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Authors: Jung, Philipp
Ziegler, Arthur D.
Blankenburg, Jan
Frey, Holger
Title: Glycidyl tosylate: polymerization of a “non-polymerizable” monomer permits universal post-functionalization of polyethers
Online publication date: 25-May-2022
Year of first publication: 2019
Language: english
Abstract: Glycidyl tosylate appears to be a non-polymerizable epoxide when nucleophilic initiators are used because of the excellent leaving group properties of the tosylate. However, using the monomer-activated mechanism, this unusual monomer can be copolymerized with ethylene oxide (EO) and propylene oxide (PO), respectively, yielding copolymers with 7–25 % incorporated tosylate-moieties. The microstructure of the copolymers was investigated via in situ 1H NMR spectroscopy, and the reactivity ratios of the copolymerizations have been determined. Quantitative nucleophilic substitution of the tosylate-moiety is demonstrated for several examples. This new structure provides access to a library of functionalized polyethers that cannot be synthesized by conventional oxyanionic polymerization.
DDC: 540 Chemie
540 Chemistry and allied sciences
Institution: Johannes Gutenberg-Universität Mainz
Department: FB 09 Chemie, Pharmazie u. Geowissensch.
Place: Mainz
Version: Published version
Publication type: Zeitschriftenaufsatz
Document type specification: Scientific article
License: CC BY-NC
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Journal: Angewandte Chemie : International edition
Pages or article number: 12883
Publisher: Wiley-VCH
Publisher place: Weinheim
Issue date: 2019
ISSN: 1521-3773
Publisher DOI: 10.1002/anie.201904203
Appears in collections:JGU-Publikationen

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