Toward rapid aqueous RAFT polymerization of primary amine functional monomer under visible light irradiation at 25 °C

Toward rapid aqueous RAFT polymerization of primary amine functional monomer under visible light irradiation at 25 °C
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DOI:
10.1039/c2py20810e
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发表时间:
2013-01
期刊:
影响因子:
4.6
通讯作者:
Guhuan Liu;Hui Shi;Yuru Cui;Jianyu Tong;Ying Zhao;Dujing Wang;Yuanli Cai
Guhuan Liu;Hui Shi;Yuru Cui;Jianyu Tong;Ying Zhao;Dujing Wang;Yuanli Cai
中科院分区:
化学2区
文献类型:
--
作者:
Guhuan Liu;Hui Shi;Yuru Cui;Jianyu Tong;Ying Zhao;Dujing Wang;Yuanli Cai

文献摘要

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报道了伯胺功能单体在25℃可见光照射下快速、可控的水溶液RAFT聚合。合成了伯胺功能单体的原型N-(2-氨基乙基)甲基丙烯酰胺盐酸盐(AEMA)和N-(6-氨基己基)甲基丙烯酰胺盐酸盐(AhMA)。结果表明,在25℃的弱可见光照射下,该聚合反应在酸性水介质中快速、可控地进行,并且通过加入较少的极性醇或提高电离单体的浓度来改善电离单体的离子配对或缔合作用,可以缩短初始聚合时间,加速链增长,从而显著加速聚合反应。通过打开或关闭可见光,这种聚合立即被打开或关闭。通过调节pH值,可以简单地保留或去除聚合物链端的二硫酯残基。因此,本文提供了一种在室温下直接快速合成明确定义的伯胺功能聚合物的简便方法。
We report the rapid and well-controlled aqueous RAFT polymerization of primary amine functional monomer under visible light irradiation at 25 °C. N-(2-aminoethyl)methacrylamide hydrochloride (AEMA) and N-(6-aminohexyl)methacrylamide hydrochloride (AHMA) were synthesized as prototypes of primary amine functional monomers. The results demonstrated that this polymerization proceeded rapidly in a well-controlled manner in acidic aqueous media upon irradiating with mild visible light at 25 °C. Moreover, improving the ion-pairing or association of the ionized monomers via adding less polar alcohols or improving the concentration of ionized monomers could shorten the initialization period and accelerate chain propagation, thus remarkably accelerating this polymerization. This polymerization was immediately switched on or off via turning on or off visible light. Dithioester residues at polymer chain ends could be retained or removed simply by adjusting pH. Accordingly, this paper provides a facile approach toward direct and rapid RAFT synthesis of well-defined primary amine functional polymers at room temperature.