Catalytic biomass deconstruction

Patent metadata

Field	Value
Publication number	US-10669598-B2
Application number	US-201615246148-A
Country	US
Kind code	B2
Filing date	Aug 24, 2016
Priority date	Dec 30, 2010
Publication date	Jun 2, 2020
Grant date	Jun 2, 2020

Abstract

The present invention provides processes for catalytically converting biomass to oxygenated compounds suitable for use in bioreforming processes.

First claim

The invention claimed is:

1. A method of converting a biomass slurry to soluble oxygenated hydrocarbons, the method comprising:
contacting solid biomass in an aqueous slurry with hydrogen and a heterogeneous deconstruction catalyst at a deconstruction temperature and a deconstruction pressure to produce a biomass hydrolysate that comprises ethylene glycol, propylene glycol, or xylitol,
wherein the solid biomass comprises (a) lignin and (b) at least one of cellulose and hemicellulose, and wherein at least a portion of the soluble oxygenated hydrocarbons are derived from the lignin.

2. The method of claim 1 wherein the solid biomass is selected from the group consisting of an agricultural residue, wood material, an energy crop, and municipal solid waste.

3. The method of claim 1 wherein the heterogeneous deconstruction catalyst comprises an acidic resin or a basic resin.

4. The method of claim 1 wherein the heterogeneous deconstruction catalyst comprises a support and a member adhered to the support, wherein the member is selected from the group consisting of Cu, Fe, Ru, Ir, Co, Rh, Pt, Pd, Ni, W, Mo, alloys thereof, and combinations thereof.

5. The method of claim 4 wherein the heterogeneous deconstruction catalyst further comprises one or more members selected from the group consisting of Mn, Cr, B, V, Nb, Ta, Ti, Zr, Y, La, Sc, Zn, Cd, Ag, Au, Sn, Ge, P, Al, Ga, In, Tl, Ce, alloys thereof, and combinations thereof.

6. The method of claim 1 wherein the biomass hydrolysate comprises an additional member selected from the group consisting of alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes and a polyol.

7. The method of claim 1 , wherein the aqueous slurry is produced by
contacting a solid lignocellulosic biomass component with hot water in a hot water extraction process to yield the aqueous slurry and a liquid extract that comprises a soluble oxygenated hydrocarbon derived from the group consisting of hemicellulose and saccharides, wherein the aqueous slurry comprises the solid biomass; and
separating the aqueous slurry from the liquid extract.

8. The method of claim 7 wherein the heterogeneous deconstruction catalyst comprises an acidic resin or a basic resin.

9. The method of claim 7 wherein the heterogeneous deconstruction catalyst comprises a support and a member adhered to the support, wherein the member is selected from the group consisting of Cu, Fe, Ru, Ir, Co, Rh, Pt, Pd, Ni, W, Mo, alloys thereof, and combinations thereof.

10. The method of claim 9 wherein the heterogeneous deconstruction catalyst further comprises one or more members selected from the group consisting of Mn, Cr, B, V, Nb, Ta, Ti, Zr, Y, La, Sc, Zn, Cd, Ag, Au, Sn, Ge, P, Al, Ga, In, Tl, Ce, alloys thereof, and combinations thereof.

11. The method of claim 7 wherein the deconstruction temperature is in a range of about 150° C. to 350° C.

12. The method of claim 7 wherein the deconstruction pressure is in a range of about 150 psi to 2000 psi.

13. The method of claim 7 wherein the biomass hydrolysate comprises an additional member selected from the group consisting of alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes and a polyol.

14. The method of claim 1 , wherein the aqueous slurry is produced by:
contacting a solid lignocellulosic biomass component with an organic solvent in an organosolv process to yield the aqueous slurry and a liquid extract that comprises a soluble oxygenated hydrocarbon derived from the group consisting of hemicellulose and saccharides, wherein the aqueous slurry comprises the solid biomass;
separating the aqueous slurry from the liquid extract; and
separating solvent from the liquid extract.

15. The method of claim 14 further comprising recycling the separated solvent back into the organosolv process.

16. The method of claim 14 wherein the heterogeneous deconstruction catalyst comprises an acidic resin.

17. The method of claim 14 wherein the heterogeneous deconstruction catalyst comprises a support and a member adhered to the support, wherein the member is selected from the group consisting of Cu, Fe, Ru, Ir, Co, Rh, Pt, Pd, Ni, W, Mo, alloys thereof, and combinations thereof.

18. The method of claim 17 wherein the heterogeneous deconstruction catalyst further comprises one or more members selected from the group consisting of Mn, Cr, B, V, Nb, Ta, Ti, Zr, Y, La, Sc, Zn, Cd, Ag, Au, Sn, Ge, P, Al, Ga, In, Tl, Ce, alloys thereof, and combinations thereof.

19. The method of claim 14 wherein the deconstruction temperature is in a range of about 80° C. to 350° C.

20. The method of claim 14 wherein the deconstruction pressure is in a range of about 100 psi to 2000 psi.

21. The method of claim 14 wherein the biomass hydrolysate further comprises an additional member selected from the group consisting of alcohols, ketones, cyclic ethers, esters, carboxylic acids, aldehydes and a polyol.

22. The method of claim 1 , wherein the solid biomass is lignocellulose.

23. The method of claim 1 , wherein the solid biomass is corn stover, straw, seed hulls, sugarcane leavings, bagasse, nutshells, cotton gin trash, manure, wood, bark, wood chips, sawdust, timber slash, mill scrap, recycled fiber, waste paper, yard clippings, poplar, willow, pine, switch grass, miscanthus, sorghum, alfalfa, prairie bluestream, corn, or soybeans.

24. The method of claim 7 , wherein the solid lignocellulosic biomass component comprises (a) lignin and (b) at least one of cellulose and hemicellulose.

25. The method of claim 7 , wherein the solid lignocellulosic biomass component is selected from the group consisting of an agricultural residue, a wood material, an energy crop, and municipal solid waste.

26. The method of claim 7 , wherein the solid lignocellulosic biomass component is corn stover, straw, seed hulls, sugarcane leavings, bagasse, nutshells, cotton gin trash, manure, wood, bark, wood chips, sawdust, timber slash, mill scrap, recycled fiber, waste paper, yard clippings, poplar, willow, pine, switch grass, miscanthus, sorghum, alfalfa, prairie bluestream, corn, or soybeans.

27. The method of claim 14 , wherein the solid lignocellulosic biomass component comprises (a) lignin and (b) at least one of cellulose and hemicellulose.

28. The method of claim 14 , wherein the solid lignocellulosic biomass component is selected from the group consisting of an agricultural residue, a wood material, an energy crop, and municipal solid waste.

29. The method of claim 14 , wherein the solid lignocellulosic biomass component is corn stover, straw, seed hulls, sugarcane leavings, bagasse, nutshells, cotton gin trash, manure, wood, bark, wood chips, sawdust, timber slash, mill scrap, recycled fiber, waste paper, yard clippings, poplar, willow, pine, switch grass, miscanthus, sorghum, alfalfa, prairie bluestream, corn, or soybeans.

30. The method of claim 7 , wherein the aqueous slurry further comprises ash.

31. The method of claim 14 , wherein the aqueous slurry further comprises ash.

Assignees

• Virent Inc

Inventors

• Qiao Ming
• Cortright Randy D
• Nagaki Dick A
• Woods Elizabeth

Classifications

• C07C45/55

  of oligo- or polymeric oxo-compounds · CPC title

• C07C29/00

  Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring · CPC title

• C10G2300/805

  Water · CPC title

• C10G2300/1011

  Biomass · CPC title

• C10L1/026

  for compression ignition · CPC title