Patents by Inventor James A. Dumesic

James A. Dumesic has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20240131499
    Abstract: Organocatalysts can be engineered to mimic biological enzymes for use in a variety of industrially relevant chemical reactions. The organocatalyst comprises a chemical catalyst that is made by imidation of an amine-containing compound to form an N-substituted maleimide and appending the N-substituted maleimide on a furan-containing compound by Diels-Alder reaction and hydrogenation. The N-substituted maleimide may also be made by reacting a protected maleimide and compound containing a primary alkyl halide moiety. The organocatalysts are engineered to append chemical functionalities of amino acids such as glutamic acid for catalyzing hydrolysis of lactose. The organocatalyst further comprises a support to immobilize the chemical catalyst which plays the role of a scaffold to stabilize catalytic active sites and bind the reactants nearby the active sites, similar to a protein scaffold in biological catalysts.
    Type: Application
    Filed: September 21, 2023
    Publication date: April 25, 2024
    Inventors: Hochan Chang, George Huber, James Dumesic
  • Patent number: 11692058
    Abstract: A method of making polyesters and polyurethanes from biomass-derived polyols. The polyol is biomass-derived and has the structure: wherein dashed bonds are single or double bonds and R is selected from the group consisting of —OH and ?O. Polyurethanes are made by reacting the polyol with a diisocyanate. Polyesters are made by reacting the polyol with a dicarboxylic acid.
    Type: Grant
    Filed: February 26, 2021
    Date of Patent: July 4, 2023
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hochan Chang, George W. Huber, James A. Dumesic
  • Publication number: 20220275151
    Abstract: A method of making polyesters and polyurethanes from biomass-derived polyols. The polyol is biomass-derived and has the structure: wherein dashed bonds are single or double bonds and R is selected from the group consisting of —OH and ?O. Polyurethanes are made by reacting the polyol with a diisocyanate. Polyesters are made by reacting the polyol with a dicarboxylic acid.
    Type: Application
    Filed: February 26, 2021
    Publication date: September 1, 2022
    Inventors: Hochan Chang, George W. Huber, James A. Dumesic
  • Patent number: 11247956
    Abstract: A method of making of 1,2,5,6-hexanetetrol (“tetrol”). The method includes the steps of contacting a reaction solution containing water as well as levoglucosenone, dihydrolevoglucosenone, and/or levoglucosanol, with a catalyst containing metal and acid functionalities, at temperature of from about 100° C. to about 175° C., and a hydrogen partial pressure of from about 1 bar to about 50 bar (about 0.1 MPa to about 5 MPa), and for a time wherein at least a portion of the reactant is converted into 1,2,5,6-hexanetetrol.
    Type: Grant
    Filed: April 19, 2019
    Date of Patent: February 15, 2022
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Siddarth H. Krishna, George W. Huber, James A. Dumesic
  • Publication number: 20210331131
    Abstract: Conducting oxidation in an inflatable bag bioreactor (or batch reactor more generally) provides an efficient, economical, and convenient reaction vessel. Rotating or rocking the inflatable bag bioreactor (or batch reactor more generally) during the reaction helps ensure continued exposure of the reaction mixture to the headspace gas in the vessel. The ability of the inflatable bag to expand or contract as the volume of the contents changes helps maintain consistent pressure and avoid the need to replenish the headspace gas.
    Type: Application
    Filed: April 22, 2021
    Publication date: October 28, 2021
    Inventors: Philip J. Kersten, Thomas J. Schwartz, James A. Dumesic
  • Publication number: 20210130269
    Abstract: A method of making of 1,2,5,6-hexanetetrol (“tetrol”). The method includes the steps of contacting a reaction solution containing water as well as levoglucosenone, dihydrolevoglucosenone, and/or levoglucosanol, with a catalyst containing metal and acid functionalities, at temperature of from about 100° C. to about 175° C., and a hydrogen partial pressure of from about 1 bar to about 50 bar (about 0.1 MPa to about 5 MPa), and for a time wherein at least a portion of the reactant is converted into 1,2,5,6-hexanetetrol.
    Type: Application
    Filed: April 19, 2019
    Publication date: May 6, 2021
    Applicant: Wisconsin Alumni Research Foundation
    Inventors: Siddarth H. Krishna, George W. Huber, James A. Dumesic
  • Patent number: 10781195
    Abstract: A method to produce 5-hydroxymethylfurfural (HMF) from C6 carbohydrates. The method includes the steps of reacting a reactant comprising at least one C6 carbohydrate, in a reaction mixture comprising at least about 5% (v/v) water, a polar, aprotic solvent, and an acid, for a time, at a temperature, and at a hydrogen ion concentration wherein at least a portion of the C6 carbohydrate present in the reactant is converted to 5-hydroxymethyl furfural (“HMF”).
    Type: Grant
    Filed: July 31, 2018
    Date of Patent: September 22, 2020
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Ali Hussain Motagamwala
  • Publication number: 20200039947
    Abstract: A method to produce 5-hydroxymethylfurfural (HMF) from C6 carbohydrates. The method includes the steps of reacting a reactant comprising at least one C6 carbohydrate, in a reaction mixture comprising at least about 5% (v/v) water, a polar, aprotic solvent, and an acid, for a time, at a temperature, and at a hydrogen ion concentration wherein at least a portion of the C6 carbohydrate present in the reactant is converted to 5-hydroxymethyl furfural (“HMF”).
    Type: Application
    Filed: July 31, 2018
    Publication date: February 6, 2020
    Inventors: James A. Dumesic, Ali Hussain Motagamwala
  • Patent number: 10428397
    Abstract: A process to produce an aqueous solution of carbohydrates that contains C6-sugar-containing oligomers, C6 sugar monomers, C5-sugar-containing oligomers, C5 sugar monomers, or any combination thereof is presented. The process includes the steps of reacting biomass or a biomass-derived reactant with a solvent system including a lactone and water, and an acid catalyst. The reaction yields a product mixture containing water-soluble C6-sugar-containing oligomers, C6-sugar monomers, C5-sugar-containing oligomers, C5-sugar monomers, or any combination thereof.
    Type: Grant
    Filed: June 28, 2017
    Date of Patent: October 1, 2019
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Jeremy S. Luterbacher
  • Patent number: 10183904
    Abstract: A method of making 1,5-pentanediol from tetrahydrofurfural alcohol. The method includes the steps of dehydrating tetrahydrofurfural alcohol (THFA) to dihydropyran (DHP); hydrating at least a portion of the DHP to 2-hydroxy-tetrahydropyran (2-HY-THP) in the absence of homogeneous acid; and hydrogenating at least a portion of the 2-HY-THP to 1,5-pentanediol. The method can be conducted entirely in the absence of noble metal catalysts.
    Type: Grant
    Filed: January 22, 2016
    Date of Patent: January 22, 2019
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: George Willis Huber, James A. Dumesic, Kevin J. Barnett, Zach J. Brentzel
  • Patent number: 10137434
    Abstract: A method for stabilizing a metal or metal-containing particle supported on a surface is described, along with the resulting composition of matter. The method includes the steps of depositing upon the surface a protective thin film of a material of sufficient thickness to overcoat the metal or metal-containing particle and the surface, thereby yielding an armored surface; and then calcining the armored surface for a time and at a temperature sufficient to form channels in the protective thin film, wherein the channels so formed expose a portion of the metal- or metal-containing particle to the surrounding environment. Also described is a method of performing a heterogeneous catalytic reaction using the stabilized, supported catalyst.
    Type: Grant
    Filed: August 10, 2016
    Date of Patent: November 27, 2018
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Brandon J. O'Neill
  • Publication number: 20180273896
    Abstract: A method of growing a microorganism by culturing the microorganism in a an aqueous solution of carbohydrates containing C6-sugar monomers or C5-sugar monomers, wherein the aqueous solution of carbohydrates is made by reacting biomass or a biomass-derived reactant with a solvent system including a lactone and water, and an acid catalyst. The reaction yields a product mixture containing water-soluble C6-sugar-containing oligomers, C6-sugar monomers, C5-sugar-containing oligomers, C5-sugar monomers, or any combination thereof. The product mixture is then partitioned or extracted to yield an aqueous layer containing the carbohydrates and a substantially immiscible organic layer containing the lactone. The aqueous layer is used for growing the microorganisms.
    Type: Application
    Filed: May 29, 2018
    Publication date: September 27, 2018
    Inventors: James A. Dumesic, Brian Pfleger, Jeremy S. Luterbacher, Jacqueline Rand
  • Patent number: 10077224
    Abstract: A method of making 1,5-pentanediol from tetrahydrofurfural alcohol. The method includes the steps of dehydrating tetrahydrofurfural alcohol (THFA) to dihydropyran (DHP); hydrating at least a portion of the DHP to 2-hydroxy-tetrahydropyran (2-HY-THP) in the presence of a solid acid catalyst; and hydrogenating at least a portion of the 2-HY-THP to 1,5-pentanediol. The method can be conducted entirely in the absence of noble metal catalysts.
    Type: Grant
    Filed: October 12, 2017
    Date of Patent: September 18, 2018
    Assignee: WISCONSIN ALUMNI RESEARCH FOUNDATION
    Inventors: George Willis Huber, James A. Dumesic, Kevin J. Barnett
  • Patent number: 9937490
    Abstract: A high surface area catalyst with a mesoporous support structure and a thin conformal coating over the surface of the support structure. The high surface area catalyst support is adapted for carrying out a reaction in a reaction environment where the thin conformal coating protects the support structure within the reaction environment. In various embodiments, the support structure is a mesoporous silica catalytic support and the thin conformal coating comprises a layer of metal oxide resistant to the reaction environment which may be a hydrothermal environment.
    Type: Grant
    Filed: April 30, 2014
    Date of Patent: April 10, 2018
    Assignee: UChicago Argonne, LLC
    Inventors: Jeffrey W. Elam, Christopher L. Marshall, Joseph A. Libera, James A. Dumesic, Yomaira J. Pagan-Torres
  • Publication number: 20170298458
    Abstract: A process to produce an aqueous solution of carbohydrates that contains C6-sugar-containing oligomers, C6 sugar monomers, C5-sugar-containing oligomers, C5 sugar monomers, or any combination thereof is presented. The process includes the steps of reacting biomass or a biomass-derived reactant with a solvent system including a lactone and water, and an acid catalyst. The reaction yields a product mixture containing water-soluble C6-sugar-containing oligomers, C6-sugar monomers, C5-sugar-containing oligomers, C5-sugar monomers, or any combination thereof.
    Type: Application
    Filed: June 28, 2017
    Publication date: October 19, 2017
    Inventors: James A. Dumesic, Jeremy S. Luterbacher
  • Patent number: 9725776
    Abstract: A process to produce an aqueous solution of carbohydrates that contains C6-sugar-containing oligomers, C6 sugar monomers, C5-sugar-containing oligomers, C5 sugar monomers, or any combination thereof is presented. The process includes the steps of reacting biomass or a biomass-derived reactant with a solvent system including a lactone and water, and an acid catalyst. The reaction yields a product mixture containing water-soluble C6-sugar-containing oligomers, C6-sugar monomers, C5-sugar-containing oligomers, C5-sugar monomers, or any combination thereof. A solute is added to the product mixture to cause partitioning of the product mixture into an aqueous layer containing the carbohydrates and a substantially immiscible organic layer containing the lactone.
    Type: Grant
    Filed: April 21, 2015
    Date of Patent: August 8, 2017
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Jeremy S. Luterbacher
  • Publication number: 20170210688
    Abstract: A method of making 1,5-pentanediol from tetrahydrofurfural alcohol. The method includes the steps of dehydrating tetrahydrofurfural alcohol (THFA) to dihydropyran (DHP); hydrating at least a portion of the DHP to 2-hydroxy-tetrahydropyran (2-HY-THP) in the absence of homogeneous acid; and hydrogenating at least a portion of the 2-HY-THP to 1,5-pentanediol. The method can be conducted entirely in the absence of noble metal catalysts.
    Type: Application
    Filed: January 22, 2016
    Publication date: July 27, 2017
    Inventors: George Willis Huber, James A. Dumesic, Kevin J. Barnett, Zach J. Brentzel
  • Patent number: 9688845
    Abstract: A method to produce an aqueous solution of carbohydrates containing C5- and/or C6-sugar-containing oligomers and/or C5- and/or C6-sugar monomers in which biomass or a biomass-derived reactant is reacted with a solvent system having an organic solvent, and organic co-solvent, and water, in the presence of an acid. The method produces the desired product, while a substantial portion of any lignin present in the reactant appears as a precipitate in the product mixture.
    Type: Grant
    Filed: April 14, 2015
    Date of Patent: June 27, 2017
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Ali Hussain Motagamwala
  • Patent number: 9617234
    Abstract: A process to produce furandicarboxylic acid (FDCA). The process includes the steps of reacting a C6 sugar-containing reactant in a reaction solution comprising a first organic solvent selected from the group consisting of beta-, gamma-, and delta-lactones, hydrofurans, hydropyrans, and combinations thereof, in the presence of an acid catalyst for a time and under conditions wherein at least a portion of the C6 sugar present in the reactant is converted to 5-(hydroxymethyl)furfural (HMF); oxidizing the HMF into FDCA with or without separating the HMF from the reaction solution; and extracting the FDCA by adding an aprotic organic solvent having a dipole moment of about 1.0 D or less to the reaction solution.
    Type: Grant
    Filed: December 18, 2015
    Date of Patent: April 11, 2017
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Ali Hussain Motagamwala
  • Publication number: 20160361708
    Abstract: A method for stabilizing a metal or metal-containing particle supported on a surface is described, along with the resulting composition of matter. The method includes the steps of depositing upon the surface a protective thin film of a material of sufficient thickness to overcoat the metal or metal-containing particle and the surface, thereby yielding an armored surface; and then calcining the armored surface for a time and at a temperature sufficient to form channels in the protective thin film, wherein the channels so formed expose a portion of the metal- or metal-containing particle to the surrounding environment. Also described is a method of performing a heterogeneous catalytic reaction using the stabilized, supported catalyst.
    Type: Application
    Filed: August 10, 2016
    Publication date: December 15, 2016
    Inventors: James A. Dumesic, Brandon J. O'Neill