Solvent and catalyst-free modification of hyperbranched polyethyleneimines by ring-opening-addition or ring-opening-polymerization of N-sulfonyl aziridines

Solvent and catalyst-free modification of hyperbranched polyethyleneimines by ring-opening-addition or ring-opening-polymerization of N-sulfonyl aziridines
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N-磺酰基氮丙啶开环加成或开环聚合对超支化聚乙烯亚胺进行无溶剂和无催化剂改性

DOI:
10.1039/d1py00125f
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发表时间:
2021-03-28
期刊:
影响因子:
4.6
通讯作者:
Hadjichristidis, Nikos
Hadjichristidis, Nikos
中科院分区:
化学2区
文献类型:
--
作者:
Li, Zhunxuan;Chen, Rui;Hadjichristidis, Nikos

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开发了一种简便、高效且无溶剂/催化剂的合成方法,用于通过N - 磺酰基氮丙啶的开环加成或开环聚合对超支化聚乙烯亚胺(PEI)进行改性。在熔融和敞口烧瓶条件下,PEI的亲核伯胺基和仲胺基攻击N - 磺酰基氮丙啶,根据氮丙啶/PEI的比例,通过开环加成或开环聚合得到磺酰胺官能化的PEI或接枝聚(磺酰胺)的PEI。令人惊讶的是,体系中没有任何共轭荧光团,但接枝的PEI在溶液中显示出强荧光。此外,两亲性聚(乙烯亚胺磺酰胺)对水溶液中的金属离子(Fe³⁺、Co²⁺、Cu²⁺和Zn²⁺)具有良好的去除效率,并且在解吸后可以循环使用而不损失其吸附效率。这项工作为聚乙烯亚胺改性材料提供了一种原子经济性且简便的合成方法,这些材料具有独特的荧光性质和去除有害金属的能力。
An easy, efficient, and solvent/catalyst-free synthetic methodology was developed for the modification of hyperbranched polyethyleneimines (PEI) by ring-opening-addition or ring-opening-polymerization of N-sulfonyl aziridines. Under melting and open-flask conditions, the nucleophilic primary and secondary amino groups of PEI attack the N-sulfonyl aziridines to afford, depending on the ratio of aziridine/PEI, sulfonamide-functionalized PEIs or PEI grafted by poly(sulfonamide)s, either by ring-opening-addition or ring-opening-polymerization. Surprisingly, without any conjugated fluorophore in the system, the grafted PEIs show strong fluorescence in the solution. Besides, the amphiphilic poly(ethyleneimine sulfonamide)s present good removal efficiency of metal ions (Fe3+, Co2+, Cu2+, and Zn2+) from aqueous solutions and can be recycled without losing their adsorption efficiency after desorption. This work provides an atom-economical and facile synthetic method toward polyethyleneimine modified materials, which have unique fluorescence properties and the ability to remove hazardous metals.