Effect of electron-donating/withdrawing substituents on the fluorescence of aniline containing fluorescein Schiff base derivatives

被引:9
|
作者
Xu, Jinxia [1 ]
Yan, Fanyong [1 ]
Sun, Xiaodong [1 ]
Wang, Zhaoxu [2 ,3 ]
机构
[1] Tianjin Polytech Univ, Sch Chem & Chem Engn, Natl Ctr Int Joint Res Separat Membranes, State Key Lab Separat Membranes & Membrane Proc, Tianjin 300387, Peoples R China
[2] Hunan Univ Sci & Technol, Key Lab Theoret Organ Chem & Funct Mol, Minist Educ, Xiangtan 411201, Peoples R China
[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Lab Controllable Preparat & Funct Applicat Fine P, Xiangtan 411201, Peoples R China
基金
中国国家自然科学基金;
关键词
Fluorescein; Schiff base; Aniline; Electron-donating substituent; Electron-withdrawing substituent; Copper ion; OFF-ON; CARBON DOTS; SELECTIVE DETECTION; AQUEOUS-SOLUTION; QUANTUM YIELDS; CU2+; CHEMOSENSOR; COPPER; RHODAMINE; SENSOR;
D O I
10.1016/j.jphotochem.2019.111938
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two Schiff bases fluorescence sensors (FP1 and FP2) based on fluorescein-monoaldehyde derivatives were designed, synthesized and characterized. The effect of electron-donating and electron-withdrawing substituents on fluorescence of fluorescein was investigated. Through the calculation of the frontier orbital, it is proved that when the probe coexists with Cu2+, the complex system is more stable and easier to form. The FP1 was used as effective fluorescent contrast agent for determining Cu2+ from 0 to 55 mu M with the limit of detection of 0.23 mu M in several real water samples, sensing membranes and intracellular imaging.
引用
收藏
页数:8
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