Jump to main content
Jump to site search

Issue 5, 2017
Previous Article Next Article

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

Author affiliations

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.

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

Back to tab navigation

Supplementary files

Publication details

The article was received on 09 Sep 2016, accepted on 13 Dec 2016 and first published on 06 Jan 2017


Article type: Paper
DOI: 10.1039/C6GC02529C
Citation: Green Chem., 2017,19, 1286-1290
  •   Request permissions

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

    S. Wedde, P. Rommelmann, C. Scherkus, S. Schmidt, U. T. Bornscheuer, A. Liese and H. Gröger, Green Chem., 2017, 19, 1286
    DOI: 10.1039/C6GC02529C

Search articles by author

Spotlight

Advertisements