Quantitative ω-amination, ω-azidolysis, and ω-thiolation of poly(ethylene oxide)s through anionic mechanism

Sung Woo Kim, Abu Bakkar Siddique, Jin Wook An, Hyeon Jong Park, Hyun Jun Kim, Ho Jung Kang, Jae Yeol Lee, Sehoon Kim, Jungahn Kim

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

n-Butyllithium-initiated ring-opening polymerization of ethylene oxide with potassium t-butoxide in the mixture of benzene and dimethyl sulfoxide (DMSO) at 35 °C yielded corresponding “living” polymeric alkoxide. The molecular weight was well controlled on the basis of stoichiometric balance. Quantitative chain-end functionalizations, such as the amination, the azidation, and the thiolation of polymeric alkoxide, were performed. The yields were almost quantitative (over 98 mol%). The resulting products were characterized by the combination of 1H NMR spectroscopy, UV/Visible spectroscopy, FTIR, MALDI-TOF MS analysis, and size exclusion chromatographic analysis.[Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)188-195
Number of pages8
JournalMacromolecular Research
Volume24
Issue number2
DOIs
Publication statusPublished - 2016 Feb 1
Externally publishedYes

Fingerprint

Amination
Ethylene Oxide
Dimethyl sulfoxide
Size exclusion chromatography
Ring opening polymerization
Polyethylene oxides
Dimethyl Sulfoxide
Benzene
Nuclear magnetic resonance spectroscopy
Potassium
Ethylene
Molecular weight
Spectroscopy
Oxides
n-butyllithium

Keywords

  • amination
  • azidation
  • chain-end functionalizations
  • molecular weight control
  • poly(ethylene oxide)
  • thiolation

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Kim, S. W., Siddique, A. B., An, J. W., Park, H. J., Kim, H. J., Kang, H. J., ... Kim, J. (2016). Quantitative ω-amination, ω-azidolysis, and ω-thiolation of poly(ethylene oxide)s through anionic mechanism. Macromolecular Research, 24(2), 188-195. https://doi.org/10.1007/s13233-016-4023-7

Quantitative ω-amination, ω-azidolysis, and ω-thiolation of poly(ethylene oxide)s through anionic mechanism. / Kim, Sung Woo; Siddique, Abu Bakkar; An, Jin Wook; Park, Hyeon Jong; Kim, Hyun Jun; Kang, Ho Jung; Lee, Jae Yeol; Kim, Sehoon; Kim, Jungahn.

In: Macromolecular Research, Vol. 24, No. 2, 01.02.2016, p. 188-195.

Research output: Contribution to journalArticle

Kim, Sung Woo ; Siddique, Abu Bakkar ; An, Jin Wook ; Park, Hyeon Jong ; Kim, Hyun Jun ; Kang, Ho Jung ; Lee, Jae Yeol ; Kim, Sehoon ; Kim, Jungahn. / Quantitative ω-amination, ω-azidolysis, and ω-thiolation of poly(ethylene oxide)s through anionic mechanism. In: Macromolecular Research. 2016 ; Vol. 24, No. 2. pp. 188-195.
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