摘要/Abstract
设计并合成一种具有席夫碱结构的新型荧光增强型探针7-(二丁基氨基)-2'-[(2-羟基苯亚甲基)氨基]-3-甲基-1-苯基-1H-螺[色烯并[2,3-c]吡唑-4,1'-异吲哚啉]-3'-酮(SCPz-S),通过1H NMR、13C NMR及高分辨质谱(HRMS)对其结构进行了表征.利用紫外-可见光谱和荧光光谱考察探针SCPz-S的离子识别性能,研究发现探针SCPz-S在THF/H2O(V:V=1930:50,5 mmol/L Tris-HCl,pH=7.4)中对CN-具有比色和荧光上的双重响应.加入CN-后,探针SCPz-S的体系会由无色变为淡黄色,在575 nm荧光增强1060倍.探针SCPz-S拥有良好的抗干扰能力和很广的pH适用范围(pH=3~12).探针对CN-的检出限达到1.121×10-8 mol/L,并对其识别机理进行了研究.
关键词: 螺[色烯并[2,3-c]吡唑-4,1'-异吲哚啉], 荧光, 比色, CN-, 席夫碱, 去质子化
A novel fluorescent "turn-on" probe 7-(dibutylamino)-2'-((2-hydroxybenzylidene)amino)-3-methyl-1-phenyl-1H-spiro[chromeno[2,3-c]pyrazole-4,1'-isoindolin]-3'-one (SCPz-S) with Schiff base structure was designed and synthesized, and characterized by 1H NMR, 13C NMR and high resolution mass spectrometry (HRMS). The UV-Vis and fluorescence spectra were used to investigate the ions recognition capability of probe SCPz-S. It was excavated that the probe SCPz-S has a dual colorimetric and fluorescence response to CN- in THF/H2O (V:V=1930:50, 5 mmol/L Tris-HCl, pH=7.4). After adding CN-, the system of probe SCPz-S will change from colorless to yellow, and fluorescence enhance 1060-fold at 575 nm. The sensor SCPz-S also has good anti-interference ability and a wide pH range from 3 to 12 applicable. Its LOD for CN- is 1.121×10-8 mol/L, and the recognition mechanism has been investigated.
Key words: spiro[chromene[2,3-c]pyrazole-4,1'-isoindoline], fluorescence, colorimetric, CN-, Schiff base, deprotonation
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