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Title: Switchable solvents and methods of use thereof

Patent ·
OSTI ID:1093248

A solvent that reversibly converts from a nonionic liquid mixture to an ionic liquid upon contact with a selected trigger, e.g., contact with CO.sub.2, is described. In preferred embodiments, the ionic solvent is readily converted back to the nonionic liquid mixture. The nonionic liquid mixture includes an amidine or guanidine or both, and water, alcohol, or a combination thereof. Single component amine solvents that reversibly convert between ionic and non-ionic states are also described. Some embodiments require increased pressure to convert; others convert at 1 atmosphere.

Research Organization:
Georgia Institute of Technology, Atlanta, GA (United States); Queen's University at Kingston, Kingston, ON (Canada)
Sponsoring Organization:
USDOE
DOE Contract Number:
FG02-99ER14986
Assignee:
Georgia Tech Research Corporation (Atlanta, GA) ; Queen's University at Kingston (Kingston, CA)
Patent Number(s):
8,513,464
Application Number:
13/172,090
OSTI ID:
1093248
Resource Relation:
Patent File Date: 2011 Jun 29
Country of Publication:
United States
Language:
English

References (17)

Brønsted Guanidine Acid−Base Ionic Liquids:  Novel Reaction Media for the Palladium-Catalyzed Heck Reaction journal February 2006
Amidines. Part 13. Influence of substitution at imino nitrogen atom on pK a values of N 1 N 1 -Dimethylacetamidines journal January 1984
Spontaneous and Reversible Switch from Amphiphilic to Oil-Like Structures journal November 2005
Switchable Surfactants journal August 2006
Reversibly Switchable Surfactants and Methods of Use Thereof patent-application August 2008
Green chemistry: Reversible nonpolar-to-polar solvent journal August 2005
Amidines. Part 41. Effects of substitution at the amidino carbon atom and at the imino nitrogen atom on the preferred configuration at the CN bond in the 13C NMR spectra of N 1,N 1-dimethyl-N 2-alkylamidines
  • Jaroszewska-Manaj, Jolanta; Oszczapowicz, Janusz; Makulski, Włodzimierz
  • Journal of the Chemical Society, Perkin Transactions 2, Issue 7 https://doi.org/10.1039/b009497h
journal January 2001
Switchable solvents and methods of use thereof patent July 2011
The Reaction of 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) with Carbon Dioxide journal June 2005
Isobutane Isopentane and Phenylethane Amidines patent August 1971
A Rapid Gas Chromatographic Analysis of Diastereomeric Diamines journal March 1975
Activation of Carbon Dioxide by Bicyclic Amidines journal November 2004
Hydrogenation of Carbon Dioxide Catalyzed by Ruthenium Trimethylphosphine Complexes:  The Accelerating Effect of Certain Alcohols and Amines journal July 2002
Dimethylammonium-dimethylcarbamat (Dimcarb) als Lösungs- und Extraktionsmittel journal February 1989
Capture and Release of Mixed Acid Gasses with Binding Organic Liquids patent-application May 2009
Substituted amidines having high binding to the sigma receptor and the use thereof patent May 1994
Vehicle-Spring patent June 1883