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以6-羟基-2-萘甲酸(HNA)为试剂,使氯甲基化聚苯乙烯(CMPS)的氯甲基与HNA的酚羟基之间发生亲核取代反应,将萘甲酸(NA)配基键合在聚苯乙烯侧链,制得了功能化改性的NAPS,采用红外光谱和核磁共振氢谱对其结构进行了表征,并使之与Eu(Ⅲ)配位,制得了高分子-稀土配合物NAPS-Eu(Ⅲ),初步探索了该配合物的荧光发射特性。本文重点研究了聚苯乙烯的功能化改性反应,考察了主要因素对CMPS与HNA之间亲核取代反应的影响规律,分析了反应机理,优化了反应条件。实验结果表明,CMPS与HNA之间取代反应的速率与亲核试剂HNA的浓度无关,该取代反应的机理是典型的SN1反应;使用极性较强的溶剂二甲亚砜以及采用较高的温度(70℃),有利于亲核取代反应的进行。NAPS-Eu(Ⅲ)不仅发射出Eu3+的特征荧光,而且大分子配基NAPS对Eu3+的荧光发射显示出很强的敏化作用。
The nucleophilic substitution reaction between the chloromethyl group of chloromethylated polystyrene (CMPS) and the phenolic hydroxyl group of HNA was carried out with 6-hydroxy-2-naphthoic acid (HNA) Based on the side chain of polystyrene, functionalized NAPS was prepared, its structure was characterized by IR and 1H-NMR and coordination with Eu (Ⅲ) The rare earth complex NAPS-Eu (Ⅲ), preliminary exploration of the fluorescence emission characteristics of the complex. This article focuses on the functionalized polystyrene modified reaction, investigated the main factors on the nucleophilic substitution reaction between CMPS and HNA law, analysis of the reaction mechanism, optimizing the reaction conditions. The experimental results show that the rate of substitution reaction between CMPS and HNA has nothing to do with the concentration of the nucleophilic reagent HNA. The mechanism of the substitution reaction is typical SN1 reaction; using the more polar solvent dimethyl sulfoxide and the higher temperature (70 ℃), is conducive to the nucleophilic substitution reaction. NAPS-Eu (Ⅲ) not only emits the characteristic fluorescence of Eu3 +, but also the macromolecular ligand NAPS shows strong sensitization to Eu3 + fluorescence emission.