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    Dianthraceno[a,e]pentalenes: Synthesis, crystallographic structures and applications in organic field-effect transistors

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    Type
    Article
    Authors
    Dai, Gaole
    Chang, Jingjing
    Zhang, Wenhua
    Bai, Shiqiang
    Huang, Kuo-Wei cc
    Xu, Jianwei
    Chi, Chunyan
    KAUST Department
    Chemical Science Program
    Homogeneous Catalysis Laboratory (HCL)
    KAUST Catalysis Center (KCC)
    Physical Science and Engineering (PSE) Division
    Date
    2015
    Permanent link to this record
    http://hdl.handle.net/10754/563934
    
    Metadata
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    Abstract
    Two soluble and stable dianthraceno[a,e]pentalenes with two (DAP1) and six (DAP2) phenyl substituents were synthesized. Both compounds possess a small energy band gap and show amphoteric redox behaviour due to intramolecular donor-accepter interactions. X-ray crystallographic analysis revealed that DAP2 has a closely packed structure with multi-dimensional [C-H⋯π] interactions although there are no π-π interactions between the dianthraceno[a,e]pentalene cores. As a result, solution-processed field effect transistors based on DAP2 exhibited an average hole mobility of 0.65 cm2 V-1 s-1. Under similar conditions, DAP1 showed an average field effect hole mobility of 0.001 cm2 V-1 s-1. This journal is
    Sponsors
    This work was financially supported by the NUS Start-Up Grant (R-143-000-486-133) and MOE AcRF grants (R-143-000510-112 and R-143-000-573-112) (C. C.), the NUS-IMRE Molecular Material Center (J. X.), and KAUST (K. W. H.).
    Publisher
    Royal Society of Chemistry (RSC)
    Journal
    Chem. Commun.
    DOI
    10.1039/c4cc07630c
    Relations
    Is Supplemented By:
    • [Dataset]
      Dai, G., Chang, J., Zhang, W., Bai, S., Huang, K.-W., Xu, J., & Chi, C. (2014). CCDC 1008484: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12vdr2. DOI: 10.5517/cc12vdr2 HANDLE: 10754/624338
    • [Dataset]
      Dai, G., Chang, J., Zhang, W., Bai, S., Huang, K.-W., Xu, J., & Chi, C. (2014). CCDC 1008483: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12vdq1. DOI: 10.5517/cc12vdq1 HANDLE: 10754/624337
    ae974a485f413a2113503eed53cd6c53
    10.1039/c4cc07630c
    Scopus Count
    Collections
    Articles; Physical Science and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

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