Preparing By Carbonylation (e.g., By Hydroformylation, Etc.) Patents (Class 568/909)
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Patent number: 11987770Abstract: The need for a hand-dishwashing composition which is highly effective at removing grease, providing long-lasting suds under soiled conditions, while having a Newtonian viscosity which is less sensitive to changes on surfactant and solvent levels, is met by formulating the liquid hand dishwashing cleaning composition to comprise a surfactant system having a combination of alkyl sulphate anionic surfactant having little or no alkoxylation and an alkyl polyglucoside surfactant.Type: GrantFiled: September 17, 2021Date of Patent: May 21, 2024Assignee: The Procter & Gamble CompanyInventors: Jan Julien Marie-Louise Billiauw, Karl Ghislain Braeckman, Katrien Richarde Francoise Decraene, Bjorn Vanoverstraete
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Patent number: 11692152Abstract: A water-soluble unit dose article containing an alkyl sulphate. A use thereof.Type: GrantFiled: September 10, 2019Date of Patent: July 4, 2023Assignee: The Procter & Gamble CompanyInventors: Karel Jozef Maria Depoot, Hilde Francoise Louise Andriessen, Robby Renilde Francois Keuleers, Bart Andre Verbessem
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Patent number: 10865165Abstract: Integrated systems are provided for the production of higher hydrocarbon compositions, for example liquid hydrocarbon compositions, from methane using an oxidative coupling of methane system to convert methane to ethylene, followed by conversion of ethylene to selectable higher hydrocarbon products. Integrated systems and processes are provided that process methane through to these higher hydrocarbon products.Type: GrantFiled: March 20, 2019Date of Patent: December 15, 2020Assignee: Lummus Technology LLCInventors: Greg Nyce, Peter Czerpak, Carlos Faz, Jarod McCormick, William Michalak, Bipinkumar Patel, Guido Radaelli, Tim A. Rappold, Ron Runnebaum, Erik C. Scher, Aihua Zhang, Joel Cizeron
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Patent number: 10011781Abstract: Provided herein are methods of reducing phosphorus content of a liquid hydrocarbon. The liquid hydrocarbon may be contacted with a catalyst that includes copper (II) oxide to produce a low-phosphorus liquid hydrocarbon.Type: GrantFiled: November 3, 2017Date of Patent: July 3, 2018Assignee: Lyondell Chemical Technology, L.P.Inventors: Lei Zhang, Daniel F. White
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Patent number: 9845276Abstract: The invention is concerned with the issue of how to produce n-pentanal by hydroformylation from feedstock mixtures comprising a small proportion of n-butene and a large proportion of n-butane. Specifically, solutions for further optimizing established processes for hydroformylation of such low-butene mixtures in terms of material utilization are sought. The present invention has for its object to enhance the material utilization of the feedstock mixture in the production of n-pentanal from feedstock mixtures having a small proportion of n-butene and a large proportion of n-butane. The process shall be capable of economic operation on an industrial scale. In particular an existing oxo plant shall be honed to achieve better raw material utilization.Type: GrantFiled: April 19, 2017Date of Patent: December 19, 2017Assignee: Evonik Degussa GmbHInventors: Robert Franke, Lena Altmann, Corinna Hecht, Benedikt Dercks, Hanna Spohr, Horst-Werner Zanthoff
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Patent number: 9505696Abstract: A process directed to acetic acid production comprising providing a feed stream having a first density comprising water, acetic acid, methyl acetate, at least one PRC, and greater than about 30 wt % methyl iodide to a distillation column comprising a distillation zone and a bottom sump zone; and distilling the feed stream at a pressure and a temperature sufficient to produce an overhead stream having a second density and comprising greater than about 40 wt % methyl iodide and at least one PRC; wherein a percent decrease between the first density and the second density is from 20% to 35%.Type: GrantFiled: October 2, 2015Date of Patent: November 29, 2016Assignee: Celanese International CorporationInventors: Mark O Scates, Ronald David Shaver, Yaw-Haw Liu
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Patent number: 8987530Abstract: A process for producing alcohols from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols having at least four carbon atoms such as butanol and isobutanol.Type: GrantFiled: August 7, 2012Date of Patent: March 24, 2015Assignee: Enerkem, Inc.Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
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Patent number: 8981165Abstract: A process for producing alcohols having three carbon atoms from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols such as n-propanol and isopropanol.Type: GrantFiled: August 7, 2012Date of Patent: March 17, 2015Assignee: Enerkem, Inc.Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
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Patent number: 8933275Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing acetylene as an intermediate stream to form a stream having oxygenates. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to oxygenates through subsequent reactors.Type: GrantFiled: June 11, 2013Date of Patent: January 13, 2015Assignee: UOP LLCInventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin
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Patent number: 8779215Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.Type: GrantFiled: December 12, 2012Date of Patent: July 15, 2014Assignee: Maverick Synfuels, Inc.Inventor: Karl Kharas
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Patent number: 8766014Abstract: Convert a mixture of synthesis gas and ethylene to a product stream that contains at least one C3 oxygenate using a supported, heterogeneous catalyst represented by formula RhaAgbSncXdYeOx. In the formula, X is at least one transition element other than rhodium or silver, and Y is at least one element selected from alkali metals and alkaline earth metals.Type: GrantFiled: September 26, 2011Date of Patent: July 1, 2014Assignee: Dow Global Technologies LLCInventors: Palanichamy Manikandan, Sreenivasa Rao, Phani Kiran Bollapragada
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Publication number: 20140058135Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing acetylene as an intermediate stream to form a stream having oxygenates. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream may be treated to convert acetylene to oxygenates through subsequent reactors.Type: ApplicationFiled: June 11, 2013Publication date: February 27, 2014Inventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin
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Patent number: 8604254Abstract: Convert an alkylene to a product stream that comprises an alkanol by subjecting a gaseous combination of a) an alkylene selected from ethylene, propylene or a combination thereof, b) carbon monoxide, c) hydrogen and, optionally, d) at least one hydrocarbon or gas diluent other than ethylene or propylene to reductive hydroformylation conditions in combination with a solid phase, sulfided, heterogeneous catalyst.Type: GrantFiled: November 2, 2010Date of Patent: December 10, 2013Assignee: Dow Global Technologies LLCInventors: Nancy Kinkade, Richard M. Wehmeyer
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Patent number: 8581010Abstract: A process is disclosed for the production of ethanol from methanol whereby methanol is condensed in the gas phase over a heterogeneous catalyst to produce ethanol and water.Type: GrantFiled: May 4, 2011Date of Patent: November 12, 2013Inventor: John E. Stauffer
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Publication number: 20130296616Abstract: The phase separation in the decanter of a process for producing acetic acid by carbonylating methanol in the presence of a catalyst under low water-high acid conditions is improved by forming a liquid mixture (D) which has a water content of at most 20% by weight, based on the weight of the liquid mixture, and a weight ratio of acetic acid to water of at least 1:1, and partitioning the liquid mixture by providing for an alkane(s) content of D of from 0.1 to 15% by weight, based on the weight of D, to obtain a light, aqueous phase and a heavy, organic phase.Type: ApplicationFiled: December 13, 2012Publication date: November 7, 2013Applicant: Lyondell Chemical Technology, LP.Inventors: Noel C. Hallinan, John D. Hearn, Michael E. Fitzpatrick, Miraj S. Patel
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Patent number: 8552240Abstract: Process for producing propylene from a propanol feedstock A2 by reacting the propanol feedstock A2 in a vapor phase dehydration reactor wherein the propanol is convened at a temperature comprised between 160 and 270° C. and at a pressure of above 0.1 MPa but less than 4.Type: GrantFiled: November 22, 2006Date of Patent: October 8, 2013Assignee: BP Chemicals LimitedInventors: Craig Bailey, Leslie William Bolton, Benjamin Patrick Gracey, Michael Keith Lee, Stephen Roy Partington
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Patent number: 8536385Abstract: A process for preparing dimethyl ether or a mixture of dimethyl ether and methanol including passing a raw gas containing carbon monoxide and hydrogen through a catalyst slurry containing a mixture including (a) a medium oil having as a main component, a branched, saturated aliphatic hydrocarbon having 16 to 50 carbon atoms, 1 to 7 tertiary carbon atoms, 0 quaternary carbon atoms, and 1 to 16 carbon atoms in the branched chains bonded to the tertiary carbon atom; and at least one of the tertiary carbon atoms is bonded to hydrocarbon chains with a chain length having 4 or more of carbon atoms in three directions, (b) a methanol synthesis catalyst; (c) a methanol dehydration catalyst; and (d) a methanol shift catalyst or a methanol dehydration/shift catalyst.Type: GrantFiled: February 9, 2012Date of Patent: September 17, 2013Assignees: Inpex Corporation, Japan Petroleum Exploration Co., Ltd., Total Gas & Power Ventures, Toyota Tsusho CorporationInventors: Keiichi Okuyama, Yotaro Ohno, Takashi Ogawa, Seiji Aoki, Tsutomu Shikada, Yasuhiro Mogi, Toshifumi Suzuki, Yasuo Miyoshi, Nobuaki Kobayashi, Kazuro Suzuki
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Publication number: 20130190537Abstract: Convert a mixture of synthesis gas and ethylene to a product stream that contains at least one C3 oxygenate using a supported, heterogeneous catalyst represented by formula RhaAgbSncXdYeOx. In the formula, X is at least one transition element other than rhodium or silver, and Y is at least one element selected from alkali metals and alkaline earth metals.Type: ApplicationFiled: September 26, 2011Publication date: July 25, 2013Applicant: Dow Global Technologies LLCInventors: Palanichamy Manikandan, Sreenivasa Rao, Phani Kiran Bollapragada
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Publication number: 20130158299Abstract: A process for producing alcohols having three carbon atoms from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols such as n-propanol and isopropanol.Type: ApplicationFiled: August 7, 2012Publication date: June 20, 2013Inventors: Anthony S. Carbone, Stephane Marie-Rose, Esteban Chornet
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Publication number: 20130158298Abstract: A process for producing alcohols from carbonaceous materials such as biomass. The carbonaceous material, such as biomass, is gasified to produce synthesis gas. The synthesis gas then is subjected to a plurality of reactions to produce alcohols having at least four carbon atoms such as butanol and isobutanol.Type: ApplicationFiled: August 7, 2012Publication date: June 20, 2013Inventors: Anthony S. CARBONE, Stephane MARIE-ROSE, Esteban CHORNET
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Patent number: 8357826Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.Type: GrantFiled: October 15, 2009Date of Patent: January 22, 2013Inventor: Karl Kharas
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Patent number: 8354563Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.Type: GrantFiled: October 15, 2009Date of Patent: January 15, 2013Assignee: Maverick Biofuels, Inc.Inventor: Karl Kharas
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Patent number: 8344188Abstract: This invention provides a method for producing ethanol and 2-propanol from syngas, the method comprising: (a) converting syngas into methanol using a methanol-synthesis catalyst; (b) converting methanol into ethylene and propylene using a methanol-to-olefins catalyst; and (c) hydrating ethylene into ethanol and propylene into 2-propanol. As taught herein, the combined yield of the ethanol and the 2-propanol from biomass can be at least 100 gallons per dry ton biomass. In certain embodiments, the yield of ethanol is at least 100 gallons per dry ton biomass. In some embodiments, the yield of 2-propanol is at least 50 gallons per dry ton biomass.Type: GrantFiled: October 15, 2009Date of Patent: January 1, 2013Assignee: Maverick Biofuels, Inc.Inventor: Karl Kharas
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Patent number: 8226829Abstract: Process for separating a dissolved complex catalyst of a metal of group 4, 5, 6, 7, 8, 9 or 10 of the Periodic Table of the Elements and/or any free organophosphorus ligand present from a nonaqueous hydroformylation reaction mixture which contains an aldehyde product and an organic solvent at least one membrane which is more permeable to the hydroformylation product than to the organophosphorus ligand, the separation being carried out under a carbon monoxide partial vapor pressure of more than 200 kPa.Type: GrantFiled: September 8, 2006Date of Patent: July 24, 2012Assignee: Evonik Oxenc GmbHInventors: Klaus-Diether Wiese, Goetz Baumgarten, Franz-Felix Kuppinger, Oliver Moeller, Dagmara Ortmann, Cornelia Borgmann, Wilfried Bueschken
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Patent number: 8129572Abstract: The present invention relates to a process for preparing olefin codimers, the olefin codimers which can be obtained by this process, a process for preparing alcohols in which such olefin codimers are subjected to hydroformylation and subsequent hydrogenation, the alcohol mixtures which can be obtained in this way and their use.Type: GrantFiled: June 6, 2007Date of Patent: March 6, 2012Assignee: BASF SEInventors: Marcus Sigl, Michael Triller, Thomas Heidemann
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Patent number: 8124812Abstract: An aldehyde composition derived by hydroformylation of a transesterified seed oil and containing a mixture of formyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoformyl, greater than about 1 to less than about 65 percent diformyl, and greater than about 0.1 to less than about 10 percent triformyl-substituted fatty acids or fatty acid esters, and having a diformyl to triformyl weight ratio of greater than about 5/1; preferably, greater than about 3 to less than about 20 percent saturates; and preferably, greater than about 1 to less than about 20 percent unsaturates.Type: GrantFiled: September 23, 2009Date of Patent: February 28, 2012Assignee: Dow Global Technologies LLCInventors: Zenon Lysenko, Donald L. Morrison, David A. Babb, Donald L. Bunning, Christopher W. Derstine, James H. Gilchrist, H. Ray Jouett, Jeffrey S. Kanel, Kurt D. Olson, Wei-Jun Peng, Joe D. Phillips, Brian M. Roesch, Aaron W. Sanders, Alan K. Schrock, Pulikkottil J. Thomas
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Publication number: 20120046503Abstract: The invention relates to a method for enriching a homogenous catalyst from a process flow comprising said homogenous catalyst as a component, wherein the process flow is conducted over at least one membrane and wherein the membrane wholly or partially comprises a polymer that has planar polymer units connected to one another via a rigid link and wherein the linker is contorted, such that at least one planar polymer unit is connected to at least one second planar polymer unit via the link, in a non-co-planar arrangement. The invention furthermore relates to a method for producing tridecanal.Type: ApplicationFiled: February 23, 2010Publication date: February 23, 2012Applicant: Evonik Oxeno GmbHInventors: Markus Priske, Goetz Baumgarten, Hans-Gerd Lueken, Alfred Kaizik, Klaus-Diether Wiese, Uwe Ernst, Patrick Muhlack
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Patent number: 8053619Abstract: Process for the production of alkenes from a feedstock comprising monohydric aliphatic paraffinic alcohols having from 2 to 3 carbon atoms, in which the monohydric aliphatic paraffinic alcohols containing 2 to 3 carbon atoms are dehydrated into the corresponding same carbon number alkenes at a pressure of more than 0.5 MPa but less than 4.0 MPa and at a temperature of less than 300° C. The alcohols present in the feedstock comprise ethanol, propanol(s), less than 1 wt % of methanol and less than 1 wt % of C3+ alcohols.Type: GrantFiled: June 29, 2006Date of Patent: November 8, 2011Assignee: BP Chemicals LimitedInventor: Benjamin Patrick Gracey
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Publication number: 20110224462Abstract: The present invention relates to a process for producing methanol and ethanol, wherein the methanol is produced from synthesis gas and the ethanol is produced via the hydrogenation of an ethanoic acid feed; characterised in that the hydrogenation of the ethanoic acid feed is carried out within the same alcohol synthesis unit and in the presence of the same catalyst(s) that is used to produce the methanol from the synthesis gas and wherein the feed introduced to the alcohol synthesis unit comprises synthesis gas and ethanoic acid.Type: ApplicationFiled: November 10, 2009Publication date: September 15, 2011Inventors: Evert Jan Ditzel, Sander Gaemers, John Glenn Sunley
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Patent number: 7910782Abstract: In a hydroformylation reaction, the circulation and recovery of cobalt carbonyl in a cobalt catalyst cycle using carbonylate as an intermediate and acidification thereof, is improved by supplying an aqueous sulfuric acid solution containing less than 16% wt of sulfuric acid to the carbonylate to control sulfuric acid concentration in the carbonylate/acid mixture, before accounting for any acid consuming reaction, to a value of from 2% to 10% by weight. Single step and multistage liquid/liquid extraction techniques as well as vapor/liquid extraction techniques followed by the absorption of cobalt from the vapor in an organic liquid both benefit from this improvement.Type: GrantFiled: March 28, 2008Date of Patent: March 22, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Eddy T. A. Van Driessche, Arie Van Vliet, Raphael Frans Caers, Hubertus Joseph Beckers, Ronald Dean Garton, Bertrand Raymond Da Cruz, Michel J. P. Lepagnol, Edwin Kooke
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Publication number: 20110054209Abstract: An oligomer of alpha olefin is produced in a three step process comprising 1) oligomerization to a vinylidene, 2) hydroformylation to a primary alcohol, and 3) dimerization of the alcohol. The final product can be hydrogenated to form a branched alkane with improved lubricating oil properties.Type: ApplicationFiled: September 1, 2010Publication date: March 3, 2011Inventor: Abraham Robert DE KRAKER
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Publication number: 20100249464Abstract: The invention relates to a one-stage continuous process for hydroformylating olefins having at least 5 carbon atoms to the corresponding aldehydes and/or alcohols having at least 6 carbon atoms in the presence of unmodified cobalt catalysts in a process in which, in the presence of an aqueous phase and of an organic phase, catalyst formation, catalyst extraction and hydroformylation proceed in the same reactor, which is characterized in that more aqueous cobalt salt solution is fed into the reactor as an aqueous phase with the liquid reaction mixture and is discharged from the reactor with the gas phase, and in that the level of the aqueous bottom phase is kept constant by continuously conducting a portion of the aqueous bottom phase out of the reactor.Type: ApplicationFiled: October 28, 2008Publication date: September 30, 2010Applicant: Evonik Oxeno GmbHInventors: Hans-Gerd Lueken, Stefan Drees, Alfred Kaizik, Wilfried Bueschken
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Publication number: 20100228046Abstract: In a hydroformylation reaction, the circulation and recovery of cobalt carbonyl in a cobalt catalyst cycle using carbonylate as an intermediate and acidification thereof, is improved by supplying an aqueous sulfuric acid solution containing less than 16% wt of sulfuric acid to the carbonylate to control sulfuric acid concentration in the carbonylate/acid mixture, before accounting for any acid consuming reaction, to a value of from 2% to 10% by weight. Single step and multistage liquid/liquid extraction techniques as well as vapour/liquid extraction techniques followed by the absorption of cobalt from the vapour in an organic liquid both benefit from this improvement.Type: ApplicationFiled: March 28, 2008Publication date: September 9, 2010Inventors: Eddy T.A. Van Driessche, Arie Van Vliet, Raphael Frans Caers, Hubertus Joseph Beckers, Ronald Dean Garton, Bertrand Raymond Da Cruz, Michel J.P. Lepagnol, Edwin Kooke
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Publication number: 20100210880Abstract: The invention relates to a process for the continuous preparation of aldehydes and/or alcohols having at least 6 carbon atoms by multistage hydroformylation of olefins or olefin mixtures having at least 5 carbon atoms in the presence of unmodified cobalt complexes, in which at least two reactors are operated at different temperatures in the temperature range from 100 to 220° C. and pressures of from 100 to 400 bar, which is characterized in that a) one reactor is operated at temperatures above 160° C.Type: ApplicationFiled: October 28, 2008Publication date: August 19, 2010Applicant: Evonik Oxeno GmbHInventors: Hans-Gerd Lueken, Alfred Kaizik, Stefan Drees, Wilfried Bueschken
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Publication number: 20100105944Abstract: Oxidative recovery methods that use oxygen or air for recovery of homogeneous metal catalysts, such as cobalt catalysts, used in for example hydroformylation processes, can be hazardous. Explosive or flammable gas mixtures may be generated inside the process equipment, which can deflagrate upon any ignition source such as a static electricity discharge. The use of a flammable diluent has been found to be a very effective way of optimizing the recovery method, by bringing the resulting gas mixtures above their upper flammability limit. The offgas produced is then also easier to dispose of as a fuel, as compared to when a non-flammable diluent is used.Type: ApplicationFiled: March 31, 2008Publication date: April 29, 2010Inventors: Kenneth J. Buturla, James T. Ritchie, Ronald D. Garton, Eddy T.A. Van Driessche
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Publication number: 20100048959Abstract: The present invention relates to a process for preparing hydroformylation products of olefins having at least four carbon atoms, in which a high proportion of both the linear Ci-olefins having a terminal double bond comprised in the olefin-comprising feed used and of the linear Ci-olefins having an internal double bond is converted into hydroformylation products. Furthermore, the invention relates to a process for preparing 2-propylheptanol which comprises such a hydroformylation process.Type: ApplicationFiled: November 29, 2007Publication date: February 25, 2010Applicant: BASF SEInventors: Marcus Sigl, Frank Poplow, Rainer Papp, Thomas Mackewitz, Dag Wiebelhaus, Rocco Paciello, Thomas Heldemann, Frank Heimann, Stefan Bitterlich, Martin Volland, Sven Crone, Christoph Obler
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Publication number: 20090312583Abstract: The present invention relates to a process for preparing olefin codimers, the olefin codimers which can be obtained by this process, a process for preparing alcohols in which such olefin codimers are subjected to hydroformylation and subsequent hydrogenation, the alcohol mixtures which can be obtained in this way and their use.Type: ApplicationFiled: June 6, 2007Publication date: December 17, 2009Applicant: BASF SEInventors: Marcus Sigl, Michael Triller, Thomas Heidemann
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Patent number: 7615658Abstract: An aldehyde composition derived by hydroformylation of a transesterified seed oil and containing a mixture of formyl-substituted fatty acids or fatty acid esters having the following composition by weight: greater than about 10 to less than about 95 percent monoformyl, greater than about 1 to less than about 65 percent diformyl, and greater than about 0.1 to less than about 10 percent triformyl-substituted fatty acids or fatty acid esters, and having a diformyl to triformyl weight ratio of greater than about 5/1; preferably, greater than about 3 to less than about 20 percent saturates; and preferably, greater than about 1 to less than about 20 percent unsaturates.Type: GrantFiled: April 22, 2004Date of Patent: November 10, 2009Assignee: Dow Global Technologies, Inc.Inventors: Zenon Lysenko, Donald L. Morrison, David A. Babb, Donald L. Bunning, Christopher W. Derstine, James H. Gilchrist, H. Ray Jouett, Jeffrey S. Kanel, Kurt D. Olson, Wei-Jun Peng, Joe D. Phillips, Brian M. Roesch, Aaron W. Sanders, Alan K. Schrock, Pulikkottil J. Thomas
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Patent number: 7576227Abstract: Integrated processes of preparing industrial chemicals starting from seed oil feedstock compositions containing one or more unsaturated fatty acids or unsaturated fatty acid esters, which are essentially free of metathesis catalyst poisons, particularly hydroperoxides; metathesis of the feedstock composition with a lower olefin, such as ethylene, to form a reduced chain olefin, preferably, a reduced chain ?-olefin, and a reduced chain unsaturated acid or ester, preferably, a reduced chain ?,?-unsaturated acid or ester. The reduced chain unsaturated acid or ester may be (trans)esterified to form a polyester polyolefin, which may be epoxidized to form a polyester polyepoxide. The reduced chain unsaturated acid or ester may be hydroformylated with reduction to produce an ?,?-hydroxy acid or ?,?-hydroxy ester, which may be (trans)esterified with a polyol to form an ?,?polyester polyol.Type: GrantFiled: April 17, 2003Date of Patent: August 18, 2009Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Zenon Lysenko, Bob R. Maughon, Josef Bicerano, Christopher P. Christenson, Clark H. Cummins, Marvin L. Dettlof, Jerry E. White
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Publication number: 20090134546Abstract: The invention relates to the use of isobutene-containing olefin feedstock in oligomerization reactions, particularly in the production of octenes as feedstock for the manufacture of plasticizer alcohols, the process comprising contacting a feed comprising isobutene with a molecular sieve at a temperature in excess of 240° C. to produce a product low in triple-branched octenes.Type: ApplicationFiled: January 28, 2009Publication date: May 28, 2009Inventors: Stephen Harold Brown, Georges Marie Mathys
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Publication number: 20090012323Abstract: This invention relates to a process for the production of a mixture of detergent-range alcohols having an average of between 8 and 20 carbon atoms per molecule. The process includes the steps of providing a hydrocarbon stream containing olefins and paraffins in which more than 5% by volume of olefin molecules in the hydrocarbon stream have a total number of carbon atoms which is different from the total number of carbon atoms of the most abundant two carbon numbers of olefins in the hydrocarbon stream; reacting the hydrocarbon stream with CO and an alcohol in the presence of a catalyst in a hydroesterification reaction to form a hydrocarbon stream containing esters and paraffins; separating esters from the hydrocarbon stream containing esters and paraffins; and subjecting the esters to a hydrogenation reaction to provide the mixed alcohol product.Type: ApplicationFiled: June 30, 2008Publication date: January 8, 2009Applicant: Sasol Technology (Proprietary) LimitedInventors: Hendrik Van Rensburg, Craig McGregor
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Patent number: 7470825Abstract: This invention is directed to a reactor and process for producing methanol. The reactor includes utilizes a plurality of beds of methanol synthesis catalyst in series to form methanol product from synthesis gas (syngas). A liquid layer continuously flows across the top of each catalyst bed, with one or more conduits (e.g., downcomers) that collect the flowing liquid and flow the collected liquid by gravity down to the next bed of catalyst in series. The downcomers are sealed so that vapor does not pass upwardly through the downcomers.Type: GrantFiled: May 10, 2007Date of Patent: December 30, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventor: James R. Lattner
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Patent number: 7414161Abstract: A process for producing branched olefins from a mixed linear olefin/paraffin isomerisation feed comprising linear olefins having at least 7 carbon atoms in 5-50% w comprising in a first stage skeletally isomerising linear olefins in the isomerisation feed and in a second stage separating branched and linear molecules wherein branched molecules are substantially olefinic and linear molecules are olefinic and/or paraffinic; novel stages and combinations thereof; apparatus therefor; use of catalysts and the like therein; and use of branched olefins obtained thereby.Type: GrantFiled: September 28, 2006Date of Patent: August 19, 2008Assignee: Shell Oil CompanyInventor: Peter Arnoldy
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Patent number: 7335802Abstract: Systems and methods to produced branched aliphatic alcohols are described. Systems may include a dehydrogenation-isomerization unit, an olefin dimerization unit, an olefin isomerization unit, a hydroformylation unit, a dehydrogenation unit, a hydrogenation unit and/or combinations thereof. Methods for producing branched aliphatic alcohols may include isomerization of olefins in a process stream. The isomerized olefins may be hydroformylated to produce aliphatic alcohols. After hydroformylation of the aliphatic alcohols, unreacted components from the hydroformylation process may be separated from the aliphatic alcohols products. The unreacted components from the hydroformylation process may be recycled back into the main process stream or sent to other processing units. Addition of multiple streams to the units may be performed to control reaction conditions in the units.Type: GrantFiled: October 14, 2004Date of Patent: February 26, 2008Assignee: Shell Oil CompanyInventors: Paul Marie Ayoub, Hendrik Dirkzwager, Brendan Dermot Murray, Steve Clois Sumrow
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Patent number: 7250538Abstract: Process for the hydroformylation of an optionally substituted ethylenically unsaturated compound by reaction thereof with carbon monoxide and hydrogen in the presence of a specific catalyst system which includes a source of Group VIII metal cations; a diphosphine ligand having the general formula (I): X1—R—X2 ??(I) wherein X1 and X2 each independently represent an optionally substituted cyclic group with at least 5 ring atoms, of which one is a phosphorus atom, and R represents a bivalent optionally substituted bridging group which is connected to each phosphorus atom by a sp2 hybridized carbon atom; an acid having a pKa<3; and a source of halide anions.Type: GrantFiled: September 24, 2003Date of Patent: July 31, 2007Assignee: Shell Oil CompanyInventors: Eit Drent, Roelof Van Ginkel, Willem Wabe Jager
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Patent number: 7202205Abstract: Processes for making particularly branched, especially monomethyl-branched or nongeminal dimethyl-branched surfactants used in cleaning products; preferred processes comprising particular combinations of two or more adsorptive separation steps and, more preferably, particular OXO and/or alkylation steps; products of such processes, including certain modified primary OXO alcohols and/or alkylbenzenes, modified primary OXO alcohol-derived alkoxylated alcohols, alkylsulfates and/or alkoxysulfates; alkylbenzensulfonate surfactants, and consumer cleaning products, especially laundry detergents, containing them. Preferred processes herein more specifically use specific, unconventional sequences of sorptive separation steps to secure certain branched hydrocarbon fractions which are used in further process steps to make olefins useful in OXO processes or as alkylating agents for arenes or for other useful surfactant-making purposes.Type: GrantFiled: September 1, 1999Date of Patent: April 10, 2007Inventors: Daniel Stedman Connor, Jeffrey John Scheibel, James Charles Theophile Roger Burckett-St. Laurent, Thomas Anthony Cripe, Kevin Lee Kott, Phillip Kyle Vinson
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Patent number: 7186868Abstract: The invention pertains to a hydroformylation process for the conversion of an ethylenically unsaturated compound to an alcohol comprising a first step of reacting at an elevated temperature in a reactor the ethylenically unsaturated compound, carbon monoxide, hydrogen, and a phosphine-containing cobalt hydroformylation catalyst, which are dissolved in a solvent, followed by a second step of separating a mixture comprising the alcohol and heavy ends from a solution comprising the catalyst and the solvent, followed by a third step of recycling the solution to the reactor.Type: GrantFiled: December 16, 2003Date of Patent: March 6, 2007Assignee: Shell Oil CompanyInventors: Eit Drent, Jacoba Catherina Lucia Johanna Suykerbuyk
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Patent number: 7183446Abstract: The present invention relates to an alcohol mixture which substantively comprises alcohols having 13 or 15 carbon atoms, to a process for its preparation, to a process for functionalizing these alcohol mixtures, and to the resultant functionalized alcohol mixtures and their use.Type: GrantFiled: June 25, 2001Date of Patent: February 27, 2007Assignee: BASF AktiengesellschaftInventors: Edgar Zeller, Jürgen Tropsch
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Patent number: 7173138Abstract: Pnicogen chelate compounds which have two pnicogen-containing groups joined to one another via a xanthene-like or triptycene-like molecular skeleton and in which at least one pyrrole group is covalently bound via its nitrogen atom to each pnicogen atom form complexes with metals of transition group VIII which are useful as catalysts for the hydroformylation of olefins.Type: GrantFiled: March 28, 2002Date of Patent: February 6, 2007Assignee: BASF AktiengesellschaftInventors: Wolfgang Ahlers, Rocco Paciello, Dieter Vogt, Peter Hofmann
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Patent number: 7148388Abstract: In a process for preparing an olefinic hydrocarbon mixture comprising at least 5% by weight of mono-olefin oligomers of the empirical formula: CnH2n where n is greater than or equal to 6, a feedstock comprising n-butene and propylene in a molar ratio of about 1:0.01 to about 1:0.49 is contacted under oligomerization conditions with surface deactivated ZSM-23. The resultant mono-olefin oligomers comprise at least 20 percent by weight of olefins having at least 12 carbon atoms, wherein said olefins having at least 12 carbon atoms have an average of from about 0.8 to about 2.0 C1–C3 alkyl branches per carbon chain.Type: GrantFiled: March 28, 2003Date of Patent: December 12, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Stephen W. Beadle, Cesar M. Cheng-Guajardo, Carolyn B. Duncan, David Wayne Turner, Ramzi Y. Saleh