Science China Chemistry

, Volume 60, Issue 5, pp 607–613 | Cite as

A luminescence molecular switch via modulation of PET and ICT processes in DCM system

  • Jinfeng Yang
  • Meng Li
  • Lihua Kang
  • Weihong ZhuEmail author


A novel versatile dicyanomethylene-4H-pyran (DCM) based derivative bearing ferrocenyl group (DCM-N-Fc) is designed as modulator to construct “off-on” logic operation. The optical properties of DCM-N-Fc are characterized by absorption and steady-state fluorescence technique, showing that the fluorescence from DCM chromophore via intramolecular charge transfer (ICT) is strongly quenched by photoinduced electron transfer (PET) process from ferrocene moiety. In contrast with the references (DCM-N and DCM-Fc), the fluorescence of DCM-N-Fc can be triggered by oxidizing ferrocenyl unit either chemically or electrochemically, exhibiting a characteristic emission modulation at around 610 nm with an electrofluorochromic behavior. Furthermore, the free energy and the fluorescence lifetime in the PET path verify the thermodynamic feasibility. Cyclic voltammetry, absorption spectroscopy, time-resolved fluorescence as well as DFT calculation have been used to elaborate the manipulation via both PET and ICT processes.


dicyanomethylene-4H-pyran luminescence redox switch ferrocene 


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This work was supported by the National Key Research and Development Program (2016YFA0200300), the National Natural Science Foundation of China for Distinguished Young Scholars (21325625) and Key Project (21636002), Natural Science Foundation of China (1607044), Oriental Scholarship, Fundamental Research Funds for the Central Universities (WJ1416005, 2016 MS108), Science and Technology Commission of Shanghai Municipality (15XD1501400).

Supplementary material

11426_2016_500_MOESM1_ESM.docx (551 kb)
A luminescence molecular switch via modulation of PET and ICT processes in DCM system


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Copyright information

© Science China Press and Springer-Verlag Berlin Heidelberg 2017

Authors and Affiliations

  • Jinfeng Yang
    • 1
    • 2
  • Meng Li
    • 3
  • Lihua Kang
    • 2
  • Weihong Zhu
    • 1
    Email author
  1. 1.Shanghai Key Laboratory of Functional Materials Chemistry; Key Laboratory for Advanced Materials and Institute of Fine Chemicals; School of Chemistry and Molecular EngineeringEast China University of Science and TechnologyShanghaiChina
  2. 2.Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan; College of Chemistry and Chemical EngineeringShihezi UniversityShiheziChina
  3. 3.School of Environmental Science and EngineeringNorth China Electric Power UniversityBaodingChina

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