Preparing From Compound Containing -coo- Group Patents (Class 549/508)
-
Patent number: 10434504Abstract: A method for the reduction organic molecules comprising a Ruthenium-Triphosphine complex with aromatic ligands at the phosphors which are ortho or meta substituted.Type: GrantFiled: November 27, 2018Date of Patent: October 8, 2019Assignee: RHEINISCH-WESTFÄLISCHE TECHNISCHE HOCHSCHULE (RWTH) AACHENInventors: Jürgen Klankermayer, Walter Leitner, Markus Meuresch
-
Patent number: 10166534Abstract: A method for the reduction organic molecules comprising a Ruthenium-Triphosphine complex with aromatic ligands at the phosphors which are ortho or meta substituted.Type: GrantFiled: February 11, 2015Date of Patent: January 1, 2019Assignee: RHEINISCH-WESTFALISCHE TECHNISCHE HOCHSCHULE (RWTH) AACHENInventors: Jürgen Klankermayer, Walter Leitner, Markus Meuresch
-
Patent number: 9834491Abstract: The present invention relates to a method of producing bio-based homoserine lactone and bio-based organic acid through hydrolysis of O-acyl homoserine produced by a microorganism in the presence of an acid catalyst. According to the present invention, O-acyl homoserine produced by a microorganism is used as a raw material for producing 1,4-butanediol, gamma-butyrolactone, tetrahydrofuran and the like, which are industrially highly useful. The O-acyl homoserine produced by a microorganism can substitute conventional petrochemical products, can solve environmental concerns, including the emission of pollutants and the exhaustion of natural resources, and can be continuously renewable so as not to exhaust natural resources.Type: GrantFiled: March 19, 2014Date of Patent: December 5, 2017Assignee: CJ CHEILJEDANG CORPORATIONInventors: Han Won Lee, Young Lyeol Yang, So Young Kim, Yong Uk Shin, Jin Sook Chang, Hye Won Um, Young Hyoung Goh, Sung Hoo Jhon
-
Patent number: 9487460Abstract: Disclosed are a method of preparing allyl alcohol and allyl alcohol prepared thereby. The method of preparing allyl alcohol includes adding glycerol with formic acid in an amount of 0.8˜2 equivalents relative to 1 equivalent of glycerol, and increasing a reaction temperature to 220˜260° C. from room temperature at a heating rate of 2.0˜7.0° C./min so that glycerol and formic acid are reacted.Type: GrantFiled: June 27, 2014Date of Patent: November 8, 2016Assignee: LG Chem, Ltd.Inventors: Won Jae Lee, Myungjin Kong, Yong-Jin Choe, Hyun Nam
-
Patent number: 9040756Abstract: A process for the production of 1,4-butanediol and tetrahydrofuran by catalytic hydrogenation of dialkyl maleates includes the following steps: a) hydrogenating a stream of dialkyl maleate in a first stage of reaction over suitable catalysts to produce dialkyl succinate; b) further hydrogenating the dialkyl succinate in a second stage of reaction, by using a different suitable catalyst, for producing mainly 1,4-butanediol, together with gamma-butyrolactone and tetrahydrofuran as co-products. In both stages of reaction the conditions, as hydrogen/organic feed ratio, pressure and temperature, are such to maintain the reactors in mixed liquid/vapor phase.Type: GrantFiled: November 25, 2011Date of Patent: May 26, 2015Assignee: CONSER SPAInventors: Flavio Simola, Marco Scarsella, Paolo De Filippis
-
Publication number: 20140316146Abstract: A process for the production of 1,4-butanediol and tetrahydrofuran by catalytic hydrogenation of dialkyl maleates includes the following steps: a) hydrogenating a stream of dialkyl maleate in a first stage of reaction over suitable catalysts to produce dialkyl succinate; b) further hydrogenating the dialkyl succinate in a second stage of reaction, by using a different suitable catalyst, for producing mainly 1,4-butanediol, together with gamma-butyrolactone and tetrahydrofuran as co-products. In both stages of reaction the conditions, as hydrogen/organic feed ratio, pressure and temperature, are such to maintain the reactors in mixed liquid/vapor phase.Type: ApplicationFiled: November 25, 2011Publication date: October 23, 2014Applicant: CONSER SPAInventors: Flavio Simola, Marco Scarsella, Paolo De Filippis
-
Publication number: 20140296466Abstract: The present invention relates to a method of producing bio-based homoserine lactone and bio-based organic acid through hydrolysis of O-acyl homoserine produced by a microorganism in the presence of an acid catalyst. According to the present invention, O-acyl homoserine produced by a microorganism is used as a raw material for producing 1,4-butanediol, gamma-butyrolactone, tetrahydrofuran and the like, which are industrially highly useful. The O-acyl homoserine produced by a microorganism can substitute conventional petrochemical products, can solve environmental concerns, including the emission of pollutants and the exhaustion of natural resources, and can be continuously renewable so as not to exhaust natural resources.Type: ApplicationFiled: March 19, 2014Publication date: October 2, 2014Inventors: Han Won Lee, Young Lyeol Yang, So Young Kim, Yong Uk Shin, Jin Sook Chang, Hye Won Um, Young Hyoung Goh, Sung Hoo Jhon
-
Patent number: 8816104Abstract: A process for activating a reduced manganese copper catalyst comprising treating the catalyst at a temperature of more than 300° C. to about 400° C. with hydrogen.Type: GrantFiled: February 20, 2009Date of Patent: August 26, 2014Assignee: Davy Process Technology LimitedInventors: Michael Anthony Wood, Paul Willett, Paul Appleton
-
Patent number: 8598372Abstract: The present invention relates to a method for producing a cyclic compound that has high selectivity, high yield, and stability over a long period of time depending on a metal content ratio of a catalyst, specifically a lactone compound or a heterocyclic compound including oxygen, which includes hydrogenating an organic acid, organic acid ester, or a mixture of the organic acid and organic acid ester, which are having 4 to 6 carbon atoms, by using a selective hydrogenated catalyst.Type: GrantFiled: August 27, 2010Date of Patent: December 3, 2013Assignee: Korea Research Institute of Chemical TechnologyInventors: Young Kyu Hwang, Jong San Chang, Jung Ho Lee, Jong-Min Lee
-
Patent number: 8536351Abstract: Cyclohexanedione compounds of Formula (I) wherein R1 is methyl, ethyl, n-propyl, iso-propyl, cyclopropyl, halomethyl, haloethyl, halogen, vinyl, ethynyl, methoxy, ethoxy, halomethoxy or haloethoxy, R2 and R3 are, independently hydrogen, halogen, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkoxy, C1-C6haloalkoxy, C2-C6alkenyl, C2-C6haloalkenyl, C2-C6alkynyl, C3-C6alkenyloxy, C3-C6haloalkenyloxy, C3-C6alkynyloxy, C3-C6cycloalkyl, C1-C6alkylthio, C1-C6alkylsulfinyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonyloxy, C1-C6haloalkylsulfonyloxy, cyano, nitro, phenyl, phenyl substituted by C1-C4alkyl, C1-C3Cahaloalkyl, C1-C3alkoxy, C1-C3haloalkoxy, cyano, nitro, halogen, C1-C3alkylthio, C1-C3alkylsulfinyl or C1-C3alkylsulfonyl, or heteroaryl or heteroaryl substituted by C1-C3Calkyl, d.Type: GrantFiled: March 7, 2008Date of Patent: September 17, 2013Assignee: Syngenta Crop Protection LLCInventors: Christopher John Mathews, John Finney, Louisa Robinson, Melloney Tyte, Michel Muehlebach, Jean Wenger
-
Patent number: 8466300Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; recovering the solid portion; hydrogenating the solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product including at least one of THF, GBL or BDO; and recovering the hydrogenated product.Type: GrantFiled: March 18, 2011Date of Patent: June 18, 2013Assignee: BioAmber International S.a.r.l.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Patent number: 8399687Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: GrantFiled: December 22, 2011Date of Patent: March 19, 2013Assignee: BioAmber International S.a.r.l.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
-
Publication number: 20130046075Abstract: A double-walled plastic jar for cosmetic materials, having an inner compartment to hold the cosmetic, and an annular outer side wall defining the exterior of the jar. The inner compartment carries the lip that seals with a screw cap, and also carries an external skirt, which latter has the screw threads for engagement by the cap. In addition, a weight is disposed in a-concealed manner in the base of the jar, between the walls, to give the jar a heft feel, characteristic of glass or thick plastic walls.Type: ApplicationFiled: April 4, 2011Publication date: February 21, 2013Inventors: Johan van Walsem, Erik Anderson, John Licata, Kevin A. Sparks, William R. Farmer, Christopher Mirley, Jeffrey A. Bickmeier, Ann D'Ambruoso, Frank A. Skraly, Thomas M. Ramseier, M.S. Sivasubramanian, Yossef Shabtai
-
Publication number: 20120215014Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: ApplicationFiled: April 27, 2012Publication date: August 23, 2012Applicant: BioAmber International S.a.r.l.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20120197029Abstract: The present invention relates to a method for producing a cyclic compound that has high selectivity, high yield, and stability over a long period of time depending on a metal content ratio of a catalyst, specifically a lactone compound or a heterocyclic compound including oxygen, which includes hydrogenating an organic acid, organic acid ester, or a mixture of the organic acid and organic acid ester, which are having 4 to 6 carbon atoms, by using a selective hydrogenated catalyst.Type: ApplicationFiled: August 27, 2010Publication date: August 2, 2012Applicant: Korea Research Institute of Chemical TechnologyInventors: Young Kyu Hwang, Jong San Chang, Jung Ho Lee, Jong-Min Lee
-
Patent number: 8193375Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: GrantFiled: August 19, 2011Date of Patent: June 5, 2012Assignee: BioAmber International S.ä.r.l.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20120095241Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: ApplicationFiled: December 22, 2011Publication date: April 19, 2012Applicant: BioAmber International S.a.r.l.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian T. Keen, Brooke A. Albin, Nye A. Clinton, Bernard D. Dombek
-
Publication number: 20120015411Abstract: The present application relates to a process for manufacturing maleic anhydride that comprising the following steps: a) fermentation of renewable raw materials and optionally purification to produce a mixture comprising at least butanol; b) oxidation of the butanol to maleic anhydride at a temperature generally between 300° C. to 600° C., using a catalyst based on oxides of vanadium and/or molybdenum; c) isolation of the maleic anhydride obtained at the end of step b). It also relates to the maleic anhydride obtained from renewable raw materials, to the copolymers and compositions comprising said maleic anhydride and also uses of use of this maleic anhydride.Type: ApplicationFiled: July 17, 2009Publication date: January 19, 2012Applicant: Arkema FranceInventor: Jean-Luc Dubois
-
Patent number: 8084626Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; recovering the solid portion; hydrogenating the solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product including at least one of THF, GBL or BDO; and recovering the hydrogenated product.Type: GrantFiled: August 19, 2011Date of Patent: December 27, 2011Assignee: BioAmber S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20110306777Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; recovering the solid portion; hydrogenating the solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product including at least one of THF, GBL or BDO; and recovering the hydrogenated product.Type: ApplicationFiled: August 19, 2011Publication date: December 15, 2011Applicant: BioAmber S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20110301364Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: ApplicationFiled: August 19, 2011Publication date: December 8, 2011Applicant: BioAmber S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20110245515Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth, distilling the broth to form an overhead that includes water and ammonia, and a liquid bottoms that includes MAS, at least some DAS, and at least about 20 wt % water, cooling and/or evaporating the bottoms, and optionally adding an antisolvent to the bottoms, to attain a temperature and composition sufficient to cause the bottoms to separate into a DAS-containing liquid portion and a MAS-containing solid portion that is substantially free of DAS, separating the solid portion from the liquid portion, recovering the solid portion, hydrogenating the second solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product comprising at least one of THF, GBL or BDO, and recovering the hydrogenated product.Type: ApplicationFiled: March 18, 2011Publication date: October 6, 2011Applicant: BIOAMBER S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Publication number: 20110245517Abstract: The present invention relates to a process for preparing tetrahydrofuran by absorption of C4-dicarboxylic acids and/or derivatives thereof from a crude product mixture into an organic solvent or water as absorption medium, removal of the absorption medium, catalytic hydrogenation of the resulting C4-dicarboxylic acids and/or derivatives thereof and distillation of the water-comprising crude tetrahydrofuran in at least one distillation column, wherein THF-comprising waste streams from the distillation are catalytically hydrogenated with complete or partial recirculation to the process.Type: ApplicationFiled: November 5, 2009Publication date: October 6, 2011Applicant: BASF SEInventors: Gunther Windecker, Jens Weiguny, Alexander Weck, Ellen Dahlhoff, Ralf Freyberger
-
Publication number: 20110245514Abstract: A process for making a hydrogenated product includes providing a clarified DAS-containing fermentation broth; distilling the broth under super atmospheric pressure at a temperature of >100° C. to about 300° C. to form an overhead that includes water and ammonia, and a liquid bottoms that includes SA, and at least about 20 wt % water; cooling the bottoms to a temperature sufficient to cause the bottoms to separate into a liquid portion in contact with a solid portion that is substantially pure SA; separating the solid portion from the liquid portion; recovering the solid portion; hydrogenating the solid portion in the presence of at least one hydrogenation catalyst to produce the hydrogenated product including at least one of THF, GBL or BDO; and recovering the hydrogenated product.Type: ApplicationFiled: March 18, 2011Publication date: October 6, 2011Applicant: BIOAMBER S.A.S.Inventors: Olan S. Fruchey, Leo E. Manzer, Dilum Dunuwila, Brian Terry Keen, Brooke Ashley Albin, Nye A. Clinton, Bernard Duane Dombek
-
Patent number: 7935834Abstract: This invention relates to a process for catalytically hydrogenating a hydrogenatable precursor in contact with a hydrogen-containing gas and a hydrogenation catalyst comprising one or more active hydrogenation catalyst components on a support comprising titanium dioxide in the rutile crystalline phase to produce 1,4-butanediol and, optionally, gamma-butyrolactone and/or tetrahydrofuran.Type: GrantFiled: July 1, 2004Date of Patent: May 3, 2011Assignee: ISP Investments Inc.Inventors: Alakananda Bhattacharyya, Maynard D. Manila
-
Publication number: 20110092721Abstract: A process for activating a reduced manganese copper catalyst comprising treating the catalyst at a temperature of more than 300° C. to about 400° C. with hydrogen.Type: ApplicationFiled: February 20, 2009Publication date: April 21, 2011Applicant: DAVY PROCESS TECHNOLOGY LIMITEDInventors: Michael Anthony Wood, Paul Willett, Paul Appleton
-
Patent number: 7902386Abstract: The present invention provides a process for depolymerizing mixtures comprising mono- and/or diesters of polytetrahydrofuran in the presence of an acidic catalyst and of a C1- to C3-alcohol at temperatures of from 80 to 200° C. and a pressure of from 0.05 to 0.5 MPa, where the molar ratio of the C1- to C3-alcohol relative to the carboxyl groups present in the mixture is greater than 1.Type: GrantFiled: August 27, 2008Date of Patent: March 8, 2011Assignee: BASF SEInventors: Tobias Wabnitz, Ricardo Ferre Gimenez, Robert Laubner, Ralf Stolle
-
Publication number: 20090287004Abstract: A method of preparing an olefin comprising: reacting a polyol in the presence of a carboxylic acid, such that an olefin is produced by the deoxygenation of the polyol. The reacting step can comprise (a) providing a composition comprising the polyol, (b) heating the composition, and (c) introducing the carboxylic acid to the composition wherein the introducing step occurs prior to, at the same time as, or subsequent to the heating step. In one embodiment, the polyol is glycerol, the carboxylic acid is formic acid, and the olefin is allyl alcohol, which is produced at a yield of about 80% or greater.Type: ApplicationFiled: July 27, 2009Publication date: November 19, 2009Applicant: The Regents of the University of CaliforniaInventors: Robert G. Bergman, Jonathan A. Ellman, Elena Arceo Rebollo, Peter C. Marsden
-
Patent number: 7598404Abstract: A process for the production of an ether optionally with a diol and/or a lactone, by reaction of a corresponding organic feed material selected from unsaturated dicarboxylic acids and/or anhydrides, mono-esters of unsaturated dicarboxylic acids and/or anhydrides, diesters of unsaturated dicarboxylic acids and/or anhydrides, unsaturated lactones, and mixtures of two or more thereof in the presence of hydrogen which comprises the steps of-(a) supplying a stream comprising at least a portion of the organic feed material to a pre-reactor zone comprising catalyst and operating under reaction conditions and contacting said feed with a hydrogen containing stream such that at least some of the carbon carbon double bonds are saturated; (b) vaporising the at least partly saturated feed into the hydrogen containing stream in a vaporizing zone; (c) supplying the hydrogen-containing stream containing the vaporized at least partially saturated feed to a reaction zone comprising catalyst and operating under reaction conditiType: GrantFiled: December 1, 2004Date of Patent: October 6, 2009Assignee: Davy Process Technology LimitedInventors: Adrian Francis Backes, Andrew George Hiles, David Mark Sutton
-
Patent number: 7214641Abstract: The present invention provides a process for hydrogenating carbonyl compounds, in particular C4-dicarboxylic acids to mixtures of tetrahydrofuran and gamma-butyrolactone, over supported rhenium catalysts, wherein rhenium and at least one further metal of groups VIII or Ib of the Periodic Table of the Elements, in particular ruthenium (Ru), rhodium (Rh), palladium (Pd), osmium (Os), iridium (Ir), platinum (Pt), copper (Cu), silver (Ag) or cobalt (Co), is applied to the support in the form of at least one bimetallic precursor compound, and also to these catalysts.Type: GrantFiled: November 6, 2003Date of Patent: May 8, 2007Assignee: BASF AktiengesellschaftInventors: Markus Schubert, Michael Hesse, Rolf-Hartmuth Fischer, Take Constantinescu
-
Patent number: 7193091Abstract: A process for coproducing alkyl-substituted or unsubstituted THF and pyrrolidones by catalytically hydrogenating C4-dicarboxylic acids and/or derivatives thereof in the gas phase in the presence of copper catalysts and reacting GBL with ammonia or primary amines to give pyrrolidones.Type: GrantFiled: February 28, 2003Date of Patent: March 20, 2007Assignee: Basf AktiengesellschaftInventors: Rolf-Hartmuth Fischer, Markus Rösch, Nils Bottke, Alexander Weck, Gunther Windecker, Michael Hesse, Holger Borchert, Stephan Schlitter
-
Patent number: 6989455Abstract: In the process for the conversion of maleic acid to gamma-butyrolactone, 1.4-butanediol and/or tetrahydrofuran, a feedstream comprising maleic acid is hydrogenated in a first hydrogenation zone to produce a reaction product comprising succinic acid and unreacted hydrogen which is then supplied to a second hydrogenation zone, where succinic acid is converted to 1,4-butanediol, the temperatures of the feedstream comprising maleic acid and the first hydrogenation zone are controlled such that the temperature of maleic acid in the feedstream and the first hydrogenation zone does not exceed about 130° C., thereby minimizing the corrosive effects of the maleic acid and prolonging reactor life and improving overall process economics.Type: GrantFiled: August 21, 2003Date of Patent: January 24, 2006Assignee: ISP Investments Inc.Inventors: Robert P. Hepfer, Craig T. Miller, Gregory A. Norenberg, Thomas G. Attig, John R. Budge
-
Patent number: 6958404Abstract: C4-dicarboxylic acids or derivatives thereof are hydrogenated in the gas phase in a fluidized-bed reactor. It is possible to use catalyst compositions known per se.Type: GrantFiled: December 7, 2001Date of Patent: October 25, 2005Assignee: BASF AktiengesellschaftInventors: Holger Borchert, Stephan Schlitter, Michael Hesse, Frank Stein, Rolf-Hartmuth Fischer, Ralf-Thomas Rahn, Alexander Weck, Markus Rösch
-
Patent number: 6936727Abstract: A process is described for the production of ethers, typically terahydrofuran, by reaction of a corresponding organic feed material selected from dicarboxylic acids and/or anhydrides, monoesters of dicarboxylic acids and/or anhydrides, diesters of dicarboxylic acids and/or anhydrides, lactones, and mixtures of two or more thereof in the presence of hydrogen which comprises the steps of: (a) supplying a stream comprising the organic feed material to a first vaporisation zone and contacting said feed with cycle gas comprising hydrogen such that at least a portion of the feed material is vaporised by and into the cycle gas; (b) supplying at least a portion of the cycle gas and the vaporised feed material to a first reaction zone comprising catalyst and operating under reaction conditions to allow hydrogenation and dehydration to occur; (c) recovering from the first reaction zone an intermediate product stream comprising unreacted feed material, cycle gas, desired product(s), and any co-products and by-products;Type: GrantFiled: July 10, 2002Date of Patent: August 30, 2005Assignee: Davy Process Technology LimitedInventors: David Mark Sutton, Andrew George Hiles, Graham Reed, John Anthony Stannard
-
Patent number: 6888011Abstract: A hydrogenation catalyst which is suitable, in particular, for the hydrogenation of maleic anhydride and its derivatives to THF or its derivatives comprises copper oxide and at least one further metal or compound thereof, preferably an oxide, selected from the group consisting of Al, Si, Zn, La, Ce, the elements of groups IIIA to VIIIA and the elements of groups IA and IIA and having a pore volume of ?0.01 ml/g for pore diameters of >50 nm and a ratio of the pore volume of macropores having a diameter of >50 nm to the total pore volume for pores having a diameter of >4 nm of >10%.Type: GrantFiled: December 7, 2001Date of Patent: May 3, 2005Assignee: BASF AktiengesellschaftInventors: Holger Borchert, Stephan Schlitter, Markus Rösch, Rolf-Hartmuth Fischer, Ralf-Thomas Rahn, Alexander Weck
-
Patent number: 6844452Abstract: A process for the co-production of a diol product (e.g. butane-1,4-diol) and a cyclic ether (e.g. tetrahydrofuran) by hydrogenation of an aliphatic diester or lactone feedstock (e.g. dimethyl or diethyl maleate), which contains a minor amount of acidic material, such as the corresponding monoester. The process utilizes a plurality of hydrogenation zones connected in series, each containing a charge of a granular ester hydrogenation catalyst. The catalyst in the first hydrogenation zone is tolerant of a minor amount of acidic material, while the catalyst in the second hydrogenation zone provides enhanced yields of cyclic ethers compared to the catalyst of the first hydrogenation zone. The catalyst in a third hydrogenation zone exhibits low selectivity towards conversion of the diester to at least one by product (e.g. 2-4?-hydroxybutoxy-tetrahydrofuran).Type: GrantFiled: December 12, 2000Date of Patent: January 18, 2005Assignee: Davy Process Technology Ltd.Inventors: Michael Anthony Wood, Paul Willett, Robert Wild, Stephen William Colley
-
Patent number: 6831182Abstract: The present invention relates to a process for the gas-phase hydrogenation of C4-dicarboxylic acids and/or their derivatives over a catalyst based on copper oxide to give substituted or unsubstituted &ggr;-butyrolactone and/or tetrahydrofuran, which comprises, which a first reaction zone in which the C4-dicarboxylic acid and/or its derivatives is/are reacted to give a mixture comprising a substituted or unsubstituted &ggr;-butyrolactone as main product and a subsequent second reaction zone in which the substituted or unsubstituted &ggr;-butyrolactone present in the mixture from the first hydrogenation step is reacted at a temperature lower than the temperature in the first hydrogenation step to give substituted or unsubstituted tetrahydrofuran.Type: GrantFiled: June 4, 2003Date of Patent: December 14, 2004Assignee: BASF AktiengesellschaftInventors: Holger Borchert, Stephan Schlitter, Rolf-Hartmuth Fischer, Markus Rösch, Frank Stein, Ralf-Thomas Rahn, Alexander Weck, Gerd Kaibel
-
Patent number: 6756501Abstract: Disclosed is a single step continuous hydrogenation process for the preparation of 3-methyl-tetrahydrofuran from alpha-methylene-gamma-butyrolactone, in the presence of a catalytic metal.Type: GrantFiled: July 9, 2002Date of Patent: June 29, 2004Assignee: E. I. du Pont de Nemours and CompanyInventor: Leo Ernest Manzer
-
Patent number: 6730800Abstract: Unsubstituted or alkyl-substituted THF is obtained by catalytic hydrogenation in the gas phase of C4-dicarboxylic acids and/or their derivatives using a catalyst comprising <80% by weight, preferably <70% by weight, in particular from 10 to 65% by weight, of CuO and >20% by weight, preferably >30% by weight, in particular from 35 to 90% by weight, of an oxidic support having acid centers, at a hot spot temperature of from 240 to 310° C., preferably from 240 to 280° C., and a WHSV over the catalyst of from 0.01 to 1.0, preferably from 0.02 to 1, in particular from 0.05 to 0.5, kg of starting material/l of catalyst x hour.Type: GrantFiled: June 4, 2003Date of Patent: May 4, 2004Assignee: BASF AktiengesellschaftInventors: Rolf-Hartmuth Fischer, Frank Stein, Rolf Pinkos, Michael Hesse, Michael Jolyon Sprague, Markus Rösch, Holger Borchert, Stephan Schlitter, Ralf-Thomas Rahn, Alexander Weck
-
Patent number: 6700003Abstract: A method for producing a saturated cyclic ether from a fatty acid ester of an &agr;, &dgr;-diol stably in high yield over a long period of time, is presented. It is a process for producing a saturated cyclic ether, which comprises reacting a mono- and/or di-fatty acid ester of an &agr;, &dgr;-diol in the presence of a solid acid catalyst, wherein the reaction is carried out in such a state that at least 50 mol % of the fatty acid ester supplied to the reaction system is vaporized.Type: GrantFiled: December 12, 2002Date of Patent: March 2, 2004Assignee: Mitsubishi Chemical CorporationInventors: Kazuhiko Kiyooka, Toshiharu Yokoyama
-
Publication number: 20040039214Abstract: Unsubstituted or alkyl-substituted THF is obtained by catalytic hydrogenation in the gas phase of C4-dicarboxylic acids and/or their derivatives using a catalyst comprising <80% by weight, preferably <70% by weight, in particular from 10 to 65% by weight, of CuO and >20% by weight, preferably >30% by weight, in particular from 35 to 90% by weight, of an oxidic support having acid centers, at a hot spot temperature of from 240 to 310° C., preferably from 240 to 280° C., and a WHSV over the catalyst of from 0.01 to 1.0, preferably from 0.02 to 1, in particular from 0.05 to 0.5, kg of starting material/l of catalyst×hour.Type: ApplicationFiled: June 4, 2003Publication date: February 26, 2004Inventors: Rolf-Hartmuth Fischer, Frank Stein, Rolf Pinkos, Michael Hesse, Michael Jolyon Sprague, Markus Rosch, Holger Borchert, Stephan Schlitter, Ralf-Thomas Rahn, Alexander Weck
-
Publication number: 20040034240Abstract: The present invention relates to a process for the gas-phase hydrogenation of C4-dicarboxylic acids and/or their derivatives over a catalyst based on copper oxide to give substituted or unsubstituted &ggr;-butyrolactone and/or tetrahydrofuran, which comprises, which a first reaction zone in which the C4-dicarboxylic acid and/or its derivatives is/are reacted to give a mixture comprising a substituted or unsubstituted &ggr;-butyrolactone as main product and a subsequent second reaction zone in which the substituted or unsubstituted &ggr;-butyrolactone present in the mixture from the first hydrogenation step is reacted at a temperature lower than the temperature in the first hydrogenation step to give substituted or unsubstituted tetrahydrofuran.Type: ApplicationFiled: June 4, 2003Publication date: February 19, 2004Inventors: Holger Borchert, Stephan Schlitter, Rolf-Hartmuth Fischer, Markus Rosch, Frank Stein, Ralf-Thomas Rahn, Alexander Weck, Gerd Kaibel
-
Publication number: 20040030163Abstract: A hydrogenation catalyst which is suitable, in particular, for the hydrogenation of maleic anhydride and its derivatives to THF or its derivatives comprises copper oxide and at least one further metal or compound thereof, preferably an oxide, selected from the group consisting of Al, Si, Zn, La, Ce, the elements of groups IIIA to VIIIA and the elements of groups IA and IIA and having a pore volume of ≧ 0.01 ml/g for pore diameters of >50 nm and a ratio of the pore volume of macropores having a diameter of >50 nm to the total pore volume for pores having a diameter of >4 nm of >10%.Type: ApplicationFiled: May 29, 2003Publication date: February 12, 2004Inventors: Holger Borchert, Stephan Sclitter, Markus Rosch, Rolf-Hartmuth Fischer, Ralf-Thomas Rahn, Alexander Weck
-
Patent number: 6673946Abstract: Disclosed is a hydrogenation process for the preparation of 3-methyl-tetrahydrofuran from 2-methyl-gamma-butyrolactone. The above process enables the production of the objective highly pure 3-methyl-tetrahydrofuran free from alcohol in high efficiency and high conversion through a simple production step.Type: GrantFiled: July 9, 2002Date of Patent: January 6, 2004Assignee: E. I. du Pont de Nemours and CompanyInventor: Leo Ernest Manzer
-
Patent number: 6670300Abstract: A textured catalyst having a hydrothermally-stable support, a metal oxide and a catalyst component is described. Methods of conducting aqueous phase reactions that are catalyzed by a textured catalyst are also described. The invention also provides methods of making textured catalysts and methods of making chemical products using a textured catalyst.Type: GrantFiled: June 18, 2001Date of Patent: December 30, 2003Assignee: Battelle Memorial InstituteInventors: Todd Werpy, John G. Frye, Jr., Yong Wang, Alan H. Zacher
-
Patent number: 6670490Abstract: An improved catalyst of platinum, rhenium and tin with an inert support used for hydrogenation of an hydrogenatable precursor in an aqueous solution and a method for using the catalyst in the production of tetrahydrofuran and 1,4-butanediol from such a hydrogenatable precursor in an aqueous solution.Type: GrantFiled: December 23, 2002Date of Patent: December 30, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Daniel Campos, Gregg Mason Sisler
-
Patent number: 6664402Abstract: Disclosed is a two-step, continuous hydrogenation process for the preparation of 3-methyl-tetrahydrofuran from alpha-methylene-gamma-butyrolactone, which comprises a first step of subjecting alpha-methylene-gamma-butyrolactone to hydrogenation to synthesize 2-methyl-gamma-butyrolactone; and the second step of hydrogenating the 2-methyl-gamma-butyrolactone formed in the first step. The above process enables the production of the objective highly-pure 3-methyl-tetrahydrofuran free from alcohol in high efficiency and high conversion through simple production steps.Type: GrantFiled: July 9, 2002Date of Patent: December 16, 2003Assignee: E. I. du Pont de Nemours and CompanyInventor: Leo Ernest Manzer
-
Publication number: 20030186395Abstract: The present invention relates to a process for the systhesis of optically enriched dextro- and laevo-rotatory isomers of rose oxide from racemic citronellol. The invention particularly relates to the preparation of optically enriched (−)-(2 S, 4 R)-rose oxide and its isomer (+)-(2 R, 4 S)-rose oxide torn racemic citronellol.Type: ApplicationFiled: March 29, 2002Publication date: October 2, 2003Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCHInventors: Shubhash Chandra Taneja, Vijay Kumar Sethi, Surrinder Koul, Samar Singh Andotra, Ghulam Nabi Qazi
-
Patent number: 6620949Abstract: A process is described for the co-production of maleic anhydride and at least one C4 compound selected from butane-1,4-diol, &ggr;-butyrolactone, and tetrahydrofuran in which maleic anhydride is produced by partial oxidation of a hydrocarbon feedstock selected from C4 hydrocarbons and benzene to yield a vaporous reaction effluent stream comprising maleic anhydride, water, unconverted hydrocarbon feedstock, and carbon oxides. A part of the maleic anhydride present in the vaporous reaction effluent stream is condensed to form a crude maleic anhydride stream and leave a residual vaporous stream containing residual amounts of maleic anhydride. Further maleic anhydride is absorbed from the residual vaporous stream by absorption in an organic solvent, water or an aqueous solution. Maleic anhydride is then recovered from the loaded liquid absorptions medium.Type: GrantFiled: July 22, 2002Date of Patent: September 16, 2003Assignee: Davy Process Technology LimitedInventors: David Mark Sutton, Andrew George Hiles, Adrian Francis Backes
-
Patent number: RE39794Abstract: A process is described for the co-production of maleic anhydride and at least one C4 compound selected from butane-1,4-diol, ?-butyrolactone, and tetrahydrofuran in which maleic anhydride is produced by partial oxidation of a hydrocarbon feedstock selected from C4 hydrocarbons and benzene to yield a vaporous reaction effluent stream comprising maleic anhydride, water, unconverted hydrocarbon feedstock, and carbon oxides. A part of the maleic anhydride present in the vaporous reaction effluent stream is condensed to form a crude maleic anhydride stream and leave a residual vaporous stream containing residual amounts of maleic anhydride. Further maleic anhydride is absorbed from the residual vaporous stream by absorption in an organic solvent, water or an aqueous solution. Maleic anhydride is then recovered from the loaded liquid absorptions medium.Type: GrantFiled: October 4, 2000Date of Patent: August 21, 2007Assignee: Davy Process Technology LimitedInventors: David Mark Sutton, Andrew George Hiles, Adrian Francis Backes