Jasmine Hatcher1, Leah Rothman2, Marie Thomas2, Tomasz Szreder3, Robert Engel2, James F. Wishart3, and Sharon Lall-Ramnarine1. (1) Queensborough Community College, CUNY, Bayside, NY, (2) Queens College, CUNY, Flushing, NY, (3) Brookhaven National Laboratory, Upton, NY
Ionic liquids have generated much interest due to their potential green chemistry applications. They are considered to be environmentally friendlier solvent alternatives to traditional volatile (and hazardous) organic solvents because of their lack of vapor pressure. We report here on the synthesis and preliminary characterization of achiral and chiral ionic liquids. The chiral species were synthesized by taking a chiral auxiliary, 3-chloro-1,2-propanediol, and adding it to a tertiary amine. The achiral ionic liquids were synthesized by adding our achiral auxiliary 3-chloro-1-propanol, to a tertiary amine. Some of the tertiary amines used were DMAP (4-dimethylaminopyridine) N,N,N',N' tetramethyl hexadiamine. The halide salts were converted into potential ionic liquids by anion exchange. Anions studied include phosphate and bis(trifyl)imide. A large problem with many ionic liquids is that they are very viscous. Theoretically, the induction of a chiral center would reduce viscosity, however this has not been the case with the materials synthesized using 3-chloro-1,2-propanediol. Preliminary results suggest that these chiral ionic liquids are more viscous than the achiral ILS. This may be due to the presence of an extra hydroxyl group, which increases hydrogen bonding. Future work will focus on finding a new chiral auxiliary and comparing the properties of racemic vs. enatiopure ionic liquids. Supported in part by US DOE contract DE-AC02-98-CH1088 at BNL and the Louis Stokes Alliance for Minority Participation program at CUNY.
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