{"title":"Role of Cyclic Ketene Dithioacetals in Free Radical Polymerization of Vinyl Chloride","authors":"Mohammad Bajbouj, Ouiem Jalil, Isa Degirmenci","doi":"10.1002/mats.202400063","DOIUrl":null,"url":null,"abstract":"<p>The role of the sulfur analog of cyclic ketene acetals in the synthesis of polyvinyl chloride is examined in this study. In this context, whether 2-methylene-1,3-dithiolane (S-CKA5), 2-methylene-1,3-dithione (S-CKA6), and 2-methylene-1,3-dithiepane (S-CKA7) monomers are involved in the radical polymerization of vinyl chloride through the ring opening reaction is examined by quantum chemical methods. In light of calculations at the M06-2X/6-31+G(d) level, it is concluded that, in general, S-CKAs undergo little or no ring-opening and form block copolymers, mainly with the homopolymerization of S-CKAs and their ring-retaining step. It is determined that S-CKA7 is the most prone to ring-opening reaction and inserting dithioate links to the polymer backbone. However, the radical ring-opening of S-CKA7 is strongly reversible, as in other S-CKAs.</p>","PeriodicalId":18157,"journal":{"name":"Macromolecular Theory and Simulations","volume":"34 1","pages":""},"PeriodicalIF":1.8000,"publicationDate":"2024-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Macromolecular Theory and Simulations","FirstCategoryId":"5","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/mats.202400063","RegionNum":4,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"POLYMER SCIENCE","Score":null,"Total":0}
引用次数: 0
Abstract
The role of the sulfur analog of cyclic ketene acetals in the synthesis of polyvinyl chloride is examined in this study. In this context, whether 2-methylene-1,3-dithiolane (S-CKA5), 2-methylene-1,3-dithione (S-CKA6), and 2-methylene-1,3-dithiepane (S-CKA7) monomers are involved in the radical polymerization of vinyl chloride through the ring opening reaction is examined by quantum chemical methods. In light of calculations at the M06-2X/6-31+G(d) level, it is concluded that, in general, S-CKAs undergo little or no ring-opening and form block copolymers, mainly with the homopolymerization of S-CKAs and their ring-retaining step. It is determined that S-CKA7 is the most prone to ring-opening reaction and inserting dithioate links to the polymer backbone. However, the radical ring-opening of S-CKA7 is strongly reversible, as in other S-CKAs.
期刊介绍:
Macromolecular Theory and Simulations is the only high-quality polymer science journal dedicated exclusively to theory and simulations, covering all aspects from macromolecular theory to advanced computer simulation techniques.