期刊
NEW JOURNAL OF CHEMISTRY
卷 39, 期 1, 页码 659-663出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4nj01492h
关键词
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资金
- National Natural Science Foundation of China [51403060, 51273179]
- National Basic Research Program of China [2011CBA00700]
- International S&T Cooperation Program, China [2012DFA-51210]
- Natural Science Foundation of Zhejiang Province [LQ14B040003]
Three structurally simple 3-aryl-2-cyano acrylamide derivatives, 2-cyano-3-(2-methoxyphenyl)-2-propenamide (1), 2-cyano-3-(3-methoxyphenyl)-2-propenamide (2) and 2-cyano-3-(4-methoxyphenyl)-2-propenamide (3) were synthesized. They exhibited different optical properties due to their distinct face-to-face stacking mode. The as-prepared crystals of 1 exhibited green luminescence and the emission peak did not change after grinding treatment. However, the emission peaks of 2 (Phi(f) = 12%) and 3 (Phi(f) = 16%) exhibited an obvious red-shift upon grinding, and their corresponding quantum yields decreased to 8% and 10%, respectively. Differential scanning calorimetry and powder X-ray diffractometry data indicated that the optical properties of 2 and 3 could be attributed to the transformation from the crystalline phase to the amorphous phase. X-ray crystal structures, infrared spectroscopy and data from fluorescence lifetime experiments further validated the relationship between fluorescence switching, stacking mode and molecular interactions.
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