光谱学与光谱分析, 2018, 38 (5): 1463, 网络出版: 2018-06-01  

基于氨基苯甲酰肼衍生物的铬离子荧光探针的合成及性能研究

Derivatives of Aminobenzoic Acid Hydrazide-Based Fluorescence Probe for Selective Recognition of Cr3+
作者单位
1 辽宁工业大学化学与环境工程学院, 辽宁 锦州 121001
2 辽宁工业大学机械工程与自动化学院, 辽宁 锦州 121001
摘要
以对氨基苯甲酸为母体通过系列化学衍生引入丹磺酰胺荧光基团及2-羟基-1-萘醛配位基团构筑了新型、 简单的铬离子荧光探针L(1-(二甲基氨基)-5-(4-((2-羟基-1-萘亚甲基)甲酰肼基)苯基)萘磺酰胺)。 运用核磁、 质谱、 元素分析和红外等手段表征了其结构, 并通过荧光光谱法研究了探针分子L对Cr3+的识别作用。 结果表明, 当激发波长为350 nm时, 单纯的探针分子L在473 nm(2-羟基-1-萘醛)和514 nm(丹磺酰胺)处显示连体双峰; 当向探针分子L中加入Cr3+后, 2-羟基-1-萘醛作为受体与Cr3+结合, 丹磺酰胺发射峰红移至540 nm, 并且强度增强5倍, 量子产率Φ=028。 探针分子L的背景荧光对Cr3+的识别无任何影响, 识别过程推测是由CHEF效应和PET(光诱导电子转移)共同引起的。 当加入其他金属离子(Na+, K+, Li+, Ca2+, Zn2+, Mn2+, Co2+, Cu2+, Cd2+, Hg2+, Pb2+, Ag+)时, 在540 nm处荧光强度未增强, 表明L对Cr3+具有高度专一的选择性。 通过电喷雾质谱和Job’s plot 曲线确定L和Cr3+为1∶1的配位模式, 探针L对Cr3+的最低检测限可达到40×10-6 mol·L-1。
Abstract
A novel and simple fluorescence probe L ((E)-4-(1-(dimethylamino)naphthalene-5-sulfonamido)-N′-((2-hydroxynaphthalen-1-yl)methylene)benzohydrazide) for detection of Cr3+ was prepared by the introduction of dansyl sulfonamide fluorescent group and 2-hydroxy-1-naphthalaldehyde coordination group to p-aminobenzoic acid with chemical derivatization method. The structure of the probe L was investigated by 1H NMR, ESI-MS and FT-IR. The effect of probe L for recognition of Cr3+ was studied by fluorescence spectroscopy. The results show that the probe L shows a double peak at 473 nm (2-hydroxy-1-naphthaldehyde) and 514 nm (dansyl sulfonamide) when the excitation wavelength is 350 nm. After the addition of Cr3+ to the probe L, 2-hydroxy-1-naphthaldehyde was bonded to Cr3+, and the emission peak of dansylamine was red shifted to 540 nm (dansylamine characteristic peak). The intensity of fluorescence was increased by five times and the fluorescence quantum yield Φ was up to 028. The background fluorescence of the probe L has no effect on the recognition of Cr3+. The recognition process is presumed to be caused by the CHEF effect combined with PET (photoinduced electron transfer) mechanism. When the other metal ions were added, such as Na+, K+, Li+, Ca2+, Zn2+, Mn2+, Co2+, Cu2+, Cd2+, Hg2+, Pb2+, Ag+, the fluorescence intensity was not enhanced at 540 nm, indicating that the probe L had a high specific selectivity for Cr3+. A 1∶1 complexation stoichiometry for the binding mode of Cr3+ with L was confirmed by the model of the Job’s plot and ESI-MS result. The detection limit of L for Cr3+ was up to 40×10-6 mol·L-1.

吴红梅, 郭宇, 曹建芳, 吴中立. 基于氨基苯甲酰肼衍生物的铬离子荧光探针的合成及性能研究[J]. 光谱学与光谱分析, 2018, 38(5): 1463. WU Hong-mei, GUO Yu, CAO Jian-fang, WU Zhong-li. Derivatives of Aminobenzoic Acid Hydrazide-Based Fluorescence Probe for Selective Recognition of Cr3+[J]. Spectroscopy and Spectral Analysis, 2018, 38(5): 1463.

关于本站 Cookie 的使用提示

中国光学期刊网使用基于 cookie 的技术来更好地为您提供各项服务,点击此处了解我们的隐私策略。 如您需继续使用本网站,请您授权我们使用本地 cookie 来保存部分信息。
全站搜索
您最值得信赖的光电行业旗舰网络服务平台!