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Comparative Study Of Soluble Naphthalene Diimide Derivatives Bearing Long Alkyl Chains As N-type Organic Thin-film Transistor Materials

M. Ichikawa, M. Ichikawa, Yoichiro Yokota, Hyeon-Gu Jeon, Gilles de Roméo Banoukepa, Gilles de Roméo Banoukepa, Naoki Hirata, Naomi Oguma
Published 2013 · Materials Science

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Abstract In this study, several naphthalene tetracarboxylic acid diimide (NTCDI) derivatives substituted at the N and N′ positions with long normal alkyl chains of different lengths were evaluated as soluble n-type organic thin-film transistor (TFT) materials. NTCDI derivatives with diundecyl (NTCDI-C11), didodecyl (NTCDI-C12), and ditridecyl (NTCDI-C13) exhibited acceptable solubility in chloroform, and their TFTs showed typical n-type TFT performance with relatively high field effect electron mobility (∼0.2 cm 2 /V s) after annealing at a workable temperature of 150 °C. Although NTCDI with dioctyl (NTCDI-C8) showed good solubility in chloroform, the TFT performance of this material was highly inferior to that of NTCDI-C11, NTCDI-C12, or NTCDI-C13. We could not anneal NTCDI-C8 thin films at workable temperatures in vacuo because of sublimation of the material from the substrates. In contrast, NTCDI with dipentadecyl (NTCDI-C15) and dioctadecyl (NTCDI-C18) exhibited both poor solubility for chloroform and poor TFT performance. In short, these compounds are not suitable as soluble n-type organic TFT materials.
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