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Construction of reversible crosslinking–decrosslinking system consisting of a polymer bearing vicinal tricarbonyl structure and poly(ethylene glycol)

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Abstract

In this article, we report a novel reversible crosslinking–decrosslinking system consisting of a polymer bearing vicinal tricarbonyl moieties in its side chains and poly(ethylene glycol) (PEG). A mixture of the tricarbonyl polymer and PEG (0.1 equiv of OH groups relative to the vicinal tricarbonyl moieties) in CH2Cl2 spontaneously turned into an orange-colored gel, in which a network structure was formed through hemiketal linkages. Conversely, the resulting networked polymer could be decrosslinked by treatment with water-containing solvent to recover the linear vicinal tricarbonyl polymer as its hydrate in 90 % yield. Following dehydration process by heating at 100 °C under reduced pressure regenerated the original vicinal tricarbonyl polymer.

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Acknowledgments

This work was supported by JSPS KAKENHI Grant Number 25288060.

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Authors and Affiliations

  1. Molecular Engineering Institute, Kinki University, 11-6 Kayanomori, Iizuka, Fukuoka, 820-8555, Japan

    Tatsuya Yuki, Morio Yonekawa, Kozo Matsumoto & Takeshi Endo

  2. Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, 4259-G1-9 Nagatsuta, Midori-ku, Yokohama, 226-8502, Japan

    Tatsuya Yuki & Ikuyoshi Tomita

  3. Department of Biological and Environmental Chemistry, Kinki University, 11-6 Kayanomori, Iizuka, Fukuoka, 820–8555, Japan

    Kozo Matsumoto

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  1. Tatsuya Yuki
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  2. Morio Yonekawa
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  5. Takeshi Endo
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Correspondence to Takeshi Endo.

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Yuki, T., Yonekawa, M., Matsumoto, K. et al. Construction of reversible crosslinking–decrosslinking system consisting of a polymer bearing vicinal tricarbonyl structure and poly(ethylene glycol). Polym. Bull. 73, 345–356 (2016). https://doi.org/10.1007/s00289-015-1490-5

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