Synthesis and Characterization of 9,9-diethyl-1-phenyl-1,9-dihydrofluoreno[2,3-d]imidazole-ended Fluorophores

A series of π-conjugated compounds ending with 9,9-diethyl-1-phenyl-1,9-dihydrofluoreno[2,3- d ]imidazole were conveniently synthesized by condensation of the key intermediate 9,9-diethyl-N 2 -phenyl-9H-fluorene-2,3-diamine with the corresponding symmetric aryl phthalaldehydes under very mild condit...

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Bibliographic Details
Published in:Journal of Wuhan University of Technology. Materials science edition 2023-12, Vol.38 (6), p.1484-1488
Main Authors: Li, Saijun, Wang, Tianqi, Tan, Qitao, Lin, Haixia, Cui, Yongmei
Format: Article
Language:English
Subjects:
Chemical compounds
Chemistry and Materials Science
Diamines
Fluorescence
Imidazole
Materials Science
NMR
Nuclear magnetic resonance
Organic Materials
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Summary:A series of π-conjugated compounds ending with 9,9-diethyl-1-phenyl-1,9-dihydrofluoreno[2,3- d ]imidazole were conveniently synthesized by condensation of the key intermediate 9,9-diethyl-N 2 -phenyl-9H-fluorene-2,3-diamine with the corresponding symmetric aryl phthalaldehydes under very mild conditions. The structures of these compounds were confirmed by 1 H NMR, 13 C NMR, and HRMS. Their UV-Vis spectroscopy data, fluorescent spectroscopy data, and further details of the electronic properties from cyclic voltammetry measurements and theoretical calculations were studied. Most compounds possess good fluorescence-emitting ability with quantum yield of fluorescence values in the region of 0.36–0.92 and display emission within 449–513 nm depending on the molecular nature.
ISSN:1000-2413
1993-0437
DOI:10.1007/s11595-023-2845-7