Spiro-Configured Dibenzosuberenes as Deep-Blue Emitters for Organic Light-Emitting Diodes with CIEy of 0.04

Deep blue electroluminescence is highly required for organic light-emitting diode (OLED) technology. However, designing fluorophores displaying adequate CIE coordinates and particularly a low CIEy is far from an easy task. We report in this work the synthesis, the physico-chemical properties and the application in OLED of deep blue emitters constructed on the dibenzosuberene (DBS) molecular fragment. Three emitters, SPA-DBS, SIA-DBS and SQPTZ-DBS, have been constructed following a similar molecular design strategy that is the spiro connection of an electron rich unit, namely N-phenylacridine (PA), indoloacridine (IA) or quinolinophenothiazine (QPTZ) to the DBS core. The PA, IA and QPTZ fragments are known to be efficient hole injecters due to their strong electron-rich character. Through a structure/properties relationship study, the group of Prof Cyril Poriel (Institut des Sciences Chimiques de Rennes- UMR 6226, Rennes) reports the electrochemical, photophysical and thermal behaviours of these three emitters.

The resulting organic materials display similar LUMO levels lying at ca -2.30 eV and different HOMO levels driven by the donor unit comprised between -5.22 and -5.48 eV. The spiro-configuration allows maintaining high Tg and Td in accordance with OLED application. SPA-DBS displays a deep-blue emission with CIE of (0.16, 0.04), reaching an EQE of ca 1% and possessing a very low CIEy coordinate of 0.04. This CIEy coordinate fits the NSTC, ITU and EBU standards. This work not only reports a deep blue emitter for OLED but also shed light on interesting properties displayed by the DBS fragment, such as its low LUMO energy level, ca -2.3 eV, which is significantly decreased compared to its counterpart fluorene. This particularity can be advantageously used in further designs to favour the electron injection in electronic devices.

Corresponding Author:

Cyril Poriel received his PhD in 2003 from the University of Rennes 1. After a postdoctoral stay at the University of Exeter (UK), he joined the CNRS (Institut des Sciences Chimiques de Rennes) in 2005, where he is currently CNRS Research Director. His main research interest deals with the design of π-conjugated architectures for Organic Electronics. He is author/co-author of more than 120 publications, reviews and book chapters.

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