Synthesis and Copolymerization of Several New N-(allyloxy phenyl) tetrachlorophthalimides

A series of new copolyimides containing flexible allyloxy segments were synthesized via multisteps. In the first step four N- (hydroxyphenyl) tetra chloro phthalamic acids were prepared via reaction of amino phenols with tetra chloro phthalic anhydride. The obtained amic acids were dehydrated in the second step affording the corresponding N- (hydroxyphenyl) tetra chloro phthalimides. In the third step flexible allyloxy segments were introduced in the prepared imides via introducing the imides in reaction with allylchloride in basic medium producing N- (allyloxy phenyl) tetrachloro phthalimides and these inturn were introduced in the fourth step in free radical chain growth copolymerization with five vinylic monomers including acrylo nitrile, meth acrylo nitrile, methyl acrylate, methyl meth acrylate and N-substituted acrylamide respectively producing fourteen new copolyimides having different physical properties which may serve different application. In this work both introducing of flexible allyloxy segment and copolymerization are efficient tools that furnish with new copolyimides having better solubility and process ability while maintaining their other excellent properties.