Journal of Chemical and Engineering Data, Vol.53, No.5, 1071-1079, 2008
Henry's law constants for fragrance and organic solvent compounds in aqueous industrial surfactants
Henry's law constants (k(H)) were measured (at 30 degrees C) and modeled for a suite of fragrance and solvent compounds in aqueous solutions of three structurally diverse industrial surfactants: sodium dodecylbenzene sulfonate (NaDBS), tetradecylbenzyldimethyl ammonium chloride (TDBAC), and a linear alkyl ethoxylate, Neodol 1,9. k(H) values for limonene, beta-pinene, toluene, and trichloroethene were examined as a function of surfactant concentration. When compared to TCE and toluene, the fragrances limonene and P-pinene with their larger values of molecular polarizability (alpha(mol) = (17.94 +/- 0.5) angstrom(3) and (17.34 +/- 0.5) angstrom(3), respectively) and greater hydrophobic character exhibited greater affinity for micelles of the linear alkyl ethoxylate relative to those of NaDBS and TDBAC and greater selectivity overall in their interaction(s) with micelles of varying carbon content (C-n). Using a linear solvation energy relationship (LSER) of the form In k(H) = C + s pi(2)* + a Sigma alpha(2) + b Sigma beta(2) (pi(2)* = solute dipolarity/polarizability; Sigma alpha(2) = overall solute hydrogen-bond-donor acidity; Sigma beta(2) overall solute hydrogen-bond-acceptor basicity; C = a regression constant) as an additional correlation and characterization tool, we find the large negative coefficients on pi(2)*, Sigma alpha(2), and Sigma beta(2) consistent with the inverse correlation between In kH and the magnitude of solute-solvent interactions in the condensed phase; C decreases with increasing size of the micellar phase. The dominance of HBD and HBA interactions (Sigma alpha(2) and Sigma beta(2), respectively) in the LSER for the alkyl ethoxylate points to the role of the ethylene oxide outer portion of the Neodol 1,9 micelles along with the effect of intercalated water.