Journal
CHINESE JOURNAL OF ORGANIC CHEMISTRY
Volume 39, Issue 5, Pages 1444-1449Publisher
SCIENCE PRESS
DOI: 10.6023/cjoc201901003
Keywords
quinazolinone; difluoroboron complexes; fluorescent dyes; solid state luminescence
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Funding
- National Natural Science Foundation of China [21606116, 51873160]
- Natural Science Foundations of Jiangxi Province [20161BAB213070]
- Department of Education of Jiangxi Province [GJJ170176]
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6-Methoxyquinazolinone-pyridine difluoroboron dyes (BODIQPys) have been synthesized in two simple steps with 2-amino-5-methoxybenzamide and 2-methylpyridines as starting materials. These quinazolinone-based difluoroboron (BF2) complexes exhibited highly efficient green luminescence and remarkable fluorescence in the solid-state with very large Stokes shift (Delta lambda up to 220 tun in MeCN). The introduction of methoxy group at 6-position of BODIQPy caused the red-shifted emission by the enhancement of charge transfer property. The introduction of halogen atom at pyridine moiety of BODIQPy can tune the LUMO levels in regularity while their HOMO levels remain intact.
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