![]() Notably, the opportunity for programmable thermal properties is realized through the operationally simple monomer synthesis was shown to be adaptive to various regioselective and nucleophile addition scenarios that can lead to the production of a library of perfluoropyridine monomers. ![]() Both reactive pathways afforded polymers with high thermal stability and good char yields, which is comparable to acetylene-based resins. Regioselective nucleophilic substitution of perfluoropyridine with functionalized phenols provided a facile route toward the preparation of 2,6-bis(4-ethynylphenoxy)-3,5-difluoro-4-phenoxypyridine, a monomer that can be polymerized neat via thermal cyclopolymerizations affording intractable polyarylene networks or via copper-assisted step-growth 1,3-dipolar alkyne-azide “click” cycloaddition reactions with bis(azidomethyl)benzene.
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