Preparation of high hydroxyl equivalent weight polyols from vegetable oils

Multiple novel vegetable oil-based polyols were synthesized from the reaction-addition to epoxidized soybean oil (ESBO) by a series of acid acyl moieties derived from vegetable oils. The acid acyl moieties were linoleic acid (LA), ricinoleic acid (RC), ricinoleic acid estolide (RC estolide) and hydrolyzed bodied soybean oil (HBSBO). LA and RC were commercially available but RC estolide and HBSBO were synthesized by enzymatic catalytic reactions. In the reaction-addition, ESBO was heated with the acid acyl moieties at 170 °C, atmospheric pressure without any catalyst and solvent. The synthesized vegetable oil-based polyols had acid numbers less than 10 (mg KOH/g), hydroxy numbers of 82–152 (mg KOH/g), and hydroxyl equivalent weights of 370–680. The polyols made from RC estolide and HBSBO had improved numbers of OH equivalent weight comparing to the numbers from alkoxyl hydroxyl soybean oil which is widely used commercial soy-based polyols.