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
ROR:	https://ror.org/023b0x485
DOI:	http://doi.org/10.25358/openscience-7040
Version:	Published version
Publication type:	Zeitschriftenaufsatz
Document type specification:	Scientific article
License:	CC BY-NC
Information on rights of use:	https://creativecommons.org/licenses/by-nc/4.0/
Journal:	Angewandte Chemie : International edition 58 37
Pages or article number:	12883 12886
Publisher:	Wiley-VCH
Publisher place:	Weinheim
Issue date:	2019
ISSN:	1521-3773 1433-7851
Publisher DOI:	10.1002/anie.201904203
Appears in collections:	JGU-Publikationen