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Aromatic inorganic acid radical

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Abstract

Stable radicals are challenging to prepare due to their intrinsic high reactivity. Herein, three trisphenolamine radicals were readily synthesized and exhibited unexpected thermal/electrochemical stability and semiconductor property. These three nitroxide radicals could be considered as a class of aromatized nitro groups or HNO3 derivatives. The closed-shell nitro-like and open-shell nitroxide resonance structure contribute to their outstanding stability. Furthermore, the tunable ground states, extremely low band gap and p-type charge transport properties were systematically investigated. More importantly, the work presents the concept of aromatic inorganic acid radical (AIAR) and aggregation-induced radical (AIR) mechanism to understand the intrinsic structure-property relationship of these radicals. In addition, we provide a novel strategy for the design of stable and low bandgap radicals for organic electronics, magnetics, spintronics, etc.

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Acknowledgements

This work was supported by the Pearl River S&T Nova Program of Guangzhou (201710010194), the National Natural Science Foundation of China (61574061, 21520102006, 21634004, 51521002, 91633301), and the Foundation of Guangzhou Science and Technology Project (201707020019).

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  1. These authors contributed equally to this work.

Authors and Affiliations

  1. State Key Laboratory of Luminescent Materials and Devices, Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Guangzhou, 510640, China

    Jiawen Zhou, Weiya Zhu, Miao Zeng, Linfeng Lan, Junbiao Peng, Yuan Li, Fei Huang & Yong Cao

  2. Key Laboratory for Organic Electronics and Information Displays & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing University of Posts & Telecommunications, Nanjing, 210023, China

    Qingqing Yang & Ping Li

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  1. Jiawen Zhou
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  2. Weiya Zhu
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  3. Miao Zeng
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  4. Qingqing Yang
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  5. Ping Li
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  6. Linfeng Lan
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  7. Junbiao Peng
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  8. Yuan Li
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  10. Yong Cao
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Corresponding authors

Correspondence to Yuan Li or Fei Huang.

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The authors declare that they have no conflict of interest.

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Zhou, J., Zhu, W., Zeng, M. et al. Aromatic inorganic acid radical. Sci. China Chem. 62, 1656–1665 (2019). https://doi.org/10.1007/s11426-019-9641-2

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  • DOI: https://doi.org/10.1007/s11426-019-9641-2

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