Synthesis of ordered copolyamides by the interfacial polycondensation of the hydrolyzate of bisimidazoline with diacid chloride

Ordered copolyamides were prepared by the interfacial polycondensation of the hydrolyzate of bisimidazoline in the aqueous solution with diacid chloride in chloroform solution; bisimidazolines used were 1,4-bis(imidazoline-2-yl)butane and 1,4-bis(imidazoline-2-yl)-octane; diacid chlorides used were adipoyl chloride, sebacoyl chloride, and terephthaloyl chloride. The aqueous solutions of the hydrolyzates of bisimidazolines were prepared by heating the aqueous solutions of imidazolines at 70°C. It was shown by infrared spectra and paper electrophoresis of the hydrolyzates that bisimidazolines were hydrolyzed to give quantitatively diamines containing amides linkages of the type H₂N(CH₂)₂NH-CORCONH(CH₂)₂NH₂. The regularity in the sequence of the copolyamide of nylon 26 and nylon 2T prepared from the hydrolyzate of 1,4-bis(imidazoline-2-yl)butane and terephthaloyl chloride was studied by NMR spectrometry: it was concluded that the copolyamide was highly ordered.