Azide-based heterobifunctional poly(ethylene oxide)s: NaN3-initiated “living” polymerization of ethylene oxide and chain end functionalizations
Literature Information
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
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%).
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