For the last two decades, mixtures of D-and L-lactides, the DD and LL cyclic dimers of lactic acid enantiomers, were polymerized under various conditions of temperature, time, and initiators. Consequences of the dimeric structure of lactide molecules on the distribution of chiral units and on the pr
More about the polymerization of lactides in the presence of stannous octoate
โ Scribed by G. Schwach; J. Coudane; R. Engel; M. Vert
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 212 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0887-624X
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โฆ Synopsis
The ring-opening polymerization of lactide cyclic monomers in the bulk in the presence of tin(II) 2-ethylhexanoate (stannous octoate or SnOct 2 ) was reexamined under conditions allowing for the end group characterization of growing chains by highresolution 1 H-NMR. Data collected for low values of the monomer/initiator (M/I) ratio showed that the DL-lactide ring was opened to yield lactyl octoate-terminated short chains. A cationic-type mechanism involving co-initiation by octanoic acid was proposed to account for experimental findings. The formation of a side product, hydroxytin(II) lactate (HTL), was found which appeared able to initiate lactide polymerization and to yield a high molecular weight PLA50 polymer. However the polymerization with stannous octoate was faster than the HTL one. Anyhow, data suggested that both SnOct 2 and HTL are likely to act simultaneously as initiators during the polymerization of lactides in the presence of SnOct 2 . A complete reaction scheme was proposed to account for the presence of the various compounds likely to be formed under these conditions.
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