Aggregation in solutions of 2,2′-methylenebis (4-methyl-6-tert-butylphenol)

It was shown by IR spectroscopy that 2,2′-methylenebis(4-methyl-6-tert-butylphenol) (BP) forms associates with intra-and intermolecular hydrogen bonds in the presence of chlorinated and aromatic solvents. As the polarity of the chlorinated solvents increases, the proportion of BP with intermolecular hydrogen bonding both between the BP hydroxyl groups and between the BP hydroxyl groups and acidic protons of the chlorinated hydrocarbons increases. In aromatic solvents, intramolecularly hydrogen-bonded PB prevails. In addition, intermolecularly hydrogen-bonded BP and a BP associate with the π-electron system of aromatic hydrocarbons were found, with the OH...π interaction increasing in the order C6H6 < C9H12 < C7H8, a result that is due to the spatial effect of the methyl groups of isopropylbenzene.