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It has been shown by 1H and 13C NMR spectroscopy that 2-mercaptobenzoyl-hydrazones of aliphatic and aromatic aldehydes exist in solution as tautomeric mixtures of linear and cyclic benzo-1,3,4-thiadiazepine forms. The linear hydrazone form is represented by (E,E')-and (E,Z')-conformational isomers, differing in the disposition relative to the amide C–N bond. Growing bulk of the alkyl substituent at the C=N bond of the aliphatic aldehydes derivatives decreases the fraction of the cyclic tautomer; therewith the logarithms of the constants of the chain-ring tautomeric equilibrium correlate with the ES steric constants of the alkyl substituents. In the series of the aromatic aldehydes 2-mercaptobenzoylhydrazones the linear tautomer prevails, and the logarithms of the tautomeric equilibrium constants KT correlate with the σ-constants of the substituents in the aromatic nucleus.

Development of novel membranes with optimal performance, selectivity, and stability is a key research area in membrane technology. In the present work aromatic polyamidoimideurea (PAIU) is synthesized and tested as promising membrane material for separation of water and alcohol mixtures. The PAIU membrane structure, density, and transport properties are studied. Mass transfer of water and isopropanol through the membrane is estimated by sorption and pervaporation tests to determine equilibrium sorption degree, diffusion coefficients, flux through the membrane, and separation factor. Two techniques of sorption study from liquid and from vapor phases are used as novel approach to experimental study of mass transfer. The vapor sorption calorimetry permits to analyze the behavior of the polymer material in sorption process. In pervaporation of water–isopropanol mixture, almost pure water mainly permeates through PAIU membrane. To improve the performance, a double layer membrane containing a thin PAIU layer on the surface of porous poly(phenylene oxide) support is developed. The double layer membrane is extremely effective in dehydration of isopropanol.