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Synergistic Intra‐ and Intermolecular Noncovalent Interactions for Ultralong Organic Phosphorescence
Author(s) -
Li XiaoNing,
Yang Mingxue,
Chen XuLin,
Jia JiHui,
Zhao WanWan,
Wu XiaoYuan,
Wang SaSa,
Meng Lingyi,
Lu CanZhong
Publication year - 2019
Publication title -
small
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 3.785
H-Index - 236
eISSN - 1613-6829
pISSN - 1613-6810
DOI - 10.1002/smll.201903270
Subject(s) - intermolecular force , phosphorescence , carbazole , intramolecular force , hydrogen bond , materials science , photochemistry , non covalent interactions , molecule , chemistry , stereochemistry , fluorescence , organic chemistry , physics , quantum mechanics
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)‐9 H ‐carbazole, 9‐(4,6‐dimethylpyrimidin‐2‐yl)‐9 H ‐carbazole, and 9‐(5‐bromopyrimidin‐2‐yl)‐9 H ‐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 π–π 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.