IP Library Granted Patent US 11,186,882
Granted Patent B2
US 11,186,882 · App. 16/519,492 · Granted Nov 30, 2021

Method to liquefy biomass

Inventors: Steven D. Karlen (Madison, WI); John Ralph (Madison, WI)
Assignee: Wisconsin Alumni Research Foundation
C13K13/007
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Quick Facts
Patent No.
US 11,186,882
App. No.
16/519,492
Granted
Nov 30, 2021
Kind
B2
Abstract

A method of liquefying biomass. The method includes the steps of contacting biomass with a solution comprising an acyl halide and an acid; and then contacting the biomass with a reductant.

Claims (44)

1. A method of liquefying biomass, the method comprising:

(a) contacting biomass with a solution comprising an acyl halide and an acid; and then

(b) contacting the biomass with a reductant;

wherein the reductant of step (b) comprises a sulfide.

2. The method of claim 1 , wherein the reductant of step (b) comprises an alkali metal sulfide salt.

3. The method of claim 1 , wherein the reductant of step (b) comprises sodium sulfide and/or potassium sulfide.

4. The method of claim 1 , wherein the reductant of step (b) comprises sodium sulfide.

5. The method of claim 1 , wherein steps (a) and (b) are conducted at a temperature of about 100° C. or less.

6. The method of claim 1 , wherein steps (a) and (b) are conducted at a temperature of about 75° C. or less.

7. The method of claim 1 , wherein steps (a) and (b) are conducted at a temperature of about 50° C. or less.

8. The method of claim 1 , wherein step (b) is conducted in the same reaction vessel as step (a) and the acyl halide used in step (a) is not removed from the vessel.

9. A method of liquefying biomass, the method comprising:

(a) contacting biomass with a solution comprising an acyl halide and a carboxylic acid; and then

(b) contacting the biomass with a reductant.

10. The method of claim 9 , wherein the reductant of step (b) comprises a sulfide.

11. The method of claim 9 , wherein the reductant of step (b) comprises an alkali metal sulfide salt.

12. The method of claim 9 , wherein the reductant of step (b) comprises sodium sulfide and/or potassium sulfide.

13. The method of claim 9 , wherein the reductant of step (b) comprises sodium sulfide.

14. The method of claim 9 , wherein steps (a) and (b) are conducted at a temperature of about 100° C. or less.

15. The method of claim 9 , wherein steps (a) and (b) are conducted at a temperature of about 75° C. or less.

16. The method of claim 9 , wherein steps (a) and (b) are conducted at a temperature of about 50° C. or less.

17. The method of claim 9 , wherein step (b) is conducted in the same reaction vessel as step (a) and the acyl halide used in step (a) is not removed from the vessel.

18. A method of liquefying biomass, the method comprising:

(a) contacting biomass with a solution comprising an acyl bromide and a carboxylic acid; and then

(b) contacting the biomass with a reductant.

19. The method of claim 18 , wherein the reductant of step (b) comprises a sulfide.

20. The method of claim 18 , wherein the reductant of step (b) comprises an alkali metal sulfide salt.

21. The method of claim 18 , wherein the reductant of step (b) comprises sodium sulfide and/or potassium sulfide.

22. The method of claim 18 , wherein the reductant of step (b) comprises sodium sulfide.

23. The method of claim 18 , wherein steps (a) and (b) are conducted at a temperature of about 100° C. or less.

24. The method of claim 18 , wherein steps (a) and (b) are conducted at a temperature of about 75° C. or less.

25. The method of claim 18 , wherein steps (a) and (b) are conducted at a temperature of about 50° C. or less.

26. The method of claim 18 , wherein step (b) is conducted in the same reaction vessel as step (a) and the acyl halide used in step (a) is not removed from the vessel.

27. A method of liquefying biomass, the method comprising:

(a) contacting biomass with a solution comprising acetyl bromide and acetic acid; and then

(b) contacting the biomass with a reductant.

28. The method of claim 27 , wherein the reductant of step (b) comprises a sulfide.

29. The method of claim 27 , wherein the reductant of step (b) comprises an alkali metal sulfide salt.

30. The method of claim 27 , wherein the reductant of step (b) comprises sodium sulfide and/or potassium sulfide.

31. The method of claim 27 , wherein the reductant of step (b) comprises sodium sulfide.

32. The method of claim 27 , wherein steps (a) and (b) are conducted at a temperature of about 100° C. or less.

33. The method of claim 27 , wherein steps (a) and (b) are conducted at a temperature of about 75° C. or less.

34. The method of claim 27 , wherein steps (a) and (b) are conducted at a temperature of about 50° C. or less.

35. The method of claim 27 , wherein step (b) is conducted in the same reaction vessel as step (a) and the acyl halide used in step (a) is not removed from the vessel.

Assignments (2)
CONFIRMATORY LICENSE Recorded May 14, 2021
From: UNIVERSITY OF WISCONSIN-MADISON
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 056302/0432 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 24, 2019
From: RALPH, JOHN; KARLEN, STEVEN
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 049844/0025 →
Continuity (2)
Provisional Application 62718568 · Aug 14, 2018
Related Publication 20200056252A1 · Feb 20, 2020