Palm oil based trimethylolpropane (TMP) esters are potential biodegradable base stocks for environmentally friendly lubricants. To improve the low-temperature properties of palm oil based TMP esters, which are well below the requirements set by the lubricants' manufacturers, the high oleic content palm oil based TMP ester with a pour point between −10 and −32 °C was synthesized. The synthesis of palm oil polyol esters was performed by transesterification of fractionated palm oil methyl esters with TMP using sodium methoxide as a catalyst. Nearly complete conversion to palm TMP triesters (98% w/w) was obtained. The palm oil methyl esters were fractionated at 150−180 °C and 0.1 mbar prior to the synthesis to reduce the saturated fatty acid content. The fractionation and reaction took place using the same experimental setup. The effects of composition on pour points, viscosity, and viscosity index of the high oleic content palm oil based TMP esters were also evaluated. The concentration of C16:0 methyl ester...