Photochemical afterglow of single organic molecules with wide‐range tunable lifetime

Author:

Pei Yuetian1ORCID,Fan Yiwei1ORCID,Liu Yawei2,Sun Kuangshi2,Feng Wei2,Liu Qian2,Li Fuyou1234ORCID

Affiliation:

1. Academy for Engineering and Technology Fudan University Shanghai China

2. State Key Laboratory of Molecular Engineering of Polymers Department of Chemistry Fudan University Shanghai China

3. Institute of Translational Medicine Shanghai Jiao Tong University and Yiwu Research Institute Fudan University Shanghai, Yiwu China

4. School of Chemistry and Chemical Engineering Shanghai Jiao Tong University Shanghai China

Abstract

AbstractBackgroundPhotochemical afterglow that relies on slow release of photons from the chemical energy stored by light pre‐irradiation has emerged as a new optical imaging modality. However, conventional photochemical afterglow systems are considerably dependent on the interaction between multiple functional molecules, such as the afterglow initiator, the substrate, and the emitter. Therefore, these isolated functional molecules for afterglow luminescence have to be embedded in a nanoparticle with a confined space for many applications, which may suffer from problems like reproducibility and dye leakage.AimHerein, we developed an “All‐in‐one” strategy that integrated all functional units for afterglow luminescence into one molecule to achieve photochemical afterglow of single organic small molecules.Material & MethodsTriphenylamine and its derivatives contained single organic molecule were synthesized as “All‐in‐one” molecules, and underwent photochemical reactions triggered by singlet oxygen. We investigated the effect of substituents on the afterglow luminescence of the “All‐in‐one” molecules. Experimental measurements and theoretical calculations were performed to exhibit the wide‐range tunable lifetimes and to reveal the involving mechanisms.ResultsBy tailoring the electron‐withdrawing ability of substituents, the afterglow lifetime of the “All‐in‐one” molecules can be conveniently tuned in a wide range from 28.6 s to 50.9 min. Moreover, the “All‐in‐one” afterglow materials were used to make smart printable security inks for optical multiplexing.Discussion & ConclusionSuch “All‐in‐one” afterglow molecules successfully achieved bright afterglow with wide‐range tunable lifetimes by the regulation of molecular structure according to the effect of substituents. This work provided a novel strategy to convert traditional fluorescent dyes into afterglow materials of single organic molecules and showed its great potential in multiple information encryption and advanced biological.

Funder

China Postdoctoral Science Foundation

National Natural Science Foundation of China

Ministry of Science and Technology of the People's Republic of China

Publisher

Wiley

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