Amphiphilic perylenetretracarboxyl diimide dimer and its application in field effect transistor

被引:71
作者
Wang, Yanfeng
Chen, Yanli
Li, Renjie
Wang, Shuangqing
Su, Wei
Ma, Pan
Wasielewski, Michael R.
Li, Xiyou [1 ]
Jiang, Jianzhuang
机构
[1] Shandong Univ, Dept Chem, Jinan 250100, Peoples R China
[2] Jinan Univ, Dept Chem, Meerut 250001, Uttar Pradesh, India
[3] Chinese Acad Sci, Inst Chem, Beijing 100080, Peoples R China
[4] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
关键词
D O I
10.1021/la063729f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel perylene diimide (PDI) derivative with typical amphiphilic character, 2, was designed and prepared. The spectroscopic studies on this compound in solution revealed the face-to-face dimeric configuration and effective pi-pi interaction between the two perylene rings. This amphiphilic PDI derivative was fabricated into highly ordered films by Langmuir-Blodgett (LB) technique and fabricated into an organic field effect transistor (OFET), which shows carrier mobility around 0.05 cm(2) V-1 s(-1) and current modulation of 10(3). This OFET performance is much better than that of monomeric PDI 1 and can be attributed to the unique face-to-face structure of 2, which promotes the interactions between neighboring PDI ring in LB film as indicated by the pi-A isotherms and UV-vis absorption.
引用
收藏
页码:5836 / 5842
页数:7
相关论文
共 60 条
[1]   High-performance, solution-processed organic thin film transistors from a novel pentacene precursor [J].
Afzali, A ;
Dimitrakopoulos, CD ;
Breen, TL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (30) :8812-8813
[2]   Self-assembly of supramolecular light-harvesting arrays from covalent multi-chromophore peryiene-3,4:9,10-bis(dicarboximide) building blocks [J].
Ahrens, MJ ;
Sinks, LE ;
Rybtchinski, B ;
Liu, WH ;
Jones, BA ;
Giaimo, JM ;
Gusev, AV ;
Goshe, AJ ;
Tiede, DM ;
Wasielewski, MR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (26) :8284-8294
[3]   High electron mobility in room-temperature discotic liquid-crystalline perylene diimides [J].
An, ZS ;
Yu, JS ;
Jones, SC ;
Barlow, S ;
Yoo, S ;
Domercq, B ;
Prins, P ;
Siebbeles, LDA ;
Kippelen, B ;
Marder, SR .
ADVANCED MATERIALS, 2005, 17 (21) :2580-+
[4]   A road map to stable, soluble, easily crystallized pentacene derivatives [J].
Anthony, JE ;
Eaton, DL ;
Parkin, SR .
ORGANIC LETTERS, 2002, 4 (01) :15-18
[5]   Highly ordered vacuum-deposited thin films of metallophthalocyanines and their applications in field-effect transistors [J].
Bao, ZN ;
Lovinger, AJ ;
Dodabalapur, A .
ADVANCED MATERIALS, 1997, 9 (01) :42-&
[6]   Tetrathiafulvalenes, oligoacenenes, and their buckminsterfullerene derivatives: The brick and mortar of organic electronics [J].
Bendikov, M ;
Wudl, F ;
Perepichka, DF .
CHEMICAL REVIEWS, 2004, 104 (11) :4891-4945
[7]   Thermodynamic stabilities of linear and crinkled tapes and cyclic rosettes in melamine-cyanurate assemblies: A model description [J].
Bielejewska, AG ;
Marjo, CE ;
Prins, LJ ;
Timmerman, P ;
de Jong, F ;
Reinhoudt, DN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (31) :7518-7533
[8]   Tetrachloro-substituted perylene bisimide dyes as promising n-type organic semiconductors:: Studies on structural, electrochemical and charge transport properties [J].
Chen, ZJ ;
Debije, MG ;
Debaerdemaeker, T ;
Osswald, P ;
Würthner, F .
CHEMPHYSCHEM, 2004, 5 (01) :137-140
[9]   Organic thin-film transistors: A review of recent advances [J].
Dimitrakopoulos, CD ;
Mascaro, DJ .
IBM JOURNAL OF RESEARCH AND DEVELOPMENT, 2001, 45 (01) :11-27
[10]  
Dimitrakopoulos CD, 2002, ADV MATER, V14, P99, DOI 10.1002/1521-4095(20020116)14:2<99::AID-ADMA99>3.0.CO