Abstract
AbstractThree kinds of imidazolium‐based amino acid ionic liquid surfactants (AAILS), 1‐tetradecyl‐3‐methylimidazolium L‐aminopropionic acid salt ([C14mim][Ala]), 1‐tetradecyl‐3‐methylimidazolium L‐2‐pyrrolidinecarboxylic acid salt ([C14mim][Pro]), and 1‐tetradecyl‐3‐methylimidazolium L‐aminohydrocinnamic acid salt ([C14mim][Phe]), were synthesized by employing natural amino acids as counterions. Their adsorption and self‐aggregation behaviors in aqueous solution were investigated systematically by means of surface tension and electrical conductivity measurements. Surface tension results indicate that surface properties and micellization behavior of AAILS are significantly affected by counterions. The micellization of [C14mim][Pro] and [C14mim][Phe] is entropy‐driven at low temperatures but enthalpy‐driven at high temperatures, whereas [C14mim][Ala] is enthalpy‐driven throughout the whole temperature range, owing to the variation in hydrophobicity and size of amino acid counterions. The surface activity of [C14mim][Phe] is superior to that of conventional imidazolium‐based ionic liquid surfactants with the same hydrocarbon chain length, 1‐tetradecyl‐3‐methylimidazolium bromide (C14mimBr), indicating that the aromatic counterion can promote the micellar formation process.
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