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Poly(methylenepyridinium)s by Poly(N-alkylation) of Substituted Pyridines: Structural and Kinetic Study

✍ Scribed by Sophie Monmoton; Hervé Lefebvre; France Costa-Torro; Alain Fradet

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
296 KB
Volume
209
Category
Article
ISSN
1022-1352

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✦ Synopsis

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.

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