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Synthesis and characterisation of benzoxazole-based liquid crystals possessing 3,5-difluorophenyl unit
Authors:Kun Hu  Yiwei Xu  Aiai Gao  Weisong Du
Institution:1. Key Laboratory of Applied Surface and Colloid Chemistry of Ministry of Education, Shaanxi Normal University, Xi’an, P R China;2. School of Materials Science and Engineering, Shaanxi Normal University, Xi’an, P R China;3. Xi’an Modern Chemistry Research Institute, Xi’an, P R China
Abstract:Series of fluorinated compounds, 2-(3′,5′-difluoro-4′-alkoxybiphenyl-4-yl)-benzoxazole derivatives (nFBx), were prepared and characterised. Their phase transition behaviour was investigated by differential scanning calorimetry and polarising optical microscopy. In the case of carbon atoms in the alkoxy chain between 4 and 10, they exhibited enantiotropic mesophases with the mesophase ranges of 12–119°C and 23–152°C on heating and cooling for compounds bearing different substituents (H, CH3, Cl, and NO2). With the exception of nitro-substituted compounds, the nFBx series displayed intense photoluminescence emission at 380–385 nm in methylene chloride solution when they were excited at their absorption maxima. Compared to non-fluorinated analogues, fluorinated compounds nFBx (apart from nitro-substituted compounds) exhibited much lower melting points, but comparable or slightly narrower mesophase ranges during both heating and cooling, which were attributed to the disruption of the side-to-side intermolecular packing caused by the two lateral fluoro substituents.
Keywords:benzoxazole derivative  fluorinated compounds  mesophase  photophysical property
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