Synthesis of Isomerically Pure anti-Anthradithiophene Derivatives

被引:40
作者
Tylleman, Benoit [1 ]
Vande Velde, Christophe M. L. [1 ,2 ]
Balandier, Jean-Yves [1 ]
Stas, Sara [1 ]
Sergeyev, Sergey [1 ,3 ]
Geerts, Yves Henri [1 ]
机构
[1] Univ Libre Bruxelles, Fac Sci, Lab Chim Polymeres, B-1050 Brussels, Belgium
[2] Karel de Grote Univ Coll, Dept Appl Engn, B-2660 Antwerp, Belgium
[3] Univ Antwerp, Dept Chem, B-2020 Antwerp, Belgium
关键词
FIELD-EFFECT TRANSISTORS; ORGANIC SEMICONDUCTORS;
D O I
10.1021/ol202089t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The regiospecific total synthesis and characterization of anti-isomers of 2,8-dialkylanthradithiophenes are described. The "anti" structure of the ADT derivatives is demonstrated by C-13 NMR as well as single crystal X-ray diffraction.
引用
收藏
页码:5208 / 5211
页数:4
相关论文
共 30 条
[1]   Organic semiconductors for solution-processable field-effect transistors (OFETs) [J].
Allard, Sybille ;
Forster, Michael ;
Souharce, Benjamin ;
Thiem, Heiko ;
Scherf, Ullrich .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (22) :4070-4098
[2]   Functionalized acenes and heteroacenes for organic electronics [J].
Anthony, John E. .
CHEMICAL REVIEWS, 2006, 106 (12) :5028-5048
[3]   Functionalized anthradithiophenes for organic field-effect transistors [J].
Chen, Ming-Chou ;
Kim, Choongik ;
Chen, Sheng-Yu ;
Chiang, Yen-Ju ;
Chung, Ming-Che ;
Facchetti, Antonio ;
Marks, Tobin J. .
JOURNAL OF MATERIALS CHEMISTRY, 2008, 18 (09) :1029-1036
[4]   Conjugated polymer photovoltaic cells [J].
Coakley, KM ;
McGehee, MD .
CHEMISTRY OF MATERIALS, 2004, 16 (23) :4533-4542
[5]   Characterization of a soluble anthradithiophene derivative [J].
Conrad, B. R. ;
Chan, C. K. ;
Loth, M. A. ;
Parkin, S. R. ;
Zhang, X. ;
DeLongchamp, D. M. ;
Anthony, J. E. ;
Gundlach, D. J. .
APPLIED PHYSICS LETTERS, 2010, 97 (13)
[6]   Vibronic coupling in organic semiconductors:: The case of fused polycyclic benzene-thiophene structures [J].
Coropceanu, V ;
Kwon, O ;
Wex, B ;
Kaafarani, BR ;
Gruhn, NE ;
Durivage, JC ;
Neckers, DC ;
Brédas, JL .
CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (07) :2073-2080
[7]   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
[8]   Polymer-Fullerene Bulk-Heterojunction Solar Cells [J].
Dennler, Gilles ;
Scharber, Markus C. ;
Brabec, Christoph J. .
ADVANCED MATERIALS, 2009, 21 (13) :1323-1338
[9]   Semiconductors for organic transistors [J].
Facchetti, Antonio .
MATERIALS TODAY, 2007, 10 (03) :28-37
[10]   Synthesis of trisubstituted thiophenes via a halogen dance reaction at 2-bromo-5-methylthiophene [J].
Frohlich, J ;
Hametner, C ;
Kalt, W .
MONATSHEFTE FUR CHEMIE, 1996, 127 (03) :325-330