Reactions of conjugated fatty acids. V. Preparation and properties of diels‐alder adducts and their esters fromtrans,trans‐conjugated fatty acids derived from soybean oil

Abstract

Summary Soybean fatty acids were conjugated with alkali, and the contained, conjugated dienoic acids were isomerized with iodine to the trans,trans configuration. Adducts were prepared from these trans,trans ‐conjugated acids by condensation with maleic anhydride and acrylic acid. The adducts were isolated, purified, and converted to esters by using a variety of alcohols, including methyl, ethyl, n ‐propyl, n ‐butyl, and allyl alcohols. Esters made from saturated alcohols were converted into the corresponding epoxy derivatives. All of the esters (except allyl) and all of the epoxy esters were compatible with an equal weight of polyvinyl chloride and appeared to be primary plasticizers for this plastic. The epoxy esters were effective in inhibiting heat deterioration of polyvinyl chloride.