Self-assembly and antimicrobial activity of cationic gemini surfactants containing triazole moieties

Abstract

1,2,3-Triazole-based gemini bis-quaternary ammonium surfactants with varying hydrophobic chain length and ethylene or butylene spacers were synthesized and characterized. Their surface and aggregation properties were analyzed using tensiometry and conductimetry. The gemini surfactants showed significantly lower CMC values compared to their single-tail counterparts and conventional gemini surfactants described in the literature. The micellization and surface adsorption processes in water can be tailored according to the hydrophobic chain and the spacer length and were substantially improved by the presence of the heterocycle. These surfactants are active against various Gram-positive and Gram-negative bacterial stains, as well as fungi. The gemini surfactant with tetradecyl chain and ethylene spacer (Bis 14–2–14) exhibited the highest activity against all investigated microbial strains.