IP Library Granted Patent US 11,821,139
Granted Patent B2
US 11,821,139 · App. 17/405,031 · Granted Nov 21, 2023

Approach to biomass delignification

Inventors: Clay Purdy (Medicine Hat, CA); Markus Weissenberger (Calgary, CA); Markus Pagels (Calgary, CA); Kyle G Wynnyk (Calgary, CA); Matthew Dewit (Calgary, CA); Andrew M Corbett (Calgary, CA)
Assignee: SixRing Inc.
D21C3/04
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Quick Facts
Patent No.
US 11,821,139
App. No.
17/405,031
Granted
Nov 21, 2023
Kind
B2
Abstract

Method of delignification of plant material, said method comprising: providing said plant material comprising cellulose fibres and lignin; exposing said plant material requiring to a composition comprising: an acid; a modifiying agent selected from the group consisting of: sulfamic acid; imidazole; N-alkylimidazole; taurine; a taurine derivative; a taurine-related compound; alkylsulfonic acid; arylsulfonic acid; triethanolamine; and combinations thereof; a metal oxide; and a peroxide; for a period of time sufficient to remove substantially all (at least 80%) of the lignin present on said plant material.

Claims (38)

1. A composition comprising:

an acid;

a modifiying agent selected from the group consisting of: sulfamic acid; imidazole; N-alkylimidazole derivative; taurine; a taurine derivative; a taurine-related compound; alkylsulfonic acid; arylsulfonic acid; triethanolamine; and combinations thereof;

a metal oxide; and

a peroxide.

2. The composition according to claim 1 , wherein the taurine derivative or taurine-related compound is selected from the group consisting of: taurolidine; taurocholic acid;

tauroselcholic acid; tauromustine; 5-taurinomethyluridine and 5-taurinomethyl-2-thiouridine; homotaurine (tramiprosate); acamprosate; and taurates.

3. The composition according to claim 1 , wherein the alkysulfonic acid is selected from the group consisting of: methanesulfonic acid; ethanesulfonic acid; and combinations thereof.

4. The composition according to claim 1 , wherein the arylsulfonic acid is selected from the group consisting of: orthanilic acid; metanilic acid; sulfanilic acid; toluenesulfonic acid; benzenesulfonic acid; and combinations thereof.

5. The composition according to claim 1 , wherein the acid and the metal oxide are present in a molar ratio ranging from 1:1 to 100:1.

6. The composition according to claim 1 , wherein the acid and the metal oxide are present in a molar ratio ranging from 20:1 to 100:1.

7. The composition according to claim 1 , wherein the acid and the modifying agent are present in a molar ratio ranging from 1:1 to 10:1.

8. The composition according to claim 1 , wherein the acid and the modifying agent are present in a molar ratio ranging from 1:1 to 5:1.

9. The composition according to claim 1 , wherein the acid and the modifying agent are present in a molar ratio ranging from 1:1 to 3:1.

10. The composition according to claim 1 , wherein the acid is sulfuric acid.

11. The composition according to claim 1 , wherein the metal oxide is selected from the group consisting of: TiO 2 ; Fe 2 O 3 ; ZnO; Al 2 O 3 ; SiO 2 ; ZrO 2 /Y 2 O 3 ; WO 3 ; SnO; Bi 2 O 3 ; and combinations thereof.

12. The composition according to claim 1 , wherein the metal oxide is selected from the group consisting of: TiO 2 ; Al 2 O 3 ; SiO 2 ; and combinations thereof.

13. A one-pot process to separate lignin from a lignocellulosic feedstock, said process comprising the steps of:

providing a vessel;

providing said lignocellulosic feedstock;

providing a composition comprising;

an acid;

a modifiying agent;

a metal oxide; and

a peroxide;

exposing said lignocellulosic feedstock to said composition in said vessel for a period of time sufficient to remove at least 80% of the lignin present said lignocellulosic feedstock;

optionally, removing a liquid phase comprising dissolved lignin fragments from a solid phase comprising cellulose fibres.

14. The process according to claim 13 , wherein said acid is sulfuric acid.

15. The process according to claim 13 , wherein said peroxide is hydrogen peroxide.

16. The process according to claim 13 , wherein the period of time is sufficient to remove at least 90% of the lignin present on said plant material.

17. The process according to claim 13 , wherein the temperature of the composition prior to the step of exposing it to the lignocellulosic feedstock is below 50° C.

18. The process according to claim 13 where the modifying agent is selected from the group consisting of: sulfamic acid; imidazole; N-alkylimidazole; taurine; a taurine derivative; a taurine-related compound; alkylsulfonic acid; arylsulfonic acid; triethanolamine; and combinations thereof.

19. The process according to claim 13 where the modifying agent is taurine derivative or taurine-related compound selected from the group consisting of: sulfamic acid; taurolidine; taurocholic acid; tauroselcholic acid; tauromustine; 5-taurinomethyluridine and 5-taurinomethyl-2-thiouridine; homotaurine (tramiprosate); acamprosate; and taurates.

20. The process according to claim 13 where the modifying agent is an alkysulfonic acid is selected from the group consisting of: methanesulfonic acid; ethanesulfonic acid; sulfamic acid and combinations thereof.

21. The process according to claim 13 where the modifying agent is an arylsulfonic acid is selected from the group consisting of: toluenesulfonic acid; benzenesulfonic acid; and combinations thereof.

22. The process according to claim 13 where the modifying agent comprises a compound containing an amine group and a compound comprising a sulfonic acid moiety.

23. The process according to claim 13 , wherein the metal oxide is selected from the group consisting of: TiO 2 ; Fe 2 O 3 ; ZnO; Al 2 O 3 ; SiO 2 ; ZrO 2 /Y 2 O 3 ; WO 3 ; SnO; Bi 2 O 3 ; and combinations thereof.

24. The process according to claim 13 , wherein the metal oxide is selected from the group consisting of: TiO 2 ; Al 2 O 3 ; SiO 2 ; and combinations thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 25, 2023
From: PURDY, CLAY; WEISSENBERGER, MARKUS; PAGELS, MARKUS; WYNNYK, KYLE G.; DEWIT, MATTHEW; CORBETT, ANDREW M.
To: SIXRING INC.
Reel/Frame 063440/0441 →
Priority Claims (1)
CA CA 3102541 · Dec 11, 2020 · national
Continuity (1)
Related Publication 20220186436A1 · Jun 16, 2022
Cited By (7)
US 12,234,604 US 12,371,853 US 12,371,854 US 12,378,727 US 12,398,037 US 12,692,653 US 12,709,648