A simple and efficient procedure for the synthesis of a new class of selenoesters 4a and 4b was developed. Polarized-light optical microscopy (POM), differential scanning calorimetry (DSC), and X-ray diffraction showed that the selenoester 4a with a shorter alkyl chain displayed a wide nematic range (ΔT = 110.7 °C), while 4b with a longer alkyl chain possesses a rich phase polymorphism: Cr → SmI → SmC → N → I mesophase sequence during heating cycle and I → N → SmC → SmI → SmX → Cr transition on cooling. For 4b, a large temperature range (135.7 °C) from crystal to isotropic phase can be observed. In addition, UV-Vis, steady-state fluorescence emission and excitation spectra in solution were also applied in order to characterize their photophysical behaviour. Compounds 4a and 4b are fluorescent in the blue region and present a Stokes shift at around 80 nm and 39 nm in dichloromethane and dioxane, respectively.
13 July 2015 in ACS Applied Materials & Interfaces
The synthesis and structural, thermal, optical and theoretical characterization of new tris[1,2,4]triazolo[1,3,5]triazines were performed to support their application as liquid crystals and advanced materials.
New fluorescent liquid crystalline (LC) compounds containing the 2,1,3-benzothiadiazole chromophore as the central core substituted with 1,2,4-oxadiazole, 1,2,3-triazole and 1,2-isoxazole heterocycles were synthesised and their mesophases characterised by polarised optical microscopy, differential scanning calorimetry and X-ray diffraction. We observed that the bent angles of the five-membered heterocyclic substituents are crucial in determining the thermal stability of the LC phases formed, indicating a delicate balance of forces involved in LC phases. The mesophases formed by all symmetrical and unsymmetrical compounds showed thermal stability in the order 1,2-isoxazole > 1,2,3-triazole > 1,2,4-oxadiazole.