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Synthesis and photovoltaic properties of copolymers based on benzo[1,2-b:4,5-b′]dithiophene and thiophene with electron-withdrawing side chains

Authors

  • Yujuan Nie,

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Bin Zhao,

    Corresponding author
    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
    2. Key Laboratory of Advanced Functional Polymeric Materials of College of Hunan Province, Xiangtan University, Xiangtan 411105, People's Republic of China
    • College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Peng Tang,

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Peng Jiang,

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Zongfang Tian,

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Ping Shen,

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
    2. Key Laboratory of Advanced Functional Polymeric Materials of College of Hunan Province, Xiangtan University, Xiangtan 411105, People's Republic of China
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  • Songting Tan

    1. College of Chemistry and Key Laboratory of Environmentally Friendly Chemistry and Applications of Ministry of Education, Xiangtan University, Xiangtan 411105, People's Republic of China
    2. Key Laboratory of Advanced Functional Polymeric Materials of College of Hunan Province, Xiangtan University, Xiangtan 411105, People's Republic of China
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Abstract

Six alternating conjugated copolymers (PL1PL6) of benzo[1,2-b:4,5-b′]dithiophene (BDT) and thiophene, containing electron-withdrawing oxadiazole (OXD), ester, or alkyl as side chains, were synthesized by Stille coupling reaction. The structures of the polymers were confirmed, and their thermal, optical, electrochemical, and photovoltaic properties were investigated. The introduction of conjugated electron-withdrawing OXD or formate ester side chain benefits to decrease the bandgaps of the polymers and improve the photovoltaic performance due to the low steric hindrance of BDT. Bulk heterojunction polymer solar cells (PSCs) were fabricated based on the blend of the as-synthesized polymers and the fullerene derivative [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) in a 1:2 weight ratio. The maximum power conversion efficiency of 2.06% was obtained for PL5-based PSC under the illumination of AM 1.5, 100 mW/cm2. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011

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