IP Library Granted Patent US 9,403,915
Granted Patent B2
US 9,403,915 · App. 14/313,964 · Granted Aug 2, 2016

Compositions and methods useful for ionic liquid treatment of biomass

Inventors: Dean C. Dibble (San Mateo, CA); Aurelia Cheng (Cleveland Heights, OH); Anthe George (San Francisco, CA)
Assignees: The Regents of the University of California; Sandia Corporation
C08B1/003C12P19/02C12P2201/00Y02P20/582
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Quick Facts
Patent No.
US 9,403,915
App. No.
14/313,964
Granted
Aug 2, 2016
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 (10)

1. A composition comprising (a) a first liquid phase comprising a water-miscible ionic liquid (IL), a ketone, and a biomass, lignin, cellulose, or lignocellulosic biomass (LBM); and (b) a solid or second liquid phase comprising an alcohol; wherein the composition has a molar ratio X:Y:Z:: ketone: the alcohol: the IL, wherein the molar ratio X:Y:Z is defined by the area labeled “Porous Solid+Liquid” in FIG. 3 .

2. The composition 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 composition 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 HOSO3), 1-ethyl-3-methylimidazolium methylsulfate (EMIM MeOSO3), 1-ethyl-3-methylimidazolium ethylsulfate (EMIM EtOSO3), 1-ethyl-3-methylimidazolium methanesulfonate (EMIM MeSO3), 1-ethyl-3-methylimidazolium tetrachloroaluminate (EMIM AlCl4), 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 HOSO3), 1-butyl-3-methylimidazolium methanesulfonate (BMIM MeSO3), 1-butyl-3-methylimidazolium methylsulfate (BMIM MeOSO3), 1-butyl-3-methylimidazolium tetrachloroaluminate (BMIM AlCl4), 1-butyl-3-methylimidazolium thiocyanate (BMIM SCN), 1-ethyl-2,3-dimethylimidazolium ethylsulfate (EDIM EtOSO3), Tris(2-hydroxyethyl)methylammonium methylsulfate (MTEOA MeOSO3), 1-methylimidazolium chloride (MIM Cl), 1-methylimidazolium hydrogensulfate (MIM HOSO3), 1,2,4-trimethylpyrazolium methylsulfate, tributylmethylammonium methylsulfate, choline acetate, or choline salicylate.

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

5. The composition of claim 4 , wherein the ketone is acetone.

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

7. The composition of claim 6 , wherein the alcohol is ethanol.

8. The composition of claim 1 , wherein the molar ratio X:Y:Z is about X>3, 0.8<Y<1.2, and Z=1.

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

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

Assignments (3)
CONFIRMATORY LICENSE Recorded Nov 18, 2014
From: REGENTS OF THE UNIVERSITY OF CALIFORNIA, THE
To: ENERGY, UNITED STATES DEPARTMENT OF
Reel/Frame 034369/0647 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2014
From: CHENG, AURELIA
To: THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
Reel/Frame 033171/0367 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 24, 2014
From: DIBBLE, DEAN C.; GEORGE, ANTHE
To: SANDIA CORPORATION
Reel/Frame 033171/0405 →
Continuity (3)
Division 12895771 · Sep 30, 2010
Provisional Application 61247477 · Sep 30, 2009
Related Publication 20140311481A1 · Oct 23, 2014