Work

Cocatalyst Binding Effects in Organocatalytic Ring-Opening Polymerization of l -Lactide

Year: 2015

Type: article

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.

Source: Macromolecules

DOI: 10.1021/acs.macromol.5b01140

Authors: Oleg I. Kazakov, Matthew K. Kiesewetter

Institution: University of Rhode Island

Language: English

Topic: biodegradable polymer synthesis and properties

Subfield: Biomaterials

Field: Materials Science

Domain: Physical Sciences

Open Access status: green

Funder: American Chemical Society Petroleum Research Fund

Award: G8721626495