Patents by Inventor Makoto N. MASUNO

Makoto N. MASUNO 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: 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: 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: 10604498
    Abstract: The present disclosure provides methods for purifying a 5-(halomethyl)furfural composition, including 5-(chloromethyl)furfural, at operating conditions that decrease or minimize the decomposition or degradation of 5-(chloromethyl)furfural during the process. The methods may employ certain solvents, operating conditions, and/or techniques (e.g., gas stripping). The gaseous 5-(halomethyl)furfural produced from the process can be condensed or deposited to yield 5-(halomethyl)furfural in liquid or solid form. The solid 5-(halomethyl)furfural may be amorphous or crystalline.
    Type: Grant
    Filed: August 1, 2018
    Date of Patent: March 31, 2020
    Assignee: MICROMIDAS, INC.
    Inventors: Alex B. Wood, Shawn M. Browning, Makoto N. Masuno, Ryan L. Smith, John Bissell, II
  • 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
  • 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: 20190062292
    Abstract: The present disclosure provides methods for purifying a 5-(halomethyl)furfural composition, including 5-(chloromethyl)furfural, at operating conditions that decrease or minimize the decomposition or degradation of 5-(chloromethyl)furfural during the process. The methods may employ certain solvents, operating conditions, and/or techniques (e.g., gas stripping). The gaseous 5-(halomethyl)furfural produced from the process can be condensed or deposited to yield 5-(halomethyl)furfural in liquid or solid form. The solid 5-(halomethyl)furfural may be amorphous or crystalline.
    Type: Application
    Filed: August 1, 2018
    Publication date: February 28, 2019
    Applicant: MICROMIDAS, INC.
    Inventors: Alex B. WOOD, Shawn M. BROWNING, Makoto N. MASUNO, Ryan L. SMITH, John BISSELL, II
  • 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
  • Patent number: 10053441
    Abstract: The present disclosure provides methods for purifying a 5-(halomethyl)furfural composition, including 5-(chloromethyl)furfural, at operating conditions that decrease or minimize the decomposition or degradation of 5-(chloromethyl)furfural during the process. The methods may employ certain solvents, operating conditions, and/or techniques (e.g., gas stripping). The gaseous 5-(halomethyl)furfural produced from the process can be condensed or deposited to yield 5-(halomethyl)furfural in liquid or solid form. The solid 5-(halomethyl)furfural may be amorphous or crystalline.
    Type: Grant
    Filed: January 27, 2017
    Date of Patent: August 21, 2018
    Assignee: MICROMIDAS, INC.
    Inventors: Alex B. Wood, Shawn M. Browning, Makoto N. Masuno, Ryan L. Smith, John Bissell, II
  • 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
  • Publication number: 20180093894
    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 activated carbon. Provided herein are also resin composites and activated carbon materials.
    Type: Application
    Filed: April 15, 2016
    Publication date: April 5, 2018
    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: 9908862
    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: August 15, 2014
    Date of Patent: March 6, 2018
    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: 9890101
    Abstract: The present disclosure provides methods to produce para-xylene, toluene, and other compounds from renewable sources (e.g., cellulose, hemicellulose) and ethylene in the presence of an acid, such as a Lewis acid. For example, cellulose and/or hemicellulose may be converted into 2,5-dimethylfuran (DMF) and 2-methylfuran, which may be converted into para-xylene and toluene, respectively. In particular, para-xylene can then be oxidized to form terephthalic acid.
    Type: Grant
    Filed: January 12, 2016
    Date of Patent: February 13, 2018
    Assignee: MICROMIDAS, INC.
    Inventors: Makoto N. Masuno, Douglas Cannon, John Bissell, II, Ryan L. Smith, Alex B. Wood, Patrick B. Smith, Dennis A. Hucul, Katherine Brune
  • Patent number: 9718798
    Abstract: Provided are solid forms of 5-(halomethyl)furfural, including a crystalline form of 5-(chloromethyl)furfural. Provided are also methods for preparing solid forms of 5-(halomethyl)furfural by crystallization using certain solvents.
    Type: Grant
    Filed: September 11, 2015
    Date of Patent: August 1, 2017
    Assignee: MICROMIDAS, INC.
    Inventors: Shawn M. Browning, Makoto N. Masuno, John Bissell, II, Benjamin F. Nicholson
  • Patent number: 9688603
    Abstract: Provided herein are methods that utilize polyhydroxyalkanoates (PHAs) as a substrate for further conversion to C4 and C5 compounds. Polyhydroxyalkanoates can undergo esterification to yield alkyl hydroxyalkanoates and alkyl alkenoates, which may serve as useful precursors in the production of alkadienes and alkenedioic acids, including for example butadiene and butenedioic acid.
    Type: Grant
    Filed: May 13, 2016
    Date of Patent: June 27, 2017
    Assignee: MICROMIDAS, INC.
    Inventors: Ryan L. Smith, John Bissell, Makoto N. Masuno, Douglas Cannon, Alex B. Wood
  • Publication number: 20170137397
    Abstract: The present disclosure provides methods for purifying a 5-(halomethyl)furfural composition, including 5-(chloromethyl)furfural, at operating conditions that decrease or minimize the decomposition or degradation of 5-(chloromethyl)furfural during the process. The methods may employ certain solvents, operating conditions, and/or techniques (e.g., gas stripping). The gaseous 5-(halomethyl)furfural produced from the process can be condensed or deposited to yield 5-(halomethyl)furfural in liquid or solid form. The solid 5-(halomethyl)furfural may be amorphous or crystalline.
    Type: Application
    Filed: January 27, 2017
    Publication date: May 18, 2017
    Applicant: MICROMIDAS, INC.
    Inventors: Alex B. WOOD, Shawn M. BROWNING, Makoto N. MASUNO, Ryan L. SMITH, John BISSELL, II