Modified Poly(ε-caprolactone)s: An Efficient and Renewable Access via Thia-Michael Addition and Baeyer–Villiger Oxidation

Modified Poly(ε-caprolactone)s: An Efficient and Renewable Access via Thia-Michael Addition and Baeyer–Villiger Oxidation

The preparation of a novel class of ε-caprolactone (CL) monomers, modified at the β-position of the ester function, is described. The efficient thia-Michael addition to cyclohex-2-en-1-one and subsequent Baeyer–Villiger oxidation provided the regioselectively modified CL monomers. To enable a sustai...

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Veröffentlicht in:Macromolecules 2014-05, Vol.47 (9), p.2842-2846
Hauptverfasser: Winkler, Matthias, Raupp, Yasmin S, Köhl, Lenz A. M, Wagner, Hanna E, Meier, Michael A. R
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Sprache:eng
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Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Preparation, kinetics, thermodynamics, mechanism and catalysts
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container_end_page 2846
container_issue 9
container_start_page 2842
container_title Macromolecules
container_volume 47
creator Winkler, Matthias
Raupp, Yasmin S
Köhl, Lenz A. M
Wagner, Hanna E
Meier, Michael A. R
description The preparation of a novel class of ε-caprolactone (CL) monomers, modified at the β-position of the ester function, is described. The efficient thia-Michael addition to cyclohex-2-en-1-one and subsequent Baeyer–Villiger oxidation provided the regioselectively modified CL monomers. To enable a sustainable Baeyer–Villiger oxidation, several reaction procedures were investigated. In order to test a controlled ring-opening polymerization of the prepared monomers, the kinetics were studied and the monomer to initiator ratios were varied in order to prepare poly(ε-caprolactone)s with different molecular weights and different side groups.
doi_str_mv 10.1021/ma500381n
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subjects Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Preparation, kinetics, thermodynamics, mechanism and catalysts
title Modified Poly(ε-caprolactone)s: An Efficient and Renewable Access via Thia-Michael Addition and Baeyer–Villiger Oxidation
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