A series of ester-functionalized polythiophenes (P3OETs) with precisely controlled head-to-tail (HT) ratios was synthesized via palladium-catalyzed direct arylation polycondensation (DArP). The ionization potentials and optical bandgaps of P3OETs decreased as their HT ratios increased because of the increased backbone coplanarity and extensive π-electron delocalization. The method of precisely controlling the regioregularity and HT ratio can contribute to the design of new polythiophene derivatives with enhanced electronic functionality.
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This work was supported in part by Grants-in-Aid for JSPS KAKENHI (Grant Nos. JP18H02048 (TY) and JP18J22297 (TM)), the Amano Institute of Technology (TY) and the Iwatani Naoji Foundation (TY). The authors acknowledge the support of the Cooperative Research Program “Network Joint Research Center for Materials and Devices”.
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Menda, T., Mori, T. & Yasuda, T. Regiocontrolled synthesis of ester-functionalized polythiophenes via direct arylation polycondensation. Polym J 53, 403–408 (2021). https://doi.org/10.1038/s41428-020-00421-7