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Adsorption of 16 organic compounds from the gas phase by 4-{4-[4(S)-2-methyl-1-butoxybenzoyloxy]phenyldiazenyl}benzaldehyde was studied by gas chromatography. It was shown by means of differential scanning calorimetry that 4-{4-[4(S)-2-methyl-1-butoxybenzoyloxy]phenyldiazenyl]benzaldehyde is an enantiotropic polymorphic mesogen and forms smectic and nematic liquid crystal phases. Electron-donor isomers of methylpyridine and dimethylpyridine, isomers of weakly polar xylenes and cresols, and enantiomers of 2,3-butanediol and terpene hydrocarbons, capable of various types of intermolecular interactions with mesogenic aldehyde, were selected as adsorbates. Specific retention volumes of adsorbates and criteria for their separation were calculated. The effect of temperature and chemical nature of the adsorbates on their adsorption redistribution in the gas?liquid crystal system is discussed. It was found experimentally that the adsorbent based on 4-{4-[4(S)-2-methyl-1-butoxybenzoyloxy]phenyldiazeny}lbenzaldehyde exhibits high selectivity for close-boiling organic compounds of various nature and good efficiency and productivity in their separation.
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Reference：
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis