초록 |
Discotic liquid crystalline compounds having hydrazone core stabilized by intramolecular hydrogen bonding and flexible alkyloxy tails were synthesized. Acetoacetamides having 1,3-diketo groups were prepared by the reaction of aromatic amines with diketene. Diazotization of aromatic amine was carried out with nitrous TFA. Discotic hydrazone compounds were prepared by diazo coupling reaction between 1,3,5-trisacetoacetamide and diazonium salts of aromatic amine. The 1H NMR and FT-IR spectroscopy showed that the hydrazone structures were stabilized by the intramolecular hydrogen bonding. The liquid crystalline properties of disk-type compounds were investigated by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). Structural analysis of mesophase was performed by X-ray diffraction measurement (XRD). Disklike hydrazone compounds with flexible alkyl tails showed columnar mesophases. |