Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation

Zhang, Lei; Fonari, Alexandr; Liu, Yao; Hoyt, Andra-Lisa M.; Lee, Hyunbok; Granger, Devin; Parkin, Sean; Russell, Thomas P.; Anthony, John E.; Briseno, Alejandro L.

Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation

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Datum

2014

Autor:innen

Zhang, Lei

Fonari, Alexandr

Liu, Yao

Hoyt, Andra-Lisa M.

Lee, Hyunbok

Granger, Devin

Parkin, Sean

Russell, Thomas P.

Anthony, John E.

Briseno, Alejandro L.

et al.

DOI (zitierfähiger Link)

https://doi.org/10.1021/ja503643s

Sammlungen

Chemie

Publikationstyp

Zeitschriftenartikel

Publikationsstatus

Published

Erschienen in

Journal of the American Chemical Society. American Chemical Society. 2014, 136(26), pp. 9248-9251. ISSN 0002-7863. eISSN 1520-5126. Available under: doi: 10.1021/ja503643s

Zusammenfassung

We report the synthesis and characterization of "bistetracene", an unconventional, linearly extended conjugated core with eight fused rings. The annellation mode of the system allows for increased stability of the conjugated system relative to linear analogues due to the increased number of Clar aromatic sextets. By attaching the appropriate solubilizing substituents, efficient molecular packing with large transfer integrals can be obtained. The electronic structure calculations suggest these large polycyclic aromatic hydrocarbons (PAHs) exhibit excellent intrinsic charge transport properties. Charge carrier mobilities as large as 6.1 cm² V^-1 s^-1 and current on/off ratios of 10⁷ were determined experimentally for one of our compounds. Our study provides valuable insight into the design of unconventional semiconductor compounds based on higher PAHs for use in high-performance devices.

Fachgebiet (DDC)

540 Chemie

Schlagwörter

Hydrocarbons, Aromatic compounds, chemical calculations, molecules, stability

Zitieren

ISO 690

ZHANG, Lei, Alexandr FONARI, Yao LIU, Andra-Lisa M. HOYT, Hyunbok LEE, Devin GRANGER, Sean PARKIN, Thomas P. RUSSELL, John E. ANTHONY, Alejandro L. BRISENO, 2014. Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation. In: Journal of the American Chemical Society. American Chemical Society. 2014, 136(26), pp. 9248-9251. ISSN 0002-7863. eISSN 1520-5126. Available under: doi: 10.1021/ja503643s

BibTex

@article{Zhang2014-07-02Biste-52296,
  year={2014},
  doi={10.1021/ja503643s},
  title={Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation},
  number={26},
  volume={136},
  issn={0002-7863},
  journal={Journal of the American Chemical Society},
  pages={9248--9251},
  author={Zhang, Lei and Fonari, Alexandr and Liu, Yao and Hoyt, Andra-Lisa M. and Lee, Hyunbok and Granger, Devin and Parkin, Sean and Russell, Thomas P. and Anthony, John E. and Briseno, Alejandro L.}
}

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    <dcterms:abstract xml:lang="eng">We report the synthesis and characterization of "bistetracene", an unconventional, linearly extended conjugated core with eight fused rings. The annellation mode of the system allows for increased stability of the conjugated system relative to linear analogues due to the increased number of Clar aromatic sextets. By attaching the appropriate solubilizing substituents, efficient molecular packing with large transfer integrals can be obtained. The electronic structure calculations suggest these large polycyclic aromatic hydrocarbons (PAHs) exhibit excellent intrinsic charge transport properties. Charge carrier mobilities as large as 6.1 cm&lt;sup&gt;2&lt;/sup&gt; V&lt;sup&gt;-1&lt;/sup&gt; s&lt;sup&gt;-1&lt;/sup&gt; and current on/off ratios of 10&lt;sup&gt;7&lt;/sup&gt; were determined experimentally for one of our compounds. Our study provides valuable insight into the design of unconventional semiconductor compounds based on higher PAHs for use in high-performance devices.</dcterms:abstract>
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Begutachtet

Ja