Plural Alkylation Stages Patents (Class 585/716)
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Patent number: 11286215Abstract: A cascade reactor scheme with acid and hydrocarbon flowing in reverse directions. The systems and processes for alkylation of olefins herein may include providing a first olefin to a first alkylation zone, and a second olefin to a second alkylation zone. Isoparaffin may be provided to the first alkylation zone. The isoparaffin and first olefin may be contacted with a partially spent sulfuric acid in the first alkylation zone to form a spent acid phase and a first hydrocarbon phase including alkylate and unreacted isoparaffin. The first hydrocarbon phase and second olefin may be contacted with a sulfuric acid feed in the second alkylation zone to form a second hydrocarbon phase, also including alkylate and unreacted isoparaffin, and the partially spent sulfuric acid that is fed to the first alkylation zone. Further, the second hydrocarbon phase may be separated, recovering an isoparaffin fraction and an alkylate product fraction.Type: GrantFiled: November 13, 2020Date of Patent: March 29, 2022Assignee: LUMMUS TECHNOLOGY LLCInventors: Zan Liu, Peter Loezos, Jackeline Medina, Romain Lemoine
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Patent number: 11154793Abstract: The present invention relates to an apparatus for gas-liquid contacting and gas distribution in a bubble contactor. More specifically, the present invention relates to a gas-liquid distribution device that may be used in an ionic liquid co-current gas and liquid up-flow regenerator designed to distribute gas uniformly across the regenerator cross section through restriction orifices on a distribution plate with liquid upcomers.Type: GrantFiled: March 28, 2018Date of Patent: October 26, 2021Assignee: UOP LLCInventors: Zhanping Xu, Emadoddin Abbasi
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Patent number: 9828307Abstract: A method for producing isopropyl benzene includes the following steps. Step A: feeding a first stream containing benzene and a first stream containing propylene into a first reaction zone to contact a first catalyst for alkylation, and obtaining a first stream containing isopropyl benzene from the first reaction zone, dividing the first stream containing isopropyl benzene into a stream Ia and a stream IIa, the stream Ia circulating back into the first reaction zone and the stream IIa entering into a second reaction zone, having the stream entering the second reaction zone to contact a second catalyst for alkylation, and obtaining a second stream containing isopropyl benzene from the second reaction zone, and purifying at least a partial stream IIIa of the second stream containing isopropyl benzene, and obtaining a product isopropyl benzene.Type: GrantFiled: October 28, 2014Date of Patent: November 28, 2017Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY SINOPECInventors: Huanxin Gao, Hongyuan Zong, Yilun Wei, Hui Yao, Ruifang Gu, Hua Fang, Shufang Ji
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Patent number: 9815049Abstract: A method of controlling a hydrocarbon conversion process is described. The method involves introducing a reactant into a reaction zone containing an ionic liquid catalyst. The reaction zone has at least two zones. The mass transfer resistance in the second zone is greater than the mass transfer resistance in the first zone.Type: GrantFiled: October 21, 2016Date of Patent: November 14, 2017Assignee: UOP LLCInventors: David S. Lafyatis, Sean G. Mueller, Zhanping Xu, Douglas A. Nafis, Robert Mehlberg, Kurt Detrick, Avram M. Buchbinder
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Patent number: 9567273Abstract: The present invention relates to a process for preparing alkylate comprising the subsequent steps (a), (b) and (c): (a) an alkylation step, wherein in a reaction zone a hydrocarbon mixture comprising at least an isoparaffin and an olefin is reacted with an ionic liquid catalyst to obtain an effluent comprising alkylate and solids, which latter are formed as side products in the alkylation step; (b) a separation step, wherein at least part of the alkylate-comprising effluent coming from the reaction zone is separated in a separator unit into a hydrocarbon-rich phase and an ionic liquid catalyst-rich phase which latter phase also comprises solids formed as side products during the alkylation reaction; and (c) a solids removal step, wherein the solids in ionic liquid catalyst-rich phase are separated from the ionic liquid catalyst using a suitable separating device; wherein the process further comprises a step following the separation step (b) and prior to the solids removal step (c).Type: GrantFiled: December 13, 2013Date of Patent: February 14, 2017Assignee: SHELL OIL COMPANYInventors: Peter Anton August Klusener, Zhichang Liu, Xianghai Meng, Rui Zhang, Jan De With, Chunming Xu
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Patent number: 9000249Abstract: A process for producing alkylated hydrocarbons includes the steps of: (a) combining a first feed stream comprising an olefin and an isoparaffin with an alkylation catalyst stream in a first alkylation reactor, (b) removing heat of reaction from the first alkylation reactor, (c) passing an effluent of the first alkylation reactor to a first reaction zone of a second alkylation reactor operating adiabatically to thereby form a first reaction zone effluent, (d) passing the first reaction zone effluent to a second reaction zone of the second alkylation reactor for mixture with a second feed stream comprising an olefin and an isoparaffin, and (e) passing an effluent of the second alkylation reactor to a settler for separation into a hydrocarbon stream and an alkylation catalyst effluent stream. An alkylation unit for carrying out the process is also disclosed.Type: GrantFiled: May 10, 2013Date of Patent: April 7, 2015Assignee: UOP LLCInventors: Mark L. Gravley, Martyn E. Pfile
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Patent number: 8912382Abstract: One exemplary embodiment can be a method of modifying an alkylation unit to increase capacity. The method may include combining a first alkylation zone with a second alkylation zone. Generally, the first alkylation zone includes a first settler having a height and a width. Typically, the width is greater than the height. In addition, the second alkylation zone may have a second settler having a height and a width. Usually, the height is greater than the width.Type: GrantFiled: February 8, 2012Date of Patent: December 16, 2014Assignee: UOP LLCInventors: Daryl Dunham, Dale James Shields
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Patent number: 8552243Abstract: The present invention provides a process for preparing an alkylate, comprising: contacting in a reaction zone a hydrocarbon mixture comprising at least isoparaffin and an olefin with an acidic ionic liquid catalyst under alkylation conditions to obtain an alkylate; withdrawing an alkylate-comprising effluent from the reaction zone; separating at least part of the alkylate-comprising effluent into an hydrocarbon-rich phase and an ionic liquid catalyst-rich phase; fractionating part of the hydrocarbon-rich phase into at least an alkylate-comprising product and a isoparaffin-comprising stream; mixing another part of the hydrocarbon-rich phase with an olefin-comprising stream to form the hydrocarbon mixture; and providing the hydrocarbon mixture to the reaction zone.Type: GrantFiled: August 5, 2010Date of Patent: October 8, 2013Assignee: Shell Oil CompanyInventors: Zhichang Liu, Chunming Xu, Rui Zhang, Xianghai Meng, Ana Cecilia Patroni, Peter Anton August Klusener, Albertus Vincentius Petrus Van Den Bosch
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Patent number: 8383874Abstract: A reactor for the autorefrigerant alkylation process has a reactor vessel with a lower end inlet for the refrigerant reactant and the sulfuric acid and a series of inlets for the olefin reactant at vertically spaced intervals. A flow path for the reactants is provided by co-acting baffles which define sequential reaction zones. The baffles interact with a rotary mixer with multiple impellers to provide agitation. Outlets for the vaporized refrigerant and the reaction effluent are provided at the upper end of the vessel. In the alkylation process, the liquid isoparaffin hydrocarbon reactant/refrigerant with a sulfuric acid alkylation catalyst is introduced into the lower end and passed along the extended reactant flow path with the olefin reactant introduced at intervals along the path. The reaction mixture flows in the sequence of serial reaction zones within the reactor to promote mixing of the isoparaffin reactant with the acid catalyst.Type: GrantFiled: December 22, 2011Date of Patent: February 26, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: Ramon A. Strauss, Ramesh R. Hemrajani, Guido L. Spinelli
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Patent number: 8373014Abstract: Systems and processes for the alkylation of a hydrocarbon are provided that utilize a plurality of moving bed radial flow reactors. An olefin injection point can be provided prior to each reactor by providing a mixer that mixes olefin with a hydrocarbon feed, or with the effluent stream from an upstream reactor, to produce a reactor feed stream. Catalyst can be provided from the reaction zone of one reactor to the reaction zone of a downstream reactor through catalyst transfer pipes, and can be regenerated after passing through the reaction zones of the reactors. The moving bed radial flow reactors can be stacked in one or more reactor stacks.Type: GrantFiled: December 2, 2010Date of Patent: February 12, 2013Assignee: UOP LLCInventors: Clayton C. Sadler, Mary Jo Wier, Laurence O. Stine, Christopher Naunheimer
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Publication number: 20120178982Abstract: The present invention provides a process for preparing an alkylate, comprising: contacting in a reaction zone a hydrocarbon mixture comprising at least isoparaffin and an olefin with an acidic ionic liquid catalyst under alkylation conditions to obtain an alkylate; withdrawing an alkylate-comprising effluent from the reaction zone; separating at least part of the alkylate-comprising effluent into an hydrocarbon-rich phase and an ionic liquid catalyst-rich phase; fractionating part of the hydrocarbon-rich phase into at least an alkylate-comprising product and a isoparaffin-comprising stream; mixing another part of the hydrocarbon-rich phase with an olefin-comprising stream to form the hydrocarbon mixture; and providing the hydrocarbon mixture to the reaction zone.Type: ApplicationFiled: August 5, 2010Publication date: July 12, 2012Inventors: Zhichang Liu, Chunming Xu, Rui Zhang, Xianghai Meng, Ana Cecilia Patroni, Peter Anton August Klusener, Albertus Vincentius Petrus Van Den Bosch
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Patent number: 8198499Abstract: A process for a liquid/liquid reaction employs a nozzle dispersion whereby liquid reactants and liquid catalyst are injected through at least one nozzle into a reaction zone to effect a reaction. The reaction can be alkylation of at least one isoparaffin with at least one olefin in the presence of an ionic liquid catalyst. The at least one nozzle provides intimate contact between the phases for greater product control and reaction control.Type: GrantFiled: December 28, 2007Date of Patent: June 12, 2012Assignee: Chevron U.S.A. Inc.Inventors: Huping Luo, Abdenour Kemoun, Hye-Kyung Timken
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Patent number: 8124034Abstract: One exemplary embodiment can be a method of modifying an alkylation unit to increase capacity. The method may include combining a first alkylation zone with a second alkylation zone. Generally, the first alkylation zone includes a first settler having a height and a width. Typically, the width is greater than the height. In addition, the second alkylation zone may have a second settler having a height and a width. Usually, the height is greater than the width.Type: GrantFiled: June 24, 2009Date of Patent: February 28, 2012Assignee: UOP LLCInventors: Daryl Dunham, Dale James Shields
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Patent number: 7935320Abstract: A system and/or process for decreasing the level of at least one organic fluoride present in a hydrocarbon phase contained in an alkylation settler by contacting the hydrocarbon phase with an HF containing stream, containing greater than about 80 wt. % and less than about 94 wt. % HF, in the intermediate portion of the settler which contains at least one tray system, with each tray system comprising a perforated tray defining a plurality of perforations and a layer of packing below the perforated tray, are disclosed.Type: GrantFiled: October 9, 2008Date of Patent: May 3, 2011Assignee: UOP LLCInventors: Keith W. Hovis, Bruce B. Randolph
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Patent number: 7723555Abstract: A process for the alkylation of isobutane is disclosed wherein isobutane is fed to two separate alkylation systems. The effluent from the first alkylation system is fed to an interim debutanizer where the C4's are separated from the alkylate product. The overhead C4 product is then fed to the second alkylation system to provide the isobutane. The effluent from the second alkylation system is fed to a traditional deisobutanizer to prevent any build up of normal butanes in the system.Type: GrantFiled: October 15, 2008Date of Patent: May 25, 2010Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., William M. Cross, Jr.
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Patent number: 7692049Abstract: A hydrocarbon composition comprises at least 90 wt. % of C9 to C20 non-normal olefins, non-normal saturates or combinations thereof based on the weight of the hydrocarbon composition, at least 2 wt. % and not greater than 25 wt. % of C9 hydrocarbons based on the weight of the hydrocarbon composition, and less than 15 wt. % of C17+ hydrocarbons based on the weight of the hydrocarbon composition, wherein said hydrocarbon composition has a specific gravity at 15° C. of at least 0.730 and less than 0.775. The composition is produced by oligomerization of at least one C3 to C8 olefin and an olefinic recycle stream containing no more than 10 wt. % of C10+ non-normal olefins. The composition is useful in producing fuel blends, such as jet fuel and diesel fuel.Type: GrantFiled: January 27, 2006Date of Patent: April 6, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Keith H. Kuechler, Stephen Harold Brown, An Amandine Verberckmoes, Marc P. Puttemans, Steven E. Silverberg
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Patent number: 7678953Abstract: A process for producing a hydrocarbon composition that comprises contacting a feed stream, that comprises at least one C3 to C8 olefin, and an olefinic recycle stream, that comprises a first olefinic recycle stream and no more than 10 wt % of C10+ non-normal olefins, with a molecular sieve catalyst in a reaction zone under olefin oligomerization conditions producing an oligomerization effluent stream; separating the oligomerization effluent stream to produce a first olefinic stream, that has a weight ratio of C4?/(C5-C8) molecules from about 0.8 to about 1.2 times the weight ratio of C4?/(C5-C8) molecules found in the oligomerization effluent stream, and a first hydrocarbon product stream, that comprises at least 1 wt % and no more than 30 wt % of C9 non-normal olefin; and splitting the first olefinic stream to produce the first olefinic recycle stream and a first purge stream.Type: GrantFiled: January 27, 2006Date of Patent: March 16, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Keith H. Kuechler, Stephen Harold Brown, An Amandine Verberckmoes, Marc P. Puttemans, Steven E. Silverberg
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Patent number: 7667086Abstract: A hydrocarbon fluid composition that comprises species of at least two different carbon numbers, an aerobic biodegradability of greater than 40% at 28 days, a cetane number of less than 60, and a certain boiling point range; and a process for making the hydrocarbon fluid composition.Type: GrantFiled: January 27, 2006Date of Patent: February 23, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Ralph M. Kowalik, Thomas A. Gribschaw, Keith H. Kuechler, Ronald R. Hill, Jr.
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Patent number: 7550644Abstract: A method for isobutane alkylation is provided using a fixed-bed catalytic alkylation reactor comprises at least one catalytic flow channel. A feed stream comprising a compound to be alkylated is passed into a flow channel having an alkylation catalyst positioned on at least a portion of the flow channel inner surface in the flow channel downstream region. Olefin is injected into the feed stream at a point beyond a flow channel entrance region whereby the olefin contacts the alkylation catalyst by diffusion to the flow channel inner surface thereby reacting the compound with the olefin and produces an alkylate product.Type: GrantFiled: May 10, 2005Date of Patent: June 23, 2009Assignee: Precision Combustion, Inc.Inventor: William C. Pfefferle
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Publication number: 20090105513Abstract: A process for the alkylation of isobutane is disclosed wherein isobutane is fed to two separate alkylation systems. The effluent from the first alkylation system is fed to an interim debutanizer where the C4's are separated from the alkylate product. The overhead C4 product is then fed to the second alkylation system to provide the isobutane. The effluent from the second alkylation system is fed to a traditional deisobutanizer to prevent any build up of normal butanes in the system.Type: ApplicationFiled: October 15, 2008Publication date: April 23, 2009Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: Lawrence A. Smith, JR., William M. Cross, JR.
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Patent number: 7449612Abstract: A process for the alkylation of isobutane is disclosed wherein isobutane is fed to two separate alkylation systems. The effluent from the first alkylation system is fed to an interim debutanizer where the C4's are separated from the alkylate product. The overhead C4 product is then fed to the second alkylation system to provide the isobutane. The effluent from the second alkylation system is fed to a traditional deisobutanizer to prevent any build up of normal butanes in the system.Type: GrantFiled: April 11, 2006Date of Patent: November 11, 2008Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., William M. Cross, Jr.
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Patent number: 7371918Abstract: A system and/or process for increasing the isobutane to olefin ratio in an alkylation process/system is disclosed. The system and/or process includes provisions for charging a portion of the settler effluent as a feed to at least one reaction zone downflow from the first reaction zone of a multi-zone alkylation reactor along with a portion of the olefin feed to the multi-zone alkylation reactor.Type: GrantFiled: December 15, 2004Date of Patent: May 13, 2008Assignee: UOP LLCInventors: Robert M. Gray, Keith W. Hovis
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Patent number: 7304198Abstract: The invention provides methods and systems for alkylating a paraffinic feed stream in a microchannel utilizing the staged addition of olefin.Type: GrantFiled: May 14, 2004Date of Patent: December 4, 2007Assignee: Battelle Memorial InstituteInventors: Yong Wang, James F. White
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Patent number: 7205445Abstract: A method of continuously producing polyalkylbiphenyls involves reacting biphenyl and an olefin in the presence of a solid acid catalyst to obtain a reaction mixture containing monoalkylbiphenyls and dialkylbiphenyls, separating a fraction containing biphenyl and at least a part of the monoalkylbiphenyls, circulating the separated fraction to the reactor such that the ratio of biphenyls to monoalkylbiphenyls is designed to be 0.1 or more and is designed to be less than the soluability of biphenyl to monoalkylbiphenyl at a circulation temperature, and recovering polyalkylbiphenyls.Type: GrantFiled: August 26, 2003Date of Patent: April 17, 2007Assignee: Nippon Petrochemicals, Co., Ltd.Inventors: Shinichiro Yanagawa, Shouzou Hayashi
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Patent number: 7176340Abstract: A continuous alkylation process performed in an apparatus comprising a series of at least two zone A reactors and a series of at least two zone B reactors, in which the zone A reactors and the zone B reactors cycle between alkylation mode and mild regeneration mode, and wherein the alkylation mode comprises introducing an alkylation agent into a first reactor of the zone through which the alkylatable compound passes, reacting a portion of the alkylatable compound with a portion of the alkylation agent to produce a product stream, and performing this operation at least once more in a downstream reactor in the same zone employing, instead of alkylatable compound, a stream comprising the product stream.Type: GrantFiled: June 5, 2002Date of Patent: February 13, 2007Assignee: Albemarle Netherlands B.V.Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
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Publication number: 20030220529Abstract: A process for the alkylation of saturated hydrocarbons by reacting an alkylatable compound with an alkylation agent to form a product stream comprising alkylate. The process involves the use of a series of at least two reactors. During the process, the product stream is subjected to an interstage distillation step, thereby removing at least a portion of the alkylate from the product stream before the product stream is introduced into a downstream reactor. In this process the alkylate concentration is kept at a relatively low level, thereby minimising the amount of undesired by-products that can be formed by, e.g., degradation of alkylate and condensation of degradation products.Type: ApplicationFiled: March 17, 2003Publication date: November 27, 2003Inventors: Pieter Jan Nat, Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Vincent James D'Amico, Mitrajit Mukherjee
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Publication number: 20020198422Abstract: The present invention relates to a process for the catalytic alkylation of hydrocarbons comprising (i) reacting an alkylatable compound with an alkylation agent over a solid acid alkylation catalyst to form an alkylate, and (ii) regenerating said catalyst under mild regeneration conditions in the presence of hydrogen and hydrocarbon, wherein the hydrocarbon comprises at least a portion of the formed alkylate.Type: ApplicationFiled: June 5, 2002Publication date: December 26, 2002Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
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Publication number: 20020198421Abstract: The present invention relates to a continuous alkylation process wherein an alkylatable compound is reacted with an alkylation agent in the presence of a solid acid alkylation catalyst to form an alkylate and wherein the catalyst is regenerated, said process being performed in an apparatus comprising a series of at least two catalyst-containing reactors in a zone A and a series of at least two catalyst-containing reactors in a zone B, in which processType: ApplicationFiled: June 5, 2002Publication date: December 26, 2002Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
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Patent number: 6486374Abstract: A method and apparatus for alkylating an alkylation substrate with an alkylating agent in the presence of solid catalyst particles in a transport reactor is disclosed. Solid catalyst particles in the transport reactor effluent recirculate to the inlet of the transport reactor through one or more conduits. The rate through each conduit is regulated by fluid-controlled valves that use the alkylation substrate as the regulating fluid. This method and apparatus help ensure uniform or symmetric flow of catalyst from the effluent of the transport reactor to the bottom of the transport reactor. This method and apparatus also help ensure uniform or symmetric flow of alkylation substrate to the bottom of the transport reactor with minimal bypassing by the alkylating agent around of the transport reactor. This invention finds use in the production of motor fuels by the alkylation of liquid hydrocarbons in the presence of solid catalyst particles.Type: GrantFiled: February 12, 1999Date of Patent: November 26, 2002Assignee: UOP LLCInventors: William H. Radcliffe, Wesley L. Kiel, Christopher D. Gosling, Paul A. Sechrist, Paul Anderson
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Patent number: 6194625Abstract: Disclosed are various embodiments for alkylating olefins and isoparaffins in the presence of an acid to reduce and/or control acid consumption or maximize and/or control the octane number of the produced alkylate product. One embodiment includes alkylation by controlling the C3/iso-C5 olefin ratio to reduce acid consumption. Another embodiment includes alkylation of C3 and C5 olefins in separate alkylation zones to maximize alkylate octane number. Even another embodiment includes propylene alkylation followed by C4 and/or C5 olefin alkylation, with the spent propylene acid used in the C4 and/or C5 olefin alkylation. Still another embodiment includes alkylation of C3, C4 and C5 olefins in separate alkylation zones, with the spent propylene acid used in the C4 alkylation, and the spent butylene acid used in the C5 alkylation. Yet another embodiment includes alkylation by controlling the C3/C4 olefin ratio to maximize the octane number of the produced alkylate.Type: GrantFiled: September 22, 1998Date of Patent: February 27, 2001Assignee: Stratco, Inc.Inventors: David C. Graves, Ken Edward Kranz, James Kevin Millard, Lyle Frederick Albright
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Patent number: 5849965Abstract: In a multistage process, a relatively unreactive paraffinic substrate is alkylated in a primary stage while a more reactive aromatic substrate is alkylated in a secondary stage wherein at least a portion of the effluent from the primary stage is used as a diluent in the secondary stage. The alkylation reaction in each stage is catalyzed by an acid catalyst which is adsorbed on a particulate solid support.Type: GrantFiled: May 22, 1997Date of Patent: December 15, 1998Assignee: Amoco CorporationInventors: Robert L. Mehlberg, George A. Huff, Jr.
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Patent number: 5841014Abstract: Disclosed are various embodiments for alkylating olefins and isoparaffins in the presence of an acid to reduce and/or control acid consumption or maximize and/or control the octane number of the produced alkylate product. One embodiment includes alkylation by controlling the C.sub.3 /C.sub.5 olefin ratio to reduce acid consumption. Another embodiment includes alkylation of C.sub.3 and C.sub.5 olefins in separate alkylation zones to maximize alkylate octane number. Even another embodiment includes propylene alkylation followed by C.sub.4 and/or C.sub.5 olefin alkylation, with the spent propylene acid used in the C.sub.4 and/or C.sub.5 olefin alkylation. Still another embodiment includes alkylation of C.sub.3, C.sub.4 and C.sub.5 olefins in separate alkylation zones, with the spent propylene acid used in the C.sub.4 alkylation, and the spent butylene acid used in the C.sub.5 alkylation. Yet another embodiment includes alkylation by controlling the C.sub.3 /C.sub.Type: GrantFiled: August 15, 1997Date of Patent: November 24, 1998Assignee: Stratco, Inc.Inventors: David Campbell Graves, Ken Edward Kranz, James Kevin Millard, Lyle Frederick Albright
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Patent number: 5817908Abstract: A staged alkylation process in the presence of an acid catalyst in a fixed bed of particulate contact material in an alkylation reactor is disclosed.Type: GrantFiled: May 20, 1996Date of Patent: October 6, 1998Assignee: Amoco CorporationInventor: Robert L. Mehlberg
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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
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Patent number: 5744681Abstract: A process for the alkylation of at least one isoparaffin by at least one olefin in the presence of at least one solid acidic catalyst, characterized in that the major portion of the olefin is initially brought into contact with the catalyst in a complexing zone to form an olefin-catalyst complex in the presence of the isoparaffin, and in that the suspension of the complex in the isoparaffin is then sent to at least one alkylation reaction zone.Type: GrantFiled: March 22, 1996Date of Patent: April 28, 1998Assignee: Institut Francais du PetroleInventors: Jean-Fran.cedilla.ois Joly, Alain Forestiere, Jean-Luc Duplan, Eric Benazzi
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Patent number: 5649281Abstract: A process is provided to react a feedstock comprising isobutane with pentenes in the presence of sulfuric acid catalyst to produce a high octane alkylate as well as a higher octane isopentane gasoline blending component. A method to reduce sulfuric acid consumption during alkylation is provided wherein a diolefinic contaminant of a pentene system feed is selectively hydrogenated before alkylation. An alkylation method is provided wherein the alkylation feed is separated into a fraction comprising substantially C.sub.4 and lower olefins and a fraction comprising substantially C.sub.5 olefins and the stream comprising C.sub.5 olefins is alkylated in a different reactor than the fraction comprising substantially C.sub.4 and lower olefins.Type: GrantFiled: July 17, 1995Date of Patent: July 15, 1997Assignee: Atlantic Richfield CompanyInventor: Vijay R. Sampath
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Patent number: 5648586Abstract: A process is provided to react a feedstock comprising isobutane with pentenes in the presence of sulfuric acid catalyst to produce a high octane alkylate as well as a higher octane isopentane gasoline blending component. A method to reduce sulfuric acid consumption during alkylation is provided wherein a diolefinic contaminant of a pentene system feed is selectively hydrogenated before alkylation. An alkylation method is provided wherein the alkylation feed is separated into a fraction comprising substantially C.sub.4 and lower olefins and a fraction comprising substantially C.sub.5 olefins and the stream comprising C.sub.5 olefins is alkylated in a different reactor than the fraction comprising substantially C.sub.4 and lower olefins.Type: GrantFiled: September 5, 1995Date of Patent: July 15, 1997Assignee: Atlantic Richfield CompanyInventor: Vijay R. Sampath
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Patent number: 5625113Abstract: A process is disclosed for alkylating an isoparaffin with an olefin comprising the steps of:(a) reacting an isoparaffin having from 4 to 8 carbon atoms with an olefin having from 2 to 12 carbon atoms in a first alkylation reaction stage at temperature from about -40.degree. C. to about 500.degree. C. and overall isoparaffin:olefin feed weight ratio of from about 1:1 to about 250:1 with a solid alkylation catalyst comprising a synthetic porous crystalline material characterized by an X-ray diffraction pattern including values substantially as set forth in Table I of the specification and having a composition comprising the molar relationshipX.sub.2 O.sub.3 :(n)YO.sub.Type: GrantFiled: December 28, 1994Date of Patent: April 29, 1997Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, James H. Beech, Jr., Albin Huss, Jr., Robert A. Ware, Altaf Husain
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Patent number: 5523503Abstract: Hydrocarbons such as isobutane and benzenes are alkylated using a solid catalyst in a process which simulates the cocurrent movement of the catalyst bed versus the reactants. This has been found to greatly reduce the rate of catalyst deactivation compared to simulated countercurrent flow. The process may be performed using five or more beds of catalyst, with two undergoing regeneration at any one time. One bed is subjected to a short term liquid-phase regeneration while the other is subjected to long term vapor-phase regeneration. The catalyst preferably contains a metal hydrogenation function effective to selectively hydrogenate C.sub.6 -plus materials trapped on the used catalyst.Type: GrantFiled: July 13, 1994Date of Patent: June 4, 1996Assignee: UOPInventors: Gregory A. Funk, Simon H. Hobbs, Anil R. Oroskar, Stanley A. Gembicki, Joseph A. Kocal
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Patent number: 5489732Abstract: Hydrocarbons are alkylated in a fluidized riser-reactor using a solid catalyst which is regenerated within the process by contact with hydrogen. The alkylation and regeneration steps are separated to prevent the admixture of hydrogen and any olefins present in the process. Two separate modes of regeneration are performed simultaneously: a mild liquid-phase washing and a vapor-phase hot hydrogen stripping operation.Type: GrantFiled: October 14, 1994Date of Patent: February 6, 1996Assignee: UOPInventors: Scott Y. Zhang, Christopher D. Gosling, Paul A. Sechrist, Gregory A. Funk
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Patent number: 5444175Abstract: The invention relates to an alkylation process, in which a charge incorporating at least one isoparaffin and at least one olefin containing 2 to 6 carbon atoms per molecule, is treated in the presence of a solid alkylation catalyst. In the process, catalyst present in a reaction R is contacted with the charge, recycled liquid effluent discharged from reaction zone R and liquid effluent discharged from an isobutane/n-butane/alkylate separation zone S. The process uses a specific catalyst, e.g., sulfuric acid impregnated on a porous support.Type: GrantFiled: August 20, 1993Date of Patent: August 22, 1995Assignee: Institut Francais Du PetroleInventors: Jean-Francois Joly, Eric Benazzi, Christian Marcilly, Renaud Pontier, Jean-Francois Le Page
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Patent number: 5347064Abstract: An isoparaffin-olefin alkylation process is disclosed which improves alkylate quality by segregating the olefin feed into intermediate feedstreams which are enriched in propene, 1-butene, and/or 2-butenes with respect to the olefin feed, and alkylating these intermediate feedstreams in separate reaction zones at reaction temperatures specific to the olefin feed to increase the ratio of trimethylpentanes to dimethylhexanes in the resulting alkylate product.Type: GrantFiled: April 12, 1993Date of Patent: September 13, 1994Assignee: Mobil Oil CorporationInventors: Jonathan E. Child, Kenneth J. Del Rossi, Albin Huss, Jr., Robert S. Kurtas
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Patent number: 5292981Abstract: A process for isoparaffin-olefin alkylation is provided that permits the use of solid acid catalysts which require frequent regeneration and high isoparaffin/olefin ratios. The process comprises circulating in a reactor a slurry comprising solid acid zeolite catalyst particles (20-2000 microns) and feed of liquid reactants comprising isoparaffins and olefins in an isoparaffin to olefin molar ratio of less than 100, recycling a first portion of said slurry to provide an isoparaffin to olefin molar ratio in the reactor of at least 500, passing a second portion of the slurry to a separating means to separate alkylate product from said solid catalyst particles, and regenerating the catalyst particles.Type: GrantFiled: June 16, 1992Date of Patent: March 8, 1994Assignee: Mobil Oil CorporationInventors: Tracy J. Huang, Reuel Shinnar
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Patent number: 5220094Abstract: An improved alkylation recontactor is provided, wherein the recontactor utilizes an internal mixer for mixing hydrocarbon effluent from an alkylation zone with an acid catalyst from an acid inventory vessel in fluid flow communication with the interior of the recontactor.Type: GrantFiled: March 23, 1992Date of Patent: June 15, 1993Assignee: Phillips Petroleum CompanyInventor: John H. Eason
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Patent number: 5185487Abstract: An improved method and apparatus for the safe handling of alkylation catalyst. The method and apparatus comprises a process vessel which serves a dual function of storing alkylation catalyst and of recontacting alkylation hydrocarbon product with alkylation catalyst. Alkylate product is passed through an eductor-mixer device which intimately mixes alkylate with catalyst. This mixture flows into the dual function recontacting vessel where a phase separation of the catalyst and alkylation hydrocarbon product takes place. Conduits are provided to connect the process reactor, cooling heat exchanger, settler, and interconnecting piping so as to allow the quick release of pressure from the combination storage-recontacting vessel and subsequent draining of catalyst into the vessel by use of gravitational force.Type: GrantFiled: November 7, 1991Date of Patent: February 9, 1993Assignee: Phillips Petroleum CompanyInventors: Scott D. Love, Stone P. Washer
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Patent number: 5019357Abstract: A semi-continuous multi-stage catalytic reactor system for converting lower olefinic feedstock to heavier liquid hydrocarbon product.Type: GrantFiled: May 23, 1988Date of Patent: May 28, 1991Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4962268Abstract: In an alkylation process wherein the amount of hydrogen fluoride (HF) acid catalyst required to maintain a desired HF acid/hydrocarbon ratio in a plurality of alkylation reactors is contained in the lower portion of a common settler vessel, the improvement comprises: dividing the lower portion of the common settler vessel into a plurality of chambers for containing the desired amount of HF acid catalyst, such that a leak affecting the catalyst handling system for one of the plurality of reactors would only spill the amount of liquid HF acid contained in one of the chambers, and would not affect the liquid HF acid level in a non-leaking chamber.Type: GrantFiled: February 22, 1989Date of Patent: October 9, 1990Assignee: Phillips Petroleum CompanyInventor: Keith W. Hovis
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Patent number: 4926003Abstract: A high pressure process is disclosed for oligomerizing a lower olefin-containing feed to produce distillate or lubes without having to regenerate spent catalyst. Directly coupling the operation in tandem of a MOG (Mobil Olefin to Gasoline) riser reactor and a fluid bed MODL (Mobil Olefin to Distillate or Lubes) reactor, each containing a medium pore size siliceous metallosilicate crystalline shape selective zeolite catalyst, and each operating so that the effluent from each leaves in the super-dense phase, produces the desired product. The MOG riser operates in the transport regime at sufficiently high severity so as to make a "distillate-rich" gasoline effluent with spent catalyst from the MODL reactor. The MODL reactor operates in the turbulent regime at low severity, with catalyst having a lower coke content than that of riser catalyst, to produce a major portion by wt of either distillate or lubes, depending upon the chosen mode of operation, with excellent per pass conversion of olefins.Type: GrantFiled: October 16, 1989Date of Patent: May 15, 1990Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4855524Abstract: A process is disclosed for combining the operation of (i) a primary reactor (referred to as a "MOG" reactor), in which an olefin-containing light gas or light naphtha is oligomerized to gasoline range hydrocarbons, and, (ii) a high pressure secondary reactor (referred to as a "MODL" reactor), to make distillate or lubes, using the effluent (primary effluent) from the MOG reactor as feed for the MODL reactor. In the distillate mode, the primary effluent is tailored so as to be substantially free (less than 3 mol %) of C.sub.10.sup.+ components. Because the C.sub.10.sup.+ "make" from the MOG reactor is spared passage through the MODL reactor, conversion of the C.sub.10.sup.+ components typically experienced due to cracking and oligomerization in the MODL is avoided. Because the C.sub.4.sup.- light components which are highly paraffinic, are separated from the primary effluent in a debutanizer to provide a mainly C.sub.5 -C.sub.Type: GrantFiled: September 29, 1988Date of Patent: August 8, 1989Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4777316Abstract: A semi-continuous multi-stage catalytic technique for converting lower olefinic feedstock to heavier liquid hydrocarbon product. The invention provides methods and means for: (a) contacting alkene-rich feedstock at high space velocity elevated temperature in a continuous primary stage reaction zone with shape selective medium pore zeolite oligomerization catalyst particles to convert at least a portion of the lower olefinic components to intermediate olefinic hydrocarbons, said primary stage catalyst having an average acid cracking activity of about 0.Type: GrantFiled: November 10, 1987Date of Patent: October 11, 1988Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen