Of Alcohol Or Alcoholate Patents (Class 562/519)
  • Publication number: 20130116470
    Abstract: A production process of acetic acid comprises a reaction step for continuously allowing at least one member selected from the group consisting of methanol, dimethyl ether, and methyl acetate to react with carbon monoxide in a catalyst system comprising a rhodium catalyst, an iodide salt, and methyl iodide in the presence of acetic acid and water in a plant compromising a reactor 1; a flasher 2; and a distillation column 3; wherein part of the vaporized stream is introduced into a heat exchanger 7. The process achieves a production of acetic acid with a high purity in a resource-saving and energy-saving equipment by efficiently removing a reaction heat even in a large-sized plant.
    Type: Application
    Filed: July 11, 2011
    Publication date: May 9, 2013
    Applicant: DAICEL CORPORATION
    Inventors: Hiroyuki Miura, Masahiko Shimizu, Takashi Ueno, Kazuo Yamaguchi, Kensuke Goto
  • Patent number: 8431740
    Abstract: Disclosed is a method for controlling the decanter phase separation of an acetic acid production by methanol carbonylation. The method comprises measuring the methyl acetate concentration of the reactor mixture, calculating the density of the decanter heavy, organic phase according to the measured methyl acetate concentration, and adjusting the conditions in the reactor or in the decanter to ensure phase separation of the decanter.
    Type: Grant
    Filed: July 21, 2010
    Date of Patent: April 30, 2013
    Assignee: Equistar Chemicals, LP
    Inventors: Noel Hallinan, Michael E. Fitzpatrick, John D. Hearn, Miraj S. Patel
  • Publication number: 20130102810
    Abstract: A carbonylation process for making acetic acid using a metallic co-catalyst composition, effective as a rhodium stabilizer and/or rate promoter, at molar ratios of metal/rhodium of about 0.5 to 40. The process includes reacting methanol with carbon monoxide in the presence of a rhodium-based catalytic metal complex with about 1 to 20 weight percent methyl iodide, less than about 8 weight % water and about 0.5 to about 30 weight percent methyl acetate. The crude acetic acid is flashed and further purified. This process is stable in the absence of a lithium iodide cocatalyst, or in low concentrations of lithium iodide, with an STY greater than 10 mol/L/hr.
    Type: Application
    Filed: December 4, 2012
    Publication date: April 25, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: CELANESE INTERNATIONAL CORPORATION
  • Publication number: 20130102809
    Abstract: A carbonylation process for making acetic acid uses a metallic co-catalyst composition effective as a rhodium stabilizer and rate promoter at molar ratios of metal/rhodium of from about 0.5 to 30. A preferred process includes: (a) reacting methanol with a carbon monoxide feedstock in a rhodium-based catalytic reaction mixture having: (i) a rhodium catalyst metal, (ii) methyl iodide maintained from about 1 to 20 weight percent, (iii) a lithium iodide co-catalyst, (iv) a metallic co-catalyst composition, (v) water maintained from 0.1 weight percent to less than 8 weight percent, (vi) methyl acetate maintained from about 0.5 to about 30 weight percent, and (vii) acetic acid; (b) flashing crude acetic acid from the reaction mixture; and (c) purifying the crude acetic acid. This process achieves stability and a STY greater than 10 mol/L/hr, with substantially less than a theoretically equivalent inorganic iodide content corresponding to the metallic co-catalyst and lithium iodide.
    Type: Application
    Filed: December 4, 2012
    Publication date: April 25, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: Celanese International Corporation
  • Patent number: 8426633
    Abstract: Process for the manufacture of at least one of acetic acid and methyl acetate by carbonylating at least one carbonylatable reactant selected from methanol, dimethyl ether and dimethyl carbonate with carbon monoxide in the presence of a zeolite of structure type MOR. The zeolite has greater than 50% of its crystals in the size range to 3 microns.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: April 23, 2013
    Assignee: BP Chemicals Limited
    Inventors: Avelino Corma Canos, Gordon John Haining, David John Law
  • Publication number: 20130096341
    Abstract: A methanol carbonylation system 10 includes an absorber tower 75 adapted for receiving a vent gas stream and removing methyl iodide therefrom with a scrubber solvent, the absorber tower being coupled to first and second scrubber solvent sources 16, 56 which are capable of supplying different first and second scrubber solvents. A switching system including valves 90, 92, 94, 96, 98 alternatively provides first or second scrubber solvents to the absorber tower and returns the used solvent and sorbed material to the carbonylation system to accommodate different operating modes.
    Type: Application
    Filed: November 20, 2012
    Publication date: April 18, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: Celanese International Corporation
  • Publication number: 20130066107
    Abstract: A process for producing acetic acid comprising the steps of reacting carbon monoxide and at least one of methanol and a methanol derivative in a first reactor under conditions effective to produce a crude acetic acid product; separating the crude acetic acid product into at least one derivative stream, at least one of the at least one derivative stream comprising residual carbon monoxide; and reacting at least a portion of the residual carbon monoxide with at least one of methanol and a methanol derivative over a metal catalyst in a second reactor to produce additional acetic acid. Preferably the second reactor is a homogeneous reactor and a reactor carbon monoxide partial pressure is less than 1.05 MPa.
    Type: Application
    Filed: February 8, 2012
    Publication date: March 14, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: G. Paull Torrence, Brian W. Hokkanen, Ronald David Shaver
  • Patent number: 8394988
    Abstract: A process for producing acetic acid comprising the steps of reacting carbon monoxide and at least one of methanol and a methanol derivative in a first reactor under conditions effective to produce a crude acetic acid product; separating the crude acetic acid product into at least one derivative stream, at least one of the at least one derivative stream comprising residual carbon monoxide; and reacting at least a portion of the residual carbon monoxide with at least one of methanol and a methanol derivative over a metal catalyst in a second reactor to produce additional acetic acid.
    Type: Grant
    Filed: September 28, 2010
    Date of Patent: March 12, 2013
    Assignee: Celanese International Corporation
    Inventors: G. Paull Torrence, Brian W. Hokkanen, Michael O. Nutt, Tianshu Pan, Ronald David Shaver
  • Patent number: 8394987
    Abstract: The invention is a method of removing methyl iodide from an alkane distillation bottoms stream of an acetic acid production process. The method comprises contacting the alkane distillation bottoms stream in the liquid phase with a phosphine or a phosphine-functionalized support, and recovering a treated alkane distillation bottoms stream having a reduced methyl iodide content.
    Type: Grant
    Filed: June 17, 2010
    Date of Patent: March 12, 2013
    Assignee: Lyondell Chemical Technology, L.P.
    Inventors: Noel C. Hallinan, Brian A. Salisbury, Wayne J. Brtko
  • Patent number: 8378141
    Abstract: The present invention is directed to a method of heating a light ends column through directing one or more vapor side streams from a drying column to the light ends column. The present invention is also directed to a carbonylation process for producing acetic acid, wherein one or more vapor streams from a drying column provide the external energy required to drive separation in the light ends column.
    Type: Grant
    Filed: August 16, 2010
    Date of Patent: February 19, 2013
    Assignee: Celanese International Corporation
    Inventors: Raymond J. Zinobile, Ronald David Shaver
  • Patent number: 8329944
    Abstract: A carbonylation process for producing acetic acid including: (a) carbonylating methanol or its reactive derivatives in the presence of a Group VIII metal catalyst and methyl iodide promoter to produce a liquid reaction mixture including acetic acid, water, methyl acetate and methyl iodide; (b) feeding the liquid reaction mixture at a feed temperature to a flash vessel which is maintained at a reduced pressure; (c) heating the flash vessel while concurrently flashing the reaction mixture to produce a crude product vapor stream, wherein the reaction mixture is selected and the flow rate of the reaction mixture fed to the flash vessel as well as the amount of heat supplied to the flash vessel is controlled such that the temperature of the crude product vapor stream is maintained at a temperature less than 90° F.
    Type: Grant
    Filed: September 23, 2010
    Date of Patent: December 11, 2012
    Assignee: Celanese International Corporation
    Inventor: Jeremy J. Patt
  • Patent number: 8329606
    Abstract: Process for the in-situ regeneration of a zeolite catalyst in a carbonylation process for the production of at least one of methyl acetate and acetic acid. The process is carried out by (a) contacting a carbonylatable reactant selected from methanol, dimethyl ether and dimethyl carbonate and carbon monoxide in a reactor with a zeolite catalyst and recovering a product stream containing at least one of methyl acetate and acetic acid from the reactor, (b) ceasing contact of the catalyst with the carbonylatable reactant, (c) regenerating the catalyst with a regenerating gas selected from hydrogen or a mixture of hydrogen and carbon monoxide at a temperature in the range 250 to 600 C, and (d) terminating the hydrogen regenerating step and resuming contact of the catalyst with the carbonylatable reactant and carbon monoxide.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: December 11, 2012
    Assignee: BP Chemicals Limited
    Inventors: Edo Johann Becker, Evert Jan Ditzel, Harry Kaiser, George Ernest Morris, Mark Stephen Roberts, Stephan Andreas Schunk, Martin Smit, John Glenn Sunley
  • Publication number: 20120310009
    Abstract: The disclosure relates to a process in which methanol is carbonylated in a reaction zone in the presence of a catalyst to obtain a reaction mixture (A) comprising acetic acid, hydrogen iodide, methyl iodide, water and the catalyst. At least a part of the reaction mixture (A) is withdrawn from the reaction zone. The withdrawn part of the reaction mixture (A) is introduced into a flash zone where it is brought into contact with an alkylimidazolium iodide to form a secondary mixture (B), and where the secondary mixture (B) is separated to obtain a vapor stream (BV) which comprises the acetic acid, water and methyl iodide, and a liquid stream (BL) which comprises the catalyst, the alkylimidazolium iodide and hydrogen iodide. The vapor stream (BV) is processed to purify the acetic acid, and the liquid stream (BL) is recycled to the reaction zone.
    Type: Application
    Filed: May 31, 2011
    Publication date: December 6, 2012
    Applicant: Lyondell Chemical Company
    Inventors: Noel C. Hallinan, Brian Salisbury, Wayne Joseph Brtko
  • Patent number: 8318977
    Abstract: A methanol carbonylation system 10 includes an absorber tower 75 adapted for receiving a vent gas stream and removing methyl iodide therefrom with a scrubber solvent, the absorber tower being coupled to first and second scrubber solvent sources 16, 56 which are capable of supplying different first and second scrubber solvents. A switching system including valves 90, 92, 94, 96, 98 alternatively provides first or second scrubber solvents to the absorber tower and returns the used solvent and sorbed material to the carbonylation system to accommodate different operating modes.
    Type: Grant
    Filed: April 23, 2009
    Date of Patent: November 27, 2012
    Assignee: Celanese International Corporation
    Inventors: Raymond J. Zinobile, Tommy W. Doggett, Lun-kuang Liu
  • Publication number: 20120283472
    Abstract: The invention relates to processes for removing aromatics from the reactants that are fed to a carbonylation reactor. The aromatics are removed using a guard bed that comprises an adsorbent.
    Type: Application
    Filed: May 3, 2012
    Publication date: November 8, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: G. Paull Torrence, Ronald David Shaver, Yaw-Hwa Liu
  • Publication number: 20120283471
    Abstract: A process for removing amine compounds from a process stream derived from a carbonylation process. The amine compounds may be present as iodide salts. The process stream also contains corrosion metal contaminants. The amine compounds are removed by mixing a portion of the process stream a slipstream to form an aqueous stream having a water concentration of greater than 50 wt. %. The aqueous stream is contacted with an exchange resin to remove amine compounds, as well as corrosion metal contaminants.
    Type: Application
    Filed: May 5, 2011
    Publication date: November 8, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: G. Paull Torrence, Brian Hokkanen, Yaw-Hwa Liu
  • Publication number: 20120264971
    Abstract: The disclosure relates to a process in which methanol is carbonylated in a reaction zone in the presence of a catalyst to obtain a reaction mixture (A) comprising acetic acid, hydrogen iodide, methyl iodide, water and the catalyst. At least a part of the reaction mixture (A) is separated in a flash zone to obtain a vapor stream (BV) which comprises acetic acid, hydrogen iodide, methyl iodide and water. The vapor stream (BV) is withdrawn from the flash zone, and the withdrawn vapor stream is then reacted with at least one alkylimidazole to obtain a composition (C) from which acetic acid is separated. By reacting the vapor stream (BV) with the alkylimidazole at least parts of the hydrogen iodide and methyl iodide contained in (BV) are bound in form of iodide salts which significantly facilitates the separation of crude acetic acid from the vapor stream (BV) and the further purification of the crude acetic acid.
    Type: Application
    Filed: April 15, 2011
    Publication date: October 18, 2012
    Inventors: NOEL C. HALLINAN, Brian Salisbury, Wayne Joseph Brtko
  • Patent number: 8283493
    Abstract: Process for the production of acetic acid by (a) introducing methanol, methyl acetate, dimethyl ether and/or methyl iodide and carbon monoxide into a first reaction zone containing a liquid reaction composition comprising a carbonylation catalyst, optionally a carbonylation catalyst promoter, methyl iodide, methyl acetate, acetic acid and water, (b) withdrawing at least a portion of the liquid reaction composition together with dissolved and/or entrained carbon monoxide and other gases from the first reaction zone, (c) passing at least a portion of the withdrawn liquid reaction composition to a second reaction zone, wherein at least a portion of the dissolved and/or entrained carbon monoxide is consumed, (d) passing at least a portion of the liquid reaction composition from the second reaction zone into a flash separation zone to form a vapor fraction, which comprises acetic acid, methyl iodide, methyl acetate and low pressure off-gas, comprising carbon monoxide; and a liquid fraction, which comprises carbony
    Type: Grant
    Filed: February 11, 2009
    Date of Patent: October 9, 2012
    Assignee: BP Chemicals Limited
    Inventors: Clive Richard Breeden, Simon Frederick Thomas Froom, Sean Anthony Hennigan, Stephen James Smith
  • Publication number: 20120220801
    Abstract: A method for determining the characteristic of one or more components in a step of an acetic acid production process using Raman spectroscopy. The process includes providing a feed stream comprising multiple components to a separations unit, one of the components being acetic acid, the separations unit separating the feed stream into two or more exit streams having a different composition from one another, and measuring a characteristic of one or more of the components by Raman spectroscopic analysis.
    Type: Application
    Filed: February 28, 2011
    Publication date: August 30, 2012
    Applicant: LYONDELL CHEMICAL TECHNOLOGY, L.P.
    Inventors: Brian A. SALISBURY, Noel C. HALLINAN
  • Patent number: 8247607
    Abstract: Process for carbonylating an alcohol or reactive derivative thereof, by (a) feeding one or more feed streams to a reaction zone, at least one feed stream containing an alcohol or reactive derivative thereof, and at least one feed stream contains CO, (b) maintaining in the reaction zone a temperature and pressure sufficient to allow an exothermic carbonylation reaction to occur to produce a carboxylic acid or carboxylic acid anhydride, (c) removing one or more product streams containing carboxylic acid or carboxylic acid anhydride from the reaction zone, and (d) transferring heat contained in one or more product streams to a first heat-exchange stream. Heat is transferred from a second heat-exchange stream to a feed stream of step (a) before the feed stream is fed to the reaction zone, and the temperature of the second heat-exchange stream before heat transfer is lower than that of the one or more product streams.
    Type: Grant
    Filed: November 22, 2006
    Date of Patent: August 21, 2012
    Assignee: BP Chemicals Limited
    Inventors: Richard Beavis, Sean Anthony Hennigan, Michael James Muskett
  • Publication number: 20120202986
    Abstract: Herein disclosed is an apparatus having a first porous rotor positioned about an axis of rotation, wherein the first porous rotor comprises a first catalyst; an outer casing, wherein the outer casing and the first porous rotor are separated by an annular space; and a motor configured for rotating the first porous rotor about the axis of rotation.
    Type: Application
    Filed: April 13, 2012
    Publication date: August 9, 2012
    Applicant: H R D CORPORATION
    Inventors: Abbas Hassan, Rayford G. Anthony, Aziz Hassan
  • Publication number: 20120157710
    Abstract: Eductor mixers are used to mix the reaction medium in a carbonylation reactor. A portion of the reaction solution withdrawn from the reactor and directed through a pump around loop. The pump around loop is fed back to the reactor through the eductor mixers. In addition, a pump around loop may pass through one or more steam generators and/or heat exchangers.
    Type: Application
    Filed: December 16, 2010
    Publication date: June 21, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Raymond Zinobile, Michael Lakin, Ashok Rakhe, Ronald Shaver
  • Patent number: 8198476
    Abstract: A process for the production of acetic acid by the liquid phase carbonylation of an alcohol and/or a reactive derivative thereof in which there is employed a catalyst comprising a complex of rhodium or iridium with a pincer ligand.
    Type: Grant
    Filed: May 23, 2008
    Date of Patent: June 12, 2012
    Assignee: BP Chemicals Limited
    Inventors: Emma Louise Carrington-Smith, David John Law, Paul Gerard Pringle, John Glenn Sunley
  • Publication number: 20120130123
    Abstract: A method for producing acetic acid at increased production rates. The method may include a heat transfer system for generating a steam product from the heat of the reaction. In addition, the method may include multiple drying columns. The steam product may be integrated with at least one of the multiple drying columns.
    Type: Application
    Filed: November 19, 2010
    Publication date: May 24, 2012
    Applicant: Celanese International Corporation
    Inventor: Raymond J. Zinobile
  • Publication number: 20120123157
    Abstract: Formic acid manufacturing system and method of manufacturing formic acid. The formic acid manufacturing system includes a reactor, a first separation device, a second separation device, a reactive distillation device and a third separation device. Methyl formate is produced in the reactor by processing a conbonylation reaction of external carbon monoxide and methanol. Water is added into the reactive distillation device externally, and formic acid and methanol is produced in the reactive distillation device by hydrolyzing methyl formate with water. A formic acid solution is obtained from an output of the third separation device.
    Type: Application
    Filed: November 11, 2010
    Publication date: May 17, 2012
    Applicant: National Taiwan University
    Inventors: Hsiao-Ping HUANG, Ming-Jer Lee, Hao-Yen Lee, Jyun-Hong Chen
  • Patent number: 8173076
    Abstract: An improved apparatus and method of producing acetic acid includes condensing overhead vapor to provide reflux to the light ends column as well as condensing vapor from a central portion of the light ends column to increase capacity. Throughput or load on the light ends column is substantially reduced without compromising product quality.
    Type: Grant
    Filed: June 23, 2011
    Date of Patent: May 8, 2012
    Assignee: Celanese International Corporation
    Inventors: Nathan Kirk Powell, Nathan Jeremy Nagel, Fred Ronald Olsson, Wayne David Picard, Ronald David Shaver, Ismael Torres Tejeda
  • Patent number: 8168822
    Abstract: A method of making acetic acid includes: (a) catalytically reacting methanol or a reactive derivative thereof with carbon monoxide in the presence of a homogeneous Group VIII metal catalyst and a methyl iodide promoter in a reactor vessel in a liquid reaction mixture including acetic acid, water, methyl acetate, methyl iodide and homogeneous catalyst, the reactor vessel being operated at a reactor pressure; (b) withdrawing reaction mixture from the reaction vessel and feeding the withdrawn reaction mixture along with additional carbon monoxide to a pre-flasher/post reactor vessel operated at a pressure below the reactor vessel pressure; (c) venting light ends in the pre-flasher vessel and concurrently consuming methyl acetate in the pre-flasher/post reactor vessel.
    Type: Grant
    Filed: July 7, 2009
    Date of Patent: May 1, 2012
    Assignee: Celanese International Corporation
    Inventor: Mark O. Scates
  • Publication number: 20120101298
    Abstract: A process for the production of acetic acid and/or methyl acetate by carbonylating methanol and/or reactive derivatives thereof with carbon monoxide in the presence of a catalyst which is a mordenite which has been treated with an aqueous basic solution containing at least one of aluminate ions and gallate ions and has a silica:X2O3 molar ratio (wherein X is A1 and/or Ga) of at least 12:1.
    Type: Application
    Filed: May 6, 2010
    Publication date: April 26, 2012
    Inventors: Evert Jan Ditzel, Bogdan Costin Gagea
  • Publication number: 20120095259
    Abstract: Disclosed is a method for controlling an acetic acid production process. The method comprises: (i) reacting methanol and carbon monoxide in the presence of a carbonylation catalyst, a catalyst stabilizer, methyl iodide, water, and methyl acetate to produce a reactor mixture which comprises the catalyst, the catalyst stabilizer, methanol, carbon monoxide, carbon dioxide, methyl iodide, methyl acetate, water, and acetic acid; (ii) measuring the concentration of a component of the reactor mixture by Raman spectroscopic analysis; and (iii) adjusting the component concentration in the reactor mixture in response to the measured concentration. The method of the invention is particularly useful for measuring and controlling the concentration of carbon monoxide in the reactor liquid mixture.
    Type: Application
    Filed: October 18, 2010
    Publication date: April 19, 2012
    Applicant: Lyondell Chemical Technology, L.P.
    Inventors: Brian A. Salisbury, Noel C. Hallinan
  • Patent number: 8158815
    Abstract: A process for the carbonylation of dimethyl ether, dimethyl carbonate and/or methanol with carbon monoxide and hydrogen in the presence of a mordenite catalyst to produce at least one of acetic acid and methyl acetate in which process the mordenite catalyst is regenerated in-situ by contacting the catalyst with a regenerating gas comprising a molecular oxygen-containing gas and an inert diluent at a total pressure in the range 1 to 100 bar and wherein the partial pressure of the molecular oxygen-containing gas is such that the temperature of the catalyst is maintained within the range 225 to 325° C.
    Type: Grant
    Filed: December 16, 2008
    Date of Patent: April 17, 2012
    Assignee: BP Chemicals Limited
    Inventors: Evert Jan Ditzel, David John Law, George Ernest Morris, Mark Stephen Roberts, Stephan Andreas Schunk, Martin Smit, John Glenn Sunley
  • Publication number: 20120088929
    Abstract: This invention relates to processes for producing acetic acid from carbon monoxide and, in particular, to improved processes, wherein at least one reactant is fed upstream of a reactor recycle pump and/or to a pump-around loop.
    Type: Application
    Filed: October 12, 2010
    Publication date: April 12, 2012
    Applicant: Celanese International Corporation
    Inventors: G. Paull Torrence, Raymond J. Zinobile
  • Publication number: 20120083623
    Abstract: The present invention is to a process for producing acetic acid comprising the step of reacting a carbon monoxide feed and methanol and/or a methanol derivative in a first reactor to produce a crude acetic acid product. The carbon monoxide may comprise less than 99.5 mol % carbon monoxide. The process further comprises the step of purging a carbon monoxide purge stream comprising a first amount of residual carbon monoxide and one or more impurities. Preferably, the first amount is greater than 20 mol %. The process further comprises the step of separating the crude acetic acid product into at least one derivative stream comprising a second amount of residual carbon monoxide. The process further comprises the step of reacting at least a portion of the second amount of residual carbon monoxide and methanol and/or a methanol derivative in a second reactor to produce additional acetic acid.
    Type: Application
    Filed: September 13, 2011
    Publication date: April 5, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Brian W. Hokkanen, Michael Nutt, Tianshu Pan, Ronald David Shaver, G. Paull Torrence
  • Publication number: 20120078005
    Abstract: A process for the production of acetic acid and/or methyl acetate by the carbonylation of methanol, methyl acetate and/or dimethyl ether with carbon monoxide in the presence of a desilicated mordenite catalyst.
    Type: Application
    Filed: May 6, 2010
    Publication date: March 29, 2012
    Applicant: BP CHEMICALS LIMITED
    Inventors: Gareth Gerald Armitage, Bogdan Costin Gagea, David John Law, John Glenn Sunley
  • Publication number: 20120078011
    Abstract: The present invention relates to improved processes for the manufacture of acetic acid. A pump around reactor is used to produce additional heat for the production of steam. The pump around reactor receives a portion of the reaction solution produced by the carbonylation reactor and further reacts that portion with additional carbon monoxide and/or reactants.
    Type: Application
    Filed: September 24, 2010
    Publication date: March 29, 2012
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: Raymond J. Zinobile
  • Publication number: 20120078012
    Abstract: A process for producing acetic acid comprising the steps of reacting carbon monoxide and at least one of methanol and a methanol derivative in a first reactor under conditions effective to produce a crude acetic acid product; separating the crude acetic acid product into at least one derivative stream, at least one of the at least one derivative stream comprising residual carbon monoxide; and reacting at least a portion of the residual carbon monoxide with at least one of methanol and a methanol derivative over a metal catalyst in a second reactor to produce additional acetic acid.
    Type: Application
    Filed: September 28, 2010
    Publication date: March 29, 2012
    Applicant: Celanese International Corporation
    Inventors: G. Paull Torrence, Brian W. Hokkanen, Michael O. Nutt, Tianshu Pan, Ronald David Shaver
  • Publication number: 20120053360
    Abstract: A process for the production of at least one carbonylation product selected from acetic acid and methyl acetate by carbonylating at least one carbonylatable reactant selected from methanol and reactive derivatives thereof with carbon monoxide in the presence of a catalyst which is a mordenite which has been treated with an aqueous ammonium hydroxide solution and has a silica:alumina molar ratio of at least 10:1.
    Type: Application
    Filed: May 6, 2010
    Publication date: March 1, 2012
    Inventors: Evert Jan Ditzel, Bogdan Costin` Gagea
  • Publication number: 20120041230
    Abstract: The present invention is directed to a method of heating a light ends column through directing one or more vapor side streams from a drying column to the light ends column. The present invention is also directed to a carbonylation process for producing acetic acid, wherein one or more vapor streams from a drying column provide the external energy required to drive separation in the light ends column.
    Type: Application
    Filed: August 16, 2010
    Publication date: February 16, 2012
    Applicant: Celanese International Corporation
    Inventors: Raymond J. Zinobile, Ronald David Shaver
  • Publication number: 20120022289
    Abstract: Disclosed is a method for controlling the decanter phase separation of an acetic acid production by methanol carbonylation. The method comprises measuring the methyl acetate concentration of the reactor mixture, calculating the density of the decanter heavy, organic phase according to the measured methyl acetate concentration, and adjusting the conditions in the reactor or in the decanter to ensure phase separation of the decanter.
    Type: Application
    Filed: July 21, 2010
    Publication date: January 26, 2012
    Inventors: Noel Hallinan, Michael E. Fitzpatrick, John D. Hearn, Miraj S. Patel
  • Patent number: 8101796
    Abstract: Process for producing acetic acid by carbonylating methanol and/or a reactive derivative thereof with carbon monoxide in at least one carbonylation reaction zone containing a liquid reaction composition containing an iridium carbonylation catalyst, methyl iodide co-catalyst, a finite concentration of water, acetic acid, methyl acetate. Indium and rhenium are present as promoters.
    Type: Grant
    Filed: January 10, 2007
    Date of Patent: January 24, 2012
    Assignee: BP Chemicals Limited
    Inventors: Andrew John Miller, Marc John Payne
  • Publication number: 20120010371
    Abstract: According to a method for producing acetic acid by carbonylation of methanol characterized in that an acid having an acid dissociation constant (pKa) smaller than the constant of acetic acid is allowed to be present in the reaction system, acetic acid can be produced by the reaction of methanol and carbon monoxide in a reaction liquid in the presence of a solid catalyst containing rhodium and alkyl iodide, to achieve an enhanced reaction rate of carbonylation of methanol in producing acetic acid in the region at a high carbonylation degree (Ca>0.8 mol/mol) for more efficient production of acetic acid.
    Type: Application
    Filed: February 8, 2011
    Publication date: January 12, 2012
    Applicant: CHIYODA CORPORATION
    Inventors: Zhixiong You, Takeshi Minami, Chunji Yin, Yoichi Umehara, Tetsuro Matsumura, Chikako Hashimoto, Yasuo Hosono
  • Patent number: 8088832
    Abstract: A method and apparatus for synthesizing ethanol using synthetic routes via synthesis gas are disclosed. A method and apparatus for gasifying biomass, such as biomass, in a steam gasifier that employs a fluidized bed and heating using hot flue gases from the combustion of synthesis gas is described. Methods and apparatus for converting synthesis gas into ethanol are also disclosed, using stepwise catalytic reactions to convert the carbon monoxide and hydrogen into ethanol using catalysts including iridium acetate.
    Type: Grant
    Filed: April 5, 2007
    Date of Patent: January 3, 2012
    Assignee: Woodland Biofuels Inc.
    Inventors: Larry Jack Melnichuk, Karen Venita Kelly, Robert S. Davis
  • Patent number: 8088947
    Abstract: The present invention relates to a method for producing methacrolein and/or methacrylic acid characterized in that the catalyst filling length of a dehydration catalyst layer is 3 to 20% of the catalyst filling length of an oxidation catalyst layer in a method where raw material gas containing gaseous t-butanol is supplied to a fixed-bed multitubular reactor having a dehydration catalyst layer and an oxidation catalyst layer in this order, from the entrance for raw material gas toward the exit, to produce methacrolein and/or methacrylic acid by dehydration reaction and catalytic gas phase oxidation reaction, and the present invention can increase the conventional yield of approximately 80% to 81 to 82% even when a reaction bath temperature is relatively low (approximately 355° C.).
    Type: Grant
    Filed: March 30, 2007
    Date of Patent: January 3, 2012
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Tatsuhiko Kurakami, Toshitake Kojima, Yoshimasa Seo
  • Publication number: 20110313193
    Abstract: The invention is a method of purifying acetic acid containing 15 to 100 ppb iodide compounds. The method comprises contacting the acetic acid in the liquid phase with a phosphine-functionalized support, and recovering a purified acetic acid product having 10 ppb, or less, iodide compounds.
    Type: Application
    Filed: June 17, 2010
    Publication date: December 22, 2011
    Inventors: Noel C. Hallinan, Brian A. Salisbury, Wayne J. Brtko
  • Patent number: 8076508
    Abstract: A process for producing acetic acid is disclosed. The process comprises carbonylating methanol to form a reaction mixture and flashing the reaction mixture to form a vapor stream and a liquid stream. The flash tank is equipped with a distillation column. The vapor stream comprises acetic acid and other volatile components but essentially no catalyst. The liquid stream comprises the catalyst and sufficient amounts of water and acetic acid to carry and stabilize the catalyst. The liquid stream is recycled to the carbonylation and the vapor stream is subjected to further separation to produce essentially pure acetic acid.
    Type: Grant
    Filed: December 8, 2008
    Date of Patent: December 13, 2011
    Assignee: Lyondell Chemical Technology
    Inventors: Wayne J. Brtko, Michael E. Fitzpatrick
  • Patent number: 8076507
    Abstract: An improvement of the methanol carbonylation process for manufacturing acetic acid is disclosed. Specifically disclosed is a method for reducing the formation of alkyl iodides and C3-8 carboxylic acids by removing permanganate reducing compounds (“PRC's”) from the light phase of the condensed light ends overhead stream, including (a) distilling the light phase to yield a PRC enriched overhead stream; and (b) extracting the third overhead stream with water in at least two consecutive stages and separating therefrom one or more aqueous streams containing PRC?s.
    Type: Grant
    Filed: April 20, 2007
    Date of Patent: December 13, 2011
    Assignee: Celanese International Corporation
    Inventors: Mark O. Scates, David A. Trueba, Raymond J. Zinobile
  • Patent number: 8076506
    Abstract: A process for reducing the aldehyde concentration in a target stream of a carbonylation process is disclosed. More specifically, a process for reducing the aldehyde concentration in an internal process stream or feed stream of a carbonylation process is disclosed. In particular, a process in which a target stream comprising a carbonylatable reactant and a first aldehyde concentration is subjected to a reaction comprising a supported catalyst that comprises at least one Group 8 to Group 11 metal at conditions sufficient to reduce the first aldehyde concentration to a second aldehyde concentration is disclosed.
    Type: Grant
    Filed: April 3, 2007
    Date of Patent: December 13, 2011
    Assignee: Celanese International Corporation
    Inventors: Barbara F. M. Kimmich, Jeremy J. Patt, Mark O. Scates, Ronald D. Shaver, James H. Zink
  • Patent number: 8062482
    Abstract: A method for removing acetaldehyde from a mixture of methyl acetate, methanol and acetaldehyde includes: (a) feeding the mixture of methyl acetate, methanol and acetaldehyde to a distillation column; (b) distilling the feed mixture of methyl acetate methanol and acetaldehyde at a pressure of 10 psig or more to generate an overhead vapor stream enriched in acetaldehyde as compared with the feed mixture and a residue stream depleted in acetaldehyde as compared with the feed mixture; and (c) withdrawing the residue stream depleted in acetaldehyde from the distillation column.
    Type: Grant
    Filed: October 30, 2007
    Date of Patent: November 22, 2011
    Assignee: Celanese International Corporation
    Inventor: R. Jay Warner
  • Patent number: 8053600
    Abstract: Process for preparing an aliphatic carboxylic acid having (n+1) carbon atoms, where n is an integer up to 6, and/or an ester or anhydride thereof by contacting an aliphatic alcohol having n carbon atoms and/or a reactive derivative thereof with carbon monoxide under hydrous conditions in the presence of a ferrierite catalyst.
    Type: Grant
    Filed: March 27, 2007
    Date of Patent: November 8, 2011
    Assignee: BP Chemicals Limited
    Inventor: David John Law
  • Publication number: 20110251422
    Abstract: The disclosure relates to a process for the preparation of acetic acid. The process comprises reacting a decanter heavy, organic phase of an acetic acid production process with acetic anhydride to convert acetaldehyde in the decanter heavy, organic phase to ethylidene diacetate and separating it from the decanter heavy, organic phase. Ethylidene diacetate can be hydrolyzed to recover acetic acid.
    Type: Application
    Filed: April 7, 2010
    Publication date: October 13, 2011
    Inventor: Brian A. Salisbury
  • Patent number: 7989659
    Abstract: An improved apparatus and method of producing acetic acid includes condensing overhead vapor to provide reflux to the light ends column as well as condensing vapor from a central portion of the light ends column to increase capacity. Throughput or load on the light ends column is substantially reduced without compromising product quality.
    Type: Grant
    Filed: May 17, 2007
    Date of Patent: August 2, 2011
    Assignee: Celanese International Corporation
    Inventors: Nathan Kirk Powell, Nathan Jeremy Nagel, Fred Ronald Olsson, Wayne David Picard, Ronald David Shaver, Ismael Torres Tejeda