Biantennary Alkyl Triazole Glycosides by Double‐click‐Coupling for Water‐in‐Oil‐Emulsification

Abstract

A series of biantennary sugar-based surfactants reflecting glyco-glycero-lipids, in which the ester linkage of the surfactant antipodes was replaced by a triazole, has been synthesized and investigated on their emulsifying potential for water-in-oil systems related to hydrofuel. The results suggest beneficial interactions of the triazole with fossilderived diesel, whereas corresponding interactions appear to destabilize emulsions in ester-based biodiesel. The highest emulsion stability was observed for 1,3-linked glycerol-isomers, where the glucose-based ATG outperformed the corresponding xylose-analogue exhibiting a significantly higher Krafft temperature. Molecular modeling results relate this behavior to chromonic interactions of the triazole rings.Keywords Alkyl triazole glycoside (ATG) Á Click chemistry Á Hydrofuel Á Water-in-oil-emulsion