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香豆素希夫碱的合成及其金属离子识别性能
引用本文:汪凌云,叶德成,曹德榕.香豆素希夫碱的合成及其金属离子识别性能[J].华南理工大学学报(自然科学版),2012,40(5):46-51.
作者姓名:汪凌云  叶德成  曹德榕
作者单位:华南理工大学化学与化工学院,广东广州,510640
基金项目:国家自然科学基金资助项目
摘    要:3-氨基香豆素及其衍生物是一类很有研究价值的化合物.文中以2,4-二羟基苯甲醛和N-乙酰甘氨酸为原料,通过Perkin反应合成3-氨基-7-羟基香豆素,分别与两种芳香醛基化合物3-醛基-7-N,N二乙基氨基香豆素和2,4-二羟基苯甲醛经缩合反应合成了2种新型的香豆素希夫碱化合物(4a和4b),并采用傅里叶红外光谱、核磁共振谱、紫外-可见光谱和荧光光谱等方法对化合物的结构、光物理性能和金属离子识别性能进行了表征.结果表明:4a和4b具有较弱的荧光;4a对Ni2+具有较好的选择性识别作用,有可能用作Ni2+比色探针.

关 键 词:香豆素  合成  Perkin反应  希夫碱

Synthesis of Coumarin-Schiff Base Compounds and Metal Ion Recognition Performances of the Products
Wang Ling-yun , Ye De-cheng , Cao De-rong.Synthesis of Coumarin-Schiff Base Compounds and Metal Ion Recognition Performances of the Products[J].Journal of South China University of Technology(Natural Science Edition),2012,40(5):46-51.
Authors:Wang Ling-yun  Ye De-cheng  Cao De-rong
Institution:Wang Ling-yun Ye De-cheng Cao De-rong(School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou 510640,Guangdong,China)
Abstract:3-aminocoumarin and its derivatives are of great research value.In this paper,first,3-amino-7-hydroxycoumarin(1) was synthesized via a Perkin reaction,with 2,4-dihydroxybenzaldehyde and N-acetylglycine as the materials.Then,two kinds of coumarin-Schiff base compounds(4a and 4b) were prepared via the condensation of compound 1 respectively with 7-diethylaminocoumarin-3-aldehyde and 2,4-dihydroxybenzaldehyde.Finally,the structures,photo-physical properties and metal ion recognition performances of 4a and 4b were characterized by means of FT-IR,NMR,UV-Vis and fluorescence spectroscopy.The results indicate that both 4a and 4b show weak fluorescence emission,and that 4a can be used as a potential Ni2+ colorimetric chemosensor due to its high-efficiency selective recognition of Ni2+.
Keywords:coumarin  synthesis  Perkin reaction  Schiff base
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