Aminoethers of boric acid, which are organoboron ionic liquids, were synthesized by using boric acid, triethanolamine, and triethylene glycol/diethylene glycol. Due to the formation of intermolecular complexes of borates, the structure of aminoethers of boric acid contains ion pairs separated in space, giving these compounds the properties inherent to ionic liquids. It is established that the thermal stability of aminoethers under normal atmospheric conditions increases with an increase in the size of the glycol. According to measurements of fast scanning calorimetry, density, dynamic viscosity, and electrical conductivity, water is involved in the structural organization of aminoethers of boric acid. The impact of the most thermostable organoboron ionic liquids on the phase equilibrium conditions of the vapor–liquid azeotropic ethanol–water mixture is studied. It is shown that the presence of these substances leads to increase in the relative volatility of ethanol. In general, the magnitude of this effect is at the level shown by imidazole ionic liquids, which provide high selectivity in the separation of aqueous alcohol solutions. A large separation factor, high resistance to thermal oxidative degradation processes, accompanied by low cost start reagents, make aminoethers of boric acid on the basis of triethylene glycol a potentially effective extractant for the extractive distillation of water–alcohol mixtures.
Amino ethers of ortho-phosphoric acid prepared using triethanolamine; ortho-phosphoric acid; polyoxyethylene glycol, diethylene glycol, triethylene glycol and glycerol (AEPA-DEG/TEG/Gl) were investigated as extractants for the separation of aqueous ethanol solutions by extractive distillation. Using the method of open evaporation, the influence of the molecular structure of AEPA-DEG/TEG/Gl on the conditions of vapor–liquid equilibrium in ethanol–water solutions was studied. It has been shown that the addition of AEPA-DEG/TEG/Gl removes the azeotropic point. At the same time, the observed effect turned out to be significantly higher in comparison with the use of pure glycerol or glycols for these purposes. The UNIFAC model was used to calculate the activity coefficients in a three-component ethanol–water–AEPA-DEG/TEG/Gl mixture. Within the framework of this model, a division of AEPA-DEG/TEG/Gl molecules into group components is proposed. Previously unknown parameters of the groups PO–CH, PO–CH2, PO–OCH2, PO–NHCH2, PO–OH, and PO–H2O were determined from our own and published experimental data. The concentration dependences of the density and dynamic viscosity of AEPA-Gl aqueous solutions have been experimentally measured. Experimental studies of the extractive distillation of ethanol–water using AEPA-Gl as an extractant have been carried out in a column with bubble cap plates and a packing, and its high efficiency has been established.
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