Glycidyl Tosylate: Polymerization of a "Non-Polymerizable" Monomer permits Universal Post-Functionalization of Polyethers.

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 ¹ H 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 polymerizatio

SUBMITTER: Jung P 

PROVIDER: S-EPMC6771516 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature