Premium
Semiconducting Oligo‐(Aryleneethynylene)s with Coplanarity of Main Chain and Tetrathiafulvalene (TTF) Side Chains: Synthesis, Self‐Assembly, and Conductive Properties
Author(s) -
Hou Yanhui,
Yang Min,
Wan Xiangjian,
Mao Jie,
Ma Yanfeng,
Huang Yi,
Chen Yongsheng
Publication year - 2009
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.200900070
Subject(s) - tetrathiafulvalene , coplanarity , tetracyanoquinodimethane , stacking , side chain , polymer chemistry , oligomer , materials science , crystallography , conductivity , conductive polymer , chemistry , polymer , molecule , organic chemistry , geometry , mathematics , composite material
Two oligo‐(aryleneethynylene)s, with coplanarity of main chain and tetrathiafulvalene (TTF) side chains, have been prepared and characterized. The X‐ray diffractions (XRDs) show that their π ‐extended coplanar backbones can form continuous π ‐stacking. For the two oligomers, one stacks in the inter‐digitation packing mode; another stacks in the end‐to‐end packing mode. Cyclic voltammetries reveal that the two oligomers have almost the same reversible electroactive properties. The TTF units of the two oligomers can be oxidized to TTF . 1+ by Fe(bpy) 3 (PF 6 ) 3 (bpy = 2,2′‐bipyridine). The band gaps, deduced from UV‐Vis absorption spectra, are 1.92 and 2.03 eV, respectively. The conductivities of the two oligomers are 1 × 10 −5 and 6 × 10 −8 S · cm −1 at room temperature. The charge transfer (CT) complexes of the oligomers and tetracyanoquinodimethane (TCNQ) exhibit higher conductivity up to 0.2 S · cm −1 .