Towards Molecular Design Rationalization in branched Multi-Thiopene Semiconductors: The 2-Thienyl-persubstituted alpha-Oligothiophenes (Articolo in rivista)

Type
Label
  • Towards Molecular Design Rationalization in branched Multi-Thiopene Semiconductors: The 2-Thienyl-persubstituted alpha-Oligothiophenes (Articolo in rivista) (literal)
Anno
  • 2010-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1002/chem.200903546 (literal)
Alternative label
  • Benincori, T.; Bonometti, V.; De Angelis, F.; Falciola, L.; Muccini, M.; Mussini, P. R.; Pilati, T.; Rampinini, G.; Rizzo, S.; Toffanin, S.; Sannicolò, F. (2010)
    Towards Molecular Design Rationalization in branched Multi-Thiopene Semiconductors: The 2-Thienyl-persubstituted alpha-Oligothiophenes
    in Chemistry - A European Journal
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Benincori, T.; Bonometti, V.; De Angelis, F.; Falciola, L.; Muccini, M.; Mussini, P. R.; Pilati, T.; Rampinini, G.; Rizzo, S.; Toffanin, S.; Sannicolò, F. (literal)
Pagina inizio
  • 9086 (literal)
Pagina fine
  • 9098 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#altreInformazioni
  • This work was supported by MIUR: FIRB-RBNE033KMA \"Composti molecolari e materiali ibridi nanostrutturati con proprieta ottiche risonanti e non risonanti per dispositivi fotonici\", by the EU Commission: FP7/2007-2013 (PHOTO-FET), and by Fondazione Cariplo \"Progettazione e utilizzo di nuovi materiali organometallici o di coordinazione per celle solari organiche di terza generazione\". (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 16 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Rampinini, G.; Sannicolò, F.: Università di Milano, Dipartimento Chimica Organica & Industriale, I-20133 Milan, Italy; Istituto CNR Scienze e Tecnologie Molecolari, via G. Venezian, 21-20133-Milano, Italy; C.I.M.A.I.N.A. Centro Interdisciplinare Materiali e Interfacce Nanostrutturati, Via Celoria, 16-20133-Milano, Italy. Benincori, T.: Università dell'Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy; Istituto CNR Scienze e Tecnologie Molecolari, via G. Venezian, 21-20133-Milano, Italy. Bonometti, V.; Falciola, L.: Università di Milano, Dipartimento Chimica Fisica & Elettrochim, I-20133 Milan, Italy. Mussini, P. R.: Università di Milano, Dipartimento Chimica Fisica & Elettrochim, I-20133 Milan, Italy; Istituto per lo Studio dei Materiali Nanostrutturati Consiglio Nazionale delle Ricerche, via P. Gobetti 101, 40129 Bologna, Italy. De Angelis, F.: CNR, Istituto di Scienze & Tecnologie Molecolari, I-06123 Perugia, Italy. Muccini, M.; Toffanin, S.: Istituto per lo Studio dei Materiali Nanostrutturati Consiglio Nazionale delle Ricerche, via P. Gobetti 101, 40129 Bologna, Italy. Pilati, T.; Rizzo, S.: Istituto CNR Scienze e Tecnologie Molecolari, via G. Venezian, 21-20133-Milano, Italy. (literal)
Titolo
  • Towards Molecular Design Rationalization in branched Multi-Thiopene Semiconductors: The 2-Thienyl-persubstituted alpha-Oligothiophenes (literal)
Abstract
  • The introduction of branching in multi-thiophene semiconductors, although granting the required solubility for processing, results in an increased molecular fluxionality and a higher level of distortion, thus hampering pi conjugation. Accordingly, branched oligothiophenes require rationalization of their structure reactivity relationships for target-oriented design and optimization of the synthetic effort. Our current research on spiderlike oligothiophenes affords deep insight into the subject, and introduces new, easily accessible molecules with attractive functional properties. In particular, a regular series, T'X-5 of five new multi-thiophene systems, T'5(3), T'8(4), T'11(5), T'14(6), and T'17(7), constituted by five, eight, 11, 14, and 17 thiophene units, respectively, their longest a-conjugated chain consisting of tri-, tetra-, penta-, hexa-, and heptathiophene moieties, respectively, has been synthesized and fully characterized from the structural, spectroscopic, and electrochemical point of view. The electronic properties of the monomers and their electropolymerization ability are discussed and rationalized as a function of their molecular structure, particularly in comparison with the series of 5-(2,2'-dithiophene)yl-persubstituted a-oligothiophenes (TXy) previously reported by us. These oligothiophenes are easily accessible materials, with promising properties for applications as active layers in multifunctional organic devices including solar cells. (literal)
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