IP Library Granted Patent US 8,790,542
Granted Patent B2
US 8,790,542 · App. 12/895,771 · Granted Jul 29, 2014

Compositions and methods useful for ionic liquid treatment of biomass

Inventors: Dean C. Dibble (San Mateo, CA); Aurelia Cheng (Berkeley, CA); Anthe George (Berkeley, CA)
Assignees: Sandia Corporation; The Regents of the University of California
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Quick Facts
Patent No.
US 8,790,542
App. No.
12/895,771
Granted
Jul 29, 2014
Kind
B2
Abstract

The present invention provides for novel compositions and methods for recycling or recovering ionic liquid used in IL pretreated cellulose and/or lignocellulosic biomass (LBM).

Claims (11)

1. A method comprising: contacting or mixing (i) a first solution comprising a ionic liquid (IL) and a biomass or a cellulose, and (ii) a second solution comprising a ketone and an alcohol solution to form a third solution, wherein the biomass or cellulose precipitates or becomes solid and the third solution does not form a gel or have a viscous intermediate phase, the second solution is a precipitating solution, and the third solution is a precipitating mixture.

2. The method of claim 1 , wherein the IL is 1-alkyl-3-alkylimidazolium alkanate, 1-alkyl-3-alkylimidazolium alkylsulfate, 1-alkyl-3-alkylimidazolium methylsulfonate, 1-alkyl-3-alkylimidazolium hydrogensulfate, 1-alkyl-3-alkylimidazolium thiocyanate, and 1-alkyl-3-alkylimidazolium halide, wherein “alkyl” is an alkyl group comprising from 1 to 10 carbon atoms, and “alkanate” is an alkanate comprising from 1 to 10 carbon atoms.

3. The method of claim 1 , wherein the IL is 1-ethyl-3-methylimidazolium acetate (EMIN Acetate), 1-ethyl-3-methylimidazolium chloride (EMIN Cl), 1-ethyl-3-methylimidazolium hydrogensulfate (EMIM HOSO 3 ), 1-ethyl-3-methylimidazolium methylsulfate (EMIM MeOSO 3 ), 1-ethyl-3-methylimidazolium ethylsulfate (EMIM EtOSO 3 ), 1-ethyl-3-methylimidazolium methanesulfonate (EMIM MeSO 3 ), 1-ethyl-3-methylimidazolium tetrachloroaluminate (EMIM AlCl 4 ), 1-ethyl-3-methylimidazolium thiocyanate (EMIM SCN), 1-butyl-3-methylimidazolium acetate (BMIM Acetate), 1-butyl-3-methylimidazolium chloride (BMIM Cl), 1-butyl-3-methylimidazolium hydrogensulfate (BMIM HOSO 3 ), 1-butyl-3-methylimidazolium methanesulfonate (BMIM MeSO 3 ), 1-butyl-3-methylimidazolium methylsulfate (BMIM MeOSO 3 ), 1-butyl-3-methylimidazolium tetrachloroaluminate (BMIM AlCl 4 ), 1-butyl-3-methylimidazolium thiocyanate (BMIM SCN), 1-ethyl-2,3-dimethylimidazolium ethylsulfate (EDIM EtOSO 3 ), Tris(2-hydroxyethyl)methylammonium methylsulfate (MTEOA MeOSO 3 ), 1-methylimidazolium chloride (MIM Cl), 1-methylimidazolium hydrogensulfate (MIM HOSO 3 ), 1,2,4-trimethylpyrazolium methylsulfate, tributylmethylammonium methylsulfate, choline acetate, or choline salicylate.

4. The method of claim 1 , wherein the first solution comprises an IL and a biomass, wherein the biomass is cellulose biomass, hemicellulose biomass, ligno-cellulose biomass, or a mixture thereof.

5. The method of claim 1 , wherein the ketone is acetone, dimethyl ketone, methyl-ethyl ketone, diethyl ketone, or a mixture thereof.

6. The method of claim 1 , wherein the alcohol is methanol, ethanol, propanol, butanol, or a mixture thereof.

7. The method of claim 1 , wherein the contacting or mixing step results in the third solution having a molar ratio X:Y:Z::ketone:alcohol:IL, wherein the molar ratio X:Y:Z is about X>3, 0.8<Y<1.2, and Z=1.

8. The method of claim 7 , wherein the molar ratio X:Y:Z is about 3.3≦X≦8, Y≈1, and Z≈1.

9. The method of claim 8 , wherein the molar ratio X:Y:Z is about 4≦X≦6, Y=1, and Z=1.

10. The method of claim 1 , further comprising separating the solid biomass or cellulose from the liquid portion of the third solution to produce a separated solid biomass or cellulose and separated liquid portion of the third solution.

11. The method of claim 1 , further comprising dissolving the biomass or cellulose in the IL to form the first solution, wherein the dissolving step takes place prior to the contacting or mixing step.

Assignments (3)
CONFIRMATORY LICENSE Recorded Nov 22, 2010
From: REGENTS OF THE UNIVERSITY OF CALIFORNIA, THE
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 025302/0218 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2010
From: CHENG, AURELIA
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 025364/0749 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 15, 2010
From: DIBBLE, DEAN C; GEORGE, ANTHE
To: SANDIA CORPORATION
Reel/Frame 025364/0779 →
Continuity (2)
Provisional Application 61247477 · Sep 30, 2009
Related Publication 20110073805A1 · Mar 31, 2011