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

doi:10.1021/acsami.6b14285

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 : A detailed structure-properties relation study is reported of the 1st examples of electron-rich 4-substituted spirobifluorenes for org. electronic applications, namely, 4-phenyl-N-carbazole-spirobifluorene (4-PhCz-SBF) and 4-(3,4,5-trimethoxyphenyl)-spirobifluorene (4-Ph(OMe)3-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. The rationalization of the peculiar fluorescence of 4-substituted SBFs is provided. The present dyes were incorporated as host in green and blue phosphorescent org. 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 the knowledge, among the highest reported to date for 4-substituted SBF derivs.

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Journal articles

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Chemical Sciences / Material chemistry

Chemical Sciences / Organic chemistry

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

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

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