1,4‐Diaryl and Schiff's base [1,2,3]‐triazole derivative liquid crystalline compounds

Abstract

Regioselective synthesis of [1,2,3]‐triazoles based on the ‘click‐reaction’, involving the Cu(I)‐catalysed 1,3‐dipolar cycloaddition of aryl azide to terminal arylacetylenes, was successfully employed in the preparation of two series of non‐linear mesogens, based on 1,4‐diaryl‐[1,2,3]‐triazole (Ia–e) and with Schiff's base units (IIa–c). Their mesophases were characterized by polarizing optical microscopy and differential scanning calorimetry. All final compounds exhibited preferentially the SmC phase. In addition, compounds of series I showed weak blue fluorescence in solution (λmax. em. = 380–386 nm) with poor quantum yields and a Stokes shift of around 90 nm.