丁二酰亚胺
氨解
化学
琥珀酰亚胺
酰胺
氢键
高分子化学
酰亚胺
有机化学
离子键合
药物化学
离子
分子
催化作用
作者
Fengtian Wu,Yuepeng Wang,Yanfei Zhao,Shaojuan Zeng,Zhenpeng Wang,Minhao Tang,Wei Zeng,Ying Wang,Xiaoqian Chang,Junfeng Xiang,Zong‐Bo Xie,Buxing Han,Zhimin Liu
标识
DOI:10.1038/s41467-024-44892-1
摘要
Abstract The chemical transformation of waste polymers into value-added chemicals is of significance for circular economy and sustainable development. Herein, we report upcycling poly(succinates) (PSS) with amines into N-substituted succinimides over succinimide anion-based ionic liquids (ILs, e.g, 1,8-diazabicyclo[5.4.0]undec-7-ene succinimide, [HDBU][Suc]). Assisted with H 2 O, [HDBU][Suc]) showed the best performance, which could achieve complete transformation of a series of PSS into succinimide derivatives and corresponding diols under mild and metal-free conditions. Mechanism investigation indicates that the cation-anion confined hydrogen-bonding interactions among IL, H 2 O, ester group, and amino/amide groups, strengthens nucleophilicity of the N atoms in amino/amide groups, and improves electrophilicity of carbonyl C atom in ester group. The attack of the amino/amide N atom on carbonyl C of ester group results in cleavage of carbonyl C-O bond in polyester and formation of amide group. This strategy is also effective for aminolysis of poly(trimethylene glutarate) to glutarimides, and poly(1,4-butylene adipate) to caprolactone diimides.
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