Synthesis and characterization of porphyrin-based D-π-A conjugated polymers for polymer solar cells

Authors

  • Pei Jiang,

    1. State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
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    • Pei Jiang and Shaowei Shi contributed equally to this work.

  • Shaowei Shi,

    1. State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
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    • Pei Jiang and Shaowei Shi contributed equally to this work.

  • Song Chen,

    1. China Textile Academy, Beijing 100025, China
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  • Xiaochen Wang,

    1. State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
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  • Haiqiao Wang,

    Corresponding author
    1. State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
    • Haiqiao Wang, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

      Yongfang Li, Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

      Xiaoyu Li, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

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  • Yongfang Li,

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
    • Haiqiao Wang, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

      Yongfang Li, Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

      Xiaoyu Li, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

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  • Xiaoyu Li

    Corresponding author
    1. State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China
    • Haiqiao Wang, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

      Yongfang Li, Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

      Xiaoyu Li, State Key Laboratory of Organic-Inorganic Composite, Key Laboratory of Carbon Fiber and Functional Polymers, Ministry of Education, Beijing University of Chemical Technology, Beijing 100029, China

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Abstract

Two novel porphyrin-based D-A conjugated copolymers, PFTTQP and PBDTTTQP, consisting of accepting quinoxalino[2,3-b′]porphyrin unit and donating fluorene or benzo[1,2-b:4,5-b′]dithiophene unit, were synthesized, respectively via a Pd-catalyzed Stille-coupling method. The quinoxalino[2,3-b′]porphyrin, an edge-fused porphyrin monomer, was used as a building block of D-A copolymers, rather than the simple porphyrin unit in conventional porphyrin-based photovoltaic polymers reported in literature, to enhance the coplanarity and to extend the π-conjugated system of polymer main chains, and consequently to facilitate the intramolecular charge transfer (ICT). The thermal stability, optical, and electrochemical properties as well as the photovoltaic characteristics of the two polymers were systematically investigated. Both the polymers showed high hole mobility, reaching 4.3 × 10−4 cm2 V−1 s−1 for PFTTQP and 2.0 × 10−4 cm2 V−1 s−1 for PBDTTTQP. Polymer solar cells (PSCs) made from PFTTQP and PBDTTTQP demonstrated power conversion efficiencies (PCEs) of 2.39% and 1.53%, both of which are among the highest PCE values in the PSCs based on porphyrin-based conjugated polymers. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013

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