Plural Alkylation Stages Patents (Class 585/716)
  • Patent number: 11286215
    Abstract: 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: Grant
    Filed: November 13, 2020
    Date of Patent: March 29, 2022
    Assignee: LUMMUS TECHNOLOGY LLC
    Inventors: Zan Liu, Peter Loezos, Jackeline Medina, Romain Lemoine
  • Patent number: 11154793
    Abstract: 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: Grant
    Filed: March 28, 2018
    Date of Patent: October 26, 2021
    Assignee: UOP LLC
    Inventors: Zhanping Xu, Emadoddin Abbasi
  • Patent number: 9828307
    Abstract: 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: Grant
    Filed: October 28, 2014
    Date of Patent: November 28, 2017
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, SHANGHAI RESEARCH INSTITUTE OF PETROCHEMICAL TECHNOLOGY SINOPEC
    Inventors: Huanxin Gao, Hongyuan Zong, Yilun Wei, Hui Yao, Ruifang Gu, Hua Fang, Shufang Ji
  • Patent number: 9815049
    Abstract: 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: Grant
    Filed: October 21, 2016
    Date of Patent: November 14, 2017
    Assignee: UOP LLC
    Inventors: David S. Lafyatis, Sean G. Mueller, Zhanping Xu, Douglas A. Nafis, Robert Mehlberg, Kurt Detrick, Avram M. Buchbinder
  • Patent number: 9567273
    Abstract: 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: Grant
    Filed: December 13, 2013
    Date of Patent: February 14, 2017
    Assignee: SHELL OIL COMPANY
    Inventors: Peter Anton August Klusener, Zhichang Liu, Xianghai Meng, Rui Zhang, Jan De With, Chunming Xu
  • Patent number: 9000249
    Abstract: 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: Grant
    Filed: May 10, 2013
    Date of Patent: April 7, 2015
    Assignee: UOP LLC
    Inventors: Mark L. Gravley, Martyn E. Pfile
  • Patent number: 8912382
    Abstract: 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: Grant
    Filed: February 8, 2012
    Date of Patent: December 16, 2014
    Assignee: UOP LLC
    Inventors: Daryl Dunham, Dale James Shields
  • Patent number: 8552243
    Abstract: 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: Grant
    Filed: August 5, 2010
    Date of Patent: October 8, 2013
    Assignee: Shell Oil Company
    Inventors: Zhichang Liu, Chunming Xu, Rui Zhang, Xianghai Meng, Ana Cecilia Patroni, Peter Anton August Klusener, Albertus Vincentius Petrus Van Den Bosch
  • Patent number: 8383874
    Abstract: 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: Grant
    Filed: December 22, 2011
    Date of Patent: February 26, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Ramon A. Strauss, Ramesh R. Hemrajani, Guido L. Spinelli
  • Patent number: 8373014
    Abstract: 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: Grant
    Filed: December 2, 2010
    Date of Patent: February 12, 2013
    Assignee: UOP LLC
    Inventors: Clayton C. Sadler, Mary Jo Wier, Laurence O. Stine, Christopher Naunheimer
  • Publication number: 20120178982
    Abstract: 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: Application
    Filed: August 5, 2010
    Publication date: July 12, 2012
    Inventors: Zhichang Liu, Chunming Xu, Rui Zhang, Xianghai Meng, Ana Cecilia Patroni, Peter Anton August Klusener, Albertus Vincentius Petrus Van Den Bosch
  • Patent number: 8198499
    Abstract: 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: Grant
    Filed: December 28, 2007
    Date of Patent: June 12, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Huping Luo, Abdenour Kemoun, Hye-Kyung Timken
  • Patent number: 8124034
    Abstract: 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: Grant
    Filed: June 24, 2009
    Date of Patent: February 28, 2012
    Assignee: UOP LLC
    Inventors: Daryl Dunham, Dale James Shields
  • Patent number: 7935320
    Abstract: 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: Grant
    Filed: October 9, 2008
    Date of Patent: May 3, 2011
    Assignee: UOP LLC
    Inventors: Keith W. Hovis, Bruce B. Randolph
  • Patent number: 7723555
    Abstract: 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: Grant
    Filed: October 15, 2008
    Date of Patent: May 25, 2010
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., William M. Cross, Jr.
  • Patent number: 7692049
    Abstract: 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: Grant
    Filed: January 27, 2006
    Date of Patent: April 6, 2010
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Stephen Harold Brown, An Amandine Verberckmoes, Marc P. Puttemans, Steven E. Silverberg
  • Patent number: 7678953
    Abstract: 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: Grant
    Filed: January 27, 2006
    Date of Patent: March 16, 2010
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Keith H. Kuechler, Stephen Harold Brown, An Amandine Verberckmoes, Marc P. Puttemans, Steven E. Silverberg
  • Patent number: 7667086
    Abstract: 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: Grant
    Filed: January 27, 2006
    Date of Patent: February 23, 2010
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Ralph M. Kowalik, Thomas A. Gribschaw, Keith H. Kuechler, Ronald R. Hill, Jr.
  • Patent number: 7550644
    Abstract: 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: Grant
    Filed: May 10, 2005
    Date of Patent: June 23, 2009
    Assignee: Precision Combustion, Inc.
    Inventor: William C. Pfefferle
  • Publication number: 20090105513
    Abstract: 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: Application
    Filed: October 15, 2008
    Publication date: April 23, 2009
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventors: Lawrence A. Smith, JR., William M. Cross, JR.
  • Patent number: 7449612
    Abstract: 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: Grant
    Filed: April 11, 2006
    Date of Patent: November 11, 2008
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., William M. Cross, Jr.
  • Patent number: 7371918
    Abstract: 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: Grant
    Filed: December 15, 2004
    Date of Patent: May 13, 2008
    Assignee: UOP LLC
    Inventors: Robert M. Gray, Keith W. Hovis
  • Patent number: 7304198
    Abstract: The invention provides methods and systems for alkylating a paraffinic feed stream in a microchannel utilizing the staged addition of olefin.
    Type: Grant
    Filed: May 14, 2004
    Date of Patent: December 4, 2007
    Assignee: Battelle Memorial Institute
    Inventors: Yong Wang, James F. White
  • Patent number: 7205445
    Abstract: 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: Grant
    Filed: August 26, 2003
    Date of Patent: April 17, 2007
    Assignee: Nippon Petrochemicals, Co., Ltd.
    Inventors: Shinichiro Yanagawa, Shouzou Hayashi
  • Patent number: 7176340
    Abstract: 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: Grant
    Filed: June 5, 2002
    Date of Patent: February 13, 2007
    Assignee: Albemarle Netherlands B.V.
    Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
  • Publication number: 20030220529
    Abstract: 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: Application
    Filed: March 17, 2003
    Publication date: November 27, 2003
    Inventors: Pieter Jan Nat, Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Vincent James D'Amico, Mitrajit Mukherjee
  • Publication number: 20020198422
    Abstract: 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: Application
    Filed: June 5, 2002
    Publication date: December 26, 2002
    Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
  • Publication number: 20020198421
    Abstract: 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 process
    Type: Application
    Filed: June 5, 2002
    Publication date: December 26, 2002
    Inventors: Emanuel Hermanus Van Broekhoven, Johannes Wilhelmus Maria Sonnemans, Stephan Zuijdendorp
  • Patent number: 6486374
    Abstract: 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: Grant
    Filed: February 12, 1999
    Date of Patent: November 26, 2002
    Assignee: UOP LLC
    Inventors: William H. Radcliffe, Wesley L. Kiel, Christopher D. Gosling, Paul A. Sechrist, Paul Anderson
  • Patent number: 6194625
    Abstract: 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: Grant
    Filed: September 22, 1998
    Date of Patent: February 27, 2001
    Assignee: Stratco, Inc.
    Inventors: David C. Graves, Ken Edward Kranz, James Kevin Millard, Lyle Frederick Albright
  • Patent number: 5849965
    Abstract: 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: Grant
    Filed: May 22, 1997
    Date of Patent: December 15, 1998
    Assignee: Amoco Corporation
    Inventors: Robert L. Mehlberg, George A. Huff, Jr.
  • Patent number: 5841014
    Abstract: 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: Grant
    Filed: August 15, 1997
    Date of Patent: November 24, 1998
    Assignee: Stratco, Inc.
    Inventors: David Campbell Graves, Ken Edward Kranz, James Kevin Millard, Lyle Frederick Albright
  • Patent number: 5817908
    Abstract: 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: Grant
    Filed: May 20, 1996
    Date of Patent: October 6, 1998
    Assignee: Amoco Corporation
    Inventor: Robert L. Mehlberg
  • Patent number: 5777189
    Abstract: 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: Grant
    Filed: May 25, 1995
    Date of Patent: July 7, 1998
    Assignee: Orgral International Technologies Corporation
    Inventors: Georgy G. Alexanyan, Nikolay B. Librovitch, Yuri A. Prochukhane
  • Patent number: 5744681
    Abstract: 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: Grant
    Filed: March 22, 1996
    Date of Patent: April 28, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Fran.cedilla.ois Joly, Alain Forestiere, Jean-Luc Duplan, Eric Benazzi
  • Patent number: 5649281
    Abstract: 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: Grant
    Filed: July 17, 1995
    Date of Patent: July 15, 1997
    Assignee: Atlantic Richfield Company
    Inventor: Vijay R. Sampath
  • Patent number: 5648586
    Abstract: 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: Grant
    Filed: September 5, 1995
    Date of Patent: July 15, 1997
    Assignee: Atlantic Richfield Company
    Inventor: Vijay R. Sampath
  • Patent number: 5625113
    Abstract: 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: Grant
    Filed: December 28, 1994
    Date of Patent: April 29, 1997
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, James H. Beech, Jr., Albin Huss, Jr., Robert A. Ware, Altaf Husain
  • Patent number: 5523503
    Abstract: 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: Grant
    Filed: July 13, 1994
    Date of Patent: June 4, 1996
    Assignee: UOP
    Inventors: Gregory A. Funk, Simon H. Hobbs, Anil R. Oroskar, Stanley A. Gembicki, Joseph A. Kocal
  • Patent number: 5489732
    Abstract: 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: Grant
    Filed: October 14, 1994
    Date of Patent: February 6, 1996
    Assignee: UOP
    Inventors: Scott Y. Zhang, Christopher D. Gosling, Paul A. Sechrist, Gregory A. Funk
  • Patent number: 5444175
    Abstract: 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: Grant
    Filed: August 20, 1993
    Date of Patent: August 22, 1995
    Assignee: Institut Francais Du Petrole
    Inventors: Jean-Francois Joly, Eric Benazzi, Christian Marcilly, Renaud Pontier, Jean-Francois Le Page
  • Patent number: 5347064
    Abstract: 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: Grant
    Filed: April 12, 1993
    Date of Patent: September 13, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Jonathan E. Child, Kenneth J. Del Rossi, Albin Huss, Jr., Robert S. Kurtas
  • Patent number: 5292981
    Abstract: 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: Grant
    Filed: June 16, 1992
    Date of Patent: March 8, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Tracy J. Huang, Reuel Shinnar
  • Patent number: 5220094
    Abstract: 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: Grant
    Filed: March 23, 1992
    Date of Patent: June 15, 1993
    Assignee: Phillips Petroleum Company
    Inventor: John H. Eason
  • Patent number: 5185487
    Abstract: 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: Grant
    Filed: November 7, 1991
    Date of Patent: February 9, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Scott D. Love, Stone P. Washer
  • Patent number: 5019357
    Abstract: A semi-continuous multi-stage catalytic reactor system for converting lower olefinic feedstock to heavier liquid hydrocarbon product.
    Type: Grant
    Filed: May 23, 1988
    Date of Patent: May 28, 1991
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4962268
    Abstract: 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: Grant
    Filed: February 22, 1989
    Date of Patent: October 9, 1990
    Assignee: Phillips Petroleum Company
    Inventor: Keith W. Hovis
  • Patent number: 4926003
    Abstract: 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: Grant
    Filed: October 16, 1989
    Date of Patent: May 15, 1990
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4855524
    Abstract: 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: Grant
    Filed: September 29, 1988
    Date of Patent: August 8, 1989
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4777316
    Abstract: 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: Grant
    Filed: November 10, 1987
    Date of Patent: October 11, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen