Effects of Cucurbit[n]uril Hosts on Mechanochromic Properties of Divinylanthracene Derivatives

作者：Li, Zhuo; Sun, Dongdong; Han, Xie; Liu, Simin^*

来源：Chemical Journal of Chinese Universities, 2023, 44(10): 20230171.

DOI：10.7503/cjcu20230171

• Mechanochromic luminescence
• 9, 10-Divinylanthracene derivative
• Cucurbit[n]uril
• Host-guest interaction
• pi-pi Interaction

Three 9,10-divinylanthracene derivatives(G1-G3) were designed and synthesized in this work. The host-guest complexation of those derivatives with cucurbit[n]urils(CB[n]s, n=8, 10) host and the effects of host-guest interaction on their mechanochromic luminescent(MCL) properties were studied by means of UV-Vis spectroscopy, fluorescence spectroscopy, nuclear magnetic resonance(NMR) and mass spectrometries. The results showed that CB[8] and CB[10] could form 2:2 and 1:2 inclusion complexes with guest molecules, respectively, with the enhancement of intermolecular pi-pi interaction of included molecules. Compared with free guest molecules, the fluorescence emissions of the host-guest complexes exhibited a significant red-shift(>100 nm) and further red-shift after grinding. The results also showed that the effects of different CB[n]s on the MCL properties of guest molecules differ. This study disclosed the effect of CB[n]-based host-guest interaction on the MCL properties of guest molecules, further providing a new way for the construction of novel MCL materials.