Long-Chain Ionic Liquids Based on Monoquaternary DABCO Cations and TFSI Anions: Towards Stable Electrolytes for Electrochemical Capacitors.

The desirable properties of ionic liquids (ILs) enable their use in various branches of chemistry, through a wide range of applications, e. g. as organic electrolytes. In the present study, an efficient two-step method was developed for the synthesis of long-chain ionic liquids with alkyl derivatives of DABCO as cations and bis(trifluoromethane)sulfonimide as anions. ILs obtained with high yields (≥91 %) were solids with melting points that increased with the rise in the number of carbon atoms of the alkyl substituent in the bicyclic cation. The structure of the compounds was confirmed by spectroscopic methods and elemental analysis. All compounds were soluble in the main solvents except water and hexane. The solubility in organic solvents such as acetonitrile allowed the use of synthesized ILs in electrochemical capacitors. Electrochemical tests revealed that the ILs enhanced the conductivity of organic electrolytes. This phenomenon improved the cyclability and reduced the internal resistance of the electrochemical capacitors.