Comparative study of the physical and electrochemical behavior of direct N-SO3H functionalized 1, 3-disulfo-2-alkyl-imidazolium trifluoroacetate ionic liquids in molecular solvents

Add time:07/15/2019    Source:sciencedirect.com

A series of N-SO3H functionalized imidazolium [RSIM][CF3COO] ionic liquids, where R = H, CH3, C2H5 and n-C4H9 were synthesized and fully characterized with spectroscopic techniques. A detailed study on Brönsted acidity, thermal stability, conductivity, density and electrochemical window of the ionic liquids (ILs) was carried out to analyze the effects of the C-2 alkyl substituent of imidazolium cation. Increasing +I effect of the C-2 substituent decreased the Brönsted acidity of the ILs. The ILs were found to be thermally stable up to 250–260 °C with more loss of physisorbed water below 100 °C as the size of C-2 alkyl group increased. The conductivity of these ILs in molecular solvents (MeOH and MeCN) slowly decreased with the increasing temperature (278.15 K to 333.15 K) at a particular mole fraction (XIL = 0.0255) of the ILs, showing temperature dependent self-aggregation behavior. At a given temperature (298.15 K), the conductivity variation of the ILs in molecular solvents with rising concentration of the IL also evidenced their self-aggregation tendency by displaying a minimum value with its neat condition. The variations of conductivities were also correlated with Kamlet-Taft solvatochromic parameters (ETN, α, β) of the solvents. Cyclic Voltammetry study expressed maximum electrochemical window for the acetonitrile solution of bulkier C-2 alkyl groups (R = n-Bu & Et) containing ILs.

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