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Issue 9, 2011
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Reversible cross-linking of hydrophilic dynamic covalent polymers with radically exchangeable alkoxyamines in aqueous media

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Abstract

Reversible cross-linking of alkoxyamine-containing hydrophilic dynamic covalent polymers in aqueous media has been accomplished. Water-soluble polymers with alkoxyamine units in the side chains were synthesized by radical copolymerization of 2-(dimethylamino)ethyl methacrylate and methacrylic esters with alkoxyamine units, and subsequent protonation of dimethylaminoethyl groups by hydrochloric acid. By heating the polymers in water at 100 °C in a closed system, hydrogels were formed by radical exchange reactions. Because the radical reactions are tolerant of water, the exchange reactions of alkoxyamine units in the side chain caused the cross-linking reaction even in aqueous media. Cross-linking behaviors depended on the amounts of alkoxyamine units in the polymers and the reaction concentrations. A de-cross-linking reaction was also accomplished by radical exchange reaction between the cross-linked polymer and added hydrophilic alkoxyamine compound. This dynamic cross-linking nature in aqueous media provides a foundation for a wide range of polymer reactions, and it can be applied to environmentally benign dynamic materials.

Graphical abstract: Reversible cross-linking of hydrophilic dynamic covalent polymers with radically exchangeable alkoxyamines in aqueous media

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Publication details

The article was received on 22 Apr 2011, accepted on 30 May 2011 and first published on 29 Jun 2011


Article type: Paper
DOI: 10.1039/C1PY00176K
Citation: Polym. Chem., 2011,2, 2021-2026
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    Reversible cross-linking of hydrophilic dynamic covalent polymers with radically exchangeable alkoxyamines in aqueous media

    J. Su, Y. Amamoto, M. Nishihara, A. Takahara and H. Otsuka, Polym. Chem., 2011, 2, 2021
    DOI: 10.1039/C1PY00176K

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