N-Triazinyl Derivatives of 1-and 9-aminoanthracene: Synthesis and Photo-Physical Properties

作者:Prichystalova Hana; Almonasy Numan*; Nepras Milos; Bures Filip; Dvorak Miroslav; Michl Martin; Cermak Jiri; Burgert Ladislav
来源:Journal of Fluorescence, 2013, 23(3): 425-437.
DOI:10.1007/s10895-013-1156-3

摘要

New N-triazinyl derivatives were synthesized by reaction of cyanuric chloride with 1- and 9-aminoanthracenes and subsequent nucleophilic substitution of chlorine atoms on triazinyl ring with methoxy and/or phenylamino groups. The compounds were characterized by H-1 and C-13 NMR and mass spectra. The influence of the chemical structure and solvent polarity on the UV/Vis absorption and fluorescence spectra and fluorescence quantum yields were investigated. Semi-empirical computations revealed highly polar CT states in singlet excited state manifold connected with charge-transfer from the hydrocarbon moiety to the triazinyl ring. The relationships between the CT-to-emitting state energy gap, solvent polarity and fluorescence quantum yield were discussed.

  • 出版日期2013-5