Mesogenic properties and the effect of 1,2,4-trisubstitution on the central benzene nucleus of a three-ring mesogen

Four mesogenic homologous series have been synthesized by fixing a rigid 4-substituted phenylazo group to a resorcinol moiety. In series I and II, one phenolic -OH group is esterified by 4-n-alkoxybenzoyl groups; in series III and IV both the phenolic -OH groups are esterified by 4-n-alkoxybenzoyl groups. All the homologues of series III and IV exhibit low melting smectic C phases. Monoesters of series I and II, having free lateral hydroxy group with strong hydrogen bonding, exhibit high temperature nematic phases. The effect of different substituents on mesomorphic properties is discussed. One homologue of series III was doped with a chiral dopant and its spontaneous polarization evaluated.