Opposite ESIPT characteristic of two AIE-active isomers with different linkage sites |
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Authors: | Yujie Dong Junjie Shen Weijun Li Ruiyang Zhao Yuyu Pan Qingbao Song Cheng Zhang |
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Institution: | 1. State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, PR China;2. College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao, 266042, PR China;3. School of Petrochemical Engineering, Shenyang University of Technology, 30 Guanghua Street, Liaoyang, 111003, PR China |
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Abstract: | In this work, we report two isomers composed of 1-phenyl-1H-phenanthro9,10-d]imidazole (PI), hydroxyl and tetraphenylethylene (TPE), abbreviated as m-PITPE and p-PITPE. It is found that they exhibit similar aggregation-induced emission (AIE) behavior but totally different excited-state intramolecular proton transfer (ESIPT) characteristic, as a result of the different linkage sites of PI on TPE moiety. Theoretical calculations and their different experimental responses to F? demonstrate that only the para-linkage isomer displays ESIPT. In m-PITPE with meta-linkage, the electron cloud distribution only locates at the TPE part in the singlet excited (S1) states, which results in the localized excited state without ESIPT characteristic. |
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Keywords: | ESIPT AIE Tetraphenylethylene Isomer |
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