Bio-Based Polyketones by Selective Ring-Opening Radical Polymerization of α-Pinene-Derived Pinocarvone
| Autor: | Miyaji, H., Satoh, Kotaro, Kamigaito, M. |
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| Rok vydání: | 2015 |
| Předmět: |
Chemistry
Radical polymerization technology industry and agriculture Chain transfer General Medicine macromolecular substances 02 engineering and technology General Chemistry 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Catalysis 0104 chemical sciences Living free-radical polymerization Cobalt-mediated radical polymerization Polymerization Polymer chemistry Living polymerization Organic chemistry Reversible addition−fragmentation chain-transfer polymerization 0210 nano-technology Ionic polymerization |
| Zdroj: | Angewandte Chemie International Edition. 55:1372-1376 |
| ISSN: | 1433-7851 |
| DOI: | 10.1002/anie.201509379 |
| Popis: | The most abundant naturally occurring terpene, α-pinene, which cannot be directly polymerized into high polymers by any polymerization method, was quantitatively converted under visible-light irradiation into pinocarvone, which possesses a reactive exo methylene group. The bicyclic vinyl ketone was quantitatively polymerized in fluoroalcohols by selective (99%) ring-opening radical polymerization of the four-membered ring, which results in unique polymers containing chiral six-membered rings with conjugated ketone units in the main chain. These polymers display good thermal properties, optical activities, and contain reactive conjugated ketone units. Reversible addition fragmentation chain transfer (RAFT) polymerization was successfully accomplished by using appropriate trithiocarbonate RAFT agents, enabling the synthesis of thermoplastic elastomers based on controlled macromolecular architectures. |
| Databáze: | OpenAIRE |
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