Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts

Emilie Brule; Vincent Guerineau; Philippe Vermaut; Frederic Prima; Janos Balogh; Laurent Maron; Alexandra Martha Zoya Slawin; Steven Patrick Nolan; Christophe Thomas

doi:10.1039/c3py00108c

Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts

Emilie Brule, Vincent Guerineau, Philippe Vermaut, Frederic Prima, Janos Balogh, Laurent Maron, Alexandra Martha Zoya Slawin, Steven Patrick Nolan, Christophe Thomas

Research output: Contribution to journal › Article › peer-review

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 language	English
Pages (from-to)	2414-2423
Number of pages	10
Journal	Polymer Chemistry
Volume	4
Early online date	11 Feb 2013
DOIs	https://doi.org/10.1039/c3py00108c
Publication status	Published - 2013

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title = "Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts",

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.",

author = "Emilie Brule and Vincent Guerineau and Philippe Vermaut and Frederic Prima and Janos Balogh and Laurent Maron and Slawin, {Alexandra Martha Zoya} and Nolan, {Steven Patrick} and Christophe Thomas",

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doi = "10.1039/c3py00108c",

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T1 - Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts

AU - Brule, Emilie

AU - Guerineau, Vincent

AU - Vermaut, Philippe

AU - Prima, Frederic

AU - Balogh, Janos

AU - Maron, Laurent

AU - Slawin, Alexandra Martha Zoya

AU - Nolan, Steven Patrick

AU - Thomas, Christophe

PY - 2013

Y1 - 2013

N2 - 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.

AB - 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.

U2 - 10.1039/c3py00108c

DO - 10.1039/c3py00108c

M3 - Article

VL - 4

SP - 2414

EP - 2423

JO - Polymer Chemistry

JF - Polymer Chemistry

ER -

Polymerization of cyclic esters using N-heterocyclic carbene carboxylate catalysts

Abstract

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