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  • 1.
    Zhang, Wan
    et al.
    Nanjing Forestry University, China ; Beijing Institute of Graphic Communication, China.
    Wang, Qi
    Nanjing Forestry University, China.
    Feng, Xing
    Beijing Institute of Graphic Communication, China.
    Yang, Li
    RISE - Research Institutes of Sweden, Bioeconomy. Beijing Institute of Graphic Communication, China.
    Wu, Youke
    Beijing Institute of Graphic Communication, China.
    Wei, Xianfu
    Nanjing Forestry University, China ; Beijing Institute of Graphic Communication, China.
    Anthracene-based derivatives: Synthesis, photophysical properties and electrochemical properties2017In: Chemical Research in Chinese Universities, ISSN 1005-9040, E-ISSN 2210-3171, Vol. 33, no 4, p. 603-610Article in journal (Refereed)
    Abstract [en]

    A series of anthracene-based derivatives, namely, 9-(4-phenyl)anthracene(1), 9-(4-phenylethynyl)-anthracene(2) and 9, 10-bis(phenylethynyl)anthracene(3), was synthesized by the Suzuki/Sonogashira cross-coupling reactions in good yields. These compounds were fully characterized by X-ray crystallography, thermogravimetric analysis(TGA), differential scanning calorimetry(DSC), UV-Vis absorption and fluorescence(FL) spectroscopy, as well as density functional theory(DFT) calculations. Single-crystal X-ray analysis revealed that the packing structures were influenced by the terminal substitutions. All the compounds exhibited high thermal stability(Td=221—484 °C) and blue emission with a high quantum yield(Ωf =0.20—0.75). As the number of substituents increased, the decomposition temperatures(Td) of these compounds increased in the following order: 1<2<3. Experiments on the photophysical properties revealed that different substituents strongly affected the optical properties. In particular, compound 1b with the electron-withdrawing group(—CHO) exhibited a larger Stokes shift(113 nm) than the other compounds. Investigation of the electrochemical properties of these compounds showed that the HOMO-LUMO energy gaps(Egap) decreased obviously as the degree of conjugation increased.

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