SuFEx-based synthesis of polysulfates

Jiajia Dong, K. Barry Sharpless, Luke Kwisnek, James S. Oakdale, Valery V. Fokin

Research output: Contribution to journalArticle

67 Citations (Scopus)

Abstract

High-molecular-weight polysulfates are readily formed from aromatic bis(silyl ethers) and bis(fluorosulfates) in the presence of a base catalyst. The reaction is fast and proceeds well under neat conditions or in solvents, such as dimethyl formamide or N-methylpyrrolidone, to provide the desired polymers in nearly quantitative yield. These polymers are more resistant to chemical degradation than their polycarbonate analogues and exhibit excellent mechanical, optical, and oxygen-barrier properties. High-molecular-weight polysulfates are readily formed from aromatic bis(silyl ethers) and bis(fluorosulfates) in the presence of a base catalyst. The polymers were obtained in nearly quantitative yield under neat conditions, they are more resistant to chemical degradation than their polycarbonate analogues and exhibit excellent mechanical, optical, and oxygen-barrier properties. BPA=bisphenol A.

Original languageEnglish
Pages (from-to)9466-9470
Number of pages5
JournalAngewandte Chemie - International Edition
Volume53
Issue number36
DOIs
Publication statusPublished - 2014
Externally publishedYes

Fingerprint

polycarbonate
Polymers
Ethers
Polycarbonates
Molecular weight
Oxygen
Degradation
Catalysts
Dimethylformamide

Keywords

  • click chemistry
  • polymerization
  • SuFEx reaction

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis

Cite this

Dong, J., Sharpless, K. B., Kwisnek, L., Oakdale, J. S., & Fokin, V. V. (2014). SuFEx-based synthesis of polysulfates. Angewandte Chemie - International Edition, 53(36), 9466-9470. https://doi.org/10.1002/anie.201403758

SuFEx-based synthesis of polysulfates. / Dong, Jiajia; Sharpless, K. Barry; Kwisnek, Luke; Oakdale, James S.; Fokin, Valery V.

In: Angewandte Chemie - International Edition, Vol. 53, No. 36, 2014, p. 9466-9470.

Research output: Contribution to journalArticle

Dong, J, Sharpless, KB, Kwisnek, L, Oakdale, JS & Fokin, VV 2014, 'SuFEx-based synthesis of polysulfates', Angewandte Chemie - International Edition, vol. 53, no. 36, pp. 9466-9470. https://doi.org/10.1002/anie.201403758
Dong J, Sharpless KB, Kwisnek L, Oakdale JS, Fokin VV. SuFEx-based synthesis of polysulfates. Angewandte Chemie - International Edition. 2014;53(36):9466-9470. https://doi.org/10.1002/anie.201403758
Dong, Jiajia ; Sharpless, K. Barry ; Kwisnek, Luke ; Oakdale, James S. ; Fokin, Valery V. / SuFEx-based synthesis of polysulfates. In: Angewandte Chemie - International Edition. 2014 ; Vol. 53, No. 36. pp. 9466-9470.
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