吗啉基修饰的新型香豆素Fe^(3+)荧光探针化合物的合成及其性能  

Synthesis and Properties of A Novel Coumarin-based Fe^(3+) Fluorescent Probe Modified by Morpholin

作　　者：蒋祺骅 刘钢[1] 张震[1] 孙小强[1] 席海涛[1] JIANG Qi-hua LIU Gang ZHANG Zhen SUN Xiao-qiang XI Hai-tao(Institute of Petrochemical Technology, Changzhou University, Changzhou 213164, China)

机构地区：[1]常州大学石油化工学院,江苏常州213164

出　　处：《合成化学》2017年第1期37-41,共5页Chinese Journal of Synthetic Chemistry

摘　　要：间苯二酚与乙酰乙酸乙酯经亲核取代反应制得7-羟基-4-甲基香豆素(1);1与碘甲烷在乙醚中反应制得7-甲氧基-4-甲基香豆素(2);2与N-溴代丁二酰亚胺在四氯化碳中经2步反应制得3-溴-4(溴甲基)-7-甲氧基香豆素(4);4在四氢呋喃溶剂中与吗啉反应合成了一种新型的基于香豆素的荧光探针化合物——3-溴-7-甲氧基-4-(吗啉代)-2H-吡喃-2-酮(5),其结构经~1H NMR,^(13)C NMR和MS表征。光学性能和金属离子识别性能研究结果表明:5的激发波长为340.15 nm,发射波长为408.35 nm;5对Fe^(3+)有良好的识别作用,在1.0×10-5mol·L^(-1)~9.0×10^(-5)mol·L^(-1)可定量检测Fe^(3+)含量。7-Hydroxy-4-methyl coumarin（1） was prepared by nucleophilic substitution reaction of resorcinol with ethyl acetoacetate.7-Methoxy-4-methyl-coumarin（2） was synthesized by reaction of 1 with methyl iodide.3-Bromo-4-（bromomethyl）-7-methoxy-coumarin（4） was prepared by two-step reaction of 2 with N-bromosuccinimide in CCl4.A novel coumarin-based fluorescent probe,3-bromo-7-methoxy-4-（morpholino）-2H-pyran-2-one（5）,was synthesized by reaction of 4 with morpholine.The structure was characterized by ^1H NMR,^13C NMR and MS.The optical properties of 5 were investigated.The results showed the λexwas 340.15 nm and λemwas 408.35 nm.A study of the identification effect of 5 for different cations was carried out.The result showed that 5 exhibited good selectivity for Fe^3＋ at 1.0×10^-5mol·L^-1-9.0×10^-5mol·L^-1.

关 键 词：香豆素 吗啉 荧光探针 合成 离子识别 

分 类 号：O621[理学—有机化学] O626[理学—化学]