Direct arylation polymerization toward efficient synthesis of benzo[1,2-c:4,5-c'] dithiophene-4,8-dione based donor-acceptor alternating copolymers for organic optoelectronic applications |
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Authors: | Hassan Bohra Hui Chen Yanfen Peng Amsalu Efrem Feng He Mingfeng Wang |
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Institution: | 1. School of Chemical and Biomedical Engineering, Nanyang Technological University, 62 Nanyang Drive, Singapore, 637459 Singapore;2. Department of Chemistry, Southern University of Science and Technology, 1088 Xueyuan Blvd, Nanshan District, Shenzhen, 518055 China |
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Abstract: | Wide-bandgap π-conjugated donor-acceptor (D-A) alternating copolymers consisting of benzo1,2-c:4,5-c']dithiophene-4,8-dione (BDTD) as the electron-accepting building block have demonstrated outstanding performances in organic bulk heterojunction (BHJ) solar cell devices. But the synthesis of these polymers has been largely limited to conventional polymerization techniques, particularly Stille-coupling based polycondensations, which often involve tedious preactivation of C-H bonds using highly flammable reagents such as butyl lithium and highly toxic reagents such as trialkyl tin chlorides. Herein, we report a “greener” synthetic route of direct arylation polymerization to a series of wide bandgap D-A copolymers with a common acceptor building block of BDTD. The structure–property relationship in these polymers is characterized. We also present the device performances of these polymers in both thin-film field-effect transistors and organic BHJ solar cells involving the BDTD-based polymers as the electron donors and fullerene derivatives as the electron acceptors. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018 , 56, 2554–2564 |
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Keywords: | direct arylation benzo[1 2-c:4 5-c']dithiophene-4 8-dione organic electronics |
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