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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. / Pashirova, Tatiana N.; Fetin, Petr A.; Lezov, Alexey A.; Kadnikov, Matvey V.; Valeeva, Farida G.; Burilova, Evgenia A.; Bilibin, Alexander Yu; Zorin, Ivan M.

In: ChemPlusChem, Vol. 85, No. 8, 01.08.2020, p. 1939-1948.

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@article{9cc2ee5e437845459b935967ac61b32a,
title = "Self-Assembled Quaternary Ammonium-Containing Comb-Like Polyelectrolytes for the Hydrolysis of Organophosphorous Esters: Effect of Head Groups and Counter-Ions",
abstract = "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.",
keywords = "hydrolysis, phosphorous acid esters, polyelectrolytes, self-assembly, surfactants, AQUEOUS-SOLUTIONS, CATIONIC SURFACTANTS, SOLUBILIZATION, PYRENE, NANOREACTORS, POLYMERIZED MICELLES, ALKALINE-HYDROLYSIS, FLUORESCENCE, SYSTEMS, AGGREGATION",
author = "Pashirova, {Tatiana N.} and Fetin, {Petr A.} and Lezov, {Alexey A.} and Kadnikov, {Matvey V.} and Valeeva, {Farida G.} and Burilova, {Evgenia A.} and Bilibin, {Alexander Yu} and Zorin, {Ivan M.}",
year = "2020",
month = aug,
day = "1",
doi = "10.1002/cplu.202000417",
language = "English",
volume = "85",
pages = "1939--1948",
journal = "ChemPlusChem",
issn = "2192-6506",
publisher = "Wiley-Blackwell",
number = "8",

}

RIS

TY - JOUR

T1 - Self-Assembled Quaternary Ammonium-Containing Comb-Like Polyelectrolytes for the Hydrolysis of Organophosphorous Esters

T2 - Effect of Head Groups and Counter-Ions

AU - Pashirova, Tatiana N.

AU - Fetin, Petr A.

AU - Lezov, Alexey A.

AU - Kadnikov, Matvey V.

AU - Valeeva, Farida G.

AU - Burilova, Evgenia A.

AU - Bilibin, Alexander Yu

AU - Zorin, Ivan M.

PY - 2020/8/1

Y1 - 2020/8/1

N2 - 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.

AB - 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.

KW - hydrolysis

KW - phosphorous acid esters

KW - polyelectrolytes

KW - self-assembly

KW - surfactants

KW - AQUEOUS-SOLUTIONS

KW - CATIONIC SURFACTANTS

KW - SOLUBILIZATION

KW - PYRENE

KW - NANOREACTORS

KW - POLYMERIZED MICELLES

KW - ALKALINE-HYDROLYSIS

KW - FLUORESCENCE

KW - SYSTEMS

KW - AGGREGATION

UR - http://www.scopus.com/inward/record.url?scp=85089968997&partnerID=8YFLogxK

U2 - 10.1002/cplu.202000417

DO - 10.1002/cplu.202000417

M3 - Article

C2 - 32865345

AN - SCOPUS:85089968997

VL - 85

SP - 1939

EP - 1948

JO - ChemPlusChem

JF - ChemPlusChem

SN - 2192-6506

IS - 8

ER -

ID: 62077061