What is it about?
The interest in organic materials exhibiting thermally activated delayed fluorescence (TADF) significantly increased in recent years owing to their potential application as emitters in highly efficient organic light emitting diodes (OLEDs). Simple modification of the molecular structure of TADF compounds through the selection of different electron-donating or accepting fragments opens great possibilities to tune the emission properties and rates. Here we present the synthesis of a series of novel pyrimidine–carbazole emitters and their photophysical characterization in view of effects of substituents in the pyrimidine ring on their TADF properties. We demonstrate that electron-withdrawing substituents directly connected to the pyrimidine unit have greater impact on the lowering of the energy gap between singlet and triplet states (ΔEST) for efficient TADF as compared to those attached through a phenylene bridge. A modification of the pyrimidine unit with CN, SCH3, and SO2CH3 functional groups at position 2 is shown to enhance the emission yield up to 0.5 with pronounced TADF activity.
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Why is it important?
We have shown that electron-withdrawing substituents connected directly to the pyrimidine unit have a larger impact on TADF efficiency in comparison with those attached through a phenylene bridge. The largest delayed fluorescence quantum yield, ranging from 0.34–0.49, was estimated for compounds with CN, SCH3, and SO2CH3 functional groups at the position 2 of the pyrimidine unit.
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This page is a summary of: Substituent effect on TADF properties of 2-modified 4,6-bis(3,6-di-tert-butyl-9-carbazolyl)-5-methylpyrimidines, Beilstein Journal of Organic Chemistry, May 2022, Beilstein Institut,
DOI: 10.3762/bjoc.18.52.
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