Eco-friendly synthesis of regenerable antimicrobial polymeric resin with N-halamine and quaternary ammonium salt groups

Eco-friendly synthesis of regenerable antimicrobial polymeric resin with N-halamine and quaternary ammonium salt groups
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DOI:
10.1039/c3ra47147k
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发表时间:
2014-01-01
期刊:
影响因子:
3.9
通讯作者:
Liang, Jie
Liang, Jie
中科院分区:
化学3区
文献类型:
--
作者:
Jie, Zhiqiang;Yan, Xiufang;Liang, Jie

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采用环保经济的方法合成了一种含n -卤胺和季铵盐的高效大孔交联抗菌高分子树脂。市售的大孔交联氯甲基化聚苯乙烯(CMPS)树脂与5,5-二甲基苯乙烯(DMH)盐和三甲胺(TMA)在水中反应,制得含有苯乙烯基和季铵盐基团的聚合树脂聚(对甲基苯乙烯)-3-(5,5-二甲基苯乙烯)-co-三甲基氯化铵(PSHTMA)。在稀NaOCl溶液中,通过易氯化反应将PSHTMA中的羟基转化为具有抗菌作用的n -卤胺结构。用FT-IR、x射线光电子能谱和ζ电位对合成的抗菌高分子树脂(Cl-PSHTMA)进行了表征。抗菌实验表明,合成的抗菌高分子树脂在1分钟接触时间内对金黄色葡萄球菌和大肠杆菌的灭活能力分别为7对数和8对数。此外,Cl-PSHTMA中的N-halamine基团表现出优异的可再生性。
An effective macroporous cross-linked antimicrobial polymeric resin containing N-halamine and quaternary ammonium salt moieties was synthesized in an eco-friendly and economical way. Commercially available macroporous crosslinked chloromethylated polystyrene (CMPS) resin reacted with the salt of 5,5-dimethylhydantoin (DMH) and trimethylamine (TMA) in water to produce a polymeric resin containing hydantoinyl and quaternary ammonium salt moieties, poly(p-methylstyrene)-3-(5,5-dimethylhydantoin)-co- trimethyl ammonium chloride (PSHTMA). The hydantoinyl groups in PSHTMA were converted to an antimicrobial N-halamine structure by a facile chlorination reaction in dilute NaOCl solution. The as-synthesized antimicrobial polymeric resin (Cl-PSHTMA) was characterized by FT-IR, X-ray photoelectron spectroscopy, and zeta-potential measurement. The antimicrobial tests showed that the as-synthesized antimicrobial polymeric resin was capable of 7-log inactivation of S. aureus and 8-log inactivation of E. coli within 1 minute contact time. Moreover, the N-halamine moieties in Cl-PSHTMA exhibited excellent regenerability.