Main/side chains synergistic fluorescent probes for highly selective detection of aniline
JIA Jin-lan1,2, YU Jin-ping3, HE Qing-guo1,2, FU Yan-yan1,2, CHENG Jian-gong1,2
1. Shanghai Institute of Microsystem and Information Technology, Shanghai 200050, China; 2. University of Chinese Academy of Sciences, Beijing 100049, China; 3. ShanghaiTech University, Shanghai 201210, China
Abstract: In consideration of the structural characteristics of aniline molecule,which has both benzene ring and amine group,two kinds of different side-chain modified multi-anchor aldehyde-based fluorescent probes (4A2BNDF and 4A2CzDF) are designed and synthesized by the synergistic modification of backbone and side chains.It is found that the difference in side chains can result in differences in the wavelength of the probe and the position of the HOMO level.The fluorescence of 4A2BNDF and 4A2CzDF quenches by 69% and 47%,respectively and the detection limits are 9.3 μmol·L-1 and 68 μmol·L-1,respectively when the concentration of aniline increases from 0 to 2×10-3 mol·L-1.Moreover,4A2BNDF probe has more excellent selectivity.NMR data indicate that both probes can detect aniline by chemical reaction.The quantitative calculation shows that the difference in sensing performance is due to the difference in the force between the side chain and aniline.The synergistic modification of main/side chain strategy for detecting target substances has guiding value for the design of organic fluorescent probes.
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