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均二苯乙烯类双光子荧光探针的合成及对金属离子的识别

王富强, 李亚明, 于海波, 刘珺, 王秀娜, 靳焜, 张蓉   

  1. 大连理工大学精细化工国家重点实验室, 大连 116012
  • 收稿日期:2007-10-24 修回日期:1900-01-01 出版日期:2008-07-10 发布日期:2008-07-10
  • 通讯作者: 李亚明

Synthesis of Distyrylbenzene Based Two-photon Fluorescent Probe and Its Recognition of Metal Ions

WANG Fu-Qiang, LI Ya-Ming*, YU Hai-Bo, LIU Jun, WANG Xiu-Na, JIN Kun, ZHANG Rong   

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China
  • Received:2007-10-24 Revised:1900-01-01 Online:2008-07-10 Published:2008-07-10
  • Contact: LI Ya-Ming

摘要: 合成了以均二苯乙烯为荧光母体, 一端以N,N-二甲基, 一端以7-苯基-1-氧杂-4,10-二硫杂-7-氮杂环十二烷(NS2O)为受体的荧光探针(DMNS2O), 并用1H NMR等技术对其进行了结构鉴定. 通过X射线单晶衍射分析发现均二苯乙烯的3个苯环非共平面, 二面角分别为24.6°和37.5°; 在加入金属离子Ag+和Zn2+之后, 探针在600 nm处的荧光峰消失, 420 nm处产生新的荧光峰, 其它金属离子的干扰较小.双光子荧光激发研究结果表明, 当激发波长为750 nm时, 双光子荧光发射最强.

关键词: 双光子荧光探针, 金属离子识别, 均二苯乙烯

Abstract: A novel two-photon fluorescent probe DMNS2O was synthesized and characterized via NMR and MS. It contains an 1-oxa-4,10-dithia-7-aza-cyclododecane receptor and a distyrylbenzene fluorophore. Crystal structure was detected through X-ray diffraction. Consequent analysis results show that both CC double bonds exist as trans configuration, and the dihedral angle between the three benzene ring were 24.6°and 37.5°, respectively. The maxima absorption and emission of DMNS2O in acetonitrile were at 460 nm and 600 nm, respectively. Variations of emission spectra were detected upon the addition of different metal ions. It was found that the addition of Ag+ and Zn2+ to DMNS2O caused a new strong emission peak at 420 nm, the emission peak intensity at 600 nm decreased. Two-photon excitation fluorescence spectrum was obtained by excitation at 780 nm.

Key words: Two-photon fluorescent probe, Recognition of metal ion, Distyrylbenzene

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