High mobility single-crystal field-effect transistors from bisindoloquinoline semiconductors

被引:157
作者
Ahmed, Eilaf [1 ]
Briseno, Alejandro L. [1 ]
Xia, Younan [1 ]
Jenekhe, Samson A. [1 ,2 ]
机构
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
[2] Univ Washington, Dept Chem Engn, Seattle, WA 98195 USA
关键词
D O I
10.1021/ja077444g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel heptacyclic bisindoloquinoline-based organic semiconductor has been synthesized, characterized, and used to fabricate single-crystal field-effect transistors. A synthetic route was developed for the synthesis of heptacyclic bis(indolo(1,2-a))quinoline via an intramolecular cyclization of anthrazoline derivatives. Single-crystal X-ray structure revealed that the seven fused rings of bis(indolo(1,2-a))quinoline are relatively coplanar and lead to slipped face-to-face stacking with the shortest intermolecular spacing of 3.3 angstrom. Single-crystal field-effect transistors based on the bis(indolo(1,2-a))quinoline had carrier mobility as high as 1.0 cm(2)/V s with on/off ratios greater than 10(4).
引用
收藏
页码:1118 / +
页数:3
相关论文
共 24 条
[1]   SYNTHESIS AND PROCESSING OF HETEROCYCLIC POLYMERS AS ELECTRONIC, OPTOELECTRONIC, AND NONLINEAR OPTICAL-MATERIALS .2. NEW SERIES OF CONJUGATED RIGID-ROD POLYQUINOLINES AND POLYANTHRAZOLINES [J].
AGRAWAL, AK ;
JENEKHE, SA .
MACROMOLECULES, 1993, 26 (05) :895-905
[2]   NEW CONJUGATED POLYANTHRAZOLINES CONTAINING THIOPHENE MOIETIES IN THE MAIN CHAIN [J].
AGRAWAL, AK ;
JENEKHE, SA .
MACROMOLECULES, 1991, 24 (25) :6806-6808
[3]  
[Anonymous], 1998, ELECT MAT OLIGOMER A
[4]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[5]   High electron mobility in ladder polymer field-effect transistors [J].
Babel, A ;
Jenekhe, SA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (45) :13656-13657
[6]   Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].
Bendikov, M ;
Wudl, F ;
Perepichka, DF .
CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945
[7]   Synthesis, characterization, and application of indolo[3,2-b]carbazole semiconductors [J].
Boudreault, Pierre-Luc T. ;
Wakim, Salem ;
Blouin, Nicolas ;
Simard, Michel ;
Tessier, Christian ;
Tao, Ye ;
Leclerc, Mario .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (29) :9125-9136
[8]   Patterning organic single-crystal transistor arrays [J].
Briseno, Alejandro L. ;
Mannsfeld, Stefan C. B. ;
Ling, Mang M. ;
Liu, Shuhong ;
Tseng, Ricky J. ;
Reese, Colin ;
Roberts, Mark E. ;
Yang, Yang ;
Wudl, Fred ;
Bao, Zhenan .
NATURE, 2006, 444 (7121) :913-917
[9]  
COROPCEANU V, 2004, CHEM MATER, V16, P4381
[10]   Charge transport in organic semiconductors [J].
Coropceanu, Veaceslav ;
Cornil, Jerome ;
da Silva Filho, Demetrio A. ;
Olivier, Yoann ;
Silbey, Robert ;
Bredas, Jean-Luc .
CHEMICAL REVIEWS, 2007, 107 (04) :926-952