期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 134, 期 24, 页码 9956-9966出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja208883h
关键词
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资金
- Natural National Science Foundation of China [21074113, 50873086, 20974028, 20974098]
- Ministry of Science and Technology of China [2009CB623605]
- Research Grants Council of Hong Kong [603509, HKUST2/CRF/10, N_HKUST620/11]
- University Grants Committee of Hong Kong [AoE/P-03/08]
- Cao Guangbiao Foundation of Zhejiang University
It has been difficult to decipher the mechanistic issue whether E/Z isomerization is involved in the aggregation-induced emission (AIE) process of a tetraphenylethene (TPE) derivative, due to the difficulty in the synthesis of its pure E and Z conformers. In this work, pure stereoisomers of a TPE derivative named 1,2-bis{4-[1-(6-phenoxyhexyl)-4-(1,2,3-triazol)yl]phenyl)-1,2-diphenylethene (BPHTATPE) are successfully synthesized. Both isomers show remarkable AIE effect (alpha(AIE) >= 322) and high fluorescence quantum yield in the solid state (Phi(F) 100%). The conformers readily undergo E/Z isomerization upon exposure to a powerful UV light and treatment at a high temperature (>200 degrees C). Such conformational change, however, is not observed under normal fluorescence spectrum measurement conditions, excluding the involvement of the E/Z isomerization in the ALE process of the TPE-based luminogen. The molecules of (E)-BPHTATPE self-organize into ordered one-dimensional nanostructures such as microfibers and nanorods that show obvious optical waveguide effect. BPHTATPE shows rich chromic effects, including mechano-, piezo-, thermo-, vapo-, and chronochromisms. Its emission peak is bathochromically shifted by simple grinding and pressurization and the spectral change is reversed by fuming with a polar solvent, heating at a high temperature, or storing at room temperature for some time. The multiple chromic processes are all associated with changes in the modes of molecular packing.
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