Divergent Catalytic Strategies for the Cis/Trans Stereoselective Ring-Opening Polymerization of a Dual Cyclic Carbonate/Olefin Monomer
| Autor: | Cécile Pérale, Gabriele Kociok-Köhn, Antoine Buchard, Rémi Castaing, Thomas M. McGuire |
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| Rok vydání: | 2019 |
| Předmět: |
chemistry.chemical_classification
Olefin fiber Chemistry(all) Chemistry General Chemistry Polymer 010402 general chemistry 01 natural sciences Biochemistry Ring-opening polymerization Catalysis 0104 chemical sciences chemistry.chemical_compound Colloid and Surface Chemistry Monomer Polymerization Polymer chemistry Carbonate Cis–trans isomerism |
| Zdroj: | McGuire, T M, Pérale, C, Castaing, R, Kociok-Köhn, G & Buchard, A 2019, ' Divergent Catalytic Strategies for the Cis/Trans Stereoselective Ring-Opening Polymerization of a Dual Cyclic Carbonate/Olefin Monomer ', Journal of the American Chemical Society, vol. 141, no. 34, pp. 13301-13305 . https://doi.org/10.1021/jacs.9b06259 |
| ISSN: | 1520-5126 0002-7863 |
| Popis: | A dual seven-membered cyclic carbonate/olefin monomer was synthesized from CO2 and cis-1,4-butenediol and polymerized. The properties of the polymer were controlled using divergent catalytic strategies toward the stereochemistry of the olefin. Ring-opening polymerization of the cyclic carbonate using an organocatalytic approach retained the cis-stereoconfiguration of the olefin and yielded a hard semicrystalline polymer (Tm 115 °C). Ring-opening metathesis polymerization using Grubbs’ catalyst proceeded with high trans-stereoregularity (95%) and produced a soft amorphous polymer (Tg −22 °C). Cis to trans isomerization of the polymer was possible using Cu(I) salts under UV light. In all polymers, the C═C double bond remained available for postpolymerization modification and thermoset resins were formed by cross-linking. From this single monomer, cis-trans-cis triblock copolymers, with potential applications as thermoplastic elastomers, were synthesized by combining both strategies using cis-1,4-butenediol as a chain transfer agent. |
| Databáze: | OpenAIRE |
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