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

Jing Su, Yoshifumi Amamoto, Masamichi Nishihara, Atsushi Takahara, Hideyuki Otsuka

Research output: Contribution to journalArticlepeer-review

37 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)2021-2026
Number of pages6
JournalPolymer Chemistry
Volume2
Issue number9
DOIs
Publication statusPublished - Sep 1 2011

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Biochemistry
  • Polymers and Plastics
  • Organic Chemistry

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