Schiff base/ester liquid crystals with different lateral substituents: mesophase behaviour and DFT calculations

ABSTRACT

Four new groups of 4-((2ʹ-substitutedphenylimino)methyl)phenyl-4”-alkoxy benzoates, In_a-d, of Schiff base ester liquid crystals, were prepared and investigated for their mesophase formation and stability. Each group constitutes four homologous series that differ from each other by the lateral attached polar group X in the ortho position for the imine mesogen at terminal benzene ring that alternatively changed from F, Br, NO2 and lateral benzene ring. Within each homologous series, the number (n) of carbons in the alkoxy chain varies between 6, 8, 10 and 12. Molecular structures of the prepared compounds were confirmed via elemental analysis, FT-IR, and ¹H NMR spectroscopy. Mesomorphic properties were investigated by differential scanning calorimetry (DSC) and the phase identified by polarised light microscopy (PLM). A comparative study was made between the investigated compounds and their previously prepared laterally neat, 4-((4ʹ-phenylimino)methyl)phenyl-4”-alkoxy benzoates (IIn); the result revealed that all lateral substituents not only decrease the melting temperature but also the mesophase stability and shown only nematic phase. Density functional theory (DFT) calculations for new lateral derivatives were discussed.

GRAPHICAL ABSTRACT

Nematic texture of 4-((2’-Bromophenylimino)methyloxy)phenyl-4”-decyloxy benzoate

KEYWORDS:

• Lateral substituent
• Schiff base ester
• mesophase stability
• nematic phase
• DFT

Acknowledgments

Authors gratefully acknowledge the Deanship of Scientific Research, Taibah University for the support of this research work, research group No. 60333.

Disclosure statement

No potential conflict of interest was reported by the authors.

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