Glycidyl tosylate: polymerization of a “non-polymerizable” monomer permits universal post-functionalization of polyethers

Jung, Philipp; Ziegler, Arthur D.; Blankenburg, Jan; Frey, Holger

Glycidyl tosylate: polymerization of a “non-polymerizable” monomer permits universal post-functionalization of polyethers

dc.contributor.author	Jung, Philipp
dc.contributor.author	Ziegler, Arthur D.
dc.contributor.author	Blankenburg, Jan
dc.contributor.author	Frey, Holger
dc.date.accessioned	2022-05-25T10:08:13Z
dc.date.available	2022-05-25T10:08:13Z
dc.date.issued	2019
dc.description.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.	en_GB
dc.identifier.doi	http://doi.org/10.25358/openscience-7040
dc.identifier.uri	https://openscience.ub.uni-mainz.de/handle/20.500.12030/7054
dc.language.iso	eng	de
dc.rights	CC-BY-NC-4.0	*
dc.rights.uri	https://creativecommons.org/licenses/by-nc/4.0/	*
dc.subject.ddc	540 Chemie	de_DE
dc.subject.ddc	540 Chemistry and allied sciences	en_GB
dc.title	Glycidyl tosylate: polymerization of a “non-polymerizable” monomer permits universal post-functionalization of polyethers	en_GB
dc.type	Zeitschriftenaufsatz	de
jgu.journal.issue	37	de
jgu.journal.title	Angewandte Chemie : International edition	de
jgu.journal.volume	58	de
jgu.organisation.department	FB 09 Chemie, Pharmazie u. Geowissensch.	de
jgu.organisation.name	Johannes Gutenberg-Universität Mainz
jgu.organisation.number	7950
jgu.organisation.place	Mainz
jgu.organisation.ror	https://ror.org/023b0x485
jgu.pages.end	12886	de
jgu.pages.start	12883	de
jgu.publisher.doi	10.1002/anie.201904203	de
jgu.publisher.issn	1521-3773	de
jgu.publisher.issn	1433-7851	de
jgu.publisher.name	Wiley-VCH	de
jgu.publisher.place	Weinheim	de
jgu.publisher.year	2019
jgu.rights.accessrights	openAccess
jgu.subject.ddccode	540	de
jgu.type.contenttype	Scientific article	de
jgu.type.dinitype	Article	en_GB
jgu.type.resource	Text	de
jgu.type.version	Published version	de