SYNTHESIS OF ORDERED POLYAMIDES BY DIRECT POLYCONDENSATION .3.

Ordered (head-to-tail) polyamides were prepared by the direct polycondensation of a symmetric monomer, succinic anhydride, with a nonsymmetric monomer, 2-(4-aminophenyl)ethylamine, or a pair of two symmetric monomers, 4,4'-oxydianiline and m-xylylenediamine, using the activating agent diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate. The polycondensation was carried out by mixing the monomers all at once, yielding the sequential (head-to-tail) polyamides with inherent viscosities up to 0.22 dL/g. The authentic ordered and random polyamides were prepared to verify the structures of ordered polyamides. The microstructures of polyamides obtained were investigated by means of C-13 NMR spectroscopy, and it has been found that the polyamides obtained had the expected head-to-tail structures. Furthermore, the model reaction was studied in detail to demonstrate the feasibility of ordered polyamidation.