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Influences of a Dizinc Catalyst and Bifunctional Chain Transfer Agents on the Polymer Architecture in the Ring-Opening Polymerization of ε-Caprolactone

Zhu, Yunqing, Romain, Charles, Poirier, Valentin, Williams, Charlotte K.·2015·Macromolecules

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Abstract

The polymerization of ε-caprolactone is reported using various bifunctional chain transfer agents and a dizinc catalyst. Conventionally, it is assumed that using a bifunctional chain transfer agent (CTA), polymerization will be initiated from both functional groups; however, in this study this assumption is not always substantiated. The different architectures and microstructures of poly(ε-caprolactone) samples (PCL) are compared using a series of bifunctional and monofunctional alcohols as the chain transfer agents, including trans -1,2-cyclohexanediol (CHD), ethylene glycol (EG), 1,2-propanediol (PD), poly(ethylene glycol) (PEG), 2-methyl-1,3-propanediol (MPD), 1-hexanol, 2-hexanol, and 2-methyl-2-pentanol. A mixture of two architectures is observed when diols containing secondary hydroxyls are used, such as cyclohexanediol or propanediol; there are chains that are both chain-extended and chain-terminated by the diol. These findings indicate that not all secondary hydroxyl groups initiate polymerization. In contrast, chain transfer agents containing only primary hydroxyl groups in environments without steric hindrance afford polymer chains of a single chain extended architecture, whereby polymer chains are initiated from both hydroxyl groups on the diol. Kinetic analyses of the polymerizations indicate that the propagation rate constant ( k p ) is significantly higher than the initiation rate constant ( k i ): k p / k i > 5. A kinetic study conducted using a series of monof…

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Authors: Zhu, Y., Romain, C., Poirier, V., & Williams, C. K.
Affiliations: Department of Chemistry, Imperial College London, London SW7 2AZ, U.K.
Venue: Macromolecules
Publisher: American Chemical Society (ACS)
Published: 2015-04-16
Volume: 48
Issue: 8
Pages: 2407-2416
ISSN: 0024-9297
1520-5835
DOI: 10.1021/acs.macromol.5b00225
Cited by: 35
References: 80
Language: en
Funders: Engineering and Physical Sciences Research Council (EP/K014070/1, EP/K014668, EP/K035274/1)
Imperial College London
China Scholarship Council

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Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.

Influences of a Dizinc Catalyst and Bifunctional Chain Transfer Agents on the Polymer Architecture in the Ring-Opening Polymerization of ε-Caprolactone

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