Abstract
A polycondensation reaction of p-aminobenzoic acid occurred at room temperature in the presence of picryl chloride to give polyamide in a quantitative yield. Reaction conditions, solvents, temperatures, concentrations of the monomer, and amount of picryl chloride were investigated. A combination of picryl chloride and pyridine was found to be satisfactory for the polycondensation. A model reaction suggests that the polycondensation reaction proceeds through the formation of an active ester from picryl chloride and carboxylic acid, followed by aminolysis with amino group. The polyamide with the solution viscosity of 1.0 was obtained in quantitative yield under optimum conditions. Polyamides from aromatic dicarboxylic acids and aromatic diamine had lower solution viscosities than that from p-aminobenzoic acid. The reaction mechanism is discussed.
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