摘要/Abstract
将功能化的1,8-萘二甲酰亚胺衍生物与羟基萘甲醛缩合,合成了一种新颖的传感器分子2-羟基-1-奈甲醛缩N-(4-氨基苯基)-1,8-奈二甲酰胺席夫碱(H1).通过核磁共振氢谱,碳谱和高分辨质谱等方法对H1进行了表征.测定了H1在二甲基亚砜(DMSO)/H2O(V∶V=7∶3)溶液中的荧光光谱,其最大荧光发射波长为496 nm.H1的溶液在365 nm紫外灯照射下显示黄绿色荧光.H1对Fe3+具有荧光-比色双通道检测能力.当在H1的DMSO/H2O溶液中分别加入Fe3+,Ag+,Ca2+,Ba2+,Co2+,Ni2+,Cd2+,Pb2+,Zn2+,Cu2+,Mg2+和Hg2+等阳离子时,只有Fe3+的加入使H1的荧光猝灭并且溶液颜色褪色.抗干扰实验结果表明,这一识别过程不受其它阳离子干扰.H1对Fe3+具有较高的检测灵敏度,对Fe3+的荧光光谱最低检测限和紫外-可见吸收光谱最低检测限分别为3.04×10-8和2.71×10-6 mol·L-1.最后,制备了基于H1的检测试纸,该试纸可以方便快捷地检测水中的Fe3+.
关键词: 萘二甲酰亚胺衍生物, 席夫碱, 传感器分子, 荧光-比色双通道识别, Fe3+
A novel sensor molecule 2-hydroxyl-1-naldehyde-N-(4-aminophenyl)-1,8-naphthalimide (H1) based on functionalized naphthalimide Schiff Base derivative was synthesized. H1 was characterized by 1H NMR, 13C NMR and HRMS. Furthermore, its fluorescence properties were studied in dimethyl sulfoxide (DMSO)/H2O (V:V=7:3) solutions. Its maximum emission wavelength was 496 nm. The solution of H1 has yellow-green fluorescence under the UV lamp (365 nm). H1 showed fluorescence-colorimetric dual channel identification ability for Fe3+. With the addition of various metal ions into the H1 solution, only Fe3+ caused the fluorescence of the H1 quenching and the color disappeared. Other cations such as Ag+, Ca2+, Ba2+, Co2+, Ni2+, Cd2+, Pb2+, Zn2+, Cu2+, Mg2+ and Hg2+ could not induce similar response. The results of anti-disturbance experiment demonstrated that other cations can not interfere in the detection of Fe3+. H1 has good sensitivity for Fe3+, the fluorescence and UV-Vis detection limits of the H1 for Fe3+ are 3.04×10-8 and 2.71×10-6 mol·L-1, respectively. Finally, the test strips based on the H1 were prepared, which could conveniently and efficiently detect Fe3+ in water.
Key words: naphthalimide derivative, Schiff base, sensor molecule, fluorescence-colorimetric dual channel identification, Fe3+
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