Controlled and Efficient Polymerization of Conjugated Polar Alkenes by Lewis Pairs Based on Sterically Hindered Aryloxide-Substituted Alkylaluminumitle

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Xiaojun WangMiao Hong

Abstract

Reported herein is the development of an effective strategy for controlled and efficient Lewis pair polymerization of conjugated polar alkenes, including methyl methacrylate (MMA), n-butyl methacrylate (nBuMA), and γ-methyl-α-methylene-γ-butyrolactone (γMMBL), by the utilization of sterically encumbered Al(BHT)₂Me (BHT: 2,6-di-tert-butyl-4-methylphenol) as a Lewis acid that shuts down intramolecular backbiting termination. In combination with a selected N-heterocyclic carbene (NHC) as a Lewis base, the polymerization of MMA exhibited activity up to 3000 h-1 TOF and an acceptable initiation efficiency of 60.6%, producing polymers with high molecular weight (Mn up to 130 kg/mol) and extremely narrow dispersity (Đ = 1.06~1.13). This controlled polymerization with a living characteristic has been evidenced by chain-extension experiments and chain-end analysis, and enabled the synthesis of well-defined diblock copolymers.

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Citations

Apr 17, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Jiawei ChenEugene Y-X Chen
Jan 13, 2021·Macromolecular Rapid Communications·Hugo Fouilloux, Christophe M Thomas
Mar 14, 2020·Journal of the American Chemical Society·Michael L McGrawEugene Y-X Chen
Oct 24, 2018·Chemical Reviews·Miao HongEugene Y-X Chen

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Methods Mentioned

BETA
NMR

Software Mentioned

Waters Empower

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