4.7 Article

Realize efficient organic afterglow from simple halogenated acridan derivatives

Journal

CHEMICAL ENGINEERING JOURNAL
Volume 419, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.cej.2021.129598

Keywords

RTP; Acridan derivatives; Halogen effect; Intermolecular interaction

Funding

  1. National Natural Science Foundation of China [51903159, 91833304, 51803127]
  2. Shenzhen Science and Technology Program [KQTD20170330110107046, JCYJ20190808120419167]
  3. China Postdoctoral Science Foundation [2019M663065]
  4. Natural Science Foundation of Shenzhen University [2019001]
  5. Foundation for Basic and Applied Research of Guangdong Province [2019A1515110915]

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This study presents a twisted donor-acceptor (D-A) system by simple conjugation of acridan and aryl halide to construct efficient and ultralong room-temperature phosphorescence (RTP) luminogens, demonstrating high phosphorescence quantum efficiency and long lifetime. This offers rare examples of efficient and long-lived phosphors based on acridan building block, shedding light on the inherent photophysical mechanism of RTP materials and paving a way to design highly promising RTP luminogens.
Organic molecules with persistent room-temperature phosphorescence (RTP) have attracted considerable attention due to their broad applications, but typically suffered from low emission intensity and short lifetime. In this contribution, a twisted donor-acceptor (D-A) system by simple conjugation of acridan and aryl halide is proposed to construct efficient and ultralong RTP luminogens. The photophysical measurements and theoretical predictions demonstrate the halogenation renders simultaneous realization of large spin-orbital coupling (SOC), small energy gap between singlet/triplet excited states, and restrained non-radiative decay channel, which benefit for RTP properties. Correspondingly, the acridan derivatives realized phosphorescence quantum efficiency up to 3.2% with lifetime up to 372 ms in its crystalline state, and also exhibited distinct afterglow in heavily grinded samples. To demonstrate the potential applications, these materials were furtherly explored in information encryption and fingerprint identification. This study not only provides rare examples of efficient and long-lived phosphors based on acridan building block, but also sheds light on the inherent photophysical mechanism of RTP materials and paves a way to design highly promising RTP luminogens with a simplified structure.

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