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5′-(Anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2-hexylthiophene) derivatives bearing 5-ethynyl-5′-hexyl-2,2′-bithiophene and 2-ethynyl-5-hexylthieno[3,2-b]thiophene: Thin film transistors and photovoltaic applications
Synthetic Metals ( IF 4.0 ) Pub Date : 2011-05-01 , DOI: 10.1016/j.synthmet.2011.02.009
Soyoung Jo , Jicheol Shin , Suk Young Bae , Kyung Hwan Kim , Tae Wan Lee , Sunkyung Son , Kyungkon Kim , Dong Hoon Choi

Abstract Novel 5,5′-(anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2-hexylthiophene)-based conjugated molecules have been synthesized via the Sonogashira coupling reaction. Newly synthesized anthracene-based molecules exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the two molecules were evaluated in organic thin film transistors (OTFTs). The two π-conjugated molecules 4 and 7 exhibit fairly high charge carrier mobilities—as high as 0.010–0.022 cm 2 V −1 s −1 ( I on / I off > 10 3 )— without any annealing process . The high charge carrier mobilities of the as-spun films are attributed to the fact that the molecules demonstrated pronounced J-aggregation behavior, resulting in easy crystallization and dense coverage of the surface of a dielectric layer. In addition, two molecules were employed to fabricate organic photovoltaic (OPV) cells with methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PC 61 BM) without thermal annealing. As a result, the photovoltaic cell containing 7 had the best preliminary results with an open-circuit voltage of 0.92 V, a short-circuit current density of 1.82 mA/cm 2 , and a fill factor of 0.32, offering an overall power conversion efficiency (PCE) of 0.54%.

中文翻译:

5'-(Anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2-hexylthiophene) 衍生物带有 5-ethynyl-5'-hexyl-2,2'-bithiophene 和 2-ethynyl- 5-己基噻吩并[3,2-b]噻吩:薄膜晶体管和光伏应用

摘要 通过 Sonogashira 偶联反应合成了新型 5,5'-(anthracene-9,10-diyl)bis(ethyne-2,1-diyl)bis(2-hexylthiophene) 基共轭分子。新合成的蒽基分子在普通有机溶剂中表现出良好的溶解性和良好的自成膜性能。在有机薄膜晶体管 (OTFT) 中评估了这两种分子的半导体特性。两个 π 共轭分子 4 和 7 表现出相当高的电荷载流子迁移率——高达 0.010–0.022 cm 2 V -1 s -1 (I on / I off > 10 3 )——无需任何退火过程。初纺薄膜的高电荷载流子迁移率归因于分子表现出明显的 J 聚集行为,导致介电层表面容易结晶和致密覆盖。此外,两种分子被用来制造有机光伏 (OPV) 电池,其中含有甲基富勒烯 [6,6]-苯基 C61-丁酸甲酯 (PC 61 BM),无需热退火。结果显示,含7的光伏电池的初步结果最好,开路电压为0.92 V,短路电流密度为1.82 mA/cm 2 ,填充因子为0.32,提供了整体功率转换效率(PCE) 为 0.54%。
更新日期:2011-05-01
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