The reaction of acrylonitrile and fumaronitrile with alpha‐and beta‐eleostearates. Plasticizer properties of the n‐butyl esters of the adducts

Abstract

Summary Acrylonitrile and fumaronitrile have been employed as dienophiles in the Diels‐Alder reaction with butyl alpha ‐ and beta ‐eleostearates, and infrared and ultraviolet spectra determined for the addition product as well as for the dienophiles. The adducts have been tested as primary plasticizers for vinyl resins and compared with dioctyl phthalate. The fumaronitrile adducts were found superior to the acrylonitrile adducts with regard to compatibility; however the latter are satisfactory as secondary plasticizers. By incorporating the acrylonitrile adducts with DOP or TCP, it is possible to achieve either a reduction in volatility of DOP plasticized stocks or an improvement in the modulus and low‐temperature performance of TCP plasticized stocks. This does not entail any sacrifice in the desirable plasticizing characteristics of DOP or TCP.