Mixed π-conjugated oligomers of thiophene and 3,4-ethylenedioxythiophene (EDOT)

被引:62
作者
Turbiez, M [1 ]
Frère, P [1 ]
Blanchard, P [1 ]
Roncali, J [1 ]
机构
[1] CNRS, UMR 6501, Inst Mol & Mat Organ, F-49045 Angers, France
关键词
oligomers; oligothiophene; electrochemistry; optical properties;
D O I
10.1016/S0040-4039(00)00888-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Conjugated oligomers based on various combinations of thiophene and 3,4-ethylenedioxythiophene (EDOT) moieties have been synthesised. Comparison of the optical and electrochemical properties shows that the introduction of a bis-EDOT core in the middle of the system produces a decrease of the HOMO-LUMO gap which is attributed to an enhancement of the planarity and rigidity of the pi-conjugated system. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5521 / 5525
页数:5
相关论文
共 18 条
[1]   Low oxidation potential tetrathiafulvalene analogues based on 3,4-dialkoxythiophene π-conjugating spacers [J].
Akoudad, S ;
Frère, P ;
Mercier, N ;
Roncali, J .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) :4267-4272
[2]   Electrogenerated poly(thiophenes) with extremely narrow bandgap and high stability under n-doping cycling [J].
Akoudad, S ;
Roncali, J .
CHEMICAL COMMUNICATIONS, 1998, (19) :2081-2082
[3]   Bridged dithienylethylenes as precursors of small bandgap electrogenerated conjugated polymers [J].
Blanchard, P ;
Brisset, H ;
Illien, B ;
Riou, A ;
Roncali, J .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (08) :2401-2408
[4]   Organic-based electronics a la carte [J].
Garnier, F .
ACCOUNTS OF CHEMICAL RESEARCH, 1999, 32 (03) :209-215
[5]  
Groenendaal BL, 2000, ADV MATER, V12, P481, DOI 10.1002/(SICI)1521-4095(200004)12:7<481::AID-ADMA481>3.0.CO
[6]  
2-C
[7]   Spectroelectrochemistry of electrogenerated tetrathiafulvalene-derivatized poly(thiophenes):: Toward a rational design of organic conductors with mixed conduction [J].
Huchet, L ;
Akoudad, S ;
Levillain, E ;
Roncali, J ;
Emge, A ;
Bäuerle, P .
JOURNAL OF PHYSICAL CHEMISTRY B, 1998, 102 (40) :7776-7781
[8]  
Martin RE, 1999, ANGEW CHEM INT EDIT, V38, P1350, DOI 10.1002/(SICI)1521-3773(19990517)38:10<1350::AID-ANIE1350>3.0.CO
[9]  
2-6
[10]   Functionalization of 3,4-ethylenedioxythiophene [J].
Mohanakrishnan, AK ;
Hucke, A ;
Lyon, MA ;
Lakshmikantham, MV ;
Cava, MP .
TETRAHEDRON, 1999, 55 (40) :11745-11754