Sophie Monmoton, H. Lefebvre, A. Fradet
Dec 1, 2008
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Journal
Macromolecular Chemistry and Physics
Abstract
The solution polymerization of 4-bromomethylpyridine (M1) and 3-bromomethyl pyridine hydrobromides (M2) was studied by NMR spectroscopy. A mechanism involving a series of bimolecular reactions of the monomer, dimer, and higher oligomers closely fits with the experimental variations of bromomethyl end group concentrations with time. M1 presents a higher reactivity than M2 and an unusual behavior, since the oligomers are more reactive than the monomer. An explanation based on a mesomeric phenomenon is proposed. The influence of the anion on the solubility and thermal stability of the poly(methylenepyridinium)s were studied after various anion exchanges. Bis(trifluoromethylsulfonyl)imide anion (Tf 2 N) yielded the more stable and the more organosoluble polymers.