Dual-Responsive Material Based on Catechol Modified Self Immolative Poly(Disulfide) Backbones

Asger Holm Agergaard, Andreas Sommerfeldt, Steen Uttrup Pedersen, Henrik Birkedal*, Kim Daasbjerg*

*Corresponding author for this work

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaperJournal articleResearchpeer-review

40 Citations (Scopus)

Abstract

Functional materials engineered to degrade upon triggering are in high demand due their potentially lower impact on the environment as well as their use in sensing and in medical applications. Here, stimuli-responsive polymers are prepared by decorating a self-immolative poly(dithiothreitol) backbone with pendant catechol units. The highly functional polymer is fashioned into stimuli-responsive gels, formed through pH-dependent catecholato–metal ion cross-links. The gels degrade in response to specific environmental changes, either by addressing the pH responsive, non-covalent, catecholato–metal complexes, or by addition of a thiol. The latter stimulus triggers end-to-end depolymerization of the entire self-immolative backbone through end-cap replacement via thiol–disufide exchanges. Gel degradation is visualized by release of a dye from the supramolecular gel as it itself is converted into smaller molecules.

Original languageEnglish
JournalAngewandte Chemie
Volume60
Issue39
Pages (from-to)21543-21549
Number of pages7
ISSN0044-8249
DOIs
Publication statusPublished - 20 Sept 2021

Keywords

  • catechol
  • hydrogel
  • polymers
  • self-immolative
  • stimuli-responsive

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