Oligothienylenevinylenes as a new class of multinanometer linear π-conjugated systems for micro- and nanoelectronics

被引:210
作者
Roncali, J [1 ]
机构
[1] Univ Angers, CNRS, UMR 6501, F-49045 Angers, France
关键词
D O I
10.1021/ar990023m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This Account deals with the synthesis and characterization of monodisperse soluble oligothienylenevinylenes with chain lengths up to 100 Angstrom. The chain length dependence of the electronic and electrochemical properties both in solution and in the solid state are analyzed and discussed in the context of the potential use of oligothienylenevinylenes as molecular wires. Problems related to interchain interactions are illustrated by the analysis of the effects of structure on the reversible dimerization of cation radicals and by the synthesis of new series of end-substituted oligomers.
引用
收藏
页码:147 / 156
页数:10
相关论文
共 46 条
[1]   OLIGOTHIOPHENES - YET LONGER - SYNTHESIS, CHARACTERIZATION, AND SCANNING-TUNNELING-MICROSCOPY IMAGES OF HOMOLOGOUS, ISOMERICALLY PURE OLIGO(ALKYLTHIOPHENE)S [J].
BAUERLE, P ;
FISCHER, T ;
BIDLINGMEIER, B ;
STABEL, A ;
RABE, JP .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (03) :303-307
[2]   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
[3]   RELATIONSHIP BETWEEN BAND-GAP AND BOND LENGTH ALTERNATION IN ORGANIC CONJUGATED POLYMERS [J].
BREDAS, JL .
JOURNAL OF CHEMICAL PHYSICS, 1985, 82 (08) :3808-3811
[4]   Bandgap control through reduction of bond length alternation in bridged poly(diethienylethylene)s [J].
Brisset, H ;
Blanchard, P ;
Illien, B ;
Riou, A ;
Roncali, J .
CHEMICAL COMMUNICATIONS, 1997, (06) :569-570
[5]   Do localized structures of [14]- and [18]annulenes exist? [J].
Choi, CH ;
Kertesz, M ;
Karpfen, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (49) :11994-11995
[6]   Extensively pi-conjugated soluble oligothienylenevinylenes [J].
Elandaloussi, E ;
Frere, P ;
Roncali, J .
CHEMICAL COMMUNICATIONS, 1997, (03) :301-302
[7]   EXTENDED HYBRID TETRATHIAFULVALENE PI-DONORS WITH OLIGOTHIENYLENEVINYLENE CONJUGATED SPACER GROUPS [J].
ELANDALOUSSI, EH ;
FRERE, P ;
RONCALI, J ;
RICHOMME, P ;
JUBAULT, M ;
GORGUES, A .
ADVANCED MATERIALS, 1995, 7 (04) :390-394
[8]   Effect of chain extension on the electrochemical and electronic properties of pi-conjugated soluble thienylenevinylene oligomers [J].
Elandaloussi, EH ;
Frere, P ;
Richomme, P ;
Orduna, J ;
Garin, J ;
Roncali, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (44) :10774-10784
[9]   Soluble thienylenevinylene oligomers end-capped with 1,3-dithiole-2-ylidene groups [J].
Elandaloussi, EH ;
Frere, P ;
Roncali, J .
TETRAHEDRON LETTERS, 1996, 37 (34) :6121-6124
[10]   THERMOCHROMIC PROPERTIES OF POLYTHIOPHENES - OLIGOMERS VS POLYMERS [J].
FAID, K ;
LECLERC, M .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (11) :962-963