Preparation By Carbonylation Patents (Class 562/517)
  • Patent number: 11959836
    Abstract: The present disclosure provides for analysis systems that are configured to extract a fluid sample from a fluid (e.g., aqueous solution) in a reactor (e.g., bioreactor) at a first rate and then flow the fluid sample to a sensor system at a second rate to analyze the fluid sample. The sensor system can detect the presence and/or concentration of molecules (e.g., biomolecules such as biomarkers (e.g., metabolites, proteins, peptides, cytokines, growth factors, DNA, RNA, lipids) and cells of different types and cell properties, e.g., mechanical stiffness, etc.)). The data obtained can be used by a feedback control system to modify, as needed, the conditions in the reactor to enhance the productively of the reactor.
    Type: Grant
    Filed: August 15, 2019
    Date of Patent: April 16, 2024
    Assignee: Georgia Tech Research Corporation
    Inventors: Andrei G. Fedorov, Mason Chilmonczyk, Peter Arthur Kottke
  • Patent number: 10519089
    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) flashing the reaction mixture to produce a crude product vapor stream.
    Type: Grant
    Filed: October 25, 2018
    Date of Patent: December 31, 2019
    Assignee: Celanese International Corporation
    Inventor: Jeremy J. Patt
  • Patent number: 10428006
    Abstract: A process for stably and safely producing acetic acid without increasing an internal pressure of a distillation column is provided. The process comprises (1) a carbonylation reaction step for allowing methanol to react with carbon monoxide; (2) a flash step for separating the reaction mixture into a volatile phase and a less-volatile phase; (3) a first distillation step for separating the volatile phase into a first overhead and a crude acetic acid stream rich in acetic acid; and (4) a separation step for separating at least acetaldehyde from the first overhead.
    Type: Grant
    Filed: September 21, 2016
    Date of Patent: October 1, 2019
    Assignee: DAICEL CORPORATION
    Inventors: Hiroyuki Miura, Yoshihisa Mizutani
  • Patent number: 10370318
    Abstract: The present invention provides a method for preparing acetic acid by carbonylation of methanol, which comprises: passing a raw material containing methanol, carbon monoxide and water through a reaction region loaded with a catalyst containing an acidic molecular sieve with an adsorbed organic amine, and carrying out a reaction under the following conditions to prepare acetic acid. The method in the present invention offers high acetic acid selectivity and good catalyst stability. The catalyst in the present invention does not contain noble metals such as rhodium or iridium, and does not need additional agent containing iodine, and thus does not generate a strong corrosive hydroiodic acid and the like.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: August 6, 2019
    Assignee: Dalian Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Youming Ni, Wenliang Zhu, Lei Shi, Hongchao Liu, Yong Liu, Zhongmin Liu
  • Patent number: 10173955
    Abstract: A process for producing an acetic acid product having low butyl acetate content via a carbonylation reaction. The carbonylation reaction is carried out at a temperature from 100 to 300° C., a hydrogen partial pressure from 0.3 to 2 atm, and a metal catalyst concentration from 100 to 3000 wppm, based on the weight of the reaction medium. The butyl acetate concentration in the acetic acid product may be controlled by removing acetaldehyde from a stream derived from the reaction medium and/or by adjusting at least one of reaction temperature, hydrogen partial pressure, and metal catalyst concentration.
    Type: Grant
    Filed: August 25, 2017
    Date of Patent: January 8, 2019
    Assignee: CELANESE INTERNATIONAL CORPORATION
    Inventors: Yaw-Hwa Liu, Mark O. Scates
  • Patent number: 9776942
    Abstract: A process for producing an acetic acid product having low butyl acetate content via a carbonylation reaction. The carbonylation reaction is carried out at a temperature from 100 to 300° C., a hydrogen partial pressure from 0.3 to 2 atm, and a metal catalyst concentration from 100 to 3000 wppm, based on the weight of the reaction medium. The butyl acetate concentration in the acetic acid product may be controlled by removing acetaldehyde from a stream derived from the reaction medium and/or by adjusting at least one of reaction temperature, hydrogen partial pressure, and metal catalyst concentration.
    Type: Grant
    Filed: February 12, 2016
    Date of Patent: October 3, 2017
    Assignee: CELANESE INTERNATIONAL CORPORATION
    Inventors: Yaw-Hwa Liu, Mark O. Scates
  • Patent number: 9656939
    Abstract: The present disclosure provides for a method for measuring the concentration of one or more components in the reactor or a separation unit of an acetic acid process by both infrared and Raman spectroscopic analyses. In some embodiments, the conditions in the reactor or in any subsequent step of the acetic acid production process are adjusted in response to the measured concentration of one or more components.
    Type: Grant
    Filed: March 7, 2016
    Date of Patent: May 23, 2017
    Assignee: LyondellBasell Acetyls, LLC
    Inventors: Noel C. Hallinan, Jenny M. Oran Osment, David L. Ramage
  • Patent number: 9464023
    Abstract: The invention relates to a process for the production of 5-formylvaleric acid and adipic acid or esters thereof from an isomeric mixture of pentenoic acid or esters thereof said mixture comprising at least 4-pentenoic acid or esters thereof, and further comprising 3-pentenoic acid and/or 2-pentenoic acid or esters thereof. The process allows for efficient production of two different intermediates for producing polyamide using a single process, with good selectivity, little waste, in an economically efficient fashion. The process is very suitable to use an isomeric pentenoic acid mixture obtained from valerolactone, and can be used to produce renewable polyamide intermediates using a single process.
    Type: Grant
    Filed: January 16, 2014
    Date of Patent: October 11, 2016
    Assignee: DSM IP ASSETS B.V.
    Inventors: Rudy Francois Maria Jozef Parton, Michele Catherine Christianne Janssen, Barthel Engendahl, Johannes Gerardus De Vries
  • Patent number: 9415366
    Abstract: The invention provides systems and processes for concentrating acetic acid and acetic anhydride streams. The systems allow operation of equipment used for such concentrations in two or more modes of operation. At least one mode is intended to produce a concentrated or purified acetic acid stream. At least one other mode is intended to produce a concentrated or purified acetic anhydride stream.
    Type: Grant
    Filed: March 14, 2013
    Date of Patent: August 16, 2016
    Assignee: Eastman Chemical Company
    Inventors: Gregory Abbott Wellman, Jr., Joseph Nathaniel Bays, Robert Sterling Kline
  • Publication number: 20150133685
    Abstract: The invention provides a process for the production of a diene. In the process, a lactone is heated in the presence of a first catalyst system to produce an alkene and carbon dioxide and the alkene is contacted with a second catalyst system to produce an alkyldiene.
    Type: Application
    Filed: March 28, 2013
    Publication date: May 14, 2015
    Applicant: Agency for Science, Technology and Research
    Inventors: Ludger Stubbs, Chuanzhao Li, Pui Kwan Wong, Martin van Meurs
  • Patent number: 9012683
    Abstract: Disclosed is a process for the coproduction of acetic acid and acetic anhydride by producing in a first carbonylation reactor a carbonylation product mixture containing acetic anhydride, removing the carbonylation mixture from the first carbonylation reactor, contacting the carbonylation mixture with methanol to react with and convert some or all of the acetic anhydride contained in the mixture to acetic acid and methyl acetate, feeding the resulting reaction composition to a second carbonylation reactor and contacting the reaction composition to carbonylation.
    Type: Grant
    Filed: November 4, 2011
    Date of Patent: April 21, 2015
    Assignee: Eastman Chemical Company
    Inventors: Gregory Abbott Wellman, Jr., Brandon Tyler Earls, Robert Sterling Kline
  • Patent number: 8912358
    Abstract: A method for removing hydrocarbon impurities from an acetic acid production intermediate is disclosed. The method comprises extracting the intermediate with a hydrocarbon extracting agent. The extraction is preferably performed with the alkane distillation bottom stream which comprises methyl iodide, acetic acid, and hydrocarbon impurities. The extraction forms a light phase which comprises the hydrocarbon impurity and the extracting agent and a heavy phase which comprises methyl iodide and acetic acid. The extraction heavy phase is optionally recycled to the alkane distillation or to the carbonylation reaction.
    Type: Grant
    Filed: October 14, 2013
    Date of Patent: December 16, 2014
    Assignee: LyondellBasell Acetyls, LLC
    Inventors: Noel Hallinan, Brian A. Salisbury, Shao-hua Guo
  • Patent number: 8829234
    Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of formaldehyde in the presence of a solid acid catalyst and a carboxylic acid. This invention discloses hydrocarboxylations and corresponding glycolic acid separations wherein the glycolic acid stream is readily removed from the carboxylic acid and the carboxylic acid is recycled.
    Type: Grant
    Filed: March 27, 2012
    Date of Patent: September 9, 2014
    Assignee: Eastman Chemical Company
    Inventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling, Mesfin Ejerssa Janka, Kelley Margaret Moran
  • Patent number: 8785684
    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: Grant
    Filed: December 4, 2012
    Date of Patent: July 22, 2014
    Assignee: Celanese International Corporation
    Inventors: Carole M. Le Berre, Samuel Gautron, Philippe J. Kalck, Philippe G. Serp, Nicolas D. Lassauque, G. Paull Torrence
  • Publication number: 20140187812
    Abstract: The invention provides systems and processes for concentrating acetic acid and acetic anhydride streams. The systems allow operation of equipment used for such concentrations in two or more modes of operation. At least one mode is intended to produce a concentrated or purified acetic acid stream. At least one other mode is intended to produce a concentrated or purified acetic anhydride stream.
    Type: Application
    Filed: March 14, 2013
    Publication date: July 3, 2014
    Applicant: Eastman Chemical Company
    Inventors: Gregory Abbott Wellman, JR., Joseph Nathaniel Bays, Robert Sterling Kline
  • Patent number: 8710156
    Abstract: The invention relates to functionalized, telechelic polymers synthesized by enzymatic catalysis and methods, and the functionalization of polymers via Michael addition with a lipase catalyst, and the crosslinking of mono- or difunctional (telechelic) polymers made by enzymatic catalysis, such as by using multifunctional coupling agents and enzyme catalysts. Quantitative transesterification of vinyl methacrylate with poly(ethylene glycol), poly(isobutylene) and poly(dimethylsiloxane) was achieved using Candida antarctica lipase B. In addition, methacrylate-functionalized poly(ethylene glycol) monomethyl ether has been successfully coupled to aminoethoxy poly(ethylene glycol) monomethyl ether via Michael addition using Candida antarctica lipase B. Amine-functionalized poly(ethylene glycol)s have also been used for the preparation of poly(ethylene glycol)-based dendrimers and gels through Michael addition of the polymer onto triacryloyl hexahydro-triazine using the same enzyme.
    Type: Grant
    Filed: March 26, 2010
    Date of Patent: April 29, 2014
    Inventors: Judit E. Puskas, Mustafa Yasin Sen
  • Patent number: 8703075
    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: March 28, 2012
    Date of Patent: April 22, 2014
    Assignee: Celawese International Corp.
    Inventor: Mark O. Scates
  • Patent number: 8697908
    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: Grant
    Filed: May 5, 2011
    Date of Patent: April 15, 2014
    Assignee: Celanese International Corporation
    Inventors: G. Paull Torrence, Brian Hokkanen, Yaw-Hwa Liu
  • Patent number: 8692015
    Abstract: 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. The catalyst 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, and the reactive derivatives are selected from methyl acetate and dimethyl ether.
    Type: Grant
    Filed: May 6, 2010
    Date of Patent: April 8, 2014
    Assignee: BP Chemicals Limited
    Inventors: Evert Jan Ditzel, Bogdan Costin Gagea
  • Publication number: 20140058131
    Abstract: This invention relates to processes for producing acetic acid and, in particular, to improved processes for recovering permanganate reducing compounds formed during the carbonylation of methanol in the presence of a carbonylation catalyst to produce acetic acid. Alkyl halides are removed or reduced from the recovered permanganate reducing compounds.
    Type: Application
    Filed: August 21, 2012
    Publication date: February 27, 2014
    Applicant: Celanese International Corporation
    Inventors: Robert Glenn Golightly, Oyeyemi Oyerinde, Mark O. Scates, Ronald D. Shaver
  • Publication number: 20140051885
    Abstract: A method for stabilizing a carbonylation catalyst with carbon monoxide recovered from a gaseous stream derived from a carbonylation reaction. The carbon monoxide enriched stream is fed downstream of the carbonylation reactor, preferably to a flasher or light ends column, to enhance catalyst stability throughout the process.
    Type: Application
    Filed: August 17, 2012
    Publication date: February 20, 2014
    Applicant: Celanese International Corporation
    Inventors: Mark O. Scates, Ronald D. Shaver, Gregory Blanchard
  • Publication number: 20140018571
    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: September 19, 2013
    Publication date: January 16, 2014
    Applicant: Celanese International Corporation
    Inventors: Raymond J. Zinobile, Michael Lakin, Ashok Rakhe, Ronald D. Shaver
  • Publication number: 20140018570
    Abstract: A process for preparing acrylic acid from ethylene oxide and carbon monoxide, in which ethylene oxide is carbonylated in an aprotic solvent with carbon monoxide in the presence of a cobalt catalyst system to give poly-3-hydroxypropionate, the cobalt content in the poly-3-hydroxypropionate formed is reduced with the aid of water and/or an aqueous solution as a precipitation and/or wash liquid, and the poly-3-hydroxypropionate is subsequently split by thermolysis to give acrylic acid.
    Type: Application
    Filed: July 16, 2013
    Publication date: January 16, 2014
    Applicant: BASF SE
    Inventors: Marek PAZICKY, Christian Raith, Rocco Paciello, Raphael Heinrich Brand, Marco Hartmann, Klaus Joachim Mueller-Engel, Peter Zurowski, Wolfgang Fischer
  • Patent number: 8624054
    Abstract: A process for the production of methyl acetate by reacting dimethyl ether with carbon monoxide into a carbonylation reactor containing a mordenite catalyst in the presence of added methyl acetate and/or acetic acid.
    Type: Grant
    Filed: November 19, 2009
    Date of Patent: January 7, 2014
    Assignee: BP Chemicals Limited
    Inventors: Nicholas John Hazel, Lesley Ann Key, Mark Stephen Roberts, John Glenn Sunley
  • Publication number: 20130345472
    Abstract: A method of reacting one or more components in a liquid phase to form an organic product, the method including feeding a carbon-based gas to a high shear device; feeding a hydrogen-based liquid medium to the high shear device; using the high shear device to form a dispersion comprising the carbon-based gas and the hydrogen-based liquid medium, wherein the dispersion comprises gas bubbles with a mean diameter of less than about 5 ?m; introducing the dispersion into a reactor; and reacting the dispersion to produce the organic product.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 26, 2013
    Applicant: H R D CORPORATION
    Inventors: Abbas HASSAN, Aziz HASSAN, Rayford G. ANTHONY, Gregory BORSINGER
  • Patent number: 8563773
    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: Grant
    Filed: December 16, 2010
    Date of Patent: October 22, 2013
    Assignee: Celanese International Corporation
    Inventors: Raymond Zinobile, Michael Lakin, Ashok Rakhe, Ronald Shaver
  • Publication number: 20130261329
    Abstract: Disclosed is a process for the production and purification of glycolic acid or glycolic acid derivatives by the carbonylation of methylene dipropionate in the presence of a homogeneous acid catalyst and propionic acid. This invention discloses hydrocarboxylations and corresponding homogeneous acid catalyst and glycolic acid separations.
    Type: Application
    Filed: March 27, 2012
    Publication date: October 3, 2013
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Scott Donald Barnicki, Robert Thomas Hembre, Stephen Neal Falling
  • Patent number: 8530696
    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: Grant
    Filed: September 24, 2010
    Date of Patent: September 10, 2013
    Assignee: Celanese International Corporation
    Inventor: Raymond J. Zinobile
  • Publication number: 20130172614
    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: February 28, 2013
    Publication date: July 4, 2013
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: Celanese International Corporation
  • Publication number: 20130150618
    Abstract: A mixing apparatus 100 for mixing at least two fluids, the mixing apparatus 100 comprising a shaft 120 rotatable about its longitudinal axis 121, a first 122 and a second 124 radially extending impeller mounted on the shaft 120 and respectively axially spaced apart, characterised in that the first impeller 122 comprises a plurality of curved blades 125 operable to move said fluids in an axial direction towards the second impeller 124, and the second impeller 124 comprises a plurality of curved blades 125 operable to move said fluids in an axial direction towards the first impeller 122.
    Type: Application
    Filed: February 8, 2013
    Publication date: June 13, 2013
    Applicant: Lucite International UK Limited
    Inventor: Lucite International UK Limited
  • 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: 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
  • Publication number: 20130030075
    Abstract: Polycondensates with long-chain linear methylene sequences, their production, a method for producing linear odd-numbered C>20 ?,?-dicarboxylic acids and derivatives thereof and applications of the polycondensates are described.
    Type: Application
    Filed: January 24, 2011
    Publication date: January 31, 2013
    Inventors: Stefan Mecking, Dorothee Quinzler
  • 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
  • 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: 20120123156
    Abstract: Disclosed is a process for the coproduction of acetic acid and acetic anhydride by producing in a first carbonylation reactor a carbonylation product mixture containing acetic anhydride, removing the carbonylation mixture from the first carbonylation reactor, contacting the carbonylation mixture with methanol to react with and convert some or all of the acetic anhydride contained in the mixture to acetic acid and methyl acetate, feeding the resulting reaction composition to a second carbonylation reactor and contacting the reaction composition to carbonylation.
    Type: Application
    Filed: November 4, 2011
    Publication date: May 17, 2012
    Applicant: EASTMAN CHEMICAL COMPANY
    Inventors: Gregory Abbott Wellman, JR., Brandon Tyler Earls, Robert Sterling Kline
  • 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
  • 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: 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: 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: 20110319654
    Abstract: A process for the production of methyl acetate by reacting dimethyl ether with carbon monoxide into a carbonylation reactor containing a mordenite catalyst in the presence of added methyl acetate and/or acetic acid.
    Type: Application
    Filed: November 19, 2009
    Publication date: December 29, 2011
    Inventors: Nicholas John Hazel, Lesley Ann Key, Mark Stephen Roberts, John Glenn Sunley
  • 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: 8058472
    Abstract: The present invention concerns a new efficient method for the selective transformation, under mild conditions and in aqueous medium, of gaseous (ethane, propane and n-butane) and liquid (n-pentane, n-hexane, cyclopentane and cyclohexane) alkanes into carboxylic acids bearing one more carbon atom, characterized by a single-pot low-temperature (25-60° C.) reaction of the alkane with carbon monoxide in water/acetonitrile liquid medium, either in the absence or in the presence of a metal catalyst, in systems containing also an oxidant (a peroxodisulphate salt).
    Type: Grant
    Filed: January 17, 2008
    Date of Patent: November 15, 2011
    Assignee: Instituto Superior Tecnico
    Inventors: Armando Pombeiro, Marina Kirillova, Alexander Kirillov, Jose Armando Silva, Joao Frausto Da Silva
  • 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: 20110269992
    Abstract: Disclosed is a process for the preparation of acetic acid and acetic anhydride. The process comprises carbonylating dimethyl carbonate. The carbonylation reaction for producing acetic acid is performed in the presence of water, while the carbonylation for producing acetic anhydride is performed essentially in the absence of water.
    Type: Application
    Filed: April 29, 2010
    Publication date: November 3, 2011
    Inventors: Shao-Hua Guo, Wayne J. Brtko, Noel Hallinan, Brian A. Salisbury
  • Publication number: 20110218356
    Abstract: A process for the preparation of methyl acetate and/or acetic acid by carbonylating dimethyl ether and/or methanol with carbon monoxide in the presence of a catalyst, which catalyst is a H-mordenite bound with a mesoporous binder selected from silicas, aluminas, silica-aluminas, magnesium silicates and magnesium aluminum silicates.
    Type: Application
    Filed: October 8, 2009
    Publication date: September 8, 2011
    Inventors: Evert Jan Ditzel, David John Law, John Glenn Sunley
  • 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
  • Patent number: 7902398
    Abstract: An apparatus and method for carbonylating a reactant, including sequestering Group VIII catalyst metal from a process stream which generally has a ppb concentration of the catalyst metal. The process stream is treated with a polymer having nitrogen-containing heterocyclic repeat units to sequester the catalyst from the stream, thus allowing valuable catalyst to be recovered and returned to the reaction mixture. An apparatus provides a resin bed downstream of the light ends column in a carbonylation process. Preferably, spent resin is regenerated with a regenerant composition compatible with the carbonylation reaction mixture so that catalyst metal can be directly recycled and the resin re-used.
    Type: Grant
    Filed: April 25, 2007
    Date of Patent: March 8, 2011
    Assignee: Celanese International Corporation
    Inventors: Mark O. Scates, Joshua Gregory Wagner
  • Patent number: 7902397
    Abstract: An improved apparatus and method of producing acetic acid includes recovering product from the residue of a light ends column and feeding the acid so recovered forward in order to increase system productivity. Load on the light ends column is reduced and load on a dehydrating column may also be lessened in a preferred embodiment where the recovered acid is fed forward without further water removal.
    Type: Grant
    Filed: October 11, 2007
    Date of Patent: March 8, 2011
    Assignee: Celanese International Corporation
    Inventor: Ronald David Shaver