Design, Synthesis, and Properties of Asymmetrical Heteroacene and Its Application in Organic Electronics

被引:15
作者
Du, Chunyan [1 ,2 ]
Guo, Yunlong [1 ,2 ]
Chen, Jianming [1 ,2 ]
Liu, Hongtao [1 ,2 ]
Liu, Ying [1 ,2 ]
Ye, Shanghui [1 ,2 ]
Lu, Kun [1 ,2 ]
Zheng, Jian [1 ,2 ]
Wu, Ti [1 ,2 ]
Liu, Yunqi [1 ]
Shuai, Zhigang [1 ]
Yu, Gui [1 ]
机构
[1] Chinese Acad Sci, Inst Chem, Key Lab Organ Solids, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[2] Chinese Acad Sci, Grad Sch, Beijing 100190, Peoples R China
关键词
THIN-FILM TRANSISTORS; FIELD-EFFECT TRANSISTORS; HIGH-MOBILITY; HOLE MOBILITIES; LINEAR ACENES; PERFORMANCE; MORPHOLOGY; OLIGOTHIOPHENES; SEMICONDUCTORS; HEXACENE;
D O I
10.1021/jp101135e
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
Asymmetrical heteroacene up to six fused rings, tetraceno[2,3-b]benzo[d]thiophene (TBT), was synthesized facilely and its physicochemical properties and device applications were investigated. Field-effect transistors (FETs) fabricated with TBT as semiconducting layers showed carrier mobility up to 0.13 cm(2) V-1 s(-1). The transistors also exhibited a photoeffect and a ratio of photocurrent to dark-current as high as 10(4) was achieved. Density functional theory and FET results demonstrated that, for bent heteroacenes, increasing a benzene ring in conjugation length would not result in higher field-effect mobility, and the FET performance is more influenced by the thin film morphology. All these results suggest that the introduction of heteroatoms provides an efficient route for exploring the chemistry of larger acenes.
引用
收藏
页码:10565 / 10571
页数:7
相关论文
共 55 条
[41]   Organic phototransistor based on intramolecular charge transfer in a bifunctional spiro compound [J].
Saragi, TPI ;
Pudzich, R ;
Fuhrmann, T ;
Salbeck, J .
APPLIED PHYSICS LETTERS, 2004, 84 (13) :2334-2336
[42]   Synthesis and properties of molecular rods. 2. Zig-zag rods [J].
Schwab, PFH ;
Smith, JR ;
Michl, J .
CHEMICAL REVIEWS, 2005, 105 (04) :1197-1279
[43]   Effects of film morphology and gate dielectric surface preparation on the electrical characteristics of organic-vapor-phase-deposited pentacene thin-film transistors [J].
Shtein, M ;
Mapel, J ;
Benziger, JB ;
Forrest, SR .
APPLIED PHYSICS LETTERS, 2002, 81 (02) :268-270
[44]   Advances in organic field-effect transistors [J].
Sun, YM ;
Liu, YQ ;
Zhu, DB .
JOURNAL OF MATERIALS CHEMISTRY, 2005, 15 (01) :53-65
[45]   Functionalized asymmetric linear acenes for high-performance organic semiconductors [J].
Tang, Ming L. ;
Reichardt, Anna D. ;
Okamoto, Toshihiro ;
Miyaki, Nobuyuki ;
Bao, Zhenan .
ADVANCED FUNCTIONAL MATERIALS, 2008, 18 (10) :1579-1585
[46]   High-performance organic semiconductors: Asymmetric linear acenes containing sulphur [J].
Tang, Ming L. ;
Okamoto, Toshihiro ;
Bao, Zhenan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (50) :16002-16003
[47]   Pentaceno[2,3-b]thiophene, a Hexacene Analogue for Organic Thin Film Transistors [J].
Tang, Ming L. ;
Mannsfeld, Stefan C. B. ;
Sun, Ya-Sen ;
Becerril, Hector A. ;
Bao, Zhenan .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (03) :882-+
[48]   AN ANALYTICAL MODEL FOR SHORT-CHANNEL ORGANIC THIN-FILM TRANSISTORS [J].
TORSI, L ;
DODABALAPUR, A ;
KATZ, HE .
JOURNAL OF APPLIED PHYSICS, 1995, 78 (02) :1088-1093
[49]   Synthesis and characterization of anthra[2,3-b]thiophene and tetraceno[2,3-b]thiophenes for organic field-effect transistor applications [J].
Valiyev, Famil ;
Hu, Wei-Shan ;
Chen, Hsing-Yin ;
Kuo, Ming-Ytt ;
Chao, Ito ;
Tao, Yu-Tai .
CHEMISTRY OF MATERIALS, 2007, 19 (12) :3018-3026
[50]   Carrier transport and density of state distributions in pentacene transistors -: art. no. 195336 [J].
Völkel, AR ;
Street, RA ;
Knipp, D .
PHYSICAL REVIEW B, 2002, 66 (19) :1953361-1953368