Polymerizations of 2-(Trimethylsilyl)ethanesulfonyl-Activated Aziridines

Polymerizations of 2-(Trimethylsilyl)ethanesulfonyl-Activated Aziridines
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DOI:
10.1016/j.eurpolymj.2022.111135
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发表时间:
2022-03
影响因子:
6
通讯作者:
Taoguang Qu;P. Rupar
Taoguang Qu;P. Rupar
中科院分区:
化学2区
文献类型:
--
作者:
Taoguang Qu;P. Rupar

文献摘要

相似文献

合成了一种新型的N-磺酰基氮杂环丙烷(N-((2-(trimethylsilyl)ethyl)sulfonyl)-2-methyl-aziridine),并研究了其控制阴离子开环聚合形成聚(SES-MeAz)。用四丁基氟化铵(TBAF)可在温和的条件下实现聚(SES-MeAz)S的脱磺基化反应生成聚丙烯亚胺(PPI),但PPI的提纯并不完全成功。采用连续聚合法制备了嵌段共聚物p(Pts-MeAz)-b-p(SES-MeAz),(Pts-MeAz=N-对甲苯磺基-2-甲基氮杂环丙烷)。嵌段共聚物的脱磺酰化是第一例选择性地从聚(磺酰氮杂环丁基)嵌段共聚物中去除磺酰基保护基团,这也是第一次形成聚磺酰基氮杂环丙烷-嵌段-聚丙烯亚胺共聚物。还成功地合成了三臂星形聚合物(SES-MeAz)S,与线型聚合物(SES-MeAz)S相比,具有更好的溶解性。
A novelN-sulfonyl aziridine,N-((2-(trimethylsilyl)ethyl)sulfonyl)-2-methyl-aziridine (SES-MeAz) was synthesized, and its controlled anionic ring-opening polymerization to form poly(SES-MeAz) studied. The desulfonylation of poly(SES-MeAz)s can be achieved under mild conditions, with tetrabutylammonium fluoride (TBAF) to form polypropylene imine (PPI), although purification of the PPI was not completely successful. The block copolymer p(pTs-MeAz)-b-p(SES-MeAz), (pTs-MeAz =N-para-tosyl-2-methyl-aziridine) was prepared by a sequential polymerization. The desulfonylation of the block copolymer is the first example of the selective removal of a sulfonyl protecting group from a poly(sulfonylazirdine) block copolymer and this is the first formation of a polysufonylaziridine-block-polypropylene imine copolymer. Three-armed star-shaped poly(SES-MeAz)s were also successfully synthesized and exhibited improved solubility compared with linear poly(SES-MeAz)s.