Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors
KAUST DepartmentBiological and Environmental Sciences and Engineering (BESE) Division
KAUST Catalysis Center (KCC)
Chemical Science Program
Physical Sciences and Engineering (PSE) Division
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AbstractStepwise cyanation of tetrabromonaphthalenediimide (NDI) 1 gave a series of cyanated NDIs 2-5 with the monocyanated NDI 2 and dicyanated NDI 3 isolated. The tri- and tetracyano- NDIs 4 and 5 show intrinsic instability toward moisture because of their extremely low-lying LUMO energy levels. The partially cyanated intermediates can be utilized as air-stable n-type semiconductors with OFET electron mobility up to 0.05 cm 2 V -1 s -1. © 2012 American Chemical Society.
SponsorsC.C. acknowledges financial support from the National University of Singapore start-up grant R-143-000-486-133 and MOE AcRF FRC grant R-143-000-444-112. K.-W.H. acknowledges financial support from KAUST. We thank Dr. Tan Geok Kheng at NUS for crystallographic analysis.
PublisherAmerican Chemical Society (ACS)
Is Supplemented ByChang, J., Ye, Q., Huang, K.-W., Zhang, J., Chen, Z.-K., Wu, J., & Chi, C. (2012). CCDC 893180: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/ccyzf8l