Abstract
Fully regioregular π-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 (λmax = 330 nm) in dilute CHCl3 solution, indicating the extension of the π-delocalization length of polymer 9c via the AB-type π-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 regiorandom poly(azomethine)s.
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