Alternating copolymer of pyridine and 1,4‐diphenyl‐1,2,4,5‐tetrazine from bis‐1,3‐dipolar cycloaddition polymerization

Our manuscript demonstrates a new “click‐type” polymerization reaction. We present the synthesis of a new polymer poly(1,4‐diphenyl‐1,4‐dihydro‐1,2,4,5‐tetrazine‐3,6‐diyl‐2,6‐pyridinediyl) through bis‐nitrilimine intermediates which undergo bis‐1,3‐dipolar cycloaddition polymerization reactions. We synthesized N,N′‐diphenyl‐2,6‐pyridindioic(bis‐hydrazide) and halogenated this precursor to form N,N′‐diphenyl‐2,6‐pyridindioic (bis‐hydrazonoyl dichloride) as a new monomer. The resulting polymeric structure is a high molecular weight alternating copolymer of pyridine and diphenyltetrazine soluble in a variety of organic solvents. Synthetic preparation and spectral analysis of the synthesis is presented. In addition, we demonstrate coordination of the polymer with cobalt metal salts indicating high complexation capability for these polymers.