Aromatic Separated From Other Aromatic Patents (Class 585/828)
  • Patent number: 6841714
    Abstract: A process for co-production of paraxylene, metaxylene and/or orthoxylene from a hydrocarbon feedstock (1) that comprises [1] a separation stage of the feedstock in a simulated moving bed in a chromatographic column (9) that contains a number of beds of an adsorbent, interconnected in a loop, is described, whereby said column comprises an injection (3) of the feedstock, a draw-off (10) of an extract that consists of paraxylene and desorbent, an intermediate fraction (11) (extract or raffinate) that contains ethylbenzene, and a raffinate (12) that contains a mixture of metaxylene and orthoxylene that is virtually free of ethylbenzene and paraxylene and [2] a crystallization stage (27) of the metaxylene and/or orthoxylene fraction. Upstream from the adsorption zone and/or upstream from the crystallization zone, it is possible to distill the entering mixture to produce an orthoxylene-enriched fraction at the bottom and a metaxylene-enriched fraction at the top.
    Type: Grant
    Filed: September 20, 2002
    Date of Patent: January 11, 2005
    Assignee: Institut Francais du Petrole
    Inventors: Philibert Leflaive, Luc Wolff, Gérard Hotier, Alain Methivier
  • Patent number: 6838588
    Abstract: A process is described for co-producing metaxylene and paraxylene from a hydrocarbon feed comprising two separation steps. The first step of the process is a counter-current simulated moving bed system in a chromatographic column containing at least five zones, comprising injecting the feed and injecting a desorbent and delivering an extract, a raffinate and an intermediate raffinate either continuously or discontinuously. The extract is distilled to obtain a paraxylene with a purity of at least 99.7%. The raffinate, which is richer in metaxylene, is distilled to extract the desorbent and injected into a counter-current simulated moving bed continuously delivering an extract and a raffinate. One of these two streams is enriched in metaxylene. The most metaxylene-rich stream is distilled to obtain metaxylene with a purity of more than 99%.
    Type: Grant
    Filed: March 29, 2002
    Date of Patent: January 4, 2005
    Assignee: Institut Francais du Petrole
    Inventors: Philibert Leflaive, Alain Methivier, Gérard Hotier
  • Patent number: 6828470
    Abstract: A coproduction process for ortho-xylene and para-xylene starting with a batch of hydrocarbons comprises a simulated counter-current fluidized bed system in a chromatographic column (6) containing at least five zones, comprising injection (1) of the batch and injection (2) of desorption agent and delivering an extract (3), a refined product (5), and an intermediate refined product (4). Refined product (5), richer in ortho-xylene than the intermediate refined product, is distilled (9) to extract desorption agent (15) and is injection, according to the second step of the process, into a simulated counter-current fluidized bed system (17) delivering an extract (18) and a refined product (19) continuously.
    Type: Grant
    Filed: December 18, 2002
    Date of Patent: December 7, 2004
    Assignee: Institut Francais du Petrole
    Inventors: Philibert Leflaive, Luc Wolff, Alain Methivier, Gérard Hotier
  • Patent number: 6706939
    Abstract: A method for concentrating 2,6-dimethylnaphthalene in a dimethylnaphthalene isomer mixture includes supplying the dimethylnaphthalene isomer mixture to an adsorption column packed with Y-type zeolite. In this instance, by setting the value derived from the expression (u1/3/&egr;)d−5/3 at 14 (m5/3 s−1/3 kg−1) or more, the concentration ratio of 2,6-dimethylnaphthalene to 2,7-dimethylnaphthalene can be 2.0 or more. u here represents the linear velocity (m/s) of the dimethylnaphthalene isomer mixture supplied to an adsorption column, &egr; represents the packing density (kg/m3) of Y-type zeolite, and d represents the grain size (m) of the Y-type zeolite.
    Type: Grant
    Filed: July 12, 2002
    Date of Patent: March 16, 2004
    Assignee: Kobe Steel Ltd.
    Inventors: Noboru Nakao, Koji Yamamoto, Masahiro Motoyuki
  • Patent number: 6706938
    Abstract: The performance of an adsorptive separation process recovering para-xylene from a C8 aromatic hydrocarbon feed mixture is improved by operating the process at higher desorbent purity. The improved performance allows for tradeoffs in other operating parameters and rates or improved product rates. The process preferably employs a barium and potassium exchanged zeolitic molecular sieve as the adsorbent and toluene as the desorbent.
    Type: Grant
    Filed: March 15, 2002
    Date of Patent: March 16, 2004
    Assignee: UOP LLC
    Inventors: Cara M. Roeseler, Santi Kulprathipanja, James E. Rekoske
  • Patent number: 6696616
    Abstract: For co-production of metaxylene and paraxylene from a hydrocarbon feedstock in a simulated moving bed in a chromatographic column (1) that contains a number of beds 1, 2,3, 4 . . . of an adsorbent, interconnected in a loop, the column comprises an injection of the feedstock, a draw-off (14) of a first raffinate, a draw-off (17) of a second raffinate that comprises metaxylene, an injection of desorbent and a draw-off of an extract that delivers paraxylene. The injection positions and the draw-off position of the extract are offset periodically by one bed in the direction of flow of the main flux that circulates in the column. First raffinate (14) that comprises desorbent, orthoxylene, metaxylene and ethylbenzene is drawn off continuously or intermittently, and second raffinate (17) R2 that comprises orthoxylene and metaxylene is drawn off intermittently. The second raffinate is distilled in such a way as to recover orthoxylene and metaxylene separately with at least 99% purity and with an improved yield.
    Type: Grant
    Filed: April 26, 2001
    Date of Patent: February 24, 2004
    Assignee: Institut Français du Pétrole
    Inventors: Didier Pavone, Gerard Hotier
  • Patent number: 6689929
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from a C8 aromatics stream produced by toluene conversion uses a para-selective adsorbent, preferably a non-acidic, medium pore molecular sieve of the MFI structure type, and is operated isothermally in the vapor phase at elevated temperatures and pressures. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, then the feed to the process is stopped. Lowering the partial pressure desorbs the pX and EB giving a pX/EB-rich effluent. A stream of non-adsorbed mX and oX may be obtained before desorbing pX and EB.
    Type: Grant
    Filed: July 10, 2001
    Date of Patent: February 10, 2004
    Assignee: BP Corporation North America Inc.
    Inventors: Bryce A. Williams, Jeffrey T. Miller, Ruth Ann Doyle, Giorgio Zoia
  • Patent number: 6673979
    Abstract: A process for separating at least one C8 alkylaromatic hydrocarbon from a mixture containing at least one C8 alkylaromatic hydrocarbon and at least one C9 or C10 alkylaromatic hydrocarbon using dealuminated sodium zeolite Y.
    Type: Grant
    Filed: March 1, 2002
    Date of Patent: January 6, 2004
    Assignee: UOP LLC
    Inventors: Maureen L. Bricker, Charles P. McGonegal, Herman A. Zinnen
  • Patent number: 6627783
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics uses a para-selective adsorbent, preferably a non-acidic, medium pore molecular sieve of the MFI structure type, and is operated isothermally in the vapor phase at elevated temperatures and pressures. A fixed bed of adsorbent is saturated with para-xylene and ethylbenzene, which are preferentially adsorbed, then the feed to the process is stopped. Lowering the partial pressure desorbs the para-xylene and ethylbenzene. The process effluent is rich in para-xylene and ethylbenzene. A stream of non-adsorbed meta-xylene and ortho-xylene may be obtained prior to desorption of para-xylene and ethylbenzene.
    Type: Grant
    Filed: July 10, 2001
    Date of Patent: September 30, 2003
    Assignee: BP Corporation North America Inc.
    Inventors: Ruth Ann Doyle, Jeffrey T. Miller, Kevin A. Kunz
  • Patent number: 6600083
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics which uses a para-selective, non-acidic, medium pore molecular sieve of the MFI structure type and is operated isothermally in the vapor phase at elevated temperatures and pressures is integrated with crystallization to produce para-xylene product. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, the feed is stopped, and lowering the partial pressure desorbs the pX and EB. The process effluent, which is rich in pX and EB, is crystallized to obtain para-xylene product.
    Type: Grant
    Filed: July 10, 2001
    Date of Patent: July 29, 2003
    Assignee: BP Corporation North America Inc.
    Inventors: Ruth Ann Doyle, Jeffrey T. Miller, Richard A. Wilsak, Scott A. Roberts, Giorgio Zoia
  • Publication number: 20030130556
    Abstract: A coproduction process for ortho-xylene and para-xylene starting with a batch of hydrocarbons comprising two separation steps is described. The first step relates to a simulated counter-current fluidized bed system in a chromatographic column (6) containing at least five zones, comprising injection (1) of the batch and injection (2) of desorption agent and delivering an extract (3), a refined product (5), and an intermediate refined product (4). The extract is distilled (7) to obtain para-xylene (10) that is very pure or that can be purified by crystallization. The refined products are withdrawn continuously or discontinuously. Refined product (5), richer in ortho-xylene than the intermediate refined product, is distilled (9) to extract desorption agent (15) and is injected, according to the second step of the process, into a simulated counter-current fluidized bed system (17) delivering an extract (18) and a refined product (19) continuously.
    Type: Application
    Filed: December 18, 2002
    Publication date: July 10, 2003
    Applicant: Institut Francais du Petrole
    Inventors: Philibert Leflaive, Luc Wolff, Alain Methivier, Gerard Hotier
  • Patent number: 6573418
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics which uses a para-selective, non-acidic, medium pore molecular sieve of the MFI structure type and is operated isothermally in the vapor phase at elevated temperatures and pressures is integrated with simulated moving bed adsorption (SiMBAC) to produce para-xylene product. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, the feed is stopped, and lowering the partial pressure desorbs the pX and EB. The process effluent, which is rich in pX and EB, is subjected to SiMBAC to obtain para-xylene product.
    Type: Grant
    Filed: July 10, 2001
    Date of Patent: June 3, 2003
    Assignee: BP Corporation North America Inc.
    Inventors: Jeffrey T. Miller, Bryce A. Williams, Ruth Ann Doyle, Giorgio Zoia
  • Patent number: 6483002
    Abstract: Construction and operational costs of simulated moving bed adsorptive separation process units are reduced by recovering desorbent from both the extract and raffinate streams of the process in a single column. Both streams are fractionated to recover desorbent, which is removed at one end of a dividing wall column, while separate extract and raffinate products are removed from the other end of the column.
    Type: Grant
    Filed: September 26, 2000
    Date of Patent: November 19, 2002
    Assignee: UOP LLC
    Inventor: Dennis E. O'Brien
  • Publication number: 20020165419
    Abstract: An improved process for recovering hydrocarbons from an inlet inert gas-hydrocarbon vapor mixture is provided. The inlet mixture is caused to flow through a first bed of solid adsorbent whereby hydrocarbon vapors are adsorbed on the bed and a residue gas stream comprised of substantially hydrocarbon-free inert gas is produced. The hydrocarbon-free inert gas is vented and a second bed of solid adsorbent having hydrocarbon vapors adsorbed thereon is evacuated with an ejector operated by a motive liquid. A major portion of the hydrocarbon vapors is desorbed from the bed and an inert gas and hydrocarbon-rich vapor mixture commingled with the motive liquid is produced. The inert gas and hydrocarbon-rich vapor mixture is separated from the motive liquid and conducted to a point of additional processing or disposal.
    Type: Application
    Filed: May 2, 2001
    Publication date: November 7, 2002
    Inventors: Melissa G. Lenhart, Harold L. Dinsmore, Scott J. Fox
  • Publication number: 20020143223
    Abstract: A process is described for co-producing metaxylene and paraxylene from a hydrocarbon feed comprising two separation steps. The first step of the process is a counter-current simulated moving bed system in a chromatographic column containing at least five zones, comprising injecting the feed and injecting a desorbent and delivering an extract, a raffinate and an intermediate raffinate either continuously or discontinuously. The extract is distilled to obtain a paraxylene with a purity of at least 99.7%. The raffinate, which is richer in metaxylene, is distilled to extract the desorbent and injected into a counter-current simulated moving bed continuously delivering an extract and a raffinate. One of these two streams is enriched in metaxylene. The most metaxylene-rich stream is distilled to obtain metaxylene with a purity of more than 99%.
    Type: Application
    Filed: March 29, 2002
    Publication date: October 3, 2002
    Applicant: Institute Francais du Petrole
    Inventors: Philibert Leflaive, Alain Methivier, Gerard Hotier
  • Patent number: 6448459
    Abstract: A process for the production of paraxilene comprises an adsorption stage (18) using toluene as a desorbent in a simulated moving bed of a feedstock previously depleted in ethylbenzene by distillation (3) or by adsortion, an isomerization stage (26) without hydrogen in liquid phase diluted with toluene from the raffinate produced, a distillation stage (27) of the raffinate that is isomerized to recover the toluene (29) that is recycled. The separated isomerate is introduced into a xylene distillation column (9). The separated ethylbenzene is isomerized separately in gas phase with hydrogen at higher temperature and is distilled (5, 2, 9) in the presence of a catalyst that comprises an EUO-structural-type zeolite, then recycled to adsorption stage (18).
    Type: Grant
    Filed: April 24, 2000
    Date of Patent: September 10, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Julia Magne-Drisch, Fabio Alario, Jean-François Joly, Ari Minkkinen, Elisabeth Merlen
  • Publication number: 20020107427
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics which uses a para-selective, non-acidic, medium pore molecular sieve of the MFI structure type and is operated isothermally in the vapor phase at elevated temperatures and pressures is integrated with crystallization to produce para-xylene product. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, the feed is stopped, and lowering the partial pressure desorbs the pX and EB. The process effluent, which is rich in pX and EB, is crystallized to obtain para-xylene product.
    Type: Application
    Filed: July 10, 2001
    Publication date: August 8, 2002
    Inventors: Ruth Ann Doyle, Jeffrey T. Miller, Richard A. Wilsak, Scott A. Roberts, Giorgio Zoia
  • Patent number: 6429346
    Abstract: A simultaneous process for simulated moving-bed dismutation and separation of a toluene feedstock into benzene and xylenes in the presence of a hydrogen-rich desorbent in at least one adsorber-reactor (100) that contains beds of a solid and comprises at least three zones (23, 24, 25) is described. Vapor-phase or supercritical feedstock (1) is introduced at the inlet of a reaction and adsorption zone (25) (zone III), and a raffinate (15) that is high in benzene and desorbent is recovered at the outlet. Desorbent (5, 7) is introduced at the inlet of a desorption zone (23) (zone I), and an effluent from which is drawn off a portion (8) in the form of an extract that is high in xylenes and desorbent is recovered at the outlet. The other portion of the effluent of zone I is introduced at the inlet of a reaction and desorption zone (24) (zone II), and an effluent is recovered at the outlet that is sent back to the inlet of reaction and adsorption zone III.
    Type: Grant
    Filed: April 12, 2001
    Date of Patent: August 6, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Gérard Hotier, Hugues Dulot, Michel Bailly, Karine Ragil
  • Publication number: 20020103408
    Abstract: The performance of an adsorptive separation process recovering para-xylene from a C8 aromatic hydrocarbon feed mixture is improved by operating the process at higher desorbent purity. The improved performance allows for tradeoffs in other operating parameters and rates or improved product rates. The process preferably employs a barium and potassium exchanged zeolitic molecular sieve as the adsorbent and toluene as the desorbent.
    Type: Application
    Filed: March 15, 2002
    Publication date: August 1, 2002
    Inventors: Cara M. Roeseler, Santi Kulprathipanja, James E. Rekoske
  • Publication number: 20020099251
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics uses a para-selective adsorbent, preferably a, non-acidic, medium pore molecular sieve of the MFI structure type, and is operated isothermally in the vapor phase at elevated temperatures and pressures. A fixed bed of adsorbent is saturated with para-xylene and ethylbenzene, which are preferentially adsorbed, then the feed to the process is stopped. Lowering the partial pressure desorbs the para-xylene and ethylbenzene. The process effluent is rich in para-xylene and ethylbenzene. A stream of non-adsorbed meta-xylene and ortho-xylene may be obtained prior to desorption of para-xylene and ethylbenzene.
    Type: Application
    Filed: July 10, 2001
    Publication date: July 25, 2002
    Inventors: Ruth Ann Doyle, Jeffrey T. Miller, Kevin A. Kunz
  • Publication number: 20020082461
    Abstract: A process for the production of paraxylene is described that comprises an adsorption stage (18) that uses toluene as a desorbent in a simulated moving bed of a feedstock whose ethylbenzene was separated by distillation (line 3) or by adsorption, an isomerization stage (26) without hydrogen in liquid phase that is diluted with toluene from the raffinate produced, a distillation stage (27) of the raffinate that is isomerized to recover the toluene (line 29) that is recycled. The separated isomerate is introduced into a xylene distillation column (9) then recycled, in adsorption. The separated ethylbenzene is isomerized separately in gas phase with hydrogen at higher temperature and is distilled (5, 2, 9) in the presence of a catalyst that comprises an EUO-structural-type zeolite, then recycled in adsorption column (18). The pure paraxylene is collected as extract (line 22) then optionally purified by crystallization (17).
    Type: Application
    Filed: April 24, 2000
    Publication date: June 27, 2002
    Inventors: Julia Magne-Drisch, Fabio Alario, Jean-Francois Joly, Ari Minkkinen, Elisabeth Merlen
  • Patent number: 6410815
    Abstract: The present invention relates to agglomerated zeolite adsorbents based on faujasite with an Si/Al ratio such that 1≦Si/Al≦1.15, at least 70% exchanged with barium and optionally with potassium, and on a binder, preferably a zeolitizable binder. They are obtained by agglomerating zeolite powder with a binder, followed by exchange of the zeolite ions for barium ions and activation of the adsorbents thus exchanged. These adsorbents are particularly suitable for the adsorption of the para-xylene contained in aromatic C8 hydrocarbon fractions in the liquid phase, in processes of simulated fluid-bed type.
    Type: Grant
    Filed: May 10, 2000
    Date of Patent: June 25, 2002
    Assignee: Elf Atochem S.A.
    Inventors: Dominique Plee, Alain Methivier
  • Publication number: 20020077519
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from C8 aromatics which uses a para-selective, non-acidic, medium pore molecular sieve of the MFI structure type and is operated isothermally in the vapor phase at elevated temperatures and pressures is integrated with simulated moving bed adsorption (SiMBAC) to produce para-xylene product. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, the feed is stopped, and lowering the partial pressure desorbs the pX and EB. The process effluent, which is rich in pX and EB, is subjected to SiMBAC to obtain para-xylene product.
    Type: Application
    Filed: July 10, 2001
    Publication date: June 20, 2002
    Inventors: Jeffrey T. Miller, Bryce A. Williams, Ruth Ann Doyle, Giorgio Zoia
  • Patent number: 6403856
    Abstract: A process for separating at least one C8 alkylaromatic hydrocarbon from a mixture containing at least one C8 alkylaromatic hydrocarbon and at least one C9 or C10 alkylaromatic hydrocarbon using sodium zeolite Y, dealuminated sodium zeolite Y or dealuminated zeolite Y ion exchanged with a metal selected from the group consisting of calcium, sodium, strontium, a Group IB element, a Group VIII element and mixtures thereof.
    Type: Grant
    Filed: May 7, 2001
    Date of Patent: June 11, 2002
    Assignee: UOP LLC
    Inventors: Maureen L. Bricker, Charles P. McGonegal, Herman A. Zinnen
  • Publication number: 20020068844
    Abstract: A pressure swing adsorption process to separate para-xylene and ethylbenzene from a C8 aromatics stream produced by toluene conversion uses a para-selective adsorbent, preferably a non-acidic, medium pore molecular sieve of the MFI structure type, and is operated isothermally in the vapor phase at elevated temperatures and pressures. A fixed bed of adsorbent is saturated with pX and EB, which are preferentially adsorbed, then the feed to the process is stopped. Lowering the partial pressure desorbs the pX and EB giving a pX/EB-rich effluent. A stream of non-adsorbed mX and oX may be obtained before desorbing pX and EB.
    Type: Application
    Filed: July 10, 2001
    Publication date: June 6, 2002
    Inventors: Bryce A. Williams, Jeffrey T. Miller, Ruth Ann Doyle, Giorgio Zoia
  • Patent number: 6395951
    Abstract: Construction and operational costs of recovering the extract or raffinate product of a simulated moving bed adsorptive separation process units are reduced by employing a dividing wall column to perform the separation. The raffinate or extract stream is passed into the column at an intermediate point on the first side of the dividing wall, with the column delivering the adsorptive separation product as a sidedraw from the opposite side of the dividing wall. A stream of co-adsorbed impurity is removed as an overhead stream and desorbent is recovered as a net bottoms stream.
    Type: Grant
    Filed: September 26, 2000
    Date of Patent: May 28, 2002
    Assignee: UOP LLC
    Inventor: David A Hamm
  • Publication number: 20020055665
    Abstract: For co-production of metaxylene and paraxylene from a hydrocarbon feedstock in a simulated moving bed in a chromatographic column (1) that contains a number of beds 1, 2, 3, 4 . . . of an adsorbent, interconnected in a loop, the column comprises an injection of the feedstock, a draw-off (14) of a first raffinate, a draw-off (17) of a second raffinate that comprises metaxylene, an injection of desorbent and a draw-off of an extract that delivers paraxylene. The injection positions and the draw-off position of the extract are offset periodically by one bed in the direction of flow of the main flux that circulates in the column. First raffinate (14) that comprises desorbent, orthoxylene, metaxylene and ethylbenzene is drawn off continuously or intermittently, and second raffinate (17) R2 that comprises orthoxylene and metaxylene is drawn off intermittently.
    Type: Application
    Filed: April 26, 2001
    Publication date: May 9, 2002
    Applicant: Institute Francais du Petrole
    Inventors: Didier Pavone, Gerard Hotier
  • Patent number: 6376734
    Abstract: A process for the production of at least one isomer of xylenes comprising a simulated moving-bed adsorption (8) of a C8-aromatic feedstock (1) that delivers a paraxylene-rich fraction (9) that is optionally purified after a distillation (16) by at least one high-temperature crystallization (5) and a fraction (10) that is low in paraxylene is described. Fraction (10) is distilled and then isomerized (21) in the presence of an EUO-structural-type catalyst. The lightest hydrocarbons are removed from the isomerization effluent in a first distillation (23) then naphthenes in a second distillation (26), and distilled isomerization effluent (2) that results therefrom is recycled at least in part in adsorption (8). A mother liquor (3) that results from the crystallization stage is recycled at least in part in adsorption (8).
    Type: Grant
    Filed: June 22, 2000
    Date of Patent: April 23, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Julia Magne-Drisch, Gérard Hotier, Alain Methivier, Jean-Francois Joly, Fabio Alario, Elisabeth Merlen
  • Patent number: 6369287
    Abstract: A process for co-production of paraxylene and ethylbenzene comprises: (A) an adsorption stage of a feedstock of xylenes and ethylbenzene in a simulated moving bed that produces an extract of pure paraxylene and an ethylbenzene-rich raffinate; (B) an adsorption stage in a simulated moving bed, of raffinate from which desorbent has been removed that supplies an essentially pure ethylbenzene extract and an orthoxylene and metaxylene raffinate that contains desorbent; (C) a recover stage for the desorbent; (D) an isomerization stage for the orthoxylene and metaxylene raffinate in the presence of a catalyst that comprises an EUO-type zeolite; and (E) a stage for recycling the isomerate that is produced with adsorption.
    Type: Grant
    Filed: June 19, 2000
    Date of Patent: April 9, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Julia Magne-Drisch, Gérard Hotier, Fabio Alario, Alain Methivier
  • Patent number: 6348637
    Abstract: Construction and operational costs of simulated moving bed adsorptive separation process units are reduced by recovering desorbent from both the extract and raffinate streams of the process in a single column. Both streams are fractionated in the same column to recover desorbent, which is removed at the bottom of the column. The bottom of the column is divided into a reboiler sump section and a bottoms product-desorbent inventory section, with this reducing the equipment required in the overall process.
    Type: Grant
    Filed: September 26, 2000
    Date of Patent: February 19, 2002
    Assignee: UOP LLC
    Inventor: James W. Harris
  • Publication number: 20010031903
    Abstract: A simultaneous process for simulated moving-bed dismutation and separation of a toluene feedstock into benzene and xylenes in the presence of a hydrogen-rich desorbent in at least one adsorber-reactor (100) that contains beds of a solid and comprises at least three zones (23, 24, 25) is described. Vapor-phase or supercritical feedstock (1) is introduced at the inlet of a reaction and adsorption zone (25) (zone III), and a raffinate (15) that is high in benzene and desorbent is recovered at the outlet. Desorbent (5, 7) is introduced at the inlet of a desorption zone (23) (zone I), and an effluent from which is drawn off a portion (8) in the form of an extract that is high in xylenes and desorbent is recovered at the outlet. The other portion of the effluent of zone I is introduced at the inlet of a reaction and desorption zone (24) (zone II), and an effluent is recovered at the outlet that is sent back to the inlet of reaction and adsorption zone III.
    Type: Application
    Filed: April 12, 2001
    Publication date: October 18, 2001
    Applicant: Institut Francais du Petrole
    Inventors: Gerard Hotier, Hugues Dulot, Michel Bailly, Karine Ragil
  • Patent number: 6281406
    Abstract: An adsorption process for the recovery of paraxylene from mixed xylenes using a molecular sieve adsorbent comprising SSZ-25, MCM-22, PSH-3, ERB-1, or ITQ-1. A preferred desorbent for the process is benzene. A hybrid adsorption/crystallization PX purification process is also described using the molecular sieve adsorbent.
    Type: Grant
    Filed: March 31, 2000
    Date of Patent: August 28, 2001
    Assignee: Chevron Corporation
    Inventor: John J. Cain
  • Patent number: 6274784
    Abstract: A process for separating at least one C8 alkylaromatic hydrocarbon from a mixture containing at least one C8 alkylaromatic hydrocarbon and at least one C9 or C10 alkylaromatic hydrocarbon using zeolite Y or zeolite Y ion exchanged with a metal selected from the group consisting of calcium, sodium, strontium, a Group IB element, a Group VIII element and mixtures thereof.
    Type: Grant
    Filed: November 1, 1999
    Date of Patent: August 14, 2001
    Assignee: UOP LLC
    Inventors: Maureen L. Bricker, Charles P. McGonegal, Herman A. Zinnen
  • Patent number: 6177604
    Abstract: Paraxylene and ethylbenzene are produced from an aromatic hydrocarbon feedstock by using adsorption zones in a simulated fluid bed. The feedstock is first passed into a first adsorption zone to produce a first paraxylene-rich fraction and a second ethylbenzene-rich fraction. The second fraction is then passed into a second adsorption zone to produce a third fraction containing essentially pure ethylbenzene and a fourth fraction containing a majority of orthoxylene and metaxylene. The fourth stream is then passed into an isomerization zone to produce an isomerate which is then recycled back to the first adsorption zone.
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: January 23, 2001
    Assignee: Institut Francais du Petrole
    Inventors: Gerard Hotier, Fabio Alario, Alain Methivier
  • Patent number: 6137024
    Abstract: A process for separating meta-xylene from a mixture containing meta-xylene, para-xylene, and ortho-xylene has been developed. The process involves contacting the mixture with zeolite Beta to effect the adsorption of the para-xylene, ortho-xylene, and ethylbenzene in preference to the meta-xylene and recovering the meta-xylene.
    Type: Grant
    Filed: February 22, 1999
    Date of Patent: October 24, 2000
    Assignee: UOP LLC
    Inventors: Herman A. Zinnen, Charles P. McGonegal
  • Patent number: 6063978
    Abstract: A process for separating paraxylene at very high purity from a charge of xylene isomers, comprising a selective adsorption of a fraction that is rich in paraxylene, at least one high-temperature crystallization of this fraction, and an isomerization of the fraction depleted of paraxylene, recycling the mother liquor to the selective adsorption optionally via a clay treatment followed optionally by a distillation of the treatment effluent, and optionally introducing the mother liquor into a distillation unit, wherein the crystallization can comprise several high-temperature stages.
    Type: Grant
    Filed: June 30, 1997
    Date of Patent: May 16, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Gerard Hotier, Paul Mikitenko, Stuart R MacPherson
  • Patent number: 6060634
    Abstract: Para-xylene is produced from a paraselective toluene disproportionation reactor, effluent (3) is distilled to eliminate toluene and benzene in at least 2 distillation columns (C1), (C2), and the xylenes (8) are crystallized at least once (10) at between +10.degree. C. and -30.degree. C. The separated mother liquor (14) is adsorbed on a zeolitic sieve in the presence of toluene in a simulated moving bed (15). This latter produces a raffinate (16) containing toluene which is depleted in para-xylene which is distilled in a distillation column (C4), and an extract which is enriched in para-xylene and contains toluene, which is recycled to columns (C1, C2). The para-xylene crystals are purified by washing with toluene and distillation or by partial melting (30) followed by washing with molten high purity para-xylene.
    Type: Grant
    Filed: August 12, 1998
    Date of Patent: May 9, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Paul Mikitenko, Gerard Hotier
  • Patent number: 6057487
    Abstract: A method is disclosed to produce 2,6-dimethylnaphthalene (2,6-DMN), used for the production of polyethylene naphthalate, at high purity and high yield from a mixture of dimethylnaphthalene isomers without limitation to the specific isomers present in the feed by a series of fractionation, crystallization and adsorption steps.
    Type: Grant
    Filed: December 30, 1997
    Date of Patent: May 2, 2000
    Assignee: Chevron Chemical Company
    Inventors: Curtis L. Munson, Patrick C. Bigot, Zunqing Alice He
  • Patent number: 5948950
    Abstract: A process for separating para-xylene from a C.sub.8 feed in a simulated moving bed comprises a step for adsorption on a zeolite and desorption using a desorbent delivering an extract and a raffinate, and an extract crystallization step. A stream of water is introduced into the feed, into the desorbent and/or into the stream for recycling one flux in the column, such that the weighted average of the amounts of water measured in the extract and in the raffinate is in the range 1 to 200 ppm. The ratio S/F of the desorbent flow rate to that of the feed during the adsorption and desorption step is in the range 0.6 to 2.5.
    Type: Grant
    Filed: December 18, 1997
    Date of Patent: September 7, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Gerard Hotier, Alain Methivier, Annick Pucci
  • Patent number: 5912395
    Abstract: The capacity of a simulated moving bed adsorptive separation process is increased by flushing the contents of the transfer line just previously used to remove the raffinate stream from the adsorbent chamber back into the adsorbent chamber. This step is performed immediately upstream of the point of raffinate withdrawal. Preferably the feed stream to the process is used as the flushing liquid. This flush step eliminates the passage of a quantity of the raffinate material into the adsorbent chamber when the process conduit is subsequently used to charge the feed stream to the adsorbent chamber.
    Type: Grant
    Filed: February 9, 1998
    Date of Patent: June 15, 1999
    Assignee: UOP LLC
    Inventor: Robert J.L. Noe
  • Patent number: 5900523
    Abstract: Metaxylene is recovered from admixture with other C.sub.8 aromatic hydrocarbons including orthoxylene by liquid phase adsorptive separation using a sodium exchanged Y zeolite as the adsorbent. Performance is improved by maintaining the adsorbent in a narrow range of temperature and hydration. These conditions allow the metaxylene to be recovered in a single raffinate process without costly prefractionation for orthoxylene removal. A novel desorbent, indane, is also disclosed.
    Type: Grant
    Filed: August 8, 1997
    Date of Patent: May 4, 1999
    Assignee: UOP LLC
    Inventor: Santi Kulprathipanja
  • Patent number: 5884777
    Abstract: Disclosed is a method for the adsorptive separation by utilizing an improved simulated moving bed. This invention provides an improved formula for the calculation of primary flush flowrate by correspondingly associating the primary flush flowrate with each connection line by introducting a volume factor and carring out sequential control so as to reduce the amount of the flush stream and increase product purity and yield.
    Type: Grant
    Filed: June 4, 1997
    Date of Patent: March 23, 1999
    Assignee: Yangzi Petro-Chemical Corp. Sinopec
    Inventors: Weizhong Pan, Yubing Wang, Wen Zhou, Yousong Li, Yusong Xue, Weimin Chen
  • Patent number: 5866740
    Abstract: Para-xylene is produced from a paraselective toluene disproportionation reactor, effluent is distilled to eliminate toluene and benzene in at least 2 distillation columns, and the xylenes are crystallized at least once at between +10.degree. C. and -30.degree. C. The separated mother liquor is adsorbed on a zeolitic sieve in the presence of toluene in a simulated moving bed. This latter produces a raffinate containing toluene which is depleted in para-xylene which is distilled in a distillation column, and an extract which is enriched in para-xylene and contains toluene, which is recycled. The para-xylene crystals are purified by washing with toluene and distillation or by partial melting followed by washing with molten high purity para-xylene.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: February 2, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Paul Mikitenko, Gerard Paul Hotier
  • Patent number: 5849981
    Abstract: The cost of separating para-xylene from other xylene isomers and C.sub.9 aromatics by adsorption on zeolitic molecular sieves is reduced by the use of 1,4 diisopropylbenzene as a relatively high boiling desorbent. The desorbent has surprisingly high strength and selectivity characteristics with the preferred desorbent. The preferred adsorbent is an X zeolite containing barium or both barium and potassium ions at exchangeable cationic sites. The para-xylene components are selectively adsorbed onto the adsorbent. The non-adsorbed feed is then removed from the adsorbent and the para-xylene recovered by desorption.
    Type: Grant
    Filed: June 25, 1997
    Date of Patent: December 15, 1998
    Assignee: UOP LLC
    Inventor: Santi Kulprathipanja
  • Patent number: 5763714
    Abstract: A mixed aromatic stream is hydrotreated to remove olefins and fractionated to separate C.sub.9 + heavies in a distillation column reactor and the C.sub.8 and lighter material is fed to a selective adsorption unit where the para-xylene is removed. The para-xylene depleted raffinate therefrom may be subjected to isomerization to form additional para-xylene. The effluent from the isomerization can be fed to the distillation column reactor for hydrogenation of any olefins formed during the isomerization or directly to the adsorption unit.
    Type: Grant
    Filed: January 8, 1997
    Date of Patent: June 9, 1998
    Assignee: Catalytic Distillation Technologies
    Inventors: Thomas P. Hickey, Dennis Hearn, Hugh M. Putman
  • Patent number: 5629467
    Abstract: To continuously produce and separate high purity p-xylene from a C.sub.8 aromatic hydrocarbon charge, successive use is made in combination of (1) a stage of separating low-purity p-xylene (75 to 98%) by simulated moving bed adsorption chromatography, with a ratio for the solvent to charge flow rates of 1.2 to 2.5; (2) a stage of purifying and washing the low-purity p-xylene by recrystallization (-25.degree. to +10.degree. C.); (3) a stage of catalytic isomerization of the charge which has been p-xylene-depleted by the separating stage (1); and recovering an isomerate which is then recycled to the charge. The solvent for desorption in stage (1) and washing in stage (2) is advantageously toluene.
    Type: Grant
    Filed: March 27, 1995
    Date of Patent: May 13, 1997
    Assignee: Institut Francais du Petrole
    Inventors: Gerard Hotier, Claude Roux Guerraz, Than Nguyen Thanh
  • Patent number: 5495061
    Abstract: The cost of separating para-xylene from other xylene isomers and C.sub.9 aromatics by adsorption on zeolitic molecular sieves is reduced by the use of certain relatively high boiling desorbents including 1,4 diisopropylbenzene. Preferably the adsorbent is an X zeolite adsorbent containing barium or both barium and potassium ions at exchangeable cationic sites. The para-xylene components are selectively adsorbed onto the adsorbent. The non-adsorbed feed is then removed from the adsorbent and the para-xylene recovered by desorption. Any C.sub.9 aromatic hydrocarbons and the other xylene isomers in the raffinate can be separated from these heavy desorbents by fractionation of the raffinate and the desorbent can be recycled to the process.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: February 27, 1996
    Assignee: UOP
    Inventor: Santi Kulprathipanja
  • Patent number: 5453560
    Abstract: Ethylbenzene is recovered from a mixture of C.sub.8 aromatic hydrocarbons including xylenes by adsorptive separation in a narrow temperature range using a cesium exchanged X zeolite as the adsorbent. A mixture of diethylbenzene and toluene is the preferred desorbent.
    Type: Grant
    Filed: May 20, 1994
    Date of Patent: September 26, 1995
    Assignee: UOP
    Inventor: Santi Kulprathipanja
  • Patent number: 5414191
    Abstract: According to the method of the invention, it is possible to separate and selectively remove alkyltetralins coexisting in a small amount in a LAB mixture which is an intermediate raw material for surfactants for detergents, the method conveniently being carried out in a continuous manner using a solid adsorbent.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: May 9, 1995
    Assignees: NKK Corporation, Vista Chemical Company
    Inventors: Seiji Aoki, Tomonori Kato, Hiroaki Taniguchi, Hidetosi Morotomi, Masami Ono
  • Patent number: 5382747
    Abstract: Metaxylene is recovered from a mixture of C.sub.8 aromatic hydrocarbons including other xylenes by liquid phase adsorptive separation using a sodium or sodium and lithium exchanged Y zeolite as the adsorbent. Performance is improved by maintaining the adsorbent in a narrow range of temperature and hydration. Toluene is the preferred desorbent.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: January 17, 1995
    Assignee: UOP
    Inventor: Santi Kulprathipanja