IP Library Granted Patent US 11,667,981
Granted Patent B2
US 11,667,981 · App. 17/100,679 · Granted Jun 6, 2023

Lignocellulosic conversion processes and products

Inventors: Aharon Eyal (Jerusalem, IL); Robert P. Jansen (Collinsville, IL)
Assignee: VIRDIA, LLC
C13K1/02A61L15/20A61L15/42C07C57/04C08H6/00C08H8/00C08K3/20C08L97/02C10L1/003C10L1/02C10L1/026C10L1/04C10L1/06C10L1/08C10L1/1802C11D1/66C11D3/382C11D3/386C11D3/38609C11D3/38618C12P7/10C12P7/18C12P7/56C13K13/00C13K13/002C13K13/007D21C3/00D21C5/022D21H11/00C12P2201/00Y02E50/10
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Quick Facts
Patent No.
US 11,667,981
App. No.
17/100,679
Granted
Jun 6, 2023
Kind
B2
Abstract

Processes for converting lignocellulose to feedstock and downstream products are disclosed. The processes may include acid treatment of lignocellulose to produce a fermentation feedstock. In various instances, the processes include recovery or recycling of acid, such as recovery of hydrochloric acid from concentrated and/or dilute streams. Downstream products may include acrylic acid-based products such as diapers, paper and paper-based products, ethanol, biofuels such as biodiesel and fuel additives, and detergents.

Claims (29)

1. A carbohydrate mixture derived from a lignocellulose material, the carbohydrate mixture comprising:

water;

at least one hexose selected from the group consisting of galactose and mannose;

at least one pentose selected from the group consisting of xylose and arabinose;

a water soluble higher oligomer of glucose, mannose, xylose, galactose, arabinose, or a combination thereof;

furfural in a weigh/weight ratio to carbohydrates of less than 0.01; and

an S1 solvent capable of forming a heterogeneous azeotrope with the water;

wherein the carbohydrate mixture comprises a plurality of liquid phases.

2. The carbohydrate mixture of claim 1 , wherein the at least one hexose or the at least one pentose is hemicellulose-derived.

3. The carbohydrate mixture of claim 1 , wherein the at least one hexose and the at least one pentose are hemicellulose-derived.

4. The carbohydrate mixture of claim 1 , comprising furfural in an amount up to 1000 ppm.

5. The carbohydrate mixture of claim 1 , wherein the S1 solvent is selected from the group consisting of an aliphatic alcohol, an aromatic alcohol, a ketone having at least 5 carbon atoms, and an aldehyde having at least 5 carbon atoms.

6. The carbohydrate mixture of claim 1 , wherein the S1 solvent is characterized by a water solubility of less than 10% and by at least one of:

a polarity related component of Hoy's cohesion parameter (delta-P) between 5 and 10 MPa 1/2 ; and

a hydrogen bonding related component of Hoy's cohesion parameter (delta-H) between 5 and 20 Mpa 1/2 .

7. The carbohydrate mixture of claim 1 , wherein the lignocellulose material comprises a material selected from the group consisting of agricultural residues, municipal solid waste, industrial solid waste, yard waste, and forestry waste.

8. The carbohydrate mixture of claim 1 , wherein a weight/weight ratio between pentoses and total carbohydrates is at least 0.05.

9. The carbohydrate mixture of claim 1 , further comprising at least one microorganism.

10. The carbohydrate mixture of claim 1 , comprising glucose, galactose and xylose.

11. The carbohydrate mixture of claim 1 , wherein the at least one pentose is present in a proportion relative to a total carbohydrate content of the carbohydrate mixture of at least 0.10.

12. The carbohydrate mixture of claim 1 , wherein the higher oligomer is present in a proportion relative to a total carbohydrate content of the carbohydrate mixture of less than 0.2.

13. The carbohydrate mixture of claim 1 , further comprising at least one alpha-bonded carbohydrate selected from the group consisting of maltose, isomaltose, trehalose, kojibiose and nigerose.

14. The carbohydrate mixture of claim 13 , wherein the at least one alpha-bonded carbohydrate is present in a proportion relative to a total carbohydrate content of the carbohydrate mixture of at least 0.01.

15. The carbohydrate mixture of claim 1 , further comprising at least one beta-bonded carbohydrate selected from the group consisting of gentiobiose, sophorose, cellobiose, laminaribiose and beta-trehalose.

16. The carbohydrate mixture of claim 15 , wherein the at least one beta-bonded carbohydrate is present in a proportion relative to a total carbohydrate content of the carbohydrate mixture of at least 0.01.

17. The carbohydrate mixture of claim 1 , wherein the S1 solvent comprises hexanol, 2-ethyl-1-hexanol, or a combination thereof.

18. The carbohydrate mixture of claim 1 , wherein a ratio of the S1 solvent to the water is greater than a ratio of the S1 solvent to the water at the heterogeneous azeotrope.

19. The carbohydrate mixture of claim 1 , wherein the water is between 3 and 20 weight percent of the carbohydrate mixture.

20. The carbohydrate mixture of claim 1 , further comprising a strong acid, wherein a weight ratio of the strong acid to the water is between 0.2 and 1.0.

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2021
From: EYAL, AHARON M.
To: VIRDIA LTD
Reel/Frame 056767/0720 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2021
From: JANSEN, ROBERT P.
To: VIRDIA, INC.
Reel/Frame 056767/0722 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 7, 2021
From: VIRDIA LTD
To: VIRDIA, INC.
Reel/Frame 056767/0726 →
CHANGE OF NAME Recorded Mar 18, 2021
From: VIRDIA, INC.
To: VIRDIA, LLC
Reel/Frame 055633/0305 →
RELEASE OF SECURITY INTEREST Recorded Mar 12, 2021
From: TRIPLEPOINT CAPITAL LLC
To: VIRDIA, INC.
Reel/Frame 055599/0793 →