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Synthesis, structural and electrochemical characterization of benzimidazole compounds exhibiting a smectic C liquid crystal phase

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Abstract Mesomorphic benzimidazole compounds were prepared from a biphenyl benzoate based precursor by substitution reaction of alkyl bromide with 2-mercaptobenzimidazole. Molecular structures of the benzimidazole compounds were characterized by nuclear… Click to show full abstract

Abstract Mesomorphic benzimidazole compounds were prepared from a biphenyl benzoate based precursor by substitution reaction of alkyl bromide with 2-mercaptobenzimidazole. Molecular structures of the benzimidazole compounds were characterized by nuclear magnetic resonance (NMR), Fourier transform infrared (FT-IR) spectroscopy and elemental analysis. Differential scanning calorimetry (DSC) measurements and polarizing optical microscopic (POM) observations revealed that the benzimidazole compounds exhibited a thermotropic smectic C (S C ) phase. Temperature dependent X-ray diffraction (XRD) patterns suggested a tilted bilayer smectic structure in which intermolecular hydrogen bonds between benzimidazole moieties formed lamellar arrangement. Electrochemical impedance spectroscopy (EIS) characterization suggested that the S C phase favored anhydrous proton conduction of the benzimidazole compounds and the proton conductivities showed an Arrhenius temperature dependence.

Keywords: benzimidazole compounds; phase; synthesis structural; spectroscopy; characterization; benzimidazole

Journal Title: Journal of Molecular Structure
Year Published: 2017

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