Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts

Emilie Brulé, Vincent Guérineau, Philippe Vermaut, Frédéric Prima, Janos Balogh, Laurent Maron, Alexandra M.Z. Slawin, Steven P. Nolan, Christophe M. Thomas

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

The ring-opening polymerization of β-butyrolactone and lactide in solvent-free conditions and using NHC carboxylates as a (pre)catalyst is described. This class of catalysts enables the synthesis of aliphatic polyesters. These organocatalysts, which are easily synthesized, are remarkably robust, thus allowing the use of a bench-top reaction setup. In addition, NHC carboxylates are highly active in bulk conditions without the use of additives. Also, we have demonstrated for the first time that decarboxylation of NHC carboxylates depends on the nature of solvents under polymerization conditions.

Original languageEnglish
Pages (from-to)2414-2423
Number of pages10
JournalPolymer Chemistry
Volume4
Issue number8
DOIs
Publication statusPublished - 21 Apr 2013
Externally publishedYes

Fingerprint

Polymerization
Esters
Catalysts
Decarboxylation
Polyesters
Ring opening polymerization
carbene
dilactide

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Biomedical Engineering
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Brulé, E., Guérineau, V., Vermaut, P., Prima, F., Balogh, J., Maron, L., ... Thomas, C. M. (2013). Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts. Polymer Chemistry, 4(8), 2414-2423. https://doi.org/10.1039/c3py00108c

Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts. / Brulé, Emilie; Guérineau, Vincent; Vermaut, Philippe; Prima, Frédéric; Balogh, Janos; Maron, Laurent; Slawin, Alexandra M.Z.; Nolan, Steven P.; Thomas, Christophe M.

In: Polymer Chemistry, Vol. 4, No. 8, 21.04.2013, p. 2414-2423.

Research output: Contribution to journalArticle

Brulé, E, Guérineau, V, Vermaut, P, Prima, F, Balogh, J, Maron, L, Slawin, AMZ, Nolan, SP & Thomas, CM 2013, 'Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts', Polymer Chemistry, vol. 4, no. 8, pp. 2414-2423. https://doi.org/10.1039/c3py00108c
Brulé, Emilie ; Guérineau, Vincent ; Vermaut, Philippe ; Prima, Frédéric ; Balogh, Janos ; Maron, Laurent ; Slawin, Alexandra M.Z. ; Nolan, Steven P. ; Thomas, Christophe M. / Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts. In: Polymer Chemistry. 2013 ; Vol. 4, No. 8. pp. 2414-2423.
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