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The Synthesis of Poly(Vinyl Alcohol) Grafted with Fluorinated Protic Ionic Liquids Containing Sulfo Functional Groups
There has been an ongoing need to develop polymer materials with increased performance as proton exchange membranes (PEMs) for middle- and high-temperature fuel cells. Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altere...
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Published in: | Molecules (Basel, Switzerland) Switzerland), 2021-07, Vol.26 (14), p.4158 |
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description | There has been an ongoing need to develop polymer materials with increased performance as proton exchange membranes (PEMs) for middle- and high-temperature fuel cells. Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altered. Protic ionic liquids (proticILs) have been found to be an effective modifying polymer agent used as a proton carrier providing PEMs’ desirable proton conductivity at high temperatures and under anhydrous conditions. In this study, the novel synthesis route of PVA grafted with fluorinated protic ionic liquids bearing sulfo groups (–SO3H) was elaborated. The polymer functionalization with fluorinated proticILs was achieved by the following approaches: (i) the PVA acylation and subsequent reaction with fluorinated sultones and (ii) free-radical polymerization reaction of vinyl acetate derivatives modified with 1-methylimidazole and sultones. These modifications resulted in the PVA being chemically modified with ionic liquids of protic character. The successfully grafted PVA has been characterized using 1H, 19F, and 13C-NMR and FTIR-ATR. The presented synthesis route is a novel approach to PVA functionalization with imidazole-based fluorinated ionic liquids with sulfo groups. |
doi_str_mv | 10.3390/molecules26144158 |
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Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altered. Protic ionic liquids (proticILs) have been found to be an effective modifying polymer agent used as a proton carrier providing PEMs’ desirable proton conductivity at high temperatures and under anhydrous conditions. In this study, the novel synthesis route of PVA grafted with fluorinated protic ionic liquids bearing sulfo groups (–SO3H) was elaborated. The polymer functionalization with fluorinated proticILs was achieved by the following approaches: (i) the PVA acylation and subsequent reaction with fluorinated sultones and (ii) free-radical polymerization reaction of vinyl acetate derivatives modified with 1-methylimidazole and sultones. These modifications resulted in the PVA being chemically modified with ionic liquids of protic character. The successfully grafted PVA has been characterized using 1H, 19F, and 13C-NMR and FTIR-ATR. The presented synthesis route is a novel approach to PVA functionalization with imidazole-based fluorinated ionic liquids with sulfo groups.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules26144158</identifier><identifier>PMID: 34299436</identifier><language>eng</language><publisher>Basel: MDPI AG</publisher><subject>Acetic acid ; Acids ; Acylation ; Alcohol ; chemical modification ; Efficiency ; Electrolytes ; Fluorination ; Free radical polymerization ; Fuel cells ; Fuel technology ; Functional groups ; Grafting ; High temperature ; Hydroxyl groups ; Imidazole ; imidazolium-based ionic liquid ; Ionic liquids ; Ions ; Membranes ; poly(vinyl alcohol) ; Polyethylene ; Polymerization ; Polymers ; Polyvinyl alcohol ; protic ionic liquid ; Proton exchange membrane fuel cells ; Tensile strength</subject><ispartof>Molecules (Basel, Switzerland), 2021-07, Vol.26 (14), p.4158</ispartof><rights>2021 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). 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Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altered. Protic ionic liquids (proticILs) have been found to be an effective modifying polymer agent used as a proton carrier providing PEMs’ desirable proton conductivity at high temperatures and under anhydrous conditions. In this study, the novel synthesis route of PVA grafted with fluorinated protic ionic liquids bearing sulfo groups (–SO3H) was elaborated. The polymer functionalization with fluorinated proticILs was achieved by the following approaches: (i) the PVA acylation and subsequent reaction with fluorinated sultones and (ii) free-radical polymerization reaction of vinyl acetate derivatives modified with 1-methylimidazole and sultones. These modifications resulted in the PVA being chemically modified with ionic liquids of protic character. The successfully grafted PVA has been characterized using 1H, 19F, and 13C-NMR and FTIR-ATR. The presented synthesis route is a novel approach to PVA functionalization with imidazole-based fluorinated ionic liquids with sulfo groups.</description><subject>Acetic acid</subject><subject>Acids</subject><subject>Acylation</subject><subject>Alcohol</subject><subject>chemical modification</subject><subject>Efficiency</subject><subject>Electrolytes</subject><subject>Fluorination</subject><subject>Free radical polymerization</subject><subject>Fuel cells</subject><subject>Fuel technology</subject><subject>Functional groups</subject><subject>Grafting</subject><subject>High temperature</subject><subject>Hydroxyl groups</subject><subject>Imidazole</subject><subject>imidazolium-based ionic liquid</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Membranes</subject><subject>poly(vinyl alcohol)</subject><subject>Polyethylene</subject><subject>Polymerization</subject><subject>Polymers</subject><subject>Polyvinyl alcohol</subject><subject>protic ionic liquid</subject><subject>Proton exchange membrane fuel cells</subject><subject>Tensile strength</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNplkt9rUzEUxy-iuDn9A3wL-DIfqvl527wIo9hZKDjY9DXk5p60KWlOl9xM-t97uw5xSiAJ33z4kHM4TfOe0U9CaPp5hxFcjVB4y6RkavaiOWeS04mgUr_8637WvCllSylnI_W6OROSay1Fe97Uuw2Q20MaNlBCIejJDcbD5c-QDpFcRYcbjB_JdbZ-gJ78CsOGLGLFHJI9BjcZh-DIEtO4r8J9DX0hc0yDDSmkNbmt0SNZ1OSGgMnG0YR1X942r7yNBd49nRfNj8XXu_m3yer79XJ-tZo4OaXDxNOZU3Jcnbe847TTFFqvrAAJvKNiytyMOyWmoLTuHLSKg-8Z1b1qJWNSXDTLk7dHuzX7HHY2HwzaYB4DzGtj81hABCMFdNJPGRXWyk512qlejYmnzDk9O7q-nFz72u2gd5CGbOMz6fOXFDZmjQ9mJmirxVFw-STIeF-hDGYXioMYbQKsxXClFGOsbY_oh3_QLdY89u-Rkq2QivKRYifKZSwlg__zGUbNcUDMfwMifgPFHLCM</recordid><startdate>20210708</startdate><enddate>20210708</enddate><creator>Glińska, Patrycja</creator><creator>Wolan, Andrzej</creator><creator>Kujawski, Wojciech</creator><creator>Rynkowska, Edyta</creator><creator>Kujawa, Joanna</creator><general>MDPI AG</general><general>MDPI</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0001-8020-8108</orcidid><orcidid>https://orcid.org/0000-0001-5649-9910</orcidid><orcidid>https://orcid.org/0000-0003-2365-9994</orcidid></search><sort><creationdate>20210708</creationdate><title>The Synthesis of Poly(Vinyl Alcohol) Grafted with Fluorinated Protic Ionic Liquids Containing Sulfo Functional Groups</title><author>Glińska, Patrycja ; 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Poly(vinyl alcohol) (PVA) is a highly hydrophilic and chemically stable polymer bearing hydroxyl groups, which can be further altered. Protic ionic liquids (proticILs) have been found to be an effective modifying polymer agent used as a proton carrier providing PEMs’ desirable proton conductivity at high temperatures and under anhydrous conditions. In this study, the novel synthesis route of PVA grafted with fluorinated protic ionic liquids bearing sulfo groups (–SO3H) was elaborated. The polymer functionalization with fluorinated proticILs was achieved by the following approaches: (i) the PVA acylation and subsequent reaction with fluorinated sultones and (ii) free-radical polymerization reaction of vinyl acetate derivatives modified with 1-methylimidazole and sultones. These modifications resulted in the PVA being chemically modified with ionic liquids of protic character. The successfully grafted PVA has been characterized using 1H, 19F, and 13C-NMR and FTIR-ATR. The presented synthesis route is a novel approach to PVA functionalization with imidazole-based fluorinated ionic liquids with sulfo groups.</abstract><cop>Basel</cop><pub>MDPI AG</pub><pmid>34299436</pmid><doi>10.3390/molecules26144158</doi><orcidid>https://orcid.org/0000-0001-8020-8108</orcidid><orcidid>https://orcid.org/0000-0001-5649-9910</orcidid><orcidid>https://orcid.org/0000-0003-2365-9994</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Acetic acid Acids Acylation Alcohol chemical modification Efficiency Electrolytes Fluorination Free radical polymerization Fuel cells Fuel technology Functional groups Grafting High temperature Hydroxyl groups Imidazole imidazolium-based ionic liquid Ionic liquids Ions Membranes poly(vinyl alcohol) Polyethylene Polymerization Polymers Polyvinyl alcohol protic ionic liquid Proton exchange membrane fuel cells Tensile strength |
title | The Synthesis of Poly(Vinyl Alcohol) Grafted with Fluorinated Protic Ionic Liquids Containing Sulfo Functional Groups |
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