Formation Of Ethylenic Unsaturation Patents (Class 562/599)
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Patent number: 11827590Abstract: Provided herein are methods of producing acrylic acid from beta-propiolactone. Such methods may involve the use of a heterogeneous catalyst, such as a zeolite.Type: GrantFiled: January 19, 2021Date of Patent: November 28, 2023Assignee: Novomer, Inc.Inventors: Sadesh H. Sookraj, Alexander Tseitlin
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Patent number: 11047838Abstract: The invention relates to a method for elemental analysis, in particular for determining carbon and nitrogen in a sample, an apparatus suitable for said method, and the use of a catalyst suitable for said method, the catalyst being a metal oxide catalyst comprising oxides of Ce, Cu and Mn.Type: GrantFiled: January 18, 2017Date of Patent: June 29, 2021Inventors: Werner Küppers, Jan Macke
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Patent number: 10710213Abstract: To provide an alumina sintered body, abrasive grains, and a grinding wheel having high hardness and excellent wear resistance. An alumina sintered body comprising: an inner layer comprising alumina crystal grains; and an outer layer covering at least a part of the inner layer from outside, having a higher content of an alkaline earth metal than the inner layer, and comprising alumina crystal grains, wherein the content of the alkaline earth metal in the outer layer is 1.0 to 30.0 mass % in terms of oxide, the alumina sintered body being free from silicon except unavoidable impurities.Type: GrantFiled: December 19, 2018Date of Patent: July 14, 2020Assignee: SHOWA DENKO K.K.Inventor: So Miyaishi
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Patent number: 10703702Abstract: Provided herein are systems, and methods of using such systems, for producing acrylic acid from ethylene oxide and carbon monoxide on an industrial scale. The production system/production process has various unit operations, including, for example, a ?-propiolactone production system/production process configured to produce ?-propiolactone from ethylene oxide and carbon monoxide; a polypropiolactone production system/production process configured to produce polypropiolactone from ?-propiolactone; and a glacial acrylic acid production system/production process configured to produce acrylic acid with a high purity by thermolysis of polypropiolactone.Type: GrantFiled: July 29, 2016Date of Patent: July 7, 2020Assignee: Novomer, Inc.Inventors: Sadesh H Sookraj, Jay J. Farmer
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Patent number: 10562834Abstract: A process to prepare a compound of Formula (I) wherein R3, R4 and R5 are each selected independently from hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxyl, and wherein the alkyl, alkenyl, alkynyl, and alkoxyl may be optionally substituted with one or more halogen, alkyl, alkenyl, alkynyl, and alkoxyl.Type: GrantFiled: January 4, 2019Date of Patent: February 18, 2020Assignee: Intervet Inc.Inventors: Michael Berger, Stephan Veit, Hans Peter Niedermann, Tobias Kappesser, Alfred Stutz
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Patent number: 10487035Abstract: Methods for making acrylic acid, acrylic acid derivatives, or mixtures thereof by contacting a stream containing hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof with either an active catalyst containing an amorphous and partially-dehydrated phosphate salt or a precursor catalyst containing a crystalline phosphate salt in a reactor with a low corrosion rate are provided.Type: GrantFiled: January 4, 2018Date of Patent: November 26, 2019Assignee: The Procter & Gamble CompanyInventors: Dimitris Ioannis Collias, Jane Ellen Godlewski, Juan Esteban Velasquez
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Patent number: 10464875Abstract: The present invention relates to a process for the production of an ethylenically unsaturated carboxylic acid or ester, preferably ?,ß ethylenically unsaturated carboxylic acids or esters, by the liquid phase reaction of formaldehyde or a suitable source thereof with a non-cyclic carboxylic acid ester in the presence of a basic metal salt.Type: GrantFiled: April 12, 2016Date of Patent: November 5, 2019Assignee: LUCITE INTERNATIONAL UK LIMITEDInventors: Graham Ronald Eastham, David William Johnson, Mark Waugh, Jonathan Ainsley Iggo, Michael Beaumont
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Patent number: 10239819Abstract: A method for producing esters of an alpha, beta-unsaturated carboxylic acid are disclosed, the method includes reacting a three or four carbon beta-hydroxyalkanoate composition or mixtures thereof with a mono-alcohol under heating conditions to form a reaction product and distilling the reaction product to recover a composition containing at least fifty percent by weight of the ester of the alpha, beta-unsaturated carboxylic acid.Type: GrantFiled: October 15, 2015Date of Patent: March 26, 2019Assignee: CARGILL, INCORPORATEDInventors: Timothy Walter Abraham, Ravi R. Gokarn
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Patent number: 10106481Abstract: Hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof are dehydrated using a catalyst and a method to produce bio-acrylic acid, acrylic acid derivatives, or mixtures thereof. A method to produce the dehydration catalyst is also provided.Type: GrantFiled: August 29, 2016Date of Patent: October 23, 2018Assignee: The Procter & Gamble CompanyInventors: Juan Esteban Velasquez, Dimitris Ioannis Collias, Jane Ellen Godlewski, Fred Christian Wireko
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Patent number: 9630900Abstract: The invention relates to a process for dehydrating aqueous 3-hydroxypropionic acid to acrylic acid in the liquid phase, wherein aqueous acrylic acid is removed continuously from the liquid phase and the liquid phase comprises an inert organic solvent 1.Type: GrantFiled: September 2, 2014Date of Patent: April 25, 2017Assignee: BASF SEInventors: Tim Blaschke, Ortmund Lang, Nicolai Tonio Wörz, Christian Raith, Marco Hartmann, Marta Zajaczkowski-Fischer
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Patent number: 9598345Abstract: The present invention relates to a method for producing an unsaturated-acid ester or an unsaturated acid, containing a step of reacting a compound (1) represented by the following formula (1) with a compound represented by the following formula (2) (excluding the compound (1)) in the presence of a Lewis acid catalyst at a temperature of the boiling point of the compound (1) or higher and 350° C. or lower, thereby obtaining products including a compound represented by the following formula (3): (in formula (1) and formula (3), R1, R2 and R4 each independently may be hydrogen atom or an alkyl group, R3 and R5 each independently are hydrogen atom or a deuterium atom, and X is a halogen atom; in formula (2) and formula (3), R6 may be hydrogen atom, an alkyl group or an aryl group, and R7 is hydrogen atom or a deuterium atom).Type: GrantFiled: January 8, 2016Date of Patent: March 21, 2017Assignee: ASAHI GLASS COMPANY, LIMITEDInventors: Tomoyuki Fujita, Koichi Murata, Naoko Shirota, Yusuke Suzuki, Daisuke Jomuta
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Patent number: 9561479Abstract: An apparatus for producing a mixed solution, comprising a mixing vessel for preparing an aqueous mixed solution containing a dicarboxylic acid and a Nb compound and a filter for the aqueous mixed solution connected to the mixing vessel via a pipe, the mixing vessel being anticorrosive and equipped with a stirring unit, a heating unit and a cooling unit for the aqueous mixed solution, wherein the aqueous mixed solution prepared in the mixing vessel is fed to the filter via the pipe and filtered in the filter under increased pressure.Type: GrantFiled: January 31, 2012Date of Patent: February 7, 2017Assignee: ASAHI KASEI CHEMICALS CORPORATIONInventors: Yusuke Ishii, Takaaki Kato
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Patent number: 9546123Abstract: The present invention relates to a process for preparing acrylic acid from formaldehyde and acetic acid, comprising reacting formaldehyde and acetic acid via an aldol condensation in a reaction unit comprising n reaction zones arranged in series, each comprising an aldol condensation catalyst, where n is at least 2, and wherein at least one stream leaving a reaction zone, before being fed into the reaction zone immediately downstream, is mixed with a stream comprising formaldehyde and optionally comprising acetic acid. The present invention further relates to an apparatus for preparing acrylic acid from formaldehyde and acetic acid and to the use of this apparatus.Type: GrantFiled: December 17, 2015Date of Patent: January 17, 2017Assignee: BASF SEInventors: Till Christian Brueggemann, Nicolai Tonio Woerz, Astrid Ruppel
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Patent number: 9493390Abstract: The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed. Additionally, the catalyst composition is catalytically active towards the formation of acrylic acid from methylene diacetate and methacrylic acid from methylene dipropionate; both reactions are carried out with high space time yields.Type: GrantFiled: February 19, 2015Date of Patent: November 15, 2016Assignee: EASTMAN CHEMICAL COMPANYInventors: Venkata Bharat Ram Boppana, David William Norman, Melissa Page Steffey
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Patent number: 9487466Abstract: In one embodiment, the invention is to process for producing acrylics. The process includes the steps of contacting a crude product stream with an extraction agent mixture at a temperature less than 50° C.Type: GrantFiled: December 16, 2011Date of Patent: November 8, 2016Assignee: CELANESE INTERNATIONAL CORPORATIONInventors: Craig J. Peterson, R. Jay Warner, Josefina T. Chapman
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Patent number: 9120743Abstract: 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: GrantFiled: June 27, 2013Date of Patent: September 1, 2015Assignee: Celanese International CorporationInventors: Craig J. Peterson, Elizabeth Bowden, Josefina T. Chapman, Sean Mueller, Dick Nagaki, Tianshu Pan, Himanshu Lodha
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Patent number: 9115070Abstract: 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: GrantFiled: July 16, 2013Date of Patent: August 25, 2015Assignee: BASF SEInventors: Marek Pazicky, Christian Raith, Rocco Paciello, Raphael Heinrich Brand, Marco Hartmann, Klaus Joachim Mueller-Engel, Peter Zurowski, Wolfgang Fischer
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Publication number: 20150105584Abstract: Lactic acid, lactic acid derivatives, or mixtures thereof are dehydrated using a catalyst and process to produce bio-acrylic acid, acrylic acid derivatives, or mixtures thereof. A method to produce the catalyst is also provided.Type: ApplicationFiled: October 16, 2014Publication date: April 16, 2015Inventors: Juan Esteban Velasquez, Dimitris Ioannis Collias, Jane Ellen Godlewski, Janette Villalobos Lingoes
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Patent number: 8993801Abstract: The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed. Additionally, the catalyst composition is catalytically active towards the formation of acrylic acid from methylene diacetate and methacrylic acid from methylene dipropionate; both reactions are carried out with high space time yields.Type: GrantFiled: March 14, 2013Date of Patent: March 31, 2015Assignee: Eastman Chemical CompanyInventors: Venkata Bharat Ram Boppana, David William Norman, Melissa Dawn Page
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Publication number: 20150080606Abstract: Described herein are methods for preparing methacrylic acid from biobased starting materials.Type: ApplicationFiled: September 16, 2014Publication date: March 19, 2015Inventor: JOSHUA LENSBOUER
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Patent number: 8962515Abstract: In one embodiment, 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 a metal phosphate matrix containing vanadium and bismuth. Preferably, the catalyst comprises, in an active phase, vanadium to bismuth at a molar ratio of at least 0.02:1. Preferably, the catalyst composition is substantially free of titanium.Type: GrantFiled: October 31, 2012Date of Patent: February 24, 2015Assignee: Celanese International CorporationInventors: Dick Nagaki, Craig J. Peterson, Heiko Weiner, Elizabeth Bowden, Josefina T. Chapman, Sean Mueller
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Patent number: 8957250Abstract: Disclosed herein is an improved process for the catalytic dehydration of lactic acid to acrylic acid. More particularly, the present invention discloses catalytic dehydration of lactic acid to acrylic acid with high selectivity and yield for acrylic acid using calcium phosphate (CP) catalyst with varying Ca/P ratio optionally modified with 5 wt % sodium.Type: GrantFiled: May 16, 2012Date of Patent: February 17, 2015Assignee: Council of Scientific & Industrial ResearchInventors: Mohan Keraba Dongare, Shubhangi Bhalchandra Umbarker, Samadhan Tanaji Lomate
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Publication number: 20150038735Abstract: An L-type zeolite, a modified L-type zeolite, or any combination thereof may be useful in catalytically preparing ?,?-unsaturated carboxylic acids and/or esters thereof through reaction pathways that include dehydroxylation reactions and optionally esterification reactions. In some reaction pathways, dehydroxylation reactions and esterification reactions may be performed sequentially or concurrently.Type: ApplicationFiled: September 6, 2013Publication date: February 5, 2015Inventors: Cenan A. Ozmeral, Joseph P. Glas, Rajesh Dasari, Setrak Tanielyan, Ramesh Deoram Bhagat, Mohan Reddy Kasireddy, Ramnik Singh, Vijay Gnanadesikan, Robert L. Augustine, Santosh More
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Publication number: 20150031913Abstract: Processes for the catalytic dehydration of hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof to acrylic acid, acrylic acid derivatives, or mixtures thereof with high yield and selectivity and without significant conversion to undesired side products, such as, acetaldehyde, propanoic acid, and acetic acid, are provided.Type: ApplicationFiled: October 10, 2014Publication date: January 29, 2015Inventors: Jane Ellen Godlewski, Janette Villalobos, Dimitris Ioannis Collias, Juan Estaban Velasquez
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Publication number: 20150031912Abstract: Processes for the catalytic dehydration of hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof to acrylic acid, acrylic acid derivatives, or mixtures thereof with high yield and selectivity and without significant conversion to undesired side products, such as, acetaldehyde, propanoic acid, and acetic acid, are provided.Type: ApplicationFiled: October 10, 2014Publication date: January 29, 2015Inventors: Jane Ellen Godlewski, Janette Villalobos, Dimitris Ioannis Collias, Juan Estaban Velasquez
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Patent number: 8940924Abstract: The invention relates to a catalyst for the reaction of formaldehyde with a carboxylic acid or ester to produce an ethylenically unsaturated carboxylic acid or ester, preferably ?, ? ethylenically unsaturated carboxylic acids or ester. The catalyst includes a metal oxide having at least two types of metal cations, M1 and M2, wherein M1 is at least one metal selected from group 3 or 4 in the 4th to 6th periods of the periodic table, group 13 in the 3rd to 5th periods of the periodic table, or the remaining elements in the lanthanide series and M2 is at least one metal selected from group 5 in the 5th or 6th periods of the periodic table or group 15 in the 4th or 5th periods of the periodic table. The production includes reacting formaldehyde with a carboxylic acid or esterin the presence of the catalyst effective to catalyze the reaction.Type: GrantFiled: June 24, 2011Date of Patent: January 27, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Sabina Ziemian
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Publication number: 20150025272Abstract: The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus modified with alkali metal. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed.Type: ApplicationFiled: October 8, 2014Publication date: January 22, 2015Applicant: Eastman Chemical CompanyInventors: David William Norman, Greg Alan King
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Patent number: 8933179Abstract: A method of producing a compound of formula (i): wherein R=H or CH3 the method comprising exposing a source of a compound of formula (ii) to reaction conditions of temperature and pressure: formula (ii) wherein R is defined as above wherein, when R=CH3, the source of a compound of formula (ii) is exposed to reaction conditions of temperature and pressure while being in a liquid phase.Type: GrantFiled: December 21, 2010Date of Patent: January 13, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Graham Ronald Eastham, Martyn Poliakoff, Thomas Andrew Huddle
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Publication number: 20140364644Abstract: 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: ApplicationFiled: June 5, 2013Publication date: December 11, 2014Inventors: Dick Nagaki, Craig J. Peterson, Josefina T. Chapman, Sean Mueller
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Publication number: 20140364645Abstract: A method of producing an ethylenically unsaturated, typically, an ?, ? ethylenically unsaturated carboxylic acid or ester is described. The method comprises the steps of contacting formaldehyde, or a source of formaldehyde, with a carboxylic acid or ester in the presence of a catalyst and optionally in the presence of an alcohol. The catalyst comprises barium phosphate leaf or plate shaped/like crystals, or a source thereof. A catalyst system is also described. The catalyst system comprises a crystalline barium phosphate catalyst and optionally a catalyst support.Type: ApplicationFiled: January 14, 2013Publication date: December 11, 2014Applicant: Lucite International UK LimitedInventors: Ian Andrew York, Sabina Ziemian
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Patent number: 8895683Abstract: In one aspect, a process for the preparation of a superabsorbent polymer is described herein. In some embodiments, the process comprises (I) preparing acrylic acid, wherein the process comprises (a1) provision of a fluid F1 having a composition comprising from about 5 to about 20 wt. % of hydroxypropionic acid, salts thereof, or mixtures thereof; from about 0.1 to about 5 wt. % of inorganic salts; from about 0.1 to about 30 wt. % of organic compounds which differ from hydroxypropionic acid; from 0 to about 50 wt. % of solids; and from about 20 to about 90 wt. % of water; (a2) dehydration of said hydroxypropionic acid to give a fluid F2 containing acrylic acid; and (a3) purification of said fluid F2 to give a purified acrylic acid phase comprising acrylic acid having a purity of at least 70 wt. %; and (II) polymerizing the acrylic acid of (I) to form a superabsorbent polymer.Type: GrantFiled: May 17, 2013Date of Patent: November 25, 2014Assignee: Evonik Degussa GmbHInventors: Franz-Felix Kuppinger, Axel Hengstermann, Guido Stochniol, Gunther Bub, Jurgen Mosler, Andreas Sabbagh
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Publication number: 20140343318Abstract: Process for preparing a vinylidenecarboxylic acid or ester thereof, wherein a reaction gas comprising gaseous formaldehyde, molecular oxygen and an alkycarboxylic acid or ester thereof is brought into contact with a solid catalyst whose active composition comprises a vanadium-phosphorus oxide having an average oxidation state of vanadium of from +4.40 to +5.0 to give a product gas comprising the vinylidenecarboxylic acid or ester thereof.Type: ApplicationFiled: May 14, 2014Publication date: November 20, 2014Applicant: BASF SEInventors: Philipp GRUENE, Cornelia Katharina DOBNER, Marco HARTMANN
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Publication number: 20140343319Abstract: In a process for preparing acrylic acid, a reaction gas which comprises a gaseous formaldehyde source and gaseous acetic acid and in which the partial pressure of the formaldehyde source, calculated as formaldehyde equivalents, is at least 85 mbar and in which the molar ratio of the acetic acid to the formaldehyde source, calculated as formaldehyde equivalents, is at least 1 is contacted with a solid condensation catalyst. The space-time yield can be enhanced significantly by increasing the partial pressure of the reactants. The space-time yield remains high even after prolonged process duration.Type: ApplicationFiled: May 14, 2014Publication date: November 20, 2014Applicant: BASF SEInventors: Michael GOEBEL, Christian Walsdorff, Marco Hartmann, Nicolai Tonio Woerz, Tim Blaschke, Philipp Gruene
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Patent number: 8889586Abstract: In one embodiment, the invention is to a catalyst composition, comprising vanadium and titanium. Preferably, the molar ratio of vanadium to titanium in an active phase of the catalyst composition is greater than 0.5:1.Type: GrantFiled: January 8, 2014Date of Patent: November 18, 2014Assignee: Celanese International CorporationInventors: Dick Nagaki, Heiko Weiner, Josefina T. Chapman, Mark O. Scates, Alexandra S. Locke, Craig J. Peterson
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Patent number: 8884050Abstract: Processes for the catalytic dehydration of hydroxypropionic acid, hydroxypropionic acid derivatives, or mixtures thereof to acrylic acid, acrylic acid derivatives, or mixtures thereof with high yield and selectivity and without significant conversion to undesired side products, such as, acetaldehyde, propanoic acid, and acetic acid, are provided.Type: GrantFiled: February 6, 2013Date of Patent: November 11, 2014Assignee: The Procter & Gamble CompanyInventors: Jane Ellen Godlewski, Janette Villalobos, Dimitris Ioannis Collias, Juan Estaban Velasquez
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Patent number: 8877966Abstract: A process for preparing acrylic acid from methanol and acetic acid, in which, in a reaction zone A, the methanol is partially oxidized to formaldehyde in a heterogeneously catalyzed gas phase reaction, the product gas mixture A obtained and an acetic acid source are used to obtain a reaction gas input mixture B which comprises acetic acid and formaldehyde and has the acetic acid in excess over the formaldehyde, and the formaldehyde present in reaction gas input mixture B is aldol-condensed to acrylic acid under heterogeneous catalysis in a reaction zone B with acetic acid present in reaction gas input mixture B, and unconverted acetic acid still present alongside the acrylic acid target product in the product gas mixture B obtained is removed therefrom, and the acetic acid removed is recycled into the production of reaction gas input mixture B.Type: GrantFiled: September 15, 2011Date of Patent: November 4, 2014Assignee: BASF SEInventors: Stefanie Herzog, Stefan Altwasser, Klaus Joachim Mueller-Engel
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Patent number: 8864950Abstract: A process for producing an acrylate product. The process comprises the step of providing a crude product stream comprising the acrylate product and an alkylenating agent. The process further comprises the step of separating at least a portion of the crude product stream to form an alkylenating agent stream and an intermediate product stream. The alkylenating agent stream comprises at least 1 wt % alkylenating agent and the intermediate product stream comprises acrylate product. The separating is performed in at least one column at an operating pressure ranging from 40 kPa to 80 kPa.Type: GrantFiled: January 6, 2012Date of Patent: October 21, 2014Assignee: Celanese International CorporationInventors: Craig Peterson, Josefina Chapman, Jonathan Gallacher
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Publication number: 20140275575Abstract: The present application provides a method for producing an beta-lactone product. The method includes the steps of: reacting an epoxide, a solvent with a carbonylation catalyst and carbon monoxide to produce a reaction stream comprising a beta-lactone then separating a portion of the beta-lactone in the reaction stream from the solvent and carbonylation catalyst to produce: i) a beta-lactone stream with the beta-lactone, and ii) a catalyst recycling stream including the carbonylation catalyst and the high boiling solvent; and adding the catalyst recycling stream to the feed stream.Type: ApplicationFiled: May 12, 2014Publication date: September 18, 2014Applicant: Novomer, Inc.Inventors: Scott D. Allen, Ronald R. Valente, Han Lee, Anna E. Cherian, Donald L. Bunning, Nye A. Clinton, Olan Stanley Fruchey, Bernard Duane Dombek
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Publication number: 20140271488Abstract: Synthesis of compounds having varying degrees of conformational rigidity is obtained via a low cost, high yield and efficient synthetic reactions. The library of compounds is structurally diverse having at least one or more chiral centers and providing large numbers of compounds having building block diversity and substantial scaffold diversity. The compounds further provide a novel method for obtaining candidate therapeutic agents for prevention, treatment or diagnosis of diseases.Type: ApplicationFiled: September 7, 2012Publication date: September 18, 2014Applicant: The Scripps Research InstituteInventors: Glenn C. Micalizio, Thomas Kodadek, Mohosin Sarkar
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Patent number: 8835518Abstract: A process for the reactivation of an acidic ion exchange resin is described. The invention relates to the treatment of an at least partially deactivated resin which has been deactivated by contact with an impure ethylenically unsaturated acid or ester containing target impurities. The reactivation includes the step of contacting the at least partially deactivated resin with an alcohol to thereby increase the activity thereof. The invention extends to reactivating a resin deactivated by contact with an impure ethylenically unsaturated acid, ester or nitrile containing target impurities by contacting the at least partially deactivated resin with an alcohol and a carboxylic acid to thereby increase the activity thereof. A reactivated resin and a process for preparing and purifying an ethylenically unsaturated acid or ester of the following formula: —R1—C(?(CH2)m)—COOR2 are also described.Type: GrantFiled: March 25, 2010Date of Patent: September 16, 2014Assignee: Lucite International UK LimitedInventor: Trevor Huw Morris
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Patent number: 8829238Abstract: A method for synthesizing a deuterated acrylate of the Formula (1), the method comprising: (i) deuterating a propiolate compound of Formula (2) to a methyne-deuterated propiolate compound of Formula (3) in the presence of a base and D2O: and (ii) reductively deuterating the methyne-deuterated propiolate compound of Formula (3) in a reaction solvent in the presence of deuterium gas and a palladium-containing catalyst to afford the deuterated acrylate of the Formula (1). The resulting deuterated acrylate compounds, derivatives thereof, and polymers derived therefrom are also described.Type: GrantFiled: September 12, 2012Date of Patent: September 9, 2014Assignee: UT-Battelle, LLCInventors: Jun Yang, Peter V. Bonnesen, Kunlun Hong
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Patent number: 8821804Abstract: The invention relates to the use of monoliths as particle filters for limiting the deactivation of catalysts during catalytic reactions in multi-tubular reactors. The invention is particularly well-suited for catalytic oxidation reactions in the gaseous phase. The invention also relates to multi-tubular reactors including monoliths as particle filters.Type: GrantFiled: July 23, 2008Date of Patent: September 2, 2014Assignee: Arkema FranceInventor: Jean-Luc Dubois
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Patent number: 8802585Abstract: In one embodiment, the invention is to a catalyst composition comprising vanadium and titanium. The catalyst composition has a surface area of at least 22.6 m2/g and a plurality of pores, and the plurality of pores have a pore diameter of less than 11.9 nm.Type: GrantFiled: September 22, 2011Date of Patent: August 12, 2014Assignee: Celanese International CorporationInventors: Heiko Weiner, Josefina T. Chapman, Alexandra S. Locke, Craig T. Peterson, Mark O. Scates, Dick Nagaki
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Patent number: 8796475Abstract: The present application provides a method for producing an beta-lactone product. The method includes the steps of: reacting an epoxide, a solvent with a carbonylation catalyst and carbon monoxide to produce a reaction stream comprising a beta-lactone then separating a portion of the beta-lactone in the reaction stream from the solvent and carbonylation catalyst to produce: i) a beta-lactone stream with the beta-lactone, and ii) a catalyst recycling stream including the carbonylation catalyst and the high boiling solvent; and adding the catalyst recycling stream to the feed stream.Type: GrantFiled: April 10, 2013Date of Patent: August 5, 2014Assignee: Novomer, Inc.Inventors: Scott D. Allen, Ronald R. Valente, Han Lee, Anna E. Cherian, Donald L. Bunning, Nye A. Clinton, Olan Stanley Fruchey, Bernard Duane Dombek
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Publication number: 20140213811Abstract: The present invention relates to the production of acrolein, acrylic acid or methacrylic acid by dehydration reaction of renewable raw material such as glycerin or hydroxycarboxylic acids, in the presence of a novel catalyst system supported on a carrier having a bimodal structure and a high pore volume and distribution. The dehydration reactions can be carried out for longer operation duration, so that acrolein, acrylic acid or methacrylic acid can be produced at higher productivity and for longer running time.Type: ApplicationFiled: July 27, 2012Publication date: July 31, 2014Inventors: Jean-Luc Dubois, Kimito Okumura, Yasushi Kobayashi, Ryota Hiraoka
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Patent number: 8772539Abstract: An appropriate catalyst is found for synthesis of an unsaturated carboxylic acid and/or a derivative thereof using as a raw material compound a hydroxycarboxylic acid and/or a derivative thereof that can easily be synthesized from a polysaccharide such as biomass-derived cellulose, and an efficient method for synthesizing the unsaturated carboxylic acid and/or the derivative thereof is provided. This method is a method for synthesizing an unsaturated carboxylic acid and/or a derivative thereof, wherein an apatite compound is used as a catalyst to synthesize the unsaturated carboxylic acid and/or the derivative thereof from a biomass-derived hydroxycarboxylic acid and/or a derivative thereof by a dehydration reaction.Type: GrantFiled: October 25, 2010Date of Patent: July 8, 2014Assignees: Kabushiki Kaisha Sangi, Kochi UniversityInventors: Ayumu Onda, Yumiko Matsuura, Kazumichi Yanagisawa
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Patent number: 8765629Abstract: The invention relates to a catalyst composition comprising a mixed oxide of vanadium, titanium, and phosphorus. The titanium component is derived from a water-soluble, redox-active organo-titanium compound. The catalyst composition is highly effective at facilitating the vapor-phase condensation of formaldehyde with acetic acid to generate acrylic acid, particularly using an industrially relevant aqueous liquid feed.Type: GrantFiled: September 16, 2011Date of Patent: July 1, 2014Assignee: Eastman Chemical CompanyInventors: David William Norman, Gerald Charles Tustin, Michael James Nash, Liu Deng, Theresa Sims Barnette
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Publication number: 20140171681Abstract: A method for preparing an unsaturated carboxylic acid comprising (a) preparing an aqueous solution comprising an ammonium salt of hydroxycarboxylic acid and a salt of inorganic acid; (b) contacting the aqueous solution with a cation exchange resin to prepare a conversion aqueous solution comprising a hydroxycarboxylic acid and an inorganic acid; and (c) dehydrating the hydroxycarboxylic acid using the inorganic acid as a catalyst is provided.Type: ApplicationFiled: December 5, 2013Publication date: June 19, 2014Applicant: Samsung Electronics Co. Ltd.Inventors: Jun CHWAE, Nam Soo Park, Moo Ho Lee, Jong Won Kim
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Publication number: 20140171684Abstract: In one embodiment, the invention is directed to a process for producing an acrylate product. The process comprises the step of reacting in a reactor a reaction mixture comprising an alkanoic acid and a liquid alkylenating agent source comprising methanol in an amount less than 0.5 wt. % over a catalyst and under conditions effective to form a crude acrylate product comprising acrylate product and alkylenating agent. The process further comprises the step of separating at least a portion of the crude acrylate product to form at least one alkylenating agent stream and at least one purified acrylate product stream comprising acrylate product.Type: ApplicationFiled: December 19, 2012Publication date: June 19, 2014Applicant: CELANESE INTERNATIONAL CORPORATIONInventors: Sean Mueller, Dick Nagaki, Craig J. Peterson, Josefina T. Chapman
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Publication number: 20140171685Abstract: A catalytic reactor including a chamber (1) and separation means (2) arranged inside the chamber (1), said separation means defining at least one reaction area (3) and at least one regeneration area (4), the reaction area (3) being supplied with a reaction flow (15, 16) and connected, at the outlet thereof, to a first gas tapping device (13), the regeneration area (4) being supplied with a regeneration flow (17) and connected, at the outlet thereof, to a second gas tapping device (10), the reactor being suitable for including a fluidized bed of catalyst particles (5) in the reaction area (3), the separation means (2) enabling the catalyst particles to pass from the reaction area (3) to the regeneration area (4), and the reactor making it possible to move catalyst particles into the regeneration area (4) so as to enable the return thereof to the reaction area (3).Type: ApplicationFiled: July 9, 2012Publication date: June 19, 2014Applicant: ARKEMA FRANCEInventors: Jean-Luc Dubois, Grégory Patience