Red organic light-emitting radical adducts of carbazole and tris(2,4,6-trichlorotriphenyl)methyl radical that exhibit high thermal stability and electrochemical amphotericity

J Org Chem. 2007 Sep 28;72(20):7523-32. doi: 10.1021/jo0708846. Epub 2007 Sep 7.

Abstract

Synthesis and characterization of new carbazolyl derivatives with a pendant stable radical of the TTM (tris-2,4,6-trichlorophenylmethyl radical) series are reported. The EPR spectra, electrochemical properties, absorption spectra, and luminescent properties of these radical adducts have been studied. All of them show electrochemical amphotericity being reduced and oxidized to their corresponding stable charged species. The luminescence properties of them cover the red spectral band of the emission. The luminescence of the electron-rich carbazole adducts shows the donor-acceptor nature of the excited state. On the other hand, the EPR parameters of these radical adducts show an imperceptible variation with the substituents in the carbazole.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbazoles / chemical synthesis
  • Carbazoles / chemistry*
  • Chlorobenzenes / chemical synthesis
  • Chlorobenzenes / chemistry*
  • Drug Stability
  • Electrochemistry
  • Electron Spin Resonance Spectroscopy
  • Free Radicals / chemistry
  • Spectrometry, Fluorescence
  • Spectrophotometry, Ultraviolet
  • Terphenyl Compounds / chemical synthesis
  • Terphenyl Compounds / chemistry*

Substances

  • Carbazoles
  • Chlorobenzenes
  • Free Radicals
  • Terphenyl Compounds
  • trichlorobenzene