C18ホスホノ脂肪酸の合成と各種添加剤としての性能

概要

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The saturated, monoenic and hydroxy C18-phosphono fatty acid esters in which a phosphono group was directly connected to the center of their long alkyl chains were synthesized by the radical addition reaction of diethyl phosphite with methyl oleate, linoleate and acetylated ricinoleate respectively. Then, all ester linkages of the phosphono fatty acid esters were hydrolyzed with hydrochloric acid. Properties and utilization of these phosphono fatty acids and their derivatives were discussed. Trisodium salts of these phosphono fatty acids were more surface active than trisodium salt of 2-phosphonostearic acid, because the hydrophilic group was present at the center of hydrophobic alkyl chain. Among these phosphono fatty acids, 9 (10) -phosphostearic acid from methyl oleate had good thermal stability and showed only a little change on thermogravimetric and a differential thermal analyses up to 250°C. These phosphono fatty acidesters obtained were effective additives for improvement of cleanness of polyvinyl chloride sheet containing metal soap stabilizer. Moreover, it was found that methyl 9 (10) -diethylphosphonostearate was an excellent flame resisting additives for polyvinyl chloride. The phosphono fatty acid esters thus produced were also effective as extreme-pressure additives of lubricating oil, and methyl diethylphosphono acetoxystearate from acetylated methyl ricinoleate was superior most, among these products.
日本油化学会の論文