Synthesis And Characterization Of A Supramolecular Liquid Crystal Compounds Based On Pyridazinone And Tetrathiafulvalene

The supramolecular liquid crystal is complex system based on the interaction between the non-covalent bond, including hydrogen bond, ionic bond, Hydrophilic hydrophobic interaction, electrostatic interaction, and van der waals force, and so on. This paper synthesized a series of pyridazinone derivatives based on the tetrathiafulvalene, through adjusting the flexible length of the chain to adjust the rigid-flexible, to make it resulting with liquid crystal properties. During the study period, all of the target compounds occupied the properties of liquid crystal. When the flexible chain length is 18 carbon, the target molecule not only have the liquid crystal performance, but also produced gel properties which we hadn’t expected illustrating the target molecule is a good organic gelator.The structure of compounds 5a-5f is determined by 1H NMR, FT-IR and the thermal stability is characterized by Thermogravimetric Analysis(TG) and Differential Scanning Calorimetry(DSC). All compounds can be stable in air atmosphere, which confirmed by the cyclic voltammetry curves. Compounds with different length of flexible chains shows different morphology of liquid crystal, which characterized by polarizing microscope(POM). The compound 5f shows gelation properties. The gel formation is studied in different solvents. The main driving force of gelation is confirmed by FT-IR, indicated that H-bond is a key player of gelation. A positive correlation between the stability of gels and concentration of compounds has been shown, which is characterized by falling ball method.Target compounds 7 can form gel in very low concentrations. By variable temperature H1 NMR studies have found that the main driving force of compounds 7 gel is hydrogen bonding, π-π, s- s effect. A series of studies showed that the the target molecules has potential applications in optoelectronic materials and soft materials.