New poly(enaryloxynitriles) with a variety of chemical structure in the main chain were prepared by interfacial polymerization of p-bis(1-chloro-2,2-dicyanovinyl) benzene (2) with disodium salts of diphenol derivatives containing, sulfide, sulfone, azo, acetal, imide, ether and ester group. The resulting polymers possess inherent viscosities of 0.12∼0.45 dL/g and Mw in the range 9000 ∼ 12000. They are easily soluble in polar aprotic solvents. The polymers derived from diphenols with alkyl, acetal and ester units were even soluble in common organic solvents such as THF and acetone. Brittle and hard films can be cast from DMF solutions. These Polymers show a large exotherm in differential scanning calorimetry and undergo a curing reaction around 350℃ to form insoluble materials. Almost all the poly(enaryloxynitriles) retained a 10% weight loss being recorded between 350∼450℃ in nitrogen and displayed 70∼85% residual weight at 500℃.