Processes for converting biomass-derived feedstocks to chemicals and liquid fuels

Patent metadata

Field	Value
Publication number	US-9944581-B2
Application number	US-201715490187-A
Country	US
Kind code	B2
Filing date	Apr 18, 2017
Priority date	Mar 15, 2013
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

The present invention provides processes, methods, and systems for converting biomass-derived feedstocks to liquid fuels and chemicals. The method generally includes the reaction of a hydrolysate from a biomass deconstruction process with hydrogen and a catalyst to produce a reaction product comprising one of more oxygenated compounds. The process also includes reacting the reaction product with a condensation catalyst to produce C 4+ compounds useful as fuels and chemicals.

First claim

The invention claimed is:

1. A method for producing renewable hydrocarbons from a biomass-derived feedstock, the method comprising:
(a) providing an aqueous feedstock, the aqueous feedstock comprising:
(i) water;
(ii) greater than 20 wt % of a plurality of first oxygenated hydrocarbons, the first oxygenated hydrocarbons comprising sugar alcohols and one or more compounds selected from the group consisting of monosaccharides, disaccharides, trisaccharides, oligosaccharides, and combinations thereof;
(iii) between 1 wt % and 40 wt % of a plurality of second oxygenated hydrocarbons, the second oxygenated hydrocarbon comprising sugar degradation products; and
(iv) ash, wherein the ash comprises less than 75 ppm sulfur and less than 30 ppm phosphorous; and

(b) reacting at a temperature of less than 300° C. in a condensed liquid phase reaction or at a temperature of less than 600° C. in a vapor phase reaction a portion of the aqueous feedstock with hydrogen in the presence of a catalyst selected from the group consisting of (i) a first deoxygenation catalyst comprising palladium, molybdenum, and tin on a zirconia support, and (ii) a second catalyst comprising platinum and rhenium on a zirconia support, to produce a reaction product comprising one or more oxygenated compounds selected from the group consisting of an alcohol, a ketone, a cyclic ether, a carboxylic acid, an aldehyde, a diol, and a polyol; and
(c) reacting a portion of the reaction product with a condensation catalyst at a condensation temperature and a condensation pressure to produce C 4+ compounds selected from the group consisting of a C 4+ alcohol, a C 4+ ketone, a C 4+ alkane, a C 4+ alkene, a C 5+ cycloalkane, a C 5+ cycloalkene, an aryl, and a fused aryl.

2. The method of claim 1 , wherein the aqueous feedstock is prepared by a biomass deconstruction method and the deconstruction method is selected from the group consisting of water hydrolysis, acid hydrolysis, alkaline hydrolysis, organosolv pulping, pyrolysis, enzymatic hydrolysis, catalytic biomass deconstruction, and combinations thereof.

3. The method of claim 2 , wherein the aqueous feedstock is further prepared by a treatment method and the treatment method is selected from the group consisting of physical separation, chemical separation, neutralization, catalytic reaction, and combinations thereof.

4. The method of claim 1 , wherein the aqueous feedstock comprises greater than 30 wt %, of the first oxygenated hydrocarbons.

5. The method of claim 1 , wherein the aqueous feedstock comprises greater than 5 wt % of the second oxygenated hydrocarbons.

6. The method of claim 1 , wherein the aqueous feedstock comprises less than 20 wt % of the second oxygenated hydrocarbons.

7. The method of claim 1 , wherein the second oxygenated hydrocarbons comprise less than 15 wt % furfurals.

8. The method of claim 7 , wherein the second oxygenated hydrocarbons comprise greater than 5 wt % furfurals.

9. The method of claim 7 , wherein the second oxygenated hydrocarbons comprise less than 10 wt % furfurals.

10. The method of claim 1 , wherein the ash comprises less than 50 ppm sulfur.

11. The method of claim 1 , wherein the ash comprises less than 20 ppm phosphorus.

12. The method of claim 1 , wherein the aqueous feedstock further comprises extractives, lignin, lignin derivatives, solids, or combinations thereof.

13. The method of claim 1 , wherein the C 4+ compounds are distilled to provide a composition selected from the group consisting of an aromatic fraction, a gasoline fraction, a kerosene fraction, and a diesel fraction.

14. The method of claim 1 , wherein the C 4+ compounds comprise one or more aryls selected from the group consisting of benzene, toluene, xylene, para-xylene, meta-xylene, and ortho-xylene.

15. A method for producing renewable hydrocarbons from a biomass-derived feedstock, the method comprising:
(a) deconstructing biomass with a deconstruction method to produce an intermediate feedstock, the intermediate feedstock comprising oxygenated hydrocarbons, ash, extractives, lignin, lignin derivatives, and solids;
(b) treating the intermediate feedstock with a treatment method to produce an aqueous feedstock, the aqueous feedstock comprising:
(i) water;
(ii) greater than 20 wt % of a plurality of first oxygenated hydrocarbons, the first oxygenated hydrocarbons comprising sugar alcohols and one or more compounds selected from the group consisting of monosaccharides, disaccharides, trisaccharides, oligosaccharides, and combinations thereof;
(iii) between 1 wt % and 40 wt % of a plurality of second oxygenated hydrocarbons, the second oxygenated hydrocarbons comprising sugar degradation products; and
(iv) ash, wherein the ash comprises less than 75 ppm sulfur and less than 30 ppm phosphorous; and

(c) reacting at a temperature of less than 300° C. in a condensed liquid phase reaction or at a temperature of less than 600° C. in a vapor phase reaction a portion of the aqueous feedstock with hydrogen in the presence of a catalyst selected from the group consisting of (i) a first deoxygenation catalyst comprising palladium, molybdenum, and tin on a zirconia support, and (ii) a second catalyst comprising platinum and rhenium on a zirconia support, to produce one or more oxygenated compounds selected from the group consisting of an alcohol, a ketone, a cyclic ether, a carboxylic acid, an aldehyde, a diol, and a polyol; and
(d) reacting a portion of the reaction product with a condensation catalyst at a condensation temperature and a condensation pressure to produce C 4+ compounds selected from the group consisting of a C 4+ alcohol, a C 4+ ketone, a C 4+ alkane, a C 4+ alkene, a C 5+ cycloalkane, a C 5+ cycloalkene, an aryl, and a fused aryl.

16. The method of claim 15 , wherein the deconstruction method is selected from the group consisting of water hydrolysis, acid hydrolysis, alkaline hydrolysis, organosolv pulping, pyrolysis, enzymatic hydrolysis, catalytic biomass deconstruction, and combinations thereof.

17. The method of claim 1 wherein the aqueous feedstock comprises less than 30 wt % of the second oxygenated hydrocarbons.

18. The method of claim 1 , wherein the aqueous feedstock comprises less than 35 wt % of the second oxygenated hydrocarbons.

19. The method of claim 1 , wherein the aqueous feedstock comprises greater than 40 wt % of the first oxygenated hydrocarbons.

20. The method of claim 1 , wherein the aqueous feedstock comprises greater than 50 wt % of the first oxygenated hydrocarbons.

Assignees

• Virent Inc

Inventors

• Held Andrew
• Woods Elizabeth
• Cortright Randy
• Gray Matthew

Classifications

• C07C29/60

  by elimination of -OH groups, e.g. by dehydration (C07C29/34 takes precedence) · CPC title

• C12P19/14

  produced by the action of a carbohydrase {(EC 3.2.x)}, e.g. by alpha-amylase {, e.g. by cellulase, hemicellulase} · CPC title

• C10G2300/1018

  of animal origin · CPC title

• C10G2300/1014

  of vegetal origin · CPC title

• C10L2270/026

  for diesel engines, e.g. automobiles, stationary, marine · CPC title