Preparation and surface active properties of a-acyloxysuccinic acid derivatives from malic acid and fatty acids of crude rice bran oil

Abstract

Surface active compounds were prepared from malic acid by esterification with acyl chloride (II)_a-d, of [palmitic, stearic, oleic, linoleic and mixed fatty acids of rice bran oil (RBO) (II)_e], in the presence of pyridine as catalyst, forming (III)_a-e ,  which are  converted to anionic disodium salt (IV)_a-e . The prepared a-acyl-oxysuccinic acid derivatives (III)_a-e was oxypropenoxylated with various moles of propylene oxide (n= 2, 4, 6 and 8) to give (V-IX)_a-d . These compounds were converted to nonionic surfactants with two terminal amide oxime groups  (XV-XIX)_a-d as molecular aggregations and surface active agents in aqueous media. The structures were confirmed by micro analysis, IR and ¹H NMR spectra. The surface active properties of the prepared compounds revealed excellent results.