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1,3,7,9-Tetraazaperylene frameworks: Synthesis, photoluminescence properties, and thin film morphology
Ist Teil von
Dyes and pigments, 2018-03, Vol.150, p.252-260
Ort / Verlag
Elsevier Ltd
Erscheinungsjahr
2018
Link zum Volltext
Quelle
Elsevier ScienceDirect Journals Complete
Beschreibungen/Notizen
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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•1,3,7,9-tetraazaperylenes were synthesized by several simple reactions.•The strong affect alkyl substituent on solid-state luminescence quantum yield.•Possible applications: organic electronics, fluorophores, sensors.