TY - JOUR
T1 - Bistetracene
T2 - An air-stable, high-mobility organic semiconductor with extended conjugation
AU - Zhang, Lei
AU - Fonari, Alexandr
AU - Liu, Yao
AU - Hoyt, Andra Lisa M.
AU - Lee, Hyunbok
AU - Granger, Devin
AU - Parkin, Sean
AU - Russell, Thomas P.
AU - Anthony, John E.
AU - Brédas, Jean Luc
AU - Coropceanu, Veaceslav
AU - Briseno, Alejandro L.
PY - 2014/7/2
Y1 - 2014/7/2
N2 - 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.
AB - 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.
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U2 - 10.1021/ja503643s
DO - 10.1021/ja503643s
M3 - Article
AN - SCOPUS:84903694896
SN - 0002-7863
VL - 136
SP - 9248
EP - 9251
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 26
ER -