Synthesis and Application of New Functional Polymers Utilizing Redox System of Vicinal Tricarbonyl Structure

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We designed and synthesized new polystyrene derivatives bearing vicinal tricarbonyl group in the side chain. Over the course of our study to investigate the reactions utilizing the redox properties of the vicinal tricarbonyl structures, we found that water and monoalcohols added to their vicinal tricarbonyl groups at ambient temperature without any catalyst. The addition was reversible and the original vicinal tricarbonyl polymer was recovered by heating under reduced pressure. Similarly, diols reacted with the vicinal tricarbonyl groups to give networked polymer that are insoluble to most common solvents as a result of the newly formed alcohol adductunitsacting as crosslinking points. On the other hand, the original vicinal tricarbonyl polymer was recovered by stirring in DMSO/H_2O(9/1, v/v) followed by heating under reduced pressure so as to remove volatile components.