Organic Materials (Jul 2020)

Synthesis and Characterization of AIE-Active B–N-Coordinated Phenalene Complexes

  • Yubin Fu,
  • Junzhi Liu,
  • Zhongbin Wu,
  • Jan J. Weigand,
  • Xinliang Feng

DOI
https://doi.org/10.1055/s-0040-1715564
Journal volume & issue
Vol. 02, no. 03
pp. 240 – 247

Abstract

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Abstract Organoboron compounds provide a new line to tune the electronic structures of π-conjugated molecules, which is critical to the development of new organic semiconductor materials. In this work, we demonstrate the synthesis of two novel boron–nitrogen (B−N) coordinated phenalene complexes (BNP-PX and BNP-PA) by employing BN phenalene (BNP) as the acceptor unit and phenoxazine/phenylphenazine groups as the donors. Based on single-crystal X-ray analysis, both BNP-PX and BNP-PA possess highly twisted conformations with the dihedral angles of 76.6 ° and 70.5 °, respectively. The photophysical properties of BNP-PX and BNP-PA are elucidated through UV-vis absorption, fluorescence spectroscopy, and theoretical calculations. In addition, BNP-PX exhibits a large Stokes shift (8,033 cm−1) and excellent aggregated-induced emission behavior. The red organic light-emitting diode device was fabricated based on compound BNP-PX, manifesting its promising application in organic optoelectronic devices.

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