The solubility of some compounds in hexadecylpolyoxyethylene monoethers, polyethylene glycols, water and hexane

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Abstract
The solubilities of a series of compounds of varying polarity, i.e. decane, benzene, sulphadiazine, p-hydroxybenzoic acid, ethyl and butyl p-hydroxybenzoate and methyl anisate in cetomacrogol 1000 and hexadecyl heptaoxyethylene ether solutions, have been determined. A comparison of these results with the solubilities of these compounds in water, n-hexane and polyethylene glycol solutions gives some evidence on the mechanism of solubilization. The results show that the solubilization of these compounds is not adequately described solely on the basis of solubility into the separate regions of the micelle. The micellar solubility of the compounds was dependent on the hydrocarbon solubility and the presence of groups in the molecule which can form hydrogen bonds. Butyl paraben was found to have a higher solubility in 10% cetomacrogol solutions than either ethyl paraben or methyl anisate. The hydrophil–lipophil characteristics of the detergents with the polarity of the solubilizate molecule also affect solubilization. A non-polar molecule such as decane has a greater solubility in the more lipophilic detergent and the reverse is true of p-hydroxybenzoic acid.