Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure (Articolo in rivista)

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  • Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure (Articolo in rivista) (literal)
Anno
  • 2012-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.dyepig.2012.03.033 (literal)
Alternative label
  • Carella, Antonio; Borbone, Fabio; Roviello, Antonio; Roviello, Giuseppina; Tuzi, Angela; Kravinsky, Alexey;Shikler, Rafi; Cantele, Giovanni; Ninno, Domenico (2012)
    Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure
    in Dyes and pigments; Elsevier Science Ltd., Oxford (Regno Unito)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Carella, Antonio; Borbone, Fabio; Roviello, Antonio; Roviello, Giuseppina; Tuzi, Angela; Kravinsky, Alexey;Shikler, Rafi; Cantele, Giovanni; Ninno, Domenico (literal)
Pagina inizio
  • 116 (literal)
Pagina fine
  • 125 (literal)
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  • http://www.sciencedirect.com/science/article/pii/S0143720812000897 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 95 (literal)
Rivista
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  • 10 (literal)
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  • 1 (literal)
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  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • [ 1 ] Univ Naples Federico II, Dipartimento Chim, I-80126 Naples, Italy [ 2 ] Univ Napoli Parthenope, Dipartimento Tecnol, I-80143 Naples, Italy [ 3 ] Ben Gurion Univ Negev, Dept Elect Comp Engn, IL-84105 Beer Sheva, Israel [ 4 ] Ben Gurion Univ Negev, Ilse Katz Ctr Nanotechnol, IL-84105 Beer Sheva, Israel [ 5 ] Univ Naples Federico II, CNR SPIN, I-80126 Naples, Italy [ 6 ] Univ Naples Federico II, Dipartimento Sci Fis, I-80126 Naples, Italy (literal)
Titolo
  • Benzodifuroxazinones, a new class of heteroacene molecules for possible applications in organic electronics: Synthesis, electronic properties and crystal structure (literal)
Abstract
  • A novel class of heteroacene molecules, benzodifuroxazin-4-ones, has been effectively synthesized by means of a thermally activated double cyclization reaction starting from amidic precursors. The new molecules were thermally and optically characterized, revealing an outstanding thermal stability to oxidation and an uncommon enhancement of fluorescent properties in solid state as compared to solution. As shown by single-crystal XRD analysis, the molecules crystallize in a face-to-face (pi-stack) arrangement instead of the herringbone structure typical of the most acene derivatives. The electronic properties of both molecules and crystals have been investigated by means of a detailed Density Functional Theory computational analysis: very stable HOMO energies have been calculated and, from the band structure analysis, it is possible to suggest a preferential direction of charge transport along the pi-stacking direction. All the reported properties indicate this new class of heteroacene derivatives as interesting candidates for a possible application in organic electronics. (literal)
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