Lateral protrusion and mesophase behaviour in pure and mixed states of model compounds of the type 4-(4′-substituted phenylazo)-2-(or 3-)methyl phenyl-4'-alkoxy benzoates

Abstract

Two groups of the title compounds were prepared and investigated for their mesophase formation and stability. Each group constitutes five homologous series that differ from each other by the polar substituent X (CH₃O, CH₃, H, Cl, and NO₂). Within each homologous series, the number (n) of carbons in the alkoxy chain varies between 8, 10, 12, 14 and 16. The difference between the two groups of compounds lies in the orientation protrusion of the lateral methyl group attached to the central benzene ring. In the first group (Group I) the methyl substituent, introduced into the o-position with respect to the ester group, makes an angle of 60° with the long axis of the molecule. In the other series of compounds (Group II), the orientation angle is 120° as it is introduced into the position-3. All possible binary phase diagrams could be constructed in which the two components are corresponding positional isomers from either group. The study aimed to investigate the effect of inclusion of the lateral methyl group, as well as its spatial orientation, on the mesomorphic properties of the produced derivatives in their pure and mixed states. The compounds prepared in both groups were characterised for their mesophase behaviour by differential scanning calorimetry and polarised light microscopy. The nematic phase is the mesophase observed in most of the compounds prepared and their binary mixtures.

Keywords:

• lateral substitution
• binary mixtures
• 4-(4′-substituted phenylazo)-2 (or 3-)-methyl phenyl)-4′-alkoxy benzoates

Notes

^§Present Address: Department of Chemistry, Faculty of Applied Science, Umm Al-Qura University, Makkah, Saudi Arabia.