Abraham model correlations for solute transfer into 2-ethoxyethanol from water and from the gas phase

Abstract

Infinite dilution activity coefficients (γ∞) were measured at 298 K for 13 different aliphatic hydrocarbons (alkanes, cycloalkanes, alkenes), 12 different aromatic compounds (benzene, alkylbenzenes, halobenzenes, naphthalene), and 2-chloro-2-methylpropane dissolved in 2-ethoxyethanol, along with solubilities for 11 crystalline organic compounds (xanthene, phenothiazine, acenaphthene, diphenyl sulfone, 3,5-dinitro-2-methylbenzoic acid, 3-chlorobenzoic acid, 2-methylbenzoic acid, 4-chloro-3-nitrobenzoic acid, 3,5-dinitrobenzoic acid, benzil, and thioxanthen-9-one) dissolved in 2-ethoxyethanol at 298 K. The experimental values were converted to gas-to-2-ethoxyethanol partition coefficients, water-to-2-ethoxyethanol partition coefficients, and molar solubility ratios using standard thermodynamic relationships.The calculated partition coefficient data and molar solubility ratios, combined with published literature values, were used to derive Abraham model correlations for solute transfer into 2-2 ethoxyethanol from both water and the gas phase. The derived Abraham model correlations predicted the observed values to within 0.15 log units (or less).

Abraham model correlations for describing solute transfer into 2-butoxyethanol from both water and the gas phase at 298K

“…The model that we have been using in our studies has been the Abraham solvation parameter model [2,[21][22][23][24][25][26], which allows one to describe solute transfer between two condensed phases (a biphasic aqueous-organic or organic-organic system) or solute transfer to a condensed phase from the vapor phase. During the past five years we have published Abraham model correlations for 11 additional organic solvents (e.g., diisopropyl ether [27], tributyl phosphate [28], 2-hexadecene [29,30], 1,9-decadiene [29,30], sulfolane [31], benzonitrile [32], ethylbenzene [33], o-xylene [34], m-xylene [34], p-xylene [34], 2-ethoxyethanol [35], and propylene glycol [36]) and several ionic liquids [37][38][39][40][41][42][43][44][45][46][47], as well as updating our existing correlations for hexane [48], heptane [48], octane [48], decane [48], isooctane [49], toluene [33], tetrahydrofuran [50], and 1,4-dioxane [50].…”

“…This is the third alkoxyalcohol that we have studied. 2-Methoxyethanol [51] and 2-ethoxyethanol [35] were studied previously. 2-Butoxyethanol is a technical solvent widely used to dissolve cleaning products, enamels, paints and surface coatings.…”

Abraham model correlations for solute transfer into 2-methoxyethanol from water and from the gas phase

“…In our previous paper on correlations of solute transfer into 2-ethoxyethanol [50] we compared equation coefficients for 2-ethoxyethanol with those for the solvents 1-butanol and ethylene glycol. Now that we have coefficients for 2-methoxyethanol, as well as those for 2-ethoxyethanol, it is of some interest to compare coefficients for these 2-alkokyethanols with those for a wider selection of solvents.…”

Effect of halogen substitution on the enthalpies of solvation and hydrogen bonding of organic solutes in chlorobenzene and 1,2-dichlorobenzene derived using multi-parameter correlations

“…The Abraham model is a linear free energy relationship that has been used to describe a large number of solute transfer processes involving two liquid phases [20][21][22][23][24], blood and body fluids/organs/tissues [25][26][27][28][29], water and molecularly organized solvent media (micellar solutions) [30,31], and gas and condensed liquid or solid phases [20-25, 27, 28, 30-32]. The same mathematical form is used to describe each solute transfer process, the only difference being that ΔsolvH A/Solvent is replaced by the solute transfer property being described (e.g., gas-to-liquid partition coefficient, water-to-liquid partition coefficient, blood-to-brain partition coefficient, gas-to-brain partition coefficient, etc.).…”