期刊
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
卷 9, 期 -, 页码 647-654出版社
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.9.73
关键词
aliphatic polyesters; green polymerization reaction; imidazolium-2-carboxylates; N-heterocarbene precursor; organocatalysis
资金
- Centre National de la Recherche Scientifique (CNRS, France)
- University of Burgundy (Dijon, France)
The ring-opening polymerization of epsilon-caprolactone (epsilon-CL) and rac-lactide (rac-LA) under solvent-free conditions and using 1-n-butyl-3-methylimidazolium-2-carboxylate (BMIM-2-CO2) as precatalyst is described. Linear and star-branched polyesters were synthesized by successive use of benzyl alcohol, ethylene glycol, glycerol and pentaerythritol as initiator alcohols, and the products were fully characterized by H-1 and C-13{H-1} NMR spectroscopy, gel permeation chromatography (GPC), and differential scanning calorimetry (DSC). BMIM-2-CO2 acts as an N-heterocyclic carbene precursor, resulting from in situ decarboxylation, either by heating under vacuo (method A) or by addition of NaBPh4 (method B). Possible catalytic and deactivation mechanisms are proposed.
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