Polyacrylamide pseudo crown ethers via hydrogen bond‐assisted cyclopolymerization |
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| Authors: | Yoshihiko Kimura Yuichiro Miyabara Takaya Terashima Mitsuo Sawamoto |
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| Affiliation: | Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Nishikyo‐Ku, Kyoto, Japan |
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| Abstract: | Polyacrylamide pseudo crown ethers with large in‐chain rings (15–24 membered) were synthesized by hydrogen bond‐mediated cyclopolymerization of bisacrylamides comprising poly(ethylene oxide) spacers (PEGnDAAm, ethylene oxide units: n = 3–6). The monomers undergo the intramolecular hydrogen bonding of the bisacrylamide units in halogenated solvents to dynamically place the two olefins adjacently. As a result, the bisacrylamides homogeneously allowed controlled radical cyclopolymerization without any macroscopic gelation in 1,2‐dichloroethane, even at relatively high concentration of monomers (200 mM), to directly provide precision cyclopolyacrylamides and the related copolymers with high cyclization efficiency (84–98%). Owing to the in‐chain ring pendants, a cyclopolyacrylamide had glass transition temperature higher than a corresponding polyacrylamide with linear pendants. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2016 , 54, 3294–3302 |
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| Keywords: | cyclopolymerization living radical polymerization cyclopolymer acrylamide hydrogen bond |
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