Four polyols intended for application in polyurethanes were synthesized by
oxirane ring opening in epoxidized soybean oil with hydrochloric acid, hydr
obromic acid, methanol, and hydrogen. The structures of the polyols were ch
aracterized by spectroscopic, chemical, and physical methods. The brominate
d polyol had 4.1 hydroxy groups, whereas the other three polyols had slight
ly lower functionality. The densities, viscosities, viscous-flow activation
energies, and molecular weights of the polyols decreased in the following
order: brominated > chlorinated > methoxylated > hydrogenated. All the poly
ols were crystalline solids below their melting temperature, displaying mul
tiple melting peaks. The methoxylated polyol was liquid at room temperature
, whereas the other three were waxes. (C) 2000 John Wiley & Sons, Inc.