A new class of organic semiconductors for solution processed OTFTs: Synthesis and characterization of pyrrolo-perylene derivatives with different end groups

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• 作者：Kwang Hun Park ; Hui-Jun Yun ; Wanxiang Lu ; Dae Sung Chung ; Soon-Ki Kwon ; Yun-Hi Kim
• 关键词：OTFT (organic thin film transistor) ; Semiconductor ; Solution process ; Pyrrolo&ndash ; perylene ; End-group effect ; Mobility
• 刊名：Dyes and Pigments
• 出版年：April, 2014
• 年：2014
• 卷：103
• 期：Complete
• 页码：214-221
• 全文大小：1440 K

文摘

New pyrrolo-perylene derivatives, a new class of organic semiconductor, were designed for solution processed organic thin film transistors (OTFTs). Newly designed 2-(naphthalen-2-yl)thiophene end capped pyrrolo-perylene, 3,10-bis(5-(naphthalen-2-yl)thiophen-2-yl)-1-(2-octyldodecyl)-1H-phenanthro[1,10,9,8-cdefg]carbazole (NTPP), and bithiophene end capped pyrrolo-perylene, 3,10-bis([2,2鈥?bithiophen]-5-yl)-1-(2-octyldodecyl)-1H-phenanthro[1,10,9,8-cdefg]carbazole (BTPP), were synthesized by Suzuki coupling and Stille coupling reaction, respectively. NTPP and BTPP showed good solubility in common organic solvents and were characterized by various spectroscopy. Solution processed OTFTs using BTPP exhibited high field-effect mobilities up to 0.11聽cm²聽V^鈭?聽s^鈭? with an on/off ratio of 1聽脳聽10⁴ and a very small threshold voltage of 0聽V, while OTFTs using NTPP exhibited far lower performances. The high mobility of BTPP is attributed to three dimensional multi-layered crystalline structure based on the results of the two dimensional grazing incidence X-ray diffraction pattern analysis and theoretical calculation using Gaussian, together with morphological study.