Stepwise cyanation of naphthalene diimide for n-channel field-effect transistors
KAUST DepartmentBiological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Online Publication Date2012-05-25
Print Publication Date2012-06-15
Permanent link to this recordhttp://hdl.handle.net/10754/562220
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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)
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