Dianthracenylazatrioxa[8]circulene: Synthesis, Characterization and Application in OLEDsShow others and affiliations
2021 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 27, no 45, p. 11609-11617Article in journal (Refereed) Published
Abstract [en]
A soluble, green-blue fluorescent, pi-extended azatrioxa[8]circulene was synthesized by oxidative condensation of a 3,6-dihydroxycarbazole and 1,4-anthraquinone by using benzofuran scaffolding. This is the first circulene to incorporate anthracene within its carbon framework. Solvent-dependent fluorescence and bright green electroluminescence accompanied by excimer emission are the key optical properties of this material. The presence of sliding pi-stacked columns in the single crystal of dianthracenylazatrioxa[8]circulene is found to cause a very high electron-hopping rate, thus making this material a promising n-type organic semiconductor with an electron mobility predicted to be around 2.26 cm(2) V-1 s(-1). The best organic light-emitting diode (OLED) device based on the dianthracenylazatrioxa[8]circulene fluorescent emitter has a brightness of around 16 000 Cd m(-2) and an external quantum efficiency of 3.3 %. Quantum dot-based OLEDs were fabricated by using dianthracenylazatrioxa[8]circulene as a host matrix material.
Place, publisher, year, edition, pages
WILEY-V C H VERLAG GMBH John Wiley & Sons, 2021. Vol. 27, no 45, p. 11609-11617
Keywords [en]
anthracene, circulene, organic light-emitting diodes, polycyclic aromatic hydrocarbons, synthesis
National Category
Condensed Matter Physics
Identifiers
URN: urn:nbn:se:uu:diva-469876DOI: 10.1002/chem.202100090ISI: 000665843400001PubMedID: 33899273OAI: oai:DiVA.org:uu-469876DiVA, id: diva2:1645614
Funder
Swedish Research Council, 2020-04600Swedish Research Council, 2018-059732022-03-182022-03-182024-01-15Bibliographically approved