Journal
POLYMER DEGRADATION AND STABILITY
Volume 96, Issue 5, Pages 739-744Publisher
ELSEVIER SCI LTD
DOI: 10.1016/j.polymdegradstab.2011.02.014
Keywords
1.8-Diazabicyclo[5.4.0]undec-7-ene; Poly(L-lactide); Racemisation; Transesterification; Organocatalysis; ROP
Categories
Funding
- European Commission
- Belgian Federal Science Policy Office [PAI 6/27]
- FNRS-FRFC
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1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) organic catalyst has generated a tremendous impact in the metal-free ring-opening polymerization of (di)lactones. Interestingly, its extraction after use has never been studied so far and a simple deactivation by addition of benzoic acid to generate the corresponding salt has always been supposed to kill its activity. This study reveals and highlights the importance of the work-up to remove or at least drastically limit the presence of the benzoic acid/DBU salt from poly(L-lactide). Three different extraction methods allowed us to conclude that a two-step work-up gathering liquid/liquid extractions and a drop by drop precipitation is highly required to keep the enantiomerically pure lactic acid polymer safe. If not perfectly extracted the benzoic acid/DBU salt has been proved to degrade the materials during a melt process even during a differential scanning calorimetry experiment. (C) 2011 Elsevier Ltd. All rights reserved.
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