Document Type
Article
Date of Original Version
2015
Department
Chemistry
Abstract
Thiourea/alkylamine cocatalysts have previously been shown to be effective systems for the ring-opening polymerization (ROP) of lactide, but an experimental explanation for the varied activity and selectivity of these structurally similar alkylamine cocatalysts combined with thiourea is elusive. In this work, several alkylamine bases are shown to be weakly associated with a thiourea cocatalyst in solution, and the nature of cocatalyst interactions vary with the identity of the alkylamine. Kinetic analyses of the organocatalytic ROP reactions reveal noninhibitory behavior in [alkylamine] and a new mode of activity for thiourea. Reactivity patterns are proposed based on computed cocatalyst geometries, and a new cocatalyst pair for the ROP of lactide is disclosed.
Citation/Publisher Attribution
Kazakov, O. I., & Kiesewetter, M. K. (2015). Cocatalyst Binding Effects in Organocatalytic Ring-Opening Polymerization of L-Lactide. Macromolecules, 48(17), 6121-6126. doi: 10.1021/acs.macromol.5b01140
Available at: http://dx.doi.org/10.1021/acs.macromol.5b01140
Supplemental Information
Author Manuscript
This is a pre-publication author manuscript of the final, published article.
Terms of Use
This article is made available under the terms and conditions applicable
towards Open Access Policy Articles, as set forth in our Terms of Use.