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Naji, M. |
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Motta, Antonella |
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Aletan, Dirar |
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Mohamed, Tarek |
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Ertürk, Emre |
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Taccardi, Nicola |
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Kononenko, Denys |
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Petrov, R. H. | Madrid |
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Alshaaer, Mazen | Brussels |
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Bih, L. |
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Casati, R. |
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Muller, Hermance |
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Kočí, Jan | Prague |
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Šuljagić, Marija |
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Kalteremidou, Kalliopi-Artemi | Brussels |
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Azam, Siraj |
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Ospanova, Alyiya |
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Blanpain, Bart |
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Ali, M. A. |
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Popa, V. |
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Rančić, M. |
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Ollier, Nadège |
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Azevedo, Nuno Monteiro |
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Landes, Michael |
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Rignanese, Gian-Marco |
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Cavalli, Gabriel
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Topics
Publications (7/7 displayed)
- 2021Novel Crosslinking System for Poly-Chloroprene Rubber to Enable Recyclability and Introduce Self-Healingcitations
- 2019Examining the Influence of Anion Nucleophilicity on the Polymerisation Initiation Mechanism of Phenyl Glycidyl Ethercitations
- 2019On the use of benzaldehyde to improve the storage stability of one-pot, epoxy ionic liquid formulationscitations
- 2018Examining the influence of organophosphorous flame retardants on the thermal behaviour of aromatic polybenzoxazinescitations
- 2016Improving the hydrolytic stability of aryl cyanate esters by examining the effects of extreme environments on polycyanurate copolymerscitations
- 2016Investigation of structure property relationships in liquid processible, solvent free, thermally stable bismaleimide-triazine (BT) resinscitations
- 2012Quantifying the effect of polymer blending through molecular modelling of cyanurate polymerscitations
Places of action
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article
Examining the Influence of Anion Nucleophilicity on the Polymerisation Initiation Mechanism of Phenyl Glycidyl Ether
Abstract
The reaction of phenyl glycidyl ether (PGE) with 1-ethyl-3-methylimidazolium acetate and 1-ethyl-3-methylimidazolium thiocyanate to initiate the polyetherification reaction was examined using thermal and spectral analysis techniques. The influence of the nucleophilicity of the anions on the deprotonation of the 1-ethyl-3-methylimidazolium cation determined the reaction pathway. The thermal degradation of the ionic liquid liberated the acetate ion and led, subsequently, to the deprotonation of the acidic proton in the imidazole ring. Thus, polymerisation of PGE occurred via a carbene intermediate. The more nucleophilic thiocyanate anion was not sufficiently basic to deprotonate the 1-ethyl-3-methylimidazolium cation, and thus proceeded through direct reaction with the PGE, unless the temperature was elevated and a competing carbene mechanism ensued.