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选择性响应Cu~(2+)、Ag~+及阴离子的菲咯啉-水杨醛荧光探针
引用本文:李俊,赵远会,牟兰,曾晞,张建新,卫钢.选择性响应Cu~(2+)、Ag~+及阴离子的菲咯啉-水杨醛荧光探针[J].无机化学学报,2014,30(8):1855-1862.
作者姓名:李俊  赵远会  牟兰  曾晞  张建新  卫钢
作者单位:1. 贵州省大环化学及超分子化学重点实验室;贵州大学化学与化工学院,贵阳 550025
2. 中国科学院贵州省天然产物化学重点实验室,贵阳,550002
3. 澳大利亚联邦科学与工业研究组织,材料科学与工程分部,悉尼2070,澳大利亚
基金项目:国家自然科学基金项目(No.21165006);教育部“春晖计划”项目(No.Z2011033,Z2012053);贵州省国际合作项目(No.20137002);国家重大科学仪器设备开发专项项目(No.2011YQ120035)资助基金。
摘    要:在乙酸酐中用2,9-二甲基-1,10-菲咯啉与水杨醛缩合反应得到2,2′-(1E,1′E)-2,2′-(1,10-菲咯啉-2,9-二基)双(乙烯-2,1-二基)双(2,1-亚苯基)二乙酸酯(探针1);再将其进一步水解得到2,2′-(1E,1′E)-2,2′-(1,10-菲咯啉-2,9-二基)双(乙烯-2,1-二基)二苯酚(探针2)。经1H NMR、13C NMR、IR、MS表征,探针化合物为大共轭结构,发光性能良好。两种探针分别表现出对Cu2+、Ag+不同的荧光猝灭作用,探针2还能识别阴离子F-和AcO-,具有双功能离子检测性能。光谱滴定、等温滴定量热及质谱等测定了配合物组成、作用常数及热力学参数,探针与金属离子的配合为放热反应,作用比为2∶1。

关 键 词:2  9-二甲基-1  10-菲咯啉  水杨醛  荧光探针  阳/阴离子
收稿时间:1/4/2014 12:00:00 AM
修稿时间:2014/4/18 0:00:00

Fluorescent Probes of Phenanthroline-Salicylicaldehyde for Cu2+, Ag+ and Anions
LI Jun,ZHAO Yuan-Hui,MU Lan,ZENG Xi,ZHANG Jian-Xin and WEI Gang.Fluorescent Probes of Phenanthroline-Salicylicaldehyde for Cu2+, Ag+ and Anions[J].Chinese Journal of Inorganic Chemistry,2014,30(8):1855-1862.
Authors:LI Jun  ZHAO Yuan-Hui  MU Lan  ZENG Xi  ZHANG Jian-Xin and WEI Gang
Institution:Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province;School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025, China;Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province;School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025, China;Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province;School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025, China;Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province;School of Chemistry and Chemical engineering, Guizhou University, Guiyang 550025, China;Key Laboratory of Chemistry for Natural Products of Guizhou Province andChinese Academy of Sciences, Guiyang 550002, China;CSIRO Materials Science and Engineering, PO Box 218, Sydney 2070, Australia
Abstract:2,2'-(1E,1'E)-2,2'-(1,10-phenanthroline-2,9-diyl)bis(ethene-2,1-diyl)bis(2,1-phenylene) diacetate (probe 1) was synthesized by condensation reaction in acetic anhydride from 2,9-dimethyl-1,10-phenanthroline and salicylic aldehyde, then hydrolyzed to yield 2,2'-(1E,1'E)-2,2'-(1,10-phenanthroline-2,9-diyl)bis(ethene-2,1-diyl)diphenol (probe 2). The molecular structure of large conjugated were characterized by 1H NMR, 13C NMR, IR and MS. Excellent luminescent properties of probes 1 and 2 showed that different fluorescence quenching effect for Cu2+ and Ag+. Probe 2 with a dual-function ion recognition performance exhibited for F- and AcO- anions. The complexes composition, stability constants, thermodynamic parameters and complexation model were evaluated using spectral titration, isothermal titration calorimetry and mass spectrometry. The complexation of probes and metal ions with 2:1 molar ratio were exothermic reaction.
Keywords:2  9-dimethyl-1  10-phenanthroline  salicylic aldehyde  fluorescent probe  cationic/anionic
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