Synthesis and Properties of Cross-Linked 4-Vinylpyridine-Styrene-Halogen Complexes

Publisher Website
Google Scholar
Abstract
Cross-linked 4-vinylpyridine-styrene beads (PVPS) containing various amounts of pyridine rings were synthesized and reaction with methyliodide and peroxyacetic acid gave corresponding N-methylpyridinium salts and N-oxides with more than 92% of the pyridine rings being transformed. PVPS formed stable complexes with bromine and chlorine in the ratio 1:1, and when a higher amount of halogen was used, complexes with two molecules of halogen on each pyridine were formed. Similar complexes were also formed with PVPS-N-oxides in the presence of bromine and chlorine, while the reaction of PVPS-hydrohalide with bromine and chlorine resulted in hydrobromide perbromide and hydrochloride perchloride resins. The chemical activity of halo-substituted resins was tested in the reaction with 1,1-diphenylethylene. Chi or o-substituted resins are very stable, while bromo-substituted beads gave bromoalkene, dibromide, and alkoxybromide, depending on the structure of the reagent, solvent, and reaction temperature.