IP Library Granted Patent US 10,703,770
Granted Patent B2
US 10,703,770 · App. 15/615,777 · Granted Jul 7, 2020

Compositions and methods for the dissolution and depolymerization of lignin

Inventors: Jian Sun (Albany, CA); Tanmoy Dutta (Berkeley, CA); Parthasarathi Ramakrishnan (Fremont, CA); Blake A. Simmons (San Francisco, CA); Seema Singh (Mountain House, CA)
Assignee: National Technology & Engineering Solutions of Sandia, LLC
C07G1/00C12P7/10C12P7/14C12P19/02C12Y302/01004C12P2201/00
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Quick Facts
Patent No.
US 10,703,770
App. No.
15/615,777
Granted
Jul 7, 2020
Kind
B2
Abstract

The present invention provides for a method for dissolving and/or depolymerizing lignin comprising: (a) providing a composition comprising lignin, (b) contacting the composition with a strong hydrogen donor, such as a polyol, to form a first solution, (c) incubating the first solution at a temperature equal to or less than 100° C., whereby at least 20% by weight of the lignin is dissolved, (d) optionally introducing an oxidation agent to the first solution to form a second solution, wherein the temperature of the second solution is equal to or less than 100° C., whereby lignin is depolymerized, and (e) optionally introducing an anti-solvent to the second solution to precipitate the depolymerized lignin.

Claims (15)

1. A method for dissolving and depolymerizing lignin comprising: (a) providing a composition comprising lignin, (b) contacting the composition with a strong hydrogen donor and an ionic liquid (IL) to form a first solution, (c) incubating the first solution at a temperature less than 80° C., whereby at least 20% by weight of the lignin is dissolved, (d) introducing an oxidation agent to the first solution to form a second solution, wherein the temperature of the second solution is equal to or less than 100° C., whereby lignin is at least partly or wholly depolymerized, and (e) optionally introducing an anti-solvent to the second solution to precipitate the depolymerized lignin.

2. The method of claim 1 , wherein the composition is a biomass comprising lignin.

3. The method of claim 1 , wherein the composition of step (a) comprises a high solid loading whereby the composition comprises equal to or more than 10% by weight of a solid comprising the lignin.

4. The method of claim 1 , wherein the strong hydrogen donor is a polyol.

5. The method of claim 4 , wherein the polyol is an alkyl polyol.

6. The method of claim 5 , wherein the alkyl polyol has an alkyl chain of 10 or fewer carbon atoms.

7. The method of claim 5 , wherein the alkyl polyol is ethylene glycol (EG), propylene glycol, or glycerin (glycerol).

8. The method of claim 1 , wherein the second solution has, or is incubated at, a temperature of equal to or less than 90° C.

9. The method of claim 8 , wherein the second solution has, or is incubated at, a temperature of equal to or less than 80° C.

10. The method of claim 9 , wherein the first solution and the second solution each have, or is incubated at, a temperature of equal to or less than 80° C. and more than 20° C.

11. The method of claim 10 , wherein the first solution and the second solution each have, or is incubated at, a temperature of equal to or less than 70° C. and more than 20° C.

12. The method of claim 1 , wherein step (c) results in the dissolution of at least 25% by weight of the lignin.

13. The method of claim 1 , wherein the oxidation agent is hydrogen peroxide, HNO 3 , Br 2 , IO 3 − , CrO 4 − , Pt 2+ , MnO 2 , O 2 , Cr 2 O 7 2− , Cl 2 (g), PbO 2 , MnO 4 − , Co 3+ , S 2 O 8 2− , O 3 (g), or F 2 (g).

14. The method of claim 1 , wherein the method comprises (e) introducing an anti-solvent to the second solution to precipitate the depolymerized lignin.

15. The method of claim 14 , wherein the anti-solvent is ethanol or isopropanol.

Assignments (2)
CONFIRMATORY LICENSE Recorded Aug 2, 2018
From: UNIVERSITY OF CALIF-LAWRENC BERKELEY LAB
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 046533/0478 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 19, 2017
From: SUN, JIAN; DUTTA, TANMOY; RAMAKRISHNAN, PARTHASARATHI; SIMMONS, BLAKE A.; SINGH, SEEMA
To: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 042746/0940 →
Continuity (2)
Provisional Application 62346351 · Jun 6, 2016
Related Publication 20170349617A1 · Dec 7, 2017