Abstract
The synthesis of dark brown poly(2,5-furan-diylvinylene) (1) via aldol condensation reaction of 5-methylfuran-2-carbaldehyde as an one pot reaction yields an organic semiconductor which has long-lasting stability in the presence of air and water (tested over 10 years). Decolorization (decomposition) was observed only under long-time illumination. The reaction products were characterized by IR-, 1H NMR-, mass-spectrometry and elemental analysis. Polymer 1 can be oxidized (doped) with Lewis acids such as iodine, AsF5 and FeCl3. The values of the electrical conductivity range from 10−8 S cm−1 for the pristine material (activation energy Ea=0.36 eV) up to 1.5×10−2 S cm−1 for the AsF5 complex (Ea=0.10 eV). Pristine oligomeric material is fusible and can be used to improve the mechanical properties of the polymeric material.
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Koßmehl, G., Bischoff, R. & Betz, G. Polyarylenealkenylenes and Polyheteroarylenealkenylenes XVIII. Polycondensation of 5-Methylfuran-2-carbaldehyde— An Easy Route to Electrically Conductive Materials. Polym J 26, 179–185 (1994). https://doi.org/10.1295/polymj.26.179
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DOI: https://doi.org/10.1295/polymj.26.179