P. Ruelle et al., HYDROPHOBIC EFFECT AT THE ORIGIN OF THE LOW SOLUBILITY OF INERT SOLIDSUBSTANCES IN HYDROGEN-BONDED SOLVENTS, Journal of pharmaceutical sciences, 83(3), 1994, pp. 396-403
The new solubility equation derived from the thermodynamics of mobile
order in liquids is used to predict the solubility of four solid aliph
atic and aromatic hydrocarbons, namely, tricosane, octacosane, bipheny
l and pyrene, in nonassociated and hydrogen-bonded solvents. The analy
sis of the relative importance of the different terms contributing to
the solubility shows that(l) the fluidization of the solute always rep
resents a barrier to the solubility, (2) in non-hydrogen-bonded solven
ts, the solubility essentially results from the balance of the exchang
e entropy correction and the change in the-nonspecific cohesion forces
upon mixing, (3) in alcohols or in water, the solubility is mainly de
termined by the hydrophobic effect which corresponds to a solute rejec
ting effect of the solvent. This effect is responsible for the lower s
olubility values of the inert substances in associated solvents with r
espect to those in nonassociated solvents.