Azolium hydrogen carbonates and azolium carboxylates as organic pre-catalysts for N-heterocyclic carbene-catalysed group transfer and ring-opening polymerisations
VIGNOLLE, Joan
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
TATON, Daniel
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
VIGNOLLE, Joan
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
TATON, Daniel
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
< Leer menos
Laboratoire de Chimie des Polymères Organiques [LCPO]
Team 1 LCPO : Polymerization Catalyses & Engineering
Idioma
en
Article de revue
Este ítem está publicado en
Polymer Chemistry. 2013, vol. 4, n° 6, p. 1995-2003
Royal Society of Chemistry - RSC
Resumen en inglés
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 ...Leer más >
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.< Leer menos
Palabras clave en inglés
LATENT CATALYSTS
POLY(ETHYLENE OXIDE)S
MEDIATED ZWITTERIONIC POLYMERIZATION
IMIDAZOLIUM CARBOXYLATES
LIVING POLYMERIZATION
BLOCK-COPOLYMERS
IONIC LIQUIDS
(METH)ACRYLIC MONOMERS
POLYURETHANE SYNTHESIS
ETHYLENE-OXIDE
Orígen
Importado de HalCentros de investigación