Additional Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/488)
  • Patent number: 11186945
    Abstract: The methods and compounds disclosed herein relate to the surface modification of UHMWPs by means of a catalytic C—H bond insertion catalyst using a rhodium catalysts in conjunction with carbene-generating diazo compounds. The catalytic treatment imparts covalently added functionality to the UHMWPE surface. This functionality acts as an excellent grafting mechanism for grafting, bonding, or adhering further materials to the UHMWPs surface.
    Type: Grant
    Filed: August 30, 2017
    Date of Patent: November 30, 2021
    Assignee: National Technology & Engineering Solutions of Sandia, LLC
    Inventors: Greg O'Bryan, Mitchell Anstey, Bryan Loyola
  • Patent number: 10941130
    Abstract: This invention relates to a novel molten salt system in chemical transformation of saccharides and a method as well as an apparatus for multi carbon production by the molten salt system. It is found that an eutectic molten salt composition is advantageous for multi-carbon productions through chemical transformation under mild conditions. This invention further provides a method and an apparatus for preparing 5-hydroxymethylfurfural (HMF) and HMF-derived chemicals from saccharides by the said molten salt system.
    Type: Grant
    Filed: March 22, 2019
    Date of Patent: March 9, 2021
    Assignee: Academia Sinica
    Inventors: Po-Wen Chung, Prasenjit Bhaumik, Hao-Ju Chou
  • Patent number: 10844030
    Abstract: The present invention relates to a method for producing furfural, including: obtaining a sugar solution containing at least one of a monosaccharide having 5 carbon atoms and a polysaccharide containing the monosaccharide having 5 carbon atoms by carrying out a reaction with a specific resource as a raw material in the presence of a catalyst in a solvent; converting at least one of the monosaccharide and the polysaccharide containing the monosaccharide in the sugar solution into furfural by a dehydration reaction, so as to obtain a reaction solution; and separating the reaction solution into an organic layer and an aqueous layer, wherein an aromatic hydrocarbon solvent having a density of from 0.90 g/cm3 to 1.1 g/cm3 at 25° C. and under atmospheric pressure is used, and wherein the reaction solution is separated at a temperature higher than 90° C. and lower than 150° C.
    Type: Grant
    Filed: September 24, 2018
    Date of Patent: November 24, 2020
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yusuke Izawa, Yosuke Suzuki, Masaru Utsunomiya
  • Patent number: 10781196
    Abstract: A method of converting a lignocellulosic biomass to monosaccharides, and optionally further converting the monosaccharides to one or both of furfural and HMF, includes contacting the biomass with a reactive liquid phase comprising LiBr, H2SO4, and water, wherein H2SO4 preferably constitutes at most 1.0 wt %, more preferably at most 0.5 wt %, and most preferably at most 0.1 wt % of the reactive liquid phase, and water preferably constitutes at most at most 60 wt %, more preferably at most 50 wt %, and most preferably at most 30 wt % of the reactive liquid phase.
    Type: Grant
    Filed: August 15, 2017
    Date of Patent: September 22, 2020
    Assignee: UNIVERSITY OF DELAWARE
    Inventors: Basudeb Saha, Sunitha Sadula, Dionisios Vlachos
  • Patent number: 10532990
    Abstract: The present invention relates to systems, methods, and processes for the production of conversion products such as furanic products from biomass such as lignocellulosic materials.
    Type: Grant
    Filed: December 11, 2015
    Date of Patent: January 14, 2020
    Assignee: VIRDIA, INC.
    Inventors: Robert Jansen, James Alan Lawson, Philip Travisano, Brendon Christopher Stout, Allison Jean Hulchanski, Neta Matis, Noa Lapidot, Michael Zviely, Adam Tyler Carden, Michael Andrew Faison, Bassem Hallac, Sterling Alexander White
  • Patent number: 10526302
    Abstract: The invention relates to a process for the production of 5-hydroxymethylfurfural from a feedstock comprising at least one sugar using a combination of at least one catalyst selected from the homogeneous Lewis acids, the heterogeneous Lewis acids and the heterogeneous bases and at least one homogeneous Brønsted acid catalyst selected from the families of the thioureas, the sulphonic acids and the phosphorus-containing organic compounds, alone or in a mixture, in the presence of at least one aprotic polar solvent, at a temperature comprised between 30° C. and 300° C., and at a pressure comprised between 0.1 MPa and 10 MPa.
    Type: Grant
    Filed: October 17, 2016
    Date of Patent: January 7, 2020
    Assignee: IFP Energies Nouvelles
    Inventors: Myriam Souleymanou, Marc Jacquin, Damien Delcroix
  • Patent number: 10428039
    Abstract: Provided herein is a process for preparing furan-2,5-dicarboxylic acid. The process includes the following steps: (A-1) preparing a starting mixture comprising one, two or more carbohydrate compounds selected from the group consisting of: hexoses, oligosaccharides comprising hexose units, and polysaccharides including hexose units, and as a solvent or as a co-solvent for the carbohydrate compounds an amount of one or more carboxylic acid esters of a formula (II) and (A-2) subjecting the starting mixture to reaction conditions so that at least one of the one, two or more carbohydrate compounds reacts, and a fraction of the amount of one or more carboxylic acid esters of formula (II) is hydrolyzed, resulting in a mixture including 5-(hydroxymethyl)furfural and/or the one or more HMF esters of a formula (I), one or more carboxylic acids of a formula (III) and a remaining fraction of the amount of one or more carboxylic acid esters of formula (II).
    Type: Grant
    Filed: November 3, 2016
    Date of Patent: October 1, 2019
    Assignee: BASF SE
    Inventors: Alvaro Gordillo, Martin Alexander Bohn, Stephan A. Schunk, Ivana Jevtovikj, Rene Backes, Holger Werhan, Svenia Duefert, Richard Dehn, Markus Piepenbrink
  • Patent number: 10421735
    Abstract: The invention relates to a novel process for the conversion of a feedstock comprising at least one sugar to 5-hydroxymethylfurfural, in which said feedstock is contacted with one or more catalysts of the family of the homogeneous sulphonic acids in the presence of at least one aprotic polar solvent, used alone or in a mixture, at a temperature comprised between 30° C. and 200° C., and at a pressure comprised between 0.
    Type: Grant
    Filed: October 17, 2016
    Date of Patent: September 24, 2019
    Assignee: IFP Energies nouvelles
    Inventors: Myriam Souleymanou, Marc Jacquin, Damien Delcroix
  • Patent number: 10399953
    Abstract: The present invention provides methods of making furfural fatty acids from (chloromethyl)furfural. The present invention also provides furfural fatty acids and nutritional supplements that include furfural fatty acids.
    Type: Grant
    Filed: September 14, 2016
    Date of Patent: September 3, 2019
    Assignee: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Mark Mascal, Fei Chang
  • Patent number: 10259797
    Abstract: Provided herein is a process for preparing a mixture including 5-(hydroxy-methyl)furfural (HMF) and one or more HMF esters of formula (I), the process including the following steps: (A-1) preparing or providing a starting mixture which includes one, two or more carbohydrate compounds and as the solvent or as a co-solvent for the carbohydrate compounds an amount of one or more carboxylic acid esters of formula (II); (A-2) subjecting the starting mixture to reaction conditions so that at least one of the one, two or more carbohydrate compounds reacts, and a fraction of the amount of one or more carboxylic acid esters of formula (II) is hydrolyzed, so that a mixture results that includes 5-(hydroxy-methyl)furfural and/or the one or more HMF esters of formula (I), one or more carboxylic acids of formula (III) and a remaining fraction of the amount of one or more carboxylic acid esters of formula (II).
    Type: Grant
    Filed: November 3, 2016
    Date of Patent: April 16, 2019
    Assignee: BASF SE
    Inventors: Alvaro Gordillo, Martin Alexander Bohn, Stephan A Schunk, Ivana Jevtovikj, Holger Werhan, Svenia Duefert, Markus Piepenbrink, Rene Backes, Richard Dehn
  • Patent number: 10167267
    Abstract: The present invention relates to a method for synthesizing an optionally substituted furoic acid by dehydrating a biomass and oxidizing the optionally substituted furan derived from the dehydration reaction. Water extraction has been incorporated as a step between the dehydration and the oxidation in order to purify the intermediate optionally substituted furan before having it oxidized. Prior to this water extraction, the organic solvent used for dehydration may be separated by evaporation. The provision of the water extraction allows impurities to be separated from the intermediate optionally substituted furan.
    Type: Grant
    Filed: September 17, 2014
    Date of Patent: January 1, 2019
    Assignee: AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH
    Inventors: Guangshun Yi, Yugen Zhang
  • Patent number: 10030001
    Abstract: The present invention relates to a process for the synthesis of 5-hydroxymethyl furfural (HMF) comprising the steps of: 1) dehydrating at least one saccharide selected from monosaccharides having 6 carbon atoms and disaccharides, oligosaccharides or polysaccharides formed from units having 6 carbon atoms or mixtures thereof in the presence of at least one quaternary ammonium salt R3R?N+X?; in which: —R, which is the same or different, represents a C1-C16 substituted or unsubstituted alkyl group; —R? belongs to the group consisting of: hydrogen, C1-C16 substituted or unsubstituted alkyl group, monocyclic substituted or unsubstituted aryl group; —X? represents an anion selected from chloride, bromide, iodide, fluoride, hydroxide, BF4? and PF6?; at a temperature of between 80 and 120° C.
    Type: Grant
    Filed: October 16, 2015
    Date of Patent: July 24, 2018
    Assignee: Novamont S.P.A.
    Inventors: Catia Bastioli, Luigi Capuzzi, Giuseppina Carotenuto, Anna Di Martino, Adriano Ferrari
  • Patent number: 9957244
    Abstract: A process is described for converting hydroxymethylfurfural to furanic products inclusive of 2,5-furandicarboxylic acid, comprising combining a quantity of hydroxymethylfurfural with water to provide an aqueous solution containing at least about five percent by weight of hydroxymethylfurfural, and combining the aqueous solution with an oxygen source in the presence of a heterogeneous ruthenium-based catalyst and under conditions which are effective for oxidizing hydroxymethylfurfural to furanic oxidation products inclusive of 2,5-furandicarboxylic acid, but in the substantial absence of any solvent for either hydroxymethylfurfural or 2,5-furandicarboxylic acid other than water.
    Type: Grant
    Filed: August 5, 2015
    Date of Patent: May 1, 2018
    Assignee: Archer Daniels Midland Company
    Inventor: Alexandra Sanborn
  • Patent number: 9822187
    Abstract: Described are a method for processing cellulose-containing biomass and the use of methanesulfonic acid for processing cellulose-containing biomass, especially for the pretreatment of cellulose-containing biomass prior to saccharification.
    Type: Grant
    Filed: October 2, 2014
    Date of Patent: November 21, 2017
    Assignee: BASF SE
    Inventors: Frank Rittig, Michael Koch, Vaidotas Navickas, Stefan Koch, Alois Kindler
  • Patent number: 9707547
    Abstract: An oxidation catalyst includes a nickel-containing material, a manganese-containing material and a bromine-containing material, wherein the molar number of the element bromine (Br) in the oxidation catalyst to the total molar number of the element nickel (Ni) and the element manganese (Mn) in the oxidation catalyst substantially ranges from 0.01 to 7.5.
    Type: Grant
    Filed: December 10, 2015
    Date of Patent: July 18, 2017
    Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Ying-Ting Huang, Jinn-Jong Wong, Jau-Hong Chen
  • Patent number: 9475787
    Abstract: A process for the production of furan derivatives from carbohydrates in the presence of an acidic catalyst, characterized in that N-methylpyrrolidone is used as a solvent and that the acidic catalyst is homogeneous.
    Type: Grant
    Filed: September 2, 2013
    Date of Patent: October 25, 2016
    Assignee: Annikki GMBH
    Inventors: Marko Mihovilovic, Michael Schön, Johanna Hölbling
  • Patent number: 9469619
    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: Grant
    Filed: October 29, 2013
    Date of Patent: October 18, 2016
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Jong Min Lee, Hyeon Su Heo, Moo Ho Lee, Kyung Hae Lee
  • Patent number: 9260402
    Abstract: A process is described for the preparation of 5-hydroxymethylfurfural (HMF), which comprises the following steps: provision or preparation of a starting mixture, comprising one, two or more starting compounds selected from the group consisting of hexoses, oligosaccharides comprising hexose units, and polysaccharides comprising hexose units, one, two or more organic salts with a melting point <180° C. and a boiling point >200° C. at 1013.25 hPa, optionally additionally one or more catalysts for the conversion of the one starting compound or at least one of the two or more starting compounds to 5-hydroxymethylfurfural (HMF), optionally water, optionally further substances, adjustment of reaction conditions such that an amount of the starting compound or starting compounds converts to HMF.
    Type: Grant
    Filed: June 11, 2014
    Date of Patent: February 16, 2016
    Assignee: BASF SE
    Inventors: Benoit Blank, Alois Kindler, Peter Bassler, Markus Piepenbrink, Ortmund Lang, Carmen Feldner
  • Patent number: 9242952
    Abstract: A method to produce 5-hydroxymethylfurfural (HMF) is described in which a reactant including cellulose, lignocellulose, or a combination thereof, in a reaction mixture of a polar, aprotic solvent and an acid is reacted for a time, at a temperature, and at a hydrogen ion concentration wherein at least a portion of the cellulose or lignocellulose present in the reactant is converted to HMF. The reaction mixture is initially substantially devoid of water. As the reaction proceeds, dehydration of intermediates causes the water concentration in the reaction mixture to rise to no more than about 0.2 wt % water.
    Type: Grant
    Filed: March 28, 2014
    Date of Patent: January 26, 2016
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, George W. Huber, Ronen Weingarten
  • Patent number: 9221777
    Abstract: The invention relates to a novel process for preparation of dronedarone of formula (I) and pharmaceutically acceptable salts thereof, characterized in that a compound of formula (II)—where L is leaving group—is reacted with compound of formula (III) and the obtained product is isolated and, if desired, converted into a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: March 1, 2013
    Date of Patent: December 29, 2015
    Assignee: SANOFI
    Inventor: Antal Friesz
  • Patent number: 9206147
    Abstract: The present invention relates to a method for producing a furan-based compound using an ion exchange resin in the presence of an organic solvent. In the method for producing a furan-based compound according to the present invention, a furan-based compound is made from an aldose-type hexose compound in the presence of an organic solvent by using an anion exchange resin and a cation exchange resin. Thus, the aldose-type hexose compound obtained from biomass by simultaneously or consecutively using the anion/cation exchange resins as catalysts can be made into 5-hydroxymethyl-2-furfural (HMF) or alkyl ether derivatives thereof such as 5-alkoxymethyl-2-furfural (AMF) without using an expensive reagent. Also, since the selection of an organic solvent is not limitative and a heterogeneous catalyst can be used, separation and purification is easy and chemically stable AMF can be directly obtained.
    Type: Grant
    Filed: July 9, 2012
    Date of Patent: December 8, 2015
    Assignee: KOREA INSTITUTE OF INDUSTRIAL TECHNOLOGY
    Inventors: Jin Ku Cho, Sang Yong Kim, Jae Hoon Cho, Bo Ra Kim, Paul Joo
  • Patent number: 9156805
    Abstract: Disclosed is a process to produce a dry purified carboxylic acid product comprising furan-2,5-dicarboxylic acid (FDCA). The process comprises oxidizing a feed stream comprising at least one oxidizable compound to generate a crude carboxylic acid slurry comprising FDCA, removing impurities from a crude carboxylic acid slurry via oxidative purification in a low temperature post-oxidation zone to form a low impurity slurry stream. The low impurity slurry stream is further treated in a high temperature post oxidation zone to produce a secondary oxidation slurry stream which is routed to a crystallization zone to from a crystallized slurry stream.
    Type: Grant
    Filed: November 19, 2013
    Date of Patent: October 13, 2015
    Assignee: EASTMAN CHEMICAL COMPANY
    Inventors: Ashfaq Shaikh, Kenny R. Parker, Mesfin Ejerssa Janka, Lee R. Partin
  • Patent number: 9156802
    Abstract: Method for producing solutions which comprise 5-hydroxymethylfurfural (HMF) and have a reduced content of starting materials of the HMF synthesis or a reduced content of by-products of the HMF synthesis (hereinbelow called product solution), which comprises treating solutions which comprise HMF starting materials or by-products of the HMF synthesis and an organic solvent having at least two ether groups (for short polyether) (hereinbelow called starting solution) in an evaporator with steam.
    Type: Grant
    Filed: December 12, 2012
    Date of Patent: October 13, 2015
    Assignee: BASF SE
    Inventors: Ralf Böhling, Benoit Blank, Alois Kindler, Carmen Feldner, Sandra Umlauf
  • Patent number: 9090579
    Abstract: A process is disclosed for making dehydration products from an aqueous sugars solution including pentoses, hexoses or both, for example, an aqueous high fructose corn syrup solution, or from an aqueous solution of one or more of the alcohols of such pentoses and hexoses, for example, from an aqueous sorbitol solution, by an acid-catalyzed dehydration using substituted sulfonic acids solubilized in the aqueous sugars or sugar alcohols solution.
    Type: Grant
    Filed: March 7, 2013
    Date of Patent: July 28, 2015
    Assignee: Archer Daniels Midland Co.
    Inventors: Thomas P. Binder, Alexandra Sanborn
  • Patent number: 9045449
    Abstract: Method for the manufacture of furan compounds by using a heterogeneous catalyst in aqueous solution.
    Type: Grant
    Filed: September 28, 2012
    Date of Patent: June 2, 2015
    Assignee: FRAUNHOFER-GESELLSCHAFT ZUR FOERDERUNG DER ANGEWANDTEN FORSCHUNG E.V.
    Inventors: Jochen Forstner, Rainer Schweppe, Gerd Unkelbach, Klemens Flick
  • Publication number: 20150126731
    Abstract: The invention relates to a method for the isomerisation of glucose into fructose in water in the presence of a solid base catalyst characterised by its reversibility of CO2 adsorption at a low temperature, the catalyst being a catalyst comprising at least one supported or non-supported lanthanide oxide or a molecular sieve based on silicon containing the organic template thereof. The invention also relates to a method for preparing HMF from glucose, comprising the isomerisation of glucose into fructose.
    Type: Application
    Filed: August 24, 2012
    Publication date: May 7, 2015
    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, Cyril Feche, Dilson Cardoso, Demian Fabiano
  • Publication number: 20150111943
    Abstract: The hydroxymethylfurfural derivative is represented by the general formula (A) (wherein, R is selected from the group consisting of the following formula (I), (II) HOOCCH2COCO—, (III) HOOCCH2CH2COCO—, and (IV) a hydrogen atom).
    Type: Application
    Filed: December 20, 2012
    Publication date: April 23, 2015
    Inventors: Hiroshi Nishioka, Tomohiro Ito, Takahiro Maeda
  • Publication number: 20150087848
    Abstract: An acid-functionalized polyolefin material that can be used as an acid catalyst in a wide range of acid-promoted chemical reactions, wherein the acid-functionalized polyolefin material includes a polyolefin backbone on which acid groups are appended. Also described is a method for the preparation of the acid catalyst in which a precursor polyolefin is subjected to ionizing radiation (e.g., electron beam irradiation) of sufficient power and the irradiated precursor polyolefin reacted with at least one vinyl monomer having an acid group thereon. Further described is a method for conducting an acid-promoted chemical reaction, wherein an acid-reactive organic precursor is contacted in liquid form with a solid heterogeneous acid catalyst comprising a polyolefin backbone of at least 1 micron in one dimension and having carboxylic acid groups and either sulfonic acid or phosphonic acid groups appended thereto.
    Type: Application
    Filed: September 20, 2013
    Publication date: March 26, 2015
    Inventors: Yatsandra Oyola, Chengcheng Tian, John Christopher Bauer, Sheng Dai
  • Publication number: 20150087031
    Abstract: The present invention relates to methods of processing lignocellulosic material to obtain hemicellulose sugars, cellulose sugars, lignin, cellulose and other high-value products. Also provided are hemicellulose sugars, cellulose sugars, lignin, cellulose, and other high-value products.
    Type: Application
    Filed: May 3, 2013
    Publication date: March 26, 2015
    Inventors: Robert Jansen, Claire Gregoire, philip Travisano, Lee Madsen, Neta Matis, Yael Har-Tal, Shay Eliahu, James Alan Lawson, Noa Lapidot, Luke Burke, Aharon M. Eyal, Timothy Allen Bauer, Hagit Sade, Paul Mcwilliams, Ziv-Vladimir Belman, Bassem Hallac, Michael Zviely, Yelena Gershinksy, Adam Carden
  • Publication number: 20150065698
    Abstract: There is described a method of isolating one or more of pectin, d-limonene, a flavour compound, a flavonoid, a soluble monosaccharide, a decomposition product of a monosaccharide and cellulose, from citrus material wherein said method comprises the microwave assisted hydrothermal low temperature treatment of citrus material.
    Type: Application
    Filed: April 4, 2013
    Publication date: March 5, 2015
    Inventors: James Hanley Clark, Lucie Anne Pfaltzgraff, Vitaliy Lvovich Budarin, Mario De Bruyn
  • Patent number: 8952192
    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: Grant
    Filed: March 26, 2012
    Date of Patent: February 10, 2015
    Assignee: University of Maryland, College Park
    Inventors: Herman O. Sintim, William E. Bentley, Varnika Roy, Jacqueline Smith, Reza Ghodssi, Mariana Tsacoumis Meyer
  • Patent number: 8952186
    Abstract: The present invention relates to a method for dehydrating a carbohydrate-comprising composition.
    Type: Grant
    Filed: June 21, 2012
    Date of Patent: February 10, 2015
    Assignee: BASF SE
    Inventors: Alois Kindler, Klemens Massonne
  • Patent number: 8940914
    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: July 20, 2012
    Date of Patent: January 27, 2015
    Assignee: Battelle Memorial Institute
    Inventors: Herman P. Benecke, Jerry L. King, II, Alex Walter Kawczak, Donald W. Zehnder, II, Erica E. Hirschl
  • Publication number: 20150025256
    Abstract: This invention relates to an efficient procedure for purifying HMF by crystallization at low temperature from an organic solvent.
    Type: Application
    Filed: August 17, 2012
    Publication date: January 22, 2015
    Inventors: Tim Ståhlberg, Jacob Skibsted Jensen, Anders Riisager, John M. Woodley
  • Publication number: 20150005516
    Abstract: A process is disclosed for making dehydration products from an aqueous sugars solution including pentoses, hexoses or both, for example, an aqueous high fructose corn syrup solution, or from an aqueous solution of one or more of the alcohols of such pentoses and hexoses, for example, from an aqueous sorbitol solution, by an acid-catalyzed dehydration using substituted sulfonic acids solubilized in the aqueous sugars or sugar alcohols solution.
    Type: Application
    Filed: March 7, 2013
    Publication date: January 1, 2015
    Inventors: Thomas P. Binder, Alexandra Sanborn
  • Publication number: 20140371473
    Abstract: A process is described for the preparation of 5-hydroxymethylfurfural (HMF), which comprises the following steps: provision or preparation of a starting mixture, comprising one, two or more starting compounds selected from the group consisting of hexoses, oligosaccharides comprising hexose units, and polysaccharides comprising hexose units, one, two or more organic salts with a melting point <180° C. and a boiling point >200° C. at 1013.25 hPa, optionally additionally one or more catalysts for the conversion of the one starting compound or at least one of the two or more starting compounds to 5-hydroxymethylfurfural (HMF), optionally water, optionally further substances, adjustment of reaction conditions such that an amount of the starting compound or starting compounds converts to HMF.
    Type: Application
    Filed: June 11, 2014
    Publication date: December 18, 2014
    Applicant: BASF SE
    Inventors: Benoit Blank, Alois Kindler, Peter Bassler, Markus Piepenbrink, Ortmund Lang, Carmen Feldner
  • Publication number: 20140356280
    Abstract: Provided is a surfactant-free, single-step synthesis of delaminated aluminosilicate zeolites. The process comprises the step of heating a borosilicate zeolite precursor in a metal salt solution, e.g., an aluminum nitrate solution, zinc nitrate solution or manganese nitrate solution. The delaminated aluminosilicate zeolite product is then recovered from the solution.
    Type: Application
    Filed: May 30, 2014
    Publication date: December 4, 2014
    Applicants: CHEVRON U.S.A. INC., THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Xiaoying OUYANG, Alexander KATZ, Stacey Ian ZONES
  • Publication number: 20140357878
    Abstract: Disclosed herein is a process for preparing 5-hydroxymethylfurfural comprising the step of contacting a carbohydrate and a Brønsted acid in an alcoholic solvent comprising an alcohol selected from the group consisting of secondary alcohols, tertiary alcohols, aryl alcohols and combinations thereof under conditions to dehydrate the carbohydrate thereby forming a reaction product containing 5-hydroxymethylfurfural.
    Type: Application
    Filed: September 24, 2012
    Publication date: December 4, 2014
    Applicant: Agency for Science, Technology and Research
    Inventors: Yugen Zhang, Linke Lai
  • Publication number: 20140349351
    Abstract: The present invention relates to a process for producing 5-hydroxymethylfurfural (HMF) from fructose in a single-phase aqueous solution comprising an organic solvent.
    Type: Application
    Filed: October 11, 2012
    Publication date: November 27, 2014
    Applicant: Novozymes A/S
    Inventors: Jacob Skibsted Jensen, Thomas Grotkjaer, Sven Pedersen, Rolf Ringborg
  • Patent number: 8889734
    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 30, 2013
    Date of Patent: November 18, 2014
    Assignee: SANOFI
    Inventors: Antal Friesz, Zsolt Dombrady, Mariann Csatarine Nagy
  • Patent number: 8883824
    Abstract: Disclosed is a compound represented by Formula (I) or a pharmaceutically acceptable salt thereof: wherein R1 is 1: a C3-8 cycloalkyl C1-4 alkyl group, 2: a C7-14 aralkyl group, in which the aryl moiety thereof is optionally substituted with the same or different 1 to 3 groups selected from the group consisting of: (a) halogen, (b) C1-4 alkyl, which is optionally substituted with 1 to 3 fluorine atoms, (c) C1-4 alkoxy, which is optionally substituted with 1 to 3 fluorine atoms, and (d) C1-4 alkylcarbonyl, which is optionally substituted with C1-4 alkoxy, 3: a five-to ten-membered heteroaryl-C1-4 alkyl group, in which the heteroaryl moiety thereof is optionally substituted with the same or different 1 to 3 groups selected from the group consisting of: (a) halogen, and (b) C1-4 alkyl, or 4: a C6-10 aryl C2-6 alkenyl group; and R2 is a cyano group or a nitro group.
    Type: Grant
    Filed: May 12, 2010
    Date of Patent: November 11, 2014
    Assignee: Sumitomo Dainippon Pharma Co., Ltd.
    Inventors: Akihito Fujii, Kazumi Niidome, Chiaki Migihashi, Toshiyuki Kamei, Takafumi Matsumoto, Tomoyuki Hirata
  • Patent number: 8877950
    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: Grant
    Filed: December 15, 2010
    Date of Patent: November 4, 2014
    Assignee: Furanix Technologies B.V.
    Inventors: Gerardus Johannes Maria Gruter, Frits Dautzenberg
  • Publication number: 20140315262
    Abstract: Hydroxymethylfurfural is made from an aqueous hexose sugar solution, especially from a high fructose corn syrup product. By rapidly heating the sugar solution to the elevated temperatures involved as well as rapidly cooling the resultant product mixture, a limited per-pass conversion to HMF is obtained; correspondingly, however, the overall exposure of the HMF that is formed to acidic, elevated temperature conditions is also limited, so that byproducts are reduced. Separation and recovery of the products is simplified, and levels of HMF and other hexose dehydration products known to inhibit ethanol production by fermentation are reduced in the residual sugars product, to an extent whereby the residual sugars product is suited to be directly fermented to ethanol or for other uses.
    Type: Application
    Filed: November 28, 2012
    Publication date: October 23, 2014
    Applicant: ARCHER DANIELS MIDLAND COMPANY
    Inventors: Alexandra Sanborn, Thomas Binder, April Hoffart
  • Publication number: 20140288230
    Abstract: The present invention provides methylene beta-ketoester monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-ketoesters of the invention, a beta-ketoester is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-ketoester monomer. The present invention further compositions and products formed from methylene beta-ketoester monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
    Type: Application
    Filed: October 18, 2012
    Publication date: September 25, 2014
    Inventors: Bernard M. Malofsky, Adam G. Malofsky, Tanmoy Dey
  • Publication number: 20140275400
    Abstract: The present invention provides methylene beta-diketone monomers, methods for producing the same, and compositions and products formed therefrom. In the method for producing the methylene beta-diketones of the invention, a beta-diketone is reacted with a source of formaldehyde in a modified Knoevenagel reaction optionally in the presence of an acidic or basic catalyst, and optionally in the presence of an acidic or non-acidic solvent, to form reaction complex. The reaction complex may be an oligomeric complex. The reaction complex is subjected to further processing, which may be vaporization by contact with an energy transfer means in order to isolate the beta-diketone monomer. The present invention further compositions and products formed from methylene beta-diketone monomers of the invention, including monomer-based products (e.g., inks, adhesives, coatings, sealants or reactive molding) and polymer-based products (e.g., fibers, films, sheets, medical polymers, composite polymers and surfactants).
    Type: Application
    Filed: October 18, 2012
    Publication date: September 18, 2014
    Inventors: Yangbin Chen, Adam G. Malofsky, Jeffrey M. Sullivan, Stanley C. Wojciak, Tanmoy Dey, Bernard M. Malofsky
  • Publication number: 20140235881
    Abstract: The present invention relates to a method for producing a furan-based compound using an ion exchange resin in the presence of an organic solvent. In the method for producing a furan-based compound according to the present invention, a furan-based compound is made from an aldose-type hexose compound in the presence of an organic solvent by using an anion exchange resin and a cation exchange resin. Thus, the aldose-type hexose compound obtained from biomass by simultaneously or consecutively using the anion/cation exchange resins as catalysts can be made into 5-hydroxymethyl-2-furfural (HMF) or alkyl ether derivatives thereof such as 5-alkoxymethyl-2-furfural (AMF) without using an expensive reagent. Also, since the selection of an organic solvent is not limitative and a heterogeneous catalyst can be used, separation and purification is easy and chemically stable AMF can be directly obtained.
    Type: Application
    Filed: July 9, 2012
    Publication date: August 21, 2014
    Applicant: KOREA INSTITUTE OF INDUSTRIAL TECHNOLOGY
    Inventors: Jin Ku Cho, Sang Yong Kim, Jae Hoon Cho, Bo Ra Kim, Paul Joo
  • Patent number: 8795393
    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: Grant
    Filed: April 15, 2010
    Date of Patent: August 5, 2014
    Assignee: Korea Institute of Industrial Technology
    Inventors: Jin-Ku Cho, Sang-Yong Kim, Do-Hoon Lee, Bo-Ra Kim, Jae-Won Jung
  • Patent number: 8785668
    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: Grant
    Filed: November 30, 2010
    Date of Patent: July 22, 2014
    Assignee: Dalian Institute of Chemical Physics, Chinese Academy of Sciences
    Inventors: Yuguang Du, Qishun Liu, Fengli Yang, Xuefang Bai, Jingmei Zhao
  • Patent number: 8765805
    Abstract: Novel ligand compounds having the structural formula (I): in which: Ar is a radical selected from among the radicals of formulae (a)-(c) below: are formulated into pharmaceutical compositions suited for administration in human or veterinary medicine, or, alternatively into cosmetic compositions.
    Type: Grant
    Filed: April 30, 2012
    Date of Patent: July 1, 2014
    Assignee: Galderma Research & Development
    Inventors: Thibaud Biadatti, Jean-Marie Arlabosse
  • Publication number: 20140171444
    Abstract: The present invention provides aryl- or heteroaryl-diketo acid compounds effective to inhibit an activity of a Mycobacterial malate synthase enzyme or to inhibit a malate synthase activity in other bacteria having the enzyme. The compounds may be phenyl- naphthyl-, or thienyl-substituted diketo acids and carboxylate derivatives thereof. Also provided are methods of treating tuberculosis or other pathophysiological conditions associated with a malate synthase enzyme with the inhibitory compounds and methods of in silico design of the inhibitory compounds. In addition, the present invention provides the inhibitory compounds designed by this method. Furthermore, three-dimensional X-ray crystal structures of the Mycobacterial malate synthase complexed with the inhibitory compounds are provided. Further still a method for stabilizing an aromatic or heteroaromatic diketo acid or its prodrug or close analog in solution by derivatizing at least the ortho position on the aromatic ring is provided.
    Type: Application
    Filed: March 3, 2014
    Publication date: June 19, 2014
    Applicant: THE TEXAS A&M UNIVERSITY SYSTEM
    Inventors: Joel S. Freundlich, James C. Sacchettini, Inna V. Kriger, Thomas R. Ioerger, Vijay Gawandi