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dc.contributor.authorDai, Gaole
dc.contributor.authorChang, Jingjing
dc.contributor.authorShi, Xueliang
dc.contributor.authorZhang, Wenhua
dc.contributor.authorZheng, Bin
dc.contributor.authorHuang, Kuo-Wei
dc.contributor.authorChi, Chunyan
dc.date.accessioned2015-08-03T12:17:55Z
dc.date.available2015-08-03T12:17:55Z
dc.date.issued2014-11-27
dc.identifier.issn09476539
dc.identifier.doi10.1002/chem.201405652
dc.identifier.urihttp://hdl.handle.net/10754/563875
dc.description.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.
dc.description.sponsorshipC.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.
dc.publisherWiley
dc.subjectField-effect transistors
dc.subjectPentalene
dc.subjectPi-conjugated systems
dc.subjectSemiconductors
dc.subjectThienoacene
dc.titleThienoacene-fused pentalenes: Syntheses, structures, physical properties and applications for organic field-effect transistors
dc.typeArticle
dc.contributor.departmentChemical Science Program
dc.contributor.departmentHomogeneous Catalysis Laboratory (HCL)
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalChemistry - A European Journal
dc.contributor.institutionDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore
dc.contributor.institutionInstitute of Materials Research and Engineering, ASTAR 3 Research Link, Singapore
kaust.personZheng, Bin
kaust.personHuang, Kuo-Wei
dc.relation.issupplementedbyDOI:10.5517/cc12pk5h
dc.relation.issupplementedbyDOI:10.5517/cc12pk6j
display.relations<b> Is Supplemented By:</b> <br/> <ul><li><i>[Dataset]</i> <br/> 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: <a href="https://doi.org/10.5517/cc12pk5h">10.5517/cc12pk5h</a> HANDLE: <a href="http://hdl.handle.net/10754/624320">10754/624320</a></li><li><i>[Dataset]</i> <br/> 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: <a href="https://doi.org/10.5517/cc12pk6j">10.5517/cc12pk6j</a> HANDLE: <a href="http://hdl.handle.net/10754/624321">10754/624321</a></li></ul>
dc.date.published-online2014-11-27
dc.date.published-print2015-01-26


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