Synthesis, optical properties and supramolecular order of p-conjugated 2,5-di(alcoxy)phenyleneethynylene oligomers (Articolo in rivista)

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  • Synthesis, optical properties and supramolecular order of p-conjugated 2,5-di(alcoxy)phenyleneethynylene oligomers (Articolo in rivista) (literal)
Anno
  • 2009-01-01T00:00:00+01:00 (literal)
Alternative label
  • Castruita G., Arias E., Moggio I., Pérez F., Medellín D., Torres R., Ziolo R., Olivas A., Giorgetti E., Muniz-Miranda M. (2009)
    Synthesis, optical properties and supramolecular order of p-conjugated 2,5-di(alcoxy)phenyleneethynylene oligomers
    in Journal of molecular structure (Print)
    (literal)
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  • Castruita G., Arias E., Moggio I., Pérez F., Medellín D., Torres R., Ziolo R., Olivas A., Giorgetti E., Muniz-Miranda M. (literal)
Pagina inizio
  • 177 (literal)
Pagina fine
  • 186 (literal)
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  • 936 (literal)
Rivista
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  • fasc. (1-3). Elsevier. (literal)
Note
  • ISI Web of Science (WOS) (literal)
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  • a) Centro de Investigación en Química Aplicada (CIQA), Boulevard Enrique Reyna 140, 25253 Saltillo, México b) Centro de Ciencias de la Materia Condensada CCMC – UNAM, Carretera Tijuana-Ensenada Km 107, 22800 Ensenada, B. C., México c) Istituto dei Sistemi Complessi ISC-CNR e INSTM Sezione di Firenze, Via Madonna del Piano 11, Sesto Fiorentino, 50019 Firenze, Italy d) Dipartamento di Chimica, Universitá di Firenze, Sesto Fiorentino, Via della Lastruccia 3, Firenze, Italy (literal)
Titolo
  • Synthesis, optical properties and supramolecular order of p-conjugated 2,5-di(alcoxy)phenyleneethynylene oligomers (literal)
Abstract
  • Two series of 2,5-di(alkoxy)phenyleneethynylene oligomers were synthesized by Sonogashira–Heck coupling reaction. The chemical structure was corroborated by 1H, 13C, APT, DEPT-135 NMR, Raman, FTIR and MALDI-TOF mass spectrometry. The chemical structure of the molecules has been varied in order to study the effect on the physicochemical and optoelectronic properties of the different chain lengths of the lateral substituents (dodecanoxy and butoxy), of different terminal groups (H, Br and I), of different chain length (3, 5 and 7 repeat units in the main conjugated backbone). The thermal properties were analyzed by DSC, TGA and by temperature-dependent X-ray diffraction. The diffraction studies of the oligomers revealed a crystalline behavior for the butoxy series, while for the dodecanoxy series the X-ray patterns are consistent with a supramolecular organization formed of randomly distributed crystalline domains that exhibit a periodic structure at small angles, indicating the presence of a lamellar order. The optical properties can be modulated within a series by increasing the length of the conjugated oligomer chain. On the contrary, neither the length of the alkoxy substituents nor the terminal groups have effect on the shape of the absorption and emission spectra. (literal)
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