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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (12): 2088-2094. 上一篇    下一篇

研究论文

双香豆素-3-酰胺衍生物的合成和紫外、荧光性质研究

姚春凤1,2，吕梅香3，胡雯艳4，曾和平*,1   

  1. (1华南理工大学化学与化工学院功能分子研究所 广州 510641)
    (2华南师范大学实验中心 广州 510006)
    (3华南师范大学化学与环境学院 广州 510006)
    (4广州市食品工业卫生检测所 广州 510410)
  • 收稿日期:2011-03-24 修回日期:2011-07-15 发布日期:2011-08-22
  • 通讯作者: 曾和平 E-mail:zenghp@scnu.edu.cn

Synthesis, Ultraviolet and Fluorescence Properties of Discoumarin- 3-carboxamide Derivatives

Yao Chunfeng1,2 Lü Meixiang3 Hu Wen-yan4 Zeng Heping*,1   

  1. (1 Institute of Functional Molecule, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640)
    (2 Research Resources Center, South China Normal University, Guangzhou 510006)
    (3 School of Chemistry and Environ-ment, South China Normal University, Guangzhou 510006)
    (4 Guangzhou Institute of Food Industry Hygiene Inspection, Guangzhou 510006)
  • Received:2011-03-24 Revised:2011-07-15 Published:2011-08-22

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2083

被引次数

15 | 4

设计合成了5个新的双香豆素-3-酰胺衍生物, 并用IR, NMR, MS和元素分析进行结构表征. 用X射线单晶衍射法测定了N,N-1,3-苯基二-(7-二乙氨基-3-甲酰胺)香豆素(4)的晶体结构, 化合物4属于三斜晶系, P-1空间群, 晶胞参数a＝0.8269(14) nm, b＝1.4301(3) nm, c＝2.5533(4) nm, α＝82.55(4)°, β＝86.09(5)°, γ＝79.05(1)°, V＝2.9367(3) nm3, Dc＝1.345 g•cm－3, Z＝2, F(000)＝1256, μ＝0.093 mm－1, 最终偏离因子R1＝0.0622, wR2＝0.1410. 研究了它们的紫外和荧光性质, 结果表明: 紫外吸收光谱均呈双峰结构, 化合物最大吸收波长在418～441 nm的可见光区域, 化合物的荧光发射峰在450～460 nm之间|化合物具有高的荧光量子产率, 荧光量子产率为0.56～0.65.

关键词: 双香豆素衍生物, 晶体结构, 紫外, 荧光

In the paper five new discoumarin-3-carboxamide derivatives were synthesized. All compounds were characterized by IR, NMR, MS and elemental analysis. N,N-(1,3-Phenylene)bis(7-(diethylamino)- coumarin-3-carboxamide) (4) was inves-tigated with X-ray crystallography. Compound 4 belongs to triclinic system with space group P-1, the crystal parameters of 4 were a＝0.8269(14) nm, b＝1.4301(3) nm, c＝2.5533(4) nm, α＝82.55(4)°, β＝86.09(5)°, γ＝79.05(1)°, V＝2.9367(3) nm3, Dc＝1.345 g•cm－3, Z＝2, F(000)＝1256, μ＝0.093 mm－1. The final R1＝0.0622, wR2＝0.1410. Their ultraviolet and fluorescence properties were studied. The results showed that all compounds possess two UV-Vis absorption bands, the absorption maxima were in the visible region from 418 to 441 nm, and the emission maxima were at 450～460 nm. Compounds exhibited high fluorescence quantium yields (0.56～0.65).

Key words: discoumarin derivatives, crystal structure, ultraviolet, fluorescence