| Summary: | 碩士 === 東吳大學 === 化學系 === 102 === In this research, we designed and synthesized a novel soluble organic thin-film compound, 1-methoxyhexacene. For increasing solubility, we introduced a carbon monoxide adduct of 1-methoxyhexacene, which was developed by our laboratory and then organic thin-film transistors devices was fabricated by solution process. 1-methoxyhexacene can be regenerated in quantitative yield by either thermal or photoinduced elimination of carbon monoxide. Therefore, we can substitute vacuum evaporation to reduce cost for fabricating devices.
We synthesized 1-methoxyhexacene with 1-methoxyanthrafulvene and 1,4-anthraquinone, and then performed Diels-Alder reaction and synthesized the intermediate for 1-methoxyhexacene. After reduction, aromatization, dihydroxylation and oxidative cleavage, we can get the precursor of 1-methoxyhexacene with the total yield of 22 %.
From TGA measurement we can know that, 1-methoxyhexacene can be regenerated at 195 ℃. And determined its physical characteristics by measuring NMR, Mass, FT-IR, and also compared difference of HOMO and LUMO energy level between 1-methoxyhexacene and hexacene by photoemission yield spectroscopy and theory calculation.
We fabricated top-contact, bottom-gate microcrystal device and thin-film device by solution process with silicon wafer, gold electrode, and then measure its mobility in organic thin-film transistors.
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