有机化学 ›› 2006, Vol. 26 ›› Issue (04): 504-507. 上一篇    下一篇

研究论文

4-(氮杂-15-冠-5)-1,8-萘酰亚胺荧光探针的合成及性能研究

郭祥峰*,1,朱宝存1,刘媛媛1,张宇1,2,贾丽华1,钱旭红*,2   

  1. (1齐齐哈尔大学化学与化工学院 齐齐哈尔 161006)
    (2大连理工大学精细化工国家重点实验室 大连 116012)
  • 收稿日期:2005-05-24 修回日期:2005-10-31 发布日期:2006-03-31
  • 通讯作者: 钱旭红

Synthesis and Properties of N-Butyl-4-(aza-15-crown-5)-1,8-naphthalimide as a Fluorescent Probe

GUO Xiang-Feng*,1,ZHU Bao-Cun1,LIU Yuan-Yuan1,ZHANG Yu1,2
JIA Li-Hua1,QIAN Xu-Hong*,2   

  1. (1 College of Chemistry and Chemical Engineering, Qiqihar University, Qiqihar 161006)
    (2 State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012)
  • Received:2005-05-24 Revised:2005-10-31 Published:2006-03-31
  • Contact: QIAN Xu-Hong

N-丁基-4-溴-1,8-萘酰亚胺与二乙醇胺反应, 合成了N-丁基-4-二(2-羟乙基)氨-1,8-萘酰亚胺, 进一步与对甲基苯磺酸二缩三乙二醇双酯反应合成了N-丁基-4-(氮杂-15-冠-5)-1,8-萘酰亚胺. 用NMR, IR, MS等表征了产物结构. 该化合物在二氯甲烷溶液中识别Li和Na, 识别后吸收光谱和荧光光谱蓝移.

关键词: 氮杂冠醚, 萘酰亚胺, 合成, 荧光探针

N-Butyl-4-(aza-15-crown-5)-1,8-naphthalimide (BACN) was synthesized through the reaction of 3,6-dioxa-1,8-octylene bis-p-tosylate with N-butyl-4-bis(2-hydroxyethyl)amino-1,8-naphthalimide prepared from diethanolamine and N-butyl-4-bromo-1,8-naphthalimide. The compounds were characterized by NMR, IR and MS spectra, and BACN can recognize Liand Nain dichloromethane with blue-shift of the absorption and fluorescence spectra.

Key words: naphthalimide, fluorescent probe, synthesis, aza-15-crown-5