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Electrochemic and Photophysics Properties of Pyridine-Based Electron Transmission Material

A pyridine-based polybenzobisoxazole (PBOPy) was synthesized via solution condensation polymerization. The polymer was characterized by Fourier transform infrared spectroscopy, wide-angle X-ray diffraction, thermogravimetric analysis, ultraviolet-visible (UV-Vis) absorption spectroscopy, photoluminescence (PL) spectroscopy, electrochemical cyclic voltammetry, and time-resolved PL decay dynamics. Results showed that the introduction of pyridine groups made the oxidation potential (1.82 eV) relatively larger than that of poly(p-phenylenebenzobisoxazole) (PBO) (1.65 eV), while the reduction potential (−1.18 eV) was smaller than that of PBO (−1.28 eV). It can be concluded, by comparing UV-Vis absorption spectroscopy and PL spectroscopy of PBOPy in film and in methanesulfonic acid (MSA), that PBOPy has a stronger protonation effect in the latter. The optical properties of PBOPy exhibited a PL emission band at 473 nm in thin films and a strong orange fluorescence (498 nm) after being protonated with MSA. The protonation effect resulted in a large Stokes shift, about 71 nm.