Electron-Rich 4-Substituted Spirobifluorenes: Toward a New Family of High Triplet Energy Host Materials for High-Efficiency Green and Sky Blue Phosphorescent OLEDs

Cassandre Quinton; Sébastien Thiery; Olivier Jeannin; Denis Tondelier; Bernard Geffroy; Emmanuel Jacques; Joëlle Rault-Berthelot; Cyril Poriel

Electron-Rich 4-Substituted Spirobifluorenes: Toward a New Family of High Triplet Energy Host Materials for High-Efficiency Green and Sky Blue Phosphorescent OLEDs

Cassandre Quinton ¹ Sébastien Thiery ¹ Olivier Jeannin ¹ Denis Tondelier ² Bernard Geffroy ^{2, 3} Emmanuel Jacques ⁴ Joëlle Rault-Berthelot ¹ Cyril Poriel ¹

1 ISCR - Institut des Sciences Chimiques de Rennes

2 LPICM - Laboratoire de physique des interfaces et des couches minces [Palaiseau]

3 LICSEN - Laboratoire Innovation en Chimie des Surfaces et NanoSciences

NIMBE UMR 3685 - Nanosciences et Innovation pour les Matériaux, la Biomédecine et l'Energie (ex SIS2M)

4 IETR - Institut d'Electronique et de Télécommunications de Rennes

Abstract : We report herein a detailed structure-properties relationship study of the first examples of electron-rich 4-substituted spirobifluorenes for organic electronic applications, namely, 4-phenyl-N-carbazole-spirobifluorene (4-PhCz-SBF) and 4-(3,4,5-trimethoxyphenyl)-spirobifluorene (4-Ph(OMe)-SBF). The incorporation of the electron-rich moieties in the ortho position of the biphenyl linkage (position C4) induces unique properties, very different from those previously described in the literature for this family of semiconductors. Both dyes can be readily synthesized, possess high triplet energies and excellent thermal stability, and their HOMO energy levels are highly increased compared to those of other 4-substituted SBFs. We also provide in this work the first rationalization of the peculiar fluorescence of 4-substituted SBFs. Finally, the present dyes have been successfully incorporated as host in green and blue phosphorescent organic light-emitting diodes with high performance either for the green (EQE of 20.2%) or the blue color (EQE of 9.6%). These performances are, to the best of our knowledge, among the highest reported to date for 4-substituted SBF derivatives.

Keywords : host materials 4-substituted spirobifluorene blue phosphorescent organic light-emitting diode conjugation disruption organic electronics organic semiconductors

Document type :

Journal articles

Domain :

Chemical Sciences / Material chemistry

Chemical Sciences / Organic chemistry

Complete list of metadatas

Cited literature [3 references] Display Hide Download

https://hal-univ-rennes1.archives-ouvertes.fr/hal-01475815
Contributor : Laurent Jonchère <>
Submitted on : Tuesday, July 4, 2017 - 11:51:56 AM
Last modification on : Friday, July 19, 2019 - 1:23:16 PM
Long-term archiving on : Thursday, December 14, 2017 - 10:16:40 PM

Electron-Rich 4-Substituted Spirobifluorenes: Toward a New Family of High Triplet Energy Host Materials for High-Efficiency Green and Sky Blue Phosphorescent OLEDs

Files

Identifiers

Collections

Citation

Export

Metrics

1321

227

Electron-Rich 4-Substituted Spirobifluorenes: Toward a New Family of High Triplet Energy Host Materials for High-Efficiency Green and Sky Blue Phosphorescent OLEDs

Files

Identifiers

Collections

Citation

Export

Share

Metrics

1321

227