Articles

Synthesis and Luminescent Properties of 6-Methoxy-quinazolinone-pyridine Difluoroboron Dyes

  • Zhou Jia ,
  • Liu Lu ,
  • Zhong Cheng ,
  • Fu Yang ,
  • Song Zhibin ,
  • Peng Yiyuan
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  • a Key Laboratory of Functional Small Organic Molecules, Ministry of Education, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022;
    b College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072

Received date: 2019-01-03

  Revised date: 2019-02-03

  Online published: 2019-02-22

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21606116, 51873160), the Natural Science Foundations of Jiangxi Province (No. 20161BAB213070) and the Department of Education of Jiangxi Province (No. GJJ170176).

Abstract

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 (Δλ up to 220 nm 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.

Cite this article

Zhou Jia , Liu Lu , Zhong Cheng , Fu Yang , Song Zhibin , Peng Yiyuan . Synthesis and Luminescent Properties of 6-Methoxy-quinazolinone-pyridine Difluoroboron Dyes[J]. Chinese Journal of Organic Chemistry, 2019 , 39(5) : 1444 -1449 . DOI: 10.6023/cjoc201901003

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