A "Kite" Shaped Styryl End-Capped Benzo[2,1-b:3,4-b′]dithiophene with High Electrical Performances in Organic Thin Film Transistors

被引:38
作者
Didane, Yahia [1 ]
Mehl, Georg H. [2 ]
Kumagai, Atsufumi [3 ]
Yoshimoto, Noriyuki [3 ]
Videlot-Ackermann, Christine [1 ]
Brisset, Hugues [1 ]
机构
[1] Aix Marseille Univ, CNRS, UPR 3118, CINaM, Marseille, France
[2] Univ Hull, Dept Chem, Kingston Upon Hull HU6 7RX, N Humberside, England
[3] Iwate Univ, Grad Sch Engn, Morioka, Iwate 020, Japan
关键词
D O I
10.1021/ja807504k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The bridging of distyryl-bithiophene leads to a kite shape of the conjugated system. This twist is not like twistacenes or twist deformation in alpha-oligothiophenes but a curvature such as in bowl shaped systems. Initially perceived to be undesirable, this new semiconductor in OTFT devices provides excellent performances in air, mu = 0.1 cm(2)/V.s, I-on/I-off > 10(6), S < 4 V/decade, higher by a factor of 5 to the parent unbridged coplanar analogue.
引用
收藏
页码:17681 / +
页数:4
相关论文
共 26 条
[1]  
affe H.H., 1962, THEORY APPL ULTRAVIO
[2]   Novel p- and n-type organic semiconductors with an anthracene unit [J].
Ando, S ;
Nishida, J ;
Fujiwara, E ;
Tada, H ;
Inoue, Y ;
Tokito, S ;
Yamashita, Y .
CHEMISTRY OF MATERIALS, 2005, 17 (06) :1261-+
[3]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[4]   Two-dimensional structural motif in thienoacene semiconductors: Synthesis, structure, and properties of tetrathienoanthracene isomers [J].
Brusso, Jaclyn L. ;
Hirst, Oliver D. ;
Dadvand, Afshin ;
Ganesan, Srinivasan ;
Cicoira, Fabio ;
Robertson, Craig M. ;
Oakley, Richard T. ;
Rosei, Federico ;
Perepichkat, Dmitrii F. .
CHEMISTRY OF MATERIALS, 2008, 20 (07) :2484-2494
[5]   Solid-state packing of conjugated oligomers:: from π-stacks to the herringbone structure [J].
Curtis, MD ;
Cao, J ;
Kampf, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) :4318-4328
[6]   Transport properties in the rubrene crystal:: Electronic coupling and vibrational reorganization energy [J].
da Silva, DA ;
Kim, EG ;
Brédas, JL .
ADVANCED MATERIALS, 2005, 17 (08) :1072-+
[7]   Structural effects on the characteristics of organic field effect transistors based on new oligothiophene derivatives [J].
Deman, AL ;
Tardy, J ;
Nicolas, Y ;
Blanchard, P ;
Roncali, J .
SYNTHETIC METALS, 2004, 146 (03) :365-371
[8]   New dithieno[3,2-b:2′,3′-d]thiophene oligomers as promising materials for organic field-effect transistor applications [J].
Iosip, MD ;
Destri, S ;
Pasini, M ;
Porzio, W ;
Pernstich, KP ;
Batlogg, B .
SYNTHETIC METALS, 2004, 146 (03) :251-257
[9]   Ball-, bowl-, and belt-shaped conjugated systems and their complexing abilities:: Exploration of the concave-convex π-π interaction [J].
Kawase, Takeshi ;
Kurata, Hiroyuki .
CHEMICAL REVIEWS, 2006, 106 (12) :5250-5273
[10]   Benzodithiophene rings as semiconductor building blocks [J].
Laquindanum, JG ;
Katz, HE ;
Lovinger, AJ ;
Dodabalapur, A .
ADVANCED MATERIALS, 1997, 9 (01) :36-&