Synthesis of 5-(Hydroxymethyl)furfural Monoesters and Alcohols as Fuel Additives toward Their Performance and...

The synthesis of 5-(hydroxymethyl)furfural (HMF) and conversion to the corresponding HMF-monoesters upon certain treatment are presented with their properties that are validated in a diesel engine. With a collection of fatty acids (C8-C18) using cyanuric acid as a catalyst under mild reaction conditions, the subsequent reduction of the HMF-monoesters with NaBH₄ produced the corresponding alcohols. After purification, both HMF-monoesters and their alcohol derivatives were determined for their solubility, cetane index, heat of combustion, viscosity, and specific gravity. HMF-Capric (1-C10), HMF-Oleic (1-C18:1), HMF-Caprylic-OH (2-C8), and HMF-Oleic-OH (2-C18:1) were soluble in a neat diesel fuel. The observed highest cetane index and heat of combustion of 1-C10 and 1-C18:1 were evaluated for combustion characteristics in a single-cylinder compression ignition engine. The diesel fuel containing 3% 1-C10 displayed comparable properties during burning in terms of thermal efficiency, cylinder pressure, and heat release rate with respect to the neat diesel fuel (D100) for all usage engine speeds. In general, all tested fuels initiated their burning onset with a similar ignition delay period. The 3% 1-C10-blended diesel fuel emitted slightly higher smoke opacity but an equivalent nitric oxide level compared to those of D100. The HMF-Capric (1-C10) synthesized in this study represents a promising additive for diesel fuel. Blended fuel lubricity and other unregulated emissions upon broader engine test cycles are suggested to be accomplished in future work.