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

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

Type of Publication: Journal article
Publication status: Published
Author: 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.
Year of publication: 2014
Published in: Journal of the American Chemical Society ; 136 (2014), 26. - pp. 9248-9251. - American Chemical Society. - ISSN 0002-7863. - eISSN 1520-5126
Pubmed ID: 24802140
DOI (citable link): https://dx.doi.org/10.1021/ja503643s
Summary:
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.
Subject (DDC): 540 Chemistry
Keywords: Hydrocarbons, Aromatic compounds, chemical calculations, molecules, stability
Refereed: Yes

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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. 136(26), pp. 9248-9251. ISSN 0002-7863. eISSN 1520-5126. Available under: doi: 10.1021/ja503643s

@article{Zhang2014-07-02Biste-52296, title={Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation}, year={2014}, doi={10.1021/ja503643s}, 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.} }

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<sup>2</sup> V<sup>-1</sup> s<sup>-1</sup> and current on/off ratios of 10<sup>7</sup> 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. Granger, Devin Anthony, John E. 2021-01-05T13:42:33Z Hoyt, Andra-Lisa M. Bistetracene : an air-stable, high-mobility organic semiconductor with extended conjugation Anthony, John E. 2021-01-05T13:42:33Z Briseno, Alejandro L. eng Lee, Hyunbok Parkin, Sean Liu, Yao Parkin, Sean Fonari, Alexandr Zhang, Lei Liu, Yao 2014-07-02 Zhang, Lei Hoyt, Andra-Lisa M. terms-of-use Granger, Devin Lee, Hyunbok Russell, Thomas P. Russell, Thomas P. Fonari, Alexandr Briseno, Alejandro L.

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