Beilstein Journal of Organic Chemistry (Sep 2023)

Organic thermally activated delayed fluorescence material with strained benzoguanidine donor

  • Alexander C. Brannan,
  • Elvie F. P. Beaumont,
  • Nguyen Le Phuoc,
  • George F. S. Whitehead,
  • Mikko Linnolahti,
  • Alexander S. Romanov

DOI
https://doi.org/10.3762/bjoc.19.95
Journal volume & issue
Vol. 19, no. 1
pp. 1289 – 1298

Abstract

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Organic thermally activated delayed fluorescence (TADF) materials have been widely investigated due to their impressive electronic properties and applied potential for the third generation of organic light-emitting diodes (OLED). We present organic TADF material (4BGIPN) based on the strained benzoguanidine donor and compare it with the benchmark carbazole-based material (4CzIPN). Extended π-conjugation in 4BGIPN material results in yellow-green luminescence at 512 nm with a fast radiative rate of 5.5 × 10−5 s−1 and a photoluminescence quantum yield of 46% in methylcyclohexane solution. Such a nitrogen-rich 4BGIPN material has a significantly stabilized highest occupied molecular orbital (HOMO) at −6.4 eV while the lowest unoccupied molecular orbital (LUMO) at −4.0 eV, indicating potential suitability for application as the electron transport layer or TADF class III emitter in OLEDs.

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