Macromolecules, Vol.41, No.24, 9677-9682, 2008
Aza-Wittig Polymerization: A Simple Method for the Synthesis of Regioregular Poly(azomethine)s
Fully regioregular pi-conjugated poly(azomethine)s (9a-d) were successfully synthesized via aza-Wittig polymerization from an AB monomer system. The obtained regioregular poly(azomethine)s showed moderate solubility in common organic solvents Such as CHCl3, THF, and toluene. In the UV-vis absorption spectra, polymer 9c displayed absorption maximum of the longer wavelength at 425 nm and a large red shift of 95 nm relative to the absorption maximum of the model Compound 14 (lambda(max) = 330 nm) in dilute CHCl3 Solution, indicating the extension of the pi-delocalization length of polymer 9c via the AB-type pi-conjugated poly(azomethine) backbone. In the solid state, UV-vis absorption spectra and XRD data revealed that these regioregular poly(azomethine)s have higher crystallinity values compared to those for the regiorandorn poly(azomethine)s.