期刊
JOURNAL OF PHYSICAL CHEMISTRY C
卷 125, 期 30, 页码 16792-16802出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jpcc.1c04340
关键词
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资金
- National Natural Science Foundation of China [22071184]
- Zhejiang Provincial Natural Science Foundation of China [LY20B020014]
- Xinmiao Foundation of Zhejiang Province [2020R434058]
This study synthesized four new donor-acceptor pyranone-arylbenzene molecules and found that the TICT state dominates the luminescent properties of certain molecules, while the LE state dominates the others. Furthermore, one polymorph can be transformed into another polymorph by grinding, showing significant contrast in luminescent properties.
The adjustment of the luminescent properties of materials according to different environments has always been a hot topic. Among them, the local excited (LE) state and the twisted intramolecular charge-transfer (TICT) state are important factors that affect the photophysical properties of compounds. Herein, four donor-acceptor pyranone-arylbenzene molecules were synthesized using pyranone (Pr) as the acceptor and phenyl (Ph), naphthalene (Np), anthracene (An), and pyrene (Py) as donors, respectively. The results of experiments and theoretical calculations show that the TICT state dominates the luminescent properties of Pr-Ph and Pr-Np, which results in fluorescence quenching in solution and solid states. However, Pr-An and Pr-Py are dominated by the LE state caused by rigid anthracene and pyrene, and the twisted molecular conformations avoid the strong pi-pi interactions, leading to dual-state emissions. Moreover, Pr-An has two completely different polymorphs, Pr-An-SB and Pr-AnYG, which emit sky-blue and yellow-green fluorescence due to different conformations and stacking arrangements, respectively. Both the polymorphs can be transformed into an amorphous state that emits dark cyan fluorescence upon grinding, revealing high-contrast mechanofluorochromic properties. Furthermore, Pr-An-YG can be converted into more stable Pr-An-SB by solvent fumigation, revealing vapochromic activity. This work provides some useful information for the development of fluorescent materials based on LE and TICT states.
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