Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-7040
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 |
Files in This Item:
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![]() | glycidyl_tosylate__polymeriza-20220525104453563.pdf | 975.96 kB | Adobe PDF | View/Open | |
![]() | glycidyl_tosylate__polymeriza-20220525104547943.pdf | 2.41 MB | Adobe PDF | View/Open |