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Phosphazene-catalyzed oxa-Michael addition click polymerization†
Polymer Chemistry ( IF 4.1 ) Pub Date : 2018-08-30 00:00:00 , DOI: 10.1039/c8py01089g
Hongjun Yang 1, 2, 3, 4, 5 , YongKang Zuo 1, 2, 3, 4, 5 , Jiadong Zhang 1, 2, 3, 4, 5 , Yiye Song 6, 7, 8 , Wenyan Huang 1, 2, 3, 4, 5 , Xiaoqiang Xue 1, 2, 3, 4, 5 , Qimin Jiang 1, 2, 3, 4, 5 , Aibin Sun 1, 2, 3, 4, 5 , Bibiao Jiang 1, 2, 3, 4, 5
Affiliation  

This paper reports a new type of click chemistry via a phosphazene bases-catalyzed oxa-Michael addition of an alcohol to an acrylate. The studies on the reactions between small molecules showed that only 5 mol% phosphazene base, t-BuP2, could catalyze the reaction between the acrylate double bonds and a primary alcohol and drive the reaction to completion within a few minutes under solvent-free conditions at room temperature. Additionally, t-BuP2 was a particularly efficient catalyst for the oxa-Michael addition of secondary alcohols to acrylate double bonds under similar conditions. Moreover, applying this reaction to the synthesis of polymers could successfully afford degradable poly(ester-ether)s with excellent monomer conversions under mild conditions. Throughout the polymerization, transesterification reactions were unavoidable, which increased the randomness in the structures of the resulting polymers. Considering the remarkable features of this method, such as the ready availability of the alcohol substrates, this work provides a simple, easy, and versatile method for synthesizing degradable polymers from commercially available compounds and will be useful in polymer chemistry.

中文翻译:

磷腈催化的氧杂-迈克尔加成点击聚合

本文报道了一种新型的点击化学,其通过磷腈碱催化的醇向丙烯酸酯的氧杂-迈克尔加成反应。对小分子之间的反应的研究表明,只有5 mol%的磷腈碱t- BuP 2可以催化丙烯酸酯双键与伯醇之间的反应,并在无溶剂条件下在几分钟内促使反应完成在室温下。此外,t -BuP 2是在类似条件下将仲醇在丙烯酸酯双键上进行氧杂-迈克尔加成反应的特别有效的催化剂。而且,将该反应应用于聚合物的合成可以成功地提供可降解的聚(酯-醚),其在温和条件下具有优异的单体转化率。在整个聚合过程中,酯交换反应是不可避免的,这增加了所得聚合物结构的无规性。考虑到该方法的显着特征,例如醇底物的现成性,这项工作提供了一种简单,容易且通用的方法,用于从可商购的化合物中合成可降解聚合物,并将在聚合物化学中有用。
更新日期:2018-08-30
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