Controlled bulk polymerization of l-lactide and lactones by dual activation with organo-catalytic systems

The acid-base catalytic system based on N,N-dimethyl-4-aminopyridine (DMAP) and a protic acid that has already been revealed to be efficient for the ring-opening polymerization (ROP) of l-lactide in solution at room temperature was tested for the same polymerization in bulk at 100 degree C. As obser...

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Bibliographic Details
Published in:RSC advances 2014-01, Vol.4 (28), p.14725-14732
Main Authors: Kadota, Joji, Pavlović, Dražen, Hirano, Hiroshi, Okada, Akinori, Agari, Yasuyuki, Bibal, Brigitte, Deffieux, Alain, Peruch, Frédéric
Format: Article
Language:English
Subjects:
Activation
Block copolymers
Bulk polymerization
Catalysis
Catalysts
Chemical Sciences
Lactones
Polylactides
Polymerization
Polymers
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Summary:The acid-base catalytic system based on N,N-dimethyl-4-aminopyridine (DMAP) and a protic acid that has already been revealed to be efficient for the ring-opening polymerization (ROP) of l-lactide in solution at room temperature was tested for the same polymerization in bulk at 100 degree C. As observed in solution, the presence of the DMAP.HX (X = Cl, CH sub(3)SO sub(3), CF sub(3)SO sub(3)) salt enhanced yields. Linear and star-like polylactides with 3 and 4 branches were prepared. Polylactides were thus easily prepared reaching high molar masses (up to 75 000 g mol super(-1) for linear PLLA and 140 000 g mol super(-1) for star-like PLLA) with good control in less than 1 h. In all cases, the appearance of transesterification reactions was shown to occur only at very high yield. The ROP of lactones ( epsilon -caprolactone and delta -valerolactone) was also investigated with the same catalytic systems in bulk conditions. In contrast to lactide polymerization, only the DMAP/DMAP.HOTf allowed lactone polymerization with a slower rate. However, the control over the molar masses remained very good. Block copolymers were also synthesized.
ISSN:2046-2069
2046-2069
DOI:10.1039/c4ra01239a