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Reactions on polymers with amine groups. V. Addition of pyridine and imidazole groups with acetylenecarboxylic acids

✍ Scribed by Virgil Barboiu; Emilia Streba; Cornelia Luca; Ionela Radu; George Ervant Grigoriu

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 203 KB
Volume: 36
Category: Article
ISSN: 0887-624X
DOI: 10.1002/(sici)1099-0518(19980730)36:10<1615::aid-pola14>3.0.co;2-j

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✦ Synopsis

Unsaturated macromolecular carboxybetaines were obtained by reaction of poly(4-vinylpyridine) and poly( N-vinylimidazole) with propiolic acid. A kinetic model was presented for 4-methylpyridine. It consists of three coupled reactions: neutralization, addition which involves two molecules of acid and leads to a cation-anion pair structure, where the cation results from the addition of the amine nitrogen to the triple bond of acid, and an equilibrium reaction between the ion-pair structure and the betaine structure. The addition rate was found to be higher for poly(4-vinylpyridine) than for poly( N-vinylimidazole); it was also higher in water than in a water-methanol mixture. The reaction with acetylenedicarboxylic acid was carried out on poly( N-vinylimidazole), but the transformed units showed the structure that results from propiolic acid. The betaine products from 4-methylpyridine did not polymerize by radical initiation. The polymeric products show characteristics of photocrosslinking polymers.

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