Ring-Opening Polymerization of l-Lactide Catalyzed by an Organocatalytic System Combining Acidic and Basic Sites

In this study, organocatalytic systems containing both basic and acidic sites, which can activate simultaneously the chain end and the monomer, were investigated in the ring-opening polymerization of l-lactide. To this end, equivalent amounts of (N,N-dimethylamino)pyridine (DMAP) and of its protonat...

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Bibliographic Details
Published in:Macromolecules 2010-11, Vol.43 (21), p.8874-8879
Main Authors: Kadota, Joji, Pavlović, Dražen, Desvergne, Jean-Pierre, Bibal, Brigitte, Peruch, Frédéric, Deffieux, Alain
Format: Article
Language:English
Subjects:
Applied sciences
Chemical Sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymerization
Polymers
Preparation, kinetics, thermodynamics, mechanism and catalysts
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Summary:In this study, organocatalytic systems containing both basic and acidic sites, which can activate simultaneously the chain end and the monomer, were investigated in the ring-opening polymerization of l-lactide. To this end, equivalent amounts of (N,N-dimethylamino)pyridine (DMAP) and of its protonated form (DMAP·HX) were used as a dual catalytic system for l-lactide polymerization initiated by different alcohols. It is shown that the corresponding DMAP/DMAP·HX systems are significantly more active than DMAP alone, and yield well-controlled poly(l-lactide). Depending on the reaction conditions, the transesterification reaction can be prevented.
ISSN:0024-9297
1520-5835
DOI:10.1021/ma101688d