Journal
DYES AND PIGMENTS
Volume 99, Issue 3, Pages 779-786Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2013.06.027
Keywords
Diketopyrrolopyrrole (DPP); Turn on; Fluorescent probe; Zn2+; Photoinduced electron transfer (PET); Intramolecular charge transfer (ICT)
Funding
- National Nature Science Foundation of China [21272069, 20672035]
- Fundamental Research Funds for the Central Universities
- Baihehua Group
- Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
Ask authors/readers for more resources
New turn-on fluorescent probe DPPL2, was rationally designed and synthesized based on the skeleton of diketopyrrolopyrrole (DPP), which presented sensitivity, selectivity for Zn2+ over other metal ions except some disturbance with Cd2+. Particularly, results demonstrated fluorescence enhancement and blue shift of DPPL2 upon Zn2+ binding. This phenomenon was a typical photoinduced electron transfer (PET) and intramolecular charge transfer (ICT) process which was attributed to diminishing the electron of the nitrogen lone pair delocalization on the DPP core upon Zn2+ binding. For comparison, DPPL3 (acylation of nitrogen atom of DPPL2) was synthesized and no fluorescence enhancement was observed, which further indicated that lone pair electrons of nitrogen atoms attached to DPP core were ascribed to PET process. H-1 NMR titrations and DFT calculations also proved that PET and ICT process of system. (C) 2013 Elsevier Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available