Al3+可视化水溶性分子荧光探针的合成及其作用研究
收稿日期: 2014-03-08
修回日期: 2014-03-24
网络出版日期: 2014-06-03
基金资助
国家自然科学基金(No. 21372150)、高校基本科研业务费专项资金(No. GK261001095)资助项目.
Synthesis and Characterization of a Visualization and Water-Soluble Fluorescent Probe for Al3+
Received date: 2014-03-08
Revised date: 2014-03-24
Online published: 2014-06-03
Supported by
Project supported by the National Natural Science Foundation of China (No. 21372150), and the Fundamental Research Funds for the Central Universities (No. GK261001095).
设计并合成了3种嘧啶并[1，6-a]苯并咪唑磺化物：4-(2'-羟基苯基)嘧啶并[1，6-a]苯并咪唑-5'-磺酸钠(L1)、4-(2'-羟基苯基)嘧啶并[1，6-a]苯并咪唑-3'，5'，10-三磺酸钠(L2)和4-(2'，4'-二羟基苯基)嘧啶并[1，6-a]苯并咪唑-5'-磺酸钠(L3)，运用质谱和核磁等方法对其结构进行表征. 利运用荧光光谱法考察了L1，L2和L3对Al3+的识别作用，结果表明：在水溶液中L2能与Al3+配合，配合后的荧光光谱强度增强，而加入其它金属离子(Cu2+，Hg2+，K+，Mg2+，Na+，Ni2+，Pb2+，Zn2+，Cr3+，Fe3+)基本没有变化，表明L2对Al3+具有专一的识别性. 通过Job's plot曲线和荧光滴定实验确定L2和Al3+以1：2的比例进行配合，L2对Al3+的检出限为0.073 μmol/L，并且L2能够可视化检测Al3+.
关键词： 配位; 铝离子; 荧光探针; 激发态内分子质子转移; 可视化检测
马拓 , 张瑾 , 刘龙珠 , 贺云 , 张尊听 . Al3+可视化水溶性分子荧光探针的合成及其作用研究[J]. 有机化学, 2014 , 34(9) : 1780 -1785 . DOI: 10.6023/cjoc201405012
In order to improve the water-solubility of 4-(2'-hydroxyphenyl)-pyrimido[1,6-a]benzimidazole and 4-(2'-hydrx- yphenyl-4'-isopropoxy)-pyrimido[1,6-a]benzimidazoles, they were sulfonated in 98% H2SO4. Sodium 4-(2'-hydroxyphenyl)- pyrimido[1,6-a]benzimidazole-5-sulfonate (L1), sodium 4-(2'-hydroxyphenyl)-pyrimido[1,6-a]benzimidazole-3',5',10'-three- sulfonate (L2), sodium 4-(2',4'-dihydroxyphenyl)pyrimido[1,6-a]benzimidazol-5-sulfonate (L3) were obtained and indentified by the method of NMR, IR and MS. Fluorescence spectra of L1, L2 and L3 were detected, and they have the ESIPT effect with a large Stokes shift (175～225 nm). The structures of these compounds could be complex with Al3+, and the fluorescence spectra of Al3+ in L1, L2 and L3 were analyzed. The results showed that L2 exhibited good sensitivity selectivity to Al3+. The fluorescence of L2 was strengthened dramatically in the presence of Al3+. Other metal ions, such as Cu2+, Hg2+, K+, Mg2+, Na+, Ni2+, Pb2+, Zn2+, Cr3+, Fe3+ induced negligible fluorescence strengthening for L2 under the same conditions. When the concentration (0～20 μmol/L) of Al3+ was increased, the fluorescence intensity of L2 (10 μmol/L) was also increased. The Job’s plot and fluorescence titration indicated that the stoichiometry of L2-Al3+ was 1:2 and the detection limit of Al3+ was 0.073 μmol/L. Moreover, L2 was used for the visual detection of Al3+.
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