Rylene and Related Diimides for Organic Electronics

被引:1540
作者
Zhan, Xiaowei [1 ]
Facchetti, Antonio [2 ,3 ,4 ]
Barlow, Stephen [5 ]
Marks, Tobin J. [2 ,3 ]
Ratner, Mark A. [2 ,3 ]
Wasielewski, Michael R. [2 ,3 ]
Marder, Seth R. [5 ]
机构
[1] Chinese Acad Sci, Inst Chem, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China
[2] Northwestern Univ, Dept Chem, Mat Res Ctr, Evanston, IL 60208 USA
[3] Northwestern Univ, Argonne NW Solar Energy Res Ctr, Evanston, IL 60208 USA
[4] Polyera Corp, Skokie, IL 60077 USA
[5] Georgia Inst Technol, Sch Chem & Biochem, Ctr Organ Photon & Elect, Atlanta, GA 30332 USA
关键词
THIN-FILM TRANSISTORS; PERYLENE BISIMIDE DYES; N-CHANNEL TRANSISTORS; BUILDING-BLOCKS; SEMICONDUCTORS; MOBILITY; TRANSPORT; CHARGE; POLYMER; ABSORPTION;
D O I
10.1002/adma.201001402
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organic electron-transporting materials are essential for the fabrication of organic p-n junctions, photovoltaic cells, n-channel field-effect transistors, and complementary logic circuits. Rylene diimides are a robust, versatile class of polycyclic aromatic electron-transport materials with excellent thermal and oxidative stability, high electron affinities, and, in many cases, high electron mobilities; they are, therefore, promising candidates for a variety of organic electronics applications. In this review, recent developments in the area of high-electron-mobility diimides based on rylenes and related aromatic cores, particularly perylene- and naphthalene-diimide-based small molecules and polymers, for application in high-performance organic field-effect transistors and photovoltaic cells are summarized and analyzed.
引用
收藏
页码:268 / 284
页数:17
相关论文
共 84 条
[21]   A Crystal-Engineered Hydrogen-Bonded Octachloroperylene Diimide with a Twisted Core: An n-Channel Organic Semiconductor [J].
Gsaenger, Marcel ;
Oh, Joon Hak ;
Koenemann, Martin ;
Hoeffken, Hans Wolfgang ;
Krause, Ana-Maria ;
Bao, Zhenan ;
Wuerthner, Frank .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (04) :740-743
[22]   3-LAYERED ORGANIC SOLAR-CELL WITH A PHOTOACTIVE INTERLAYER OF CODEPOSITED PIGMENTS [J].
HIRAMOTO, M ;
FUJIWARA, H ;
YOKOYAMA, M .
APPLIED PHYSICS LETTERS, 1991, 58 (10) :1062-1064
[23]   Evidence for n-type conduction in a perylene tetracarboxylic diimide derivative [J].
Horowitz, G ;
Kouki, F ;
Spearman, P ;
Fichou, D ;
Nogues, C ;
Pan, X ;
Garnier, F .
ADVANCED MATERIALS, 1996, 8 (03) :242-&
[24]   n-type organic field effect transistors from perylene bisimide block copolymers and homopolymers [J].
Huettner, Sven ;
Sommer, Michael ;
Thelakkat, Mukundan .
APPLIED PHYSICS LETTERS, 2008, 92 (09)
[25]   Oligoacene exciton binding energies: Their dependence on molecular size [J].
Hummer, K ;
Ambrosch-Draxl, C .
PHYSICAL REVIEW B, 2005, 71 (08)
[26]   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
[27]   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
[28]   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
[29]   Cyanonaphthalene diimide semiconductors for air-stable, flexible, and optically transparent n-channel field-effect transistors [J].
Jones, Brooks A. ;
Facchetti, Antonio ;
Marks, Tobin J. ;
Wasielewski, Michael R. .
CHEMISTRY OF MATERIALS, 2007, 19 (11) :2703-2705
[30]   Low-Temperature-Processible, Transparent, and Air-Operable n-Channel Fluorinated Phenylethylated Naphthalenetetracarboxylic Diimide Semiconductors Applied to Flexible Transistors [J].
Jung, Byung Jun ;
Sun, Jia ;
Lee, Taegweon ;
Sarjeant, Amy ;
Katz, Howard E. .
CHEMISTRY OF MATERIALS, 2009, 21 (01) :94-101