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Polymerization of N-Phenylmaleimide with Organoaluminum Initiators

Organoaluminum compounds—triethylaluminum (TEA), diethylaluminum chloride (DEAC), and ethylaluminum dichloride (EADC)—showed fair reactivities for polymerization of N-phenylmaleimide (N-PMI). The polymerization probably proceeded through an anionic mechanism. The initiator systems prepared by the reactions of organoaluminums with diphenylamine (DPA) brought about appreciable effects on polymer yield depending on the molar ratio of an organoaluminum to the amine. GPC profiles showed that poly(N-PMI) prepared from those initiators had a high molecular weight part with fairly narrow molecular weight distribution and a low molecular weight part consisting of a dimer and trimer. The addition of 1-methylimidazole (MIm) to organoaluminum/DPA systems gave rise to increase of polymer yield and great change of GPC profile—broadening of molecular weight distribution with the disappearance of the low molecular weight part—.