Abraham model correlations for describing solute transfer into anhydrous 1,2-propylene glycol for neutral and ionic species

Abstract

2015): Abraham model correlations for describing solute transfer into anhydrous 1,2-propylene glycol for neutral and ionic species, ABSTRACT Experimental solubility, acid-dissociation constants (pK a ) and activity coefficient data have been compiled from the published pharmaceutical and chemical literature for neutral organic molecules and ionic species dissolved in anhydrous 1,2-propylene glycol. The compiled experimental data were transformed into molar solubility ratios, water-to-anhydrous propylene glycol (P) and gas-to-anhydrous propylene glycol (K) using standard thermodynamic relationships. The derived Abraham model correlations described the observed solubility and partition coefficient data of neutral organic compounds and ionic species to within 0.18 log units and 0.18 log units (or less), respectively. ARTICLE HISTORY

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].…”

Descriptors for ions and ion-pairs for use in linear free energy relationships

“…We include in Table 1 coefficients in Eq. (12) for all other the solvents we have studied, including ethylene glycol [58], propylene carbonate [58], sulfolane [59] nitrobenzene [60], benzonitrile [60], tetrahydrofuran [61], and 1,2-propylene glycol [62]. In Table 2 are given descriptors for the ions we have studied [39].…”

“…(8) and (11). In this way, they obtained descriptors for 12 aliphatic carboxylate anions [39], 60 aromatic carboxylate anions [39], 60 phenoxide cations [63], 70 protonated amine cations [39] and 22 pyridinium anions [58].…”

“…For simple phenoxide anions with A = 0, empirical equations were also constructed to predict the ionic descriptors [63]. In these equations pK a (w) is the pK a value of the phenol in water.…”

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

“…The first ever established C-H · · · ·Y hydrogen-bond involved the participation of the acidic C-H group in the chloroform molecule. To date we have published correlations for describing the solubility and partitioning behavior of solutes into inert solvents (hexane -hexadecane [2,3], cyclohexane [2], methylcyclohexane [2], and isooctane [4]), into several alkylbenzene [2,5,6] and halobenzene [7] solvents, into several aprotic H-bond acceptor solvents (dibutyl ether [2], diethyl ether [2], diisopropyl ether [8], 1,4-dioxane [9], tetrahydrofuran [9], acetone [10], butanone [10], cyclohexanone [10], methyl acetate [11], ethyl acetate [11], butyl acetate [11], tributyl phosphate [12] and dimethyl sulfoxide [2]), and into several protic alcohol solvents (methanol -decanol [2, 13], 2-propanol [2,14], 2-butanol [2,14], 2-methyl-1-propanol [2,14], 2-methyl-2-propanol [2,14], ethylene glycol [2,15] and propylene glycol [16]) that possess both H-bond donor and Hbond acceptor character. In total we have reported correlations for more than 80 common organic solvents [2], for more than 35 different ionic liquids , and for aqueous micellar sodium dodecylsulfate [38] and aqueous micellar cetyltrimethylammonium bromide [39] solvent media.…”