Precise Synthesis of Ladder-Type Polymers by Successive Formation of Two Amide Linkage between Two Monomers

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Some model reactions were studied to determine the optimized reaction conditions and suitable monomer structure for the reaction constructing two amide linkages successively between two monomers. Then, the route for the synthesis of the monomer was established, and its polymerization was investigated. When metal hexamethyldisilazides were used as a base, the polymerization was inhibited due to the side reaction in which the polymerizable group was decomposed by the reaction of the base. However, we found that the side reaction was suppressed by the used of a base with low nucleophilicity.