By Double-bond-shift Isomerization Patents (Class 585/664)
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Patent number: 5910618Abstract: 2,3-Dimethyl-2-butene is prepared by isomerizing 2,3-dimethyl-1-butene using at least one acid selected from the group consisting of sulfuric acid and sulfonic acids. By this process, 2,3-dimethyl-2-butene is effectively prepared from 2,3-dimethyl-1-butene using an inexpensive catalyst such as sulfonic acid or the sulfonic acids. Further, a dimerization reaction product of propene can also be used in the isomerization step without removing the dimerization catalyst from the reaction product.Type: GrantFiled: March 19, 1997Date of Patent: June 8, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Kotohiro Nomura, Michio Yamamoto, Masashi Komatsu
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Patent number: 5902920Abstract: Silicalite to be used as catalyst in the isomerization of olefins is pretreated by passing steam thereon at a temperature of 300 to 750.degree. C. Particularly, isobutene is selectively produced by isomerization of n-butenes.Type: GrantFiled: August 12, 1996Date of Patent: May 11, 1999Assignee: Fina Research, S.A.Inventors: Eric Romers, Christian Lamotte
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Patent number: 5898091Abstract: For the conversion of an olefinic C.sub.4 or C.sub.5 cut to an alkyl-tertiobutylether or alkyl-tertioamylether and to propylene, by metathesis, the process comprises four successive steps: (1) selective hydrogenation of the diolefins with simultaneous isomerisation of the alpha olefins to internal olefins; (2) etherification of the isoolefins; (3) elimination of oxygen-containing impurities; (4) metathesis of internal olefins with ethylene. The process has application, e.g., to C.sub.4 and C.sub.5 steam cracking cuts.Type: GrantFiled: May 10, 1996Date of Patent: April 27, 1999Assignee: Institut Francais du PetroleInventors: Jean-Alain Chodorge, Dominique Commereuc, Jean Cosyns, Didier Duee, Bernard Torck
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Patent number: 5877379Abstract: A composition and an olefin conversion process are disclosed. The composition comprises a zeolite having incorporated therein a coke-suppressing amount of a coke suppressor selected from the group consisting of silicon oxides, phosphorus oxides, boron oxides, magnesium oxides, tin oxides, titanium oxides, zirconium oxides, molybdenum oxides, germanium oxides, indium oxides, lanthanum oxides, cesium oxides, and combinations of any two or more thereof. The olefin conversion process comprises contacting a first olefin with a catalyst composition under a condition effective to convert said first olefin to a second olefin wherein the catalyst composition is the same as the composition disclosed above. Also disclosed is a process for producing the composition.Type: GrantFiled: August 19, 1996Date of Patent: March 2, 1999Assignee: Phillips Petroleum CompanyInventors: An-hsiang Wu, Charles A. Drake
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Patent number: 5855917Abstract: Methods of inhibiting lipoprotein lipase and controlling the body fat and the body weight of an animal employ an effective amount of at least one 20 carbon, conjugated, unsaturated, fatty acid. Pharmaceutical compositions for use in the method are also disclosed. The 20-carbon conjugated fatty acids are selected from an eicosadienoic acid, an eicosatrienoic acid, and an eicosatetraenoic acid. Preferably, the fatty acids are 11,13-eicosadienoic acid; 12,14-eicosadienoic acid; 8,11,13-eicosatrienoic acid; 5,8,11,13-eicosatetraenoic acid; 5,8,12,14-eicosatetraenoic acid, or an ester, salt, or mixture thereof.Type: GrantFiled: December 4, 1996Date of Patent: January 5, 1999Assignee: Wisconsin Alumni Research FoundationInventors: Mark E. Cook, Yeonhwa Park, Michael W. Pariza
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Patent number: 5851383Abstract: A light hydrocarbon stream, such as a C.sub.3 -C.sub.5 stream recovered from an FCC unit, is catalytically treated for the selective hydrogenation of dienes and for the removal of mercaptans by thioetherification. The effluent of the reaction zone is fractionated to remove light ends and thioethers in a dual section fractionation zone, with the interconnection of the sections facilitating a reduction in capital and operating costs.Type: GrantFiled: December 15, 1997Date of Patent: December 22, 1998Assignee: UOP LLCInventor: Stanley J. Frey
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Patent number: 5789646Abstract: Medium-chain olefins containing as impurities 2-alkyl substituted isomers having a close boiling point are purified by (i) passing over a solid acid catalyst under mild conditions to selectively double-bond isomerise said impurities, and (ii) separating said isomerised olefins by distillation.Type: GrantFiled: November 20, 1996Date of Patent: August 4, 1998Assignee: Fina Research S.A.Inventors: Eric Romera, Christian Lamotte, Philippe Bodart
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Patent number: 5780702Abstract: A catalytic composition comprises at least one quaternary ammonium and/or phosphonium salt in which the anion is preferably selected from the group formed by tetrafluoroborate, tetrachloroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, trifluorosulphonate, fluorosulphonate, tetrachloroaluminate, dichlorocuprate, and trichlorozincate, and at least one complex of a transition metal from groups 8, 9 and 10, i.e., iron, ruthenium, cobalt, rhodium, iridium, nickel, palladium and platinum, is for the displacement of the double bond in olefins.Type: GrantFiled: June 17, 1996Date of Patent: July 14, 1998Assignee: Institut Francais du PetroleInventors: Yves Chauvin, Lothar Mussmann, Helene Olivier
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Patent number: 5759386Abstract: A light hydrocarbon stream, such as a C.sub.3 -C.sub.5 stream recovered from an FCC unit, is catalytically treated for the selective hydrogenation of dienes and for the removal of mercaptans by thioetherification. The effluent of the reaction zone is fractionated to remove light ends and thioethers in a dual section fractionation zone, with the interconnection of the sections facilitating a reduction in capital and operating costs.Type: GrantFiled: January 9, 1997Date of Patent: June 2, 1998Assignee: UOPInventor: Stanley J. Frey
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Patent number: 5648583Abstract: Exo-isomers of polyalkylcyclopentadienes are converted to endo-isomers by contacting the exo-isomers with an acid such as aqueous HCl.Type: GrantFiled: April 27, 1995Date of Patent: July 15, 1997Assignee: Albemarle CorporationInventors: John Y. Lee, Meng-Sheng Ao, Stephen E. Belmont, Lawrence H. Shepherd, Jr.
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Patent number: 5648584Abstract: An active and stable catalyst for isomerizing linear olefins to methyl branched isoolefins is provided by (a) mixing (i) a zeolite powder containing at least one zeolite with at least one one-dimensional pore structure having pore size small enough to retard by-product dimerization and coke formation and large enough to permit entry of the linear olefin and allow formation of the methyl branched isoolefin, (ii) an alumina-containing binder, (iii) water, (iv) at least one acid selected from monocarboxylic acids and inorganic acids and (v) at least one polycarboxylic acid; (b) forming a pellet of the mixture; and (c) calcining the pellet. The resulting catalyst has superior selectivity, higher maximum product concentration in the product stream and longer run length for isomerizing linear olefins to their corresponding isoolefins.Type: GrantFiled: January 4, 1996Date of Patent: July 15, 1997Assignee: Shell Oil CompanyInventor: Brendan Dermot Murray
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Patent number: 5589602Abstract: This invention provides a method of preparing an isomerization catalyst by contacting an alkali metal with catalyst support particles in a fluidized bed. After the alkali metal is uniformly dispersed on the support particles, oxygen is added to the fluidizing gas to oxidize a portion of the alkali metal.Type: GrantFiled: June 7, 1995Date of Patent: December 31, 1996Inventors: Robert S. Smith, Steven L. McMahon
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Patent number: 5569806Abstract: The invention concerns a process for the isomerisation of less substituted olefins to more substituted external olefins and/or internal olefins in the absence of diolefins, in the presence of a palladium based catalyst deposited on a support. Before loading it into the reactor, said catalyst is treated with at least one sulphur-containing compound which is dissolved in a solvent then activated in a neutral or reducing atmosphere between 20.degree. C. and 300.degree. C., 1 and 50 bars and with a VVH of 50 to 600 h.sup.-1. The catalyst, containing 0.05% to 10% by weight of sulphur, is brought into contact with the feedstock and hydrogen between 20.degree. C. and 200.degree. C., 1 and 50 bars, a VVH of 0.5 to 10 h.sup.-1 and a H.sub.2 /olefin molar ratio of 0.01 to 1.Type: GrantFiled: July 29, 1994Date of Patent: October 29, 1996Assignee: Institut Francais Du PetroleInventors: Charles Cameron, Jean-Luc Nocca, Patrick Sarrazin, Alain Forestiere
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Patent number: 5536895Abstract: Forms of zeolite Omega synthesized by hydrothermal crystallization from reaction systems containing alkali metal cations and organic templating agents, modified by calcination in air, ion-exchange, steam calcination and treatment with a low-pH aqueous ammonium ion solution, are significantly improved with respect to surface area, catalytic activity and adsorption capacities for large molecular species. A catalyst comprising zeolite Omega is effective for isomerization of aromatics and aliphatics.Type: GrantFiled: December 6, 1994Date of Patent: July 16, 1996Assignee: UOPInventors: Vinayan Nair, Donald F. Best, Gregory J. Gajda
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Patent number: 5510559Abstract: An improved process is disclosed for the conversion of hydrocarbons, using a catalyst comprising a non-zeolitic molecular sieve which has been activity-moderated by controlled carbon deposition. It is of particular interest in skeletal isomerization to increase the proportion of olefins containing tertiary carbons in the product with low formation of undesirable by-products. Controlled carbon deposition increases selectivity to the desired olefin isomers. Product olefins may be further processed to obtain ethers, which enjoy high current interest as components for reformulated gasoline.Type: GrantFiled: May 17, 1994Date of Patent: April 23, 1996Assignee: UOPInventors: Paul T. Barger, Dorothy M. Richmond, Patrick T. Darby, II, R. Joe Lawson
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Patent number: 5414183Abstract: An improved process is disclosed for the removal of nitrogen compounds from light hydrocarbon streams. Such nitrogen removal enhances the performance of catalytic processes which upgrade light hydrocarbons, especially light olefins, such as isomerization and etherification. The nitrogen-removal process can usefully be combined with steps for removal of sulfur compounds and highly unsaturated compounds in a process combination for upgrading the light hydrocarbons.Type: GrantFiled: December 24, 1992Date of Patent: May 9, 1995Assignee: UOPInventors: Hayim Abrevaya, Suleyman M. Ozmen, Paul T. Barger, Christopher D. Gosling, Thomas A. Verachtert
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Patent number: 5366616Abstract: This invention relates to hydrocarbon conversion processes using novel molecular sieve compositions as the catalyst. These molecular sieves contain chromium in the framework structure along with aluminum and silicon. The process of preparing the chromium-containing molecular sieves involves contacting a starting molecular sieve with a solution or slurry of a fluoro salt of chromium under effective process conditions to provide for aluminum extraction and substitution of chromium.Type: GrantFiled: November 24, 1992Date of Patent: November 22, 1994Assignee: UOPInventors: Gary W. Skeels, Diane M. Chapman, Edith M. Flanigen
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Patent number: 5321193Abstract: A process for the skeletal isomerization of olefins wherein the olefins are contacted with a SKISO-11 alumina base catalyst to convert into isomerized products effectively under the conversion conditions comprising a temperature of above 200.degree. C. to about 650.degree. C., the pressure of 0.3 to about 10 atmospheres and a molar ratio of hydrogen or nitrogen to olefins feed from 0 to about 10.Type: GrantFiled: August 22, 1991Date of Patent: June 14, 1994Assignee: Chinese Petroleum CorporationInventors: Chih-Cheng Lin, Hung-Ming Yang, Chong-Chien Lai, Chien-Chung Chang, Larry L. K. Kuo, Kun-Yung Tsai
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Patent number: 5304695Abstract: A method is disclosed for the double bond isomerization of alpha olefin-containing feeds, e.g., conversion of 1-butene-containing hydrocarbon streams to 2-butene-rich product streams, wherein oligomer by-products are minimized. The process uses a catalyst composition comprising a zeolite whose surface has been at least partially deactivated for acid catalyzed reactions by treatment with an aluminum chelating agent, e.g., oxalic acid, which possesses an average cross section diameter greater than that of the zeolite pores.Type: GrantFiled: February 22, 1993Date of Patent: April 19, 1994Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Jose G. Santiesteban
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Patent number: 5304696Abstract: A process for the double bond isomerization of olefinic compounds is provided comprising contacting an olefinic compound and a sulfated zirconia catalyst.Type: GrantFiled: April 15, 1993Date of Patent: April 19, 1994Assignee: Phillips Petroleum CompanyInventors: Gyanesh P. Khare, Iqbal Ahmed
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Patent number: 5300718Abstract: Propylene is produced from the disproportionation of impure butene-2 containing oxygenates and butene-1 by treatment with alumina and isomerization of the butene-1 prior to disproportionation with ethylene.Type: GrantFiled: January 29, 1993Date of Patent: April 5, 1994Assignee: Lyondell Petrochemical CompanyInventor: Michael W. McCaulley
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Patent number: 5292985Abstract: A multi-stage process for isomerizing olefin compounds to the corresponding product olefin compounds is provided. The isomerization catalyst comprises an oxygen treated mixture of an alkali metal on a calcined support. The multi-stage process is particularly useful for isomerizing 5-vinyl-2-norbornene to 5-ethylidiene-2-norbornene. The catalyst is very active and highly selective and resistent to catalyst poisons. The process contacts the catalyst with an isomerizable olefin in at least two reaction stages to yield the corresponding product olefin compound. The reaction stages differ in temperature, catalyst activity or both.Type: GrantFiled: May 14, 1991Date of Patent: March 8, 1994Assignee: Exxon Chemical Patents, Inc.Inventors: James R. Lattner, Robert S. Smith
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Patent number: 5292980Abstract: Basic intermediate or large pore zeolites having a Constraint Index less than 12 are useful as catalysts in the dehydrogenation-aromatization of cyclic dienes, in the isomerization of olefins and in the aldol condensation, and particularly in the cyclization of acetonylacetone to 3-methyl-2-cyclopenten-1-one.Type: GrantFiled: April 18, 1991Date of Patent: March 8, 1994Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 5254790Abstract: An integrated process for converting C.sub.4 /C.sub.5 hydrocarbons contained in a gasoline feedstock to more valuable motor fuel components includes various distillation steps, a hydroisomerization step, an etherification step (for producing t-amyl methyl ether), and an alkylation step. In a preferred embodiment, this process additionally includes a dehydrogenation step and a step of using formed debydrogenated hydrocarbons in the etherification step.Type: GrantFiled: July 1, 1992Date of Patent: October 19, 1993Assignee: Phillips Petroleum CompanyInventors: Gregory D. Thomas, Vernon A. Cawi
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Patent number: 5243120Abstract: This invention relates to a process for treating olefinic hydrocarbon mixtures with a catalyst system comprising an admixture of a disproportionation catalyst comprising an element selected from the group consisting of molybdenum, tungsten, rhenium and mixtures thereof, and optionally cobalt, and an isomerization catalyst prepared by impregnating a porous alumina support with a metal compound decomposable to an oxide upon calcination wherein said metal is selected from the group consisting of potassium, rubidium, cesium and mixtures thereof and subsequently calcining the resulting material at a temperature of from about 450.degree. C. to about 750.degree. C., thus producing increased yields of detergent range, i.e., C.sub.10 -C.sub.16, olefins.Type: GrantFiled: May 7, 1992Date of Patent: September 7, 1993Assignee: Shell Oil CompanyInventor: Lynn H. Slaugh
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Patent number: 5237120Abstract: A method is disclosed for the double bond isomerization of alpha olefin-containing feeds, e.g., conversion of 1-butene-containing hydrocarbon streams to 2-butene-rich product streams, wherein oligomer by-products are minimized. The process uses a catalyst composition comprising a zeolite whose surface has been at least partially deactivated for acid catalyzed reactions by chemisorption of a surface-deactivating agent, e.g., collidine, which possesses an average cross section diameter greater than that of the zeolite pores.Type: GrantFiled: December 27, 1991Date of Patent: August 17, 1993Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Roland H. Heck, Jose G. Santiesteban, David S. Shihabi
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Patent number: 5191145Abstract: Linear 1-olefins are continuously prepared from internal olevins by (i) continuously feeding internal olefin, isomerization catalyst and tri-lower alkyl aluminum to a reaction zone so as to cause the internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, (ii) continuously removing trialkylaluminum compound from the reaction zone and, thereafter, (iii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.Type: GrantFiled: August 2, 1991Date of Patent: March 2, 1993Assignee: Ethyl CorporationInventors: Robert H. Allen, John N. Hu, Ronny W. Lin, Andrew D. Overstreet
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Patent number: 5177281Abstract: A method for isomerizing a 1-olefin-containing organic feedstock having an average carbon number of about 4 to 5, e.g., 1-butene, to convert 1-olefin to 2-olefin at temperatures less than 200.degree. C., with a double bond isomerization catalyst comprising a zeolite sorbing 30 to 55 mg n-hexane at 90.degree. C., 83 torr, and 15 to 40 mg 3-methylpentane at 90.degree. C., 90 torr, per g dry zeolite in the hydrogen form, e.g., ZSM-22, ZSM-23, or ZSM-35. Catalyst aging is minimal despite operation at low temperatures and high pressures.Type: GrantFiled: December 27, 1991Date of Patent: January 5, 1993Assignee: Mobil Oil CorporationInventors: Werner O. Haag, Jose G. Santiesteban
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Patent number: 5144053Abstract: Linear 1-olefins are prepared from internal olefins by (i) reacting them in the presence of an isomerization catalyst and a tri-lower alkyl aluminum so as to cause internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, and, thereafter, (ii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.Type: GrantFiled: December 9, 1991Date of Patent: September 1, 1992Assignee: Ethyl CorporationInventors: Robert H. Allen, Keith G. Anderson, Steven P. Diefenbach, Ronny W. Lin, Larry H. Nemec, Andrew D. Overstreet, Gene C. Robinson
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Patent number: 5124465Abstract: Linear 1-olefins are prepared from internal olefins by (i) reacting them in the presence of an isomerization catalyst and a tri-lower alkyl aluminum so as to cause the internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, and, thereafter, (ii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.Type: GrantFiled: March 25, 1991Date of Patent: June 23, 1992Assignee: Ethyl CorporationInventors: Robert H. Allen, Keith G. Anderson, Steven P. Diefenbach, Ronny W. Lin, Larry H. Nemec, Andrew D. Overstreet, Gene C. Robinson
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Patent number: 5120894Abstract: Propylene is produced from the disproportionation of impure butene-2 containing oxygen-ates and butene-1 by treatment with alumina and isomerization of the butene-1 prior to disproportionation with ethylene.Type: GrantFiled: August 19, 1991Date of Patent: June 9, 1992Assignee: Lyondell Petrochemical CompanyInventor: Michael W. McCauley
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Patent number: 5107047Abstract: The invention is a catalytic process for isomerizing an olefin under catalytic isomerization conditions, in the presence of an olefin isomerization catalyst comprising MCM-22. The light olefins are linear and/or branched olefins containing greater than three carbon atoms. The olefins can be contained in a fraction having a boiling range of from C.sub.5 + to 390.degree. F.Type: GrantFiled: January 28, 1991Date of Patent: April 21, 1992Assignee: Mobil Oil CorporationInventors: Kenneth J. Del Rossi, Albin Huss, Jr.
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Patent number: 5087793Abstract: Inner olefines are prepared by using 1-olefines having 6 to 34 carbon atoms as a starting material and isomerizing them at temperatures ranging from 130.degree. to 270.degree. C. in the presence of mordenite type zeolites. Optionally, unreacted 1-olefines can be separated and reused as a starting material.Type: GrantFiled: May 24, 1990Date of Patent: February 11, 1992Inventors: Naoki Akiyama, Masaharu Mori
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Patent number: 5073663Abstract: A method for increasing the ratio of 2-methyl-2-butene (2MB2) to 2-methyl-1-butene (2MB1) in isoamylenes involves fractionating a feedstream containing tertiary amyl methyl ether (TAME) and isoamylenes including 2MB2 and 2MB1 in a ratio of about 2:1 to effect a separation between an overhead hydrocarbon fraction of isoamylenes including 2MB2 and 2MB1 in a ratio of about 1:1, a bottoms fraction including TAME, and a sidestream hydrocarbon fraction consisting essentially of isoamylenes including 2MB2 and 2MB1 in a ratio of about 6 to 12:1, recovering the sidestream hydrocarbon fraction, and recycling the overhead hydrocarbon fraction of isoamylenes to form a mixture which is subsequently reacted to form the feedstream. Prior to fractionation, the feedstream is formed by passing isoamylene, and optionally TAME, in a vapor phase over an ether cracking catalyst which isomerizes isoamylene and converts 2MB1 to 2MB2, i.e., the feedstream for fractionating, which contains 2MB2 and 2MB1 in a ratio of 2 to 5:1.Type: GrantFiled: January 31, 1990Date of Patent: December 17, 1991Assignee: Exxon Chemical Patents Inc.Inventors: Gustavo Cerri, Robert C. Michaelson
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Patent number: 5043523Abstract: Gamma alumina having a sodium content of less than 0.01 weight percent sodium calculated as Na.sub.2 O and said alumina modified with silicon were found to be superior catalysts for the isomerization of alkenes having at least four carbon atoms, preferably with 0.01 to 1 mole of water per mole of alkene present during the isomerization. Both skeletal isomerization (e.g. n-butene to isobutene) and position isomerization (e.g. butene-2 to butene-1) are obtained.Type: GrantFiled: December 7, 1990Date of Patent: August 27, 1991Assignee: Texas Petrochemicals CorporationInventor: Hsu-Hui Hsing
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Patent number: 5030784Abstract: The instant invention relates to a process for converting methyl- and/or ethyl-substituted benzene or naphthalene and butadiene to 4-aryl-1-butene or 4-aryl-1-pentene and propylene by:a) reacting a methyl- and/or ethyl-substituted benzene or naphthalene and 1,3-butadiene in the presence of an alkali metal catalyst,b) reacting the butenylated reaction product of step a) with ethylene in the presence of of a disproportionation catalyst, andc) separating from the reaction product of step b) product 4-aryl-1-butene or 4-aryl-1-pentene and propylene.Type: GrantFiled: February 26, 1990Date of Patent: July 9, 1991Assignee: Shell Oil CompanyInventor: Lynn H. Slaugh
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Patent number: 5008480Abstract: The instant invention relates to a process for converting toluene and butadiene to styrene and 1-pentene by:(a) reacting touene and 1,3-butadiene in the presence of an alkali metal catalyst,(b) contacting the butenylated reaction product of step (a) with a double bond isomerization catalyst at a temperature sufficient to cause double isomerization,(c) reacting the isomerized product of step (b) with ethylene in the presence of a disproportionation catalyst, and(d) separating from the reaction product of step (c) product styrene and 1-pentene.Type: GrantFiled: February 26, 1990Date of Patent: April 16, 1991Assignee: Shell Oil CompanyInventor: Lynn H. Slaugh
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Patent number: 4992612Abstract: A solid base obtainable by heating and reacting an alkaline earth metal compound with alumina at a temperature of from 300.degree. to 600.degree. C. and then heating and reacting the reaction product with at least one material selected from the group consisting of alkali metals and hydrides of alkali metals in an inert gas atmosphere at a temperature of from 200.degree. to 450.degree. C., which can catalyze various reaction, for example, isomerization of an olefinic double bond.Type: GrantFiled: August 9, 1989Date of Patent: February 12, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Gohfu Suzukamo, Masami Fukao
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Patent number: 4915794Abstract: This invention relates to a process for producing an olefin product having an enhanced alpha olefin content from an olefin feedstock containing internal olefins or a mixture of internal and alpha olefins which includes:(a) contacting the feedstock with an anthracene and a double-bond isomerization catalyst at a temperature ranging from about 150.degree. to about 275.degree. C. to form an olefin adduct with anthracene,(b) separating the adduct from the product of step (a),(c) heating the separated adduct at a temperature ranging from about 250.degree. to about 400.degree. C. to produce anthracene and an olefin product enhanced in alpha olefin content over the alpha olefin content of the feedstock, and(d) separating anthracene from the product of step (c) to produce the product enhanced in alpha olefin.Linear olefins are a preferred feedstock.Type: GrantFiled: October 27, 1988Date of Patent: April 10, 1990Assignee: Shell Oil CompanyInventors: Lynn H. Slaugh, Howard L. Fong
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Patent number: 4879429Abstract: A solid base which is obtainable by reacting alumina with an alkali metal hydroxide and an alkali metal hydride or reacting water-containing alumina with an alkali metal hydride in an amount more than the molar equivalent of water container in the water-containing alumina, at a temperature of 200.degree. to 500.degree. C. in an inert gas atmosphere can effectively catalyze various reactions, particularly isomerization of olefins.Type: GrantFiled: January 31, 1989Date of Patent: November 7, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Gohfu Suzukamo, Masami Fukao
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Patent number: 4877918Abstract: A process for isomerizing an olefin to an internal olefin in the presence of a solid base which is obtainable by heating an alkali metal hydride and alumina, wherein the alumina has been pretreated with at least one salt selected from the group consisting of alkali metal carbonates and alkali metal aluminates, in an atmosphere of an inert gas at a temperature of 200 to 450.degree. C.Type: GrantFiled: August 15, 1988Date of Patent: October 31, 1989Assignee: Sumitomo Chemical Company, Ltd.Inventors: Gohfu Suzukamo, Masami Fukao
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Patent number: 4835328Abstract: 2,3-dimethylbutene-1 (2,3-DMB1) is produced from propene by a process comprising the steps of:(A) converting propene in one or more stages to a product comprising 2,3-dimethylbutene-2 (2,3-DMB-2) under conditions whereby the proportion of 2,3-DMB-2 in the product is maximised,(B) separating 2,3-DMB-2 from the product of step (A), and(C) contacting the 2,3-DMB-2 separated in step (B) with a catalyst active for the isomerisation of 2,3-DMB-2 to 2,3-DMB-1 under conditions whereby 2,3-DMB-2 is isomerised to 2,3-DMB-1.Type: GrantFiled: April 21, 1988Date of Patent: May 30, 1989Assignee: BP Chemicals LimitedInventors: Alexander G. Kent, Malcolm J. Lawrenson, Derek K. Macalpine
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Patent number: 4822764Abstract: A solid base which is obtainable by reacting alumina with an alkali metal hydroxide and an alkali metal hydride or reacting water-containing alumina with an alkali metal hydride in an amount more than the molar equivalent of water contained in the water-containing alumina, at a temperature of 200.degree. to 500.degree. C. in an inert gas atmosphere can effectively catalyze various reactions, particularly isomerization of olefins.Type: GrantFiled: February 16, 1988Date of Patent: April 18, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Gohfu Suzukamo, Masami Fukao
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Patent number: 4820503Abstract: The improved, heterogeneous catalysts are in the form of gas-impervious, hollow, thin-walled spheres (10) suitably formed of a shell (12) of metal such as aluminum having a cavity (14) containing a gas at a pressure greater than atmospheric pressure. The wall material may be, itself, catalytic or the catalyst can be 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: June 13, 1985Date of Patent: April 11, 1989Assignee: California Institute of TechnologyInventors: Taylor G. Wang, Daniel D. Elleman, Mark C. Lee, James M. Kendall, Jr.
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Patent number: 4814542Abstract: A process for olefin bond isomerization by means of a gamma alumina-based catalyst containing SiO.sub.2 and oxides of a metal chosen from those of Group II A and/or VIII and/or III B and/or Lanthanides, with particular molar ratios between the various oxides. The catalyst is thermally stable, and in the conversion of butene-2 to butene-1 enables butene-1 to be obtained with an isobutene content below the allowable limits for butene-1 grade polymerization.Type: GrantFiled: July 26, 1988Date of Patent: March 21, 1989Assignee: Snamprogetti, S.p.A.Inventors: Orfeo Forlani, Francesco Ancillotti, Bruno Notari
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Patent number: 4814519Abstract: A process for the production of ethers from an olefin containing feedstock. The process includes two-stages for the production of ethers which comprises, in a first stage, isomerizing an olefin containing feedstock over a thermally stable layered metal oxide type catalyst having interspathic polymeric silica between the layers so as to produce iso-olefins and then, in a second stage, reacting the resultant iso-olefins with alcohols in the presence of an etherification catalyst so as to produce ethers from the iso-olegins.Type: GrantFiled: December 30, 1987Date of Patent: March 21, 1989Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4777322Abstract: But-2-enes are obtained from C.sub.4 -hydrocarbon mixtures which contain but-1-ene and may or may not contain but-2-enes by catalytic isomerization of the but-1-ene to but-2-enes in an isomerization zone at elevated temperatures by a process in which the isomerization is carried out in combination with a distillative separation zone, the said hydrocarbon mixture being fed to the isomerization zone and/or distillative separation zone, the isomerization mixture obtained from the isomerization zone is passed into the distillative separation zone, a but-1-ene-containing fraction is removed above the lower third of the distillative separation zone and passed into the isomerization zone, and the but-2-enes or a fraction containing these are or is removed in the lower third of the distillative separation zone.Type: GrantFiled: July 26, 1985Date of Patent: October 11, 1988Assignee: BASF AktiengesellschaftInventors: Wolfgang Hoelderich, Alfred Lindner, Wolf D. Mross, Max Strohmeyer, Klaus Volkamer
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Patent number: 4684760Abstract: Catalyst composition is provided which is prepared by impregnating high surface area, high pore volume alumina with at least one magnesium compound convertible to the oxide, and, optionally, at least one alkali metal compound which is convertible to the oxide, and/or at least one zirconium compound convertible to the oxide, then subjecting the impregnated support to an oxygen-containing atmosphere under conditions suitable to convert at least a portion of the magnesium, alkali metal and zirconium compounds to the oxide form. The resulting catalyst is an effective double bond isomerization catalyst, and also greatly enhances the disproportionation activity of disproportionation catalysts when used in combination therewith.Type: GrantFiled: February 24, 1986Date of Patent: August 4, 1987Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4620053Abstract: A double bond isomerization catalyst is provided which consists essentially of zinc aluminate. A process for the double bond isomerization of olefinic feedstocks using this catalyst is also disclosed.Type: GrantFiled: June 17, 1985Date of Patent: October 28, 1986Assignee: Phillips Petroleum CompanyInventor: M. Bruce Welch
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Patent number: 4605811Abstract: By the process of the present invention the activity of heterogeneous catalysts for reactions at normal and low pressures is restored or maintained. These catalysts can lose their activity as a result of the deposition, physisorption or chemisorption of organic or inorganic deactivating substances which are carried over into the reaction system or are formed as the result of side reactions in a chemical synthesis carried out with the aid of the catalyst. The activity is restored or maintained by using a pressure greater than the critical pressure of the fluid phase and a temperature higher than or equal to the critical temperature of the fluid phase. In this process, the pressure and temperature are applied for a period such that the deactivating substances are either removed from the catalyst or are not initially deposited thereon or absorbed or formed.Type: GrantFiled: May 6, 1985Date of Patent: August 12, 1986Inventors: Helmut Tiltscher, Helmut Wolf, Joachim Schelchshorn, Kurt Dialer