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Self-Assembled Quaternary Ammonium-Containing Comb-Like Polyelectrolytes for the Hydrolysis of Organophosphorous Esters: Effect of Head Groups and Counter-Ions.
ChemPlusChem ( IF 3.4 ) Pub Date : 2020-07-30 , DOI: 10.1002/cplu.202000417
Tatiana N Pashirova 1 , Petr A Fetin 2 , Alexey A Lezov 3 , Matvey V Kadnikov 2 , Farida G Valeeva 1 , Evgenia A Burilova 1 , Alexander Yu Bilibin 2 , Ivan M Zorin 2
Affiliation  

The aim of this work was to increase the efficiency of catalytic systems for the hydrolytic cleavage of 4‐nitrophenyl esters of phosphonic acids. Quaternary ammonium‐containing comb‐like polyelectrolytes («polymerized micelles») with ester cleavable fragments and a low aggregation threshold were used as catalysts. The synthesis of poly(11‐acryloyloxyundecylammonium) surfactants with different counterions (Br, NO3, CH3C6H4SO3) and head groups was realized by micellar free‐radical polymerization. Molecular weight, critical association concentration, particle sizes and solubilization properties toward Orange OT were determined. Self‐assemblies organized by poly(11‐acryloyloxyundecyltrimethyl ammonium) bromide successfully catalyze the hydrolysis of 4‐nitrophenyl butylchloromethylphosphonate up to two orders of magnitude compared to aqueous alkaline hydrolysis. The development of these catalysts is promising for industrial applications and organophosphorus compound detoxification.

中文翻译:

自组装含季铵梳状聚电解质用于有机磷酯的水解:头基和反离子的影响。

这项工作的目的是提高催化体系对膦酸的4-硝基苯基酯进行水解裂解的效率。含季铵的梳状聚电解质(“聚合的胶束”)具有酯可裂解的片段和较低的聚集阈值,被用作催化剂。聚(11-acryloyloxyundecylammonium)具有不同抗衡离子(BR表面活性剂的合成-,NO 3 -,CH 3 Ç 6 ħ 4 SO 3 -)和头基是通过胶束自由基聚合实现的。测定分子量,临界缔合浓度,粒度和对橙色OT的增溶性能。与碱性水溶液水解相比,由聚(11-丙烯酰氧基十一烷基三甲基铵)溴组成的自组装成功地催化了4-硝基苯基丁基氯甲基膦酸酯的水解,最多可提高两个数量级。这些催化剂的开发对于工业应用和有机磷化合物的脱毒很有希望。
更新日期:2020-08-31
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