Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes

The indirect sulfonation, via chloromethylation, of poly(styrene-(ethylene-butylene)-styrene) (polySEBS), under mild conditions, is here reported as an alternative route for the conventional use of chlorosulfonic acid. This indirect sulfonation reaction is an effective route to insert sulfonic group...

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Autores principales:	Mauricio Sánchez-Luna, Miroslav Otmar, Libor Kobera, Jan Žitka, Vladimir Escobar-Barrios
Formato:	article
Lenguaje:	EN
Publicado:	Budapest University of Technology 2022
Materias:	polymer membranes indirect sulfonation chloromethylation proton exchange membrane polysebs Materials of engineering and construction. Mechanics of materials TA401-492 Chemical technology TP1-1185
Acceso en línea:	https://doaj.org/article/c6b32d2ec9b2474896de33511f3059ba
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spelling	oai:doaj.org-article:c6b32d2ec9b2474896de33511f3059ba2021-12-01T09:25:39ZIndirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes1788-618X10.3144/expresspolymlett.2022.14https://doaj.org/article/c6b32d2ec9b2474896de33511f3059ba2022-02-01T00:00:00Zhttp://www.expresspolymlett.com/letolt.php?file=EPL-0011542&mi=cdhttps://doaj.org/toc/1788-618XThe indirect sulfonation, via chloromethylation, of poly(styrene-(ethylene-butylene)-styrene) (polySEBS), under mild conditions, is here reported as an alternative route for the conventional use of chlorosulfonic acid. This indirect sulfonation reaction is an effective route to insert sulfonic groups in the aromatic rings of SEBS to impart a proton exchange capability. The chloromethylated polySEBS was chemically modified by the isothiouronium grouPp, afterward hydrolyzed and oxidized to generate sulfonic acid groups selectively into the aromatic portion (polystyrene) of the polySEBS, to a great extent. The chloromethylated and sulfonated polymeric membranes were characterized by NMR, FT-IR, water uptake, TGA, ion exchange capacity (IEC), and ion conductivity. The obtained results show that as the oxidation time increased in performic acid, the water uptake achieved up to 79.6% due to the conversion of isothiouronium to the sulfonic acid groups into the polymer structure. Furthermore, the sample after 7 hours of oxidation reaction (sSEBS-7H) showed 59% of sulfonation, determined by RMN, and had an IEC value of 1.46 meq/g and also an ion conductivity value of 18.7 mS/cm at RT, which are 46 and 75% higher than those of Nafion 115, a commercial polymer conventionally used for proton exchange membranes (PEM). Thus, the as-prepared sSEBS-7H membrane, via chloromethylation, can be used for PEM since it exhibits good ionic conductivity and structural stability.Mauricio Sánchez-LunaMiroslav OtmarLibor KoberaJan ŽitkaVladimir Escobar-BarriosBudapest University of Technology articlepolymer membranesindirect sulfonationchloromethylationproton exchange membranepolysebsMaterials of engineering and construction. Mechanics of materialsTA401-492Chemical technologyTP1-1185ENeXPRESS Polymer Letters, Vol 16, Iss 2, Pp 171-183 (2022)
institution	DOAJ
collection	DOAJ
language	EN
topic	polymer membranes indirect sulfonation chloromethylation proton exchange membrane polysebs Materials of engineering and construction. Mechanics of materials TA401-492 Chemical technology TP1-1185
spellingShingle	polymer membranes indirect sulfonation chloromethylation proton exchange membrane polysebs Materials of engineering and construction. Mechanics of materials TA401-492 Chemical technology TP1-1185 Mauricio Sánchez-Luna Miroslav Otmar Libor Kobera Jan Žitka Vladimir Escobar-Barrios Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
description	The indirect sulfonation, via chloromethylation, of poly(styrene-(ethylene-butylene)-styrene) (polySEBS), under mild conditions, is here reported as an alternative route for the conventional use of chlorosulfonic acid. This indirect sulfonation reaction is an effective route to insert sulfonic groups in the aromatic rings of SEBS to impart a proton exchange capability. The chloromethylated polySEBS was chemically modified by the isothiouronium grouPp, afterward hydrolyzed and oxidized to generate sulfonic acid groups selectively into the aromatic portion (polystyrene) of the polySEBS, to a great extent. The chloromethylated and sulfonated polymeric membranes were characterized by NMR, FT-IR, water uptake, TGA, ion exchange capacity (IEC), and ion conductivity. The obtained results show that as the oxidation time increased in performic acid, the water uptake achieved up to 79.6% due to the conversion of isothiouronium to the sulfonic acid groups into the polymer structure. Furthermore, the sample after 7 hours of oxidation reaction (sSEBS-7H) showed 59% of sulfonation, determined by RMN, and had an IEC value of 1.46 meq/g and also an ion conductivity value of 18.7 mS/cm at RT, which are 46 and 75% higher than those of Nafion 115, a commercial polymer conventionally used for proton exchange membranes (PEM). Thus, the as-prepared sSEBS-7H membrane, via chloromethylation, can be used for PEM since it exhibits good ionic conductivity and structural stability.
format	article
author	Mauricio Sánchez-Luna Miroslav Otmar Libor Kobera Jan Žitka Vladimir Escobar-Barrios
author_facet	Mauricio Sánchez-Luna Miroslav Otmar Libor Kobera Jan Žitka Vladimir Escobar-Barrios
author_sort	Mauricio Sánchez-Luna
title	Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
title_short	Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
title_full	Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
title_fullStr	Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
title_full_unstemmed	Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
title_sort	indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes
publisher	Budapest University of Technology
publishDate	2022
url	https://doaj.org/article/c6b32d2ec9b2474896de33511f3059ba
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Indirect sulfonation of telechelic poly(styrene-ethylene-butylene-styrene) via chloromethylation for preparation of sulfonated membranes as proton exchange membranes

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