Grinding‐Induced Water Solubility Exhibited by Mechanochromic Luminescent Supramolecular Fibers

Abstract: Most mechanochromic luminescent compounds are crystalline and highly hydrophobic; however, mechanochromic luminescent molecular assemblies comprising amphiphilic molecules have rarely been explored. This study investigated mechanochromic luminescent supramolecular fibers composed of dumbbell‐shaped 9,10‐bis (phenylethynyl) anthracene‐based amphiphiles without any tetraethylene glycol (TEG) substituents or with two TEG substituents. Both amphiphiles formed water‐insoluble supramolecular fibers via linear hydrogen bond formation. Both compounds acquired water solubility when solid samples composed of supramolecular fibers are ground. Grinding induces the conversion of 1D supramolecular fibers into micellar assemblies where fluorophores can form excimers, thereby resulting in a large redshift in the fluorescence spectra. Excimer emission from the ground amphiphile without TEG chains is retained after dissolution in water. The micelles are stable in water because hydrophilic dendrons surround the hydrophobic luminophores. By contrast, when water is added to a ground amphiphile having TEG substituents, fragmented supramolecular fibers with the same molecular arrangement as the initial supramolecular fibers are observed, because fragmented fibers are thermodynamically preferable to micelles as the hydrophobic arrays of fluorophores are covered with hydrophilic TEG chains. This leads to the recovery of the initial fluorescent properties for the latter amphiphile. These supramolecular fibers can be used as practical mechanosensors to detect forces at the mesoscale.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
Grinding‐Induced Water Solubility Exhibited by Mechanochromic Luminescent Supramolecular Fibers ; day:10 ; month:03 ; year:2024 ; extent:10
Small ; (10.03.2024) (gesamt 10)

Urheber
Liu, Qiming
Zhang, Tianyue
Ikemoto, Yuka
Shinozaki, Yudai
Watanabe, Go
Hori, Yuta
Shigeta, Yasuteru
Midorikawa, Takemi
Harano, Koji
Sagara, Yoshimitsu

DOI
10.1002/smll.202400063
URN
urn:nbn:de:101:1-2024031113082185050731
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
14.08.2025, 11:00 MESZ

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Beteiligte

  • Liu, Qiming
  • Zhang, Tianyue
  • Ikemoto, Yuka
  • Shinozaki, Yudai
  • Watanabe, Go
  • Hori, Yuta
  • Shigeta, Yasuteru
  • Midorikawa, Takemi
  • Harano, Koji
  • Sagara, Yoshimitsu

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