Triphenylene/carbazole mesogens and their electrochemistry

The synthesis of 10 discotic mesogens is described in which the well-known hexaalkyloxytriphenylene liquid crystalline core has been covalently linked to incorporate one and three carbazole moieties. These modifications have been achieved by the esterification of mono and tris hydroxy triphenylene derivatives with carboxylic acids incorporating 3,6-bisalkylated or 3,6-bisacylated carbazole moieties. The pure compounds are not liquid crystalline and neither are they when doped with TNF, unlike similar materials that were reported previously, where the carbazole moiety was not 3,6-bisalklylated or 3,6-bisacylated, which when doped with TNF did display mesophases. The solution state cyclic voltammetry of selected materials is reported.