Semiconducting Oligo‐(Aryleneethynylene)s with Coplanarity of Main Chain and Tetrathiafulvalene (TTF) Side Chains: Synthesis,Self‐Assembly,and Conductive Properties
1. School of Materials Science and Chemical Engineering, Tianjin Polytechnic University, Tianjin 300160, China;2. Institute of Polymer Science and Engineering, Hebei University of Technology, Tianjin 300130, China;3. Key Laboratory for Functional Polymer Materials and Centre for Nanoscale Science and Technology, Institute of Polymer Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China
Abstract:
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(PF6)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.
