Tricolor Luminescence Switching by Thermal and Mechanical Stimuli in the Crystal Polymorphs of Pyridyl-substituted Fluorene

Chem Asian J. 2019 Jan 4;14(1):216-222. doi: 10.1002/asia.201801476. Epub 2018 Dec 6.

Abstract

Stimuli-responsive organic luminescence-switching materials have attracted much attention for a decade. Most of the reported examples display a reversible two-color luminescence switching, and multicolor-switching materials remain extremely rare. Herein, we report a simple organic molecule, 4,4'-(9,9-dimethyl-9H-fluorene-2,7-diyl)dipyridine (MFDP), which exhibits three different crystal polymorphs (V-MFDP, B-MFDP and G-MFDP) with different luminescent colors. Furthermore, the three crystal polymorphs show a reversible tricolor fluorescent switching from violet to blue and to green upon physical stimuli. The single-crystal structures of the three polymorphs were obtained, and the results indicate that the stimuli-responsive properties of the three polymorphs come from the different stacking modes induced by intermolecular interactions. The competition between weak π-π stacking and weak hydrogen bonding is the main reason for the the phase transformations among the three crystal polymorphs.

Keywords: crystal structure; fluorene; luminescence switching; stimuli-response; π-π stacking.