Synthesis and attempted Polymerization of N-Arlymaleamides substituted with Allylamino or Cyclopropylamino groups at 2-position .

Abstract

Several N-substituted chloromaleimides were prepared by dehydrating the corresponding chloromaleamic acids. Treatment of chloromaleimides with allylamine or cyclopropylamine produced N-aryl-2-(allylamino)maleimides and N-aryl-2-(cyclopropylamino)maleimides,r espectively. Neither the N-substituted chloromaleimides nor the N-aryl-2-(allylamino) or N-aryl-2-(cyclopropy1amino) maleimides polymerized free radically or anionically. The difficulty of achieving good pi-pi overlap and stiric effects at the propagation step prevented the cyclopolymerization of the prepared 1,5-dienes.