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

Wang, Xiaojun; Zhang, Yixin; Hong, Miao

doi:10.3390/molecules23020442

Submit to this Journal Review for this Journal Edit a Special Issue

Article Menu

...

Open AccessFeature PaperArticle

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

Xiaojun Wang

Yixin Zhang

and

Miao Hong

State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China

Author to whom correspondence should be addressed.

Molecules 2018, 23(2), 442; https://doi.org/10.3390/molecules23020442

Received: 30 January 2018 / Revised: 12 February 2018 / Accepted: 14 February 2018 / Published: 17 February 2018

(This article belongs to the Special Issue Lewis Pair Polymerization for New Reactivity and Structure in Polymer Synthesis)

View Full-Text Download PDF

Browse Figures

Citation Export

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 (M_n 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. View Full-Text

Keywords: frustrated Lewis pair; Lewis pair; polymerization; carbenes; acrylics

▼ Show Figures

Graphical abstract

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited

Supplementary Material

Supplementary File 1:
PDF-Document (PDF, 597 KiB)

Share and Cite

MDPI and ACS Style

Wang, X.; Zhang, Y.; Hong, M. Controlled and Efficient Polymerization of Conjugated Polar Alkenes by Lewis Pairs Based on Sterically Hindered Aryloxide-Substituted Alkylaluminum. Molecules 2018, 23, 442. https://doi.org/10.3390/molecules23020442

AMA Style

Wang X, Zhang Y, Hong M. Controlled and Efficient Polymerization of Conjugated Polar Alkenes by Lewis Pairs Based on Sterically Hindered Aryloxide-Substituted Alkylaluminum. Molecules. 2018; 23(2):442. https://doi.org/10.3390/molecules23020442

Chicago/Turabian Style

Wang, Xiaojun, Yixin Zhang, and Miao Hong. 2018. "Controlled and Efficient Polymerization of Conjugated Polar Alkenes by Lewis Pairs Based on Sterically Hindered Aryloxide-Substituted Alkylaluminum" Molecules 23, no. 2: 442. https://doi.org/10.3390/molecules23020442

Find Other Styles

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Article Metrics

Abstract views Pdf views Html views

Article Menu

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

Abstract

Supplementary Material

Share and Cite

Article Metrics

Article Access Statistics

Article Access Map by Country/Region

Further Information

Guidelines

MDPI Initiatives

Follow MDPI