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咪唑基改性的水溶性PDI荧光材料的合成和表征及对Cu2+离子的荧光检测

Synthesis and characterization of aqueous perylene diimide fluorescent material for sensing Cu2+ ions

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【作者】 王凯凯张齐贤李亚丰

【Author】 Wang Kaikai1 Zhang Qixian2 Li Yafeng1(1.School of Chemical Engineering,Changchun University of Technology,Changchun 130012; 2.Engineering Laboratory for Modern Analytical Techniques,c/o State Key Laboratory of Electroanalytical Chemistry,Changchun Institute of Applied Chemistry, Chinese Academy of Sciences,Changchun 130022)

【机构】 长春工业大学化学工程学院中国科学院长春应用化学研究所现代分析技术工程实验室

【摘要】 以3,4,9,10-苝四甲酸二酐为原料合成了水溶性荧光材料-N,N’-二(1-氨丙基-3-丙基咪唑盐)-3,4,9,10-苝四羧酸二酰亚胺(PDI),引入的咪唑基团使PDI不仅溶于DMSO、DMF等有机溶剂,可溶于EtOH/H2O、Acetone/H2O、THF/H2O等的混合溶液,不仅提高了PDI在有机相和有机相/水相的溶解性,同时扩展了PDI的适用范围。对比不同的混合溶剂发现,PDI在EtOH/H2O中的荧光较强,UV-Vis最大吸收波长和荧光最大发射波长分别为526nm和540nm。进而在EtOH/H2O溶剂中,比较了PDI对各种离子的荧光识别作用,其中PDI作为Cu2+的荧光探针时,受干扰小,选择性较高。TG结果表明,PDI拥有高的热稳定性,温度达353℃时质量损失仅为5%。

【Abstract】 The water-soluble N,N-bis-(1-aminopropyl-3-propylimidazol salt)-3,4,9,10-perylene tetracarboxylic acid diimide(PDI) was synthesized by 3,4,9,10-perylene tetracarboxylic dianhydride as the started material.Incorporation of imidazolium ion functionalities into the aromatic backbone of PDI improved the solubility and dispersion stability of PDI in solvents.The resulting compound was soluble in many solvents,such as DMSO,DMF,EtOH/H2O,Acetone/H2O,THF/H2O,etc.Compared with different organic/water solvents,PDI had the strongest fluorescent emission in EtOH/H2O with maximum UV absorption of 526nm and maximum fluorescent emission of 540nm,respectively.PDI can be used as a new optical probe for sensing Cu2+ ions.The sensor based on this probe exhibited rapid and sensitive responses and improved selectivity toward Cu2+ ions.TGA showed that PDI was thermally stable.Only 5% mass loss was detected when PDI was heated up to 353℃.

  • 【文献出处】 化工新型材料 ,New Chemical Materials , 编辑部邮箱 ,2012年12期
  • 【分类号】O626;O657.3
  • 【被引频次】2
  • 【下载频次】166
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