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新型水溶性中氮茚衍生物的合成及铜离子荧光探针行为

Synthesis of New Water-soluble Derivatives of Indolizine and Their Applications as Fluorescence Sensors for Cu2+

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【作者】 孔伟伟江玉亮韩巧荣王炳祥

【Author】 KONG Weiwei;JIANG Yuliang;HAN Qiaorong;WANG Bingxiang;Jiangsu Province Key Laboratory of Biofunctional Materials,Jiangsu Province Engineering Research Center for Biomedical Functional Material,College of Chemistry and Materials Science,Nanjing Normal University;

【机构】 江苏省生物功能材料重点实验室,江苏省生物医药功能材料工程研究中心,南京师范大学化学与材料科学学院

【摘要】 设计合成了2个新型水溶性中氮茚季铵盐化合物4a{氯化2-[N’-(3-氰基-中氮茚-1-甲酰基)肼基]酰乙基-1-吡啶鎓盐}和4b{氯化2-[N’-(3-氰基-中氮茚-1-甲酰基)肼基]酰乙基-1-(2-甲基吡啶)鎓盐},采用红外光谱、核磁共振、质谱和元素分析对其进行了结构表征,并研究了它们的光谱性质.选取Cu2+,Zn2+,Ca2+,Cr3+,Co2+,Al3+,Mn2+,Ni2+,Ba2+,Hg2+,Fe3+,Cd2+,Mg2+,Pb2+,Li+和Ag+等16种常见金属离子,对2个化合物进行了离子识别实验.结果表明,化合物4a和4b在一定浓度范围内对铜离子均具有良好的选择性识别能力,受常见离子干扰小.由于空间位阻的影响,化合物4a具有比4b更高的灵敏性.

【Abstract】 Two new quaternary ammonium salts of indolizine derivatives 4a( 1-{ 2-[N’-( 3-cyano-indolizine-1-carbonyl)-hydrazino]-2-oxo-ethyl }-pyridinium; chloride) and 4b( 1-{ 2-[N’-( 3-Cyano-indolizine-1-carbonyl)-hydrazino]-2-oxo-ethyl}-2-methyl-pyridinium; chloride) as fluorescent sensors for Cu2+ were synthesized.The structures of the two compounds were determined by IR,1H NMR,MS and elemental analysis. Their UV and fluorescence spectra were measured. The influences of sixteen metal ions such as Cu2+ ,Zn2+ ,Ca2+ ,Cr3+ ,Co2+ ,Al3+ ,Mn2+ ,Ni2+ ,Ba2+ ,Hg2+ ,Fe3+ ,Cd2+ ,Mg2+ ,Pb2+ ,Li+ and Ag+ on their fluorescence properties were studied. Spectroscopic studies revealed that the two compounds had rather strong affinity toward Cu2+ . The specificities of the two probes toward Cu2+ were determined. Compound 4a nearly no fluorescence intensity changes were observed in emission spectra together with Zn2+ ,Ca2+ ,Co2+ ,Mn2+ ,Ni2+ ,Ba2+ ,Hg2+ ,Cd2+ ,Mg2+ ,Pb2+ ,Li+ and Ag+ ,respectively. Compound 4b nearly no fluorescence intensity changes were observed in emission spectra together with Zn2+ ,Ca2+ ,Cr3+ ,Co2+ ,Al3+ ,Mn2+ ,Ni2+ ,Ba2+ ,Hg2+ ,Cd2+ ,Mg2+ ,Pb2+ ,Li+ and Ag+ ,respectively. However,under identical conditions,the results showed that compounds 4a and 4b had fluorescence quenching together with Cu2+ . So we have developed two new fluorescent sensors( 4a and 4b). They showed high sensitivity and selectivity toward Cu2+ in aqueous solution.

【基金】 国家自然科学基金(批准号:21202101);高等学校国家级大学生创新创业训练计划项目(批准号:201310319053Z);江苏高校优势学科建设工程项目资助~~
  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2015年02期
  • 【分类号】O626
  • 【被引频次】5
  • 【下载频次】240
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