Benzo[1,2-b:4,5-b']dithiophene as a weak donor component for push-pull materials displaying thermally activated delayed fluorescence or room temperature phosphorescence

Tom Cardeynaels, Simon Paredis, Andrew Danos, Dirk Vanderzande, Andrew P. Monkman, Benoît Champagne, Wouter Maes

Research output: Contribution to journalArticlepeer-review

Abstract

In the search for high-performance donor-acceptor type organic compounds displaying thermally activated delayed fluorescence (TADF), triisopropylsilyl-protected benzo[1,2-b:4,5-b']dithiophene (BDT-TIPS) is presented as a novel donor component in combination with two known acceptors: dimethyl-9H-thioxanthenedioxide (TXO2) and dibenzo[a,c]phenazinedicarbonitrile (CNQxP). For a broader comparison, the same acceptors are also combined with the well-studied 9,9-dimethyl-9,10-dihydroacridine (DMAC) donor. Optimized BDT-TIPS-containing structures show calculated dihedral angles of around 50° and well-separated highest occupied and lowest unoccupied molecular orbitals, although varying singlet-triplet energy gaps are observed experimentally. By changing the acceptor moiety and the resulting ordering of excited states, room temperature phosphorescence (RTP) attributed to localized BDT-TIPS emission is observed for TXO2-BDT-TIPS, whereas CNQxP-BDT-TIPS affords a combination of TADF and triplet-triplet annihilation (TTA) delayed emission. In contrast, strong and pure TADF is well-known for TXO2-DMAC, whereas CNQxP-DMAC shows a mixture of TADF and TTA at very long timescales. Overall, BDT-TIPS represents an alternative low-strength donor component for push-pull type TADF emitters that is also able to induce RTP properties.

Original languageEnglish
Article number109022
JournalDyes and pigments
Volume186
DOIs
Publication statusPublished - Feb 2021

Keywords

  • Benzo[1,2-b:4,5-b']dithiophene
  • Organic light-emitting diodes
  • Photophysical and quantum-chemical characterizations
  • Room temperature phosphorescence
  • Thermally activated delayed fluorescence

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