Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization

During radical polymerization of novel biocidal methacrylate guanidine monomers, a cyclic byproduct was discovered and identified as 2-imino-5-methyltetrahydropyrimidin-4(1H)-one (THP). Its methacrylate salt (MTHP) was synthesized and characterized via (1)H and (13)C NMR and pyrolysis chromatography...

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Autores principales: Gerasin, Victor A., Zhurina, Marina V., Kleshcheva, Natalia A., Sivov, Nikolai A., Mendeleev, Dmitry I.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8747303/
https://www.ncbi.nlm.nih.gov/pubmed/35012129
http://dx.doi.org/10.3390/polym14010107
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author Gerasin, Victor A.
Zhurina, Marina V.
Kleshcheva, Natalia A.
Sivov, Nikolai A.
Mendeleev, Dmitry I.
author_facet Gerasin, Victor A.
Zhurina, Marina V.
Kleshcheva, Natalia A.
Sivov, Nikolai A.
Mendeleev, Dmitry I.
author_sort Gerasin, Victor A.
collection PubMed
description During radical polymerization of novel biocidal methacrylate guanidine monomers, a cyclic byproduct was discovered and identified as 2-imino-5-methyltetrahydropyrimidin-4(1H)-one (THP). Its methacrylate salt (MTHP) was synthesized and characterized via (1)H and (13)C NMR and pyrolysis chromatography. Synthesis conditions of both THP and MTHP were optimized to high yields, and both MTHP homopolymerization (in aqua) and copolymerization with diallyldimethylammonium chloride (in aqua in salt form) were successfully carried out with middle to high yields, providing a promising platform for potential tailored biocide polymers.
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spelling pubmed-87473032022-01-11 Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization Gerasin, Victor A. Zhurina, Marina V. Kleshcheva, Natalia A. Sivov, Nikolai A. Mendeleev, Dmitry I. Polymers (Basel) Article During radical polymerization of novel biocidal methacrylate guanidine monomers, a cyclic byproduct was discovered and identified as 2-imino-5-methyltetrahydropyrimidin-4(1H)-one (THP). Its methacrylate salt (MTHP) was synthesized and characterized via (1)H and (13)C NMR and pyrolysis chromatography. Synthesis conditions of both THP and MTHP were optimized to high yields, and both MTHP homopolymerization (in aqua) and copolymerization with diallyldimethylammonium chloride (in aqua in salt form) were successfully carried out with middle to high yields, providing a promising platform for potential tailored biocide polymers. MDPI 2021-12-29 /pmc/articles/PMC8747303/ /pubmed/35012129 http://dx.doi.org/10.3390/polym14010107 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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/).
spellingShingle Article
Gerasin, Victor A.
Zhurina, Marina V.
Kleshcheva, Natalia A.
Sivov, Nikolai A.
Mendeleev, Dmitry I.
Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title_full Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title_fullStr Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title_full_unstemmed Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title_short Cyclic Methacrylate Tetrahydropyrimidinones: Synthesis, Properties, (Co)Polymerization
title_sort cyclic methacrylate tetrahydropyrimidinones: synthesis, properties, (co)polymerization
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8747303/
https://www.ncbi.nlm.nih.gov/pubmed/35012129
http://dx.doi.org/10.3390/polym14010107
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AT sivovnikolaia cyclicmethacrylatetetrahydropyrimidinonessynthesispropertiescopolymerization
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