Hf Patents (Class 585/723)
  • Patent number: 9796642
    Abstract: Systems and apparatus for ionic liquid catalyzed hydrocarbon conversion, such as alkylation, using vaporization to remove reaction heat from an ionic liquid reactor and to provide mixing therein, wherein hydrocarbon vapors are withdrawn from the ionic liquid reactor and the withdrawn hydrocarbon vapor is recovered by a hydrocarbon vapor recovery unit in fluid communication with the ionic liquid reactor for recycling condensed hydrocarbons to the ionic liquid reactor. Processes for ionic liquid catalyzed alkylation are also disclosed.
    Type: Grant
    Filed: March 13, 2015
    Date of Patent: October 24, 2017
    Assignee: Chevron U.S.A. Inc.
    Inventors: Donald Henry Mohr, Huping Luo, Clifford Michael Lowe, Hye Kyung Cho Timken, Krishniah Parimi, Michael John Girgis, Bong-Kyu Chang
  • Patent number: 9399604
    Abstract: A process for making an alkylate is presented. The process includes mixing an isoparaffin stream with an olefin stream in an alkylation reactor. The alkylation reactor includes a catalyst for performing the reaction. The catalyst is an ionic liquid that is a quaternary chloroaluminate based ionic liquid, and the reaction is performed at or near ambient temperatures.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: July 26, 2016
    Assignee: UOP LLC
    Inventors: Susie C. Martins, Douglas A. Nafis, Alakananda Bhattacharyya
  • Patent number: 9156028
    Abstract: A process for making an alkylate is presented. The process includes mixing an isoparaffin stream with an olefin stream in an alkylation reactor. The alkylation reactor includes a catalyst for performing the reaction. The catalyst is an ionic liquid that is a quaternary phosphonium based ionic liquid, and the reaction is performed at or near ambient temperatures.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: October 13, 2015
    Assignee: UOP LLC
    Inventors: Susie C. Martins, Douglas A. Nafis, Alakananda Bhattacharyya
  • Patent number: 9079815
    Abstract: A method of producing a high octane alkylate from ethylene and isobutane by reacting ethylene and isobutane under catalytic conversion conditions. The ethylene and isobutane are contacted with a first catalytic material comprising a dimerization catalyst (i.e, for dimerizing ethylene) and a second catalytic material comprising an alkylation catalyst. The first and second catalytic materials are separate and distinct from each other. A high octane alkylate is recovered as a result of reacting the ethylene and isobutane in the presence of the first and second catalytic materials.
    Type: Grant
    Filed: September 29, 2011
    Date of Patent: July 14, 2015
    Assignee: Exelus Inc
    Inventors: Mitrajit Mukherjee, John F. Young, James P. Nehlsen, George D. Suciu, Kelly Ann Coley
  • 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: 8658554
    Abstract: A catalyst support which may be used to support various catalysts for use in reactions for hydrogenation of carbon dioxide including a catalyst support material and an active material capable of catalyzing a reverse water-gas shift (RWGS) reaction associated with the catalyst support material. A catalyst for hydrogenation of carbon dioxide may be supported on the catalyst support. A method for making a catalyst for use in hydrogenation of carbon dioxide including application of an active material capable of catalyzing a reverse water-gas shift (RWGS) reaction to a catalyst support material, the coated catalyst support material is optionally calcined, and a catalyst for the hydrogenation of carbon dioxide is deposited on the coated catalyst support material. A process for hydrogenation of carbon dioxide and for making syngas comprising a hydrocarbon, esp. methane, reforming step and a RWGS step which employs the catalyst composition of the present invention and products thereof.
    Type: Grant
    Filed: October 28, 2010
    Date of Patent: February 25, 2014
    Assignee: The United States of America, as represented by the Secretary of the Navy
    Inventors: Robert W. Dorner, Heather D. Willauer, Dennis R Hardy
  • Patent number: 8569561
    Abstract: The present invention provides a method for revamping an HF or sulphuric acid alkylation unit to an ionic liquid alkylation unit, wherein the HF or sulphuric acid alkylation unit comprise at least: —a reactor unit for contacting catalyst and hydrocarbon reactants; —a separator unit for separating a reactor effluent into a catalyst phase and an alkylate-comprising hydrocarbon phase; —a fractionator unit for fractionating the alkylate-comprising hydrocarbon phase into at least one stream comprising alkylate; and which method includes: —providing one or more cyclone units downstream of the reactor unit to separate at least part of the reactor effluent in a catalyst phase and a alkylate-comprising hydrocarbon phase.
    Type: Grant
    Filed: August 6, 2010
    Date of Patent: October 29, 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: 8507396
    Abstract: A process for regenerating a used acidic catalyst which has been deactivated by conjunct polymers by removing the conjunct polymers so as to increase the activity of the catalyst is disclosed. Methods for removing the conjunct polymers include addition of a basic reagent and alkylation. The methods are applicable to all acidic catalysts and are described with reference to certain ionic liquid catalysts.
    Type: Grant
    Filed: April 20, 2010
    Date of Patent: August 13, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Thomas V. Harris
  • Patent number: 8501123
    Abstract: An improved process for removing polymeric by-product (ASO) from the HF alkylation acid in an HF alkylation unit used for the production of gasoline boiling range alkylate product by olefin/iso-paraffin alkylation, comprises fractionating a portion of the circulating HF alkylation acid inventory of the unit with a portion of hot alkylate product in a fractionation zone to from an overhead product comprising HF alkylation acid and water and a bottoms fraction comprising the polymeric by-product and alkylate. The bottoms fraction is sent to the isoparaffin stripper of the unit to remove trace HF alkylation acid as overhead and form a product stream of hot alkylate as a bottoms fraction.
    Type: Grant
    Filed: June 4, 2012
    Date of Patent: August 6, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: D'Arcy H. J. Blais, Doug F. Bodeux, Steve L. Burgwin, Alexander D. Chan, Gary S. Locke, Jerry H. Squires, Sarah J. Virtue
  • Patent number: 8461408
    Abstract: A method for alkylating a hydrocarbon comprising at least one isoparaffin and at least one olefin that includes introducing a liquid catalyst and the hydrocarbon into a high shear device; processing the liquid catalyst and the hydrocarbon in the high shear device to form an emulsion comprising droplets of hydrocarbon dispersed in the liquid catalyst; introducing the emulsion into a vessel operating under suitable alkylation conditions whereby at least a portion of the isoparaffin is alkylated with the olefin to form alkylate, wherein suitable alkylation conditions comprise a bulk reaction temperature of from about 38° C. to about 90° C. and a bulk reaction pressure in the range of from about 1379 kPa to about 34 MPa; and removing a product stream comprising alkylate from the vessel.
    Type: Grant
    Filed: August 15, 2012
    Date of Patent: June 11, 2013
    Assignee: H R D Coporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 8269057
    Abstract: A method for alkylating a hydrocarbon comprising at least one isoparaffin and at least one olefin by introducing liquid acid catalyst and the hydrocarbon into a high shear reactor, forming an emulsion comprising droplets comprising hydrocarbon in a continuous acid phase, wherein the droplets have a mean diameter of less than about 5 ?m, introducing the emulsion into a vessel operating under suitable alkylation conditions whereby at least a portion of the isoparaffin is alkylated with the olefin to form alkylate, and removing a product stream comprising alkylate from the vessel. A system for carrying out the method is also disclosed.
    Type: Grant
    Filed: June 12, 2008
    Date of Patent: September 18, 2012
    Assignee: H R D Corporation
    Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 8212098
    Abstract: An improved process for removing polymeric by-product (ASO) from the HF alkylation acid in an HF alkylation unit used for the production of gasoline boiling range alkylate product by olefin/iso-paraffin alkylation, comprises fractionating a portion of the circulating HF alkylation acid inventory of the unit with a portion of hot alkylate product in a fractionation zone to from an overhead product comprising HF alkylation acid and water and a bottoms fraction comprising the polymeric by-product and alkylate. The bottoms fraction is sent to the isoparaffin stripper of the unit to remove trace HF alkylation acid as overhead and form a product stream of hot alkylate as a bottoms fraction.
    Type: Grant
    Filed: January 9, 2008
    Date of Patent: July 3, 2012
    Assignee: ExxonMobil Research & Engineering Company
    Inventors: D'Arcy H. J. Blais, Doug F. Bodeux, Steve L. Burgwin, Alexander D. Chan, Gary S. Locke, Jerry H. Squires, Sarah J. Virtue
  • 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: 7972563
    Abstract: A system for alkylating hydrocarbons which includes an improved method of safely handling alkylation catalyst is disclosed. The process includes passing the alkylation catalyst from a settler vessel to a catalyst receiving vessel, via a catalyst cooler, for containment therein in the presence of a condensible gas. Also disclosed is a method for controlling the pressure in the catalyst receiving vessel by controlling the rate of removal of vapors.
    Type: Grant
    Filed: January 27, 2010
    Date of Patent: July 5, 2011
    Assignee: UOP LLC
    Inventors: Keith W. Hovis, Khalid Iqbal, Mark R. Cragun
  • 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: 7906700
    Abstract: A process for alkylating isobutene by introducing a feed containing isobutene and an isoparaffin, in the form of droplets, into an acid catalyst to produce an alkylation product, wherein the Sauter mean diameter of the droplets is greater than or equal to about 150 ?m and is less than or equal to about 500 ?m, is disclosed.
    Type: Grant
    Filed: June 1, 2006
    Date of Patent: March 15, 2011
    Assignee: UOP LLC
    Inventors: Bruce B. Randolph, Keith W. Hovis, Kenneth C. Hoover
  • Patent number: 7847142
    Abstract: The regeneration of HF alkylation acid in an alkylation unit is improved by withdrawing a vapor stream from the HF regenerator tower and condensing the stream to form a liquid fraction which is accumulated in a side distillation zone; the collected liquid fraction, comprising HF acid, water and some stripping medium is distilled in a batch or continuous type operation to drive off the HF acid (along with stripping medium) and the vapor is returned to the regenerator-stripper vessel. The distillation of the sidedraw liquid is continued until the composition of the liquid attains the azeotropic value or as near to that value as desired. The azeotrope, comprising water and acid can then be dropped out of the distillation vessel for disposal by neutralization in the conventional way.
    Type: Grant
    Filed: July 27, 2007
    Date of Patent: December 7, 2010
    Assignee: ExxonMobil Research & Engineering Company
    Inventors: Jeffrey M. Fitt, Curtis A. Lawrence, Richard M. Janclaes, Brett Keegan Johnson, Michael W. Boyea, Nicholas Steiner Conley
  • Patent number: 7803979
    Abstract: A method is disclosed for removing water from an alkylation process system using a water removal column to remove water from a re-run column (catalyst regeneration column) overhead stream.
    Type: Grant
    Filed: February 28, 2007
    Date of Patent: September 28, 2010
    Assignee: UOP LLC
    Inventors: Robert M. Gray, Keith W. Hovis
  • Patent number: 7732363
    Abstract: A process for regenerating a used acidic catalyst which has been deactivated by conjunct polymers by removing the conjunct polymers so as to increase the activity of the catalyst is disclosed. Methods for removing the conjunct polymers include hydrogenation, addition of a basic reagent and alkylation. The methods are applicable to all acidic catalysts and are described with reference to certain ionic liquid catalysts.
    Type: Grant
    Filed: December 20, 2005
    Date of Patent: June 8, 2010
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Thomas V. Harris
  • Patent number: 7678957
    Abstract: A system and/or process for alkylating hydrocarbons which includes an improved method of safely handling alkylation catalyst is disclosed. The process includes passing the alkylation catalyst from a settler vessel to a catalyst receiving vessel, via a catalyst cooler, for containment therein in the presence of a condensible gas. Also disclosed is a method for controlling the pressure in the catalyst receiving vessel by controlling the rate of removal of vapors.
    Type: Grant
    Filed: March 31, 2005
    Date of Patent: March 16, 2010
    Assignee: UOP LLC
    Inventors: Keith W. Hovis, Khalid Iqbal, Mark R. Cragun
  • Patent number: 7528289
    Abstract: A novel alkylation catalyst is described which is used in processes for alkylating olefin hydrocarbons with isoparaffin hydrocarbons to produce high octane alkylate products suitable for use as a blending component of gasoline motor fuel. The novel catalyst comprises a mixture of a hydrogen halide and a sulfone. The novel alkylation catalyst is utilized in a novel process for alkylating olefin hydrocarbons with isoparaffin hydrocarbons.
    Type: Grant
    Filed: November 22, 1993
    Date of Patent: May 5, 2009
    Assignee: Phillips Petroleum Company
    Inventors: Ronald G. Abbott, Ralph P. Williams, Marvin M. Johnson, John W. Vanderveen
  • Patent number: 7446238
    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: January 31, 2005
    Date of Patent: November 4, 2008
    Assignee: UOP LLC
    Inventors: Keith W. Hovis, Bruce B. Randolph
  • Publication number: 20080177123
    Abstract: An improved process for removing polymeric by-product (ASO) from the HF alkylation acid in an HF alkylation unit used for the production of gasoline boiling range alkylate product by olefin/iso-paraffin alkylation, comprises fractionating a portion of the circulating HF alkylation acid inventory of the unit with a portion of hot alkylate product in a fractionation zone to from an overhead product comprising HF alkylation acid and water and a bottoms fraction comprising the polymeric by-product and alkylate. The bottoms fraction is sent to the isoparaffin stripper of the unit to remove trace HF alkylation acid as overhead and form a product stream of hot alkylate as a bottoms fraction.
    Type: Application
    Filed: January 9, 2008
    Publication date: July 24, 2008
    Applicant: ExxonMobil Research and Engineering Company
    Inventors: D'Arcy H. J. Blais, Doug F. Bodeux, Steve L. Burgwin, Alexander D. Chan, Gary S. Locke, Jerry H. Squires, Sarah J. Virtue
  • 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: 7319180
    Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.
    Type: Grant
    Filed: October 26, 2004
    Date of Patent: January 15, 2008
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
  • Patent number: 7294420
    Abstract: A method of producing hydrogen for a fuel cell from a hydrocarbon fuel composition, by providing a hydrocarbon fuel composition, which is obtained by contacting a liquid hydrocarbon feed comprising an alkylating agent with an acidic catalyst, under conditions effective to alkylate at least a portion of the hydrocarbon feed; converting the hydrocarbon fuel composition into hydrogen; and optionally, introducing the hydrogen produced into a fuel cell. In a preferred embodiment the liquid hydrocarbon feed further comprises sulphur-containing impurities, at least a portion of which are alkylated during the alkylation step.
    Type: Grant
    Filed: August 28, 2002
    Date of Patent: November 13, 2007
    Assignee: BP P.L.C.
    Inventor: Michael Graham Hodges
  • Patent number: 7250542
    Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.
    Type: Grant
    Filed: March 4, 2004
    Date of Patent: July 31, 2007
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
  • Patent number: 7119243
    Abstract: An alkylation process in which a recycle stream is cooled by heat exchange with the alkylation reactor effluent is disclosed.
    Type: Grant
    Filed: April 6, 2005
    Date of Patent: October 10, 2006
    Assignee: UOP LLC
    Inventors: Robert L. Mehlberg, Dale J. Shields, John J. Senetar
  • Patent number: 7038099
    Abstract: A method of alkylating aliphatic or aromatic hydrocarbons with olefins using solid hydrogen fluoride-equivalent catalysts is described. Preferred catalysts comprise solid polymeric onium polyhydrogen fluoride complexes.
    Type: Grant
    Filed: November 26, 2003
    Date of Patent: May 2, 2006
    Inventor: George A Olah
  • Patent number: 6995296
    Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.
    Type: Grant
    Filed: June 17, 2004
    Date of Patent: February 7, 2006
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
  • Patent number: 6943276
    Abstract: An alkylation process in which a recycle stream is cooled by heat exchange with the alkylation reactor effluent is disclosed.
    Type: Grant
    Filed: June 12, 2002
    Date of Patent: September 13, 2005
    Assignee: UOP LLC
    Inventors: Robert L. Mehlberg, Dale J. Shields, John J. Senetar
  • Patent number: 6858770
    Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.
    Type: Grant
    Filed: August 15, 2002
    Date of Patent: February 22, 2005
    Assignee: Catalytic Distillation Technologies
    Inventors: Lawrence A. Smith, Jr., Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
  • Publication number: 20040082827
    Abstract: A process for converting n-butane and ethylene to a product by contact with a catalyst containing a Group VIII metal, a halogen, and a support, in the presence of a Lewis Acid, and optionally in the presence of hydrogen, is disclosed.
    Type: Application
    Filed: October 25, 2002
    Publication date: April 29, 2004
    Inventor: Bruce B. Randolph
  • Publication number: 20030176755
    Abstract: A process for the alkylation of alkane with olefin or olefin precursor such as an oligomer of tertiary olefin comprising contacting a liquid system comprising acid catalyst, isoparaffin and olefin in concurrent downflow into contact in a reaction zone with a disperser mesh under conditions of temperature and pressure to react said isoparaffin and said olefin to produce an alkylate product is disclosed. Preferably, the liquid system is maintained at about its boiling point in the reaction zone. Unexpectedly, the olefin oligomers have been found to function as olefin precursors and not as olefins in the reaction. Thus, for example, a cold acid alkylation using an oligomer of isobutene (principally dimer and trimer) with isobutane produces isooctane with the isobutane reacting with the constituent isobutene units of the oligomers on a molar basis. The product isooctane is essentially the same as that produced in the conventional cold acid process.
    Type: Application
    Filed: August 15, 2002
    Publication date: September 18, 2003
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventors: Lawrence A. Smith, Mitchell E. Loescher, John R. Adams, Abraham P. Gelbein
  • Publication number: 20030130553
    Abstract: A system and/or process for removing water from an alkylation catalyst mixture of an alkylation process is disclosed. The process includes passing an alkylation reaction zone effluent to a settler for separation into a hydrocarbon phase and a catalyst mixture phase; passing at least a portion of the hydrocarbon phase, as a settler effluent stream containing alkylate, water, HF and volatility reducing additive, to a first separator; removing and condensing a first overhead stream from the first separator thereby forming an HF/water stream; passing the HF/water stream to a second separator for separation into a modified HF stream containing HF and volatility reducing additive and into an HF/water azeotrope stream containing HF and water; using the modified HF stream as a part of the alkylation catalyst mixture and; removing water from the system by removing the HF/water azeotrope stream from the second separator.
    Type: Application
    Filed: February 21, 2003
    Publication date: July 10, 2003
    Applicant: ConocoPhillips Company
    Inventors: Bruce B. Randolph, Curtis B. Wood, Martyn E. Pfile
  • Patent number: 6552241
    Abstract: A system and/or process for removing water from an alkylation catalyst mixture of an alkylation process is disclosed. The process includes passing an alkylation reaction zone effluent to a settler for separation into a hydrocarbon phase and a catalyst mixture phase; passing at least a portion of the hydrocarbon phase, as a settler effluent stream containing alkylate, water, HF and volatility reducing additive, to a first separator; removing and condensing a first overhead stream from the first separator thereby forming an HF/water stream; passing the HF/water stream to a second separator for separation into a modified HF stream containing HF and volatility reducing additive and into an HF/water azeotrope stream containing HF and water; using the modified HF stream as a part of the alkylation catalyst mixture and; removing water from the system by removing the HF/water azeotrope stream from the second separator.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: April 22, 2003
    Assignee: ConocoPhillips Company
    Inventors: Bruce B. Randolph, Curtis B. Wood, Martyn E. Pfile
  • Patent number: 6429349
    Abstract: Methods and apparatus that are used in an alkylation reactor system for adding low purity isopentane to alkylation reactor feed to block formation of isopentane, resulting in high incremental isopentane conversion and minimal octane and C5+ yield loss, and low acid consumption from C6+ isoparaffins with superior yields.
    Type: Grant
    Filed: August 12, 1996
    Date of Patent: August 6, 2002
    Assignee: BP Corporation North America Inc.
    Inventors: Lewis E. Grimes, R. L. Mehlberg, V. J. Kwasniewski, James B. Young, John V. Bartels
  • Patent number: 6426441
    Abstract: A system and/or process for decreasing the level of at least one organic fluoride present in a hydrocarbon mixture by first passing the hydrocarbon mixture to an eductor and educting into the hydrocarbon mixture a catalyst comprising a volatility reducing additive and hydrofluoric acid to produce a hydrocarbon-catalyst mixture, permitting the hydrocarbon-catalyst mixture to undergo a phase separation to produce a hydrocarbon phase having a lower concentration of at least one organic fluoride than the hydrocarbon mixture and to produce a catalyst phase, and withdrawing at least a portion of the hydrocarbon phase to thereby form a hydrocarbon product stream, are disclosed. In an alternative embodiment, a system and/or process for controlling the concentration of at least one organic fluoride and/or the RON of the hydrocarbon mixture by adjusting the amount of volatility reducing additive present in the catalyst are disclosed.
    Type: Grant
    Filed: July 10, 2000
    Date of Patent: July 30, 2002
    Assignee: Phillips Petroleum Company
    Inventors: Bruce B. Randolph, Kenneth Charles Hoover
  • Patent number: 6281405
    Abstract: A process for recovering halides from hydrocarbon containing streams is disclosed using a sulfonated hexafluro bis-A-polysulfone membrane of polymers and copolymers having the polymer repeat unit of the formula: in the polymer or copolymer. This process is applicable to recovering and recycling hydrogen chloride, which is used as a catalytic promoter, in hydrocarbon conversion processes such as isomerization and alkylation.
    Type: Grant
    Filed: December 6, 2000
    Date of Patent: August 28, 2001
    Assignee: UOP LLC
    Inventors: Mark M. Davis, William B. Dolan, Robert J. Schmidt, Paul J. Kuchar
  • 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: 6187986
    Abstract: A slipstream of high pressure, cooled isobutane recycle from within an alkylation process unit is used to withdraw hydrofluoric acid from a storage vessel by means of an eductor and discharges the same into a reactor section of the unit. The eductor is preferably constructed of HASTELLOY “C” which provides both corrosion resistance to HF acid and has excellent surface hardness to withstand the highly erosive eductor application. This eductor eliminates potential release of HF acid due to failure of conventional rotating equipment seals or sealing systems, is low cost, has no moving parts, and is fireproof (will not lose containment during a fire).
    Type: Grant
    Filed: October 4, 1999
    Date of Patent: February 13, 2001
    Assignee: Marathon Ashland Petroleum, LLC
    Inventor: Dan R. Schlaeppi
  • Patent number: 6137021
    Abstract: A method of converting an HF alkylation process into a solid catalyst alkylation process is disclosed. In this method, an HF alkylation unit having an HF stripper downstream of the HF alkylation reactor is modified to a benzene rectifier. By modifying the HF stripper, this invention not only makes use of the existing HF stripper but also allows the entire downstream product recovery section, which comprises four fractionation columns, to be used in the modified process with only relatively minor modifications. Thus this invention maximizes the use of existing equipment and minimizes the investment necessary to eliminate the use of HF in detergent alkylation.
    Type: Grant
    Filed: August 20, 1999
    Date of Patent: October 24, 2000
    Assignee: UOP LLC
    Inventors: Steven F. Eshelman, Dennis E. O'Brien
  • Patent number: 6043404
    Abstract: A process for the removal of alkyl halides from a liquid hydrocarbon substrate by reaction of the halides with an isoalkane and/or aromatic hydrocarbons in the presence of an acid catalyst supported on a solid support material.
    Type: Grant
    Filed: December 21, 1998
    Date of Patent: March 28, 2000
    Assignee: Haldor Topsoe A/S
    Inventors: Sven Ivar Hommeltoft, Karsten Laurents, Annemarie Bauer
  • Patent number: 5969206
    Abstract: The invention concerns a process for the alkylation of at least one isoaffin selected from the group formed by isobutane and isopentane by at least one olefin containing 2 to 6 carbon atoms per molecule in the presence of a liquid acid catalyst, the process comprising mixing a feed comprising the olefin to be converted with an effluent comprising a major portion of isoparaffin in a first mixing zone, and forming an emulsion of said catalyst in a hydrocarbon effluent comprising a major portion of isoparaffin in an emulsifying zone, said effluent constituting the continuous phase of the emulsion thus formed, then mixing a major portion of the emulsion of acid in hydrocarbon effluent with a major portion of the diluted feed comprising the olefin in a second mixing zone, followed by carrying out the majority of the reaction in a reaction zone which is supplied by the major portion of said mixture.
    Type: Grant
    Filed: January 17, 1997
    Date of Patent: October 19, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Jacques Alagy, Jean-Francois Joly, Eric Benazzi, Jean-Charles Viltard, Luis Borges, Alain Forestiere
  • Patent number: 5958350
    Abstract: A process for the removal of corrosive compounds from a fluid stream, comprising the steps of: in an extraction column with an outer steel tube and an inner tube of corrosion resistant material having an open inlet end and an open outlet end and being arranged coaxially with and spaced apart within at least top portion of the outer tube, introducing at elevated temperature at the inlet end of the inner tube the fluid stream and an extraction agent and effecting in the mixed stream of the fluid and extraction agent extraction of the corrosive compounds; introducing into an annular space between the walls of the outer and the inner tube a shell stream of a non-corrosive fluid, thereby absorbing in the shell stream amounts of the corrosive compounds diffusing through the wall of the inner tube; passing the shell stream to the bottom portion of the outer tube; cooling the mixed stream at the outlet end of the inner tube by introducing into the stream a cooling stream; passing the cooled stream to the bottom porti
    Type: Grant
    Filed: January 28, 1999
    Date of Patent: September 28, 1999
    Assignee: Haldor Topsoe A/S
    Inventor: Sven Ivar Hommeltoft
  • Patent number: 5948947
    Abstract: An HF-agent complex, such as HF-pyridine complex where the complexing agent is pyridine, is recovered and recycled from a by-product stream containing ASO, and ASO is rejected from the by-product stream, in an alkylation process using the complex.
    Type: Grant
    Filed: September 10, 1997
    Date of Patent: September 7, 1999
    Assignee: Uop LLC
    Inventor: James F. Himes
  • Patent number: 5942654
    Abstract: A process for the removal of corrosive compounds from a fluid stream, comprising the steps of: in an extraction column with an outer steel tube and an inner tube of corrosion resistant material having an open inlet end and an open outlet end and being arranged coaxially with and spaced apart within at least top portion of the outer tube, introducing at elevated temperature at the inlet end of the inner tube the fluid stream and an extraction agent and effecting in the mixed stream of the fluid and extraction agent extraction of the corrosive compounds; introducing into an annular space between the walls of the outer and the inner tube a shell stream of a non-corrosive fluid, thereby absorbing in the shell stream amounts of the corrosive compounds diffusing through the wall of the inner tube; passing the shell stream to the bottom portion of the outer tube; cooling the mixed stream at the outlet end of the inner tube by introducing into the stream a cooling stream; passing the cooled stream to the bottom porti
    Type: Grant
    Filed: June 13, 1997
    Date of Patent: August 24, 1999
    Assignee: Haldor Topsoe A/S
    Inventor: Sven Ivar Hommeltoft
  • Patent number: 5895831
    Abstract: 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: Grant
    Filed: December 4, 1996
    Date of Patent: April 20, 1999
    Assignee: UOP LLC
    Inventors: Robert S. Brasier, Paul A. Sechrist, Dale J. Shields
  • Patent number: 5859305
    Abstract: A method of regulating the concentration of onium in a liquid onium poly(hydrogen fluoride) composition utilized in a hydrogen fluoride catalyzed alkylation reaction for a given level of total airborne hydrogen fluoride is disclosed. Also disclosed is a method of regulating the concentration of onium in the liquid onium poly(hydrogen fluoride) composition for a given level of RON. In one embodiment, the liquid onium poly(hydrogen fluoride composition is a mixture including pyridine and anhydrous hydrogen fluoride so as to give a pyridine poly(hydrogen fluoride) composition that is useful as a catalyst in the hydrogen fluoride catalyzed alkylation reaction.
    Type: Grant
    Filed: January 24, 1997
    Date of Patent: January 12, 1999
    Assignee: Texaco Inc
    Inventors: Kenneth Roy Comey, III, Gerald Verdell Nelson
  • Patent number: H2029
    Abstract: A safety apparatus has been found for recovering an airborne hydrogen fluoride release in a hydrocarbon alkylation process. The safety apparatus comprising containment baffles and hydrogen fluoride detectors. Hydrogen fluoride detectors activate water flood means which discharge into the containment baffles. The water flood containing essentially all of the hydrogen fluoride release is recovered for disposal. Recoveries of 90 wt % have been demonstrated.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: June 4, 2002
    Assignee: Texaco Inc.
    Inventors: Kenneth Roy Comey, III, Gerald Verdell Nelson, Lee Kessie Gilmer