Processes to create multiple value streams from biomass sources

Patent metadata

Field	Value
Publication number	US-11840500-B2
Application number	US-202016942191-A
Country	US
Kind code	B2
Filing date	Jul 29, 2020
Priority date	Feb 19, 2016
Publication date	Dec 12, 2023
Grant date	Dec 12, 2023

Abstract

Use of diverse biomass feedstock in a process for the recovery of target C5 and C6 alditols and target glycols via staged hydrogenation and hydrogenolysis processes is disclosed. Particular alditols of interest include, but are not limited to, xylitol and sorbitol. Various embodiments of the present invention synergistically improve overall recovery of target alditols and/or glycols from a mixed C5/C6 sugar stream without needlessly driving total recovery of the individual target alditols and/or glycols. The result is a highly efficient, low complexity process having enhanced production flexibility, reduced waste and greater overall yield than conventional processes directed to alditol or glycol production.

First claim

The invention claimed is:

1. A process, comprising:
providing a mixed C5/C6 monomer sugar stream derived from a plant biomass;
selecting a target alditol or a target blend of alditols,
hydrogenating continuously the mixed C5/C6 monomer sugar stream to form a mixed C5/C6 alditol stream;
isolating the target alditol or target blend of alditols from the mixed C5/C6 alditol stream to leave a residual mixed C5/C6 alditol stream, wherein the isolating the target alditol or target blend of alditols comprises crystallization, chromatography, or crystallization and chromatography;
continuous hydrogenolysis of the residual mixed C5/C6 alditol stream to form a mixed C2-C4 glycol stream; and
isolating a target glycol or target blend of glycols from the mixed C2-C4 glycol stream;
wherein at least 10% of the overall target product yield is either target alditol/target blend of alditols or target glycol/target blend of glycols.

2. The process of claim 1 , wherein the mixed C5/C6 monomer sugar stream comprises greater than or equal to 60% of a C5 monomer sugar based on a combined total of C5 and C6 monomer sugars; or
wherein the mixed C5/C6 monomer sugar stream comprises greater than or equal to 60% of a C6 monomer sugar based on a combined total of C5 and C6 monomer sugars.

3. The process of claim 1 , further comprising, prior to hydrogenating, adjusting the mixed C5/C6 monomer sugar stream to a targeted C5 to C6 monomer sugar ratio by adding a source of C5 monomer, C6 monomer, or a combination thereof.

4. The process of claim 1 , wherein the hydrogenating is conducted on the mixed C5/C6 monomer sugar stream comprising about 20 to about 25% w/w total sugars in water and having a pH of about 7 to about 13, wherein the hydrogenating is conducted at a LHSV of about 0.41 to about 3.5, a hydrogen pressure of about 600 to about 2000 psig, about 3 to about 10 times stoichiometric hydrogen, and a temperature of about 105 to about 150° C., and has a 99% or more C5/C6 monomer sugar to alditol conversion.

5. The process of claim 1 , wherein the target alditol is xylitol and is crystallized from a solution having a total dissolved solids content of about 40% to about 80% w/w.

6. The process of claim 1 , wherein the target alditol is xylitol and is crystallized from a solution having a xylitol content as % of total solids of the crystallization solution of 50% or more; an amount of arabitol as % of total solids of the crystallization solution of less than or equal to 10%; mannitol as % of total solids of the crystallization solution of less than or equal to 10%; and sorbitol as % of total solids of the crystallization solution of less than or equal to 15%.

7. The process of claim 1 , wherein the target alditol is xylitol, sorbitol, arabitol, or mannitol.

8. The process of claim 1 , further comprising, prior to isolating the target alditol from the mixed C5/C6 alditol stream, adjusting the mixed C5/C6 alditol stream to a targeted C5 to C6 alditol ratio by adding a source of C5 alditol, C6 alditol, or a combination thereof.

9. The process of claim 1 , wherein the hydrogenolysis is conducted on the residual mixed C5/C6 alditol stream having about 20 to about 25% w/w total solids content of alditol in water, a pH of about 7 to about 13, a LHSV of about 0.4 to about 4.0, a hydrogen pressure of about 1200 to about 2000 psig, a temperature of about 190 to about 250° C. in the presence of a nickel based catalyst to form the mixed C2-C4 glycol stream comprising propylene glycol, ethylene glycol, glycerin, butanediol isomers, or a combination thereof.

10. The process of claim 1 , wherein the mixed C2-C4 glycol stream comprises about 15% to about 50% propylene glycol, about 15% to about 40% ethylene glycol, about 10% to about 40% glycerin, and about 5% to about 30% butanediol isomers, all amounts in % by weight of the total weight of the mixed glycol stream.

11. The process of claim 1 , wherein the mixed C5/C6 monomer sugar stream is derived from a hydrolyzed biomass.

12. The process of claim 11 , wherein the biomass is bagasse corn cobs, corn husks, corn stover, grain straw, grasses, hardwoods, plant leaves, plant stalks, softwoods, sulfite pulp liquor, xylans from algae polysaccharides, or a combination thereof.

13. The process of claim 11 , wherein the biomass is deconstructed by supercritical and hydrothermal degradation, alkaline hydrolysis, acid hydrolysis, enzymatic hydrolysis, or a combination of acid and enzymatic hydrolysis.

14. The process of claim 13 , wherein deconstruction of the biomass forms pulp and a biomass hydrolysate stream comprising sugar monomers, cellulose, glucose, hemicellulose, hemicellulose based oligomeric compounds, solubilized lignin, and impurities.

15. The process of claim 14 , wherein a cellulose to glucose sugar mass from the deconstruction of the biomass is removed via classical fermentation of glucose to ethanol by non-GMO yeast concentrating C5 non-fermentable sugars.

16. The process of claim 15 , further comprising selectively removing cellulose from the biomass hydrolysate stream to result in a lignin and mixed C5/C6 sugar rich stream; or
further comprising selectively removing cellulose from the biomass hydrolysate stream to result in a lignin rich and mixed C5/C6 sugar rich stream where the C5 to C6 ratio of sugars is 75%-25% compared to the ordinary biomass ratio of C5/C6 at 15-20%; and
further comprising removing the lignin from the lignin and C5/C6 sugar rich stream to form a C5/C6 sugar rich stream.

17. The process of claim 16 , further comprising hydrolyzing the C5/C6 sugar rich stream to form the mixed C5/C6 monomer sugar stream.

18. The process of claim 1 , further comprising conditioning the mixed C5/C6 monomer sugar stream to remove non-sugar organic compounds and inorganic contaminants to form a conditioned C5/C6 monomer sugar stream that is then subjected to the hydrogenating step.

19. The process of claim 11 , wherein the biomass is sugarcane bagasse, sorghum bagasse, sugarbeet pulp, corn cobs, corn husks, corn stover, barley straw, oat straw, rice straw, wheat straw, switch grass, birch, poplar, alder, eucalyptus, plant leaves, plant stalks, cedar, hemlock, pine, spruce, sulfite pulp liquor, xylans from algae polysaccharides, or a combination thereof.

Assignees

• Intercontinental Great Brands Llc

Inventors

• Allen Lloyd
• Arato Claudio
• Brix Terry
• Clarke Peter Andrew
• Davies Joshua
• Gene Bryan
• Kirby Mark
• Lee Quak Foo
• Mckean William
• Munjapara Ankit
• Norton Clive Richard
• Stein Stuart A
• Stock Gregory
• Sugden David

Classifications

• C07C29/60 Primary

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

• B01J21/066

  Zirconium or hafnium; Oxides or hydroxides thereof · CPC title

• B01J23/868

  copper and chromium · CPC title

• B01J23/892

  Nickel and noble metals · 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