Abstract
Fluorescence “turn-on” diarylethenes (DAEs) have emerged as promising materials for super-resolution fluorescence imaging. However, all visible-light-triggered such fluorescence “turn-on” DAEs are still rare. Herein, with the assistance of DFT and time dependent DFT theoretical calculation, we design and synthesize two visible-light triggered fluorescence “turn-on” molecules, DMAC-BTTO4 and Cz-BTTO4. The introduction of strong electron-donating 9,9-dimethyl-9,10-dihydroacridine (DMAC) and Carbazole (Cz) shifts the absorption edge of the open-isomer of control molecule Ph- BTTO4 to the visible region, thus enabling visible-light-driven cyclization. The closed isomers of DMAC-BTTO4 and Cz-BTTO4 exhibit bright yellow intramolecular charge transfer emission with a fluorescence lifetime on the nanosecond scale. Moreover, the two molecules show excellent thermal stability, fatigue resistance, and photostability. Particularly, only 10% of absorbance intensity reduction was observed for closed Cz- BTTO4 upon continuing irradiation with 405 nm light for 190 min. This work provides visible-light-triggered fluorescence “turn-on” diarylethenes with good photostability for super-resolution fluorescence imaging in biological cells.
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