By Condensation (e.g., By Guerbet Reaction, Etc.) Patents (Class 568/905)
  • Patent number: 10745331
    Abstract: To provide a method for producing a Guerbet alcohol without necessity of the use of a solvent, capable of enhancing the conversion and the yield. A method for producing a Guerbet alcohol, including the following steps 1 to 3 in this order: step 1: preparing a liquid composition containing an aliphatic alcohol and a base; step 2: holding the liquid composition at 100° C. or more and 180° C. or less to thereby adjust a water amount in the liquid composition to less than 0.28% by mass; and step 3: setting the liquid composition to be more than 180° C.
    Type: Grant
    Filed: June 26, 2017
    Date of Patent: August 18, 2020
    Assignee: KAO CORPORATION
    Inventors: Shuji Harada, Yuichi Ogasawara, Shingo Takada, Takenori Totoki
  • Patent number: 10301241
    Abstract: The present invention generally relates to processes for preparation of higher alcohols such as n-butanol from lower alcohols such as ethanol by Guerbet condensation. In some aspects, the present invention relates to improvements in n-butanol yield and selectivity by the selection of process reaction conditions such as, but not limited to, mole ratio of hydrogen to ethanol, mole ratio of acetaldehyde to ethanol, mole ratio of ethyl acetate to ethanol and/or mole ratio of carbon monoxide to ethanol.
    Type: Grant
    Filed: December 24, 2014
    Date of Patent: May 28, 2019
    Assignee: Abengoa Bioenergia Nuevas Tecnologias, S.A.
    Inventors: Juan Luis Sanz Yague, Jose David Martinez Perez, Yolanda Pena Gomez, Carmen Maria Reyes Valle, Mario Ramos Sanchez
  • Patent number: 10179755
    Abstract: A method for preparing a branched alcohol by dimerizing an aliphatic monoalcohol having three or more carbon atoms in the presence of a base and a catalyst. The dimerization reaction is performed under atmospheric pressure while injecting a hydrogen gas. With this method, it is possible to obtain a dimerized alcohol with excellent yield even when using a branched aliphatic monoalcohol as the starting material.
    Type: Grant
    Filed: May 27, 2016
    Date of Patent: January 15, 2019
    Assignees: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY, NISSAN CHEMICAL INDUSTRIES, LTD.
    Inventors: Hajime Kawanami, Takayuki Ishizaka, Hitomi Fujiyama, Nobuyuki Kakiuchi, Norihito Shiga
  • Patent number: 10035124
    Abstract: Described herein is a method of converting a first alcohol to a second alcohol that includes forming a mixture including a superparamagnetic catalyst and a feedstock, wherein the feedstock includes the first alcohol, and exposing the mixture to a fluctuating magnetic field to form a product, wherein the product includes a second alcohol having a longer carbon chain length than the first alcohol. A flow-through method is described for converting a first alcohol to a second alcohol, wherein the second alcohol has a longer carbon chain length than the first alcohol. Also described is a method of converting glycerol to butanol that includes forming a mixture including a superparamagnetic catalyst and a feedstock, wherein the feedstock includes glycerol, and exposing the mixture to a fluctuating magnetic field to form a product, wherein the product includes butanol. A flow-through method is described for converting glycerol to butanol.
    Type: Grant
    Filed: August 12, 2015
    Date of Patent: July 31, 2018
    Assignee: EMPIRE TECHNOLOGY DEVELOPMENT LLC
    Inventor: Arockiadoss Thevasahayam
  • Patent number: 9902673
    Abstract: Methods and compositions for producing 1-butanol are described herein. In some examples, the methods can comprise, contacting a reactant comprising ethanol with a catalyst system, thereby producing a product comprising 1-butanol. The catalyst system can comprise, for example, an iridium catalyst and a nickel, copper, and/or zinc catalyst. The nickel, copper, and zinc catalysts can comprise nickel, copper, and/or zinc and a sterically bulky ligand.
    Type: Grant
    Filed: July 15, 2016
    Date of Patent: February 27, 2018
    Assignee: The University of Rochester
    Inventors: William D. Jones, Sumit Chakraborty
  • Patent number: 9624150
    Abstract: Provided are a method of preparing an alkanol and a device for preparing the same. According to the method and device, economic feasibility and stability of a preparation process may be enhanced, and mass production of an alkanol may be performed.
    Type: Grant
    Filed: September 17, 2014
    Date of Patent: April 18, 2017
    Assignee: LG CHEM, LTD.
    Inventors: Hyun Nam, Jin Soo Kim, Yong Jin Choe, Sun Hyuk Choi
  • Patent number: 9475741
    Abstract: The invention relates to a method for obtaining higher alcohols from lower alcohols with a catalyst that is a metal oxide comprising gallium and a noble metal selected from the list containing Pd, Pt, Ru, Rh and Re.
    Type: Grant
    Filed: July 1, 2013
    Date of Patent: October 25, 2016
    Assignee: ABENGOA BIOENERGÍA NUEVAS TECHNOLOGÍAS, S. A.
    Inventors: Ricardo Arjona Antolín, Juan Luís Sanz Yagüe, Avelino Corma Canós, Marcelo Eduardo Domine, Fernando Vidal Barrero, Francisco Antonio Ladrón de Guevara Vidal
  • Patent number: 9266807
    Abstract: Processes are provided for contacting at least one Cn alcohol equivalent having n carbon atoms and at least one Cn+1 alcohol equivalent having (n+1) carbon atoms with a Guerbet catalyst to form a product composition comprising a product compound having the structure: wherein: C is a carbon atom; H is a hydrogen atom; Q is an alcohol or aldehyde group having one carbon; R is a linear alkyl group having n carbon atoms; and T is an alkyl group having (n?1) carbon atoms, except that when n=1, T is methyl.
    Type: Grant
    Filed: December 30, 2014
    Date of Patent: February 23, 2016
    Assignee: Eastman Chemical Company
    Inventors: David William Norman, Gerald Charles Tustin, Jonathan Michael Penney, Andrew James Vetter, Venkata Bharat Ram Boppana
  • Patent number: 9101913
    Abstract: This invention relates to the preparation and making use of a catalyst for the photo-catalytic degradation of methyl tertiary butyl ether (MTBE) in water. Palladium doped on composite Cerium oxide-zinc oxide (Ce2O3—ZnO) photo-catalyst was prepared by wetness incipient impregnation method. This catalyst composition demonstrated 99.6% degradation of MTBE at room temperature in a photo catalytic reaction conducted in oxygen saturated aqueous medium in the presence of UV light.
    Type: Grant
    Filed: July 24, 2013
    Date of Patent: August 11, 2015
    Assignee: Umm-Al-Qura University
    Inventors: Zaki S Seddigi, Saleh A Saleh
  • Patent number: 9061960
    Abstract: Method for working up a mixture comprising at least one alcohol of the general formula (I) R1—CH2—CH2—OH??(I) or at least one branched alcohol of the general formula (II) R1—CH2—CH2—CHR1—CH2—OH??(II), furthermore at least one oil-soluble complex compound of at least one metal of the 8th, 9th or 10th group of the Periodic Table of the Elements, which is selected from complex compounds which have at least one ligand L1 which is at least bidentate, where at least one coordination site of L1 is a nitrogen atom, and at least one acid of the general formula (III) R1—CH2—COOH??(III) in the form of one of its salts, where the groups R1 are selected from C2-C10-alkyl, linear or branched, wherein (a) the mixture is treated with water which can comprise an alkali metal hydroxide, (b) the salt or salts of acid of the general formula (III) are extracted.
    Type: Grant
    Filed: May 29, 2013
    Date of Patent: June 23, 2015
    Assignee: BASF SE
    Inventors: Thomas Schaub, Pepa Dimitrova, Rocco Paciello, Frederic Bauer
  • Publication number: 20150148569
    Abstract: The present invention relates to a process for obtaining metal oxide catalysts comprising gallium which are capable of synthesising higher alcohols from lower alcohols. The process for obtaining said catalysts is also disclosed.
    Type: Application
    Filed: June 28, 2013
    Publication date: May 28, 2015
    Inventors: Ricardo Arjona Antolín, Juan Luis Sanz Yagüe, Avelino Corma Canós, Marcelo Eduardo Domine
  • Patent number: 9024090
    Abstract: A catalyst composition for converting ethanol to higher alcohols, such as butanol, is disclosed. The catalyst composition comprises at least one alkali metal, at least a second metal and a support. The second metal is selected from the group consisting of palladium, platinum, copper, nickel, and cobalt. The support is selected from the group consisting of Al2O3, ZrO2, MgO, TiO2, zeolite, ZnO, and a mixture thereof.
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: May 5, 2015
    Assignee: Celanese International Corporation
    Inventors: Cheng Zhang, Kenneth Balliet, Victor J. Johnston
  • Patent number: 9018427
    Abstract: A reactive distillation method comprises introducing a feed stream to a reactive distillation column, contacting the feed stream with one or more catalysts in the reactive distillation column during a distillation, and removing one or more higher alcohols during the distillation from the reactive distillation column as a bottoms stream. The feed stream comprises one or more alpha hydrogen alcohols, and the feed stream reacts in the presence of the one or more catalysts to produce a reaction product comprising the one or more higher alcohols.
    Type: Grant
    Filed: February 18, 2014
    Date of Patent: April 28, 2015
    Assignee: Greenyug, LLC
    Inventors: Sagar B. Gadewar, Brian Christopher Vicente, Peter K. Stoimenov, Vivek Julka
  • Patent number: 9012675
    Abstract: The present disclosure is directed to, in part, an aliphatic polycarbonate polymerization reaction initiated by combining an epoxide with carbon dioxide in the presence of a catalytic transition metal-ligand complex to form a reaction mixture, and further quenching that polymerization reaction by contacting the reaction mixture with an acid containing a non-nucleophilic anion produces a crude polymer solution with improved stability and processability.
    Type: Grant
    Filed: September 17, 2009
    Date of Patent: April 21, 2015
    Assignee: Novomer, Inc.
    Inventors: Scott D. Allen, Jeffrey R. Conuel, David E. Decker, Anna E. Cherian
  • Patent number: 8962897
    Abstract: In one embodiment, the invention is to a catalyst composition for converting ethanol to higher alcohols, such as butanol. The catalyst composition comprises one or more metals and one or more supports. The one or more metals selected from the group consisting of cobalt, nickel, palladium, platinum, zinc, iron, tin and copper. The one or more supports are selected from the group consisting of Al2O3, ZrO2, MgO, TiO2, zeolite, ZnO, and mixtures thereof, wherein the catalyst is substantially free of alkali metals and alkaline earth metals.
    Type: Grant
    Filed: December 19, 2012
    Date of Patent: February 24, 2015
    Assignee: Celanese International Corporation
    Inventors: Cheng Zhang, Kenneth Balliet, Victor J. Johnston
  • Publication number: 20140316168
    Abstract: A process for preparing a mixture (M) comprising at least one alcohol (Aj), wherein said process comprises a reaction for oligomerization in the gas phase of at least one alcohol (Ai), carried out in the presence of a solid catalyst doped with one or more metals, at a temperature greater than or equal to 50° C. and strictly below 200° C. The oligomerization reaction is carried out in the absence of hydrogen.
    Type: Application
    Filed: December 13, 2012
    Publication date: October 23, 2014
    Applicant: RHODIA OPERATIONS
    Inventors: Didier Morvan, Roland Jacquot, Philippe Marion, Virginie Belliere-Baca
  • Patent number: 8809594
    Abstract: Disclosed is a process for the production of higher aldehydes from lower alcohols using a two-stage vapor phase heterogeneous catalyst system. Ethanol feeds afford aldehydes such as butyraldehyde and crotonaldehyde while butanol feeds yield 2-ethylhexanal and 2-ethylhexenal. Higher product selectivities are obtained when the alcohol is first dehydrogenated in the upper catalyst stage followed by aldol condensation of the resulting lower aldehyde to a higher aldehyde.
    Type: Grant
    Filed: September 21, 2012
    Date of Patent: August 19, 2014
    Assignee: Eastman Chemical Company
    Inventors: David William Norman, Damon Ray Billodeaux, Melissa Dawn Page
  • Patent number: 8785699
    Abstract: Systems, catalysts, and methods are provided for transforming carbon based material into synthetic mixed alcohol fuel.
    Type: Grant
    Filed: April 19, 2013
    Date of Patent: July 22, 2014
    Assignee: Pioneer Energy, Inc.
    Inventors: Emily Bostwick White, Cherie Wilson, Mark Berggren, Robert M. Zubrin
  • Publication number: 20140179958
    Abstract: In one embodiment, the invention is to a process for producing a catalyst composition for converting ethanol to higher alcohols, such as butanol. The process comprises contacting magnesium carbonate with one or more metal precursors to form a catalyst intermediate and calcining the catalyst intermediate to form the catalyst composition that comprises the one or more metals and magnesium oxide. The one or more metal precursors comprises one or more metal selected from the group consists of nickel, palladium, platinum, germanium, copper, ruthenium, gallium, tin, iridium, and mixtures thereof.
    Type: Application
    Filed: December 20, 2012
    Publication date: June 26, 2014
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventor: Cheng Zhang
  • Publication number: 20140171696
    Abstract: In one embodiment, the invention is to a catalyst composition for converting ethanol to higher alcohols, such as butanol. The catalyst composition comprises one or more metals and one or more supports. The one or more metals selected from the group consisting of cobalt, nickel, palladium, platinum, zinc, iron, tin and copper. The one or more supports are selected from the group consisting of Al2O3, ZrO2, MgO, TiO2, zeolite, ZnO, and mixtures thereof, wherein the catalyst is substantially free of alkali metals and alkaline earth metals.
    Type: Application
    Filed: December 19, 2012
    Publication date: June 19, 2014
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Cheng Zhang, Kenneth Balliet, Victor J. Johnston
  • Publication number: 20140171695
    Abstract: A catalyst composition for converting ethanol to higher alcohols, such as butanol, is disclosed. The catalyst composition comprises at least one alkali metal, at least a second metal and a support. The second metal is selected from the group consisting of palladium, platinum, copper, nickel, and cobalt. The support is selected from the group consisting of Al2O3, ZrO2, MgO, TiO2, zeolite, ZnO, and a mixture thereof.
    Type: Application
    Filed: December 19, 2012
    Publication date: June 19, 2014
    Applicant: CELANESE INTERNATIONAL CORPORATION
    Inventors: Cheng Zhang, Kenneth Balliet, Victor J. Johnston
  • Publication number: 20140121423
    Abstract: Hydrothermal digestion of cellulosic biomass solids in a glycerol solvent system can convert both the cellulosic biomass solids and the glycerol into a glycol reaction product for subsequent processing without the need for further solvent separation. Methods for digesting cellulosic biomass solids in a glycerol solvent system can comprise: providing cellulosic biomass solids and a slurry catalyst in a hydrothermal digestion unit, the slurry catalyst being capable of activating molecular hydrogen; heating the cellulosic biomass solids in the hydrothermal digestion unit in the presence of the slurry catalyst, molecular hydrogen, and a solvent system comprising glycerol, thereby forming soluble carbohydrates; and at least partially converting the soluble carbohydrates and the glycerol into a reaction product comprising a glycol within the hydrothermal digestion unit.
    Type: Application
    Filed: October 30, 2013
    Publication date: May 1, 2014
    Applicant: SHELL OIL COMPANY
    Inventors: Joseph Broun POWELL, Kimberly Ann JOHSON
  • Patent number: 8603201
    Abstract: The present invention is to provide a novel method for manufacturing various organic compounds from two or more kinds of alcohol, or one kind of alcohol having three or more carbon atoms. It is a method for synthesizing one kind of, or two or more kinds of organic compounds comprising allowing two or more kinds of alcohol or one kind of alcohol having three or more carbon atoms to contact a calcium phosphate catalyst such as hydroxyapatite, or hydrotalcite.
    Type: Grant
    Filed: February 23, 2009
    Date of Patent: December 10, 2013
    Assignee: Kabushiki Kaisha Sangi
    Inventors: Takashi Tsuchida, Shuji Sakuma, Tetsuya Yoshioka, Jun Kubo
  • Patent number: 8546514
    Abstract: Disclosed is a continuous process for manufacturing aliphatic polycarbonate by polymerizing carbon dioxide and one or more epoxide compound in the presence of catalyst, in which carbon dioxide, one or more epoxide compound, and the catalyst are continuously supplied to polymerization reactor to produce aliphatic polycarbonate, separate unreacted carbon dioxide and epoxide compound and recycle them as raw materials.
    Type: Grant
    Filed: September 2, 2010
    Date of Patent: October 1, 2013
    Assignee: SK Innovation Co., Ltd.
    Inventors: Byoungmu Chang, Gwangbin Moon, Myungahn Ok, Jisu Jeong, Jieun Yoo, Sun Choi, Hongdae Kim, Sujith Sudevan, Daeho Shin, Jaeho Lee, Seongjun Lee, Gyungrok Kim, Mingyoo Park, Jangjae Lee
  • Publication number: 20130172634
    Abstract: A method for increasing the yield of alcohols by a Guerbet reaction in a gas phase and reducing production cost is provided. A method for producing alcohols by a Guerbet reaction, wherein the reaction is performed in a gas phase and at a total pressure of less than 1 atm and preferably from 0.01 to 0.5 atm, using one or more raw material alcohols.
    Type: Application
    Filed: September 14, 2011
    Publication date: July 4, 2013
    Applicant: KABUSHIKI KAISHA SANGI
    Inventors: Tetsuya Yoshioka, Takashi Tsuchida, Jun Kubo, Shuji Sakuma
  • Patent number: 8455698
    Abstract: The invention relates to a method for producing a mixture containing hydroxy- and aldehyde functional compounds by a cross-metathesis reaction of at least one at least monounsaturated fatty acid or at least one at least monounsaturated fatty acid derivative with an olefinic compound having at least one hydroxy group and at least one C—C double bond, in the presence of a metathesis catalyst at a maximum temperature of 180° C.
    Type: Grant
    Filed: December 30, 2009
    Date of Patent: June 4, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Michael A. R. Meier, Anastasiya Rybak, Dominik Geisker
  • Patent number: 8450536
    Abstract: Systems, catalysts, and methods are provided for transforming carbon based material into synthetic mixed alcohol fuel.
    Type: Grant
    Filed: July 17, 2009
    Date of Patent: May 28, 2013
    Assignee: Pioneer Energy, Inc.
    Inventors: Emily Bostwick White, Cherie Wilson, Mark Berggren, Robert M. Zubrin
  • Patent number: 8431753
    Abstract: Catalytic processes to produce a reaction product comprising 2-ethylhexanol by contacting a reactant comprising 1-butanol with a catalyst composition under suitable reaction conditions are provided. The catalyst composition may comprise a hydroxyapatite of the Formula (MwM?xM?yM??z)5(PO4)3(OH), wherein M is Mg; M? is Ca; M? is Sr; M?? is Ba; w is any number between 0 and 1 inclusive; x is any number from 0 to less than 0.5; y is any number between 0 and 1 inclusive; z is any number between 0 and 1 inclusive; and w+x+y+z=1. Base-treated catalyst compositions may be used.
    Type: Grant
    Filed: March 9, 2011
    Date of Patent: April 30, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Ronnie Ozer, Paul Joseph Fagan, Thomas G. Calvarese
  • Patent number: 8394996
    Abstract: The invention relates to a method for producing aldehyde functional compounds by a cross-metathesis reaction of an olefinic compound having at least one hydroxy group and at least one C—C double bond with at least one at least monounsaturated fatty acid or at least one at least monounsaturated fatty acid derivative, in the presence of a metathesis catalyst at a maximum temperature of 180° C. and in the presence of at least one reagent that acts as a protective group-forming compound in relation to the aldehyde group of the aldehyde functional compounds.
    Type: Grant
    Filed: January 12, 2010
    Date of Patent: March 12, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Michael A. R. Meier, Anastasiya Rybak, Dominik Geisker, Peter Hannen, Martin Roos
  • Patent number: 8318990
    Abstract: A subject for the invention is to provide a process of producing a dimeric alcohol in high yield with high selectivity by the Guerbet reaction conducted using an alcohol having 4 or less carbon atoms as a starting material in the presence of a complex including a transition metal and of a base. The invention relates to a process of producing an alcohol which includes dimerizing a starting-material alcohol having 4 or less carbon atoms in an environment having a partial hydrogen pressure of 0.1 MPa or higher.
    Type: Grant
    Filed: December 9, 2008
    Date of Patent: November 27, 2012
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshiyuki Tanaka, Masaru Utsunomiya
  • Patent number: 8318989
    Abstract: A process is provided for making a reaction product comprising 1-butanol by contacting a reactant comprising ethanol containing a significant amount of water with a decomposed hydrotalcite catalyst. The catalyst may be 1) hydrotalcites which have been thermally decomposed, either partially or fully, to form catalytically active species; 2) combinations of hydrotalcites (optionally containing transition metals) and metal carbonates; and 3) hydrotalcites (optionally containing transition metals) surface-impregnated with a transition metal nitrate, where catalysts 2) and 3) have also been thermally decomposed, either partially or fully, to form catalytically active species. The catalyst, at a selected reaction time, has greater activity when the ethanol contains water as compared to when the ethanol is anhydrous.
    Type: Grant
    Filed: December 21, 2009
    Date of Patent: November 27, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Ronnie Ozer, Michael B. D'Amore
  • Publication number: 20120220806
    Abstract: The invention relates to a method for the dimerization of alcohols in the context of a Guerbet reaction, in which one or more alcohols (A) having 2 to 72 C atoms and 1 to 3 OH groups per molecule are reacted in the presence of (a) a base (B), (b) a carbonyl compound (C), and (c) a hydrogenation catalyst (H) from the group of metals ruthenium, rhodium, palladium, osmium, iridium, and platinum, said metals being in the elementary form, with the proviso that the alcohols (A) have at least one primary or secondary OH group, and that a C atom that carries at least one H atom as a substituent is directly adjacent to the C atom with said primary or secondary OH group.
    Type: Application
    Filed: October 28, 2010
    Publication date: August 30, 2012
    Applicant: Cognis IP management GmbH
    Inventors: Anja Wick, Eike Ulf Mahnke
  • Patent number: 8071822
    Abstract: Hydrotalcites containing the anion of ethylenediaminetetraacetic acid are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol and hydrogen to a reaction product comprising 1-butanol.
    Type: Grant
    Filed: January 28, 2009
    Date of Patent: December 6, 2011
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Ronnie Ozer, Kostantinos Kourtakis
  • Patent number: 8071823
    Abstract: Hydrotalcite/metal carbonate combinations are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol and hydrogen to a reaction product comprising 1-butanol.
    Type: Grant
    Filed: January 28, 2009
    Date of Patent: December 6, 2011
    Inventors: Ronnie Ozer, Kostantinos Kourtakis
  • Publication number: 20100298614
    Abstract: Hydrotalcites containing the anion of ethylenediaminetetraacetic acid are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol and hydrogen to a reaction product comprising 1-butanol.
    Type: Application
    Filed: January 28, 2009
    Publication date: November 25, 2010
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Ronnie Ozer, Kostantinos Kourtakis
  • Publication number: 20100298613
    Abstract: A subject for the invention is to provide a process of producing a dimeric alcohol in high yield with high selectivity by the Guerbet reaction conducted using an alcohol having 4 or less carbon atoms as a starting material in the presence of a complex including a transition metal and of a base. The invention relates to a process of producing an alcohol which includes dimerizing a starting-material alcohol having 4 or less carbon atoms in an environment having a partial hydrogen pressure of 0.1 MPa or higher.
    Type: Application
    Filed: December 9, 2008
    Publication date: November 25, 2010
    Applicant: Mitsubishi Chemical Corporation
    Inventors: Yoshiyuki Tanaka, Masaru Utsunomiya
  • Patent number: 7745672
    Abstract: Hydrotalcite/metal carbonate combinations are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol and methanol to a reaction product comprising isobutanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: June 29, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Publication number: 20100160693
    Abstract: A process is provided for making a reaction product comprising 1-butanol by contacting a reactant comprising ethanol containing a significant amount of water with a decomposed hydrotalcite catalyst. The catalyst may be 1) hydrotalcites which have been thermally decomposed, either partially or fully, to form catalytically active species; 2) combinations of hydrotalcites (optionally containing transition metals) and metal carbonates; and 3) hydrotalcites (optionally containing transition metals) surface-impregnated with a transition metal nitrate, where catalysts 2) and 3) have also been thermally decomposed, either partially or fully, to form catalytically active species. The catalyst, at a selected reaction time, has greater activity when the ethanol contains water as compared to when the ethanol is anhydrous.
    Type: Application
    Filed: December 21, 2009
    Publication date: June 24, 2010
    Applicant: E.I. DU PONT DE NEMOURS AND COMPANY
    Inventors: Kostantinos KOURTAKIS, Ronnie Ozer, Michael B. D'Amore
  • Patent number: 7705192
    Abstract: Hydrotalcites are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol plus methanol to a reaction product comprising isobutanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: April 27, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Patent number: 7700811
    Abstract: Hydrotalcite/metal carbonate combinations are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol to a reaction product comprising 1-butanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: April 20, 2010
    Assignee: E.I. du Pont de Namours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Patent number: 7700812
    Abstract: Hydrotalcites containing the anion of ethylenediaminetetraacetic acid are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol to a reaction product comprising 1-butanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: April 20, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Patent number: 7700810
    Abstract: Hydrotalcites are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol to a reaction product comprising 1-butanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: April 20, 2010
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Patent number: 7700813
    Abstract: Hydrotalcites containing the anion of ethylenediaminetetraacetic acid are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol and methanol to a reaction product comprising isobutanol.
    Type: Grant
    Filed: August 22, 2008
    Date of Patent: April 20, 2010
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Publication number: 20100088951
    Abstract: Systems, catalysts, and methods are provided for transforming carbon based material into synthetic mixed alcohol fuel.
    Type: Application
    Filed: July 17, 2009
    Publication date: April 15, 2010
    Applicant: PIONEER ASTRONAUTICS
    Inventors: Emily Bostwick White, Cherie Wilson, Mark Berggren, Robert M. Zubrin
  • Publication number: 20090205246
    Abstract: The present invention is to provide a novel method for manufacturing various organic compounds from two or more kinds of alcohol, or one kind of alcohol having three or more carbon atoms. It is a method for synthesizing one kind of, or two or more kinds of organic compounds comprising allowing two or more kinds of alcohol or one kind of alcohol having three or more carbon atoms to contact a calcium phosphate catalyst such as hydroxyapatite or hydrotalcite.
    Type: Application
    Filed: February 23, 2009
    Publication date: August 20, 2009
    Inventors: Takashi TSUCHIDA, Shuji SAKUMA, Tetsuya YOSHIOKA, Jun KUBO
  • Publication number: 20090054707
    Abstract: Hydrotalcite/metal carbonate combinations are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol to a reaction product comprising 1-butanol.
    Type: Application
    Filed: August 22, 2008
    Publication date: February 26, 2009
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Publication number: 20090054706
    Abstract: Hydrotalcites are partially or fully thermally decomposed to provide catalysts useful for the conversion of ethanol plus methanol to a reaction product comprising isobutanol.
    Type: Application
    Filed: August 22, 2008
    Publication date: February 26, 2009
    Inventors: Kostantinos Kourtakis, Michael B. D'Amore, Leo Ernest Manzer
  • Publication number: 20030181770
    Abstract: The invention relates to a method for producing Guerbet alcohols of formula (I), CH3(CH2)nCHR1CH2OH, wherein R1 represents a linear alkyl radical having n−1 carbon atoms, and n represents 3 to 9 carbon atoms. Fatty alcohols of formula (II), R2OH, wherein R2 represents linear alkyl radicals having 6 to 12 carbon atoms, are condensed in the presence of carbonyl compounds and alkali hydroxides.
    Type: Application
    Filed: March 20, 2003
    Publication date: September 25, 2003
    Inventors: Sabine Both, Georg Fleg, Erich Reuter, Frank Bartschick, Bernhard Gutsche
  • Patent number: 6419797
    Abstract: There is provided a process for producing Guerbet alcohols not containing any heavy metals or soaps, wherein primary and/or secondary alcohols having 2 to 30 carbon atoms are condensed at elevated temperature in the presence of alkaline catalysts and/or heavy metal catalysts while eliminating the reaction water, and the reaction product is immediately separated by distillation without any additional purification.
    Type: Grant
    Filed: February 11, 2000
    Date of Patent: July 16, 2002
    Assignee: Sasöl Germany GmbH
    Inventors: Erich Scherf, Hans-Jürgen Letsch, Clemens Schröder, Albert Thomas Herrmann
  • Patent number: 6034141
    Abstract: The invention relates to a catalyst for conversion of methanol, ethanol alone or in combination with n-propanol to isobutanol and the process for making and using the catalyst. The catalyst is a noble metal supported on at least a first phase of mixed oxide crystallites containing from about 60 to about 74 atomic % (on a metals basis only) zirconium, from about 21 to about 31 atomic % manganese and from about 5 to about 9 atomic % zinc, and less than about 1 atomic % alkali, a second phase of zirconium-doped hetaerolite particles containing from about 65 to about 69 atomic % manganese, from about 31 to about 35 atomic % zinc, from about 0.5 to about 5 atomic % zirconium, and optionally a trace atomic % of alkali, and a third phase containing from about 29 to about 55 atomic % manganese, from about 13 to about 55 atomic % zinc and from about 13 to about 35 atomic % zirconium. The first phase mixed oxide crystallites have a zirconium oxide-like structure have a particle size of at least about 40 .ANG.
    Type: Grant
    Filed: March 24, 1998
    Date of Patent: March 7, 2000
    Assignee: Exxon Research and Engineering Co.
    Inventors: Thomas Henry Vanderspurt, Mark Alan Greaney, Daniel Paul Leta, Russell John Koveal, Mark Michael Disko, Angela V. Klaus, Sutinder K. Behal, Robert B. Harris