Untersuchung der Bildung von Polyesteramiden aus Dicarbonsäure‐anhydriden und Oxazolidinonen‐2

The well-known reaction of dicarboxylic acid anhydrides with epoxides, catalyzed by bases and yielding linear polyesters, has been extended by a variation of the reactants. The reactions of succinic and phthalic anhydrides with N-substituted oxazolidinones-2, which by their tendency to split off CO2 may be regarded as ethyleneimine derivatives, give in the presence of a few mole percent of LiCl at 200–220°C. within 5–10 hr. polyester amides of molecular weights up to 3.500 in nearly quantitative yield. The polymer yield corresponds to the CO2 evolution indicating an equal consumption of oxazolidinone and anhydride in the reaction. The experimental activation energies of 22.8 and 20.2 kcal./mole for the reaction of 3-phenyl oxazolidinone-2 with succinic and phthalic anhydrides, respectively, fairly agree with earlier values reported for the corresponding reactions of the cyclic carbonates.