Abstract
A new hydroxypyrene-based sensor 1 was designed and synthesized as a Zn 2+ selective colorimetric and fluorescent chemosensor. This chemosensor showed a new UV-vis absorption peak (λ max = 498 nm) with Zn 2+, which can be attributed to an internal charge transfer (ICT) mechanism. In addition, Zn 2+ induced a highly selective "turn-on" fluorescence enhancement at long wavelength (λ max = 588 nm) in a buffered system. A significant fluorescence enhancement was observed upon the addition of Zn 2+. The combination of two phenol groups on the pyrene and phenyl moieties as well as a conjugated hydrazone group can generate a binding pocket for Zn 2+. These results also demonstrate that 1-hydroxypyrene-2-carboaldehyde can be a unique platform to introduce various ligands for the colorimetric and fluorescent recognition of metal ions.
| Original language | English |
|---|---|
| Pages (from-to) | 176-179 |
| Number of pages | 4 |
| Journal | Dyes and Pigments |
| Volume | 96 |
| Issue number | 1 |
| DOIs | |
| State | Published - Jan 2013 |
Bibliographical note
Funding Information:This work was supported by the New & Renewable Energy Technology Development Program of the Korea Institute of Energy Technology Evaluation and Planning (KETEP) grant funded by the Korea government Ministry of Knowledge Economy (No. 2011T100100637 ) and WCU program ( R31-2008-000-10010-0 ). This work was also supported by the Ewha Global Top5 Grant 2011 of Ewha Womans University. Mass spectral data were obtained from the Korea Basic Science Institute (Daegu) on a Jeol JMS 700 high resolution mass spectrometer.
Keywords
- Fluorescent probe
- Fluorescent sensor
- Internal charge transfer
- Off-On sensor
- Pyrene
- Zinc ion sensor