Including Nonhydrocarbon Reactant Patents (Class 585/711)
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Patent number: 9139929Abstract: The present invention (in a first embodiment) relates to a process for the dehydration of an alcohol having at least 2 carbon atoms to make the corresponding olefin, comprising: introducing in a reactor a stream (A) comprising at least an alcohol, optionally water, optionally an inert component, contacting said stream with a catalyst in said reactor at conditions effective to dehydrate at least a portion of the alcohol to make an olefin, recovering from said reactor an olefin containing stream (B), Wherein, the catalyst is a crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MIT or TON having Si/Al under 100, or a dealuminated crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MTT or TON having Si/Al under 100, or a phosphorus modified crystalline silicate of the group FER, MWW, EUO, MFS, ZSM-48, MTT or TON having Si/Al under 100, the WHSV of the alcohol is at least 4 h?1 and/or the temperature ranges from 320° C. to 600° C.Type: GrantFiled: January 21, 2011Date of Patent: September 22, 2015Assignee: TOTAL RESEARCH & TECHNOLOGY FELUYInventors: Delphine Minoux, Nikolai Nesterenko, Cindy Adam, Sander Van Donk, Walter Vermeiren
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Patent number: 8536395Abstract: A solid catalyst, such as a molecular sieve catalyst or solid acid catalyst, is supported by a binder, such as amorphous silica or alumina, wherein the binder is charged with metal ions to form an ion-modified binder. The ion-modified binder is capable of attachment to polar contaminants and inhibit their contact with the catalyst. The catalyst can be a zeolite and can be the catalyst for an alkylation reaction, such as the alkylation of benzene with ethylene.Type: GrantFiled: December 22, 2011Date of Patent: September 17, 2013Assignee: Fina Technology, Inc.Inventors: Joseph E. Pelati, Taylor Rives
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Patent number: 8524623Abstract: A process for regenerating a spent ionic liquid catalyst including (a) applying a voltage across one or more pairs of electrodes immersed in a spent ionic liquid catalyst comprising conjunct polymer-metal halide complexes to provide freed conjunct polymers and a regenerated ionic liquid catalyst; and (b) separating the freed conjunct polymers from the regenerated ionic liquid catalyst is described. An alkylation process incorporating the regeneration process is also described.Type: GrantFiled: May 7, 2009Date of Patent: September 3, 2013Assignee: Chevron U.S.A. Inc.Inventors: Hye-Kyung Timken, Saleh Elomari, Thomas V. Harris, James N. Ziemer
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Publication number: 20110319693Abstract: An alkylation process comprising contacting in an alkylation zone under alkylation conditions an olefin containing gas stream with an isoparaffin in the presence of an ionic liquid catalyst composition to provide an alkylate product. In an embodiment, the olefin stream may comprise offgas containing ethylene together with one or more non-condensable and/or inert gases, and the offgas may be fed in its native state to an alkylation reactor containing the ionic liquid catalyst for the alkylation of isoparaffins to provide low volatility, high octane gasoline blending components.Type: ApplicationFiled: June 16, 2011Publication date: December 29, 2011Applicant: Chevron U.S.A. Inc.Inventors: Sven Ivar Hommeltoft, Hye-Kyung C. Timken
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Patent number: 8034988Abstract: A process for alkylation of propylene, the process including: contacting a stream comprising propylene and propane with sulfuric acid in a first reaction zone under conditions to form propylene sulfate esters; contacting the propylene sulfate esters with isoparaffin and sulfuric acid in an alkylation reaction zone under conditions to react the propylene sulfate esters and the isoparaffin to form a reactor effluent comprising an acid phase and a hydrocarbon phase comprising unreacted isoparaffin and alkylate product; separating the hydrocarbon phase from the sulfuric acid; separating the hydrocarbon phase to form a fraction comprising unreacted isoparaffin and a fraction comprising the alkylate product.Type: GrantFiled: September 19, 2008Date of Patent: October 11, 2011Assignee: Catalytic Distillation TechnologiesInventors: Mitchell E. Loescher, William M. Cross, Jr., Lawrence A. Smith, Jr.
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Publication number: 20100130804Abstract: A process for regenerating a spent ionic liquid catalyst including (a) applying a voltage across one or more pairs of electrodes immersed in a spent ionic liquid catalyst comprising conjunct polymer-metal halide complexes to provide freed conjunct polymers and a regenerated ionic liquid catalyst; and (b) separating the freed conjunct polymers from the regenerated ionic liquid catalyst is described. An alkylation process incorporating the regeneration process is also described.Type: ApplicationFiled: May 7, 2009Publication date: May 27, 2010Inventors: Hye-Kyung C. Timken, Saleh Elomari, Thomas V. Harris, James N. Ziemer
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Publication number: 20090198091Abstract: A process for treating an alkylation feedstock comprising olefins, n-alkanes, and iso-alkanes, the process including: contacting at least a portion of the alkylation feedstock with sulfuric acid in a reaction zone under conditions to form sulfate esters of the olefins; separating the n-alkanes and the iso-alkanes from the sulfuric acid and the sulfate esters; recovering the n-alkanes and the iso-alkanes in a first product stream; and recovering the sulfate esters in a second product stream; wherein the sulfuric acid has a strength titrating as below 75 weight percent H2SO4/water mixtures.Type: ApplicationFiled: January 31, 2008Publication date: August 6, 2009Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: Lawrence A. Smith, JR., Abraham P. Gelbein, William M. Cross, JR.
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Patent number: 7256152Abstract: A composition defined: either as comprising at least one Broensted acid, designated HB, dissolved in a liquid medium with an ionic nature of general formula Q+A?, in which Q+ represents an organic cation and A? represents an anion that is different from B, or as resulting from dissolving at least one Broensted acid, designated HB, in a non-aqueous liquid medium with an ionic nature of general formula Q+A?, in which Q+ represents an organic cation and A? represents an anion that is identical to the anion B, can be used as a catalyst and solvent in acid catalysis processes, in particular in the alkylation of aromatic hydrocarbons, the oligomerization of olefins, the dimerization of isobutene, the alkylation of olefins by isoparaffins, the isomerization of n-paraffins into isoparaffins, the isomerization of n-olefins into iso-olefins, the isomerization of the double bond of an olefin and the purification of an olefin mixture that contains branched alpha olefins as impurities.Type: GrantFiled: September 3, 2002Date of Patent: August 14, 2007Assignee: Institut Francais du PetroleInventors: Helene Olivier-Bourbigou, Dominique Commereuc, Olivia Martin, Lionel Magna, Emmanuel Pellier
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Publication number: 20020193618Abstract: Process for the preparation of completely or partly saturated organic compounds by catalytic hydrogenation of unsaturated organic compounds with hydrogen or hydrogen-containing gas mixtures in the presence of a shaped Raney catalyst as the hydrogenation catalyst, wherein the Raney catalyst is in the form of hollow bodies. Nickel, cobalt, copper, iron, platinum, palladium or ruthenium are preferably used as catalytically active constituents.Type: ApplicationFiled: January 3, 2002Publication date: December 19, 2002Inventors: Daniel Ostgard, Monika Berweiler, Stefan Roder
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Patent number: 6103947Abstract: Although alkenes commonly are used to alkylate alkanes using various solid acid catalysts, the process is severely hampered by short catalyst lifetimes attending substantial alkene oligomerization. This problem can be avoided by using an alkene-alkyl chloride mixture as the alkylating agent. Thus, alkylation of isobutane by a butyl chloride/butene mixture at a molar ratio of 1:3 in the presence of an AlCl.sub.3 -type Friedel-Crafts catalyst at 30.degree. C. maintains at least an 80% conversion of (alkene and alkyl chloride) for almost twice as long as is the case for a 1:19 molar ratio of butyl chloride/butene.Type: GrantFiled: December 22, 1998Date of Patent: August 15, 2000Assignee: UOP LLCInventor: Paul T. Barger
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Patent number: 5907075Abstract: Improved isoparaffin-olefin alkylation solid catalyst processes are provided which are characterized by low coke laydown and catalyst deactivation rates and production of valuable branched chain, high octane number alkylates. The processes of the invention involve providing a starting reactant mixture comprising an isoparaffin, an olefin and a co-solvent or diluent (carbon dioxide in molar excess, methane, hydrogen or mixtures thereof), and contacting the reactant mixture with an alkylation catalyst at near-critical or preferably supercritical conditions for the reaction mixture. The carbon dioxide serves as a co-solvent and reduces the critical temperature (T.sub.c) of the reaction mixture, thereby allowing lower reaction temperatures. The isoparaffin and olefin reactants are preferably pretreated to minimize moisture, peroxide and oxygenate impurities therein.Type: GrantFiled: June 11, 1997Date of Patent: May 25, 1999Assignee: The University of KansasInventors: Bala Subramaniam, Michael C. Clark
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Patent number: 5895831Abstract: A process for the production of motor fuel alkylate by reacting an alkene hydrocarbon, an alkane hydrocarbon and a hydrogen halide with a solid alkylation catalyst disposed in swing beds. The spent solid alkylation catalyst is regenerated in a highly integrated flow scheme associated with the alkylate recovery.Type: GrantFiled: December 4, 1996Date of Patent: April 20, 1999Assignee: UOP LLCInventors: Robert S. Brasier, Paul A. Sechrist, Dale J. Shields
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Patent number: 5866747Abstract: Although alkenes commonly are used to alkylate alkanes using various solid acid catalysts, the process is severely hampered by short catalyst lifetimes attending substantial alkene oligomerization. This problem can be avoided by using an alkene-alkyl chloride mixture as the alkylating agent. Thus, alkylation of isobutane by a butyl chloride/butene mixture at a molar ratio of 1:3 in the presence of an AlCl.sub.3 -type Friedel-Crafts catalyst at 30.degree. C. maintains at least an 80% conversion of (alkene and alkyl chloride) for almost twice as long as is the case for a 1:19 molar ratio of butyl chloride/butene.Type: GrantFiled: June 2, 1997Date of Patent: February 2, 1999Assignee: UOP LLCInventor: Paul T. Barger
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Patent number: 5777189Abstract: Disclosed is a process for the alkylation of an olefin with an isoparaffin using sulphuric acid as a catalyst. In this process, a finely-dispersed emulsion of isoparaffin and sulphuric acid is prepared first, in a separate emulsion preparation zone. This preparation is carried out by injecting the isoparaffin into the acid through a set of nozzles, thereby allowing the isoparaffin to "scavenge" at high speed through the acid and thus to form an extremely homogeneous emulsion. This makes it possible to achieve proper mixing without need of impellers or other similar mixing devices that usually call for substantial maintenance and operating costs. Then, the emulsion that was so prepared and which forms an already "finished" phase per se, is fed into a reaction zone which is separate from the emulsion preparation zone and in which the olefin is injected preferably at a plurality of points and in directions perpendicular to the emulsion flow.Type: GrantFiled: May 25, 1995Date of Patent: July 7, 1998Assignee: Orgral International Technologies CorporationInventors: Georgy G. Alexanyan, Nikolay B. Librovitch, Yuri A. Prochukhane