o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors

New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-08, Vol.51 (60), p.12004-12007
Hauptverfasser: Guo, Jixi, Liu, Danqing, Zhang, Jiahui, Zhang, Jiji, Miao, Qian, Xie, Zuowei
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container_issue 60
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container_title Chemical communications (Cambridge, England)
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creator Guo, Jixi
Liu, Danqing
Zhang, Jiahui
Zhang, Jiji
Miao, Qian
Xie, Zuowei
description New 6,13-bis[1'-(C≡C)-2'-R-1',2'-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.
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source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Cage
Carbon
Converting
Energy levels
Molecular orbitals
P-type semiconductors
Semiconductor devices
Synthesis
Thin films
title o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors
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