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Synthesis and evaluation of 1,3-diethyl-2,2-dimethoxymethylcyclohexane, an external electron donor in Ziegler–Natta catalysis

✍ Scribed by Claude Grison; Delphine Batt-Coutrot; Jean Malinge; Thierry Saudemont; Philippe Coutrot

Publisher
Elsevier Science
Year
2001
Tongue
English
Weight
122 KB
Volume
4
Category
Article
ISSN
1387-1609

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✦ Synopsis

The first synthesis of 1,3-diethyl-2,2-dimethoxymethylcyclohexane starting from the easily available methyl 6-ethyl-2-oxocyclohexanecarboxylate via a process involving the building up of a fourfold carbon by a regiospecific alkylation of a silyl enol ether and the introduction of the ethyl substituent by a carbanionic approach is described. The behaviour of 1,3-diethyl-2,2-dimethoxymethylcyclohexane as external electron donor in high activity supported Ziegler-Natta catalyst is studied. The results presented show that this new donor allows the synthesis of polypropylene with a good isotacticity. © 2001 Académie des sciences / Éditions scientifiques et médicales Elsevier SAS silanes / γ-diethers / synthesis / regiospecific alkylation / Ziegler-Natta catalysis / external electron donor / propylene / polymerization Résumé -Synthèse et évaluation du 1,3-diéthyl-2,2-dimethoxymethylcyclohexane, une base de Lewis externe, en catalyse Ziegler-Natta. Cet article rapporte la première synthèse du 1,3-diéthyl-2,2-diméthoxyméthylcyclohexane à partir du 6-éthyl-2-oxocyclohexanecarboxylate de méthyle, composé facile à se procurer, par la construction d'un carbone quaternaire par alkylation régiospécifique d'un éther d'énol sylilé et introduction d'un motif éthyle, selon une approche impliquant un carbanion. Le comportement du 1,3-diéthyl-2,2-diméthoxyméthylcyclohexane en tant que donneur d'électrons externe des systèmes catalytiques Ziegler-Natta à fort potentiel est étudié. Les résultats présentés ici montrent que ce nouveau donneur permet la synthèse de polypropylène avec une bonne isotacticité. © 2001 Académie des sciences / Éditions scientifiques et médicales Elsevier SAS silanes / γ-diethers / synthèse / alkylation régiospecifique / catalyse Ziegler-Natta / bases de Lewis externe / propylène / polymérisation

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