Structures, spectra and photophysics of new organic fluorophores

2,3- and 2,5-di(phenylethenyl)furan

Ivan Baraldi, Enrico Benassi, Serena Ciorba, Marija Šindler-Kulyk, Irena Škorić, Anna Spalletti

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The rotational isomerism, electronic structure and photophysics of two new organic fluorophores, the 2,3- and 2,5-di(phenylethenyl)furan have been studied by a combined theoretical and experimental approach. The conformers of the ground electronic state have been investigated by Hartree-Fock ab initio methods and density functional theory. The electronic spectra have been calculated with the CS INDO S-CI and SDT-CI procedures. The spectral and photophysical behaviour was investigated by stationary and time-resolved techniques. The more stable conformer was found to be the A rotamer in planar or quasi planar form. DFT calculations gave more planar structure than those obtained using HF methodology. The UV-Vis absorption spectrum of 2,3-(PhE)2F is very similar to that of 3-cis-α,ω-diphenylhexatriene. The CS INDO CI analysis of the electronic spectra of all rotamers, with particular attention to the cis peak, shows coherence with the presence of A conformer. These very stable compounds show a strong and structured fluorescence indicating that the emitting state is the same as that implied in the absorption process, fenced(πH πL*) singlet state. These new organic fluorophores may have very interesting applications as fluorescent probes, dye laser medium, scintillators and as π-core for new push-pull polyenes.

Original languageEnglish
Pages (from-to)163-169
Number of pages7
JournalChemical Physics
Volume353
Issue number1-3
DOIs
Publication statusPublished - 3 Nov 2008
Externally publishedYes

Fingerprint

Fluorophores
furans
electronic spectra
Diphenylhexatriene
Polyenes
Dye lasers
planar structures
Electronic states
Fluorescent Dyes
Discrete Fourier transforms
dye lasers
Phosphors
scintillation counters
Electronic structure
Density functional theory
Absorption spectra
Fluorescence
methodology
density functional theory
electronic structure

Keywords

  • Absorption and emission spectra
  • Di(phenylethenyl)furans
  • Fluorophores
  • Molecular quantum mechanics
  • Photophysics
  • Rotational isomerism

ASJC Scopus subject areas

  • Physics and Astronomy(all)
  • Physical and Theoretical Chemistry

Cite this

Structures, spectra and photophysics of new organic fluorophores : 2,3- and 2,5-di(phenylethenyl)furan. / Baraldi, Ivan; Benassi, Enrico; Ciorba, Serena; Šindler-Kulyk, Marija; Škorić, Irena; Spalletti, Anna.

In: Chemical Physics, Vol. 353, No. 1-3, 03.11.2008, p. 163-169.

Research output: Contribution to journalArticle

Baraldi, Ivan ; Benassi, Enrico ; Ciorba, Serena ; Šindler-Kulyk, Marija ; Škorić, Irena ; Spalletti, Anna. / Structures, spectra and photophysics of new organic fluorophores : 2,3- and 2,5-di(phenylethenyl)furan. In: Chemical Physics. 2008 ; Vol. 353, No. 1-3. pp. 163-169.
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