水溶性1，8-萘酰亚胺衍生物的合成及其对有机溶剂中少量水的识别  

Synthesis of a Water-soluble Naphthalimide Derivative and Its Recognition of Water in Organic Solvents

作　　者：罗佐文[1] 唐瑞仁[1] 陈景文[2] 

机构地区：[1]中南大学化学化工学院,湖南长沙410083 [2]盐城工学院化学与生物工程学院,江苏盐城224003

出　　处：《合成化学》2008年第5期524-528,共5页Chinese Journal of Synthetic Chemistry

基　　金：第39届中国博士后科学基金资助项目(20060390918);江苏省教育厅高等自然科学基金资助项目(06KJB150120)

摘　　要：萘二甲酸酐与2-(2-氨乙基氨基)乙醇在乙醇中反应合成了一种新型水溶性1,8-萘酰亚胺衍生物——N-[2-(2-羟乙基氨基)-乙基]-1,8-萘酰亚胺(3),其结构经1H NMR,IR,MS和元素分析表征。荧光光谱分析发现3在不同溶剂中具有不同的荧光性质,在非(或弱)极性-非质子性溶剂、极性-非质子溶剂中几乎不产生或产生较弱的荧光,而在极性-质子性溶剂中产生较强的荧光,在水中的荧光最强。这种特性使3有望用于识别有机溶剂中的少量水。A novel water-soluble naphthalimide derivative, N- [ 2- （2-hydroxylethylamino） -ethyl ] -1, 8-naphthalimide （3） was synthesized by the reaction of naphthalic anhydride and 2-（2-hydroxylethylamino）-ethanol in alcohol. The structure was characterized by ^1H NMR, IR, MS and elemental analysis. The fluorescent properties of 3 in different solvents were investigated. A remarkable fluorescence enhancement of 3 in polar-protic solvents but a great quenching effect in apolar, less-polar and polaraprotic solvents were observed, suggesting the key role of the proticity of the solvents. Among the polar-protic solvents, the fluorescent intensity of 3 increased along with a slight red-shift of λcm with the increase of solvent polarity. The property of 3 makes it suitable to serve as a fluorescent chemosensor to distinguish a protie solvent from aprotie solvents.

关 键 词：萘酐 萘酰亚胺 荧光识别 合成 

分 类 号：O625.15[理学—有机化学]