Patents by Inventor Makoto Nathanael MASUNO
Makoto Nathanael 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).
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Patent number: 11905362Abstract: 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: GrantFiled: December 23, 2021Date of Patent: February 20, 2024Assignee: Origin Materials Operating, Inc.Inventors: Makoto Nathanael Masuno, Dimitri A. Hirsch-Weil, Alexander Crewe-Read Millar, Alexander Yeuham Joh
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Publication number: 20220372213Abstract: 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: ApplicationFiled: December 23, 2021Publication date: November 24, 2022Applicant: Origin Materials Operating, Inc.Inventors: Makoto Nathanael MASUNO, Dimitri A. HIRSCH-WEIL, Alexander Crewe-Read MILLAR, Alexander Yeuham JOH
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Patent number: 10414742Abstract: 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: GrantFiled: November 1, 2017Date of Patent: September 17, 2019Assignee: 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
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Patent number: 10407547Abstract: Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.Type: GrantFiled: May 12, 2015Date of Patent: September 10, 2019Assignee: MICROMIDAS, INC.Inventors: Makoto Nathanael Masuno, Dimitri A. Hirsch-Weil, Ryan L. Smith, John Albert Bissell, II
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Publication number: 20190270717Abstract: 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: ApplicationFiled: September 14, 2018Publication date: September 5, 2019Applicant: MICROMIDAS, INC.Inventors: Makoto Nathanael MASUNO, John BISSELL, II, Ryan L. SMITH, Brian HIGGINS, Alex B. WOOD
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Patent number: 10392358Abstract: 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: GrantFiled: September 16, 2016Date of Patent: August 27, 2019Assignee: 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
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Patent number: 10364210Abstract: 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: GrantFiled: August 27, 2015Date of Patent: July 30, 2019Assignee: MICROMIDAS, INC.Inventors: Alex B. Wood, Makoto Nathanael Masuno, Ryan L. Smith, John Albert Bissell, II, Robert Joseph Araiza, Dimitri A. Hirsch-Weil
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Publication number: 20190202977Abstract: 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: ApplicationFiled: September 15, 2017Publication date: July 4, 2019Inventors: Makoto Nathanael MASUNO, Dimitri A. HIRSCH-WEIL, Alexander Crewe-Read MILLAR, Alexander Yeuham JOH
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Patent number: 10093638Abstract: 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: GrantFiled: March 24, 2017Date of Patent: October 9, 2018Assignee: MICROMIDAS, INC.Inventors: Makoto Nathanael Masuno, John Bissell, II, Ryan L. Smith, Brian Higgins, Alex B. Wood
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Publication number: 20180265629Abstract: 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: ApplicationFiled: September 16, 2016Publication date: September 20, 2018Applicant: Micromidas, Inc.Inventors: John Albert BISSELL, II, Makoto Nathanael MASUNO, Alexander Crewe-Read MILLAR, Dimitri A. HIRSCH-WEIL
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Publication number: 20180265488Abstract: 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: ApplicationFiled: September 16, 2016Publication date: September 20, 2018Applicant: 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
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Publication number: 20180065944Abstract: 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: ApplicationFiled: November 1, 2017Publication date: March 8, 2018Applicant: 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
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Publication number: 20180044311Abstract: 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: ApplicationFiled: March 24, 2017Publication date: February 15, 2018Applicant: MICROMIDAS, INC.Inventors: Makoto Nathanael MASUNO, John BISSELL, II, Ryan L. SMITH, Brian HIGGINS, Alex B. WOOD
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Patent number: 9840486Abstract: 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 hydrogenation of (5-methylfuran-2-yl) methanol or 2-(chloromethyl)-5-methylfuran in the presence of a solid supported metal catalyst having an excess of either basic or acidic sites (as determined by chemisorption of CO2 or NH3). The process could further include a urea reagent (TMU, DMPU, TMI) and an alkyl benzene.Type: GrantFiled: August 14, 2015Date of Patent: December 12, 2017Assignee: 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
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Publication number: 20170275236Abstract: 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: ApplicationFiled: August 27, 2015Publication date: September 28, 2017Applicant: MICROMIDAS, INC.Inventors: Alex B. WOOD, Makoto Nathanael MASUNO, Ryan L. SMITH, John Albert BISSELL, II, Robert Joseph ARAIZA, Dimitri A. HIRSCH-WEIL
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Publication number: 20170267654Abstract: 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 hydrogenation of (5-methylfuran-2-yl) methanol or 2-(chloromethyl)-5-methylfuran in the presence of a solid supported metal catalyst having an excess of either basic or acidic sites (as determined by chemisorption of CO2 or NH3). The process could further include a urea reagent (TMU, DMPU, TMI) and an alkyl benzene.Type: ApplicationFiled: August 14, 2015Publication date: September 21, 2017Applicant: 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
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Patent number: 9637463Abstract: 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: GrantFiled: July 21, 2015Date of Patent: May 2, 2017Assignee: MICROMIDAS, INC.Inventors: Makoto Nathanael Masuno, John Bissell, II, Ryan L. Smith, Brian Higgins, Alex B. Wood
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Publication number: 20170081470Abstract: Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.Type: ApplicationFiled: May 12, 2015Publication date: March 23, 2017Applicant: MICROMIDAS, INC.Inventors: Makoto Nathanael MASUNO, Dimitri A. HIRSCH-WEIL, Ryan L. SMITH, John Albert BISSELL, II
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Publication number: 20160168107Abstract: 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: ApplicationFiled: July 21, 2015Publication date: June 16, 2016Applicant: MICROMIDAS, INC.Inventors: Makoto Nathanael MASUNO, John BISSELL, II, Ryan L. SMITH, Brian HIGGINS, Alex B. WOOD