1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology

Denis S. Baranov, Mikhail N. Uvarov, Evgeni M. Glebov, Danil A. Nevostruev, Maxim S. Kazantsev, Evgeny A. Mostovich, Dmitry S. Fadeev, Olga V. Antonova, Dmitriy E. Utkin, Polina A. Kuchinskaya, Aleksandr S. Sukhikh, Sergey A. Gromilov, Leonid V. Kulik

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

Annulation of the two pyrimidine rings with anthraquinone through the simple condensation of the 1,5-diiodoanthraquinone with guanidine was employed to build 1,3,7,9-tetraazaperylene framework functionalized by NH2, C=O, aliphatic and alkoxy-groups. The properties of the synthesized 1,3,7,9-tetraazaperylenes were studied by cyclic voltammetry, optical and luminescence spectroscopy and DFT-calculations. Remarkably, the vacuum-deposited thin film of 1,3,7,9-tetraazaperylene functionalized by 2-ethylhexyloxy groups demonstrated photoluminescence quantum yield as high as 55%, which is even higher than that for toluene solution (33%).

Original languageEnglish
Pages (from-to)252-260
Number of pages9
JournalDyes and Pigments
Volume150
DOIs
Publication statusPublished - 1 Mar 2018

Keywords

  • Atomic force microscopy
  • Cyclic voltammetry
  • Optical absorption
  • Photoluminescence lifetime
  • Tetraazaperylenes
  • X-ray diffraction

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