Abstract
Proton and carbon-13 nuclear magnetic resonance as well as energy minimization and molecular dynamics calculations were all used to study chemical structures and single chain contributions of non-oxidized, completely oxidized and completely reduced polymerization products of p-benzoquinone. Polyquinones are shown using NMR techniques to have been transformed into polybenzoquinone upon oxidation. The negatively charged oxygen atoms of the polybenzoquinone are thus responsible for the increased torsion of the benzoquinone nuclei about connecting bonds. This should lead to lesser energetic dynamics with respect to the bending of its nuclei. Polyhydroquinone are completely stabilized by the presence of the hydrogen bonding not available to polybenzoquinone. Nuclei bending in this case is greatly influenced by the more restricted torsion behavior. Polyquinones, a mixture of both, shows inbetween behavior but more on the polyhydroquinone side which indicates the greater presence of the hydroquinone nuclei in an equimolar ratio compound.
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Madkour, T. Chemistry of Polymerization Products of p-Benzoquinone. 13C NMR and Molecular Dynamics Study. Polym J 29, 670–677 (1997). https://doi.org/10.1295/polymj.29.670
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DOI: https://doi.org/10.1295/polymj.29.670