新型三苯胺类Cu^(2+)荧光探针的合成及性能研究

Synthesis and performance study of novel triphenylamine-based Cu^(2+)fluorescence probes

以4-溴三苯胺为原材料设计合成了一种新型荧光探针N-((4-(二苯胺)-[1,1-联苯基]-4-基)亚甲基)-2-羟基苯甲酰腙(DBYMH),通过核磁氢谱(^(1)H-NMR)、核磁碳谱(^(13)C-NMR)和高分辨质谱(HR-MS)对其结构进行了表征。利用紫外-可见吸收光谱和荧光光谱进行了光学性能研究。结果表明:探针DBYMH在二甲基亚砜(DMSO)-H_(2)O(7∶3,体积比,pH=7.0)体系下,对Cu^(2+)的响应时间只需10s,可实现对Cu^(2+)的高选择性和高灵敏度识别,检测限为1.77×10^(-7)mol/L,远低于我国对饮用水标准中Cu^(2+)的限量要求。通过核磁滴定和DFT计算确定了Cu^(2+)与DBYMH探针分子最可能的识别机制。使用DBYMH实现对实际水样中Cu^(2+)的检测,表明该探针对检测环境中的Cu^(2+)具有良好的应用前景。

A novel fluorescent probe N-((4-(diphenylamino)-[1,1-biphenyl]-4-yl)methylene)-2-hydroxybenzoylhydrazone(DBYMH)was designed and synthesized using 4-bromotrienidine as the raw material.The structure of DBYMH was characterized by ^(1)H-NMR,^(13)C-NMR,and HR-MS.The optical properties were studied using UV visible absorption spectroscopy and fluorescence spectroscopy.The results indicated that the probe DBYMH could achieve high selectivity and sensitivity recognition of Cu^(2+)in the DMSO-H_(2)O(7:3,v/v,pH=7.0)system with a response time of only 10 seconds.The detection limit was 1.77×10^(-7)mol/L,far below the Cu^(2+)limit required by the drinking water standard in China.The most likely recognition mechanism between Cu^(2+)and DBYMH probe molecules was determined through nuclear magnetic titration and DFT calculations.The detection of Cu^(2+)in actual water samples was achieved using DBY MH,indicating that the probe had good application prospects for detecting Cu^(2+)in the environment.