Expanding the ROMP Toolbox: Synthesis of Air-Stable Benzonorbornadiene Polymers by Aryne Chemistry

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• 作者：Jose M. Medina ; Jeong Hoon Ko ; Heather D. MaynardNeil K. Garg
• 刊名：Macromolecules
• 出版年：2017
• 出版时间：January 24, 2017
• 年：2017
• 卷：50
• 期：2
• 页码：580-586
• 全文大小：451K
• ISSN：1520-5835

文摘

Benzonorbornadiene polymers synthesized by ring-opening metathesis polymerization (ROMP) are typically prone to oxidation at the benzylic/allylic position under ambient conditions. Accordingly, the use of benzonorbornadiene polymers in practical applications has remained limited. In this manuscript, we report the synthesis of poly(benzonorbornadiene) polymers using a strategic blend of benzyne chemistry and ROMP. Through a comparative study, we show that substitution at the benzylic/allylic position prevents oxidative deformation, yet does not inhibit polymerization by common ruthenium catalysts with good control over molecular weight dispersity. We expect the benzyne/ROMP reaction sequence will allow easy access to air-stable benzonorbornadiene polymers for various applications.