IP Library Granted Patent US 10,150,790
Granted Patent B2
US 10,150,790 · App. 15/039,165 · Granted Dec 11, 2018

Depolymerisation of lignin in biomass

Inventors: Joseph Samec (Spånga, SE); Maxim Galkin (Uppsala, SE)
Assignee: Kat2Biz AB
C07G1/00C07C41/01C08H6/00C08H8/00C08L97/005C10G1/002C10G1/08C10G1/083C10G1/086C10L1/02C10G2300/1014Y02P30/20
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Quick Facts
Patent No.
US 10,150,790
App. No.
15/039,165
Granted
Dec 11, 2018
Kind
B2
Abstract

A method of obtaining depolymerized lignin from biomass using a transition metal catalyst and a solvent mixture of organic solvent and water. The invention further relates to a composition obtainable by the method and the production of fuel.

Claims (28)

1. A method of depolymerizing lignin comprising:

a. Providing biomass in particulate form wherein the biomass contains lignin, a solvent mixture comprising an organic solvent and water, and a transition metal catalyst; wherein the biomass is wood in the form of saw dust or wood chips;

b. Mixing the biomass, the solvent mixture and the transition metal catalyst to obtain a mixture;

c. Heating the mixture to at least 160° C. and depolymerize the lignin at a pressure of not more than 50 bar without adding hydrogen; and

d. Optionally isolating the depolymerized lignin; and

wherein at least 20 weight % of the depolymerized lignin is 2-methoxy-4-(prop-1-enyl)phenol.

2. The method according to claim 1 wherein the transition metal catalyst is based on palladium.

3. The method according to claim 1 wherein the mixture is heated to at least 180° C.

4. The method according to claim 1 wherein the depolymerized lignin has an average molecular weight (M w ) of not more than 1500 g/mol.

5. The method according to claim 4 wherein the lignin has an average molecular weight (Mw) of not more than 1000 g/mol.

6. The method according to claim 1 wherein the mixture is heated for at least 15 minutes.

7. The method according to claim 6 wherein the mixture is heated for at least 1 hour.

8. The method according to claim 1 wherein the organic solvent is an alcohol.

9. The method according to claim 8 wherein the alcohol is methanol or ethanol.

10. The method according to claim 1 wherein the concentration of transition metal catalyst is at least 1 mol % based on the lignin content.

11. The method according to claim 10 wherein the concentration of transition metal catalyst is at least 3 mol %.

12. The method according to claim 1 wherein no added base is used.

13. The method according to claim 1 wherein no formic acid or hydride is added.

14. The method according to claim 1 wherein the depolymerization is conducted in air.

15. The method according to claim 1 wherein the pressure is 35 bar or less.

16. A method of producing one or more compounds having the formula of:

wherein each R1 and R2 is H or OCH 3 and R3 is (CH 2 ) 2 CH 3 , (CH 2 ) 3 OH or (CH) 2 CH 3 comprising:

a. Providing biomass in particulate form wherein the biomass contains lignin, a solvent mixture comprising an organic solvent and water, and a transition metal catalyst; wherein the biomass is wood in the form of saw dust or wood chips;

b. Mixing the biomass, the solvent mixture and the transition metal catalyst to obtain a mixture;

c. Heating the mixture to at least 160° C. and depolymerize the lignin at a pressure of not more than 50 bar without adding hydrogen;

d. Optionally isolating the one or more compounds produced; and

wherein at least 20 wt % of the compounds is (2-methoxy-4-(prop-1-enyl)phenol) R1 is H, R2 is OCH 3 and R3 is (CH) 2 CH 3 .

17. The method according to claim 16 wherein the pressure is 35 bar or less.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 25, 2026
From: REN FUEL K2B IPCO AB
To: BIOLEUM IP HOLDINGS LLC
Reel/Frame 073895/0712 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 5, 2024
From: KAT2BIZ AB
To: REN FUEL K2B IPCO AB
Reel/Frame 067623/0360 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2016
From: SAMEC, JOSEPH; GALKIN, MAXIM
To: KAT2BIZ AB
Reel/Frame 040198/0523 →
Priority Claims (1)
SE 1351410 · Nov 27, 2013 · national
Continuity (1)
Related Publication 20170152278A1 · Jun 1, 2017