Durand, Gerard Hillion, Christian Lassau, Lucien Sajus
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Patent number: 4268377Abstract: Hydrocarbons are converted by contacting them at hydrocarbon conversion conditions with a novel activated multimetallic catalytic composite comprising a combination of a catalytically effective amount of a pyrolyzed ruthenium carbonyl component with a porous carrier material containing a uniform dispersion of a catalytically effective amount of a platinum group component, which is maintained in the elemental metallic state during the incorporation and pyrolysis of the ruthenium carbonyl component, and of a rhenium component. In a highly preferred embodiment, this novel catalytic composite also contains a catalytically effective amount of a halogen component. The platinum group component, pyrolyzed ruthenium carbonyl component, rhenium component and optional halogen component are preferably present in the multimetallic catalytic composite in amounts, calculated on an elemental basis, corresponding to about 0.01 to about 2 wt. % of the uniformly dispersed platinum group metal, about 0.01 to about 2 wt.Type: GrantFiled: October 5, 1979Date of Patent: May 19, 1981Assignee: UOP Inc.Inventor: George J. Antos
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Patent number: 4268454Abstract: A novel class of compounds, anionic Group VIII metal hydrides containing phosphorus, arsenic and antimony organoligands is described, such as potassium tris and bis(triphenylphosphine) ruthenium hydride. The compounds are useful as homogeneous catalysts in the hydrogenation of aldehydes, ketones, olefins or alkynes. Processes for producing the compounds are also described.Type: GrantFiled: August 29, 1979Date of Patent: May 19, 1981Assignee: Allied Chemical CorporationInventors: Guido P. Pez, Roger A. Grey
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Patent number: 4263225Abstract: Supported coprecipitated nickel-cobalt-silica and nickel-cobalt-copper-silica hydrogenation catalysts are disclosed. The catalysts are prepared by preparing an aqueous reaction mixture containing nickel and cobalt cations (and optionally copper cations), silicate anions and solid porous carrier particles under agitation to form a coprecipitate of the nickel, cobalt (and optionally copper) and silicate ions onto said solid porous support particles; heating the aqueous reaction mixture; and adding an alkaline precipitating agent to further precipitate the nickel, cobalt (and optionally copper) and silicate anions onto said solid porous carrier particles.Type: GrantFiled: September 19, 1979Date of Patent: April 21, 1981Assignee: Exxon Research & Engineering Co.Inventors: James L. Carter, Allan E. Barnett, John H. Sinfelt
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Patent number: 4261927Abstract: Olefinically unsaturated compounds are hydrogenated in the presence of a palladium or ruthenium catalyst and a promoter selected from the group consisting of chromium nitrate, barium nitrate and lanthanum nitrate.Type: GrantFiled: July 15, 1976Date of Patent: April 14, 1981Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4243824Abstract: A process for the preparation of novel zero-valent rhodium catalysts. The catalysts are prepared by the reaction of a hydrocarbyl-lithium compound with a hydrocarbon-soluble complex of a rhodium halide and a ligand. The catalyst may, if desired, be deposited on a support such as alumina or silica. It is effective to catalyze the hydrogenation of organic compounds such as benzene, styrene and the like.Type: GrantFiled: October 25, 1979Date of Patent: January 6, 1981Assignee: Borg-Warner CorporationInventors: Jan G. Noltes, Gerard van Koten, Murray S. Cohen
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Patent number: 4239653Abstract: The present invention relates to a process for the preparation of non-pyrophoric catalyst having controlledparticle size and activity comprising suspending active charcoal of homogeneous pore distribution in a diluted solution of a palladium salt or salt complex, if desired in the presence of an aliphatic alcohol, stirring the solution, filtering the catalyst coal, followed by treatment of the sorbed palladium salt or salt complex with alkali if desired and stirring it as long as required for the accumulation of the sorbed palladium compounds, reducing same by methods known, repeating the above mentioned steps, if desired any number of times and drying the obtained catalyst after washing.Type: GrantFiled: November 27, 1978Date of Patent: December 16, 1980Assignee: Chinoin GyogyszerInventors: Janos Bodnar, Gyorgy Lugosi, Gyorgy L. Nagy
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Patent number: 4238358Abstract: 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: March 29, 1979Date of Patent: December 9, 1980Assignee: Western Kentucky UniversityInventors: Norman L. Holy, William A. Logan, Karl D. Stein
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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: 4224458Abstract: An improved process is described for the homogeneous hydrogenation of polycyclic aromatic hydrocarbons utilizing anionic Group VIII metal hydride compositions as catalysts which contain phosphorus, arsenic or antimony organoligands. Use of these anionic catalysts allows the process to be conducted under mild conditions of temperature and pressure with high selectivity for the production of partially hydrogenated derivatives of polycyclic aromatic hydrocarbons such as 1,2,3,4-tetrahydronaphthalene, and eliminates the need for the presence of base or carbon monoxide atmosphere in the process.Type: GrantFiled: January 31, 1979Date of Patent: September 23, 1980Assignee: Allied Chemical CorporationInventors: Roger A. Grey, Guido P. Pez
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Patent number: 4218571Abstract: Hydrogenation-dehydrogenation of suitable feedstock is provided wherein such feedstock is subjected to hydrogenation-dehydrogenation conditions in the presence of a catalytic amount of a solid containing, at least in part, a synthetic amorphous solid prepared by hydrolyzing and polymerizing in the presence of water a silane having the formula R(Si)X.sub.3, wherein R is a nonhydrolyzable organic group, X is a hydrolyzable group and (Si) is selected from the group consisting of ##STR1## and calcining the polymerized product, said silane being admixed with a second component, R'.sub.n MY.sub.m, wherein R' is selected from the group consisting of the same groups as R, Y is selected from the group consisting of the same groups as X and oxygen, M is at least one member selected from the group consisting of the elements of Groups IIIA, IVA, VA, IVB, VB, VIB, VIIB and VIII of the Periodic Table, m is any number greater than 0 and up to 8 and n is from 0 to any number less than 8.Type: GrantFiled: May 21, 1979Date of Patent: August 19, 1980Assignee: Mobil Oil CorporationInventors: Thomas O. Mitchell, Darrell D. Whitehurst
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Patent number: 4205191Abstract: A process for the preparation of novel zero-valent metal catalysts. The catalysts are prepared by the reaction of an organic metal cluster compound wherein one of the metals is lithium with a complex of a metal halide and a ligand. The catalyst may, if desired, be deposited on a support such as alumina or silica. It is effective to catalyze the hydrogenation of organic compounds such as benzene, styrene and the like.Type: GrantFiled: November 20, 1978Date of Patent: May 27, 1980Assignee: Borg-Warner CorporationInventors: Murray S. Cohen, Jan G. Noltes, Gerard van Koten
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Patent number: 4204081Abstract: There is disclosed a process for the preparation of cyclopentene which comprises selectively hydrogenating cyclopentadiene in a liquid phase by contacting cyclopentadiene with hydrogen in the presence of a hydrogenation catalyst comprising (1) a soluble nickel compound, (2) an organoaluminum compound or a lithium alkyl compound, and (3) at least one cocatalyst compound selected from the group consisting of H.sub.2 O; NH.sub.3 ; ROH where R is an alkyl or a halogenated alkyl radical containing from 1 to 20 carbon atoms; ##STR1## where R.sub.1, R.sub.2 and R.sub.3 may be hydrogen, or an alkyl radical containing from 1 to 6 carbon atoms; ##STR2## where R.sub.1, R.sub.2 and R.sub.3 may be hydrogen or halogen, or an alkyl radical containing from 1 to 6 carbon atoms; R.sub.1 O R.sub.2 wherein R.sub.1 and R.sub.2 may be the same or different alkyl radicals containing from 1 to 6 carbon atoms; and ##STR3## wherein R.sub.1 may be alkyl or an aromatic radical containing from 1 to 8 carbon atoms and R.sub.Type: GrantFiled: August 30, 1978Date of Patent: May 20, 1980Assignee: The Goodyear Tire & Rubber CompanyInventor: Henry R. Menapace
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Patent number: 4197415Abstract: Aromatic hydrocarbons are selectively partially hydrogenated to cyclic olefins by contacting the aromatic hydrocarbon with hydrogen and a ruthenium catalyst in an aqueous dispersion containing a salt of a phosphorus acid.Type: GrantFiled: January 23, 1978Date of Patent: April 8, 1980Assignee: Toray Industries, Inc.Inventors: Aizawa Hideyuki, Kuroda Akio
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Patent number: 4188281Abstract: In a process for the production of olefins in two stages wherein, in the first stage, heavy petroleum fractions are hydrogenated in the presence of hydrogen and a hydrogenation catalyst and, in the second stage, the thus-hydrogenated fractions are subjected to thermal cracking the presence of steam, the improvement which comprises employing as the hydrogenation catalyst a zeolite of the faujasite structure combined with elements from Groups VIB, VIIB and VIII of the periodic table of the elements, wherein the alkali component of the zeolite is exchanged at least partially for ammonium, hydronium, alkaline earth and/or rare earth ions, and the elements are present in a metallic, ionic, oxidic and/or sulfidic form.Type: GrantFiled: May 12, 1978Date of Patent: February 12, 1980Assignees: Linde Aktiengesellschaft, Bayer AktiengesellschaftInventors: Hans J. Wernicke, Allan Watson, Walter Kreuter, Manfred Mansmann, Horst Weber
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Patent number: 4183804Abstract: Hydrocarbons are converted by contacting them at hydrocarbon conversion conditions with a novel activated multimetallic catalytic composite comprising a combination of a catalytically effective amount of a pyrolyzed ruthenium carbonyl component with a porous carrier material containing a uniform dispersion of a catalytically effective amount of a platinum group component which is maintained in the elemental metallic state. In a highly preferred embodiment, this novel catalytic composite also contains a catalytically effective amount of a halogen component. The platinum group component, pyrolyzed ruthenium carbonyl component and optional halogen component are preferably present in the multimetallic catalytic composite in amounts, calculated on an elemental basis, corresponding to about 0.01 to about 2 wt. % of the uniformly dispersed platinum group metal, about 0.01 to about 2 wt. % of carbonyl-derived ruthenium and about 0.1 to about 3.5 wt. % of halogen.Type: GrantFiled: November 4, 1977Date of Patent: January 15, 1980Assignee: UOP Inc.Inventor: George J. Antos
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Patent number: 4179402Abstract: A composition comprising an ion exchange resin, a metal selected from the transition group of elements bound to said resin and an organic linking compound which has at least one moiety which is ionically bonded to said resin and which further has at least one moiety which is coordinately bonded to said metal.Type: GrantFiled: May 15, 1978Date of Patent: December 18, 1979Assignee: Shell Oil CompanyInventors: Leo Kim, Timm E. Paxson, Sunny C. Tang
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Patent number: 4179401Abstract: A process for heterogenizing a metal salt or organometallic complex catalyst of the type containing a group VIII metal comprising the steps of radiation grafting a monomer having a .alpha. unsaturated bond to a metal or an organic polymer and complexing a nitrogen, halogen or phosphorous containing group to the monomer with the metal salt or organometallic complex. The resultant catalysts being useful in the hydrogenation, hydroformylation, isomerization, cracking or dehydrogenation of organic molecules.Type: GrantFiled: July 11, 1977Date of Patent: December 18, 1979Inventors: John L. Garnett, Robert S. Kenyon
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Patent number: 4179403Abstract: A composition comprising an ion exchange resin and an organic linking compound having at least one resin-compatible moiety ionically bound to said resin and further having at least one metal complexible moiety selected from the group consisting of trivalent nitrogen, trivalent phosphorus, trivalent arsenic, trivalent bismuth and trivalent antimony complexed to a metal selected from Group IVB, VB, VIB, VIIB, VIII and IB metals, said composition being useful in heterogeneous catalysis.Type: GrantFiled: December 19, 1977Date of Patent: December 18, 1979Assignee: Shell Oil CompanyInventors: Leo Kim, Timm E. Paxson, Sunny C. Tang