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三苯基膦(简称PPh3)是一种重要的有机物质并有独特的亲核性和还原性,广泛应用于有机及有机金属物质的合成。PPh3的广泛使用不可避免地导致对环境的污染,给人类的健康带来危害,因此,亟需一种简单高效的检测手段实现对三苯基膦的检测识别。在本工作中,我们效仿Staudinger连接反应设计合成了一个具有高选择性和高灵敏度的荧光增强型探针用以检测三苯基膦。探针的设计思想是使用荧光素的邻叠氮苯乙酯衍生物与PPh3反应,通过生成的氮杂叶立德,经由分子内酰基转移释放荧光团。该探针在含0.5%的DMSO水溶液中显示对PPh3的高选择性响应,可望在线性范围1×10-7 mol/L至8×10-7 mol/L之间实现对PPh3的定量检测,其检测极限达到10nmol/L。对PPh3的灵敏检测可达到在水溶液中肉眼可视。
Triphenylphosphine (abbreviated PPh3) is an important organic substance and has unique nucleophilicity and reducibility. It is widely used in the synthesis of organic and organometallic materials. The widespread use of PPh3 will inevitably lead to environmental pollution, to human health hazards, therefore, the urgent need for a simple and efficient detection means to achieve the detection of triphenylphosphine recognition. In this work, we synthesized a highly selective and highly sensitive fluorescence-enhanced probe to detect triphenylphosphine, following the Staudinger ligation reaction. The probe is designed to react with PPh3 using an ortho-azidophene derivative of fluorescein and release the fluorophore via intramolecular acyl transfer through the resulting azatridine. The probe showed a highly selective response to PPh3 in a 0.5% aqueous DMSO solution and was expected to achieve quantitative detection of PPh3 in the linear range of 1 x 10-7 mol / L to 8 x 10-7 mol / L , The detection limit reached 10nmol / L. The sensitive detection of PPh3 can be visualized in aqueous solution.