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One-pot syntheses of water-soluble poly(oxamide)s

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Summary

Two kinds of water-soluble polymers were synthesized by using the poly(oxamide) polyanion generated in situ from the reductive coupling polymerization of diisocyanates induced by SmI2. One is a nonionic polymer bearing oligo(ethylene oxide) pendants, which was obtained by treating the polyanion with α-methyl-ω-(4-bromomethyl)phenylmethyl oligo(ethylene oxide). The other is an ion-containing polymer having sulfonate moieties in the side chains, which was prepared by the reaction of the polyanion with 1,3-propane sultone or sodium 4-(bromomethyl)-benzenesulfonate. In both cases, the corresponding polymers were provided in good yields, and their solubilities were found to bedependent on the structure as well as the substitution degree. The poly(oxamide) with oligo(ethylene oxide) exhibited good solubilities in common organic solvents and was soluble in aqueous system at high level of substitution. On the other hand, the poly(oxamide) with propane-sulfonicacid showed high solubility in both acidic and basic water but was insoluble in organic solvents, while the poly(oxamide) having benzylsulfonate was soluble only in DMF and DMSO.

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Authors and Affiliations

  1. Research Laboratory of Resources Utilization, Tokyo Institute of Technology, Nagatsuta, Midor-ku, 226, Yokohama, Japan

    Jia Wang, Ryoji Nomura & Takeshi Endo

Authors
  1. Jia Wang
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  2. Ryoji Nomura
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  3. Takeshi Endo
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Wang, J., Nomura, R. & Endo, T. One-pot syntheses of water-soluble poly(oxamide)s. Polymer Bulletin 38, 125–132 (1997). https://doi.org/10.1007/s002890050028

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  • DOI: https://doi.org/10.1007/s002890050028

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