Determination of Mark-Houwink-Sakurada equation for phenolic resins containing alkylenediamine in the main chain and estimation of their molecular conformation in tetrahydrofuran solution

Summary Phenolic resins containing alkylenediamine in the main chain could be prepared by the co-condensation reaction of phenol, formaldehyde and alkylenediamines such as ethylenediamine and hexamethylenediamine. The molecular structures were determined by¹H-NMR spectra, IR spectra and nitrogen content. The molecular conformation of these resins in THF solution were studied from the viscosity measurements, and it became clear that the molecules were considerably compact compared with linear vinyl polymers. To clarify the reason of this phenomenon, the resins whose degrees of branching were different from each other and the resins whose phenolic hydroxyl groups were acetylated were prepared. From viscosity data, it was pointed out that the intramolecular hydrogen bonding contributes to the compaction of the phenolic resins containing alkylenediamine in the main chain more strongly than the branching does.