Induced crystal G phase through intermolecular hydrogen bonding II.: Influence of alkyl chain length of n-alkyl p-hydroxybenzoates on thermal and phase behaviour

A new series of intermolecular hydrogen-bonded complexes have been synthesized using p-n-alkoxybenzoic acid (alkyl chain length varies from propyl- to decyl- and dodecyl-) and methyl p-hydroxybenzoate moieties. The thermal and phase behaviour of these complexes were studied by thermal microscopy and differential scanning calorimetry. Further, the stabilization of intermolecular hydrogen bonding in solution was studied by IR spectroscopy. A detailed IR spectral investigation in the solid and dissolved states suggests that the acid and phenol groups act as proton donor and proton acceptor, respectively. The thermal studies also reveal the inducement of a crystal G phase in the complexes.