Azolium hydrogen carbonates and azolium carboxylates as organic pre-catalysts for N-heterocyclic carbene-catalysed group transfer and ring-opening polymerisations
| dc.rights.license | open | |
| hal.structure.identifier | Laboratoire de Chimie des Polymères Organiques [LCPO] | |
| dc.contributor.author | FÈVRE, Maréva | |
| hal.structure.identifier | Laboratoire de Chimie des Polymères Organiques [LCPO] | |
| hal.structure.identifier | Team 1 LCPO : Polymerization Catalyses & Engineering | |
| dc.contributor.author | VIGNOLLE, Joan | |
| hal.structure.identifier | Laboratoire de Chimie des Polymères Organiques [LCPO] | |
| hal.structure.identifier | Team 1 LCPO : Polymerization Catalyses & Engineering | |
| dc.contributor.author | TATON, Daniel | |
| dc.date.accessioned | 2020 | |
| dc.date.available | 2020 | |
| dc.date.issued | 2013 | |
| dc.identifier.issn | 1759-9954 | |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/20393 | |
| dc.description.abstractEn | Various imidazolium-2-carboxylates and (benz) imidazolium hydrogen carbonates, denoted as NHC-CO2 adducts and [NHC(H)][HCO3], respectively, were employed as masked N-heterocyclic carbenes (NHCs) to bring about both the ring opening polymerisation (ROP) of D, L-lactide (LA) and the group transfer polymerisation (GTP) of methyl methacrylate (MMA). Polymerisation reactions could be performed at room temperature by generation of related free NHCs by a simple solvation effect. Catalytic efficiencies of imidazolium-2-carboxylates were found to be approximately three times higher than that of their hydrogen carbonate counterparts for the ROP of D, L-LA, except in the particular case of 1,3-dicyclohexylbenzimidazolium hydrogen carbonate that exhibited a similar catalytic performance to that of NHC-CO2 adducts. The catalytic efficiencies of free NHCs and NHC precursors were thus in the following order: [NHC(H)][HCO3] < NHC-CO2 adducts << free NHCs. Only NHC-CO2 adducts allowed the catalysis of the GTP of MMA in bulk in a controlled manner, [NHC(H)][HCO3] precursor salts being poorly soluble in the monomer substrate, causing a loss of control of GTP under solvent-less conditions. | |
| dc.language.iso | en | |
| dc.publisher | Royal Society of Chemistry - RSC | |
| dc.subject.en | LATENT CATALYSTS | |
| dc.subject.en | POLY(ETHYLENE OXIDE)S | |
| dc.subject.en | MEDIATED ZWITTERIONIC POLYMERIZATION | |
| dc.subject.en | IMIDAZOLIUM CARBOXYLATES | |
| dc.subject.en | LIVING POLYMERIZATION | |
| dc.subject.en | BLOCK-COPOLYMERS | |
| dc.subject.en | IONIC LIQUIDS | |
| dc.subject.en | (METH)ACRYLIC MONOMERS | |
| dc.subject.en | POLYURETHANE SYNTHESIS | |
| dc.subject.en | ETHYLENE-OXIDE | |
| dc.title.en | Azolium hydrogen carbonates and azolium carboxylates as organic pre-catalysts for N-heterocyclic carbene-catalysed group transfer and ring-opening polymerisations | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1039/c2py20915b | |
| dc.subject.hal | Chimie/Polymères | |
| bordeaux.journal | Polymer Chemistry | |
| bordeaux.page | 1995-2003 | |
| bordeaux.volume | 4 | |
| bordeaux.hal.laboratories | Laboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629 | * |
| bordeaux.issue | 6 | |
| bordeaux.institution | Bordeaux INP | |
| bordeaux.institution | Université de Bordeaux | |
| bordeaux.peerReviewed | oui | |
| hal.identifier | hal-00930998 | |
| hal.version | 1 | |
| hal.origin.link | https://hal.archives-ouvertes.fr//hal-00930998v1 | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Polymer%20Chemistry&rft.date=2013&rft.volume=4&rft.issue=6&rft.spage=1995-2003&rft.epage=1995-2003&rft.eissn=1759-9954&rft.issn=1759-9954&rft.au=F%C3%88VRE,%20Mar%C3%A9va&VIGNOLLE,%20Joan&TATON,%20Daniel&rft.genre=article |
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