Synthesis and Electropolymerization of Hexadecyl Functionalized Bithiophene and Thieno[3,2-b]thiophene End-Capped with EDOT and EDTT Units
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- 作者：Greg J. McEntee ; Peter J. Skabara ; Filipe Vilela ; Steven Tierney ; Ifor D. W. Samuel ; Salvatore Gambino ; Simon J. Coles ; Michael B. Hursthouse ; Ross W. Harrington ; William Clegg
- 刊名：Chemistry of Materials
- 出版年：2010
- 出版时间：May 11, 2010
- 年：2010
- 卷：22
- 期：9
- 页码：3000-3008
- 全文大小：978K
- 年卷期：v.22,no.9(May 11, 2010)
- ISSN：1520-5002
文摘
The synthesis of three novel thiophene-based conjugated molecules (1−3) is presented. We report the electronic and redox properties of these compounds along with the corresponding electrochemically prepared polymers. The structures of compounds 1 and 2 have been confirmed by single-crystal X-ray diffraction studies. Noncovalent S···O interactions in 1 act to hold the molecule in a planar conformation and this is in stark contrast to the twisted nature of the 3,4-ethylenedithiothiophene (EDTT) analogue. The degree of planarity within the molecules dictates the effective conjugation length within the materials and also the packing of the molecules in the solid state. CGL-TOF studies give hole mobilities up to 4 × 10−5 cm2 V−1 s−1 for compound 1 and 1.5 × 10−5 cm2 V−1 s−1 for 2.