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Fast and Complete Neutralization of Thiocarbonylthio Compounds Using Trialkylborane and Oxygen: Application to Their Removal from RAFT-Synthesized Polymers
ACS Macro Letters ( IF 5.1 ) Pub Date : 2019-05-24 00:00:00 , DOI: 10.1021/acsmacrolett.9b00357
Prakash Alagi , Nikos Hadjichristidis , Yves Gnanou , Xiaoshuang Feng

A rapid and efficient method to remove thiocarbonylthio end groups from polymers prepared by reversible addition–fragmentation chain transfer (RAFT) is described. The elimination process is obtained in less than 1 min by treating the solution of RAFT-synthesized polymers with 5 equiv of trialkylborane (TAB) in the presence of oxygen under an ambient temperature. The versatility of this method was checked on the most relevant families of thiocarbonylthio chain transfer agents (CTA), including dithioesters, trithiocarbonates, dithiocarbamates, and xanthates, carried by the corresponding RAFT-synthesized polymers. UV, NMR, and MALDI-TOF MS characterization results all confirm the complete removal of their terminal CTA groups.

中文翻译:

使用三烷基硼烷和氧气快速和完全中和硫代羰基硫化合物:从 RAFT 合成的聚合物中去除它们的应用

描述了一种从通过可逆加成-断裂链转移 (RAFT) 制备的聚合物中去除硫代羰基硫基端基的快速有效的方法。通过在环境温度下在氧气存在下用 5 当量的三烷基硼烷 (TAB) 处理 RAFT 合成的聚合物溶液,在不到 1 分钟的时间内获得消除过程。该方法的多功能性在最相关的硫代羰基硫基链转移剂 (CTA) 家族上进行了检查,包括由相应 RAFT 合成的聚合物携带的二硫代酯、三硫代碳酸酯、二硫代氨基甲酸酯和黄原酸酯。UV、NMR 和 MALDI-TOF MS 表征结果均证实其末端 CTA 基团已完全去除。
更新日期:2019-05-24
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