Solvolysis of biomass using solvent from a bioreforming process

Patent metadata

Field	Value
Publication number	US-9725777-B2
Application number	US-201615348062-A
Country	US
Kind code	B2
Filing date	Nov 10, 2016
Priority date	Dec 30, 2010
Publication date	Aug 8, 2017
Grant date	Aug 8, 2017

Abstract

The present invention provides processes for deconstructing biomass using a solvent produced in a bioreforming reaction.

First claim

The invention claimed is:

1. A method of making a biomass hydrolysate, the method comprising:
A. catalytically reacting water and a water-soluble C 2+ O 1+ oxygenated hydrocarbon in a liquid or vapor phase with H 2 in the presence of a deoxygenation catalyst at a deoxygenation temperature and a deoxygenation pressure to produce a biomass processing solvent comprising a C 2+ O 1-3 hydrocarbon in a reaction stream, wherein the biomass processing solvent comprises a member selected from the group consisting of an alcohol, ketone, aldehyde, cyclic ether, ester, diol, triol, hydroxy carboxylic acid, carboxylic acid, and a mixture thereof; and
B. reacting the biomass processing solvent with a solid biomass component at a deconstruction temperature and a deconstruction pressure to produce a biomass hydrolysate comprising at least one member selected from the group consisting of a water-soluble lignocellulose derivative, a water-soluble cellulose derivative, a water-soluble hemicellulose derivative, a carbohydrate, a starch, a monosaccharide, a disaccharide, a polysaccharide, a sugar, a sugar alcohol, an alditol and a polyol, wherein the solid biomass component is selected from the group consisting of agricultural residues, wood materials, municipal solid waste and energy crops.

2. A method of deconstructing biomass, the method comprising reacting a biomass slurry with a biomass processing solvent comprising a C 2+ O 1-3 hydrocarbon, wherein the biomass processing solvent comprises a member selected from the group consisting of an alcohol, ketone, aldehyde, diol, triol, cyclic ether, ester, hydroxy carboxylic acid, carboxylic acid, and a mixture thereof and the biomass slurry comprises a solid biomass component selected from the group consisting of agricultural residues, wood materials, municipal solid waste and energy crops, at a deconstruction temperature between about 80° C. and 350° C. and a deconstruction pressure between about 100 psi and 2000 psi to produce a biomass hydrolysate comprising at least one member selected from the group consisting of a water-soluble lignocellulose derivative, water-soluble cellulose derivative, water-soluble hemicellulose derivative, carbohydrate, starch, monosaccharide, disaccharide, polysaccharide, sugar, sugar alcohol, alditol, and polyol, wherein the biomass processing solvent is produced by catalytically reacting in the liquid or vapor phase an aqueous feedstock solution comprising water and a water-soluble oxygenated hydrocarbons comprising a C 2+ O 1+ hydrocarbon with H 2 in the presence of a deoxygenation catalyst at a deoxygenation temperature and deoxygenation pressure.

3. The method of claim 2 , wherein the oxygenated hydrocarbon comprises a member selected from the group consisting of a lignocellulose derivative, a cellulose derivative, a hemicellulose derivative, a carbohydrate, a starch, a monosaccharide, a disaccharide, a polysaccharide, a sugar, a sugar alcohol, an alditol, and a polyol.

4. The method of claim 2 , wherein the biomass hydrolysate is recycled and combined with the biomass slurry.

5. The method of claim 2 , wherein the biomass processing solvent comprises a member selected from the group consisting of methanol, ethanol, n-propyl alcohol, isopropyl alcohol, butyl alcohol, pentanol, hexanol, cyclopentanol, cyclohexanol, 2-methylcyclopentanol, a hydroxyketone, a cyclic ketone, acetone, propanone, butanone, pentanone, hexanone, 2-methyl-cyclopentanone, ethylene glycol, 1,3-propanediol, propylene glycol, butanediol, pentanediol, hexanediol, methylglyoxal, butanedione, pentanedione, diketohexane, a hydroxyaldehyde, acetaldehyde, propionaldehyde, butyraldehyde, pentanal, hexanal, formic acid, acetic acid, propionic acid, butanoic acid, pentanoic acid, hexanoic acid, lactic acid, glycerol, furan, tetrahydrofuran, dihydrofuran, 2-furan methanol, 2-methyl-tetrahydrofuran, 2,5-dimethyl-tetrahydrofuran, 2-ethyl-tetrahydrofuran, 2-methyl furan, 2,5-dimethyl furan, 2-ethyl furan, hydroxylmethylfurfural, 3-hydroxytetrahydrofuran, tetrahydro-3-furanol, 5-hydroxymethyl-2(5H)-furanone, dihydro-5-(hydroxymethyl)-2(3H)-furanone, tetrahydro-2-furoic acid, dihydro-5-(hydroxymethyl)-2(3H)-furanone, tetrahydrofurfuryl alcohol, 1-(2-furyl)ethanol, and hydroxymethyltetrahydrofurfural, isomers thereof, and combinations thereof.

6. The method of claim 2 , wherein the deoxygenation catalyst comprises a support and a member adhered to the support wherein, the member is selected from the group consisting of Re, Cu, Fe, Ru, Ir, Co, Rh, Pt, Pd, Ni, W, Os, Mo, Ag, Au, an alloy thereof, and a combination thereof.

7. The method of claim 2 , wherein the deoxygenation catalyst further comprises a member selected from the group consisting of Mn, Cr, Mo, W, V, Nb, Ta, Ti, Zr, Y, La, Sc, Zn, Cd, Ag, Au, Sn, Ge, P, Al, Ga, In, Tl, alloys thereof, and combinations thereof.

8. The method of claim 6 , wherein the support comprises a member selected from group consisting of a carbon, silica, alumina, zirconia, titania, vanadia, heteropolyacid, kieselguhr, hydroxyapatite, chromia, zeolite, and mixtures thereof.

9. The method of claim 8 , wherein the support is selected from the group consisting of tungstated zirconia, tungsten modified zirconia, tungsten modified alpha-alumina, or tungsten modified theta alumina.

10. The method of claim 2 , wherein the deoxygenation temperature is in the range of about 120° C. to 325° C., and the deoxygenation pressure is at least 0.1 atmosphere.

11. The method of claim 2 , wherein the deoxygenation temperature is in the range of about 200° C. to 280° C., and the deoxygenation pressure between about 600 psig and 1800 psig.

12. The method of claim 2 , wherein the deoxygenation temperature is greater than 180° C. and less than 325° C.

13. The method of claim 2 , wherein the deoxygenation pressure is greater than 200 psig and less than 2500 psig.

14. The method of claim 2 , wherein the step of reacting a biomass slurry with a biomass processing solvent is performed in the same reactor as the step of catalytically reacting the aqueous feedstock solution with H 2 in the presence of a deoxygenation catalyst.

15. The method of claim 2 further including the step of dewatering the biomass hydrolysate.

16. The method of claim 1 wherein the solid biomass component is selected from the group consisting of corn stover, straw, seed hulls, sugarcane leavings, bagasse, nutshells, cotton gin trash, manure, wood, bark, sawdust, timber slash, mill scrap, recycled paper, waste paper, yard clippings, poplars, willows, switch grass, miscanthus, sorghum, alfalfa, prairie bluestream, corn, and soybeans.

17. The method of claim 2 wherein the solid biomass component is selected from the group consisting of corn stover, straw, seed hulls, sugarcane leavings, bagasse, nutshells, cotton gin trash, manure, wood, bark, sawdust, timber slash, mill scrap, recycled paper, waste paper, yard clippings, poplars, willows, switch grass, miscanthus, sorghum, alfalfa, prairie bluestream, corn, and soybeans.

18. The method of claim 12 , wherein the deoxygenation temperature is greater than 180° C. and less than 300° C.

19. The method of claim 18 , wherein the deoxygenation temperature is greater than 180° C. and less than 280° C.

20. The method of claim 19 , wherein the deoxygenation temperature is greater than 180° C. and less than 260° C.

21. The method of claim 12 , wherein the deoxygenation temperature is greater than 200° C. and less than 325° C.

22. The method of claim 21 , wher

Assignees

• Virent Inc

Inventors

• Qiao Ming
• Cortright Randy D
• Nagaki Dick A

Classifications

• Y02P30/20

  using bio-feedstock · CPC title

• C13K13/00 Primary

  Sugars not otherwise provided for in this class · CPC title

• C10G2300/1014

  of vegetal origin · CPC title

• C10G3/50

  in the presence of hydrogen, hydrogen donors or hydrogen generating compounds · CPC title

• C10G2300/1011

  Biomass · CPC title