Abstract

AbstractDialkyl phosphonates of vegetable oils were synthesized by reacting soybean (Soy) and high oleic sunflower (HOSuO) oils with dialkyl phosphites. Dimethyl, diethyl, and di‐n‐butyl phosphites were used in the synthesis and the resulting phosphonates were obtained in good yields and thoroughly characterized. All six phosphonates displayed poor solubility in polyalphaolefin‐6; and four displayed adequate solubility (> 20% w/w) in HOSuO. Evaluation as anti‐wear (AW) additives in HOSuO base oil blends showed the biobased phosphonates have similar coefficient of friction and similar or better wear scar diameter than zinc dialkyl dithio phosphates (ZDDP). It is concluded that vegetable oil phosphonates provide a promising biobased alternative to ZDDP and other commercial petroleum‐based AW additives currently used in lubricant formulations.

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