π-Extended perylene diimide double-heterohelicenes as ambipolar organic semiconductors for broadband circularly polarized light detection

Li Zhang, Inho Song, Jaeyong Ahn, Myeonggeun Han, Mathieu Linares, Mathieu Surin, Hui-Jun Zhang, Joon Hak Oh () and Jianbin Lin ()
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Li Zhang: Xiamen University
Inho Song: Seoul National University
Jaeyong Ahn: Seoul National University
Myeonggeun Han: Pohang University of Science and Technology (POSTECH)
Mathieu Linares: Linköping University
Mathieu Surin: University of Mons – UMONS
Hui-Jun Zhang: Xiamen University
Joon Hak Oh: Seoul National University
Jianbin Lin: Xiamen University

Nature Communications, 2021, vol. 12, issue 1, 1-9

Abstract: Abstract Despite great challenges, the development of new molecular structures with multiple and even conflicting characteristics are eagerly pursued for exploring advanced applications. To develop high-performance chiral organic semiconducting molecules, a distorted π-system is required for strong coupling with circularly polarized light (CPL), whereas planar π-stacking systems are necessary for high charge-carrier mobility. To address this dilemma, in this work, we introduce a skeleton merging approach through distortion of a perylene diimide (PDI) core with four fused heteroaromatics to form an ortho-π-extended PDI double-[7]heterohelicene. PDI double helicene inherits a high dissymmetry factor from the helicene skeleton, and the extended π-planar system concurrently maintains a high level of charge transport properties. In addition, ortho-π-extension of the PDI skeleton brings about near-infrared (NIR) light absorption and ambipolar charge transport abilities, endowing the corresponding organic phototransistors with high photoresponsivity of 450 and 120 mA W−1 in p- and n-type modes respectively, along with a high external quantum efficiency (89%) under NIR light irradiations. Remarkably, these multiple characteristics enable high-performance broadband CPL detections up to NIR spectral region with chiral organic semiconductors.

Date: 2021
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DOI: 10.1038/s41467-020-20390-y

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