Air-stable n-channel organic semiconductors based on perylene diimide derivatives without strong electron withdrawing groups

被引:213
作者
Ling, Mang-Mang
Erk, Peter
Gomez, Marcos
Koenemann, Martin
Locklin, Jason
Bao, Zhenan
机构
[1] Stanford Univ, Dept Chem Engn, Stanford, CA 94305 USA
[2] BASF Future Business, D-67056 Ludwigshafen, Germany
[3] BASF AG, D-67056 Ludwigshafen, Germany
关键词
D O I
10.1002/adma.200601705
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two n-channel organic semiconductors based on perylene diimide derivatives without strong electron-withdrawing groups were presented that showed high mobilities and were air-stable. Both compounds, tetrachloroperylene tetracarboxyldiimide (TC-PTCDI) and N,N'-bis(2-phenylethyl)perylene-3,4:9:10- bis-(dicarboximide) (BPE-PTCDI), were used as pigments in paints and as photoconductors. A highly doped n-type Si wafer, with a thermally grown dry oxide layer as the gate dielectric, was used as the substrate. The electrical characteristics of top-contact organic thin-film transistor (OTFT) devices were measured in ambient laboratory conditions by using a Keithley 4200-SCS semiconductor parameter analyzer. Air-stability measurements of TC-PTCDI and BPE-PTCDI TFTs were carried out by monitoring the charge-carrier mobilities and on/off ratios as a function of time. These TFTs were potentially useful air-stable n-type semiconductors for thin-film transistors in CMOS circuits and photovoltaic devices.
引用
收藏
页码:1123 / 1127
页数:5
相关论文
共 26 条
[11]   Transport studies in C-60 and C-60/C-70 thin films using metal-insulator-semiconductor field-effect transistors [J].
Jarrett, CP ;
Pichler, K ;
Newbould, R ;
Friend, RH .
SYNTHETIC METALS, 1996, 77 (1-3) :35-38
[12]   High-mobility air-stable n-type semiconductors with processing versatility:: Dicyanoperylene-3,4:9,10-bis(dicarboximides) [J].
Jones, BA ;
Ahrens, MJ ;
Yoon, MH ;
Facchetti, A ;
Marks, TJ ;
Wasielewski, MR .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (46) :6363-6366
[13]   Naphthalenetetracarboxylic diimide-based n-channel transistor semiconductors: Structural variation and thiol-enhanced gold contacts [J].
Katz, HE ;
Johnson, J ;
Lovinger, AJ ;
Li, WJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (32) :7787-7792
[14]   A soluble and air-stable organic semiconductor with high electron mobility [J].
Katz, HE ;
Lovinger, AJ ;
Johnson, J ;
Kloc, C ;
Siegrist, T ;
Li, W ;
Lin, YY ;
Dodabalapur, A .
NATURE, 2000, 404 (6777) :478-481
[15]   Fabrication and characterization of C60 thin-film transistors with high field-effect mobility [J].
Kobayashi, S ;
Takenobu, T ;
Mori, S ;
Fujiwara, A ;
Iwasa, Y .
APPLIED PHYSICS LETTERS, 2003, 82 (25) :4581-4583
[16]   ORGANIC PHOTOCONDUCTIVE MATERIALS - RECENT TRENDS AND DEVELOPMENTS [J].
LAW, KY .
CHEMICAL REVIEWS, 1993, 93 (01) :449-486
[17]   All-solution-processed n-type organic transistors using a spinning metal process [J].
Lee, TW ;
Byun, Y ;
Koo, BW ;
Kang, IN ;
Lyu, YY ;
Lee, CH ;
Pu, L ;
Lee, SY .
ADVANCED MATERIALS, 2005, 17 (18) :2180-2184
[18]  
LING MM, 2005, CHEM MATER, V13, P1341
[19]   N-type organic thin-film transistor with high field-effect mobility based on a N,N′-dialkyl-3,4,9,10-perylene tetracarboxylic diimide derivative [J].
Malenfant, PRL ;
Dimitrakopoulos, CD ;
Gelorme, JD ;
Kosbar, LL ;
Graham, TO ;
Curioni, A ;
Andreoni, W .
APPLIED PHYSICS LETTERS, 2002, 80 (14) :2517-2519
[20]   Solution-processed ambipolar organic field-effect transistors and inverters [J].
Meijer, EJ ;
De Leeuw, DM ;
Setayesh, S ;
Van Veenendaal, E ;
Huisman, BH ;
Blom, PWM ;
Hummelen, JC ;
Scherf, U ;
Klapwijk, TM .
NATURE MATERIALS, 2003, 2 (10) :678-682