Journal
SMALL
Volume 15, Issue 45, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/smll.201903270
Keywords
information encryption; intersystem crossing; intramolecular hydrogen bonding; pyrimidine; room-temperature phosphorescence
Categories
Funding
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Key Research Program of Frontier Science, CAS [QYZDJ-SSW-SLH033]
- National Natural Science Foundation of China [21521061, 51672271, 21805281, 21773246, 21875252, 21671190]
- Natural Science Foundation of Fujian Province [2006L2005]
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Metal-free ultralong organic phosphorescence (UOP) materials have attracted significant attention owing to their anomalous photophysical properties and potential applications in various fields. Here, three pyrimidine-based organic luminogens, 9-(pyrimidin-2-yl)-9H-carbazole, 9-(4,6-dimethylpyrimidin-2-yl)-9H-carbazole, and 9-(5-bromopyrimidin-2-yl)-9H-carbazole are designed and synthesized, which show efficient yellow UOP with the longest lifetimes up to 1.37 s and the highest absolute phosphorescence quantum yields up to 23.6% under ambient conditions. Theoretical calculations, crystal structures, and photophysical properties of these compounds reveal that intramolecular hydrogen bonding, intermolecular pi-pi interactions, and intermolecular electronic coupling are responsible for forming dimers and generating highly efficient UOP. Their efficacy as solid materials for data encryption is demonstrated.
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