Aggregation-Induced Fluorescence of Carbazole and o-Carborane Based Organic Fluorophore

Autor: Jiemin Jiao, Jia-Xin Kang, Yanna Ma, Qianyi Zhao, Huizhen Li, Jie Zhang, Xuenian Chen
Jazyk: angličtina
Rok vydání: 2019
Předmět:
Zdroj: Frontiers in Chemistry, Vol 7 (2019)
Druh dokumentu: article
ISSN: 2296-2646
DOI: 10.3389/fchem.2019.00768
Popis: Carbazole based fluorophores 9-butyl-3,6-bis-(phenylethynyl)-9H-carbazole (1) and 9-butyl-3,6-bis-(2-phenyl-o-carborane)-9H-carbazole (2) were synthesized via Sonogashira type cross-coupling reaction and followed by insertion with decaborane. Compound 1 exhibited far more intense fluorescence than 2 in THF solution, while in solid state 2 exerted stronger fluorescence than 1. The fluorescence quenching behavior of 2 in THF solution could be attributed to the intramolecular charge transfer of donor-acceptor system in 2, which was confirmed by electrochemical experiments and DFT calculations. The fluorescence enhancement of 2 in solid state can be ascribed to aggregational induced packing which was evidenced by crystallographic study. In addition, compound 2 showed typical aggregation induced emission (AIE) behavior.
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