Chloromethylation reaction of polysulfone ( PSF) was performed with 1,4-bis ( chloromethoxy) butane ( BCMB) as chloromethylation reagent, leading to the formation of chloromethylated polysulfone (CMPSF). Subsequently, the nucleophilic substitution reaction between the chloromethyl group of CMPSF and phenolic hydroxyl group of 6-hydroxy-2-naphthoic acid(HNA) was performed, and the ligand of naphthoic acid( NA) was bonded on the side chains of polysulfone, resulting in naphthoic acid-functionalized polysulfone NAPSF. The chemical structure of NAPSF was characterized by FTIR and 1H NMR spectroscopies. The effects of the main factors on the nucleophilic substitution reaction between CMPSF and HNA were examined, the reaction mechanism was investigated, and the reaction conditions were optimized. Results show that the rate of the nucleophilic substitution reaction is independent of the concentration of the nucleophile HNA, indicating that this is a typical unimolecular nucleophilic substitution reaction, i. e. , SN 1. The solvent polarity is favorable for the cleavage of C—Cl bond of the benzyl chloride group, and can accelerate the substitution reaction. Therefore, dimethylsulfoxide(DMSO) with stronger polarity is a suitable solvent. Under the suitable conditions, the conversion of chloromethyl group of CMPSF can reach 96% , and the corresponding bonding degree of NA is 1. 68 mmol/g. The coordination reaction between NAPSF and Eu3+ ion was carried out for preparing the polymer-rare earth complex of NAPSF-Eu ( HI), which exhibited the characteristic fluorescence emission spectrum of Eu3+ ion. More significantly, the macromolecular ligand NAPSF can strongly sensitize the fluorescence-emission of Eu3+ ion.%以1,4-二氯甲氧基丁烷(BCMB)为氯甲基化试剂,使聚砜(PSF)氯甲基化(CM),形成氯甲基化聚砜(CMPSF),然后用6-羟基-2-萘甲酸(HNA)使CMPSF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)配基键合在聚砜侧链,制得了功能化改性的聚砜NAPSF.采用红外光谱和核磁共振氢谱对其结构进行了表征.考察了主要因素对CMPSF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.结果表明,CMPSF与HNA之间取代反应的速率与亲核试剂HNA的浓度无关,遵循SN1的反应机理；使用极性较强的溶剂二甲亚砜,有利于亲核取代反应的进行；在适宜条件下,CMPSF的氯甲基转化率可达96％,NA的键合量为1.68 mmol/g.将NAPSF与Eu(Ⅲ)离子配位,制得了聚合物-稀土配合物NAPSF-Eu(Ⅲ),它不仅发射出Eu3+离子的特征荧光,而且对Eu3+离子的荧光发射显示出很强的敏化作用.萘甲酸功能化的大分子配基NAPSF对Eu3+离子的敏化作用,远强于苯甲酸(BA)功能化的大分子配基BAPSF对Eu3+离子的敏化作用.
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