Aminoethers of boric acid (AEBA) were studied as potential extractants for the separation of aqueous–alcoholic azeotropic mixtures by extractive distillation. The conditions of vapor–liquid equilibrium in aqueous solutions of ethanol and isopropanol in the presence of AEBA were studied. The division of AEBA molecules into group components was proposed, and previously unknown geometric parameters of the boron group and the energetic pair parameters of the boron group with the alkane group, ether group, amine-3d group, and alcohol group were determined within the framework of the Universal Functional Group Activity Coefficient (UNIFAC) model. The modeling of the extractive rectification process of an ethanol–water mixture with AEBA as extractant has been carried out. The dependences of the cost function on the extractant flow rate, the residual water content in it and the number of theoretical trays were obtained. A technological scheme for ethanol dehydration has been proposed, and its technological characteristics have been calculated.
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.
Organophosphorus polyurethane ionomers (AEPA-PU) based on aminoethers of ortho-phosphoric acid (AEPA) were obtained and studied as pervaporation membrane materials for separating isopropanol/water mixtures. The regularities of the change in the water vapor permeability of AEPA-PU were also investigated. It has been established that an increase of solute content in the composition of the urethane-forming system and the content of ionogenic groups in AEPA leads to a noticeable increase in the vapor permeability of the resulting film materials. An increase in water vapor permeability values is accompanied by a significant increase in the pervaporation characteristics of AEPU-PU. It was shown that the conditions promoting clustering of phosphate anions cause an increase in the values of the vapor permeability coefficient of AEPA-PU obtained using polyoxypropylene glycol. However, the hydrophobicity of the polypropylene glycol surrounding the clusters makes it difficult for water to move through the polymer matrix. Due to the hydrophilicity of polyoxyethylene glycol, the highest values of water vapor permeability and pervaporation characteristics are achieved for AEPA-PU synthesized using PEG.
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