Synthesis and Properties of Aromatic Side Chained N‐Acyltaurate Surfactants

Abstract

A series of anionic N‐acyltaurate surfactants, side chain containing aromatic nucleus (abbreviated as SAATT), were synthesized via Williamson reaction, hydrolyzation, and acylation. Krafft temperatures and surface properties of these surfactants at 30°C, that is, critical micelle concentration, cmc, surface excess concentration, Γmax, surface area demand per molecule, A min, efficiency in surface tension reduction, pC20, effectiveness in surface tension reduction, πcmc, and cmc/C20 parameter were determined. It was shown that these surfactants exhibit good solubility which was confirmed by measuring Krafft temperature. The cmc of SAATT was much smaller than that of conventional surfactants with similar effective carbon numbers, and shifted to lower concentration with increasing hydrocarbon chain length. In addition, the γcmc decreased with decrease in Γmax. The pC20 and the cmc/C20 got larger with the increase in hydrocarbon chain length. From the fluorescence intensity ratios of I 1 (373 nm) and I 3 (384 nm) using pyrene as a probe, it was indicated that the molecules of SAATT formed loose micelles with a broad size distribution.