Synthesis and characterization of anthra[2,3-b]thiophene and tetraceno[2,3-b]thiophenes for organic field-effect transistor applications

被引:96
作者
Valiyev, Famil
Hu, Wei-Shan
Chen, Hsing-Yin
Kuo, Ming-Ytt
Chao, Ito
Tao, Yu-Tai [1 ]
机构
[1] Acad Sinica, Inst Chem, Taipei 115, Taiwan
[2] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan
关键词
D O I
10.1021/cm070472d
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of thiophene-fused acenes, anthra[2,3-b]thiophene (1), tetraceno[2,3-b]thiophene (2), and 2-n-decyl-tetraceno[2,3-b]thiophene (3), were synthesized. The crystal structures of 1 and 2 were determined. A weak dipole results from the addition of the thiophene ring, and the crystal packing changes from the triclinic structure of acenes to orthorhombic, with the molecules maintaining the herringbon e arrangement with the molecular long axis antiparallel to the neighbors. Theoretical calculation showed that the molecules have higher oxidation potential and comparable hole mobility as acene analogues with the same number of rings. Thin film transistor devices were fabricated from these materials. With compound 1, a field-effect mobility of 0. 134 cm(2)/V s and on/off ratio of 10(8) can be achieved when deposited at a substrate temperature of 25 degrees C, whereas a mobility of 0.245 cm(2)/V s and on/off ratio of 106 were observed for compound 2 deposited at 80 degrees C.
引用
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页码:3018 / 3026
页数:9
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