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Synthesis, crystal structure, and application of an acenaphtho[1,2-k] fluoranthene diimide derivative

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  • Special Issue Organic Photovoltaics
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Abstract

Organic electron acceptor materials play an important role in organic electronics. Recently, many organic electron acceptors have been developed, in which aromatic fused-imides have proved to be a promising family of excellent electron acceptors. We report the first synthesis of a novel aromatic fused-imide, acenaphtho[1, 2-k]fluoranthene diimide derivative (AFI), using lithium-halogen exchange and Diels-Alder reactions. The construction of a large conjugated plane and the introduction of electron-withdrawing imide groups endow AFI with a low lowest unoccupied molecular orbital (LUMO) level of −3.80 eV. AFI exhibits a regular molecular arrangement and strong π-π interactions in the single-crystal structure, which indicates its potential application in organic electronic devices. Solar cell devices that were fabricated using AFI as the electron acceptor and P3HT as the electron donor achieved an energy conversion efficiency of 0.33%.

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Authors and Affiliations

  1. College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China

    Lin Ding, Chiyuan Yang & Jian Pei

  2. College of Chemistry, Northeast Normal University, Changchun, 130024, China

    Lin Ding & Zhongmin Su

Authors
  1. Lin Ding
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  2. Chiyuan Yang
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  3. Zhongmin Su
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  4. Jian Pei
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Correspondence to Zhongmin Su or Jian Pei.

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Ding, L., Yang, C., Su, Z. et al. Synthesis, crystal structure, and application of an acenaphtho[1,2-k] fluoranthene diimide derivative. Sci. China Chem. 58, 364–369 (2015). https://doi.org/10.1007/s11426-014-5282-9

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  • DOI: https://doi.org/10.1007/s11426-014-5282-9

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