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Azlactone-based copolymers by redox-initiated MADIX polymerization at room temperature in ethanol
Polymer Chemistry ( IF 4.6 ) Pub Date : 2024-03-08 , DOI: 10.1039/d4py00070f
Francesca François 1 , Guillaume Gody 2 , James Wilson 2 , Laurent Fontaine 1 , Sagrario Pascual 1
Affiliation  

Macromolecular design via the interchange of xanthate (MADIX) polymerization of 2-vinyl-4,4-dimethylazlactone (VDM) used as comonomer is reported. Rhodixan® A1 was employed as chain transfer agent and ethanol was used as solvent. An efficient control of the MADIX polymerization with complete monomer conversion was reached after 6 h using either a thermal initiation at 70 °C or a redox initiating system at 25 °C. In contrast with thermal-initiated MADIX polymerization at 70 °C, redox-initiated MADIX polymerization allows the reaction to be carried out at 25 °C and avoids solvolysis of the azlactone ring after 6 h. The resulting azlactone-based copolymers were used as a “clickable” platform for chemical post-polymerization modification (PPM) as demonstrated using allylamine as a model of primary amine. PPM with allylamine performed in ethanol at 25 °C was quantitative and selective in 2 h.

中文翻译:

室温下在乙醇中通过氧化还原引发 MADIX 聚合制备二氢唑酮基共聚物

据报道,通过用作共聚单体的 2-乙烯基-4,4-二甲基吖内酯 (VDM) 进行黄原酸酯互换 (MADIX) 聚合进行大分子设计。使用Rhodixan® A1作为链转移剂,并使用乙醇作为溶剂。使用 70 °C 的热引发或 25 °C 的氧化还原引发系统,6 小时后即可有效控制 MADIX 聚合并实现单体完全转化。与 70 °C 下热引发的 MADIX 聚合相反,氧化还原引发的 MADIX 聚合允许反应在 25 °C 下进行,并避免 6 小时后二氢唑酮环的溶剂分解。所得二氢唑酮基共聚物被用作化学聚合后改性(PPM)的“可点击”平台,如使用烯丙胺作为伯胺模型所证明的那样。使用烯丙胺在乙醇中于 25 °C 进行 PPM,可在 2 小时内实现定量和选择性。
更新日期:2024-03-08
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