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D-A-D type molecules based on dibenzophosphole-chalcogenides and triphenylamine moieties; effects of chalcogenide atoms on their photochemical properties

  • Iijima, Shunsuke (Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST) ;
  • Hori, Keichi (Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST) ;
  • Nakashima, Takuya (Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST) ;
  • Kawai, Tsuyoshi (Graduate School of Materials Science, Nara Institute of Science and Technology, NAIST)
  • Received : 2014.12.03
  • Accepted : 2014.12.12
  • Published : 2014.12.31

Abstract

3,7-bis(4-(diphenylamino)phenyl)-5-phenyl-5H-benzo[b]phosphinedole 5-sulfide (DBPPS-TPA) and 3,7-bis(4-(diphenylamino)phenyl)-5-phenyl-5H-benzo[b]phosphinedole 5-selenide (DBPPSe-TPA) are newly synthesized D-A-D type molecules based on dibenzophospholes and their physic-chemical properties are studied in comparison with a P=O type compouond, 3,7-bis(4-(diphenylamino)-5-phenyl-5H-benzo[b]phosphinedole 5-oxide (DBPPO-TPA). Fluorescence emission and electrochemical redox properties of these compounds are investigated regarding results of density functional theory (DFT) calculations, X-ray crystallographic structures and UV-vis absorption spectra. These results exhibit systematic variation in optical properties of these compounds having P=O, P=S, and P=Se units. LUMO energy level is systematically modulated with different chalcogenide atoms.

Keywords

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