Linear condensation polymers of aromatic 1,3-diamines with 3-pyridinealdehyde

In the presence of one equivalent of acid, m-phenylenediamine and 2-methyl m-phenylenediamine react with pyridine-3 aldehyde with C alkylation to produce linear polymers, poly(4,6-R-methylene m-phenylenediamine) and poly(4,6-R-methylene 2-methyl m-phenylenediamine). These were characterized by UV, IR, and NMR spectroscopy. Comparison with model compounds confirmed the above structures. A secondary reaction noted at 25°C and higher for the polymer was the oxidative coupling of two neighboring aromatic diamines to produce substituted 2,7-diamino acridine groups along the chain.