1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology
By Baranov, Denis S.; Uvarov, Mikhail N.; Glebov, Evgeni M.; Nevostruev, Danil A.; Kazantsev, Maxim S.; Mostovich, Evgeny A.; Fadeev, Dmitry S.; Antonova, Olga V.; Utkin, Dmitriy E.; Kuchinskaya, Polina A.; Sukhikh, Aleksandr S.; Gromilov, Sergey A.; Kulik, Leonid V.
Published in Dyes and Pigments
2018
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%).
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