Facile syntheses of dioxythiophene-based conjugated polymers by direct C-H arylation

Haichao Zhao, Ching Yuan Liu, Shyh Chyang Luo, Bo Zhu, Tsai Hui Wang, Hsiu Fu Hsu, Hsiao Hua Yu

Research output: Contribution to journalArticlepeer-review

72 Scopus citations


Various substituted dioxythiophenes bearing 3,4-propylenedioxythiophenes (ProDOT) and 3,4-ethylenedioxythiophene (EDOT) moieties successfully undergo Pd-catalyzed direct C-H arylation to yield π-conjugated polymers. The effects of palladium catalysts, phosphine ligands or additives, and functional groups on this facile polycondensation approach are investigated. Polymers from alkoxy-substituted ProDOT are synthesized with reasonable molecular weight (M n = 6100-9600) and low PDI (1.3-1.9). Four substituted EDOT with alkoxy or protected functional groups also undergo direct C-H arylation polycondensation to yield corresponding polymers. The obtained polydioxythiophenes exhibit UV-vis absorptions ranging from 480 to 590 nm, and these conjugated polymers are electroactive and reversibly switched between the oxidized and neutral states upon applying potentials.

Original languageEnglish
Pages (from-to)7783-7790
Number of pages8
Issue number19
StatePublished - 9 Oct 2012


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