Novel Semiconductors Based on Functionalized Benzo[d,d′]thieno[3,2-b;4,5-b′]dithiophenes and the Effects of Thin Film Growth Conditions on Organic Field Effect Transistor Performance

被引:48
作者
Youn, Jangdae [2 ,3 ]
Chen, Ming-Chou [1 ]
Liang, You-jhih [1 ]
Huang, Hui [2 ,3 ]
Ponce Ortiz, Rocio [2 ,3 ,4 ]
Kim, Choongik [2 ,3 ]
Stern, Charlotte [2 ,3 ]
Hu, Tarng-Shiang
Chen, Liang-Hsiang
Yan, Jing-Yi
Facchetti, Antonio [2 ,3 ]
Marks, Tobin J. [2 ,3 ]
机构
[1] Natl Cent Univ, Dept Chem, Chungli 32054, Taiwan
[2] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
[3] Northwestern Univ, Mat Res Ctr, Evanston, IL 60208 USA
[4] Univ Malaga, Dept Phys Chem, E-29071 Malaga, Spain
关键词
CHARGE-TRANSPORT PARAMETERS; MOLECULAR PACKING; FUSED THIOPHENES; EFFECT MOBILITY; PENTACENE; DERIVATIVES; ELECTRONICS; POLYCRYSTALLINE; STABILITY; CONVENIENT;
D O I
10.1021/cm101435s
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
A series of benzo[d,d]thieno[3,2-b;4,5-b]dithiophene (BTDT) derivatives, end-functionalized with phenyl (P) and benzothiophenyl (BT), were synthesized and characterized. A facile, one-pot synthesis of BTDT was developed which enables the efficient realization of a new BTDT-based semiconductor series for organic thin-film transistors (OTFTs). The crystal structure of P-BTDT was determined via single-crystal X-ray diffraction. Various combinations of dielectric surface treatment methods, substrate temperature, and deposition flux rate sequences have significant effects on device performance. Films deposited on octadecyltrichlorosilane (OTS)-treated SiO2 substrates under properly adjusted substrate temperature and deposition flux rate achieve an efficaceous compromise between high film crystallinity and good film grain interconnectivity, resulting in good OTFT performance, with mobility greater than 0.70 cm(2) V-1 s(-1) and I-on/I-off greater than 10(8).
引用
收藏
页码:5031 / 5041
页数:11
相关论文
共 67 条
[21]  
Gross E.K. U., 1995, Density Functional Theory, V337, P149
[22]   Tunneling current in polycrystalline organic thin-film transistors [J].
Horowitz, G .
ADVANCED FUNCTIONAL MATERIALS, 2003, 13 (01) :53-60
[23]   Intermolecular charge transfer between heterocyclic oligomers. Effects of heteroatom and molecular packing on hopping transport in organic semiconductors [J].
Hutchison, GR ;
Ratner, MA ;
Marks, TJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (48) :16866-16881
[24]   Effects of arylene diimide thin film growth conditions on n-channel OFET performance [J].
Jones, Brooks A. ;
Facchetti, Antonio ;
Wasielewski, Michael R. ;
Marks, Tobin J. .
ADVANCED FUNCTIONAL MATERIALS, 2008, 18 (08) :1329-1339
[25]   Tuning orbital energetics in arylene diimide semiconductors. Materials design for ambient stability of n-type charge transport [J].
Jones, Brooks A. ;
Facchetti, Antonio ;
Wasielewski, Michael R. ;
Marks, Tobin J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (49) :15259-15278
[26]  
JONG FD, 1971, J ORG CHEM, V36, P1645
[27]   Grain Orientation Mapping of Polycrystalline Organic Semiconductor Films by Transverse Shear Microscopy [J].
Kalihari, Vivek ;
Tadmor, E. B. ;
Haugstad, Greg ;
Frisbie, C. Daniel .
ADVANCED MATERIALS, 2008, 20 (21) :4033-+
[28]   One-pot Synthesis of Benzo[b]thiophenes and Benzo[b]selenophenes from o-Halo-Substituted Ethynylbenzenes: Convenient Approach to Mono-, Bis-, and Tris-Chalcogenophene-Annulated Benzenes [J].
Kashiki, Tomoya ;
Shinamura, Shoji ;
Kohara, Masahiro ;
Miyazaki, Eigo ;
Takimiya, Kazuo ;
Ikeda, Masaaki ;
Kuwabara, Hirokazu .
ORGANIC LETTERS, 2009, 11 (11) :2473-2475
[29]   High-performance OTFTs using surface-modified alumina dielectrics [J].
Kelley, TW ;
Boardman, LD ;
Dunbar, TD ;
Muyres, DV ;
Pellerite, MJ ;
Smith, TYP .
JOURNAL OF PHYSICAL CHEMISTRY B, 2003, 107 (24) :5877-5881
[30]   Polymer gate dielectric surface viscoelasticity modulates pentacene transistor performance [J].
Kim, Choongik ;
Facchetti, Antonio ;
Marks, Tobin J. .
SCIENCE, 2007, 318 (5847) :76-80