Molecular engineering of the internal charge transfer in thiophene-triphenylamine hybrid π-conjugated systems

被引:150
作者
Leriche, Philippe [1 ]
Frère, Pierre [1 ]
Cravino, Antonio [1 ]
Aleveque, Olivier [1 ]
Roncali, Jean [1 ]
机构
[1] Univ Angers, Grp Syst Conjugues Lineaires, CIMMA, UMR CNRS 6200, F-49045 Angers, France
关键词
D O I
10.1021/jo701390y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Introduction of electroaccepting groups at the periphery of triphenylamine-based derivatives leads to an internal charge-transfer band. Syntheses and spectroscopic, electrochemical, and theoretical studies of various derivatives which differ by the strength and the number of, electroacceptor groups are presented. These various results show that the ICT band and the acceptor/donor abilities of derivatives can be finely tuned.
引用
收藏
页码:8332 / 8336
页数:5
相关论文
共 32 条
[1]  
Brabec CJ, 2001, ADV FUNCT MATER, V11, P15, DOI 10.1002/1616-3028(200102)11:1<15::AID-ADFM15>3.0.CO
[2]  
2-A
[3]   Light-emitting organic solar cells based on a 3D conjugated system with internal charge transfer [J].
Cravino, Antonio ;
Leriche, Philippe ;
Aleveque, Olivier ;
Roquet, Sophie ;
Roncali, Jean .
ADVANCED MATERIALS, 2006, 18 (22) :3033-+
[4]   Triphenylamine-oligothiophene conjugated systems as organic semiconductors for opto-electronics [J].
Cravino, Antonio ;
Roquet, Sophie ;
Aleveque, Olivier ;
Leriche, Philippe ;
Frere, Pierre ;
Roncali, Jean .
CHEMISTRY OF MATERIALS, 2006, 18 (10) :2584-2590
[5]   Star-shaped perylene-oligothiophene-triphenylamine hybrid systems for photovoltaic applications [J].
Cremer, J ;
Bäuerle, P .
JOURNAL OF MATERIALS CHEMISTRY, 2006, 16 (09) :874-884
[6]   Planarized star-shaped oligothiophenes as a new class of organic semiconductors for heterojunction solar cells [J].
de Bettignies, R ;
Nicolas, Y ;
Blanchard, P ;
Levillain, E ;
Nunzi, JM ;
Roncali, J .
ADVANCED MATERIALS, 2003, 15 (22) :1939-1943
[7]  
GABRIEL S, 1877, BER DTSCH CHEM GES, V10, P1557
[8]   MOLECULAR ENGINEERING OF ORGANIC SEMICONDUCTORS - DESIGN OF SELF-ASSEMBLY PROPERTIES IN CONJUGATED THIOPHENE OLIGOMERS [J].
GARNIER, F ;
YASSAR, A ;
HAJLAOUI, R ;
HOROWITZ, G ;
DELOFFRE, F ;
SERVET, B ;
RIES, S ;
ALNOT, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (19) :8716-8721
[9]   Truxen quinone Genetic relations between inandione, bi-indon, and truxen quinone [J].
Jonescu, M .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1927, 60 :1228-1235
[10]  
LAMBERT C, 1999, J CHEM SOC P2, V2, P577