A thiocarbonyl radical ring-opening polymerization approach was implemented with cyclic thionocarbamates to generate degradable copolymers with N-vinyl monomers. The rigid structures of cyclic N-substituted thionocarbamates have been revealed by X-ray crystallography and NMR spectroscopy. The corresponding copolymers show incorporation of the thiocarbamates within the carbon backbone of polyvinylpyrrolidone influenced by acyl substituents through radical ring-opening copolymerization. The phenyl-substituted cyclic thionocarbamate copolymerized with N-vinyl carbazole and N-vinyl caprolactam, while little to no incorporation occurred with ^tBu acrylate and styrene, respectively. Further, these copolymers can undergo hydrolytic degradation under mild conditions. A new family of cyclic thionocarbamates capable of radical ring-opening copolymerization with N-vinyl monomers has been established.

中文翻译：

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通过环状硫代氨基甲酸酯的自由基开环聚合制备可降解的 N-乙烯基共聚物


用环状硫代氨基甲酸酯实施硫代羰基自由基开环聚合方法，以生成具有 N-乙烯基单体的可降解共聚物。环状 N 取代的硫代氨基甲酸酯的刚性结构已通过 X 射线晶体学和 NMR 波谱揭示。相应的共聚物显示硫代氨基甲酸酯掺入聚乙烯吡咯烷酮的碳主链内，受自由基开环共聚反应受酰基取代基的影响。苯取代的环状硫代氨基甲酸酯与 N-乙烯基咔唑和 N-乙烯基己内酰胺共聚，而分别与 ^tBu 丙烯酸酯和苯乙烯几乎没有掺入。此外，这些共聚物可以在温和的条件下发生水解降解。已经建立了一个新的环状硫代氨基甲酸酯家族，能够与 N-乙烯基单体进行自由基开环共聚。