Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

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:;

Australian Journal of Chemistry 63(2) 276-285
Submitted: 25 July 2009  Accepted: 25 August 2009   Published: 26 February 2010


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.


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


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