Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 341, Issue -, Pages 20-30Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2017.03.024
Keywords
Zn2+; Bispyridine; Ratiometric; Fluorescence probe; One-photon absorption; Two-photon absorption
Categories
Funding
- Natural Science Foundation of China [21473071, 21173099, 20973078, 11504130, 11404041]
- Major State Basis Research Development Program [2013CB 834801]
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In this work, a series of bipyridine core D(A')-pi-A-pi-D(A') type two-photon absorption (TPA) fluorescence probe molecules for recognition of Zn2+ have been studied by the density functional theory (DFT) and time dependent-DFT (TD-DFT). Furthermore, the TPA properties of these novel chromophores are explored by using DALTON program. The results of our study show that these probe molecules have the obvious TPA in the range of 600-672 nm. After combining with Zn2+, the fluorescence spectra red shift and the TPA cross-section (delta) increase for most probes. These studied molecule probes, except for molecule T-8 and T-9, possess the potential to become excellent TP fluorescence imaging agents for rapid detection of Zn2+. More importantly, this work presents structure modification strategies for increasing two-photon response. The analysis of the relationship between structure and properties indicates that, the substitutions on the 5,5' site are more favorable to obtain larger B and longer emission wavelength than the modification on 4,4' site and 6,6' site, and the increase of electron -donating ability of end group is benefit to the red-shift of spectra and the increase of delta value. These substitutions and modifications do not affect the ability of probes to bind Zn2+. We hope this detailed study can provide help for the design and synthesis of new Zn2+ fluorescent probes. 2017 Elsevier B.V. All rights reserved.
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