Solvent-free macrocyclisation by nucleophile-mediated oxa-Michael addition polymerisation of divinyl sulfone and alcohols
| Autor: | Christian Slugovc, Simone Strasser, Christina Wappl |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
chemistry.chemical_classification
Addition reaction Polymers and Plastics 010405 organic chemistry Chemistry Organic Chemistry Bioengineering Polymer 010402 general chemistry 01 natural sciences Biochemistry Divinyl sulfone 0104 chemical sciences chemistry.chemical_compound Polymerization Nucleophile Yield (chemistry) Michael reaction Organic chemistry Organic synthesis |
| Zdroj: | Polymer Chemistry. 8:1797-1804 |
| ISSN: | 1759-9962 1759-9954 |
| DOI: | 10.1039/c7py00152e |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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