Synthesis of Novel N-Substituted Phthalimidyl Esters and Their Applications as Plasticizers for Poly (Vinyl Chloride)

Three N-(hydroxyphenyl) phthalamic acids were prepared in high yields (92-95)% from reaction of phthalic anhydride with o,m and p-aminophenols. Dehydration of the prepared phthalamic acids by fusion produced good yields (86-90)% of the corresponding N-(hydroxyphenyI)phthalimides. The prepared phthalimides were esterified to the corresponding methacrylates, benzoates and cinnamates in good yields via their treatment with different acid chlorides in the presence of triethylamine. The prepared esters were tested as plasticizers for poly(vinyl chloride) and comparison the results with (DOP) and (DBP) the universal plasticizers for PVC indicated that the prepared esters in general had high plasticization efficiency.