Synthesis and Characterization of Diperfluorooctyl-Substituted Phenylene−Thiophene Oligomers as n-Type Semiconductors. Molecular Structure−Film Microstructure−Mobility Relationships, Organic Field-Effect Transistors, and Transistor Nonvolatile Memory Elements
| Autor: | Tobin J. Marks, Joseph A. Letizia, Myung-Han Yoon, Howard E. Katz, Antonio Facchetti, Melissa Mushrush |
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| Rok vydání: | 2004 |
| Předmět: |
Thermogravimetric analysis
Materials science General Chemical Engineering Analytical chemistry General Chemistry Fluorine-19 NMR Microstructure chemistry.chemical_compound Crystallography Differential scanning calorimetry chemistry Phenylene Materials Chemistry Thiophene Field-effect transistor Thin film |
| Zdroj: | Chemistry of Materials. 16:4715-4727 |
| ISSN: | 1520-5002 0897-4756 |
| DOI: | 10.1021/cm0495008 |
| Popis: | A new series of mixed phenylene−thiophene oligomers with terminal n-perfluorooctyl groups has been synthesized. These compounds are 2,5-bis(4-n-perfluorooctylphenyl)thiophene (DFO−PTP, 1), 5,5‘-bis(4-n-perfluorooctylphenyl)-2,2‘-bithiophene (DFO−PTTP, 2), 5,5‘ ‘-bis(4-n-perfluorooctylphenyl)-2,2‘:5‘,2‘ ‘-terthiophene (DFO−PT3P, 3), 5,5‘ ‘‘-bis(4-n-perfluorooctylphenyl)-2,2‘:5‘,2‘ ‘:5‘ ‘,2‘ ‘‘-quaterthiophene (DFO−PT4P, 4), and 1,4-bis[5-(4-n-perfluorooctylphenyl)-2-thienyl]benzene (DH−PTPTP, 5). These systems have been characterized by 1H and 19F NMR, elemental analysis or HRMS, optical absorption and emission spectroscopies, differential scanning calorimetry, and thermogravimetric analysis. Vacuum-deposited films were characterized by optical absorption and emission spectroscopy, X-ray diffraction, scanning electron microscopy, and field effect transistor measurements. As thin films, all of the fluorinated compounds are n-type semiconductors with carrier mobilities ranging from ∼10-6 to ∼ 0.1 cm2 V-1 s-1... |
| Databáze: | OpenAIRE |
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