Additional Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/488)
  • Publication number: 20140128625
    Abstract: Provided is a two-step method of producing a compound of chemical formula 1 in the presence of an alcohol solvent and a Group 3B metal catalyst or a salt thereof, comprising a first step comprising alkylation or isomerization of an aldohexose-containing substrate to obtain an intermediate, and a second step comprising dehydration of the intermediate to produce a compound of chemical formula 1. Preferably, additional solvent and/or catalyst are not added in the second step.
    Type: Application
    Filed: October 29, 2013
    Publication date: May 8, 2014
    Applicant: Samsung Electronics Co., Ltd.
    Inventors: Jong Min LEE, Hyeon Su HEO, Moo Ho LEE, Kyung Hae LEE
  • Publication number: 20140121389
    Abstract: The invention relates to a method for preparing 5-hydroxymethylfurfural (HMF) by reacting hexose in water and in the presence of carboxylic acid. The present invention further relates to the preparation of 5-hydroxymethylfurfural (HMF) by reacting hexose in water and in the presence of carboxylic acid and of a heterogenous acid catalyst. The invention also relates to an HMF-rich carboxylic acid solution.
    Type: Application
    Filed: May 16, 2012
    Publication date: May 1, 2014
    Applicants: Université Claude Bernard Lyon 1, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.)
    Inventors: Nadine Essayem, Rodrigo Lopes De Souza, Franck Rataboul
  • Publication number: 20140107355
    Abstract: Described is a process to produce hydroxymethyl furfural (HMF) from biomass-derived sugars. The process includes the steps of reacting a C5 and/or C6 sugar-containing reactant derived from biomass in a monophasic or biphasic reaction solution comprising water and a co-solvent. The co-solvent can be beta-, gamma-, and/or delta-lactones derived from biomass, tetrahydrofuran (THF) derived from biomass, and/or methyltetrahydrofuran (MTHF) derived from biomass. The reaction takes place in the presence of an acid catalyst and a dehydration catalyst for a time and under conditions such that at least a portion of glucose or fructose present in the reactant is converted to HMF.
    Type: Application
    Filed: October 11, 2012
    Publication date: April 17, 2014
    Inventors: James A. Dumesic, Jean Marcel Ribeiro Gallo, David Alonso
  • Patent number: 8697893
    Abstract: The present invention relates to systems and methods for producing fuels and fuel precursors from carbohydrates. In an embodiment the invention includes a method of producing 5-hydroxymethylfurfural (HMF), including contacting a saccharide with a metal oxide catalyst at a temperature of greater than about 100 degrees Celsius. In an embodiment the invention includes a method of producing a biofuel including contacting a saccharide with a metal oxide catalyst at a temperature of greater than about 100 degrees Celsius. Other embodiments are also described herein.
    Type: Grant
    Filed: December 22, 2009
    Date of Patent: April 15, 2014
    Assignee: Sartec Corporation
    Inventors: Clayton V. McNeff, Daniel T. Nowlan
  • Publication number: 20140100378
    Abstract: The present disclosure provides methods to produce substituted furans (e.g., halomethylfurfural, hydroxymethylfurfural, and furfural), by acid-catalyzed conversion of biomass using a gaseous acid in a multiphase reactor, such as a fluidized bed reactor.
    Type: Application
    Filed: June 6, 2012
    Publication date: April 10, 2014
    Applicant: MICROMIDAS, INC.
    Inventors: Makoto N. Masuno, John Bissell, Ryan L. Smith, Brian Higgins, Alex Benjamin Wood, Marc Foster
  • Patent number: 8642791
    Abstract: Described is a process to make hydroxymethylfurfural (HMF) from glucose. The process includes the steps of reacting a feedstock solution comprising glucose, in the presence of a homogeneous Brønsted acid catalyst and a homogeneous Lewis acid catalyst, in a reaction vessel containing a biphasic reaction medium. The reaction medium includes an aqueous reaction solution and a substantially immiscible organic extraction solution. HMF is produced in the aqueous reaction solution and extracted into the organic extraction solution.
    Type: Grant
    Filed: December 7, 2011
    Date of Patent: February 4, 2014
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Yomaira J. Pagán-Torres, Tianfu Wang, Brent Howard Shanks
  • Patent number: 8642790
    Abstract: 5-hydroxymethylfurfural of the formula II is prepared via a 5-acyloxymethylfurfural as an intermediate.
    Type: Grant
    Filed: February 15, 2008
    Date of Patent: February 4, 2014
    Assignee: Evonik Degussa GmbH
    Inventors: Dietmar Reichert, Martin Sarich, Friedhelm Merz
  • Publication number: 20130310579
    Abstract: Alcohols are catalytically oxidized to aldehydes, in particular to benzaldehyde and diformylfuran, which are useful as intermediates for a multiplicity of purposes. The invention also relates to the polymerization of the dialdehyde and to the decarbonylation of the dialdehyde to furan.
    Type: Application
    Filed: July 25, 2013
    Publication date: November 21, 2013
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventors: VLADIMIR GRUSHIN, Leo Ernest Manzer, Walter Partenheimer
  • Publication number: 20130281719
    Abstract: The present invention relates to a method for efficient conversion of carbohydrates into 5-hydroxymethylfurfural (HMF) in the presence of tantalum-containing solid acid, which shows good activity and high selectivity for HMF preparation from saccharides. The catalyst is stable in aqueous system which makes it as an ideal catalyst for HMF production. High HMF yield was obtained even in mild condition. The catalysts of the invention are advantageous in that they are environment-friendly, easy separation and recovery, can be re-used in subsequent reactions, do not corrode reaction reactors. These features make the catalyst as an ideal catalyst for HMF preparation and have strong industrial application significance.
    Type: Application
    Filed: November 30, 2010
    Publication date: October 24, 2013
    Applicant: Dalian Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Yuguang Du, Qishun Liu, Fengli Yang, Xuefang Bai, Jingmei Zhao
  • Patent number: 8563756
    Abstract: In an embodiment of the invention, an apparatus for preparing hydroxymethylfurfural (HMF) is provided. The apparatus includes a reaction area including a first organic layer including sugar and a solvent and a second organic layer including a solvent mixture with azeotropy and extractability, a boiling area including a mixing solution formed by the hydroxymethylfurfural and the solvent mixture, connected with the reaction area, and a distilling area including water and a liquid layer including the solvent mixture, connected to the reaction area. In another embodiment of the invention, a method for preparing hydroxymethylfurfural (HMF) is provided.
    Type: Grant
    Filed: December 20, 2010
    Date of Patent: October 22, 2013
    Assignee: Industrial Technology Research Institute
    Inventors: Ruey-Fu Shih, Hsi-Yen Hsu
  • Patent number: 8524924
    Abstract: Furfural is produced from a lignocellulosic feedstock comprising glucan and xylan. The feedstock is contacted with water in the presence of an acid catalyst. The resulting mixture is contacted with at least one water-immiscible organic solvent to form a mixture comprising an aqueous phase and an organic phase. Under suitable reaction conditions, furfural is produced and preferentially partitions into the organic phase, from which it may be recovered.
    Type: Grant
    Filed: December 21, 2010
    Date of Patent: September 3, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Christopher Burket, Subramaniam Sabesan
  • Patent number: 8512934
    Abstract: Compounds of the formula (I), wherein X is a single bond, CRaRb O, S, NRC, NCORC, CO, SO or SO2; L, L1, L2, L3, L4, L5, L6, L7 and L8 are for example hydrogen, R1 or COT; T denotes T1 or O-T2; T1 and T2 for example are hydrogen, C1-C20alkyl, C3-C12cycloalkyl, C2-C20alkenyl, C5-C12cycloalkenyl, C6-C14aryl, C3-C12heteroaryl, C1-C20alkyl substituted by one or more D, C2-C20alkyl interrupted by one or more E, C2-C20alkyl substituted by one or more D and interrupted by one or more E or Q; R1, R2, R3, R4, Ra, Rb and Rc are T1; D is for example R5, OR5, SR5 or Q1; E is for example O, S, COO or Q2; R5 and R6 for example are hydrogen, C1-C12alkyl or phenyl; Q is for example C6-C12bicycloalkyl, C6-C12bicycloalkenyl or C6-C12tricycloalkyl; Q1 is for example, C6-C14aryl or C3-C12heteroaryl; Q2 is for example C6-C14arylene or C3-C12heteroarylene; Y is an anion; and M is a cation; provided that at least one of L, L1, L2, L3, L4, L5, L6, L7 and L8 is other than hydrogen; and provided that (i) at least one of T1 or T2 is a g
    Type: Grant
    Filed: September 29, 2008
    Date of Patent: August 20, 2013
    Assignee: BASF SE
    Inventors: Pascal Hayoz, Hitoshi Yamato
  • Patent number: 8501971
    Abstract: The subject of the present invention is a novel process for the preparation of N-[2-n-butyl-3-{4-[(3-dibutylamino)propoxy]benzoyl}-1-benzofuran-5-yl]methanesulfonamide of formula I: and the new intermediates of the preparation process.
    Type: Grant
    Filed: May 24, 2012
    Date of Patent: August 6, 2013
    Assignee: Sanofi
    Inventors: Antal Friesz, Zsolt Dombrady, Mariann Csatarine Nagy
  • Publication number: 20130190516
    Abstract: Disclosed are compositions and methods for the production of mono-esters and di-esters from the reaction of HMF and a reactant selected from a diacid or a diacid derivative; typical reactants are PAN, phthaloyl dichloride, dimethyl phthalate, maleic acid, and maleic anhydride or mono-esters that can be prepared from HMF and MAN.
    Type: Application
    Filed: July 20, 2012
    Publication date: July 25, 2013
    Applicant: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Jerry L. King, II, Alex Walter Kawczak, Donald W. Zehnder, II, Erica E. Hirschl
  • Publication number: 20130172580
    Abstract: Disclosed are processes comprising contacting an aqueous reaction mixture having an initial pH between about 3 and about 6 and comprising levoglucosenone with a catalyst, and heating the reaction mixture to form a product mixture comprising 5-hydroxymethyl-2-furfural. The processes may further comprise heating the product mixture comprising 5-hydroxymethyl-2-furfural in the presence of hydrogen and a hydrogenation catalyst to form a second product mixture comprising one or more of 2,5-furandimethanol, tetrahydrofuran 2,5-dimethanol, 1,2,6-hexanetriol, 2-hydroxymethyltetrahydropyran, and 1,6-hexanediol.
    Type: Application
    Filed: December 28, 2012
    Publication date: July 4, 2013
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventor: E I DU PONT DE NEMOURS AND COMPANY
  • Publication number: 20130158254
    Abstract: A method for converting a carbohydrate to a furan in a polar aprotic solvent in the presence of a chloride, bromide, or iodide salt or a mixture thereof and optionally in the presence of an acid catalyst, a metal halide catalyst and/or an ionic liquid (up to 40 wt %). The method can be employed in particular to produce furfural or 5-hydroxymethylfurfural.
    Type: Application
    Filed: October 30, 2012
    Publication date: June 20, 2013
    Inventors: Joseph Bartholomew BINDER, Ronald Thaddeus Raines
  • Publication number: 20130150595
    Abstract: Described is a process to make hydroxymethylfurfural (HMF) from glucose. The process includes the steps of reacting a feedstock solution comprising glucose, in the presence of a homogeneous Brønsted acid catalyst and a homogeneous Lewis acid catalyst, in a reaction vessel containing a biphasic reaction medium. The reaction medium includes an aqueous reaction solution and a substantially immiscible organic extraction solution. HMF is produced in the aqueous reaction solution and extracted into the organic extraction solution.
    Type: Application
    Filed: December 7, 2011
    Publication date: June 13, 2013
    Inventors: James A. Dumesic, Yomaira J. Pagán-Torres, Tianfu Wang, Brent Howard Shanks
  • Publication number: 20130150597
    Abstract: A process for preparing 5-hydroxymethylfurfural (HMF), which comprises a) feeding solutions (hereinafter called starting solution) comprising one or more saccharides and an organic solvent having a boiling point greater than 200° C. (at standard pressure) (called high boiler for short) and water, ?and a solvent having a boiling point greater than 60° C. and less than 200° C. (at standard pressure, called low boiler for short) to a reaction vessel, b) effecting a conversion of hexose to HMF in the reaction vessel in the presence of water vapor with simultaneous distillative removal of the HMF and c) obtaining, as the distillate, an aqueous, HMF-comprising solution (hereinafter called distillate).
    Type: Application
    Filed: December 12, 2012
    Publication date: June 13, 2013
    Applicant: BASF SE
    Inventor: BASF SE
  • Publication number: 20130150596
    Abstract: Method for producing 5-hydroxymethylfurfural (HMF), wherein a) solutions (hereinbelow called starting solution) which comprise a hexose and an organic solvent with a boiling point greater than 200° C. (at standard pressure) (for short called high-boiling component), and steam are fed to a reaction vessel, b) in the reaction vessel, a conversion of the hexose to HMF takes place in the presence of steam with the simultaneous distillative removal of the HMF and c) as distillate, an aqueous, HMF-comprising solution (hereinbelow called distillate) is obtained.
    Type: Application
    Filed: December 12, 2012
    Publication date: June 13, 2013
    Applicant: BASF SE
    Inventor: BASF SE
  • Publication number: 20130123520
    Abstract: Methods for the production of dehydrated sugars and derivatives of dehydrated sugars using microwave (MW) irradiation and methods of purifying the same are described. The dehydrated sugars derivatives include 5-hydroxymethyl-2-furfural (HMF) and anhydrosugar alcohols such as sorbitans and isosorbide. The derivatives include HMF ethers, levulinic acid esters, and ether derivatives of the anhydrosugar alcohols. The described methods require lower reaction temperatures and shorter reaction times than similar non microwave mediated reactions known in the art. Typical reaction conditions are 120-210° C., and typical reaction times are 30 minutes or less.
    Type: Application
    Filed: July 18, 2011
    Publication date: May 16, 2013
    Applicant: Archer Daniels Midland Company
    Inventors: Stephen J. Howard, Alexandra J. Sanborn
  • Publication number: 20130085285
    Abstract: Method for the manufacture of furan compounds by using a heterogeneous catalyst in aqueous solution.
    Type: Application
    Filed: September 28, 2012
    Publication date: April 4, 2013
    Applicant: FRAUNHOFER-GESELLSCHAFT ZUR FÖRDERUNG
    Inventor: FRAUNHOFER-GESELLSCHAFT ZUR FÖRDERU
  • Patent number: 8389749
    Abstract: Described is a catalytic process for converting biomass to furan derivatives (e.g., furfural, furfuryl alcohol, etc.) using a biphasic reactor containing a reactive aqueous phase and an organic extracting phase containing an alkylphenol. The process provides a cost-effective route for producing furfural, furfuryl alcohol, levulinic acid hydroxymethylfurfural, ?-valerolactone, and the like. The products formed are useful as value-added intermediates to produce polymers, as precursors to diesel fuel, and as fuel additives.
    Type: Grant
    Filed: May 25, 2011
    Date of Patent: March 5, 2013
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James Dumesic, David Alonso, Jesse Bond, Thatcher Root, Mei Chia
  • Publication number: 20130023679
    Abstract: A method of preparing furfural compounds and a mixture for preparing the same are disclosed. First, a solution is prepared by mixing an organic ammonium salt and a hydroxyl organic solvent. Then, a carbohydrate is mixed with the solution to form a mixture. The mixture is heated to a reaction temperature for conversion of the carbohydrate to produce the furfural compounds.
    Type: Application
    Filed: October 17, 2011
    Publication date: January 24, 2013
    Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Ruey-Fu Shih, Hsi-Yen Hsu, Jinn-Jong Wong
  • Publication number: 20120330039
    Abstract: The present invention relates to a method for dehydrating a carbohydrate-comprising composition.
    Type: Application
    Filed: June 21, 2012
    Publication date: December 27, 2012
    Applicant: BASF SE
    Inventors: Alois Kindler, Klemens Massonne
  • Patent number: 8338626
    Abstract: Method for the manufacture of 5-alkoxymethylfurfural derivatives by reacting a fructose and/or glucose-containing starting material with an alcohol in the presence of a catalytic or sub-stoechiometric amount of heterogeneous acid catalyst. The catalysts may be employed in a continuous flow fixed bed or catalytic distillation reactor. The ethers can be applied as a fuel or fuel additive.
    Type: Grant
    Filed: December 8, 2011
    Date of Patent: December 25, 2012
    Assignee: Furanix Technologies B.V.
    Inventors: Gerardus Johannes Maria Gruter, Frits Dautzenberg
  • Publication number: 20120302765
    Abstract: Described is a catalytic process for converting biomass to furan derivatives (e.g., furfural, furfuryl alcohol, etc.) using a biphasic reactor containing a reactive aqueous phase and an organic extracting phase containing an alkylphenol. The process provides a cost-effective route for producing furfural, furfuryl alcohol, levulinic acid hydroxymethylfurfural, ?-valerolactone, and the like. The products formed are useful as value-added intermediates to produce polymers, as precursors to diesel fuel, and as fuel additives.
    Type: Application
    Filed: May 25, 2011
    Publication date: November 29, 2012
    Inventors: James Dumesic, David Alonso, Jesse Bond, Thatcher Root, Mei Chia
  • Publication number: 20120294900
    Abstract: Provided are compositions and methods for modulating quorum sensing in microbes. The compounds are AI-2 analogs and as such have structures similar to 4,5-dihydroxy-2,3-pentanedione that can act as agonists/antagonists of quorum sensing. The compounds are useful for modulating quorum sensing in bacteria and can be used in methods for prophylaxis or therapy of bacterial infections and for reduction of biofilms.
    Type: Application
    Filed: March 26, 2012
    Publication date: November 22, 2012
    Applicant: UNIVERSITY OF MARYLAND, COLLEGE PARK
    Inventors: Herman Sintim, William E. Bentley, Varnika Roy, Jacqueline Smith
  • Patent number: 8247582
    Abstract: Disclosed are compositions and methods for the production of mono-esters and di-esters from the reaction of HMF and a reactant selected from a diacid or a diacid derivative; typical reactants are PAN, phthaloyl dichloride, dimethyl phthalate, maleic acid, and maleic anhydride or mono-esters that can be prepared from HMF and MAN.
    Type: Grant
    Filed: February 7, 2007
    Date of Patent: August 21, 2012
    Assignee: Battelle Memorial Institute
    Inventors: Herman P. Benecke, Jerry L. King, II, Alex Walter Kawczak, Donald W. Zehnder, II, Erica E. Hirschl
  • Patent number: 8236973
    Abstract: Presently disclosed are methods and apparatus for separation of reaction products from reaction mixtures in an ionic liquid catalysis process, particularly in conversion of biomass, cellulose, and sugars into chemical intermediates such as 5-hydroxymethylfurfural (HMF). In one embodiment an ion exclusion adsorption mechanism is used for the separation process. The process comprises (i) mixing the ionic liquid-containing reaction mixture with de-ionized water, (ii) flowing the water solution mixture into an adsorption column, (iii) eluting the column with a water- and/or alcohol-based fluid, and (iv) collecting separated fractions at different elution times.
    Type: Grant
    Filed: April 8, 2010
    Date of Patent: August 7, 2012
    Assignee: Battelle Memorial Institute
    Inventors: Wei Liu, John E. Holladay, Feng Zheng, Heather M. Brown, Alan R. Cooper
  • Patent number: 8236972
    Abstract: The instant invention involves a process for enhancing molecular mass of biomass reactants. The process comprises first forming a substituted or unsubstituted furfural from a biomass. The substituted or unsubstituted furfural is then reacted with an activated methylene compound in the presence of a catalyst and, if desired, a solvent to form a Knoevenagel product. The product may then be hydrogenated to products containing an alcohol, ether, aldehyde, or ketone functional groups or to an olefinic or aliphatic species wherein as much as all of the oxygen and/or nitrogen has been removed.
    Type: Grant
    Filed: July 29, 2008
    Date of Patent: August 7, 2012
    Assignee: Georgia Tech Research Corporation
    Inventors: Travis J. C. Hoskins, Carsten Sievers, Pradeep K. Agrawal, Christopher W. Jones
  • Publication number: 20120172607
    Abstract: A method for preparing hydroxymethylfurfural, which includes: a) mixing and dissolving triose or its derivatives and solvent 1 to obtain the first reaction mixture; b) reacting the obtained first reaction mixture with Alkaline Catalyst 1 to condense into hexose; c) mixing and dissolving the resulting hexose and solvent 2 to obtain the second reaction mixture; d) adding acid catalyst 2 to the second reaction mixture, then heating the second reaction mixture at 80˜280° C. to form the third reaction mixture including hydroxymethylfurfural; e) obtaining the hydroxymethylfurfural separating by separating from the third mixture. The method is a new synthetic way for preparing 4-hydroxymethylfurfural and 5-hydroxymethylfurfural.
    Type: Application
    Filed: January 9, 2012
    Publication date: July 5, 2012
    Inventors: Yao Fu, Jin Deng, Qingxiang Guo, Jing Zhao, Lei Liu
  • Publication number: 20120083610
    Abstract: Method for the manufacture of 5-alkoxymethylfurfural derivatives by reacting a fructose and/or glucose-containing starting material with an alcohol in the presence of a catalytic or sub-stoechiometric amount of heterogeneous acid catalyst. The catalysts may be employed in a continuous flow fixed bed or catalytic distillation reactor. The ethers can be applied as a fuel or fuel additive.
    Type: Application
    Filed: December 8, 2011
    Publication date: April 5, 2012
    Applicant: FURANIX TECHNOLOGIES B.V.
    Inventors: Gerardus Johannes Maria Gruter, F. Dautzenberg
  • Patent number: 8133289
    Abstract: Method for the manufacture of 5-alkoxymethylfurfural derivatives by reacting a fructose and/or glucose-containing starting material with an alcohol in the presence of a catalytic or sub-stoechiometric amount of solid (“heterogeneous”) acid catalyst. The catalysts may be employed in a continuous flow fixed bed or catalytic distillation reactor. The ethers can be applied as a fuel or fuel additive.
    Type: Grant
    Filed: March 12, 2007
    Date of Patent: March 13, 2012
    Assignee: Furanix Technologies B.V.
    Inventors: Gerardus Johannes Maria Gruter, Frits Dautzenberg
  • Publication number: 20120053355
    Abstract: Disclosed is a method of preparing a petroleum-alternative bio fuel material such as 5-hydroxymethyl-2-furfural (HMF), 5-alkoxymethyl-2-furfural, levulinic acid alkil ester, etc. through a single process without saccharification, using a catalyst conversion reaction, from galactan that can be massively supplied at low costs and extracted from macroalgae of marine reusable resources. Thus, the macroalgae of the marine biomass resources is used so that a carbon source can be more easily extracted than that of a lignocellulosic biomass resource without a problem of having an effect on grain price like a crop-based biomass.
    Type: Application
    Filed: April 15, 2010
    Publication date: March 1, 2012
    Applicant: KOREA INSTITUTE OF INDUSTRIAL TECHNOLOGY
    Inventors: Jin-Ku Cho, Sang-Yong Kim, Do-Hoon Lee, Bo-Ra Kim, Jae-Won Jung
  • Publication number: 20120042566
    Abstract: Polycarbon biofuels may be made from feedstock such as wood waste, agricultural wastes and waste paper. The feedstock may be cooked under acidic conditions to convert cellulose and similar material in the feedstock into a biofuel that is hydrophobic, readily pelletized, and has a high energy density. The biofuel may be blended with coal or other fuels to provide blended fuels that may be burned in conventional burners. One process forms a slurry of the feedstock, sparges carbon dioxide through the slurry to achieve a pH below 5 and cooks the slurry at temperatures in the range of 170 C to 300 C until conversion of the feedstock to polycarbon biofuel has occurred. The biofuel may be separated from liquids in the slurry by filtration.
    Type: Application
    Filed: April 30, 2010
    Publication date: February 23, 2012
    Applicant: EVE RESEARCH INC.
    Inventor: Alexis Fosse Mackintosh
  • Publication number: 20120016141
    Abstract: In an embodiment of the invention, an apparatus for preparing hydroxymethylfurfural (HMF) is provided. The apparatus includes a reaction area including a first organic layer including sugar and a solvent and a second organic layer including a solvent mixture with azeotropy and extractability, a boiling area including a mixing solution formed by the hydroxymethylfurfural and the solvent mixture, connected with the reaction area, and a distilling area including water and a liquid layer including the solvent mixture, connected to the reaction area. In another embodiment of the invention, a method for preparing hydroxymethylfurfural (HMF) is provided.
    Type: Application
    Filed: December 20, 2010
    Publication date: January 19, 2012
    Applicant: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Ruey-Fu Shih, Hsi-Yen Hsu
  • Publication number: 20120004430
    Abstract: The invention provides a process for making hydroxymethylfurfural comprising exposing a saccharide, e.g. glucose or fructose, to a metal complex of an N-heterocyclic carbene.
    Type: Application
    Filed: June 18, 2008
    Publication date: January 5, 2012
    Applicant: Agency for Science, Technology and Research
    Inventors: Yugen Zhang, Jackie Y. Ying
  • Publication number: 20110288076
    Abstract: This disclosure relates to sphingosine-1-phosphate (S1P) receptor antagonists, compositions comprising the S1P receptor antagonists and methods for using and processes for making the S1P receptor antagonists. In particularly, this disclosure relates to sphingosine-1-phosphate 1 (S1P1) receptor antagonists, compositions comprising the S1P1 receptor antagonist and methods for using the S1P1 receptor antagonist, such as in the treatment of cancer, and processes for making the S1P1 receptor antagonists.
    Type: Application
    Filed: October 16, 2009
    Publication date: November 24, 2011
    Applicant: EXELIXIS, INC.
    Inventors: Mohamed Abdulkader Ibrahim, Joon Won Jeong, Henry William Beecroft Johnson, Patrick Kearney, James W. Leahy, Gary L. Lewis, Robin Tammie Noguchi, John M. Nuss
  • Patent number: 8058458
    Abstract: A method for utilizing an industrially convenient fructose source for a dehydration reaction converting a carbohydrate to a furan derivative is provided. Recovery methods also are provided. Embodiments of the methods improve upon the known methods of producing furan derivatives.
    Type: Grant
    Filed: July 13, 2009
    Date of Patent: November 15, 2011
    Assignee: Archer Daniels Midland Company
    Inventor: Alexandra J. Sanborn
  • Patent number: 8058273
    Abstract: New inhibitors of histone deacetylases having antitumor activity, and the process of preparation thereof are herein described. These compounds belong to the structural formula (I) where R1 is a linear or branched chain containing at least two conjugated double bonds, A is an optionally substituted phenyl or pyridyl ring, Ar is an aryl or heteroaryl group, and R3 is hydrogen or alkoxyalkyl. The application also describes the use of said compounds in the treatment of diseases associated to the deregulation of histone deacetylases activity, such as tumors, as well as the relevant pharmaceutical compositions for administration to patients requiring said treatment.
    Type: Grant
    Filed: June 1, 2010
    Date of Patent: November 15, 2011
    Assignee: DAC S.R.L.
    Inventors: Saverio Minucci, Pier Giuseppe Pelicci, Antonello Mai, Marco Ballarini, Gaetano Gargiulo, Silvio Massa
  • Publication number: 20110257196
    Abstract: The present invention relates to novel compounds having anti-cancer activity, methods of making these compounds, and their use for treating cancer and drug-resistant tumors, e.g. melanoma, metastatic melanoma, drug resistant melanoma, prostate cancer and drug resistant prostate cancer.
    Type: Application
    Filed: December 29, 2010
    Publication date: October 20, 2011
    Inventors: Yan Lu, Chien-Ming Li, Zhao Wang, Jianjun Chen, Wei Li, James T. Dalton, Duane D. Miller, Charles Duke, Sunjoo Ahn
  • Patent number: 7956203
    Abstract: Alcohols are catalytically oxidized to aldehydes, in particular to benzaldehyde and diformylfuran, which are useful as intermediates for a multiplicity of purposes. The invention also relates to the polymerization of the dialdehyde and to the decarbonylation of the dialdehyde to furan.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: June 7, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Vladimir Grushin, Walter Partenheimer, Leo E. Manzer
  • Publication number: 20110130561
    Abstract: A method for obtaining a saccharide by lysing cellulose which is substance that is not readily lysed. Cellulose is mixed in acidic electrolyzed water, and the resulting mixture is stirred at a maximum temperature of 210° C. and at saturation vapor pressure of 1.9 MPa to obtain a saccharide.
    Type: Application
    Filed: November 12, 2010
    Publication date: June 2, 2011
    Applicant: HONDA MOTOR CO., LTD.
    Inventor: Kohichi MIYASHITA
  • Patent number: 7939681
    Abstract: Methods are described for converting carbohydrates including, e.g., monosaccharides, disaccharides, and polysaccharides in ionic liquids to value-added chemicals including furans, useful as chemical intermediates and/or feedstocks. Fructose is converted to 5-hydroxylmethylfurfural (HMF) in the presence of metal halide and acid catalysts. Glucose is effectively converted to HMF in the presence of chromium chloride catalysts. Yields of up to about 70% are achieved with low levels of impurities such as levulinic acid.
    Type: Grant
    Filed: July 6, 2007
    Date of Patent: May 10, 2011
    Assignee: Battelle Memorial Institute
    Inventors: Haibo Zhao, Johnathan E. Holladay, Zongchao C. Zhang
  • Publication number: 20110082304
    Abstract: Method for the manufacture of 5-hydroxymethylfurfural derivatives by reacting a fructose and/or glucose-containing starting material with an alcohol in the presence of a catalytic or sub-stoichiometric amount of solid (“heterogeneous”) acid catalyst. The catalysts may be employed in a continuous flow fixed bed or catalytic distillation reactor. The ethers can be applied as a fuel or fuel additive.
    Type: Application
    Filed: December 15, 2010
    Publication date: April 7, 2011
    Applicant: FURANIX TECHNOLOGIES B.V.
    Inventors: Gerardus Johannes Maria Gruter, F. Dautzenberg
  • Publication number: 20110071306
    Abstract: A method is disclosed for the acid hydrolysis of carbohydrates in or from biomass, using a solvent system including an aqueous ether, where the ether form a majority of the system, which affords high yields to the platform chemicals such as 2-furfural and 5-hydroxymethylfurfural (5-HMF). The later can also undergo a domino reaction to chemicals including levulinic acid, particularly with oxygenated anions and greater water content. A total dissolution and reaction of biomass occurs under a range of relatively mild conditions (combined Severity range ˜2.2-2.6). Lignin and lignin derived products can be easily separated by precipitation.
    Type: Application
    Filed: September 24, 2009
    Publication date: March 24, 2011
    Applicant: BOARD OF REGENTS OF THE UNIVERSITY OF TEXAS SYSTEM
    Inventor: J. Michael Robinson
  • Patent number: 7897794
    Abstract: Disclosed are methods of at least partially purifying HMF from an aqueous mixture containing reactants and products of HMF synthesis from fructose that relies on use of non-functional polymeric resins. A first type of non-functional polymeric resin preferentially adsorbs HMF relative to fructose and is used to remove a majority of fructose from the reaction mixture. HMF is desorbed from the first non-functional polymeric resin with an organic solvent such as acetone. A second type of non-functional polymeric resin preferential adsorbs furfural from an aqueous reaction mixture allowing HMF to pass through. In one embodiment, these non-functional polymeric resins may be used alone in combination with each other to obtain HMF of high purity. In other embodiments, one or more of the foregoing non-functional polymeric resin resins is used in combination with cation exchange chromatography to still further purify the HMF.
    Type: Grant
    Filed: June 18, 2008
    Date of Patent: March 1, 2011
    Assignee: Archer Daniels Midland Company
    Inventors: Douglas F. Geier, John Glenn Soper
  • Publication number: 20100297542
    Abstract: Compounds of the formula (I), wherein X is a single bond, CRaRb O, S, NRC, NCORC, CO, SO or SO2; L, L1, L2, L3, L4, L5, L6, L7 and L8 are for example hydrogen, R1 or COT; T denotes T1 or O-T2; T1 and T2 for example are hydrogen, C1-C20alkyl, C3-C12cycloalkyl, C2-C20alkenyl, C5-C12cycloalkenyl, C6-C14aryl, C3-C12heteroaryl, C1-C20alkyl substituted by one or more D, C2-C20alkyl interrupted by one or more E, C2-C20alkyl substituted by one or more D and interrupted by one or more E or Q; R1, R2, R3, R4, Ra, Rb and Rc are T1; D is for example R5, OR5, SR5 or Q1; E is for example O, S, COO or Q2; R5 and R6 for example are hydrogen, C1-C12alkyl or phenyl; Q is for example C6-C12bicycloalkyl, C6-C12bicycloalkenyl or C6-C12tricycloalkyl; Q1 is for example, C6-C14aryl or C3-C12heteroaryl; Q2 is for example C6-C14arylene or C3-C12heteroarylene; Y is an anion; and M is a cation; provided that at least one of L, L1, L2, L3, L4, L5, L6, L7 and L8 is other than hydrogen; and provided that (i) at least one of T1 or T2 is a g
    Type: Application
    Filed: September 29, 2008
    Publication date: November 25, 2010
    Applicant: BASF SE
    Inventors: Pascal Hayoz, Hitoshi Yamato
  • Publication number: 20100273835
    Abstract: The invention provides compounds of general formula (I) or a pharmaceutically acceptable salt, polymorph or solvate thereof, including all tautomers and stereoisomers thereof, wherein K, W, X; Y and Z are described throughout the description and claims. The compounds of the present invention are useful as inhibitors of prolyl endopeptidase (PEP, EC 3.4.21.26) and/or IL-6.
    Type: Application
    Filed: July 10, 2008
    Publication date: October 28, 2010
    Applicant: PROBIODRUG AG
    Inventors: Ulrich Heiser, Andre J. Niestroj, Ingo Schulz
  • Patent number: RE43327
    Abstract: The disclosed invention provides new polyamine analogs and derivatives containing a hydrophobic region and a polyamine region as well as methods and compositions for their use.
    Type: Grant
    Filed: January 8, 2002
    Date of Patent: April 24, 2012
    Assignee: Aminex Therapeutics, Inc.
    Inventors: Mark R. Burns, Gerard F. Graminski, Nand Baindur