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溴查尔酮衍生物氰离子探针

     

摘要

以N,N-二乙胺基和N-乙基咔唑为端基电子给体基团,利用4-溴-2-羟基苯乙酮分别与4-(N,N-二乙胺基)苯甲醛和N-乙基咔唑-3-醛缩合得到2种新型溴查尔酮衍生物氰离子探针(化合物Ⅰ和Ⅱ);利用核磁共振光谱仪对其鉴定,用紫外可见分光光度计和荧光光谱仪研究探针的光物理性质及其与氰离子的识别性质,并对其键合机理进行分析.结果表明:实验合成了氰离子探针,且对氰离子表现出明显的吸收和荧光光谱响应,原蓝光波段吸收峰降低,在乙腈中的荧光检测限分别是0.103μmol/L(Ⅰ)和0.002 μmol/L(Ⅱ),吸收检测限分别为1.04 μmol/L(Ⅰ)和0.12 μmol/L(Ⅱ),化合物Ⅱ可以实现在水合环境中对氰离子的识别,其检测限为5.5 μmol/L.键合机理分析表明,2种化合物与氰离子之间发生了典型的迈克尔反应.%Two bromine substituted chalcone derivatives(compounds Ⅰ and Ⅱ) as chemosensors for cyanide anions with diethylamino and N-ethyl-carbazolyl as terminal electron donor group were synthesized and characterized using nuclear magnetic resonance spectrometer.Their photophysical properties and recognition properties for cyanide anions were examined on UV-vis spectrometer and fluorescence spectrometer.In this way,we also analyzed the bonding mechanism of compounds.The results indicate that the chemosensor for cyanide anions is synthesized successfully and both compounds exhibit obvious absorption and fluorescence spectra response for cyanide anions;The fluorescence detection limits of the two compounds are 0.103 μmol/L (Ⅰ) and 0.002 pmol/L (Ⅱ),respectively,and their absorbance detection limits 1.04 μmol/L (Ⅰ) and 0.12 μmol/L (Ⅱ);Especially,compound Ⅱ can recognize cyanide anions in aqueous solution and its detection limit is 5.5 μmol/L.Analysis on bonding mechanism indicates that typical Michael reaction between the compounds and cyanide anions occurs.

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