Journal of Polymer Science Part A: Polymer Chemistry, Vol.55, No.7, 1183-1188, 2017
Palladium on Carbon-Catalyzed Direct C-H Arylation Polycondensation of 3,4-Ethylenedioxythiophene with Various Dibromoarenes
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 -conjugated alternating copolymer of EDOT-fluorene (M-n=89,300, M-w/M-n=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. (c) 2016 Wiley Periodicals, Inc.