Al^(3＋)可视化水溶性分子荧光探针的合成及其作用研究  

Synthesis and Characterization of a Visualization and Water-Soluble Fluorescent Probe for Al^(3+)

作　　者：马拓 张瑾 刘龙珠 贺云[1] 张尊听[1] 

机构地区：[1]教育部药用资源与天然药物化学重点实验室西北濒危药材资源开发国家工程实验室陕西师范大学化学化工学院,西安710062

出　　处：《有机化学》2014年第9期1780-1785,共6页Chinese Journal of Organic Chemistry

基　　金：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~~

摘　　要：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.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0.073μmol/L,并且L2能够可视化检测Al3+.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 AI3＋. 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＋.

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 

分 类 号：O621.3[理学—有机化学] O657.3[理学—化学]