Ultrafast organocatalytic ring-opening polymerization of N-sulfonyl aziridine in the melt,Journal of Polymer Science

当前位置： X-MOL 学术 › J. Polym. Sci. › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

Ultrafast organocatalytic ring-opening polymerization of N-sulfonyl aziridine in the melt
Journal of Polymer Science ( IF 3.9 ) Pub Date : 2021-09-05 , DOI: 10.1002/pol.20210484
Rui Chen ₁ , Ying Wang ₁ , Linlin Zhu ₁ , Zhen Zhang _{1,

2}

Affiliation

An ultrafast approach for controlled synthesis of well-defined polysulfonamides is established through organocatalytic anionic ring-opening polymerization (ROP) of N-sulfonyl aziridine in the melt. Several different organobases are investigated, and it is found that N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDETA) catalyzed ROP of 2-methyl-N-tosylaziridine (TsMAz) gives the desired polymer, while 1,4-diazabicyclo[2.2.2]octane (DABCO) and 1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU) initiate the polymerization along with initiator to produce uncontrolled polymers. Using PMDETA as the catalyst, poly(2-methyl-N-tosylaziridine) with molecular weight over 100 kg/mol can be synthesized in less than 90 s. Various initiators, including carboxylic acid, N-sulfonyl amide, unactivated amine, phenol, and thiol, are applicable for this protocol to give the molecular weight and end-group controlled polymers under the open-flask condition. Combining this ultrafast ROP with ring-opening metathesis polymerization (ROMP), a brush copolymer is facile synthesized. This approach allows the ultrafast metal-free synthesis of polysulfonamide and expands the scope of initiators for the ROP of N-sulfonyl aziridines.

中文翻译：

N-磺酰基氮丙啶在熔体中的超快有机催化开环聚合

通过N-磺酰基氮丙啶在熔体中的有机催化阴离子开环聚合 (ROP)，建立了一种用于受控合成明确定义的聚磺酰胺的超快方法。研究了几种不同的有机碱，发现N,N,N',N",N" -五甲基二亚乙基三胺 (PMDETA) 催化 2-甲基-N-甲苯磺酰氮丙啶 (TsMAz) 的ROP得到所需的聚合物，而 1,4 -二氮杂双环[2.2.2]辛烷 (DABCO) 和 1,8-二氮杂双环 [5.4.0]-undec-7-ene (DBU) 与引发剂一起引发聚合反应，生成不受控制的聚合物。以 PMDETA 为催化剂，聚（2-甲基-N-tosylaziridine) 的分子量超过 100 kg/mol 可以在 90 秒内合成。各种引发剂，包括羧酸、N-磺酰胺、未活化胺、苯酚和硫醇，适用于该协议，以在开瓶条件下提供分子量和端基控制聚合物。将这种超快 ROP 与开环复分解聚合 (ROMP) 相结合，可以轻松合成刷状共聚物。这种方法可以实现聚磺酰胺的超快无金属合成，并扩大了N-磺酰基氮丙啶ROP 的引发剂范围。

更新日期：2021-09-05

点击分享查看原文

点击收藏

阅读更多本刊最新论文