Purification Or Recovery Per Se Patents (Class 562/608)
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Patent number: 10954182Abstract: Provided are processes and products of manufacture that provide a green solution to the hydrolysis of C8/C10 methyl ester to fatty acids. Provided are reactive distillation processes for producing an aliphatic acid and an alcohol as hydrolysis products. Provided are processes and products of manufacture encompassing the hydrolysis of fatty acid alkyl esters to an aliphatic acid and an alcohol by a reactive distillation process. Provided are processes and products of manufacture useful for equilibrium-limited reactions and for the separation of azeotropic mixtures. Provided are reactive distillation products of manufacture and processes for alkyl alkanoate hydrolysis comprising a reaction column comprising a rectifying rectifying zone for further distillation, a reaction zone, and a stripping zone wherein products are separated from reaction mixtures, where a water stream and fatty acid alkyl ester stream can be fed into the reaction section.Type: GrantFiled: September 20, 2018Date of Patent: March 23, 2021Assignee: Inventure Renewables, Inc.Inventors: William Rusty Sutterlin, Ryan Alexander Long, Cory O'Neil Blanchard, Hayden Sawyer
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Patent number: 10919787Abstract: A method for recovering water from purified terephthalic acid production wastewater includes: producing purified terephthalic acid comprising purified terephthalic acid feedstock and wastewater comprising impurities; separating the purified terephthalic acid feedstock from the wastewater comprising impurities; transferring the wastewater to a tank; adjusting the p H of the wastewater with a basic solution; adjusting the temperature of the wastewater; passing the wastewater to a column; contacting the wastewater with an ion exchange resin to remove the impurities; and recovering the water depleted of impurities.Type: GrantFiled: November 8, 2016Date of Patent: February 16, 2021Assignee: SABIC GLOBAL TECHNOLOGIES B.V.Inventors: Roy Van Lier, Syed Azhar Hashmi, Vadlamani Prasad Rao Chaitanya, Sandeep P. Mohandas, Muhammad Mosleh Al-Subhi, Lee Sangjoo, Hasan Mohammed Rashad Haneef
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Patent number: 10885213Abstract: The configuration of a firewall on an endpoint is secured to prevent changes by unauthorized processes, while permitting changes that are requested by authorized processes. Authorized processes can be stored in a tamper protection cache within a kernel of the operating system of the endpoint and secured with reference to a trust authority external to the operating system. When a process on the endpoint requests a change to the firewall configuration, the requesting process can be checked against the processes listed in the tamper protection cache, and any suitable rules can be applied to limit or prevent changes to firewall configuration.Type: GrantFiled: October 27, 2017Date of Patent: January 5, 2021Assignee: Sophos LimitedInventor: Richard S. Teal
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Patent number: 10793502Abstract: Disclosed herein is a method of purifying acetic acid. The method comprises passing a feed stream comprising acetic acid through a distillation column; contacting the acetic acid with a permanganate oxidizing agent and hydrogen gas within the distillation column; withdrawing an acetic acid product from the distillation column; and withdrawing a gaseous product stream from a top portion of the distillation column, wherein the gaseous product stream comprises ethane, methane, carbon dioxide, oxygen, nitrogen, or a combination comprising at least one of the foregoing.Type: GrantFiled: December 19, 2017Date of Patent: October 6, 2020Assignee: SABIC GLOBAL TECHNOLOGIES B.V.Inventors: Mohammed H. Al-Hazmi, Shahid Azam
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Patent number: 10787412Abstract: Disclosed is the integration of the production of acetic anhydride from ketene, and the acetylation of wood using acetylation fluid comprising acetic acid and acetic anhydride. The invention involves recirculating acetylation fluid recovered from wood acetylation to a unit for the production of acetic anhydride from acetic acid and ketene. The acetic anhydride product stream can, in turn, be directly used as a wood acetylation fluid.Type: GrantFiled: July 17, 2015Date of Patent: September 29, 2020Assignee: Tricoya Technologies LtdInventors: Stephen John Benstead, Benjamin Thomas Painter
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Patent number: 10710952Abstract: A process for producing acetic acid is disclosed in which the methyl iodide concentration is maintained in the vapor product stream formed in a flashing step. The methyl iodide concentration in the vapor product stream ranges from 24 to less than 36 wt. % methyl iodide, based on the weight of the vapor product stream. In addition, the acetaldehyde concentration is maintained within the range from 0.005 to 1 wt. % in the vapor product stream. The vapor product stream is distilled in a first column to obtain an acetic acid product stream comprising acetic acid and up to 300 wppm hydrogen iodide and/or from 0.1 to 6 wt. % methyl iodide and an overhead stream comprising methyl iodide, water and methyl acetate.Type: GrantFiled: September 13, 2018Date of Patent: July 14, 2020Assignee: Celanese International CorporationInventors: Ronald D. Shaver, Yaw-Hwa Liu, Mark O. Scates
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Patent number: 10661196Abstract: A process for separating or removing permanganate reducing compounds (PRC's) from a first mixture containing at least one PRC, methyl iodide, and water comprises the steps of: feeding the first mixture to a feed port of a distillation column, and distilling and separating the first mixture into an upper stream and a lower stream, wherein the distillation of the first mixture forms a second mixture at an upper position than the feed port, and the process further comprises the steps of: withdrawing the second mixture as the upper stream, and withdrawing the lower stream from a lower position than the feed port.Type: GrantFiled: November 16, 2018Date of Patent: May 26, 2020Assignee: DAICEL CORPORATIONInventors: Masahiko Shimizu, Yoshihisa Mizutani, Hiroyuki Miura
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Patent number: 10590009Abstract: The present invention relates to a method for treating a waste water stream. Said waste water comprises hydrocarbons and oxygenates such as alcohols, aldehydes, ketones, carboxylic acids, and has a COD of up to 5 wt %. The invention relates to a distillation column for treating a waste water stream and a system for treating a waste water stream.Type: GrantFiled: June 23, 2016Date of Patent: March 17, 2020Assignee: SHELL OIL COMPANYInventors: Kai Jürgen Fischer, Matthias Behn
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Patent number: 10183905Abstract: A method produces acetic acid and includes a reaction step, a first purification step, a second purification step, and a third purification step. In the reaction step, a material mixture including methanol, carbon monoxide, a catalyst, and an iodide is subjected to a methanol carbonylation reaction in a reactor (1) to form acetic acid. In the first purification step, a crude acetic acid stream including acetic acid formed in the reaction step is subjected to distillation in a distillation column (3) to give a first acetic acid stream enriched with acetic acid. In the second purification step, the first acetic acid stream is subjected to distillation in a distillation column (5) to give a second acetic acid stream further enriched with acetic acid. In the third purification step, an acetic acid stream is subjected to purification in an additional purification unit (e.g.Type: GrantFiled: September 20, 2016Date of Patent: January 22, 2019Assignee: DAICEL CORPORATIONInventors: Masahiko Shimizu, Nobuyuki Hirabayashi, Yoshihisa Mizutani
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Patent number: 10099990Abstract: A process for producing acetic acid is disclosed in which the methyl iodide concentration is maintained in the vapor product stream formed in a flashing step. The methyl iodide concentration in the vapor product stream ranges from 24 to less than 36 wt. % methyl iodide, based on the weight of the vapor product stream. In addition, the acetaldehyde concentration is maintained within the range from 0.005 to 1 wt. % in the vapor product stream. The vapor product stream is distilled in a first column to obtain an acetic acid product stream comprising acetic acid and up to 300 wppm hydrogen iodide and/or from 0.1 to 6 wt. % methyl iodide and an overhead stream comprising methyl iodide, water and methyl acetate.Type: GrantFiled: April 4, 2016Date of Patent: October 16, 2018Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Ronald D. Shaver, Yaw-Hwa Liu, Mark O. Scates
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Patent number: 9676694Abstract: A process for producing acetic acid is disclosed in which the water concentration is controlled in the side stream between two columns. Controlling the water concentration by the liquid light phase recycle controls the hydrogen iodide concentration in the side stream to be less than 50 wppm.Type: GrantFiled: March 17, 2016Date of Patent: June 13, 2017Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Ronald D. Shaver, Yaw-Hwa Liu, Mark O. Scates
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Patent number: 9561994Abstract: The disclosure is directed to a carbonylation process for producing acetic acid which includes separating a vapor product stream from a carbonylation reactor to produce a crude acid product comprising acetic acid comprising lithium cations and contacting the crude acetic acid product with a cationic exchanger in the acid form within a first treatment device to produce an intermediate acid product; and contacting the intermediate acetic acid product with a metal-exchanged ion exchange resin having acid cation exchange sites within a second treatment device to produce a purified acetic acid. Embodiments directed to operation of a treatment device comprising a plurality of sampling ports are also disclosed.Type: GrantFiled: October 2, 2015Date of Patent: February 7, 2017Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Ronald David Shaver, Yaw-Haw Liu, Mark O Scates, Sarah Lane Abrego
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Patent number: 9409163Abstract: In one embodiment, the invention is to an ion exchange resin composition comprising a metal-functionalized exchange resin comprising from 3% to 94% metal-functionalized active sites; and a non-metal-functionalized exchange resin comprising non-metal-functionalized active sites.Type: GrantFiled: January 13, 2014Date of Patent: August 9, 2016Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Ronald D. Shaver, Greg Blanchard, Brian W. Hokkanen, G. Paull Torrence
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Patent number: 9382186Abstract: A process for producing acetic acid is disclosed in which the water concentration is controlled in the side stream between two columns. Controlling the water concentration by the liquid light phase recycle controls the hydrogen iodide concentration in the side stream to be less than or equal to 50 wppm.Type: GrantFiled: October 2, 2015Date of Patent: July 5, 2016Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Ronald D. Shaver, Yaw-Hwa Liu, Mark O. Scates
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Patent number: 9302975Abstract: A process for producing acetic acid is disclosed in which the methyl iodide concentration is maintained in the vapor product stream formed in a flashing step. The methyl iodide concentration in the vapor product stream ranges from 24 to less than 36 wt. % methyl iodide, based on the weight of the vapor product stream. In addition, the acetaldehyde concentration is maintained within the range from 0.005 to 1 wt. % in the vapor product stream. The vapor product stream is distilled in a first column to obtain an acetic acid product stream comprising acetic acid and up to 300 wppm hydrogen iodide and/or from 0.1 to 6 wt. % methyl iodide and an overhead stream comprising methyl iodide, water and methyl acetate.Type: GrantFiled: July 1, 2015Date of Patent: April 5, 2016Assignee: Celanese International CorporationInventors: Ronald D. Shaver, Yaw-Hwa Liu, Mark O. Scates
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Patent number: 9156768Abstract: The present process separates acrylic acid from a composition containing acrylic acid and at least one accompanying product. The process first involves contacting the composition with an aqueous liquid stream to give a liquid solution of acrylic acid, accompanying product, and water. The water then forms an azeotrope with an entrainer, which is added to the solution. Distillation then separates the solution into an overhead product containing the azeotrope and a bottom product containing acrylic acid and accompanying product. The overhead product is separated into water and entrainer and the bottom product is separated in a distillation column into acrylic acid and accompanying product. The process provides a way to remove high- and low-boiling products with a small number of distillation columns.Type: GrantFiled: April 7, 2011Date of Patent: October 13, 2015Assignee: Evonik Degussa GmbHInventors: Ralf Meier, Juergen Mosler
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Patent number: 9149786Abstract: An iodine adsorbent of an embodiment includes: a carrier modified with a functional group represented by a formula (1); and a silver ion supported on the carrier, where R1 is a polyol group.Type: GrantFiled: November 14, 2012Date of Patent: October 6, 2015Assignee: Kabushiki Kaisha ToshibaInventors: Arisa Yamada, Yumiko Sekiguchi, Hideyuki Tsuji
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Patent number: 9056825Abstract: 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: GrantFiled: October 13, 2011Date of Patent: June 16, 2015Assignee: Celanese International CorporationInventors: G. Paull Torrence, Raymond Zinobile, Oyeyemi Oyerinde
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Patent number: 9018417Abstract: A process is provided for recovering aliphatic monocarboxylic acids having from 4 to 11 carbon atoms from the distillation residue obtained in the oxidation of the corresponding aldehyde by means of oxygen or oxygen-containing gas mixtures in the presence of alkali metal carboxylates or alkaline earth metal carboxylates to form the corresponding monocarboxylic acid and subsequent distillation, characterized in that the distillation residue is reacted with an aqueous acid in a tube reactor and the two-phase mixture flowing out from the tube reactor is introduced into a settling vessel in which the organic phase which separates out has a pH of 4.5 or less.Type: GrantFiled: November 20, 2012Date of Patent: April 28, 2015Assignee: Oxea GmbHInventors: Guido D. Frey, Jörg Arnold, Wolfgang Höfs, Matthias Kramer, Thomas Müller, Heinz Strutz
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Patent number: 8987512Abstract: 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: GrantFiled: July 8, 2014Date of Patent: March 24, 2015Assignee: Celanese International CorporationInventor: Jeremy J. Patt
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Patent number: 8987509Abstract: A process for recovering a volatile carboxylic acid from an aqueous stream containing same comprising the steps of: (a) evaporating the aqueous stream to produce a vapour stream comprising the volatile carboxylic acid that has been vapourized and water vapour, which aqueous stream is produced by a conversion process using a lignocellulosic feedstock as a substrate; (b) contacting the vapour stream with an organic solvent so as to extract the volatile carboxylic acid present in the vapour stream, thereby producing a liquid stream comprising the organic solvent and the volatile carboxylic acid, and a water vapour stream, wherein the organic solvent has an atmospheric boiling point of at least about 150° C. and is insoluble in water; and (c) separating the volatile carboxylic acid from the organic solvent.Type: GrantFiled: August 18, 2010Date of Patent: March 24, 2015Assignee: Iogen Energy CorporationInventors: Jeffrey S. Tolan, Brian Foody, Vijay Anand, Daphne Wahnon
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Patent number: 8981146Abstract: A process for recovering a volatile carboxylic acid from an aqueous stream comprising same, the process comprising the steps of: (i) steam stripping the carboxylic acid from the aqueous stream, which aqueous stream is produced by a conversion process using a lignocellulosic feedstock as a substrate, the steam stripping comprising contacting the aqueous stream with steam by flowing the aqueous stream and the steam countercurrent to one another, thereby producing a vapor stream comprising vaporized carboxylic acid and steam and a stripped aqueous stream; (ii) extracting the vaporized carboxylic acid with an organic solvent by contacting the vapor stream with the organic solvent to produce (a) a stream comprising the organic solvent and the carboxylic acid and (b) the steam at least substantially depleted of the carboxylic acid, wherein the organic solvent has an atmospheric boiling point of at least about 150° C.Type: GrantFiled: August 18, 2010Date of Patent: March 17, 2015Assignee: Iogen Energy CorporationInventors: Jeffrey S. Tolan, Brian Foody, Vijay Anand
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Publication number: 20150051423Abstract: The present invention relates to a process for the recovery of acetic acid. The invention more particularly relates to a process comprising a stage of liquid/liquid extraction of an aqueous solution comprising acetic acid and to a stage of distillation of the extract obtained.Type: ApplicationFiled: May 14, 2012Publication date: February 19, 2015Applicant: SOLVAY ACETOW GmbHInventors: Daniel Amoros, Mathias Brehelin, Andreas Hummel, Thomas Krumrey
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Publication number: 20140378703Abstract: A carboxylic acid e.g. acetic acid, is recovered from an aqueous feed stream containing the corresponding ester, an alcohol and a small amount of water by catalytically dehydrating the alcohol to the corresponding ether and water, and reacting the water with the ester to generate a liquid carboxylic acid rich product stream. The acid is recovered by distillation. In a second embodiment, additional alcohol and/or water are co-fed with the feed or fed directly to a catalytic distillation column, resulting in a liquid bottom product stream of substantially pure acetic acid and a top distillate stream of substantially pure ether.Type: ApplicationFiled: June 20, 2013Publication date: December 25, 2014Inventors: Kuang-Yeu WU, Pai-Yu Polly Chiang, Ji-Young Jang, Karl Tze-Tang Chuang
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Patent number: 8912358Abstract: 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: GrantFiled: October 14, 2013Date of Patent: December 16, 2014Assignee: LyondellBasell Acetyls, LLCInventors: Noel Hallinan, Brian A. Salisbury, Shao-hua Guo
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Patent number: 8901350Abstract: Process for obtaining formic acid by thermal separation of a stream comprising formic acid and a tertiary amine (I), in which a liquid stream comprising formic acid and a tertiary amine (I) in a molar ratio of from 0.5 to 5 is produced by combining tertiary amine (I) and a formic acid source, from 10 to 100% by weight of the secondary components present therein are separated off and formic acid is removed by distillation in a distillation apparatus at a bottom temperature of from 100 to 300° C. and a pressure of from 30 to 3000 hPa abs from the liquid stream obtained, the bottom discharge from the distillation apparatus being separated into two liquid phases and the upper liquid phase being recycled to the formic acid source and the lower liquid phase being recycled for separating off the secondary components and/or to the distillation apparatus.Type: GrantFiled: June 29, 2011Date of Patent: December 2, 2014Assignee: BASF SEInventors: Daniel Schneider, Klaus-Dieter Mohl, Martin Schäfer, Karin Pickenäcker, Stefan Rittinger, Thomas Schaub, Joaquim Henrique Teles, Rocco Paciello, Gerd Kaibel
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Publication number: 20140343320Abstract: Provided is a method of separating off reaction product water and recovering a carboxylic acid used as a solvent in a reactor from a reactor discharge during oxidation of an aromatic compound, and more particularly, a method of separating off reaction product water and recovering a carboxylic acid used as a solvent in a reactor from a reactor discharge during oxidation of an aromatic compound, wherein during the oxidation of the aromatic compound, the reactor discharge is led into two or more dehydration towers having different operating pressures such that a condenser of one dehydration tower operates as a reboiler of another dehydration tower, thereby remarkably reducing energy consumption.Type: ApplicationFiled: May 17, 2012Publication date: November 20, 2014Applicants: AMTPACIFIC CO., LTD.Inventor: Ki Joon Kang
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Patent number: 8889904Abstract: 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: GrantFiled: May 17, 2011Date of Patent: November 18, 2014Assignee: Celanese International CorporationInventors: Ronald David Shaver, Mark O. Scates, Raymond J. Zinobile
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Patent number: 8859810Abstract: 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: GrantFiled: August 21, 2012Date of Patent: October 14, 2014Assignee: Celanese International CorporationInventors: Robert Glenn Golightly, Oyeyemi Oyerinde, Mark O. Scates, Ronald D. Shaver
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Publication number: 20140275581Abstract: The present invention relates to a method and an arrangement for separation and recovery of at least one carboxylic acid and furfural from a dilute aqueous mixture thereof. In the method of the present invention a dilute aqueous mixture comprising at least one carboxylic acid and furfural is extracted with methyltetrahydrofurane, and at least one carboxylic acid and furfural are recovered. The arrangement of the present invention comprises an extraction unit 302 for carrying out extraction of at least one carboxylic acid and furfural from dilute aqueous mixture with methyltetrahydrofuran, connected to distillation unit 307 for carrying out distillation of the extract 305 from the extraction unit 302, and connected to acids distillation unit 320 for carrying out distillation of the bottom stream 308 from the distillation unit 307 to separate at least one carboxylic acid and furfural.Type: ApplicationFiled: November 2, 2012Publication date: September 18, 2014Applicant: TAMINCO FINLANDInventors: Esko Tirronen, Antero Laitinen, Jukka Hietala
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Publication number: 20140256985Abstract: A method and plant for obtaining acetic acid and methanol from the hydrolysis of methyl acetate by reactive distillation is disclosed. The reactive distillation column is configured as a divided wall reactive distillation column (1). A feed containing water and methyl acetate are brought into contact with a catalyst in a reactive space (19) to perform the hydrolysis of water and methyl acetate to methanol and acetic acid. The reactive space comprises at least a first rectification zone (32), a first stripping zone (34) and a first reaction zone (33). A catalyst is provided in the first reaction zone (33). The column further comprises a product space (29) with at least a second rectification zone (42) and a second stripping zone (44). The second stripping zone (44) shares at least a portion of the column sump (38) with the first stripping zone (34).Type: ApplicationFiled: May 20, 2014Publication date: September 11, 2014Applicant: Sulzer Chemtech AGInventors: Stefan Sander, Laurent Zuber
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Publication number: 20140221688Abstract: Disclosed is a process for recovering a water-soluble complex mixture of organic compounds from an aqueous stream through extraction and/or through contact of the aqueous stream with a sorbent or sorbents selected from the group consisting of polymeric microreticular sorbent resins, zeolite-based adsorbents, clay-based adsorbents, activated carbon-based sorbents, and mixtures thereof; and including methods to recover the removed organic compounds.Type: ApplicationFiled: February 7, 2013Publication date: August 7, 2014Applicant: KIOR, Inc.Inventors: Maria Magdalena Ramirez Corredores, Xiaowei Tong, Rocio Maria Banda, Royce Roemisch
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Publication number: 20140221686Abstract: Improvement in separating lower carboxylic acids from aqueous streams via liquid-liquid extraction with pressurized liquefied propylene and/or propane, wherein carboxylic acid is transferred from the aqueous phase into the liquid solvent phase (extract). The extracted carboxylic acids are recovered as a liquid concentrate by evaporating off the propylene and/or propane solvent from the extract at mild temperatures.Type: ApplicationFiled: March 24, 2014Publication date: August 7, 2014Applicant: Arkema Inc.Inventor: Steven G. Schon
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Patent number: 8785688Abstract: In a process for recovering acetic acid from a wood extract, an aqueous wood extract is provided that contains acetic acid and dissolved hemicellulose containing uronic acid. A water insoluble solvent containing an extractant for the acetic acid is also provided. In a preferred embodiment, the solvent is undecane and the extractant is trioctylphosphine oxide. The wood extract is contacted with the solvent and extractant in order to extract the acetic acid from the wood extract. The acetic acid is then recovered from the solvent and extractant.Type: GrantFiled: October 31, 2008Date of Patent: July 22, 2014Assignee: University of Maine System Board of TrusteesInventors: Adriaan van Heiningen, Herbert Sixta, Byung-Hwan Um, Peter van Walsum
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Patent number: 8771616Abstract: 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: GrantFiled: November 5, 2012Date of Patent: July 8, 2014Assignee: Celanese International CorporationInventor: Jeremy J. Patt
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Publication number: 20140148615Abstract: A method is disclosed for the recovery of an organic acid from a dilute salt solution in which the cation of the salt forms an insoluble carbonate salt. An amine, C02 and a water immiscible solvent are introduced to the solution to form the insoluble carbonate salt and a complex between the acid and the amine that is soluble in both an aqueous and a solvent phase. The complex is extracted into the solvent phase which is than distilled to recover the acid or an ester of the acid in a concentrated form.Type: ApplicationFiled: October 17, 2011Publication date: May 29, 2014Applicant: ZEACHEM, INC.Inventors: Dan W. Verser, Gal Mariansky, Kevin Carlin, Erik Gallegos-Westling, Jesse James Coutu, Timothy J. Eggeman
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Patent number: 8729301Abstract: The invention pertains to a process for dehydrating wet acetic acid. One embodiment of the invention comprises contacting wet acetic acid with acetyl chloride. Another embodiment of the invention comprises contacting wet acetic acid; acetic anhydride; and a catalytic effective amount of hydrogen chloride, acetyl chloride, or a chlorosilane.Type: GrantFiled: February 26, 2009Date of Patent: May 20, 2014Assignee: Dow Corning CorporationInventors: Michael David Telgenhoff, Arthur James Tselepis
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Publication number: 20140128487Abstract: In one embodiment, the invention is to an ion exchange resin composition comprising a metal-functionalized exchange resin comprising from 3% to 94% metal-functionalized active sites; and a non-metal-functionalized exchange resin comprising non-metal-functionalized active sites.Type: ApplicationFiled: January 13, 2014Publication date: May 8, 2014Applicant: Celanese International CorporationInventors: Ronald D. Shaver, Greg Blanchard, Brian W. Hokkanen, G. Paull Torrence
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Patent number: 8664436Abstract: The present invention relates to a solid bed adsorptive separation of organic acid and/or amino acids from fermentation broths containing organic acid and/or amino acid.Type: GrantFiled: December 29, 2010Date of Patent: March 4, 2014Assignee: Rohm and Haas CompanyInventor: Areski Rezkallah
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Patent number: 8664283Abstract: In one embodiment, the invention is to an ion exchange resin composition comprising a metal-functionalized exchange resin comprising from 3% to 94% metal-functionalized active sites; and a non-metal-functionalized exchange resin comprising non-metal-functionalized active sites.Type: GrantFiled: December 28, 2011Date of Patent: March 4, 2014Assignee: Celanese International CorporationInventors: Greg Blanchard, Ronald D. Shaver, Brian W. Hokkanen, G. Paull Torrence
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Publication number: 20130345474Abstract: A process for producing acetic acid includes: obtaining hydrogen iodide in an acetic acid production system; and continually introducing a complexing agent into the system, wherein the complexing agent and hydrogen iodide interact to form a complex.Type: ApplicationFiled: June 25, 2012Publication date: December 26, 2013Applicant: LYONDELL CHEMICAL TECHNOLOGY L.P.Inventors: Noel C. Hallinan, Brian A. Salisbury, Wayne J. Brtko, Michael E. Fitzpatrick
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Publication number: 20130331601Abstract: The present invention relates to a method and an arrangement for recovery of at least one organic acid from a dilute aqueous solution thereof. In this method a complex between said organic acid and an extractant is formed by contacting the solution with a reactive extractant and dissolving the formed complex into said extractant thus forming an extractant phase. The organic acid is removed from the formed complex by esterification using an alcohol.Type: ApplicationFiled: December 9, 2011Publication date: December 12, 2013Inventors: Esko Tirronen, Jukka Hietala, Reijo Aksela
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Patent number: 8586788Abstract: A method for producing of ultra-clean and high-purity electronic acetic acid is disclosed. The method including following steps: Step 1, industrial acetic acid is fast distilled; Step 2, filtering the fraction by membrane of 0.05˜0.3 ?m aperture; Step 3, rectification; Step 4, membrane filtration again. Due to the adoption of the technical scheme above, the ultra-clean and high-purity electronic grade acetic acid which purity is 99.8% is produced. The content of single metal ion is lower than 1 ppb and the content of particulates which is ?0.5 ?m is lower than 5 pcs/ml. The method of the invention will help to reduce energy consumption, to simplify the operation, and to achieve the high security.Type: GrantFiled: October 28, 2010Date of Patent: November 19, 2013Assignee: Asia Union Electronic Chemical Corporation ShanghaiInventors: Jiarong Zhan, Curtis Dove, I-Hsing Lin
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Patent number: 8586789Abstract: 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: GrantFiled: March 30, 2009Date of Patent: November 19, 2013Assignee: Lyondell Chemical Technology, L.P.Inventors: Noel Hallinan, Brian A. Salisbury, Shao-Hua Guo
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Publication number: 20130281720Abstract: The invention provides a method to extract organic compounds from aqueous mixtures, using a specially selected organic compound as an extraction liquid. The method can be applied to remove compounds such as acetic acid or ethanol from complex aqueous mixtures, including fermentation reactions or broths, and can be used for in situ extraction of products or by-products from a fermentation reaction. Some suitable extraction liquids for use in these methods include diethylene glycol dibutyl ether, tripropionin, and di(ethylene glycol) diisobutyl ether.Type: ApplicationFiled: August 22, 2011Publication date: October 24, 2013Applicants: BP CORPORATION NORTH AMERICA INC, THE REGENTS OF THE UNIVERSITY OF CALIFORNIAInventors: Amit A. Gokhale, Sasisanker Padmanabhan, Christopher Roberge
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Publication number: 20130211138Abstract: A method of treating a solvent in a wood processing operation is described. A first organic compound is extracted from an aqueous solution with a solvent. Then, the solvent is contacted with an alkali solution to remove a second organic compound from the solvent. For example, the first organic compound may be acetic acid and the second organic compound may be lignin. In another embodiment, a liquid-liquid extraction solvent used to extract acetic acid from an aqueous solution is rejuvenated by contacting the solvent with an alkali solution to remove a second organic compound from the solvent. The rejuvenated solvent is then recycled for further liquid-liquid extraction.Type: ApplicationFiled: April 28, 2011Publication date: August 15, 2013Applicant: University of Maine System Board of TrusteesInventors: G. Peter van Walsum, Adriaan Reinhard Pieter van Heiningen, Joseph Genco
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Patent number: 8506766Abstract: A method for recovering acetic acid from an aqueous feed stream containing acetic acid and, in particular, a stream generated during terephthalic acid production includes feeding a water-rich feed stream to a liquid-liquid extraction column, which includes a guard bed near the top thereof for conversion of alcohol within the feed stream by reaction with acetic acid to the corresponding ester, and removing residual water from acetic acid in an azeotropic distillation column by feeding water-poor feed streams from the extraction column to the distillation column at a height at which the mixture has a similar water concentration. The liquid-liquid extraction column produces an extract of an extraction solvent and acetic acid which is sent to the azeotropic distillation column to separate residual water and acetic acid.Type: GrantFiled: September 14, 2012Date of Patent: August 13, 2013Assignee: AMT International Inc.Inventors: Kuang-Yeu Wu, Ji-Young Jang, Karl Tze-Tang Chuang
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Patent number: 8501990Abstract: A process for the reduction and/or removal of permanganate reducing compounds formed by the carbonylation of methanol in the presence of a Group VIII metal carbonylation catalyst to produce acetic acid is disclosed. More specifically, a process for reducing and/or removing permanganate reducing compounds or their precursors from intermediate streams during the formation of acetic acid by said carbonylation processes is disclosed. In particular, a process in which a low boiling overhead vapor stream from a light ends column is subjected to a single distillation to obtain an overhead that is subjected to an extraction to selectively remove and/or reduce PRC's from the process is disclosed.Type: GrantFiled: June 25, 2012Date of Patent: August 6, 2013Assignee: Celanese International CorporationInventors: Raymond J. Zinobile, Mark O. Scates, Jonathan A. Makelki, Manuel Salado
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Patent number: 8426641Abstract: Process for preparing formic acid by hydrogenation of carbon dioxide in the presence of a catalyst comprising an element of group 8, 9 or 10 of the Periodic Table, a tertiary amine and a polar solvent at a pressure of from 0.2 to 30 MPa abs and a temperature of from 20 to 200° C. to form two liquid phases, separation of the two liquid phases, wherein the liquid phase (B) enriched with the tertiary amine is recirculated to the hydrogenation reactor and the formic acid/amine adduct from the liquid phase (A) enriched with the formic acid/amine adduct and the polar solvent is thermally dissociated into free formic acid and free tertiary amine in a distillation unit and the tertiary amine liberated in the dissociation and the polar solvent are recirculated to the hydrogenation reactor.Type: GrantFiled: June 25, 2010Date of Patent: April 23, 2013Assignee: BASF SEInventors: Thomas Schaub, Rocco Paciello, Klaus-Dieter Mohl, Daniel Schneider, Martin Schaefer, Stefan Rittinger
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Patent number: RE44125Abstract: A method for adsorbing volatile organic compounds (VOCs) derived from organic matter comprises adsorbing the VOCs onto palladium doped ZSM-5, optionally at ambient temperature. The organic matter can be perishable organic goods such as food, including fruit and/or vegetables, horticultural produce, including plants and/or cut flowers, or refuse. The palladium doped ZSM-5 has a Si:Al ratio of less than or equal to 100:1 and preferably has a palladium content of from 0.1 wt % to 10.0 wt % based on the total weight of the doped ZSM-5.Type: GrantFiled: October 26, 2006Date of Patent: April 2, 2013Assignee: Johnson Matthey Public Limited CompanyInventors: Thomas Ilkenhans, Stephen Poulston, Andrew William John Smith