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现代化工  2019, Vol. 39 Issue (12): 231-236    DOI: 10.16606/j.cnki.issn0253-4320.2019.12.049
  分析测试 本期目录 | 过刊浏览 | 高级检索 |
主侧链协同作用型高选择性苯胺荧光探针
贾金兰1,2, 余金平3, 贺庆国1,2, 付艳艳1,2, 程建功1,2
1. 中国科学院上海微系统与信息技术研究所, 上海 200050;
2. 中国科学院大学, 北京 100049;
3. 上海科技大学, 上海 201210
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
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摘要 针对苯胺分子兼有苯环和胺基的结构特点,通过骨架与侧链协同修饰,设计并合成了2种不同侧链修饰的多锚点醛基荧光探针(4A2BNDF和4A2CzDF)。研究发现,侧链不同时探针的发光波长和HOMO能级位置不同;当苯胺浓度从0增加至2×10-3 mol/L时,4A2BNDF和4A2CzDF 2种探针荧光分别猝灭69%和47%,检测限分别可达9.3、68 μmol/L,且前者具有更优异的选择性。核磁数据表明,二者皆通过化学反应检测苯胺;量化计算表明,传感性能差异的原因在于侧链与苯胺间作用力大小不同。侧链与主链协同修饰检测被分析物的策略对有机荧光探针的设计有指导意义。
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贾金兰
余金平
贺庆国
付艳艳
程建功
关键词:  主侧链协同  苯胺  荧光探针  高选择性  多锚点醛    
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.
Key words:  synergistic effect of main chain and side chain    aniline    fluorescent probe    high selectivity    multi-anchor aldehyde
收稿日期:  2019-03-25      修回日期:  2019-09-28          
TQ594  
基金资助: 国家重点研发计划项目(2017YFC0821100);国家自然科学基金项目(61731016,61771460);中科院青促会项目(2015190)
通讯作者:  贺庆国(1974-),男,博士,研究员,研究方向为荧光化学传感器,通讯联系人,hqg@mail.sim.ac.cn。    E-mail:  hqg@mail.sim.ac.cn
作者简介:  贾金兰(1994-),女,硕士,研究方向为荧光化学传感器,jia_jinlan@163.com
引用本文:    
贾金兰, 余金平, 贺庆国, 付艳艳, 程建功. 主侧链协同作用型高选择性苯胺荧光探针[J]. 现代化工, 2019, 39(12): 231-236.
JIA Jin-lan, YU Jin-ping, HE Qing-guo, FU Yan-yan, CHENG Jian-gong. Main/side chains synergistic fluorescent probes for highly selective detection of aniline. Modern Chemical Industry, 2019, 39(12): 231-236.
链接本文:  
https://www.xdhg.com.cn/CN/10.16606/j.cnki.issn0253-4320.2019.12.049  或          https://www.xdhg.com.cn/CN/Y2019/V39/I12/231
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