Abstract
Dicyanovinyl-containing bis-hydroxy monomers, p-bis[1-(4-hydroxypiperidinyl)]-2,2-dicyanovinyl]benzene (2), p-bis[1-[1-(2-hydroxyethyl)piperazinyl]-2,2-dicyanovinyl]benzene (3), p-bis[1-(4-hydroxyphenylamino)-2,2-dicyanovinyl]benzene (4) and p-bis[1-[N-methyl-(N-hydroxyethyl)amino]]-2,2-dicyanovinyl]benzene (5) were prepared from p-bis(1-chloro-2,2-dicyanovinyl)benzene (1) and the corresponding amino alcohol. The poly(enaminonitriles-ester)s with a variety of chemical structures in the main chain were prepared from them. The chemical structure of polymers was confirmed through the syntheses of their corresponding model compounds. The polymers are easily soluble in polar aprotic solvents such as DMF, DMSO and NMP. Brittle and hard films can be cast from DMF solutions of polymers. Most polymers showed a large exotherm in DSC analyses and undergo a curing reaction around 350 ℃ to form insoluble materials. The polymers consisting of rigid aromatic moieties show 80-88% residual weight at 500 ℃ under nitrogen.