Crystal-State Photochromism and Dual-Mode Mechanochromism of an Organic Molecule with Fluorescence, Room-Temperature Phosphorescence, and Delayed Fluorescence

Lili Huang; Lei Liu; Xianjiang Li; Huan Hu; Mingxing Chen; Qingyuan Yang; Zhiyong Ma; Xinru Jia

doi:10.1002/anie.201908567

Crystal-State Photochromism and Dual-Mode Mechanochromism of an Organic Molecule with Fluorescence, Room-Temperature Phosphorescence, and Delayed Fluorescence

Angew Chem Int Ed Engl. 2019 Nov 11;58(46):16445-16450. doi: 10.1002/anie.201908567. Epub 2019 Sep 26.

Authors

Lili Huang¹, Lei Liu¹, Xianjiang Li², Huan Hu¹, Mingxing Chen³, Qingyuan Yang¹, Zhiyong Ma¹, Xinru Jia³

Affiliations

¹ State Key Laboratory of Organic-Inorganic Composites, College of Chemical Engineering, Beijing University of Chemical Technology, Beijing, 100029, China.
² Food Safety Laboratory, Division of Metrology in Chemistry, National Institute of Metrology, Beijing, 100029, China.
³ Beijing National Laboratory for Molecular Sciences, Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871, China.

PMID: 31486173
DOI: 10.1002/anie.201908567

Abstract

A D-A-D' type pure organic molecule, named ODFRCZ, has unique triple-emission character covering fluorescence, phosphorescence, and delayed fluorescence (DF). The phosphorescence of ODFRCZ has a rather long lifetime of about 350 ms at room temperature. One dimer of ODFRCZ with enhanced parallel molecular packing acts more effectively to prompt ISC processes, which further generates room-temperature phosphorescence (RTP), owing to the larger transition dipole moment and closer energy level between S₁ and T_n . ODFRCZ is a rare example of an organic RTP molecule that shows dual-stimuli responsiveness of dual-mode mechanochromism (fluorescence red-shift and RTP/DF on-off switch) and reversible crystal-state photochromism. This work may broaden the knowledge for stimuli-responsive RTP organic molecules and lay the foundation for their wide-scale applications.

Keywords: dimers; mechanochromism; photochromism; room-temperature phosphorescence.

Abstract

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