IP Library Granted Patent US 8,680,264
Granted Patent B2
US 8,680,264 · App. 13/664,198 · Granted Mar 25, 2014

Chemical transformation of lignocellulosic biomass into fuels and chemicals

Inventors: Joseph Bartholomew Binder (Berkeley, CA); Ronald Thaddeus Raines (Madison, WI)
Assignee: Wisconsin Alumni Research Foundation
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,680,264
App. No.
13/664,198
Granted
Mar 25, 2014
Kind
B2
Abstract

A method for converting a carbohydrate to a furan in a polar aprotic solvent in the presence of a chloride, bromide, or iodide salt or a mixture thereof and optionally in the presence of an acid catalyst, a metal halide catalyst and/or an ionic liquid (up to 40 wt %). The method can be employed in particular to produce furfural or 5-hydroxymethylfurfural.

Claims (17)

1. A method for converting a carbohydrate to a furan which comprises the steps of:

(a) preparing a mixture of the carbohydrate in a polar aprotic solvent containing a chromium halide; and

(b) heating the mixture to obtain a furan,

wherein the carbohydrate is a lignocellulosic feedstock and the polar aprotic solvent is an ionic liquid.

2. The method of claim 1 wherein the furan is 5-hydroxymethylfurfural or furfural.

3. The method of claim 1 wherein the ionic liquid is selected from an alkylimidazolium ionic liquid, an alkylimidazolium halide ionic liquid, an alkylimidazolium chloride ionic liquid, an alkylpyridinium ionic liquid, an alkylpyridinium halide ionic liquid, an alkylpyridinium chloride ionic liquid or a combination thereof.

4. The method of claim 3 wherein the ionic liquid is selected from [EMIM]CI, [BMIM]CI, [EMIM]Br, 1-ethyl-2,3-dimethylimidazolium chloride, 1-ethylpyridinium chloride, 1-butyl-4-methylpyridinium chloride, or a mixture thereof.

5. A method for making 2, 5-dimethylfuran which comprises the step of making 5-hydroxymethylfurfural by the method of claim 1 and thereafter converting 5-hydroxymethylfurfural to 2, 5-dimethylfuran.

6. A method for making furan which comprises the step of making furfural by the method of claim 1 and thereafter converting furfural to furan.

7. The method of claim 1 wherein the mixture further comprises acid.

8. The method of claim 7 wherein the acid is HCI.

9. The method of claim 1 wherein the chromium halide is a chromium chloride.

10. The method of claim 1 wherein the chromium halide is CrBr 3 .

11. The method of claim 1 wherein the lignocellulosic feedstock is corn stover.

12. The method of claim 1 wherein the mixture is heated to 80 to 140° C.

13. The method for making 2, 5-dimethylfuran of claim 5 wherein 5-hydroxymethylfurfural is converted to 2, 5-dimethylfuran by hydrogenolysis.

14. The method for making furan of claim 6 wherein furfural is converted to furan by decarbonylation.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2014
From: RAINES, RONALD; BINDER, JOSEPH
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 032433/0011 →
CONFIRMATORY LICENSE Recorded May 8, 2013
From: WISCONSIN ALUMNI RESEARCH FOUNDATION
To: NATIONAL INSTITUTES OF HEALTH (NIH), U.S. DEPT. OF HEALTH AND HUMAN SERVICES (DHHS), U.S. GOVERNMENT
Reel/Frame 030373/0206 →
Continuity (3)
Continuation 12485755 · Jun 16, 2009
Provisional Application 61073285 · Jun 17, 2008
Related Publication 20130158254A1 · Jun 20, 2013