Post-polymerization modification and organocatalysis using reactive statistical poly(ionic liquid)-based copolymers |
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| Authors: | Paul Coupillaud Joan Vignolle David Mecerreyes Daniel Taton |
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| Affiliation: | 1. Centre National de la Recherche Scientifique, Laboratoire de Chimie des Polymères Organiques, 16 avenue Pey-Berland, F-33607 Pessac Cedex, France;2. Université de Bordeaux, Laboratoire de Chimie des Polymères Organiques, IPB-ENSCBP, F-33607 Pessac Cedex, France;3. POLYMAT Institute for Polymer Materials, University of the Basque Country UPV/EHU, Joxe Mari Korta Center, Avda. Tolosa 72, 20018 Donostia-san Sebastian, Spain |
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| Abstract: | Copoly(ionic liquid)s (coPILs) based on poly(styrene)-co-poly(4-vinylbenzylbutylimidazolium) with different anions (Cl− and HCO3−), denoted as PS-co-PVBnBuImCl 1 and PS-co-PVBnBuImHCO32, were used as reactive polymers for the purpose of post-polymerization modification and organic catalysis. While coPIL 1 could be derived into the corresponding poly(N-heterocyclic carbene)-silver transition metal complex referred to as poly(NHC–Ag) by a simple deprotonation/metallation sequence utilizing Ag2O, coPIL 2 was found to quantitatively react with various electrophiles, including CS2, isothiocyanate and transition metals (based on Pd and Au) upon formal loss of “H2CO3, affording the post-functionalized poly(NHC-CS2), poly(NHC-isothiocyanate) and poly(NHC-Met) (Met = Au, Pd) copolymers. The catalytic activity of both coPILs 1 and 2 was also examined in cyclic carbonate formation by reaction between CO2 and propylene oxide and in the benzoin condensation, respectively. |
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| Keywords: | Poly(ionic liquid) Post-polymerization modification Catalysis |
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