Maltese, Leanne - St. John Fisher College
Co-authors: Kimaru, Irene - St. John Fisher College
We present the synthesis of two peptide-based chiral ionic liquids (CILs) derived from a Glycine-L-histidine cation and two perfluorinated anions; bis(trifluoroethyl)sulfonyl imide and bis(pentafluoro ethanesulfonyl) imide anions. The CILs were synthesized via ion-exchange and were evaluated for their purity, melting points, thermal stability, and chiral recognition ability. Thermogravimetric analysis (TGA) was performed and it was determined that the thermal decomposition temperature of the Gly-His bis(trifluoroethyl) sulfonyl imide IL was between 300 and 350 degrees Celsius, and for the Gly-His bis(pentafluoro ethanesulfonyl) imide the thermal decomposition temperature was determined to be 384.70 degrees Celsius. Differential scanning calorimetry (DSC) was performed and the melting point of the Gly-His bis(trifluoroethyl) sulfonyl imide IL was found to be close to 70 degrees Celsius and the Gly-His bis(pentafluoro ethanesulfonyl) imide IL had a melting point close to 40 degrees Celsius. Based on fluorescence spectroscopy studies, it was determined that the Gly-His bis(trifluoroethyl) sulfonyl imide ionic liquid exhibited chiral recognition ability using naproxen, propranolol, and TFAE as the chiral analytes. The Gly-His bis(trifluoroethyl) sulfonyl imide IL effectively served as a chiral selector. Studies of the chiral recognition ability of Gly-His bis(pentafluoro ethanesulfonyl) imide IL are underway for the same chiral analytes. The high thermal stability of these CILs indicate they have potential to be used as chiral selectors in high temperature reactions and as stationary phases for gas chromatography (GC).
Application: Pharmaceutical
Methodology: Gas Chromatography