High-Performance, Stable Organic Field-Effect Transistors Based on trans-1,2-(Dithieno[2,3-b:3′,2′-d]thiophene)ethene

被引:95
作者
Zhang, Lei [1 ]
Tan, Lin [1 ]
Wang, Zhaohui [1 ]
Hu, Wenping [1 ]
Zhu, Daoben [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Key Lab Organ Solid, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
关键词
THIN-FILM TRANSISTORS; CROSS-CONJUGATED OLIGOTHIOPHENES; CARBON-SULFUR; ALPHA-OLIGOTHIOPHENES; ASYMMETRIC-SYNTHESIS; CRYSTAL-STRUCTURE; FUSED THIOPHENES; HIGH-MOBILITY; RINGS; SEMICONDUCTOR;
D O I
10.1021/cm900369s
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
We present here the synthesis, characterization, and transistor performance of three semiconductor materials based on tratzs-1,2-(dithieno[2,3-b:3',2'-d]thiophene)ethene derivatives. Although the incorporation of aromatic, alkyl substituents in both ends of trans-1,2-(dithieno[2,3-b:3',2'-d]thiophene)ethene have a negligible effect on the conjugation length and the energy gap, the subtle chemical modification leads to great variations in film microstructures, electronic properties, and packing arrangements. The appropriate substituents are capable of providing efficient molecular packing arrangements for high carrier mobility. The phenyl-substituted derivative, compound 3, demonstrates a remarkably high thin film FET performance, with mobility up to 2.0 cm(2) V-1 s(-1) and on/off ratio up to 10(8). In addition, the devices show good environmental stability, even after storage in air for 7 months.
引用
收藏
页码:1993 / 1999
页数:7
相关论文
共 46 条
[1]   Exploration of the Stille coupling reaction for the syntheses of functional polymers [J].
Bao, ZN ;
Chan, WK ;
Yu, LP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (50) :12426-12435
[2]   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
[3]   Hexathiapentacene: Structure, molecular packing, and thin-film transistors [J].
Briseno, Alejandro L. ;
Miao, Qian ;
Ling, Mang-Mang ;
Reese, Colin ;
Meng, Hong ;
Bao, Zhenan ;
Wudl, Fred .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (49) :15576-15577
[4]   Importance of intermolecular interactions in assessing hopping mobilities in organic field effect transistors: Pentacene versus dithiophene-tetrathiafulvalene [J].
Bromley, ST ;
Mas-Torrent, M ;
Hadley, P ;
Rovira, C .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (21) :6544-6545
[5]   Low-cost all-polymer integrated circuits [J].
Drury, CJ ;
Mutsaers, CMJ ;
Hart, CM ;
Matters, M ;
de Leeuw, DM .
APPLIED PHYSICS LETTERS, 1998, 73 (01) :108-110
[6]   Anthra[2,3-b]benzo[d]thiophene:: An air-stable asymmetric organic semiconductor with high mobility at room temperature [J].
Du, Chunyan ;
Guo, Yunlong ;
Liu, Yunqi ;
Qiu, Wenfeng ;
Zhang, Hengjun ;
Gao, Xike ;
Liu, Ying ;
Qi, Ting ;
Lu, Kun ;
Yu, Gui .
CHEMISTRY OF MATERIALS, 2008, 20 (13) :4188-4190
[7]   Semiconductors for organic transistors [J].
Facchetti, Antonio .
MATERIALS TODAY, 2007, 10 (03) :28-37
[8]  
Gamier F., 1994, SCIENCE, V265, P1684, DOI DOI 10.1126/SCIENCE.265.5179.1684
[9]  
Gamier F., 1993, J AM CHEM SOC, V115, P8716
[10]   High-performance field-effect transistor based on dibenzo[d,d′]thieno[3,2-b;4,5-b′]dithiophene, an easily synthesized semiconductor with high ionization potential [J].
Gao, Jianhua ;
Li, Rongjin ;
Li, Liqiang ;
Meng, Qing ;
Jiang, Hui ;
Li, Hongxiang ;
Hu, Wenping .
ADVANCED MATERIALS, 2007, 19 (19) :3008-+