Solvent-free macrocyclisation by nucleophile-mediated oxa-Michael addition polymerisation of divinyl sulfone and alcohols

Simone Strasser, Christina Wappl, Christian Slugovc

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

Abstract

The oxa-Michael addition reaction has been widely studied and employed in organic synthesis, but has not been developed as a tool for polymer synthesis. Herein, the 4-dimethylaminopyridine initiated polyaddition reaction of divinyl sulfone and several di- or multifunctional alcohols has been studied. This atom-economical polymerisation reaction proceeds quickly and quantitatively under solvent-free conditions producing predominantly macrocyclic products following a zwitter-ionic mechanism. Multifunctional alcohols yield duroplastic polymers. Considering the ready availability of alcohols, the oxa-Michael addition polymerisation is an interesting alternative to the well-established thiol-Michael addition polymerisation.
Originalspracheenglisch
Seiten (von - bis)1797-1804
FachzeitschriftPolymer Chemistry
Ausgabenummer8
DOIs
PublikationsstatusVeröffentlicht - 16 Feb 2017

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Nucleophiles
Polymerization
Alcohols
Polymers
Synthetic Chemistry Techniques
Addition reactions
Sulfhydryl Compounds
Availability
Atoms
divinyl sulfone

Fields of Expertise

  • Advanced Materials Science

Dies zitieren

Solvent-free macrocyclisation by nucleophile-mediated oxa-Michael addition polymerisation of divinyl sulfone and alcohols. / Strasser, Simone; Wappl, Christina; Slugovc, Christian.

in: Polymer Chemistry, Nr. 8, 16.02.2017, S. 1797-1804.

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

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