To enhance the usually low-charge carrier mobilities of highly twisted donor-acceptor-type compounds that exhibit thermally activated delayed fluorescence, we designed a rodlike acceptor benzodioxinoquinoxaline. This acceptor and two donor-acceptor-donor derivatives were synthesized via microwave Buchwald-Hartwig cross-coupling reactions with yields of up to 91%. The compounds exhibit three different types of photoluminescence, which is well-explained by quantum chemical calculations.
View Article and Find Full Text PDFTwo donor-acceptor dyes with an -phenylene-linked carbazole electron donor and a benzothiazole-fused boron heterocyclic acceptor were designed, synthesized, and spectroscopically investigated. Due to the steric effects of boron heterocyclic units, the dyes demonstrate different conformations in the crystalline state. The presence of numerous hydrogen-bonding intermolecular interactions and the very weak π-π stacking in the molecular packing results in intense solid-state emission with photoluminescence quantum yields of 40 and 18% for crystals and 50 and 42% for host-based light-emitting layers.
View Article and Find Full Text PDFThe synthesis of four 4-(carbazolyl--benzoyl)-5-CF-1-1,2,3-triazoles with extra groups ((3-methyl)-phenyl-, 4-fluorophenyl-, quinolinyl-, or (3-trifluoromethyl)-phenyl-) in the acceptor fragment has been reported. The effects of substituents with different electron-withdrawing strengths on the thermal, electrochemical, photophysical, and electroluminescence properties of the synthesized compounds are discussed. The results of X-ray analyses and density functional theory (DFT) calculations support unusual molecular packing and electronic properties.
View Article and Find Full Text PDFMotivated to minimize the effects of solid-state solvation and conformation disorder on emission properties of donor-acceptor-type emitters, we developed five new asymmetric multiple donor-acceptor type derivatives of -butyl carbazole and trifluoromethyl benzene exploiting different electron-accepting anchoring groups. Using this design strategy, for a compound containing four di--butyl carbazole units as donors as well as 5-methyl pyrimidine and trifluoromethyl acceptor moieties, small singlet-triplet splitting of 0.03 eV, reverse intersystem crossing rate of 1 × 10 s, and high photoluminescence quantum yield of neat film of 75% were achieved.
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