Azide-based heterobifunctional poly(ethylene oxide)s: NaN3-initiated "living" polymerization of ethylene oxide and chain end functionalizations

Sera Yang, Youn Kim, Hyeong Cheol Kim, Abu B. Siddique, Gyusaang Youn, Hyun Jun Kim, Hyeon Jong Park, Jae Yeol Lee, Sehoon Kim, Jungahn Kim

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

In this study, sodium azide (NaN3) was employed as a functional anionic initiator to polymerize ethylene oxide in N,N-dimethylformamide (DMF) leading to the production of the reactive polymeric alkoxide. The molecular weights of all products were controlled within the 2800-10-000 g mol-1 range on the basis of the stoichiometric balance. NaN3-initiated polymerization of ethylene oxide (EO) and chain end functionalization of the resulting alkoxide were found to be a simple and efficient method for synthesizing heterobifunctional PEOs. The reaction route via chain end tosylation of α-azide PEOs was found to yield almost quantitative functionalizations for the synthesis of α-azide-ω-tosyl PEO, α-azide-ω-thiol PEO, and α-amine-ω-thiol PEO (over 98 mol%).

Original languageEnglish
Pages (from-to)394-401
Number of pages8
JournalPolymer Chemistry
Volume7
Issue number2
DOIs
Publication statusPublished - 2016 Jan 14
Externally publishedYes

Fingerprint

Ethylene Oxide
Sodium Azide
Living polymerization
Azides
Polyethylene oxides
Polymerization
Ethylene
Sulfhydryl Compounds
Oxides
Dimethylformamide
Amines
Molecular Weight
Molecular weight
Sodium

ASJC Scopus subject areas

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Azide-based heterobifunctional poly(ethylene oxide)s : NaN3-initiated "living" polymerization of ethylene oxide and chain end functionalizations. / Yang, Sera; Kim, Youn; Kim, Hyeong Cheol; Siddique, Abu B.; Youn, Gyusaang; Kim, Hyun Jun; Park, Hyeon Jong; Lee, Jae Yeol; Kim, Sehoon; Kim, Jungahn.

In: Polymer Chemistry, Vol. 7, No. 2, 14.01.2016, p. 394-401.

Research output: Contribution to journalArticle

Yang, Sera ; Kim, Youn ; Kim, Hyeong Cheol ; Siddique, Abu B. ; Youn, Gyusaang ; Kim, Hyun Jun ; Park, Hyeon Jong ; Lee, Jae Yeol ; Kim, Sehoon ; Kim, Jungahn. / Azide-based heterobifunctional poly(ethylene oxide)s : NaN3-initiated "living" polymerization of ethylene oxide and chain end functionalizations. In: Polymer Chemistry. 2016 ; Vol. 7, No. 2. pp. 394-401.
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