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Organocatalytic sequential ring-opening polymerization of cyclic ester/epoxide and N-sulfonyl aziridine: metal-free and easy access to block copolymers
Polymer Chemistry ( IF 4.6 ) Pub Date : 2021-08-26 , DOI: 10.1039/d1py00890k
Huishan Huang 1 , Wenyi Luo 1 , Linlin Zhu 1 , Ying Wang 1 , Zhen Zhang 1, 2
Affiliation  

We report an organocatalytic sequential ring-opening polymerization (ROP) approach for the facile synthesis of polysulfonamide-based copolymers. Alcohols and methoxylpolyethylene glycols were initially employed as (macro)initiators for the ROP of N-sulfonyl aziridines to produce well-controlled polymers with the assistance of tosyl isocyanate. Tosyl isocyanate efficiently transformed the hydroxyl species into the tosylcarbamate anion, the initiating site for the ROP of N-sulfonyl aziridines. ROP of ε-caprolactone or propylene oxide was then performed in bulk in the presence of the phosphazene base t-Bu-P2 or t-Bu-P4, followed by end-group transformation with tosyl isocyanate and the subsequent ROP of N-sulfonyl aziridines. The synthesized poly(ε-caprolactone)-block-polysulfonamide and poly(propylene oxide)-block-polysulfonamide copolymers showed a remarkable control of molar masses and dispersities. Well-defined triblock and 3-arm star-shaped copolymers were successfully prepared from diol and triol initiators.

中文翻译:

环酯/环氧化物和 N-磺酰基氮丙啶的有机催化连续开环聚合:无金属且易于获得嵌段共聚物

我们报告了一种用于轻松合成聚磺酰胺基共聚物的有机催化顺序开环聚合 (ROP) 方法。醇和甲氧基聚乙二醇最初被用作N-磺酰基氮丙啶的 ROP 的(大)引发剂,以在异氰酸甲苯酯的帮助下生产控制良好的聚合物。甲苯磺酰基异氰酸酯有效地将羟基物质转化为甲苯磺酰基氨基甲酸酯阴离子,这是N-磺酰基氮丙啶ROP 的起始位点。然后在磷腈碱t -Bu-P 2t -Bu-P 4存在下批量进行 ε-己内酯或环氧丙烷的 ROP,然后用甲苯磺酰基异氰酸酯进行端基转化,随后对N-磺酰基氮丙啶进行 ROP 。合成的聚(ε-己内酯)-嵌段-聚磺酰胺和聚(环氧丙烷)-嵌段-聚磺酰胺共聚物显示出对摩尔质量和分散性的显着控制。由二醇和三醇引发剂成功制备了明确定义的三嵌段和三臂星形共聚物。
更新日期:2021-09-03
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