Abstract: Processes for the reduction and/or removal of permanganate reducing compounds (PRC'S) formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid are disclosed. More specifically, processes for reducing and/or removing PRC's or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes are disclosed. In particular, processes in which a low boiling overhead vapor stream from a light ends column is subjected to a distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed. The processes include steps of recycling one or more return streams derived from the distillation step and/or the extraction step to a light ends column and/or a drying column in order to improve water control in the overall reaction system.
Type:
Grant
Filed:
September 17, 2014
Date of Patent:
October 6, 2015
Assignee:
Celanese International Corporation
Inventors:
Ronald D. Shaver, Mark O. Scates, Raymond J. Zinobile
Abstract: Purifying and/or recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of crude ethanol mixture are employed to allow recovery of ethanol and remove impurities. In addition, the process involves the esterification of acetic acid in a column used for recovering the ethanol.
Type:
Grant
Filed:
April 26, 2012
Date of Patent:
October 6, 2015
Assignee:
Celanese International Corporation
Inventors:
Zhenhua Zhou, Victor J. Johnston, David Lee, Heiko Weiner
Abstract: A process for produce ethanol by hydrogenation acetic acid and/or esters thereof is disclosed. The process involves reacting hydrogen feed stream with an acetic acid feed stream in a reactor operated in the presence of a catalyst to form an ethanol mixture and monitoring carbon monoxide concentration of the fresh hydrogen feed stream and adjusting temperature in the reactor in response to the carbon monoxide concentration of the fresh hydrogen feed stream.
Type:
Grant
Filed:
November 8, 2013
Date of Patent:
October 6, 2015
Assignee:
Celanese International Corporation
Inventors:
Radmila Wollrab, Iva Franjkic, Victor J. Johnston, Heiko Weiner
Abstract: Cellulose acetates and processes for producing same. The process involves esterifying a cellulose containing material in the presence of a densified gas such as supercritical carbon dioxide to form a cellulose acetate product having a degree of substitution less than 3. The cellulose acetate preferably is sulfate-free.
Abstract: The present invention relates to a catalyst composition having a support that contains tin. The catalyst is used for converting acetic acid to ethanol. The catalyst may also comprise one or more active metals and a support modifier.
Type:
Grant
Filed:
February 29, 2012
Date of Patent:
September 8, 2015
Assignee:
Celanese International Corporation
Inventors:
Heiko Weiner, Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston
Abstract: The present invention relates to the recovery of alcohols, in particular ethanol, from a crude ethanol product obtained from the hydrogenation of acetic acid using a reduced energy process. The crude ethanol product may be fed to a distillation column in which a substantial portion of the water is removed with the acetic acid in the residue. Additional water may be removed by using a pressure swing adsorption unit, molecular sieve, and/or membrane. Ethanol extraction may also be used to reduce the ethanol concentration in the recycle streams.
Type:
Grant
Filed:
April 26, 2012
Date of Patent:
September 8, 2015
Assignee:
Celanese International Corporation
Inventors:
Victor J. Johnston, Radmila Jevtic, David Lee, Adam Orosco, R. Jay Warner, Heiko Weiner, Zhenhua Zhou, Emily Duff
Abstract: The invention relates to a process for producing an acrylate product comprising the step of reacting a reaction gas mixture A comprising methanol and oxygen to form a product gas mixture A. The process may further comprise the step of combining at least a portion of the product gas mixture A and acetic acid to form a reaction gas mixture B. The process may further comprise the step of reacting at least a portion of the acetic acid in the reaction gas input mixture B with at least a portion of the formaldehyde in the reaction gas input mixture B to form a product gas mixture B. The process may further comprise the step of separating at least a portion of the product gas mixture B to form an alkylenating agent stream comprising at least 1 wt % alkylenating agent and an intermediate acrylate product stream comprising acrylate product.
Type:
Grant
Filed:
June 27, 2013
Date of Patent:
September 1, 2015
Assignee:
Celanese International Corporation
Inventors:
Craig J. Peterson, Elizabeth Bowden, Josefina T. Chapman, Sean Mueller, Dick Nagaki, Tianshu Pan, Himanshu Lodha
Abstract: The invention is to a process for producing an acrylate product. The process includes the steps of contacting an alkanoic acid and an alkylenating agent over a catalyst composition under conditions effective to produce the acrylate product. The catalyst composition comprises vanadium, bismuth and titanium. Preferably, the catalyst comprises 0.3 wt % to 30 wt % vanadium, 0.1 wt % to 69 wt % bismuth and 0.1 wt % to 61 wt % tungsten, in an active phase.
Type:
Grant
Filed:
October 31, 2012
Date of Patent:
August 18, 2015
Assignee:
Celanese International Corporation
Inventors:
Dick Nagaki, Tianshu Pan, Craig J. Peterson, Elizabeth Bowden, Josefina T. Chapman, Sean Mueller
Abstract: Recovery of ethanol from a crude ethanol product obtained from the hydrogenation of acetic acid. Separation and purification processes of crude ethanol product are employed to allow recovery of ethanol and remove impurities. In addition, the process involves separating the crude ethanol product using an extractive distillation column that employs an extraction agent, such as a recycled stream comprising water.
Type:
Grant
Filed:
October 4, 2012
Date of Patent:
August 11, 2015
Assignee:
Celanese International Corporation
Inventors:
R. Jay Warner, Radmila Wollrab, Wael Amleh, Gerald Grusendorf, Trinity Horton Hale, Victor J. Johnston, Fred Ronaold Olsson, Nathan Kirk Powell, Manuel Salado, Lincoln Sarager
Abstract: A process for selective formation of ethanol from acetic acid by hydrogenating acetic acid in the presence of a catalyst comprising a modified support having cobalt and an alkaline earth support modifier. The active metals may include a first metal of palladium, platinum, and combinations thereof and a second metal of copper, iron, nickel, zinc, silver, chromium, tin, and combinations thereof.
Type:
Application
Filed:
January 27, 2014
Publication date:
July 30, 2015
Applicant:
Celanese International Corporation
Inventors:
Heiko Weiner, Zhenhou Zhou, Dick Nagaki
Abstract: Disclosed are aqueous latex-based coating compositions which comprise a blend of an ethylene-vinyl acetate emulsion copolymer component and a selected type of acrylic emulsion copolymer component. The acrylic copolymer component comprises primarily acrylate ester co-monomers or acrylic ester co-monomers and vinyl aromatic, e.g., styrene, co-monomers. The blend of these two emulsion copolymer types also contains a specific type of hydrazine-based, water-soluble cross-linking agent which can eventually react with the acrylic emulsion copolymer component. The acrylic emulsion copolymer is one which contains minor amounts of both 1) carboxy functional co-monomers such as itaconic and/or (meth)acrylic acids, and 2) keto- or aldehyde-containing co-monomers such as diacetone acrylamide. Such latex-based coating compositions can be formulated in the form of water-based paint compositions.
Type:
Grant
Filed:
December 17, 2010
Date of Patent:
July 28, 2015
Assignee:
CELANESE INTERNATIONAL CORPORATION
Inventors:
Marc Theodorus Ratering, Rajeev Farwaha, Tara Joy Hansen
Abstract: The present invention relates to a process for the formation of an alcohol from an alkanoic acid, the steps of the process comprising: contacting a feed stream containing the alkanoic acid and hydrogen at an elevated temperature with a hydrogenating catalyst comprising from 3 to 25 wt. % of active metals comprising tin and cobalt and a metal promoter selected from the group consisting of noble metals or first metal, the first metal selected from the group of barium, cesium and potassium.
Type:
Grant
Filed:
March 13, 2012
Date of Patent:
July 14, 2015
Assignee:
Celanese International Corporation
Inventors:
Heiko Weiner, Zhenhua Zhou, Radmila Jevtic, Victor J. Johnston
Abstract: A distillation column is provided with a downcomer having an enlarged upper region to increase a processing rate for the removal of permanganate reducing compounds (PRCs) formed by the carbonylation of methanol in the presence of a catalyst to produce acetic acid. The distillation column includes a vertically extending distillation housing; and a plurality of tray assemblies, at least one of which includes a horizontally extending tray panel and a downcomer having, in a downward direction, an enlarged, funnel-shaped upper region defined by a top downcomer panel oriented at an angle to the vertical, and a lower region of substantially constant cross-sectional area defined by a vertically-oriented bottom downcomer panel.
Abstract: Ethanol production from the hydrogenation of acetic acid requires energy to drive the hydrogenation reaction and the purification of the crude ethanol product. Heat integration process to recover heat from one part of the production process to be used within the process improves efficiencies and reduces costs.
Type:
Grant
Filed:
October 1, 2013
Date of Patent:
July 7, 2015
Assignee:
Celanese International Corporation
Inventors:
Nathan Kirk Powell, Samuel Roundy, Lincoln Sarager, Murray Viard, R. Jay Warner, Gerald Grusendorf, Radmila Wollrab, Victor J. Johnston, Fred Ronald Olsson
Abstract: A process is disclosed for producing ethanol, comprising contacting acetic acid and hydrogen in a reactor in the presence of a catalyst comprising a binder and a mixed oxide comprising cobalt and preferably tin, wherein the mixed oxide is present in an amount from 60 to 90 wt. %, based on the total weight of the catalyst.
Type:
Grant
Filed:
April 28, 2014
Date of Patent:
July 7, 2015
Assignee:
Celanese International Corporation
Inventors:
Heiko Weiner, Zhenhua Zhou, Victor J. Johnston
Abstract: A process for producing a crude product stream including an acrylate product and an alkylenating agent and separating at least a portion of the crude product stream to form alkylenating agent and intermediate product streams. The alkylenating agent stream comprises at least 1 wt % alkylenating agent and the intermediate product stream comprises acrylate products in high concentration. The crude product stream is formed by contacting acetic acid and formaldehyde in the presence of at least one aldol condensation catalyst under conditions effective to form the stream. Catalysts which are particularly useful are multielement oxide active materials of the general formula V1PbFecX1dX2eOn.
Type:
Grant
Filed:
June 5, 2013
Date of Patent:
July 7, 2015
Assignee:
Celanese International Corporation
Inventors:
Dick Nagaki, Craig J. Peterson, Josefina T. Chapman, Sean Mueller, Himanshu Lodha
Abstract: The present invention relates to a process for hydrogenating feedstock comprising acetic acid in the presence of hydrogen to product comprising ethanol in a reaction zone under hydrogenation conditions over a catalyst composition promoted with cobalt, rhodium, cesium or a combination thereof on a previously calcined composition comprising at least one Group VIII metal and tin on a support material.
Type:
Grant
Filed:
March 14, 2012
Date of Patent:
July 7, 2015
Assignee:
Celanese International Corporation
Inventors:
Zhenhua Zhou, Victor J. Johnston, Heiko Weiner
Abstract: Recycle streams in an ethanol production process are hydrolyzed to reduce ethyl acetate concentration. In the process, acetic acid is hydrogenated to form a crude ethanol product, which undergoes a separation or purification process. Ethyl acetate is formed as a byproduct of the hydrogenation of acetic acid. The hydrolysis of recycle steams from the separation process can reduce the concentration of ethyl acetate, converting some or all of the ethyl acetate to acetic acid and ethanol.
Type:
Grant
Filed:
December 29, 2011
Date of Patent:
July 7, 2015
Assignee:
Celanese International Corporation
Inventors:
R. Jay Warner, Heiko Weiner, Zhenhua Zhou, Emily Duff, Radmila Jevtic, Victor J. Johnston, David Lee, Adam Orosco
Abstract: The present invention relates to catalysts, to processes for making catalysts and to chemical processes employing such catalysts. The catalysts are preferably used for converting acetic acid to ethanol. The catalyst comprises a precious metal and one or more active metals on a modified support that comprises cobalt.
Abstract: This invention relates to processes for producing acetic acid and, in particular, to improved processes for recovering C2+ alkyl halides and removing permanganate reducing compounds formed during the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid.
Type:
Grant
Filed:
October 13, 2011
Date of Patent:
June 16, 2015
Assignee:
Celanese International Corporation
Inventors:
G. Paull Torrence, Raymond Zinobile, Oyeyemi Oyerinde