Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties

Natarajan Senthilkumar; Tanneru Narasimhaswamy; Aravamudhan Raghavan

doi:10.1071/CH09405

RESEARCH ARTICLE

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Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties

Natarajan Senthilkumar ^A ^C , Tanneru Narasimhaswamy ^B and Aravamudhan Raghavan ^A ^C

+ Author Affiliations

- Author Affiliations

^A Department of Polymer Science, University of Madras, Guindy campus, Chennai 600 025, India.

^B Polymer Laboratory, Central Leather Research Institute, Chennai 600 020, India.

^C Corresponding authors. Email: nskumar77@yahoo.com; sreeraghu44@yahoo.com

Australian Journal of Chemistry 63(2) 276-285 https://doi.org/10.1071/CH09405
Submitted: 25 July 2009 Accepted: 25 August 2009 Published: 26 February 2010

Abstract

A series of Schiff base hydroxy-mesogens and their model compounds have been synthesized. The mesogen is constructed from three-ring-containing mesogens linked through ester and azomethine groups with a terminal hydroxy group. The related model compounds were also synthesized with varying chain length with a terminal methyl group and their properties were compared with that of hydroxy mesogens. Extensive characterization of all mesogenic compounds was carried out by Fourier-transform IR, ¹H and ¹³C NMR and mass spectroscopy. The phase characteristics such as nature of phase, melting and clearing temperatures and phase range were evaluated using a hot-stage optical polarizing microscope and differential scanning calorimetry. The appearance of enantiotropic smectic phases is due to the high molecular polarizability of the triaromatic core with azomethine and ester linkages.

Acknowledgements

Part of this work was supported by Tamil Nadu-Junior Research Fellowship, University of Madras.

References

Novel Hydroxy- and Methyl-Terminated Triaromatic Schiff Base Compounds: Synthesis and Mesogenic Properties

Abstract

Acknowledgements

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