Optical and thermal properties of unsymmetrical liquid crystalline compounds based on isoxazole

Abstract

The thermal and optical properties of two series of unsymmetrical liquid crystalline compounds based on an isoxazole ring are described. Of these materials, 3–7 and 8–12 displayed strong absorption at 285 nm and a weak blue fluorescence in solution at around 377 nm, even with the presence of a high conjugated core. The fluorescence quantum yields observed varied from low to moderate (Φ _F  = 1–62%), with large Stokes shifts (60–178 nm). All compounds exhibited liquid crystalline behaviour with a wide mesomorphism temperature range and characteristic phases of calamitic compounds, among them smectic A (SmA), smectic C (SmC) and nematic (N) phases. Their phases were characterised using polarising optical microscopy and differential scanning calorimetry. In addition, with X-ray diffraction experiments, layer spacing of 33.3–40.0 Å were observed for the smectic phases.

Keywords:

• isoxazole
• X-ray diffraction
• liquid crystals
• luminescent materials

Acknowledgements

The authors thank Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq – Brazil), INCT-cat, FAPESC, IMMP-MCT and the Laboratório de Difração de Raios-X (LDRX-CFM/UFSC) for the X-ray diffraction experiments.