Thienoacene-fused pentalenes: Syntheses, structures, physical properties and applications for organic field-effect transistors
KAUST DepartmentChemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2014-11-27
Print Publication Date2015-01-26
Permanent link to this recordhttp://hdl.handle.net/10754/563875
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AbstractThree soluble and stable thienoacene-fused pentalene derivatives (1-3) with different π-conjugation lengths were synthesized. X-ray crystallographic analysis and density functional theory (DFT) calculations revealed their unique geometric and electronic structures due to the interaction between the aromatic thienoacene units and antiaromatic pentalene moiety. As a result, they all possess a small energy gap and show amphoteric redox behaviour. Time dependent (TD) DFT calculations were used to explain their unique electronic absorption spectra. These new compounds exhibited good thermal stability and ordered packing in solid state and thus their applications in organic field-effect transistors (OFETs) were also investigated. The highest field-effect hole mobility of 0.016, 0.036 and 0.001 cm2 V-1 s-1 was achieved for solution-processed thin films of 1-3, respectively.
SponsorsC.C. acknowledges financial support from MOE AcRF Tier 1 grants R-143-000-510-112, R-143-000-573-112 and NUS start up grant R-143-000-486-133. K.W.H. acknowledges financial support from KAUST.
JournalChemistry - A European Journal
RelationsIs Supplemented By:
Dai, G., Chang, J., Shi, X., Zhang, W., Zheng, B., Huang, K.-W., & Chi, C. (2014). CCDC 1003816: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12pk5h. DOI: 10.5517/cc12pk5h HANDLE: 10754/624320
Dai, G., Chang, J., Shi, X., Zhang, W., Zheng, B., Huang, K.-W., & Chi, C. (2014). CCDC 1003817: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12pk6j. DOI: 10.5517/cc12pk6j HANDLE: 10754/624321