Z-Shaped Polycyclic Aromatic Hydrocarbons with Embedded Five-Membered Rings and their Application in Organic Thin-Film Transistors

IF 4.6 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Chemistry Frontiers Pub Date : 2024-07-30 DOI:10.1039/d4qo01252f
Sven Elbert, Evelin Bolgert, Owen T. A. Paine, Farhad Ghalami, Wen-Shan Zhang, Ute Zschieschang, Frank - Rominger, Dennis Popp, Hagen Klauk, Marcus Elstner, Michael Mastalerz
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Abstract

Z-shaped polycyclic hydrocarbons with embedded five-membered rings as well as their diaza-analogues have been synthesized. Soluble congeners were obtained by the introduction of mesityl substituents and studied by cyclo- as well as differential pulse voltammetry revealing an amphoteric redox behavior. Unsubstituted congeners showed close π-stacking in single crystal X-ray diffraction analyses and thus promising characteristics for the application as semiconducting material in p-channel thin-film transistors (TFTs). The hole transport characteristics of the corresponding devices were investigated by GIWAXS.
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具有嵌入式五元环的 Z 形多环芳烃及其在有机薄膜晶体管中的应用
我们合成了内嵌五元环的 Z 型多环烃及其重氮类似物。通过引入间苯二酚取代基获得了可溶性同系物,并通过环伏安法和差分脉冲伏安法进行了研究,结果显示了两性氧化还原行为。未取代的同系物在单晶 X 射线衍射分析中显示出紧密的 π 堆积,因此具有在 p 沟道薄膜晶体管(TFT)中用作半导体材料的良好特性。通过 GIWAXS 研究了相应器件的空穴传输特性。
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来源期刊
Organic Chemistry Frontiers
Organic Chemistry Frontiers CHEMISTRY, ORGANIC-
CiteScore
7.90
自引率
11.10%
发文量
686
审稿时长
1 months
期刊介绍: Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.
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