Construction of Supramolecular Nanostructures from V-Shaped Amphiphilic Rod-Coil Molecules Incorporating Phenazine Units

A series of bent-shaped molecules, consisting of dibenzo[a,c]phenazine and phenyl groups connected together as a rod segment, and poly(ethylene oxide) (PEO) with a degree of polymerization (DP) of 6 as the coil segment, were synthesized. The self-assembling behavior of these molecules by differential scanning calorimetry (DSC), thermal optical polarized microscopy (POM), small-angle X-ray scattering spectroscopy (SAXS), atomic force microscopy (AFM), and transmission electron microscopy (TEM), revealed that carboxyl or butoxy carbonyl groups at the 11 position of dibenzo[a,c]phenazine noticeably influence self-organization of molecules into supramolecular aggregates in bulk and aqueous solutions. Molecules1and2with chiral or non-chiral PEO coil chains and the carboxyl group at the rod segments self-organize into a hexagonal perforated lamellar structure and a hexagonal columnar structure in the solid state. In aqueous solution, molecules1and2self-assemble into diverse lengths of nanofibers, whereas molecules3and4with butoxy carbonyl groups exhibit a self-organizing capacity to form diverse sizes of spherical aggregates.Keywords:bent-shaped;aggregation behavior;nanostructures;self-assembly;molecular interaction