Tetrathia[7]helicenes, high triplet energy systems: synthesis, photophysics and electrochemical characterization (Contributo in atti di convegno)

Type
Label
  • Tetrathia[7]helicenes, high triplet energy systems: synthesis, photophysics and electrochemical characterization (Contributo in atti di convegno) (literal)
Anno
  • 2012-01-01T00:00:00+01:00 (literal)
Alternative label
  • Alberto Bossi, Emanuela Licandro, Stefano Maiorana, Clara Baldoli, Patrizia R. Mussini, Gianluca Farinola (2012)
    Tetrathia[7]helicenes, high triplet energy systems: synthesis, photophysics and electrochemical characterization
    in Second International Meeting on Organic Materials for a Better Future (FUTURMAT2), Conference Centre Riva Marina Resort, Brindisi (Italy), 16-20 Settembre 2012
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Alberto Bossi, Emanuela Licandro, Stefano Maiorana, Clara Baldoli, Patrizia R. Mussini, Gianluca Farinola (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#url
  • http://www.mdbenterprise.it/futurmat2/index.html (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Alberto Bossi, Clara Baldoli: Istituto di Scienze e Tecnologie Molecolari (ISTM-CNR), via Fantoli 16/15, 20138 Milano Emanuela Licandro, Stefano Maiorana: Dipartimento di Chimica Organica ed Industriale, Università degli Studi di Milano, via Venezian 21, 20133 Milano Patrizia R. Mussini: Dipartimento di Chimica Fisica ed Elettrochimica, Università degli Studi di Milano, via Venezian 21, 20133 Milano Gianluca Farinola: Dipartimento di Chimica, Università degli Studi di Bari, via Orabona, 4, 70126 Bari (literal)
Titolo
  • Tetrathia[7]helicenes, high triplet energy systems: synthesis, photophysics and electrochemical characterization (literal)
Abstract
  • Researches focused on the development of new organic materials, displaying high carrier mobility, strong optical absorptions and efficient luminescent emissions, are urging for optoelectronic applications such as OLEDs, non linear optics, OFETs, photodetectors and OPV. Organic polyconjugated systems (both small molecules and polymers) as well as polycyclic fused aromatic hydrocarbons represent a fundamental class of molecules whose electronic properties and solid state intermolecular interactions can be varied over a wide range, upon proper functionalization of the ?-scaffold. Tetrathia[7]helicenes, [7]THs, are chiral polycyclic aromatic compounds with nonplanar screw-shaped skeletons formed by ortho-fused benzene and thiophene rings. To investigate their structure-property relationships, we have prepared and studied three new fluorinated [7]TH. In the present communication we report on the synthesis of fluorinated rac-[7]THs; their photophysical and electrochemical properties are compared to the ones of a parent [7]TH. [7]THs display deep blue fluorescence emissions with 10% QY. Low temperature photoluminescence studies reveal the green phosphorescence emission, being located at ca. 540 nm, of the helicene systems never observed before; the significantly high triplet energy emissions in the helicenes is quite unusual considering the size of the conjugated ?-system (featuring 7 ortho-condensed rings). The fast radiative phosphorescence decay in the order of 100 ms, its bright intensity, as well as the small S1-T1 gap (ca. 6000-7000cm-1) are suggestive of a quite efficient spin orbit coupling mechanism affecting the excited state dynamics of these non planar conjugated molecules. Preliminary theoretical TD-DFT investigation will be presented as well. (literal)
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