Synthesis, properties, and FET performance of rectangular oligothiophene

被引：12
作者：
Ie, Yutaka [1 ]
Hirose, Tomoya [1 ]
Aso, Yoshio [1 ]
机构：
[1] Osaka Univ, Inst Sci & Ind Res, Osaka 5670047, Japan
来源：
JOURNAL OF MATERIALS CHEMISTRY | 2009年 / 19卷 / 43期
关键词：
SHAPE-PERSISTENT MACROCYCLES; FUNCTIONAL OLIGOTHIOPHENES; ORGANIC SEMICONDUCTORS; LONG OLIGOTHIOPHENES; MOLECULAR MUSCLES; CRYSTAL-STRUCTURE; POLARONS; THIOPHENE; ACETYLENE; COMPLEX;
D O I：
10.1039/b912744e
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：
New rectangular oligothiophene bearing benzothiophene units at the corner positions has been successfully synthesized via the Eglinton-Galbraith coupling reaction. This oligomer dissolves in common organic solvents, which makes it a candidate for solution-processable semiconductor materials. The electronic absorption and electrochemical properties of the cyclic oligomer were compared with those of the corresponding linear components. The properties of their oxidized species were also compared. Organic field-effect transistors fabricated from its spin-coating film showed typical p-type characteristics and achieved good hole mobility up to 7.3 x 10(-3) cm(2) V-1 s(-1) with an on/off current ratio of 2.0 x 10(8) and a threshold voltage of -7 V.
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页码：8169 / 8175
页数：7
相关论文
共 76 条
[1]   ELECTROPHILIC AROMATIC-SUBSTITUTION .33. PARTIAL RATE FACTORS FOR PROTIODETRITIATION OF BENZO[B]THIOPHEN - THE RESONANCE-DEPENDENT REACTIVITY OF THE RING POSITIONS [J].
AMIN, HB ;
AWAD, AA ;
ARCHER, WJ ;
TAYLOR, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1982, (11) :1489-1492
[2]   A synthetic approach towards interlocked π-conjugated macrocycles [J].
Ammann, M ;
Rang, A ;
Schalley, CA ;
Bäuerle, P .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (08) :1940-1948
[3]   meso-substituted aromatic 34π core-modified octaphyrins:: Syntheses, characterization and anion binding properties [J].
Anand, VG ;
Venkatraman, S ;
Rath, H ;
Chandrashekar, TK ;
Teng, WJ ;
Ruhlandt-Senge, K .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (10) :2282-2290
[4]   Oligothiophene-based catenanes:: Synthesis and electronic properties of a novel conjugated topological structure [J].
Baeuerle, Peter ;
Ammann, Martin ;
Wilde, Markus ;
Goetz, Guenther ;
Mena-Osteritz, Elena ;
Rang, Alexander ;
Schalley, Christoph A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (03) :363-368
[5]   The versatile thiophene: An overview of recent research on thiophene-based materials [J].
Barbarella, G ;
Melucci, M ;
Sotgiu, G .
ADVANCED MATERIALS, 2005, 17 (13) :1581-1593
[6]  
Bard A.J., 1983, Surface Technology, V20, P91
[7]   Optical absorption spectra of linear and cyclic thiophenes-selection rules manifestation [J].
Bednarz, M ;
Reineker, P ;
Mena-Osteritz, E ;
Bäuerle, P .
JOURNAL OF LUMINESCENCE, 2004, 110 (04) :225-231
[8]   Application of Raman spectroscopy and quantum chemistry for featuring the structure of positively charged species in macrocyclic π-conjugated diacetylene-bridged oligothiophenes [J].
Casado, J ;
Hernández, V ;
Ortiz, RP ;
Delgado, MCR ;
Navarrete, JTL ;
Fuhrmann, G ;
Bäuerle, P .
JOURNAL OF RAMAN SPECTROSCOPY, 2004, 35 (07) :592-599
[9]   Charge transport in organic semiconductors [J].
Coropceanu, Veaceslav ;
Cornil, Jerome ;
da Silva Filho, Demetrio A. ;
Olivier, Yoann ;
Silbey, Robert ;
Bredas, Jean-Luc .
CHEMICAL REVIEWS, 2007, 107 (04) :926-952
[10]   Heterocirculenes as a new class of organic semiconductors [J].
Dadvand, Afshin ;
Cicoira, Fabio ;
Chernichenko, Konstantin Yu. ;
Balenkova, Elizabeth S. ;
Osuna, Reyes M. ;
Rosei, Federico ;
Nenajdenko, Valentine G. ;
Perepichka, Dmitrii F. .
CHEMICAL COMMUNICATIONS, 2008, (42) :5354-5356
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