Palladium on carbon‐catalyzed direct C—H arylation polycondensation of 3,4‐ethylenedioxythiophene with various dibromoarenes |
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Authors: | Yoshihisa Kojima Shotaro Hayashi Toshio Koizumi |
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Institution: | Department of Applied Chemistry, National Defense Academy, Kanagawa, Japan |
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Abstract: | We have demonstrated a direct arylation polycondensation of 3,4‐ethylenedioxythiophene with 2,7‐dibromo‐9,9‐dioctylfluorene using palladium on carbon (Pd/C) as a catalyst. Pd/C is a low‐cost solid‐supported palladium catalyst, giving one of the effective catalytic systems for direct arylation. The Pd/C‐catalyzed direct arylation polycondensation with acetic acid/potassium carbonate in N,N‐dimethylacetamide furnished a high molecular weight π‐conjugated alternating copolymer of EDOT‐fluorene (Mn = 89,300, Mw/Mn = 3.27) in high yield. The polycondensation of EDOT with various dibromoarenes was also achieved, giving EDOT‐carbazole, EDOT‐dialylamine, and EDOT‐bithiophene polymers. Optical and electrochemical properties of the polymers were also discussed. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 55, 1183–1188 |
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Keywords: | π ‐conjugated polymers direct arylation polycondensation palladium polymerization semiconductors |
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