Upcycling of Polybutadiene Facilitated by Selenium‐Mediated Allylic Amination
Upcycling of Polybutadiene Facilitated by Selenium‐Mediated Allylic Amination
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硒介导的烯丙基胺化促进聚丁二烯的升级循环
DOI：
10.1002/anie.202303115
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发表时间：
2023
期刊：
影响因子：
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通讯作者：
Golder, Matthew R.
中科院分区：
文献类型：
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作者：
Hodges, Mercie N.;Elardo, Matthew J.;Seo, Jinyoung;Dohoda, Alexander F.;Michael, Forrest E.;Golder, Matthew R.
报废塑料的累积带来了持续的环境问题。解决这一重大挑战的一个策略是发明新技术，改变消费后的废物并赋予新的功能。虽然存在用于商品聚烯烃和聚芳族化合物的化学上循环的有希望的方法，但是再利用不饱和聚合物的类似方法（例如，聚丁二烯）稀缺。在这项工作中，我们提出了一种通过温和的、无金属的烯丙位胺化反应来升级循环聚丁二烯（最广泛使用的商业橡胶之一）的方法。所得材料具有可调的热和表面润湿性能作为磺酰胺身份和接枝密度的函数。重要的是，该方法保持了母体烯烃的微观结构，而没有烯烃还原、烯烃换位和/或断链的迹象。基于这些发现，我们预计未来的应用在复杂的弹性体和硫化橡胶的修复。
Accumulation of end‐of‐life plastics presents ongoing environmental concerns. One strategy to solve this grand challenge is to invent new techniques that modify post‐consumer waste and impart new functionality. While promising approaches for the chemical upcycling of commodity polyolefins and polyaromatics exist, analogous approaches to repurpose unsaturated polymers (e.g., polybutadiene) are scarce. In this work, we propose a method to upcycle polybutadiene, one of the most widely used commercial rubbers, via a mild, metal‐free allylic amination reaction. The resulting materials have tunable thermal and surface wetting properties as a function of both sulfonamide identity and grafting density. Importantly, this approach maintains the parent alkene microstructure without evidence of olefin reduction, olefin transposition, and/or chain scission. Based on these findings, we anticipate future applications in the remediation of complex elastomers and vulcanized rubbers.