This book consists of two parts: the first part is the synthesis and characterization of model, three-ring compounds, one of the rings is a pyridine, joined together with an ester and azo groups with a terminal alkoxy group of varying chain length or a small compact polar group covering a wide range of polarity. The second part is the preparation and characterization of all possible supramolecular hydrogen-bonded complexes made from any member of the above mentioned pyridine-based compounds with two series of similarly substituted benzoic acids. In this manner, four differently substituted series of hydrogen-bonded supramolecular complexes have been prepared and investigated for their liquid crystalline behavior using different techniques.