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The depletion of petroleum resources and the intensification of environmental problems have necessitated the development of renewable products from bio-based chemicals instead of petroleum resources. Herein, a new kind of ester lubricating oil, isooctyl furan dicarboxylate (isooctyl-FD), was prepared from bio-based 2, 5-furandicarboxylic acid. The structure of isooctyl-FD was evaluated using nuclear magnetic resonance imaging and high-resolution mass spectroscopy. Its physicochemical and tribological properties including thermal and oxidation stabilities, flash point and pour point, viscosity and viscosity index, and friction-reducing and anti-wear properties were systematically evaluated. The results show that isooctyl-FD has comparable thermal and oxidation stability to the synthetic ester lubricating oil, isooctyl sebacate (isooctyl-S). Its friction-reducing and anti-wear properties are superior to isooctyl-S; however, its viscosity-temperature and low-temperature properties are inferior to isooctyl-S.