Jump to main content
Jump to site search

Issue 3, 2015
Previous Article Next Article

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

Author affiliations

Abstract

Immobilized lipase B from Candida antarctica (Novozym® 435, N435) was utilized as part of a chemoenzymatic strategy for the synthesis of branched polyesters based on a cyclotetrasiloxane core in the absence of solvent. Nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption ionization time-of-flight mass spectrometry were utilized to monitor the reactions between tetraester cyclotetrasiloxanes and aliphatic diols. The enzyme-mediated esterification reactions can achieve 65–80% consumption of starting materials in 24–48 h. Longer reaction times, 72–96 h, resulted in the formation of cross-linked gel-like networks. Gel permeation chromatography of the polymers indicated that the masses were Mw = 11 400, 13 100, and 19 400 g mol−1 for the substrate pairs of C7D4 ester/octane-1,8-diol, C10D4 ester/pentane-1,5-diol and C10D4 ester/octane-1,8-diol respectively, after 48 h. Extending the polymerization for an additional 24 h with the C10D4 ester/octane-1,8-diol pair gave Mw = 86 800 g mol−1. To the best of our knowledge this represents the first report using lipase catalysis to produce branched polymers that are built from a cyclotetrasiloxane core.

Graphical abstract: Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

Back to tab navigation

Supplementary files

Article information


Submitted
30 Oct 2014
Accepted
28 Nov 2014
First published
28 Nov 2014

RSC Adv., 2015,5, 1999-2008
Article type
Paper
Author version available

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

M. B. Frampton, T. R. B. Jones and P. M. Zelisko, RSC Adv., 2015, 5, 1999
DOI: 10.1039/C4RA14828B

Social activity

Search articles by author

Spotlight

Advertisements