An alternative approach towards poly-ε-caprolactone through a chemoenzymatic synthesis: Combined hydrogenation, bio-oxidations and polymerization without the isolation of intermediates

Severin Wedde, Philipp Rommelmann, Christian Scherkus, Sandy Schmidt, Uwe T. Bornscheuer, Andreas Liese, Harald Gröger*

*Korrespondierende/r Autor/in für diese Arbeit

Publikation: Beitrag in einer FachzeitschriftArtikel

Abstract

A novel synthetic route towards the polymer poly-ε-caprolactone based on a chemoenzymatic reaction sequence was developed. Initial hydrogenation of phenol to cyclohexanol gave a crude product, which was directly used without work-up for a subsequent biocatalytic double oxidation towards ε-caprolactone by means of an alcohol dehydrogenase and a monooxygenase. In order to overcome product inhibition effects, an in situ-product removal strategy via extraction of ε-caprolactone from an aqueous reaction medium with an organic solvent in the presence of a permeable polydimethylsiloxane membrane was applied. Furthermore, this in situ-product removal was combined with lipase-catalyzed polymerization in the organic phase at 25 °C. The obtained crude product contained a polymer fraction with a degree of polymerization comparable to commercial poly-ε-caprolactone.

Originalspracheenglisch
Seiten (von - bis)1286-1290
Seitenumfang5
FachzeitschriftGreen chemistry
Jahrgang19
Ausgabenummer5
DOIs
PublikationsstatusVeröffentlicht - 1 Jan 2017

ASJC Scopus subject areas

  • Umweltchemie
  • !!Pollution

Fingerprint Untersuchen Sie die Forschungsthemen von „An alternative approach towards poly-ε-caprolactone through a chemoenzymatic synthesis: Combined hydrogenation, bio-oxidations and polymerization without the isolation of intermediates“. Zusammen bilden sie einen einzigartigen Fingerprint.

  • Dieses zitieren