The utilization of renewable raw materials has been considered as one the green chemistry approaches which have important roles in sustainable development. The consumer demand for �green� products using naturally-occurring unsaturated fatty acids and polysaccharides has been increased in last decade. The versatile industrial works of transforming low molecular weight of mono- and disaccharides into biobased materials with the potential to replace petrochemical products are needed. Sucrose is a naturally occurring polyol having eight hydroxyl groups, which potentially can be esterified by eight fatty acids to yield well-defined compact macromolecular structure. The early studies on sucrose esters of unsaturated fatty acids indicate that highly substituted SEUFA had uniform fatty acid distribution low-viscosity and, good coating properties. Recently, Proctor & Gamble Chemicals (P&G) has developed an efficient method to industrially manufacture SEUFA with maximum degree of substitution (DS= at least 7.7) under the brand name SEFOSE�. These commercially available products are the mixture of hexa-, hepta- and mainly octaesters of sucrose. Due to their compact molecular structure and low viscosity, SEFOSE sucrose esters can be used as binders and reactive diluent for air-drying high solid coating in lubricants and paint industries.In this study, novel biobased high functionality sucrose esters of fatty acids were synthesized using sucrose ester of soybean oil unsaturated fatty acid (sucrose soyate) by oxymercuration-demercuration reactions. In addition, the structure-property relationships of sucrose esters and etherized sucrose esters have been investigated based on the studies of their molecular structures, compositions, densities and, viscosities.

Functionalized sucrose esters of fatty acids: Synthesis of novel biobased compounds using SEFOSE® by oxymercuration-demercuration reactions

243rd National Meeting (2012)

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