IP Library Granted Patent US 12,123,038
Granted Patent B2
US 12,123,038 · App. 16/284,941 · Granted Oct 22, 2024

Protic or phosphate-based ionic liquids useful for lignocellulosic processing

Inventors: Parthasarathi Ramakrishnan (Lucknow, IN); Jian Sun (Albany, CA); Tanmoy Dutta (Berkeley, CA); Blake A. Simmons (San Francisco, CA); Seema Singh (Clarksburg, MD)
Assignee: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
C12P19/02C08F251/02C08L97/00C12P7/10C12P19/14C12P2201/00
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Quick Facts
Patent No.
US 12,123,038
App. No.
16/284,941
Granted
Oct 22, 2024
Kind
B2
Abstract

The present invention provides for novel protic ionic liquids (PIL) or phosphate-based ionic liquid (PBIL) useful for lignocellulosic processing described herein. The novel protic ionic liquids are capable of pretreatment of lignocellulosic biomass over a wide range of pH.

Claims (15)

1. A method to produce a pretreated biomass solution or slurry from a biomass, comprising: introducing (i) a protic ionic liquid (PIL) comprising the following structure: [α′][β′], wherein [α′] is an alkanol amine, a dialkanol amine, a trialkanol amine, a cholinium, or a mixture thereof, and [β′] is a phosphate-based anion, an unsubstituted alkanoate, a substituted alkanoate, a halide, a sulfate, or a mixture thereof, (ii) a phosphate-based ionic liquid (PBIL), or (iii) a mixture thereof, to a lignocellulosic biomass to produce a solution or slurry.

2. The method of claim 1 , further comprising:

incubating the solution or slurry at about 140° C. to 160° C.for about 30 minutes to 3 hours.

3. The method of claim 2 , further comprising:

introducing a cellulase to the solution or slurry.

4. The method of claim 3 , further comprising: incubating the solution or slurry at about 50° C.for about 72 hours to produce sugars; and

(e) introducing a yeast or Escherichia coli ( E. coli ) to the solution or slurry, wherein the yeast or E. coli produces a biofuel.

5. The method of claim 1 , wherein [α′] is an ethanolamine, a diethanolamine, a triethanolamine, a cholinium, or a mixture thereof.

6. The method of claim 1 , wherein PBIL has the following structure: [α][β], and wherein [α] is a substituted primary, secondary, tertiary, or quaternary alkylamine, or a mixture thereof, and [β] is a phosphate (PO 4 3− ), a hydrogen phosphate (HPO 4 2− ), a dihydrogen phosphate (H 2 PO 4 − ), or a mixture thereof.

7. The method of claim 6 , wherein [α] is a cholinium, an ethyl amine, an ethanol amine, or a mixture thereof.

8. The method of claim 1 , wherein the PIL or PBIL have a concentration having a value from about 10% to about 100%.

9. The method of claim 1 , wherein the solution or slurry produced by the introducing step produces a glucose yield of equal to or more than 50%.

10. The method of claim 1 , wherein the introducing step comprises introducing a protic ionic liquid (PIL) comprising the following structure: [α′][β′], and wherein [α′] is an ethanolamine, a diethanolamine, a triethanolamine, a cholinium, or a mixture thereof, and [β′] is phosphate-based anion, an unsubstituted alkanoate, a substituted alkanoate, a halide, a sulfate, or a mixture thereof, to a lignocellulosic biomass to produce a solution or slurry.

11. The method of claim 1 , wherein the introducing is with a phosphate-based ionic liquid (PBIL) to a lignocellulosic biomass to produce a solution or slurry.

12. The method of claim 1 , wherein the introducing step comprises introducing a mixture of (i) a protic ionic liquid (PIL) comprising the following structure: [α′][β′], and wherein α′ is an ethanolamine, a diethanolamine, a triethanolamine, a cholinium, or a mixture thereof, and β′ is phosphate-based anion, an unsubstituted alkanoate, a substituted alkanoate, a halide, a sulfate, or a mixture thereof, and (ii) a phosphate-based ionic liquid (PBIL), to a lignocellulosic biomass to produce a solution or slurry.

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 13, 2019
From: UNIVERSITY OF CALIF-LAWRENC BERKELEY LAB
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 049458/0390 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 16, 2019
From: RAMAKRISHNAN, PARTHASARATHI; SUN, JIAN; DUTTA, TANMOY; SIMMONS, BLAKE A.; SINGH, SEEMA
To: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 049198/0538 →
Continuity (3)
Continuation PCTUS2017048507 · Aug 24, 2017
Provisional Application 62379043 · Aug 24, 2016
Related Publication 20190292572A1 · Sep 26, 2019