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
  • [1] A convenient and improved synthesis of dithieno[3,2-b:2′,3′-d]thiophene
    Allared, F
    Hellberg, J
    Remonen, T
    [J]. TETRAHEDRON LETTERS, 2002, 43 (08) : 1553 - 1554
  • [2] Functionalized acenes and heteroacenes for organic electronics
    Anthony, John E.
    [J]. CHEMICAL REVIEWS, 2006, 106 (12) : 5028 - 5048
  • [3] Materials and Applications for Large Area Electronics: Solution-Based Approaches
    Arias, Ana Claudia
    MacKenzie, J. Devin
    McCulloch, Iain
    Rivnay, Jonathan
    Salleo, Alberto
    [J]. CHEMICAL REVIEWS, 2010, 110 (01) : 3 - 24
  • [4] Effect of molecular packing on field-effect performance of single crystals of thienyl-substituted pyrenes
    Ashizawa, Minoru
    Yamada, Koichi
    Fukaya, Atsuko
    Kato, Reizo
    Hara, Kouji
    Takeya, Jun
    [J]. CHEMISTRY OF MATERIALS, 2008, 20 (15) : 4883 - 4890
  • [5] A NEW MIXING OF HARTREE-FOCK AND LOCAL DENSITY-FUNCTIONAL THEORIES
    BECKE, AD
    [J]. JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (02) : 1372 - 1377
  • [6] One-pot [1+1+1] synthesis of dithieno[2,3-b:3′,2′-d]thiophene (DTT) and their functionalized derivatives for organic thin-film transistors
    Chen, Ming-Chou
    Chiang, Yen-Ju
    Kim, Choongik
    Guo, Yue-Jhih
    Chen, Sheng-Yu
    Liang, You-Jhih
    Huang, Yu-Wen
    Hu, Tarng-Shiang
    Lee, Gene-Hsiang
    Facchetti, Antonio
    Marks, Tobin J.
    [J]. CHEMICAL COMMUNICATIONS, 2009, (14) : 1846 - 1848
  • [7] Chong D. P., 1995, RECENT ADV DENSITY F, P115
  • [8] General observation of n-type field-effect behaviour in organic semiconductors
    Chua, LL
    Zaumseil, J
    Chang, JF
    Ou, ECW
    Ho, PKH
    Sirringhaus, H
    Friend, RH
    [J]. NATURE, 2005, 434 (7030) : 194 - 199
  • [9] Shining light on a pentacene derivative: The role of photoinduced cycloadditions
    Coppo, P
    Yeates, SG
    [J]. ADVANCED MATERIALS, 2005, 17 (24) : 3001 - +
  • [10] Vibronic coupling in organic semiconductors:: The case of fused polycyclic benzene-thiophene structures
    Coropceanu, V
    Kwon, O
    Wex, B
    Kaafarani, BR
    Gruhn, NE
    Durivage, JC
    Neckers, DC
    Brédas, JL
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (07) : 2073 - 2080