-二乙酰基噻吩.doc

Supplementary data Synthesis of thiophene-pyrrole mixed oligomers end-capped with hexyl group for field-effect transistors Mika Fujii, Tohru Nishinaga,* and Masahiko Iyoda Depatment of Chemistry, Graduate School of Science and Engineering, Tokyo Metropolitan University, Hachioji, Tokyo 192-0397, Japan Contents 1. Experimental Procedures ····· p.S2 2. Figures of 1H and 13C NMR spectra ····· p.S6 3. Figure of UV-vis spectra of 1(R=Me) and 2(R=Me) ····· p.S15 4. Figure of CV of 1(R=Me) and 2(R=Me) ····· p.S15 5. Transistor Fabrication ····· p.S16 6. Figures of XRD of the thin films····· p.S17 7. Computational Methodology···· p.S18 General. 1H and 13C NMR spectra were recorded on JEOL LA-400 or L-500 instruments. Chemical shifts are reported in ppm with reference to tetramethylsilane, using the signal of internal tetramethylsilane or the solvents (? 7.26 or 7.15 for CHCl3 or C6H6 in 1H NMR and ? 77.0 or 128.4 in 13C NMR for CDCl3 or C6D6, respectively). Mass spectra were recorded on SHIMADZU GC-MS QP2020 or AXIMA-CFR instruments for EI or LDI-TOF methods, respectively. Only the more intense or structurally diagnostic mass spectral fragment ion peaks are reported. Electronic spectra were recorded on SHIMADZU UV-Vis-NIR scanning spectrophotometer (Model UV-3101-PC). Cyclic voltammetry (CV) was performed on BAS-ALS620B electrochemical analyzer using a standard three-electrode cell consisting of a glassy-carbon working electrode, a Pt-wire counter electrode, and a Ag/AgNO3 reference electrode under argon atmosphere. The potentials were calibrated with ferrocene as an external standard. Melting points were determined with Yanaco MP-500D melting point apparatus. Elemental analyses were performed in the microanalysis laboratory of Tokyo Metropolitan University. Column chromatography was carried out using Merck silica gel 60, Daiso silica gel 1001W, or neutral alumina activity II-III, 70-230 mesh ASTM. Deactivated silica gel (activity V) was prepared by adding 10% of H2O to th