Skip to main navigation Skip to search Skip to main content

A novel donor moiety 9,9,9′9′-tetramethyl-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

  • Yuchao Liu
  • , Zheng Yin
  • , Xiangbing Wang
  • , Etienne Baranoff
  • , Di Zhou
  • , Kai Zhang
  • , Zhongjie Ren
  • , Shengyue Wang
  • , Weiguo Zhu
  • , Yafei Wang

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

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 properties and potential for chemical modifications. However, the functionalization of the 2/7-positions of the acridine unit has rarely been explored. In this contribution, the novel donor moiety 9,9,9′9′-tetramethyl-9,9′10,10′-tetrahydro-2,10′-biacridine (BDMAc) was prepared via a one-pot C-H arylation procedure. 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 twisted molecular geometries and small energy gaps between the singlet and triplet excited states. All molecules exhibit TADF properties with emission peaks between 480-600 nm in both solution and solid states, along with a high emission efficiency of 69-89% in the solid state. Solution-processed organic light-emitting diodes (OLEDs) based on these molecules were prepared with 25 wt% dopant concentration. Although the devices showed efficiency roll-off, a promising maximum EQE of ∼23% and a luminance of 7173 cd m-2 were obtained for the BPO-BDMAc-based device. This research demonstrates the potential of this novel acridine group for designing TADF molecules for efficient solution-processable OLEDs.

Original languageEnglish
Pages (from-to)8971-8979
Number of pages9
JournalJournal of Materials Chemistry C
Volume8
Issue number26
DOIs
StatePublished - 14 Jul 2020
Externally publishedYes

Fingerprint

Dive into the research topics of 'A novel donor moiety 9,9,9′9′-tetramethyl-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'. Together they form a unique fingerprint.

Cite this