Excited state behavior of benzoxazole derivatives in a confined environment afforded by a water soluble octaacid capsule

Fabiano S. Santos, Elamparuthi Ramasamy, Vaidhyanathan Ramamurthy, Fabiano S. Rodembusch

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

This feature article presents a brief description of the excited state intramolecular proton transfer mechanism (ESIPT), describes the solvent dependence of the ESIPT phenomenon and present the potential applications that can be envisaged for these fluorophores. Photophysics of three dye molecules exhibiting ESIPT were examined free in solution and within a water soluble supramolecular host, octaacid (OA) by steady-state and time resolved fluorescence emission techniques. Inclusion of the above dyes within OA was confirmed by <sup>1</sup>H NMR spectra. The free and octaacid complexed dyes had electronic absorption in the UV region. Within the OA container the fluorophores showed fluorescence emission similar to that in benzene, dichloromethane and acetonitrile. Moreover, the observed large Stokes' shift in the emission of the dyes when confined within OA capsule was unlike that in aqueous medium. The results suggest that a confined medium is a powerful tool to tailor the fluorescence emission of ESIPT compounds in aqueous media.

Original languageEnglish (US)
JournalJournal of Photochemistry and Photobiology A: Chemistry
DOIs
StateAccepted/In press - Jun 8 2015

Fingerprint

Benzoxazoles
Proton transfer
capsules
Excited states
Capsules
Coloring Agents
Dyes
dyes
Derivatives
protons
Fluorophores
Water
Fluorescence
fluorescence
water
excitation
Methylene Chloride
Dichloromethane
Benzene
Acetonitrile

Keywords

  • Benzazoles
  • ESIPT
  • Fluorescence
  • Octaacid
  • Proton transfer
  • Supramolecular photochemistry

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

Cite this

Excited state behavior of benzoxazole derivatives in a confined environment afforded by a water soluble octaacid capsule. / Santos, Fabiano S.; Ramasamy, Elamparuthi; Ramamurthy, Vaidhyanathan; Rodembusch, Fabiano S.

In: Journal of Photochemistry and Photobiology A: Chemistry, 08.06.2015.

Research output: Contribution to journalArticle

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