IP Library Granted Patent US 11,053,558
Granted Patent B2
US 11,053,558 · App. 15/624,952 · Granted Jul 6, 2021

Methods for treating lignocellulosic materials

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Quick Facts
Patent No.
US 11,053,558
App. No.
15/624,952
Granted
Jul 6, 2021
Kind
B2
Abstract

The present invention relates to methods of processing lignocellulosic material to obtain hemicellulose sugars, cellulose sugars, lignin, cellulose and other high-value products. Also provided are hemicellulose sugars, cellulose sugars, lignin, cellulose, and other high-value products.

Claims (27)

1. A method of producing a high purity lignin from a biomass, comprising:

(i) removing an acidic hemicellulose sugar stream from the biomass, thereby obtaining a lignin-containing remainder; wherein the lignin-containing remainder comprises lignin and cellulose;

(ii) providing a two-phase lignin extraction solution comprising water and a limited-solubility solvent, wherein the limited-solubility solvent is a ketone comprising 4 to 8 carbon atoms and having a solubility in water of no more than 30 weight percent at 20° C., wherein the two phases of the lignin extraction solution are an organic liquid phase and an aqueous liquid phase;

(iii) combining the lignin-containing remainder with the two-phase lignin extraction solution at a temperature of between 160° C. to 200° C. and a pressure of between 1 megaPascal and 10 megaPascal to produce a lignin extract and a cellulosic remainder, wherein the lignin extract comprises the lignin and the organic liquid phase, and wherein the cellulosic remainder comprises the cellulose and the aqueous liquid phase; and

(iv) separating the lignin extract from the cellulosic remainder.

2. The method of claim 1 , further comprising separating the organic phase from the lignin extract, thereby obtaining a lignin-containing organic stream; wherein the lignin-containing organic stream comprises the limited-solubility solvent and the lignin.

3. The method of claim 2 , further comprising removing the limited-solubility solvent from the lignin-containing organic stream, thereby obtaining the high purity lignin.

4. The method of claim 3 , wherein the removing comprises evaporating the limited-solubility solvent.

5. The method of claim 3 , wherein the removing comprises spray drying.

6. The method of claim 3 , further comprising dissolving the high purity lignin in a solvent.

7. The method of claim 1 , further comprising adjusting a pH of the aqueous phase to 0-6.5.

8. The method of claim 7 , further comprising separating the organic phase from the lignin extract, thereby obtaining a lignin-containing organic stream;

wherein the lignin-containing organic stream comprises the limited-solubility solvent and the lignin.

9. The method of claim 8 , further comprising contacting the lignin-containing organic stream with a strong acid cation exchanger, thereby obtaining a purified lignin extract.

10. The method of claim 1 , wherein a ratio of the limited-solubility solvent to the water in the two-phase lignin extraction solution is 20:1 to 1:20 v/v.

11. The method of claim 1 , wherein the two-phase lignin extraction solution comprises an organic acid.

12. The method of claim 11 , wherein the two-phase lignin extraction solution comprises 0.4 to 1.0% weight/weight organic acid.

13. The method of claim 1 , wherein the combining occurs at a temperature of 175° C. to 185° C.

14. The method of claim 1 , further comprising purifying the cellulosic remainder to obtain cellulose pulp.

15. The method of claim 1 , wherein the limited-solubility solvent is selected from the group consisting of methylethylketone, methylisobutylketone, diethylketone, methyl isopropyl ketone, methylpropylketone, mesityl oxide, diacetyl, 2,3-pentanedione, 2,4-pentanedione, 1-chloro-2-butanone, and 2-methyl-2H-furan-3-one.

16. The method of claim 15 , wherein the limited-solubility solvent is methylethylketone.

17. The method of claim 1 , further comprising: (v) adjusting a pH of the lignin extract to 3.0-4.5.

18. The method of claim 17 , further comprising

(vi) separating the organic phase from the lignin extract, thereby obtaining a lignin-containing organic stream; wherein the lignin-containing organic stream comprises the limited-solubility solvent and the lignin; and

(vii) removing the limited-solubility solvent from the lignin-containing organic stream, thereby obtaining high purity lignin.

19. The method of claim 17 , wherein the two-phase lignin extraction solution comprises 0.4 to 5% weight/weight organic acid.

20. The method of claim 1 , wherein the high purity lignin is more than 95% pure.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2024
From: VIRDIA LLC
To: INTERNATIONAL N&H DENMARK APS
Reel/Frame 069873/0615 →
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2018
From: MADSEN, LEE R., II
To: HCL CLEANTECH, INC.
Reel/Frame 044918/0967 →
CHANGE OF NAME Recorded Feb 13, 2018
From: HCL TECH LTD
To: VIRDIA LTD
Reel/Frame 044918/0867 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2018
From: JANSEN, ROBERT; TRAVISANO, PHILIP; MATIS, NETA; LAWSON, JAMES ALAN; LAPIDOT, NOA; EYAL, AHARON M.; BAUER, TIMOTHY ALLEN; BELMAN, ZIV-VLADIMIR; HALLAC, BASSEM; ZVIELY, MICHAEL
To: VIRDIA, INC.
Reel/Frame 044918/0732 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2018
From: VIRDIA LTD
To: VIRDIA, INC.
Reel/Frame 044918/0907 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 24, 2017
From: JANSEN, ROBERT; TRAVISANO, PHILIP; MATIS, NETA; LAWSON, JAMES ALAN; LAPIDOT, NOA; EYAL, AHARON M.; BAUER, TIMOTHY ALLEN; BELMAN, ZIV VLADIMIR; HALLAC, BASSEM; ZVIELY, MICHAEL
To: VIRDIA, INC.
Reel/Frame 043391/0779 →