Synthesis, characterization and physicochemical properties of new chiral quinuclidinol quaternary ammonium salts

A new series of chiral quaternary ammonium salts (QASs) were successfully synthesized and characterized by FT-IR, NMR and MS. The thermal stability and melting point (mp) of the chiral QASs were measured. Moreover, basic physicochemical properties of the QAS solutions including density, viscosity, conductivity and specific optical rotation were investigated. The solution properties such as dissociation equilibrium constant (k) and critical micelle concentration (CMC) were deduced with theoretical methods. All QASs exhibited good thermal stability (decomposition temperature > 470 K) and large specific optical rotations (−228.12 to −156.83).