Citation: Hui-Xue LI, Xiao-Feng WANG, Yuan-Cheng ZHU, Kun YUAN, Ling-Ling LV, Zhi-Feng LI. Theoretical Insights into the Substituent Effects on the Fluorescence of Boron Complexes of 2-(Benzothiazol-2-yl)phenols: a Quantum Mechanics Study[J]. Chinese Journal of Structural Chemistry, ;2020, 39(2): 243-254. doi: 10.14102/j.cnki.0254–5861.2011–2448 shu

Theoretical Insights into the Substituent Effects on the Fluorescence of Boron Complexes of 2-(Benzothiazol-2-yl)phenols: a Quantum Mechanics Study

School of Chemical Engineering and Technology, Tianshui Normal University, Tianshui 741001, China

Corresponding author: Zhi-Feng LI, li_hx2001@126.com
Received Date: 8 May 2019
Accepted Date: 5 September 2019

Fund Project: the Natural Science Foundation of China 21463023the Project of the Beijing National Laboratory for Molecular Sciences BNLMS20160155the Research Funding of Gansu Provincial Department of Education 2016B-072the Key Project of Tianshui Normal University TSA1501

Figures(4)

The performance of organic fluorescent materials can be improved by chemical substitutions with auxochrome groups such as amino to increase solubility, alter emitting color, or modify film quality. The complex 6, 6-difluoro-6-bora-5-oxa-11-thia-6a-aza-benzo[a]fluorine (BOBTP) and its derivatives, which possess excellent luminescent property at room temperature, were theoretically simulated by density functional theory. The geometries of the ground state and the first excited state of BOBTPs complexes were investigated and their bond parameters were obtained. Further, these bond parameters are compared with each other, and the computational wavelengths of maximum absorption and emission of studied complexes match up with the experimental values. It was found that amino substituent bonding to appropriate positions of BOBTP can reduce the reorganization energy significantly, which is ascribed to electron-donating effect of the amino group. The reorganization energy also plays an important role in the fluorescence quantum yield of all the BOBTPs. In particular, the radiative decay of complexes 3 and 4 is dominant due to the smaller reorganization energies, so their fluorescence quantum yield is almost 1, on the contrary the non-radiative decay and intersystem crossing rate of both the 1 and 2 can not be ignored for the larger reorganization energies, and the corresponding fluorescence quantum yields were calculated when the radiative decay rate (k_r) and nonradiative decay rate (k_nr) were taken into account.
- theoretical study,
- fluorescence spectrum,
- BOBTPs,
- substituent effects
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