摘要
设计合成了新型的席夫碱探针2-羟基-1-萘甲醛缩-2-吡啶甲酰腙(L),通过红外、质谱、核磁氢谱和碳谱,对其结构予以了表征。利用紫外-可见吸收光谱研究了探针分子L对不同阴离子(F^-,Cl^-,Br^-,I^-,NO_3^-,CH_3COO^-,HSO_4^-,H_2PO_4^-,ClO_4^-)的识别性能,结果显示在乙腈体系中探针L对F^-具有单一选择性识别作用,可以实现对氟离子的裸眼识别。由Benesi-Hildebrand方程(采用紫外滴定光谱计算)显示,探针L与F^-以1:2的化学计量比稳定结合,二者的结合比为1.37×10~9(mol/L)^(-2),检测限为0.319μmol/L。采用~1H-NM R滴定实验研究了探针分子与氟离子的结合机理,结果表明探针L与氟离子先形成氢键然后发生去质子化过程,分子内电荷转移(ICT)是导致探针分子L和F^-作用后紫外-可见吸收光谱红移及颜色变深的主要原因。
A novel schiff-based colorimetric probe 2-hydroxy-1-naphthyl-aldehyde-2-pyridine acylhydrazone( L) has been designed and synthesized. The structure was characterized by IR,MS,1 HNMR and13 C-NMR. The anion binding ability of the probe L towards different tetrabutylammonium salts( F-,Cl-,Br-,I-,NO3-,CH3 COO-,HSO4-,H2 PO4-,ClO4-) in CH3 CN solution was studied by the naked eye as well as UV-visible spectroscopy. A distinct color change from colorless to yellow was observed in presence of fluoride ion over other anions. The probe L was bound to F-in a 1: 2 stoichiometric manner with the binding constant of 1. 37 × 109( mol/L)-2and the limit of detection was determined to be as low as 0. 319 μmol/L according to Benesi-Hildebrand equation. The recognition mechanism was attributed to the formation of hydrogen bonding and subsequent deprotonation process according to 1 H-NMR titration method. The red shift of the maximum absorption wavelength and color change was mainly attributed to intramolecular charge transfer( ICT) process due to the interaction of L and F-.
作者
李政
景学敏
王树军
肖立伟
卢艳红
彭晓霞
任丽磊
LI Zheng;JING Xue-min;WANG Shu-jun;XIAO Li-wei;LU Yan-hong;PENG Xiao-xia;REN Li-lei(College of Chemistry and Materials Science, Langfang Normal University, Langfang 06500)
出处
《分析试验室》
CAS
CSCD
北大核心
2018年第7期816-820,共5页
Chinese Journal of Analysis Laboratory
基金
国家自然科学基金(51502125)
河北省自然科学基金(B2016408037
B2014408009)
河北省高等学校科研计划(ZD2016046
QN2017129)
廊坊市科技局自筹项目(2017011007)资助
关键词
席夫碱
氟离子
比色探针
合成
识别性能
Schiff-base
Fluorine ion
Colorimetric probe
Synthesis
Recognition performance