High Double Bond Content of Polyisoprene Synthesis via Cationic Polymerization Synergistically Catalyzed by Tf2NH-Ionic Liquids,Macromolecules

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High Double Bond Content of Polyisoprene Synthesis via Cationic Polymerization Synergistically Catalyzed by Tf2NH-Ionic Liquids
Macromolecules ( IF 5.1 ) Pub Date : 2021-06-29 , DOI: 10.1021/acs.macromol.1c00418
Guangqian Zhu _{1,

2} , Liang Wang ₁ , Jia Kuang ₁ , Guangqiang Xu _{1,

2} , Yongqiang Zhang ₁ , Qinggang Wang _{1,

2}

Affiliation

The highly selective cationic polymerization of isoprene has been a great challenge over the last 70 years. Here, a synergistic Tf₂NH-ionic liquid (IL) catalytic system has been developed to address this issue under mild conditions. Tf₂NH serves as a highly efficient catalyst for the cationic polymerization with 0.01 mol % loading, and its counteranion IL serves as a remarkable selectivity-controlled medium delivering low-molecular-weight (M_n < 1500 g/mol) polyisoprenes with excellent yields (up to 99%), double bond content (DBs, up to 99%), and trans-1,4 selectivities (>95%). Mechanistic investigations indicated that an IL cation could effectively suppress the reprotonation of double bonds in polymer chains by reducing the electron density, leading to highly linear desired polymers. The industrial application prospects are illustrated by the IL recycling process, which could be used for more than five rounds with excellent yields and DBs.

中文翻译：

Tf ₂ NH-离子液体协同催化阳离子聚合合成聚异戊二烯的高双键含量

在过去的 70 年中，异戊二烯的高选择性阳离子聚合一直是一个巨大的挑战。在这里，已开发出协同 Tf ₂ NH 离子液体 (IL) 催化系统以在温和条件下解决此问题。Tf ₂ NH 作为阳离子聚合的高效催化剂，负载量为 0.01 mol%，其抗衡阴离子 IL 作为显着的选择性控制介质，以优异的产率提供低分子量 ( M _n < 1500 g/mol) 聚异戊二烯（高达 99%）、双键含量（DBs，高达 99%）和反式-1,4 选择性 (>95%)。机理研究表明，IL 阳离子可以通过降低电子密度来有效抑制聚合物链中双键的再质子化，从而产生高度线性的所需聚合物。IL回收工艺说明了其工业应用前景，可循环使用5轮以上，收率和DBs优异。

更新日期：2021-07-13

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