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Citation: GAO Bao-Xiang, WANG Ming, CHENG Yan-Xiang, WANG Li-Xiang, JING Xia-Bin, WANG Fo-Song. Synthesis and Properties of Hexaazatriphenylene Derivatives with High Fluorescence Quantum Yields[J]. Chinese Journal of Applied Chemistry, ;2007, 24(4): 365-369. shu

Synthesis and Properties of Hexaazatriphenylene Derivatives with High Fluorescence Quantum Yields

1.
a State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Changchun 130022;
2.
b Graduate School of the Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing

Corresponding author: WANG Li-Xiang,
Received Date: 8 November 2006
Available Online: 28 December 2006
Fund Project: 科技部"九七三"项目(2002CB613X01)资助 (2002CB613X01)

Hexaazatriphenylene derivatives were designed and synthesized by introducing methoxyphenyl or fluorenyl peripheral aryl substituents,and the effect of these aromatic substituents on their optical properties and bandgap were characterized by means of UV-Vis absorption spectroscopy,fluorescence spectroscopy and electrochemical cyclic voltammogram.The introduction of methoxyphenyl or fluorenyl endows significantly enhanced electron-accepting capability,and the LUMO energy level decreases from -3.50 eV of 1a to -3.68 eV of 1b and -3.66 eV of 1c.Meanwhile,both the absorption and the fluorescence spectra have an obvious red shift.The absorption/emission maxima are red-shifted from 413/432 nm of 1a to 460/543 nm of 1b and 479/552 nm of 1c.Furthermore,the introduction of bulky aromatic substituents effectively depresses the fluorescence quenching,and the fluorescence quantum yield increases from 0.23 of 1a to 0.81 of 1b and 0.87 of 1c.
- hexaazatriphenylene,
- fluorescence quantum yield,
- energy level,
- synthesis
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