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A novel thioether polymer with pendent ester groups from a readily available acrylate derivative

Summary

A thioether polymer with pendent ester groups was synthesized via nucleophilic substitution and Michael addition. Williamson ether synthesis conditions led to nucleophilic substitution at the α-methylene carbon of ethyl α-(chloromethyl)acrylate (ECMA, 1) and Michael addition at the activated vinyl group. Polymerization was rapid at room temperature to give a highly viscous, sticky product with intrinsic viscosity of 0.15 dL/g in chloroform at 24°C. 13C solid-state and solution NMR were used to characterize the polymer and a model compound of the nucleophilic substitution product.

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Mathias, L.J., Thompson, R.D. & Lightsey, A.K. A novel thioether polymer with pendent ester groups from a readily available acrylate derivative. Polymer Bulletin 27, 395–398 (1992). https://doi.org/10.1007/BF00309695

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Keywords

  • Polymer
  • Viscosity
  • Ethyl
  • Chloroform
  • Vinyl