Abstract
p-Vinylbenzyl alcohol, partially alkoxidated with potassium naphthalene, was used successfully to initiate living polymerization of ethylene oxide to afford α-p-vinylbenzyl-ω-hydroxy poly(ethylene oxide) (PEO) macromonomers. The ω-hydroxy end-groups were quantitatively transformed to tertiary amines either by tosylation followed by reaction with potassium 2-dimethylaminoethoxide or by Williamson synthesis with 2-dimethylaminoethyl chloride in the presence of sodium hydride. ω-Quaternary ammonium-ended PEO macromonomers were also quantitatively obtained by reaction with iodomethane.
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Senyo, T., Atago, Y., Liang, H. et al. Syntheses of Poly(ethylene oxide) Macromonomers Carrying Tertiary Amine and Quaternary Ammonium End Groups. Polym J 35, 513–518 (2003). https://doi.org/10.1295/polymj.35.513
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DOI: https://doi.org/10.1295/polymj.35.513