Synthesis of Novel Electrically Conductive pi-Conjugated Polymers with Charge Transferred Structure Along the Polymer Chain

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Polymers composed of aromatic structural units show both electrical conductivity, photoluminescence, and non-linear optical behavior owing to the pi-conjugated structure of the main chain. They are basically classified into polymers containing electron rich aromatic rings such as polythiophene and polyselenophene that are doped with oxidant to give electrically conductive materials and those having electron deficient aromatic such as polypyridine and polyquinoxaline that undergo chemical and electrochemical n-doping. The present study aims synthesis and characterization of novel pi-conjugated polymers containing electron rich and electron poor aromatic rings in an alternating fashion as well as utilization of the resulting polymers to electrochemical and optical materials.Ni (0) complex promoted dehalogenative polycondensation of dibromro (pyridylthiophene) gave the corresponding polymer composed of alternating thiophene and pyridine rings in the main chain. Various pi-conjugated polym … More ers containing both electron rich and electron poor aromatic rings were obtained similarly from dihaloaromatic compounds. Introduction of several organic groups as the side chain of the polymers was helpful to increase the solubility or to tune the electronic state of the polymers. Poly (pyridyl) thiophene had unique electrochemical behavior and showed the difference between the oxidation and reduction potentials, which were much larger than expected for common reversible redox. It is attributed to the observation that one electronic oxidation of the thiophene ring in the molecule induce charge transfer in the structural unit to result in a novel electronic state of the structural unit that undergoes reduction at very low potential. The polymer shows the third-order non-linear optical property better than poly (thiophene) and poly (pyridine) owing to a junction of thiophene and pyridine ring in the polymer chain.In summary, I have suceeded in preparation and characterization of novel pi-conjugated polymers containing electron rich and poor aromatic rings alternatingly and found unique elctrochemical and optical properties. Less