Microwave-assisted synthesis, characterisation and mesomorphic investigations of novel disubstituted aroylhydrazones

Abstract

The present study is focused on the development of green microwave process for the synthesis of mesogenic substituted aroylhydrazones and their structure–mesophase relationship study. Two new liquid crystalline series of disubstituted aroylhydrazones with (ABB(OH)H-n) and without lateral hydroxyl group (ABBH-n) (n = 6–16) have been synthesised by microwave-assisted methods. The compounds were structurally characterised by using suitable spectroscopic techniques. The mesomorphic properties of the series of aroylhydrazones were examined using differential scanning calorimetric analysis and polarising optical microscopy. The relationship between structure and mesogenic properties was analysed by comparison of the present series and earlier reports on homostructural series of aroylhydrazones. Thus, the effects of substitution of phenyl rings with ester and ether linking group at both terminals and introduction of hydroxyl group at lateral position on stability of mesophase and their width were investigated. In general, all substituted aroylhydrazone derivatives exhibit SmC mesophase, and substitution of terminal and lateral group has considerably increased the stability and broadened the width of mesophase of the compounds.