Fused Pyrazine- and Carbazole-Containing Azaacenes: Synthesis and Properties
Ravva, Mahesh Kumar
KAUST DepartmentChemical Science Program
KAUST Solar Center (KSC)
Physical Science and Engineering (PSE) Division
Permanent link to this recordhttp://hdl.handle.net/10754/668751
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AbstractA new family of azaacenes has been designed and synthesized by incorporating the electron-withdrawing sp2-hybridized nitrogen of pyrazine and electron-donating nitrogen of carbazole in a molecular skeleton. Two different conjugated lengths of 8-ring aza-nonacene and 10-ring aza-undecene have been achieved by an efficient condensation reaction. The unique optoelectronic properties of these molecules were investigated using both experimental and theoretical techniques. The azaacenes show visible-region absorption and near-infrared (NIR) fluorescence. These compounds can serve as hole-transport semiconductors for solution-processed organic field-effect transistors (OFETs). Single-crystal transistor devices of one of the aza-nonacenes exhibit hole charge transport behavior with a hole mobility of 0.07 cm2/Vs and an on/off current ratio of 1.3x106.
CitationLiao, H., Xiao, C., Ravva, M. K., Yao, L., Yu, Y., Yang, Y., … Yue, W. (2019). Fused Pyrazine- and Carbazole-Containing Azaacenes: Synthesis and Properties. ChemPlusChem, 84(9), 1257–1262. doi:10.1002/cplu.201900383
SponsorsThe authors thank NSF of China (Grant Nos. 21702240, 21875291 and 21464003) for the financial support. MKR thank SRM Supercomputer Center, SRM Institute of Science and Technology for providing computational facilities.