公开(公告)号：US20210087157A1

公开(公告)日：2021-03-25

申请号：US16894503

申请日：2020-06-05

Applicant: Micromidas, Inc.

Inventor： Alex B. WOOD ,  Makoto N. MASUNO ,  Ryan L. SMITH ,  John BISSELL ,  Dimitri A. HIRSCH-WEIL ,  Robert Joseph ARAIZA ,  Daniel R. HENTON ,  James H. PLONKA

IPC: C07D307/46 ,  C07D307/50 ,  B01J27/10

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.

公开(公告)号：US20190144408A1

公开(公告)日：2019-05-16

申请号：US16002537

申请日：2018-06-07

Applicant: MICROMIDAS, INC.

Inventor： Alex B. WOOD ,  Makoto N. MASUNO ,  Ryan L. SMITH ,  John BISSELL ,  Dimitri A. HIRSCH-WEIL ,  Robert Joseph ARAIZA ,  Daniel R. HENTON ,  James H. PLONKA

IPC: C07D307/46 ,  C07D307/50 ,  B01J27/10

CPC classification number: C07D307/46 ,  B01J27/10 ,  C07D307/50

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.

公开(公告)号：US20190202977A1

公开(公告)日：2019-07-04

申请号：US16333870

申请日：2017-09-15

Applicant: MICROMIDAS, INC.

Inventor： Makoto Nathanael MASUNO ,  Dimitri A. HIRSCH-WEIL ,  Alexander Crewe-Read MILLAR ,  Alexander Yeuham JOH

IPC: C08G63/181 ,  C07D307/68 ,  B01J31/22 ,  C08K5/00 ,  C08K5/524

CPC classification number: C08G63/181 ,  B01J31/2273 ,  C07D307/68 ,  C08G63/16 ,  C08K5/005 ,  C08K5/1535 ,  C08K5/524

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.

公开(公告)号：US20180265488A1

公开(公告)日：2018-09-20

申请号：US15760949

申请日：2016-09-16

Applicant: Micromidas, Inc.

Inventor： Daniel R. HENTON ,  Makoto Nathanael MASUNO ,  Ryan L. SMITH ,  Alex B. WOOD ,  Dimitri A. HIRSCH-WEIL ,  Christian T. GORALSKI ,  Robert Joseph ARAIZA

IPC: C07D307/54 ,  B01J19/00

CPC classification number: C07D307/54 ,  B01J19/0006 ,  B01J2219/00177

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.

公开(公告)号：US20170267654A1

公开(公告)日：2017-09-21

申请号：US15503681

申请日：2015-08-14

Applicant: MICROMIDAS, INC.

Inventor： 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

IPC: C07D307/36 ,  C07C2/86

CPC classification number: C07D307/36 ,  C07C2/865 ,  C07D307/38 ,  C07D307/44 ,  C07D307/48

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 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.

公开(公告)号：US20180265629A1

公开(公告)日：2018-09-20

申请号：US15760973

申请日：2016-09-16

Applicant: Micromidas, Inc.

Inventor： John Albert BISSELL, II ,  Makoto Nathanael MASUNO ,  Alexander Crewe-Read MILLAR ,  Dimitri A. HIRSCH-WEIL

IPC: C08G63/87 ,  C08G63/00

CPC classification number: C08G63/87 ,  C07D307/24 ,  C07D307/68 ,  C08G63/00 ,  C08G63/181 ,  C08G63/672

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.

公开(公告)号：US20180093894A1

公开(公告)日：2018-04-05

申请号：US15566638

申请日：2016-04-15

Applicant: MICROMIDAS, INC.

Inventor： 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

IPC: C01B32/342 ,  C08G16/02 ,  C08L61/00 ,  C08L97/00

CPC classification number: C01B32/342 ,  C01P2004/32 ,  C01P2006/16 ,  C08G16/0262 ,  C08K3/04 ,  C08L61/00 ,  C08L97/005

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.

公开(公告)号：US20180065944A1

公开(公告)日：2018-03-08

申请号：US15801235

申请日：2017-11-01

Applicant: MICROMIDAS, INC.

Inventor： 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

IPC: C07D307/36 ,  C07C2/86

CPC classification number: C07D307/36 ,  C07C2/865 ,  C07D307/38 ,  C07D307/44 ,  C07D307/48

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.

公开(公告)号：US20170275236A1

公开(公告)日：2017-09-28

申请号：US15507009

申请日：2015-08-27

Applicant: MICROMIDAS, INC.

Inventor： Alex B. WOOD ,  Makoto Nathanael MASUNO ,  Ryan L. SMITH ,  John Albert BISSELL, II ,  Robert Joseph ARAIZA ,  Dimitri A. HIRSCH-WEIL

IPC: C07C211/51 ,  C08G73/02 ,  C07C209/32 ,  C08F210/02 ,  C07C211/09 ,  C07C211/27

CPC classification number: C07C211/51 ,  C07C205/04 ,  C07C209/32 ,  C07C211/09 ,  C07C211/27 ,  C07C255/35 ,  C07C2601/16 ,  C07D307/14 ,  C07D307/38 ,  C07D307/42 ,  C07D307/52 ,  C07D307/54 ,  C08F210/02 ,  C08G69/04 ,  C08G69/08 ,  C08G69/26 ,  C08G69/28 ,  C08G73/02

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.

公开(公告)号：US20170081470A1

公开(公告)日：2017-03-23

申请号：US15310728

申请日：2015-05-12

Applicant: MICROMIDAS, INC.

Inventor： Makoto Nathanael MASUNO ,  Dimitri A. HIRSCH-WEIL ,  Ryan L. SMITH ,  John Albert BISSELL, II

IPC: C08G69/08 ,  C07C45/29 ,  C07C29/132 ,  C07D307/16 ,  C07C209/68 ,  C07D307/52 ,  C07D223/10 ,  C07C45/66 ,  C07C29/149

CPC classification number: C08G69/08 ,  C07C29/132 ,  C07C29/149 ,  C07C45/29 ,  C07C45/66 ,  C07C209/68 ,  C07C2601/14 ,  C07D223/10 ,  C07D307/16 ,  C07D307/52 ,  C08G69/04 ,  C08G69/26 ,  C08G69/28 ,  C07C211/12

Abstract: Provided herein are methods of producing compounds, such as cyclohexanone, hexanediamine, hexanediol, hexamethylenediamine, caprolactam and nylon, from 5-(halomethyl)furfural.