Research output: Contribution to journal › Article › peer-review
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.Research output: Contribution to journal › Article › peer-review
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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