Elsevier

Chinese Chemical Letters

Volume 19, Issue 1, January 2008, Pages 123-126
Chinese Chemical Letters

Theoretical study of structural and electronic properties of oligo(thiophene-phenylene)s in comparison with oligothiophenes and oligophenylenes

https://doi.org/10.1016/j.cclet.2007.10.011Get rights and content

Abstract

In this work, a quantum–chemical investigation on the structural and opto-electronic properties of oligo(thiophene-phenylene) (4TP) is carried out. The results are discussed in comparison with the properties of corresponding oligothiophene (8T) and oligophenylene (8P). As the opto-electronic properties of this type of conducting polymers are governed by their electronic band gap, we shall also present a comparison among HOMO, LUMO and band gap energies of these three materials.

Section snippets

Acknowledgment

This work has been supported by the AUF organization (Ref. 63/3PS589). The authors are grateful to the “Association Marocaine des Chimistes Théoriciens (AMCT)” for their pertinent help.

References (15)

  • D.J. Irvin et al.

    Synth. Met.

    (1999)
    S.Y. Hong et al.

    Synth. Met.

    (1997)
    G.B. Kiliç et al.

    Synth. Met.

    (1996)
  • Y. Miyata et al.

    J. Org. Chem.

    (2005)
    L.H. Chen et al.

    Heterocycles

    (1994)
    J.P. Parakka et al.

    Adv. Mater.

    (1996)
  • H. Zgou et al.

    Phys. Chem. News

    (2006)
  • E. Faulgnes et al.

    J. Chem. Phys.

    (1989)
  • J. Roncali

    Chem. Rev.

    (1992)
    P.C. Lacaze et al.
  • S.M. Bouzzine et al.

    Phys. Chem. News

    (2004)
There are more references available in the full text version of this article.

Cited by (31)

  • DFT theoretical investigations of π-conjugated molecules based on thienopyrazine and different acceptor moieties for organic photovoltaic cells

    2016, Journal of Saudi Chemical Society
    Citation Excerpt :

    The most efficient strategy has been applied to design molecules which alternate donor–acceptor repeating units that are expected to have small gaps (Cravino and Sariciftci, 2002; Roquet et al., 2006). In parallel with new experimental results on these new materials, theoretical investigations have indeed begun to constitute an important source of valuable information which supplements the experimental studies, thereby contributing to the rationalization of the properties of known materials and the prediction of those yet unknown (Bouzakraoui et al., 2005, 2006; Zgou et al., 2008; Bouzzine et al., 2008; Mondal et al., 2010). In this context and in order to guide the synthesis of novel materials with low band gaps, quantum-chemical methods have been increasingly applied to predict the band gap of conjugated systems.

  • FTIR, Raman and NMR spectroscopic and DFT theoretical studies on poly(N-vinylimidazole)

    2015, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
    Citation Excerpt :

    For the bridged or unbridged mono or heterocyclic polymers, comparisons between the theoretical and the experimental results are available in the literature. Previously published results show that while the computed energy gaps differ in the range of 4–5 eV for dimers and 2.5–3.5 eV for hexamers, the experimental gaps were found to be in between 2.0 and 3.0 eV for polymers [34–39]. When those published data and our results have been compared, we may conclude that our title polymer is expected to have larger energy gap with respect to bridged or unbridged mono or heterocyclic polymers.

  • A DFT study of H<inf>2</inf> adsorption on functionalized carbon nanotubes

    2013, Physica E: Low-Dimensional Systems and Nanostructures
  • Theoretical study of phenylene-thiophene oligomers: Structure-properties relationship

    2012, Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
    Citation Excerpt :

    In fact, this conformation corresponds to the lowest point of the potential energy surface. As shown in Fig. 2, the fully optimized structure remains quasi planar and less twisted compared to polyphenylene Table 1 [10]. The torsion angle φ1 is evaluated to be in the average of 25° in the case of O0 and O1 between pristine polythiophene (5 Th) and polyphenylene (5 P).

  • On the applicability of the molecular dynamics SCC-DFTB treatment on optical spectra simulations for thiophene and phenyl containing oligomers

    2012, Computational and Theoretical Chemistry
    Citation Excerpt :

    These molecules are very often built from the simple five- and six-membered aromatic chromophoric units. In the past two decades, extensive studies have been devoted to the syntheses, physical properties characterization and theoretical calculations of thiophene and/or phenylene derivatives [3,4]. It was also recovered that the thiophene and phenyl diblock conjugation results in the effective electron donor/acceptor system which exhibits a strong fluorescence.

View all citing articles on Scopus
View full text