Polymerization of Ethynyl Pyridinium Triflates, Ionic Polyacetylenes with Extensively Conjugated Backbones.

摘要

A new method for polymerization of the acetylenic bond in ethynyl-pyridines is described. The triple bond was activated via quaternization of the pyridine nitrogen with alkyl triflates. Unlike previous methods wherein quaternization with alkyl halides, protonation and complexation with halogens resulted in spontaneous polymerization of the acetylenic bond, the present method offers isolation of the activated monomeric species in the form of alkylpyridinium salts. Polymerization of the activated monomers when initiated with nucleophiles such as pyridine resulted in substituted, ionic polyacetylenes with extensively conjugated backbones. Spectral data of the resulting polymers indicate that the backbone conjugation is much greater compared to those obtained by methods involving spontaneous processes and is, by far, the highest reported for substituted polyacetylenes. Polymers, Polyacetylenes, Ionogenic Polymers.