New Conjugated Molecules with Two and Three Dithienyldiketopyrrolopyrrole (DPP) Moieties Substituted at meta Positions of Benzene toward p- and n-Type Organic Photovoltaic Materials

Authors

  • Chenmin Yu,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Dr. Chang He,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Yang Yang,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Zhengxu Cai,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Hewei Luo,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Wenqiang Li,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Dr. Qian Peng,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Dr. Guanxin Zhang,

    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
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  • Dr. Zitong Liu,

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
    • Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693===

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  • Prof. Deqing Zhang

    Corresponding author
    1. Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693
    • Beijing National Laboratory for Molecular Sciences, Organic Solids Laboratory, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190 (P.R. China), Fax: (+86) 10-62562693===

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Abstract

Two conjugated molecules, TADPP3 and TADPP2-TT, are reported, in which three and two dithienyldiketopyrrolopyrrole (DPP) moieties, respectively, are substituted at the meta positions of benzene. Based on cyclic voltammetry and absorption data, TADPP3 and TADPP2-TT possess similar HOMO and LUMO energies of about −5.2 and −3.4 eV, respectively. Thin films of TADPP3 and TADPP2-TT exhibit p-type semiconducting behavior with hole mobilities of 2.36×10−3 and 3.76×10−4 cm2 V−1 s−1 after thermal annealing. Molecules TADPP3 and TADPP2-TT were utilized as p-type photovoltaic materials to fabricate organic solar cells after blending with phenyl C71 butyric acid methyl ester (PC71BM) and phenyl C61 butyric acid methyl ester (PC61BM). The relatively low JSC and fill factor values can be attributed to poor film morphologies based on AFM and XRD studies. A solar cell with a thin film of TADPP3 with PC71BM in a weight ratio of 1:2 exhibits a high open-circuit voltage (VOC) of 0.99 V and a power conversion efficiency (PCE) of 2.47 %. Interestingly, TADPP3 can also be employed as an n-type photovoltaic material. The blended thin film of TADPP3 with P3HT in a weight ratio of 1:2 gave a high VOC of 1.11 V and a PCE of 1.08 % after thermal annealing.

Abstract

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