高等学校化学学报 ›› 2011, Vol. 32 ›› Issue (1): 62.

• 研究论文 • 上一篇    下一篇

罗丹明类荧光探针的合成及对铜离子的检测

袁跃华1,冯锋1,2,田茂忠1,2,孟双明1,2,白云峰1,2   

  1. 1. 山西大同大学化学与化工学院, 
    2.   有机化学研究所, 大同 037009
  • 收稿日期:2010-03-24 修回日期:2010-07-22 出版日期:2011-01-10 发布日期:2010-12-11
  • 通讯作者: 冯锋 E-mail:feng-feng64@263.net
  • 基金资助:

    国家自然科学基金(批准号: 20575057)、山西省自然科学基金(批准号: 2009011015-1)、山西省回国留学人员科研项目(批准号: 20091180)和山西大同大学科学基金(批准号: 2009K4)资助.

Synthesis of Fluorescent Probe Based on Rhodamine and Its Appalication in the  Determination for Cu2+

YUAN Yue-Hua1, FENG Feng1,2*, TIAN Mao-Zhong1,2*, MENG Shuang-Ming1,2, BAI Yun-Feng1,2   

  1. 1. School of Chemistry and Chemical Engineering, 
    2. Institute of Organic Chemistry, Shanxi Datong University, Datong 037009, China
  • Received:2010-03-24 Revised:2010-07-22 Online:2011-01-10 Published:2010-12-11
  • Contact: FENG Feng E-mail:feng-feng64@263.net
  • Supported by:

    国家自然科学基金(批准号: 20575057)、山西省自然科学基金(批准号: 2009011015-1)、山西省回国留学人员科研项目(批准号: 20091180)和山西大同大学科学基金(批准号: 2009K4)资助.

摘要: 合成了罗丹明类Cu2+荧光增强型分子探针3',6'-双(二乙氨基)-2-(N-乙叉基氨基)螺[异吲哚-1,9'-占吨]-3-酮(RA),并研究了它的光谱性能及对铜离子的识别作用.在乙腈/水(体积比1/1)的介质中,当加入Cu2+后探针RA显玫瑰红色,最大吸收波长为548 nm,最大发射波长为571 nm,且荧光强度显著增强,但是,其它常见离子如Na+, K+, Mg2+, Ca2+, Mn2+, Cd2+, Cr3+, Co2+, Ni2+, Ag+, Pb2+, Zn2+, Fe3+, Hg2+不引起或引起很小的紫外/可见或荧光光谱变化.RA的选择性荧光增强主要是由于Cu2+诱导分子中的酰胺闭环结构发生开环,导致分子结构的共轭程度增大.在6.5×10-8~2.9×10-6 mol?L-1范围内RA可以有效检测Cu2+,检测限为5.0×10-8 mol?L-1.RA对Cu2+的识别不可逆,而且探针RA对pH值不敏感,可以在比较宽的范围内(pH=4.1~10.5)高灵敏、高选择性检测Cu2+.

关键词: 荧光探针, Cu2+, 选择性, pH

Abstract: In this paper, Cu2+ fluorescence enhancement probe RA based on rhodamine B have been synthesized. It was discovered that the fluorescence intensity of RA increased with the addition of Cu2+ in acetonitrile/water (1/1, V/V) solution, the maximum absorption wavelength was 548 nm. The maximum emission wavelength was 571 nm. Addition of a Cu2+ ion lead to an obvious color change to pink as well as significantly enhanced fluorescence, while other common metal ions such as Na+, K+, Mg2+, Ca2+, Mn2+, Cd2+, Cr3+, Co2+, Ni2+, Ag+, Pb2+, Zn2+, Fe3+, Hg2+ induced no or much smaller color/fluorescent spectral changes. The selective fluorescence enhancement of RA attributed to the spirolactam ring being opened upon the addition of Cu2+ to RA, and a highly delocalized conjugated structure of RA was formed. The sensor was useful for measuring Cu2+ at concentrations ranging from 6.5×10-8 to 2.9×10-6 mol?L-1 with a detection limit of 5.0×10-8 mol?L-1. The recognition of Cu2+ was not reversible, and compound RA was pH-insensitive Cu2+ fluorescent probe, which would detect Cu2+ effectively in a relatively wide range of pH (pH=4.1—10.5) including the significant physiological region.

Key words: Fluorescent probe, Cu2+, Selectivity, pH

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