IP Library Granted Patent US 10,112,916
Granted Patent B2
US 10,112,916 · App. 14/970,965 · Granted Oct 30, 2018

HMF production from glucose in ionic liquid media

Inventors: Noppadon Sathitsuksanoh (Berkeley, CA); Philip Travisano, III (Danville, VA); Anthe George (San Francisco, CA); Robert Jansen (Collinsville, IL); Blake A. Simmons (San Francisco, CA); Seema Singh (Fremont, CA)
Assignees: The Regents of the University of California; Virdia Inc.; National Technology & Engineering Solutions of Sandia, LLC
C07D307/28C12P19/02C12P19/24
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Quick Facts
Patent No.
US 10,112,916
App. No.
14/970,965
Granted
Oct 30, 2018
Kind
B2
Abstract

Methods of converting lignocellulosic derivatives form 5-hydroxymethyl furfural (HMF) in ionic liquids are provided herein. Glucose is enzymatically converted to fructose by isomerization with glucose isomerase and a borate salt. Conversion of fructose to HMF includes dehydration of fructose using ionic liquids or ionic liquids with an acid catalyst to achieve high yield of HMF.

Claims (10)

1. A method of processing glucose, the method comprising:

enzymatically converting glucose to fructose to yield a reaction mixture comprising the glucose and the fructose; and

after the enzymatic conversion, converting up to all of the fructose in the reaction mixture to 5-hydroxymethyl furfural by introducing a choline-containing ionic liquid to the reaction mixture.

2. The method of claim 1 , wherein enzymatically converting glucose to fructose further comprises introducing glucose isomerase and a borate salt or boric acid to glucose.

3. The method of claim 2 , wherein the borate salt or boric acid is boric acid.

4. The method of claim 1 , further comprising introducing an acid catalyst.

5. The method of claim 4 , wherein the acid catalyst is selected from the group consisting of aluminum chloride, chromium(III) chloride, tin(IV) chloride, 12-MPA, and 12-TPA.

6. The method of claim 1 , further comprising prior to enzymatically converting the glucose to the fructose, converting cellulose to the glucose via an acidolysis mechanism.

7. The method of claim 1 , wherein the choline-containing ionic liquid is selected from the group consisting of choline acetate and choline salicylate.

8. The method of claim 1 , wherein the glucose is provided in a stirred tank reactor.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 25, 2020
From: VIRDIA INC.
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 054472/0396 →
CHANGE OF NAME Recorded Jul 26, 2018
From: SANDIA CORPORATION
To: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 046633/0945 →
CONFIRMATORY LICENSE Recorded Nov 18, 2016
From: REGENTS OF THE UNIVERSITY OF CALIFORNIA, THE
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 040703/0736 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2016
From: GEORGE, ANTHE; SIMMONS, BLAKE A.; SINGH, SEEMA
To: SANDIA CORPORATION
Reel/Frame 038073/0163 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2016
From: TRAVISANO, PHILIP, III
To: VIRDIA INC.
Reel/Frame 038216/0106 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2016
From: JANSEN, ROBERT
To: VIRDIA INC.
Reel/Frame 037925/0994 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2016
From: SATHITSUKSANOH, NOPPADON
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 037925/0997 →
Continuity (2)
Provisional Application 62096458 · Dec 23, 2014
Related Publication 20160176838A1 · Jun 23, 2016
Cited By (1)
US 12,203,116