Functionalized anthradithiophenes for organic field-effect transistors

被引:106
作者
Chen, Ming-Chou [1 ,3 ]
Kim, Choongik [2 ]
Chen, Sheng-Yu [1 ,3 ]
Chiang, Yen-Ju [1 ,3 ]
Chung, Ming-Che [1 ,3 ]
Facchetti, Antonio [2 ]
Marks, Tobin J. [2 ]
机构
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
[2] Northwestern Univ, Mat Res Ctr, Evanston, IL 60208 USA
[3] Natl Cent Univ, Dept Chem, Chungli 32054, Taiwan
关键词
D O I
10.1039/b715746k
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
Two new semiconductors for organic thin-film transistors (OTFTs), diperfluorophenyl anthradithiophene (DFPADT) and dimethyl anthradithiophene (DMADT), have been synthesized and characterized. The first material exhibits ambipolar transport in OTFT devices with field-effect mobilities (mu) of 6 x 10(-4) cm(2) V-1 s(-1) and 0.05 cm(2) V-1 s(-1) for electrons and holes, respectively. Therefore, diperfluorophenyl substitution was found to be effective to induce n-type transport. Dimethyl-substituted anthradithiophene ( DMADT) was also synthesized for comparison and exhibited exclusively hole transport with carrier mobility of similar to 0.1 cm(2) V-1 s(-1). Within this semiconductor family, OTFT carrier mobility values are strongly dependent on the semiconductor film growth conditions, substrate deposition temperatures, and gate dielectric surface treatment.
引用
收藏
页码:1029 / 1036
页数:8
相关论文
共 79 条
[1]   Synthesis, characterization and FET properties of novel dithiazolylbenzothiadiazole derivatives [J].
Akhtaruzzaman, M ;
Kamata, N ;
Nishida, J ;
Ando, S ;
Tada, H ;
Tomura, M ;
Yamashita, Y .
CHEMICAL COMMUNICATIONS, 2005, (25) :3183-3185
[2]   n-Type organic field-effect transistors with very high electron mobility based on thiazole oligomers with trifluoromethylphenyl groups [J].
Ando, S ;
Murakami, R ;
Nishida, J ;
Tada, H ;
Inoue, Y ;
Tokito, S ;
Yamashita, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :14996-14997
[3]   High performance n-type organic field-effect transistors based on π-electronic systems with trifluoromethylphenyl groups [J].
Ando, S ;
Nishida, JI ;
Tada, H ;
Inoue, Y ;
Tokito, S ;
Yamashita, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (15) :5336-5337
[4]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[5]   Air-stable complementary-like circuits based on organic ambipolar transistors [J].
Anthopoulos, Thomas D. ;
Setayesh, Sepas ;
Smits, Edsger ;
Colle, Michael ;
Cantatore, Eugenio ;
de Boer, Bert ;
Blom, Paul W. M. ;
de Leeuw, Dago M. .
ADVANCED MATERIALS, 2006, 18 (14) :1900-+
[6]   Current-voltage hysteresis and memory effects in ambipolar organic thin film transistors based on a substituted oligothiophene [J].
Cai, Xiuyu ;
Gerlach, Christopher P. ;
Frisbie, C. Daniel .
JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (01) :452-456
[7]   N- and P-channel transport behavior in thin film transistors based on tricyanovinyl-capped oligothiophenes [J].
Cai, Xiuyu ;
Burand, Michael W. ;
Newman, Christopher R. ;
da Silva Filho, Demetrio A. ;
Pappenfus, Ted M. ;
Bader, Mamoun M. ;
Bredas, Jean-Luc ;
Mann, Kent R. ;
Frisbie, C. Daniel .
JOURNAL OF PHYSICAL CHEMISTRY B, 2006, 110 (30) :14590-14597
[8]  
Chabinyc M., 2006, J MACROMOL SCI-POL R, V46, P1
[9]   Air stable n-channel organic semiconductors for thin film transistors based on fluorinated derivatives of perylene diimides [J].
Chen, H. Z. ;
Ling, M. M. ;
Mo, X. ;
Shi, M. M. ;
Wang, M. ;
Bao, Z. .
CHEMISTRY OF MATERIALS, 2007, 19 (04) :816-824
[10]   High electron mobility and ambipolar transport in organic thin-film transistors based on a π-stacking quinoidal terthiophene [J].
Chesterfield, RJ ;
Newman, CR ;
Pappenfus, TM ;
Ewbank, PC ;
Haukaas, MH ;
Mann, KR ;
Miller, LL ;
Frisbie, CD .
ADVANCED MATERIALS, 2003, 15 (15) :1278-+