IP Library Granted Patent US 12,241,104
Granted Patent B2
US 12,241,104 · App. 17/220,846 · Granted Mar 4, 2025

Use of metal salts and deep eutectic solvents in a process to solubilize a biomass

Inventors: Lalitendu Das (Emeryville, CA); Hemant Choudhary (Emeryville, CA); John M. Gladden (Alameda, CA); Blake A. Simmons (San Francisco, CA)
Assignees: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
C12P19/14C12P7/10C12P19/02C12P2201/00
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,241,104
App. No.
17/220,846
Granted
Mar 4, 2025
Kind
B2
Abstract

The present invention also provides for a method to deconstruct a biomass: the method comprising: (a) introducing a solvent to a biomass to dissolve at least part of solid biomass in the solvent, wherein the solvent comprises (i) a metal salt, and (ii) an ionic liquid (IL) or deep eutectic solvent (DES), or mixture thereof, to form a solubilized biomass mixture; (b) optionally introducing an enzyme and/or a microbe to the composition such that the enzyme and/or microbe produce a biofuel and/or chemical compound from the solubilized biomass; and, (c) optionally the biofuel and/or chemical compound is separated from the composition.

Claims (16)

1. A method to produce a biofuel or chemical compound from a biomass, the method comprising: (a) introducing a biomass and a metal-based deep eutectic solvent (mDES), or mixture thereof, into a vessel to form a composition, wherein the biomass forms 20% to 50% solid loading of the composition and the mDES, or mixture thereof, solubilizes the biomass; and, (b) introducing a cellulase to the composition to release a sugar from the solubilized biomass; wherein the introducing step (b) produces a sugar yield of about 90% or more.

2. The method of claim 1 , wherein the mDES further comprises: (a) a metal halide; and, (b) a polyol or amine.

3. The method of claim 2 , wherein the metal halide is a metal chloride.

4. The method of claim 3 , wherein the metal halide is a transition metal chloride.

5. The method of claim 4 , wherein the transition metal chloride is ZnCl 2 , CuCl 2 , FeCl 3 , CoCl 2 , NbCl 5 , AlCl 3 , NiCl 2 , or CrCl 3 .

6. The method of claim 2 , wherein the polyol is a glycol.

7. The method of claim 6 , wherein the glycol is ethylene glycol.

8. The method of claim 2 , wherein the amine is 1,2-diaminopropane, 1,3-diaminopropane, diethylenetriamine, putrescine, cadaverine, ethylenediamine, 2-methylethanolamine, 1-amino-2-propanol, bis(3-aminopropyl)amine, morpholine, or ethanolamine.

9. The method of claim 2 , wherein the mDES comprises a 1:4 molar ratio of ZnCl 2 :ethylene glycol.

10. The method of claim 2 , wherein the mDES comprises a 1:4 molar ratio of ZnCl 2 :glycerol.

11. The method of claim 2 , wherein the mDES comprises a ZnCl 2 molar concentration having a range from 2.44% to 20%.

12. The method of claim 2 , wherein the biomass and mDES composition of step (a) comprises a ZnCl 2 molar concentration having a range from 2% to 16%.

13. The method of claim 1 , wherein the composition of step (a) has a temperature of from about 100° C. to about 212° C.

14. The method of claim 1 , the method further comprising: (c) introducing a microbe to the composition such that the microbe consumes the sugar released from the introducing step (b) to produce a biofuel or chemical compound, and (d) the biofuel or chemical compound is separated from the composition.

15. The method of claim 1 , wherein the introducing step (a) results in formation of an aqueous layer comprising the sugar and an mDES layer comprising lignin; and the method further comprises: (c) separating the aqueous layer from the mDES layer.

16. The method of claim 1 , wherein the biomass forms 20% to 35% solid loading of the composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2025
From: SIMMONS, BLAKE A.
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 070089/0021 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2025
From: DAS, LALITENDU; CHOUDHARY, HEMANT; GLADDEN, JOHN M.
To: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 070089/0147 →
CONFIRMATORY LICENSE Recorded Mar 10, 2022
From: UNIVERSITY OF CALIF-LAWRENC BERKELEY LAB
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 059219/0900 →
Continuity (2)
Provisional Application 63003791 · Apr 1, 2020
Related Publication 20210317481A1 · Oct 14, 2021
References Cited (61)
US 6177575B1 · Arduengo, III et al. · 2001 [cited by applicant]
US 7985567B2 · Chou et al. · 2011 [cited by applicant]
US 8420833B2 · Katz et al. · 2013 [cited by applicant]
US 8852902B2 · Katz et al. · 2014 [cited by applicant]
US 9109175B2 · Lee et al. · 2015 [cited by applicant]
US 9200298B2 · Lee et al. · 2015 [cited by applicant]
US 9322042B2 · Sapra et al. · 2016 [cited by applicant]
US 9334514B2 · Fortman et al. · 2016 [cited by applicant]
US 9376691B2 · Peralta-Yahy et al. · 2016 [cited by applicant]
US 9376728B2 · Zhang et al. · 2016 [cited by applicant]
US 9382553B2 · Kirby et al. · 2016 [cited by applicant]
US 9624482B2 · Sapra et al. · 2017 [cited by applicant]
US 9631210B2 · Chou et al. · 2017 [cited by applicant]
US 9725749B2 · Chen et al. · 2017 [cited by applicant]
US 9765044B2 · Socha et al. · 2017 [cited by applicant]
US 9803182B2 · Gladden et al. · 2017 [cited by applicant]
US 9862982B2 · Zhang et al. · 2018 [cited by applicant]
US 9951345B2 · Steen et al. · 2018 [cited by applicant]
US 10155735B2 · Socha et al. · 2018 [cited by applicant]
US 10167488B2 · Keasling et al. · 2019 [cited by applicant]
US 10723859B2 · Shi · 2020 [cited by examiner]
US 20040097755A1 · Abbott et al. · 2004 [cited by applicant]
US 20100196967A1 · Edye et al. · 2010 [cited by applicant]
US 20210155995A1 · Bartek · 2021 [cited by examiner]
WO 2009006386A2 · 2009 [cited by applicant]
WO 2009006429A1 · 2009 [cited by applicant]
WO 2009006430A1 · 2009 [cited by applicant]
WO 2009134899A2 · 2009 [cited by applicant]
WO 2010124266A1 · 2010 [cited by applicant]
WO 2010127318A2 · 2010 [cited by applicant]
WO 2012050931A2 · 2012 [cited by applicant]
WO 2012058686A2 · 2012 [cited by applicant]
WO 2012064740A1 · 2012 [cited by applicant]
WO 2012071439A1 · 2012 [cited by applicant]
WO 2012135389A2 · 2012 [cited by applicant]
WO 2012151214A1 · 2012 [cited by applicant]
WO 2014093402A2 · 2014 [cited by applicant]
WO 2015013674A1 · 2015 [cited by applicant]
WO 2016070125A1 · 2016 [cited by applicant]
WO 2016105538A1 · 2016 [cited by applicant]
WO 2017087982A2 · 2017 [cited by applicant]
WO 2017091781A1 · 2017 [cited by applicant]
WO 2017214159A1 · 2017 [cited by applicant]
WO 2017214332A1 · 2017 [cited by applicant]
WO 2018119152A1 · 2018 [cited by applicant]
WO 2018200888A1 · 2018 [cited by applicant]
WO 2018204424A1 · 2018 [cited by applicant]
WO 2019050990A1 · 2019 [cited by applicant]
AlOmar et al., Glycerol-based deep eutectic solvents: Physical properties. J. Mol. Liquids., 2016, vol. 215: 98-10. (Year: 2016). [cited by examiner]
Chen et al., Surface Tension of 50 Deep Eutectic Solvents: Effect of Hydrogen-Bonding Donors, Hydrogen-Bonding Acceptors, Other Solvents, and Temperature. Ind. Eng. Chem. Res., 2019, vol. 58: 12741-12750 (Year: 2016). [cited by examiner]
Marcus Y., Unconventional Deep Eutectic Solvents: Aqueous Salt Hydrates. ACS Sust. Chem. Eng., 2017, vol. 5: 11780-11787. ( Year: 2017). [cited by examiner]
Mota-Morales et al., Free-radical polymerizations of and in deep eutectic solvents: Green synthesis of functional materials. Prog. Polymer Sci., 2018, vol. 78: 139-153. (Year: 2018). [cited by examiner]
Dai et al., Enhancing the enzymatic saccharification of bamboo shoot shell by sequential biological pretreatment with [cited by examiner]
Chen et al., High-Solid Lignocellulose Processing Enabled by Natural Deep Eutectic Solvent for Lignin Extraction and Industrially Relevant Production of Renewable Chemicals. ACS Sust. Chem. Eng., 2018, vol. 6: 12205-122… [cited by examiner]
Chen et al., Ternary deep eutectic solvents for effective biomass deconstruction at high solids and low enzyme loadings. Bioresource Technol., 2019, vol. 279: 281-286. (Year: 2019). [cited by examiner]
Greaves et al. “Protic Ionic Liquids: Properties and Applications” Chem. Rev. 108(1):206-237 (2008). [cited by applicant]
Chen et al. “Distillable lonic Liquids: reversible Amide O Alkylation”, Angewandte Comm. 52:13392-13396 (2013). [cited by applicant]
King et al. “Distillable Acid-Base Conjugate Ionic Liquids for Cellulose Dissolution and Processing”, Angewandte Comm. 50:6301-6305 (2011). [cited by applicant]
Vijayaraghavan et al. “CO2-based Alkyl Carbamate Ionic Liquids as Distillable Extraction Solvents”, ACS Sustainable Chem. Engin. 2:31724-1728 (2014). [cited by applicant]
Idris et al. “Distillable Protic Ionic Liquids for Keratin Dissolution and Recovery”, ACS Sustainable Chem. Engin. 2:1888-1894 (2014). [cited by applicant]
Sun et al. “One-pot integrated biofuel production using low-cost biocompatible protic ionic liquids”, Green Chem. 19 (13):3152-3163 (2017). [cited by applicant]