Direct arylation as a versatile tool towards thiazolo-[5,4-d]thiazole-based semiconducting materials

被引:30
|
作者
Kudrjasova, Julija [1 ,2 ]
Herckens, Roald [1 ,2 ]
Penxten, Huguette [1 ,2 ]
Adriaensens, Peter [1 ,2 ]
Lutsen, Laurence [1 ,2 ]
Vanderzande, Dirk [1 ,2 ]
Maes, Wouter [1 ,2 ]
机构
[1] Hasselt Univ, Inst Mat Res IMO IMOMEC, B-3590 Diepenbeek, Belgium
[2] IMEC, IMOMEC Assoc Lab, B-3590 Diepenbeek, Belgium
关键词
FIELD-EFFECT TRANSISTORS; THIOPHENE-THIAZOLOTHIAZOLE COPOLYMERS; CATALYZED DIRECT ARYLATION; C-H ACTIVATION; SMALL MOLECULES; SOLAR-CELLS; PHYSICAL-PROPERTIES; NON-FULLERENE; SIDE-CHAIN; PERFORMANCE;
D O I
10.1039/c4ob00360h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of thiazolo[5,4-d]thiazole-based small molecule organic optoelectronic materials is synthesized via a straightforward microwave-activated Pd-catalyzed C-H arylation protocol. The procedure allows us to obtain extended 2,5-dithienylthiazolo[5,4-d]thiazole chromophores with tailor-made energy levels and absorption patterns, depending on the introduced (het) aryl moieties and the molecular (a) symmetry, by shortened sequences without organometallic intermediates. The synthesized materials can be applied as either electron donor or electron acceptor light-harvesting materials in molecular bulk heterojunction organic solar cells.
引用
收藏
页码:4663 / 4672
页数:10
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