Patents by Inventor Dimitri A. Hirsch-Weil

Dimitri A. Hirsch-Weil 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).

  • Patent number: 11905362
    Abstract: Provided herein are methods of producing polymers from furan and optionally diol compounds, using an organocatalyst. A polymer composition comprising a polymer prepared by the method is contemplated. Provided herein are also polymer compositions, such as poly(alkylene-2,5-furandicarboxylate). In some embodiments, polymer compositions have any one of the characteristics discussed herein, or any combinations thereof.
    Type: Grant
    Filed: December 23, 2021
    Date of Patent: February 20, 2024
    Assignee: Origin Materials Operating, Inc.
    Inventors: Makoto Nathanael Masuno, Dimitri A. Hirsch-Weil, Alexander Crewe-Read Millar, Alexander Yeuham Joh
  • Publication number: 20230032460
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Application
    Filed: March 4, 2022
    Publication date: February 2, 2023
    Applicant: Origin Materials Operating, Inc.
    Inventors: Alex B. WOOD, Makoto N. MASUNO, Ryan L. SMITH, John BISSELL, Dimitri A. HIRSCH-WEIL, Robert Joseph ARAIZA, Daniel R. HENTON, James H. PLONKA
  • Publication number: 20220372213
    Abstract: Provided herein are methods of producing polymers from furan and optionally diol compounds, using an organocatalyst. A polymer composition comprising a polymer prepared by the method is contemplated. Provided herein are also polymer compositions, such as poly(alkylene-2,5-furandicarboxylate). In some embodiments, polymer compositions have any one of the characteristics discussed herein, or any combinations thereof.
    Type: Application
    Filed: December 23, 2021
    Publication date: November 24, 2022
    Applicant: Origin Materials Operating, Inc.
    Inventors: Makoto Nathanael MASUNO, Dimitri A. HIRSCH-WEIL, Alexander Crewe-Read MILLAR, Alexander Yeuham JOH
  • Publication number: 20220144647
    Abstract: Provided is a method of producing activated carbon from a resin composite made up of furanic polymer. The method includes producing a resin composite from feedstock (e.g., in the presence of an acid and a salt), combining the resin composite with a base to form an impregnated material, and carbonizing the impregnated material to produce the and salt activated carbon. Provided herein are also resin composites and activated carbon materials.
    Type: Application
    Filed: June 14, 2021
    Publication date: May 12, 2022
    Applicant: Origin Materials Operating, Inc.
    Inventors: Ryan L. SMITH, Thomas D. GREGORY, John Albert BISSELL, II, Shawn M. BROWNING, Alex B. WOOD, Robert Joseph ARAIZA, Paul J. DORNATH, Alex JOH, Dimitri A. HIRSCH-WEIL, Makoto N. MASUNO
  • Patent number: 11299468
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Grant
    Filed: June 5, 2020
    Date of Patent: April 12, 2022
    Assignee: Origin Materials Operating, Inc.
    Inventors: Alex B. Wood, Makoto N. Masuno, Ryan L. Smith, John Bissell, Dimitri A. Hirsch-Weil, Robert Joseph Araiza, Daniel R. Henton, James H. Plonka
  • Publication number: 20210087157
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Application
    Filed: June 5, 2020
    Publication date: March 25, 2021
    Applicant: Micromidas, Inc.
    Inventors: Alex B. WOOD, Makoto N. MASUNO, Ryan L. SMITH, John BISSELL, Dimitri A. HIRSCH-WEIL, Robert Joseph ARAIZA, Daniel R. HENTON, James H. PLONKA
  • Patent number: 10710970
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Grant
    Filed: June 7, 2018
    Date of Patent: July 14, 2020
    Assignee: MICROMIDAS, INC.
    Inventors: Alex B. Wood, Makoto N. Masuno, Ryan L. Smith, John Bissell, Dimitri A. Hirsch-Weil, Robert Joseph Araiza, Daniel R. Henton, James H. Plonka
  • Patent number: 10618880
    Abstract: Provided herein are methods of producing dialkylfurans, such as 2,5-dimethylfuran, and other alkyl furans, such as 2-methylfuran. For example, 2,5-dimethylfuran may be produced by reducing (5-methylfuran-2-yl)methanol or 2-(chloromethyl)-5-methylfuran.
    Type: Grant
    Filed: January 12, 2018
    Date of Patent: April 14, 2020
    Assignee: MICROMIDAS, INC.
    Inventors: Dimitri A. Hirsch-Weil, Makoto N. Masuno, John Bissell, Dennis A. Hucul, Alex B. Wood, Robert Joseph Araiza, Daniel R. Henton
  • Patent number: 10414742
    Abstract: Provided herein are methods of producing dialkylfurans, such as 2,5-dimethylfuran, and other alkyl furans, such as 2-methylfuran. For example, 2,5-dimethylfuran may be produced by reducing (5-methylfuran-2-yl)methanol or 2-(chloromethyl)-5-methylfuran.
    Type: Grant
    Filed: November 1, 2017
    Date of Patent: September 17, 2019
    Assignee: MICROMIDAS, INC.
    Inventors: Dennis A. Hucul, Dimitri A. Hirsch-Weil, Makoto Nathanael Masuno, John Albert Bissell, II, Alex B. Wood, Robert Joseph Araiza, Daniel R. Henton, Shawn M. Browning, Ryan L. Smith
  • Patent number: 10407547
    Abstract: Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.
    Type: Grant
    Filed: May 12, 2015
    Date of Patent: September 10, 2019
    Assignee: MICROMIDAS, INC.
    Inventors: Makoto Nathanael Masuno, Dimitri A. Hirsch-Weil, Ryan L. Smith, John Albert Bissell, II
  • Patent number: 10392358
    Abstract: Provided herein are methods of producing halomethylfuroic and acyloxymethylfuroic acid and ester compounds from furfural starting compounds. For example, 5-chloromethyl-2-furoic acid may be produced from 5-chloromethylfurfural, in the presence of various oxidants. Salts of the furoic acids may also be produced.
    Type: Grant
    Filed: September 16, 2016
    Date of Patent: August 27, 2019
    Assignee: Micromidas, Inc.
    Inventors: Daniel R. Henton, Makoto Nathanael Masuno, Ryan L. Smith, Alex B. Wood, Dimitri A. Hirsch-Weil, Christian T. Goralski, Robert Joseph Araiza
  • Patent number: 10392317
    Abstract: The present disclosure provides methods to produce para-xylene, toluene, and other compounds from renewable sources (e.g., cellulose, hemicellulose, starch, sugar) and ethylene in the presence of a catalyst. For example, cellulose and/or hemicellulose may be converted into 2,5-dimethylfuran (DMF), which may be converted into para-xylene by cycloaddition of ethylene to DMF. Para-xylene can then be oxidized to form terephthalic acid.
    Type: Grant
    Filed: September 13, 2013
    Date of Patent: August 27, 2019
    Assignee: MICROMIDAS, INC.
    Inventors: Makoto N. Masuno, Ryan L. Smith, John Bissell, II, Patrick B. Smith, Dennis A. Hucul, Edmund J. Stark, Daniel R. Henton, Adina Dumitrascu, Katherine Brune, Dimitri A. Hirsch-Weil
  • Patent number: 10364210
    Abstract: Provided herein are (phenylene)dialkanamines, and methods of producing such (phenylene)dialkanamines from various furanyl and benzyl compounds. Such furanyl compounds may include, for example, bis(nitroalkyl)furans, bis(aminoalkyl)furans, and nitroalkyl(furan)acetonitriles. Such compounds may include, for example, bis(nitroalkyl)benzenes. Provided herein are also alkyldiamines, and methods for producing such alkyldiamines from furanyl compounds.
    Type: Grant
    Filed: August 27, 2015
    Date of Patent: July 30, 2019
    Assignee: MICROMIDAS, INC.
    Inventors: Alex B. Wood, Makoto Nathanael Masuno, Ryan L. Smith, John Albert Bissell, II, Robert Joseph Araiza, Dimitri A. Hirsch-Weil
  • Publication number: 20190202977
    Abstract: Provided herein are methods of producing polymers from furan and optionally diol compounds, using an organocatalyst. A polymer composition comprising a polymer prepared by the method is contemplated. Provided herein are also polymer compositions, such as poly(alkylene-2,5-furandicarboxylate). In some embodiments, polymer compositions have any one of the characteristics discussed herein, or any combinations thereof.
    Type: Application
    Filed: September 15, 2017
    Publication date: July 4, 2019
    Inventors: Makoto Nathanael MASUNO, Dimitri A. HIRSCH-WEIL, Alexander Crewe-Read MILLAR, Alexander Yeuham JOH
  • Publication number: 20190144408
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Application
    Filed: June 7, 2018
    Publication date: May 16, 2019
    Applicant: MICROMIDAS, INC.
    Inventors: Alex B. WOOD, Makoto N. MASUNO, Ryan L. SMITH, John BISSELL, Dimitri A. HIRSCH-WEIL, Robert Joseph ARAIZA, Daniel R. HENTON, James H. PLONKA
  • Publication number: 20180362484
    Abstract: Provided herein are methods of producing dialkylfurans, such as 2,5-dimethylfuran, and other alkyl furans, such as 2-methylfuran. For example, 2,5-dimethylfuran may be produced by reducing (5-methylfuran-2-yl)methanol or 2-(chloromethyl)-5-methylfuran.
    Type: Application
    Filed: January 12, 2018
    Publication date: December 20, 2018
    Applicant: MICROMIDAS, INC.
    Inventors: Dimitri A. Hirsch-Weil, Makoto N. Masuno, John Bissell, Dennis A. Hucul, Alex B. Wood, Robert Joseph Araiza, Daniel R. Henton
  • Patent number: 10125060
    Abstract: The present disclosure provides methods to produce para-xylene, toluene, and other compounds from renewable sources (e.g., cellulose, hemicellulose, starch, sugar) and ethylene in the presence of a catalyst. For example, cellulose and/or hemicellulose may be converted into 2,5-dimethylfuran (DMF), which may be converted into para-xylene by cycloaddition of ethylene to DMF. Para-xylene can then be oxidized to form terephthalic acid.
    Type: Grant
    Filed: January 21, 2016
    Date of Patent: November 13, 2018
    Assignee: MICROMIDAS, INC.
    Inventors: Makoto N. Masuno, Patrick B. Smith, Dennis A. Hucul, Katherine Brune, Ryan L. Smith, John A. Bissell, II, Dimitri Hirsch-Weil, Edmund J. Stark
  • Publication number: 20180265488
    Abstract: Provided herein are methods of producing halomethylfuroic and acyloxymethylfuroic acid and ester compounds from furfural starting compounds. For example, 5-chloromethyl-2-furoic acid may be produced from 5-chloromethylfurfural, in the presence of various oxidants. Salts of the furoic acids may also be produced.
    Type: Application
    Filed: September 16, 2016
    Publication date: September 20, 2018
    Applicant: Micromidas, Inc.
    Inventors: Daniel R. HENTON, Makoto Nathanael MASUNO, Ryan L. SMITH, Alex B. WOOD, Dimitri A. HIRSCH-WEIL, Christian T. GORALSKI, Robert Joseph ARAIZA
  • Publication number: 20180265629
    Abstract: Provided herein are methods of producing polymers from furan and optionally diol compounds, using an organocatalyst. The furan compounds may include, for example, 2,5-furandicarboxylic acid or 2,5-tetrahydrofurandicarboxylic acid. Provided herein are also polymer compositions, such as poly(alkylene-2,5-furandicarboxylate). The polymer compositions herein have a low metal content.
    Type: Application
    Filed: September 16, 2016
    Publication date: September 20, 2018
    Applicant: Micromidas, Inc.
    Inventors: John Albert BISSELL, II, Makoto Nathanael MASUNO, Alexander Crewe-Read MILLAR, Dimitri A. HIRSCH-WEIL
  • Patent number: 10011577
    Abstract: The present disclosure provides methods to produce 5-(halomethyl)furfural, including 5-(chloromethyl)furfural, by acid-catalyzed conversion of C6 saccharides, including isomers thereof, polymers thereof, and certain derivatives thereof. The methods make use of acids with lower concentrations, and allows for conversion of sugars into 5-(halomethyl)furfural at higher temperatures and faster reaction or residence times.
    Type: Grant
    Filed: September 19, 2014
    Date of Patent: July 3, 2018
    Assignee: MICROMIDAS, INC.
    Inventors: Alex B. Wood, Makoto N. Masuno, Ryan L. Smith, John Bissell, Dimitri A. Hirsch-Weil, Robert Joseph Araiza, Daniel R. Henton, James H. Plonka