Thermal degradation of poly(L-lactide): Accelerating effect of residual DBU-based organic catalysts

被引：36

作者：

Coulembier, Olivier ^{[1
]}

Moins, Sebastien ^{[1
]}

Raquez, Jean-Marie ^{[1
]}

Meyer, Franck ^{[1
]}

Mespouille, Laetitia ^{[1
]}

Duquesne, Emmanuel ^{[1
]}

Dubois, Philippe ^{[1
]}

机构：

[1] Univ Mons, CIRMAP, LPCM, B-7000 Mons, Belgium

来源：

POLYMER DEGRADATION AND STABILITY | 2011年 / 96卷 / 05期

关键词：

1.8-Diazabicyclo[5.4.0]undec-7-ene; Poly(L-lactide); Racemisation; Transesterification; Organocatalysis; ROP; RING-OPENING POLYMERIZATION; LACTIDE; TRIAZABICYCLODECENE; COPOLYMERIZATION; GUANIDINE; TBD;

D O I：

10.1016/j.polymdegradstab.2011.02.014

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

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.

引用

页码：739 / 744

页数：6

共 31 条

[1] Superior amine catalysts for the Baylis-Hillman reaction: the use of DBU and its implications [J].