Synthesis and characterisation of main-chain hydrogen-bonded supramolecular liquid crystalline complexes formed by azo-containing compounds

A series of azopyridine-containing hydrogen bonding acceptors (4a-c) with flexible spacers of oligo(methylene) were synthesised. Hydrogen-bonded polymeric complexes 4/5 and trimeric complexes 4/6(2) , where 5 and 6 are aromatic dicarboxylic acids and monocarboxylic acids, respectively, were prepared and their liquid crystallinity was examined using differential scanning calorimetry and polarising optical microscopy. The study showed that most of the complexes displayed reversible thermotropic nematic phase. The isotropic to nematic phase transition temperatures of polymeric complexes 4/5 and trimeric complexes 4/6(2) in general decreased with the increase in length of spacers and terminal groups in the corresponding proton acceptors 4 and the proton donors 5 and 6, respectively. Hydrogen bonding interactions in complexes 4/5 and 4/6(2) were studied by X-ray photoelectron spectroscopy and Fourier transform infrared spectroscopy.