Understanding optoelectronic properties of cyano-terminated oligothiophenes in the context of intramolecular charge transfer
Autor: | Jared C. Johnson, Victoria F. Bolton, Kari A. McGee, Brady A. Blackorbay, Ted M. Pappenfus, Juan T. López Navarrete, Tyler J. Helland, Raquel Alicante, Sandra Rodríguez González, Brett A. Edlund, Jacob J. Hansmeier, Kathryn M. Schwaderer, Belén Villacampa, João Pina, Juan Casado, J. Sérgio Seixas de Melo, Jesús Orduna |
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Rok vydání: | 2011 |
Předmět: |
Ambipolar diffusion
Chemistry business.industry Context (language use) Internal conversion (chemistry) Photochemistry Fluorescence Acceptor Surfaces Coatings and Films Intramolecular force Excited state Materials Chemistry Optoelectronics Physical and Theoretical Chemistry Absorption (electromagnetic radiation) business |
Zdroj: | Digital.CSIC. Repositorio Institucional del CSIC instname |
ISSN: | 1520-5207 |
Popis: | 13 páginas, 13 figuras, 3 tablas, 2 esquemas.-- et al. In this paper we have prepared a new series of oligothiophenes capped with hexyl groups and a variety of strong acceptors, mainly cyanovinyl moieties. An exhaustive analysis of the absorption, photophysical, electrochemical, solid state, nonlinear optical and vibrational properties has been presented guided by theoretical calculations. The investigation is centered on the efficiency of the intramolecular charge transfer (i.e., chain length and acceptor dependence) and its impact on all the relevant electronic, structural, optical, and vibrational properties. The most significant features imparted by the acceptors through the π–conjugated oligothiophene path are (i) intense visible electronic absorptions, (ii) tuned fluorescence wavelength emissions, (iii) solid state π–stacking, (iv) ambipolar redox behavior, (v) S1 -- S0 internal conversion as being the major route for the deactivation of the excited state, and (vi) large electronic and vibrational contributions to their nonlinear optical response (hyperpolarizability). The analysis establishes connections between the different properties of the materials and structure–function relationships useful in organic electronics. We are indebted to the Ministerio de Ciencia e Innovaci on through the project references CTQ2009-10098, CTQ2008- 02942, and MAT2008-06522-C02-02. S.R.G. and R.A. acknowledge the Junta de Andalucía and the BES 2006-12104 grant, respectively. The Gobierno de Arag on through the project reference E39 and the Junta de Andalucía by means of the research project PO9-4708 are also acknowledged. |
Databáze: | OpenAIRE |
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