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Abstract:
Here, we report a feasibly prepared chiral donor-acceptor (D-A) binaphthalene imide scaffold with locked conformation, exhibiting significantly improved luminescent performance compared with its open conformation species. The C1-symmetrical chiral imide based on a 1,1 '-binaphthol (BINOL) backbone could be synthesized on the gram scale with only silica column chromatography resolution, which gave a photoluminescence quantum yield (PLQY) of about 6%. Further configuration rigidification by etherification of the BINOL backbone with a series of alkane linkers showed enhanced PLQY of up to 37% and turned on circularly polarized luminescence (CPL). Moreover, the photophysical data and theoretical calculations revealed that the enhanced molecular orbital overlap and spin-orbital coupling of these locked chiral imides led to the activation of the X-ray excited luminescence (XEL) property, which was successfully applied in an X-ray radiography model. This work not only provides a methodology for synthesizing novel chiral D-A scaffolds but also highlights the potential of conformation locking strategy in achieving multifunction luminescence for axially chiral pi-conjugated molecules.
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CHEMISTRY OF MATERIALS
ISSN: 0897-4756
Year: 2024
Issue: 9
Volume: 36
Page: 4806-4812
7 . 2 0 0
JCR@2023
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ESI Highly Cited Papers on the List: 0 Unfold All
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30 Days PV: 1
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