Fused-ring pyrazine derivatives for n-type field-effect transistors.
Three new fused-ring pyrazine derivatives end-functionalized with trifluoromethylphenyl groups have been synthesized. The effect of a fused-ring pyrazine core on the thermal, electronic, optical, thin film morphology, and organic field-effect transistor (OFET) properties was investigated both experimentally and theoretically. Electrochemistry measurements and density functional theory calculations suggest that the pyrazine core plays a significant role in tuning the electron affinities of these compounds. The optical absorption and fluorescence properties are also sensitive to the pyrazine core. The OFET devices based on the fused-ring pyrazine compounds exhibit electron mobilities as high as ca. 0.03 cm(2) V(-1) s(-1) under nitrogen, and their performance is sensitive to the pyrazine core. The larger pyrazine core leads to a lower LUMO level and lower reorganization energy, to more ordered thin film morphology with larger grain size, and finally to higher mobilities.
Wang
Haifeng
H
Beijing National Laboratory for Molecular Sciences and CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Wen
Yugeng
Y
Yang
Xiaodi
X
Wang
Ying
Y
Zhou
Weiyi
W
Zhang
Shiming
S
Zhan
Xiaowei
X
Liu
Yunqi
Y
Shuai
Zhigang
Z
Zhu
Daoben
D