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Novel Donor Moiety 9,9,9′9′-tetramehtyl-9,9′10,10′-tetrahydro-2,10′-biacridine Via One-Pot C-H Arylation for TADF Emitters and Their Application in Highly Efficient Solution-Processable OLEDs

Abstract

9,10-Dihydroacridine is a very popular donor unit for the construction of thermally activated delayed fluorescence (TADF) molecules due to its good electron-donating property and potential for chemical modifications. However, the functionalization of the 2/7-positions of the acridine unit has been rarely explored. In this contribution, the novel donor moiety 9,9,9′9′-tetramehtyl-9,9′10,10′-tetrahydro-2,10′-biacridine (BDMAc) was prepared via a one-pot C-H arylation procedure. The different acceptor fragments, diphenylsulfone (DPS), benzophenone (BPO) and 1,3,5-triazine (TRZ), were then introduced to synthesize three donor-acceptor molecules: DPS-BDMAc, BPO-BDMAc and TRZ-BDMAc. Single crystal X-ray diffraction and theoretical calculations show that these molecules possess the twisted molecular geometries and small energy gaps between the singlet and triplet excited states. All molecules exhibit TADF properties with the emission peaks between 480-600 nm in both solution and solid states, along with high emission efficiency of 69-89% in solid states. Solution-processed organic light-emitting diodes (OLEDs) based on these molecules were prepared with 25wt% dopant concentration. Although the devices showed the efficiency roll-off, a promising maximum EQE of ~23% and a luminance of 7173 cd m-2 was obtained for the BPO-BDMAc-based device. This research demonstrates the potential of this novel acridine group for the designing TADF molecules for efficient solution-processable OLEDs.

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Supplementary files

Article information


Submitted
09 Apr 2020
Accepted
15 May 2020
First published
18 May 2020

J. Mater. Chem. C, 2020, Accepted Manuscript
Article type
Paper

Novel Donor Moiety 9,9,9′9′-tetramehtyl-9,9′10,10′-tetrahydro-2,10′-biacridine Via One-Pot C-H Arylation for TADF Emitters and Their Application in Highly Efficient Solution-Processable OLEDs

Y. Liu, Z. Yin, X. Wang, D. Zhou, E. D. Baranoff, K. Zhang, Z. Ren, S. Wang, W. Zhu and Y. Wang, J. Mater. Chem. C, 2020, Accepted Manuscript , DOI: 10.1039/D0TC01612H

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