Cyclotetrasiloxane Frameworks for the Chemoenzymatic Synthesis of Oligoesters
dc.contributor.author | Zelisko, Paul M | |
dc.contributor.author | Frampton, Mark B. | |
dc.contributor.author | Jones, Tim RB | |
dc.date.accessioned | 2015-08-05T19:32:59Z | |
dc.date.available | 2015-08-05T19:32:59Z | |
dc.date.issued | 2015-11-28 | |
dc.identifier.citation | RSC Advances 2015, 5, 1999-2008 | en_US |
dc.identifier.isbn | 1905688555 | |
dc.identifier.issn | 2046-2069 | |
dc.identifier.other | DOI: 10.1039/C4RA14828B | |
dc.identifier.uri | http://hdl.handle.net/10464/6987 | |
dc.description.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 ¼ 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 ¼ 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. | en_US |
dc.description.sponsorship | Natural Sciences and Engineering Research Council (NSERC) of Canada Brock University Advanced Biomanufacturing Centre | en_US |
dc.language.iso | en | en_US |
dc.publisher | Royal Society of Chemistry | en_US |
dc.subject | silicon chemistry | en_US |
dc.subject | cyclosiloxane | en_US |
dc.subject | siloxane | en_US |
dc.subject | lipase | en_US |
dc.subject | biotechnology | en_US |
dc.subject | biocatalysis | en_US |
dc.subject | transesterification | en_US |
dc.title | Cyclotetrasiloxane Frameworks for the Chemoenzymatic Synthesis of Oligoesters | en_US |
dc.type | Article | en_US |
refterms.dateFOA | 2021-07-30T01:36:59Z |