Journal
CCS CHEMISTRY
Volume 4, Issue 11, Pages 3540-3548Publisher
CHINESE CHEMICAL SOC
DOI: 10.31635/ccschem.021.202101509
Keywords
chiral macrocycle; thermally activated delayed fluorescence; circularly polarized luminescence; organic light-emitting diode
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Funding
- National Natural Science Foundation of China [21971235, 91956119, 22122111, 92056109]
- Beijing National Laboratory for Molecular Sciences [BNLMS-CXXM-202105]
- Youth Innovation Promotion Association CAS [2019034]
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An efficient strategy for constructing chiral macrocycles with both TADF and CPEL properties was developed. The macrocycles exhibited aggregation-induced emission and high photoluminescence quantum yields, and were suitable for the preparation of high-performance circularly polarized organic light-emitting diodes.
An efficient strategy for constructing chiral macrocycles with both thermally activated delayed fluorescence (TADF) and highly efficient circularly polarized electroluminescence (CPEL) properties was developed. Consequently, a pair of macrocyclic enantiomers (+)-(R,R)-MC and (-)-(S,S)-MC was synthesized by a combination of chiral octahydro-binaphthol moiety with triazine-based TADF skeleton. The chiral macrocycles exhibited obvious TADF properties with a low Delta E-ST of 0.067 eV, aggregation-induced emission behaviors, and high photoluminescence quantum yields of up to 79.7%. Moreover, the macrocyclic enantiomers showed mirror images in circular dichroism spectra and circularly polarized luminescence signals. Especially, the chiralmacrocycleswere suitable for the preparation of solution-processed circularly polarized organic light-emitting diodes, which displayed excellent device performances with a highmaximum external quantum efficiency of up to 17.1%, low-efficiency roll-off of 3.5% at 1000 cdm(-2), andintenseCPELalong with electroluminescence dissymmetry factor of 1.7 x 10(-3).
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