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 Cu^(2+)

作　　者：孔伟伟 江玉亮[1] 韩巧荣[1] 王炳祥[1] 

机构地区：[1]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,南京210097

出　　处：《高等学校化学学报》2015年第2期287-292,共6页Chemical Journal of Chinese Universities

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~~

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.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-carbon-yl）-hydrazino]-2-oxo-ethyl}-2-methyl-pyridinium;chloride） as fluorescent sensors for Cu^2＋were synthesized. The structures of the two compounds were determined by IR, 1 H NMR, MS and elemental analysis. Their UV and fluorescence spectra were measured. The influences of sixteen metal ions such as Cu^2＋, Zn^2＋, Ca^2＋, Cr^3＋, Co^2＋, Al^3＋, Mn^2＋, Ni^2＋, Ba^2＋, Hg^2＋, Fe^3＋, Cd^2 ＋, Mg^2＋, Pb^2＋, Li^＋ and Ag＋on their fluorescence properties were studied. Spectroscopic studies revealed that the two compounds had rather strong affinity toward Cu^2＋. The specificities of the two probes toward Cu2＋were determined. Compound 4a nearly no fluorescence intensity changes were observed in emission spectra together with Zn^2＋, Ca^2＋, Co^2＋, Mn^2＋, Ni^2＋, Ba^2＋, Hg^2＋,Cd^2＋, Mg^2＋, Pb^2＋, Li＋and Ag＋, respectively. Compound 4b nearly no fluorescence intensity changes were observed in emission spectra together with Zn^2＋, Ca^2＋, Cr^3＋, Co^2＋, Al^3＋, Mn^2＋, Ni^2＋, Ba^2＋, Hg^2＋, Cd^2＋, Mg^2＋, Pb^2＋, Li＋and Ag^＋, respectively. However, under identical conditions, the results showed that compounds 4a and 4b had fluorescence quenching together with Cu^2＋. So we have developed two new fluorescent sensors（4a and 4b）. They showed high sensitivity and selectivity toward Cu^2＋ in aqueous solution.

关 键 词：中氮茚季铵盐 铜离子 荧光探针 

分 类 号：O626[理学—有机化学] O613.71[理学—化学]