Modulating Noncovalent Cross-links with Molecular Switches

Eric S. Epstein, Luca Martinetti, Ravichandran H. Kollarigowda, Olivia Carey-De La Torre, Jeffrey S Moore, Randy H Ewoldt, Paul V Braun

Research output: Contribution to journalArticle

Abstract

Spiropyran molecular switches, in conjunction with transition metal ions, are shown to operate as reversible polymer cross-linkers. Solutions containing a spiropyran-functionalized polymer and transition metal ions underwent reversible thermally triggered (light-triggered) transient network formation (disruption) driven by the association (dissociation) of metal-ligand cross-links. Heat triggers metal-ion-mediated cross-linking via thermal isomerization of spiropyran to its open, merocyanine form, and exposure to visible light triggers dissociation of polymer cross-links. Cross-linking is found to depend on both the valence of the ion as well as the molar ratio of spiropyran to metal salt. We envision this to be a starting point for the design of many types of reversible, stimuli-responsive polymers, utilizing the fact that spiropyrans have been shown to respond to a variety of stimuli including heat, light, pH, and mechanical force.

Original languageEnglish (US)
Pages (from-to)3597-3604
Number of pages8
JournalJournal of the American Chemical Society
Volume141
Issue number8
DOIs
StatePublished - Feb 27 2019

Fingerprint

polymer
Metals
Switches
Metal ions
Polymers
ion
Ions
transition element
Hot Temperature
Transition metals
metal
Light
Association reactions
Isomerization
ligand
Telecommunication links
Ligands
Salts
salt
spiropyran

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Modulating Noncovalent Cross-links with Molecular Switches. / Epstein, Eric S.; Martinetti, Luca; Kollarigowda, Ravichandran H.; Carey-De La Torre, Olivia; Moore, Jeffrey S; Ewoldt, Randy H; Braun, Paul V.

In: Journal of the American Chemical Society, Vol. 141, No. 8, 27.02.2019, p. 3597-3604.

Research output: Contribution to journalArticle

Epstein ES, Martinetti L, Kollarigowda RH, Carey-De La Torre O, Moore JS, Ewoldt RH et al. Modulating Noncovalent Cross-links with Molecular Switches. Journal of the American Chemical Society. 2019 Feb 27;141(8):3597-3604. https://doi.org/10.1021/jacs.8b12762
Epstein, Eric S. ; Martinetti, Luca ; Kollarigowda, Ravichandran H. ; Carey-De La Torre, Olivia ; Moore, Jeffrey S ; Ewoldt, Randy H ; Braun, Paul V. / Modulating Noncovalent Cross-links with Molecular Switches. In: Journal of the American Chemical Society. 2019 ; Vol. 141, No. 8. pp. 3597-3604.
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