Alba Cuadrado , Roger Bujaldón , Clara Fabregat , Joaquim Puigdollers , Dolores Velasco
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引用次数: 0
Abstract
The 5,10,15-trihexyl-10,15-dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole core, namely triindole, is well-known for its prominent hole-transporting properties and air stability. The functionalization of this core is also rather versatile, which allows the modulation of its properties by anchoring targeted scaffolds to different positions, e.g. 3,8,13 (para with respect to the nitrogens), 2,7,12 (analogously meta) or the nitrogen heteroatoms. Therefore, triindole excels as a pivotal semiconductor to be exploited in long-lasting organic thin-film transistors (OTFTs). This report aims to shed light on the effect of functionalizing whether para or meta positions with sulfurated moieties, in the pursuit of an enhanced performance in OTFTs. Remarkably, meta-substituted derivatives outshone their para- counterparts in terms of thermal, optical, intermolecular arrangement and semiconductor properties, claiming mobility values up to 2 × 10−3 cm2 V−1 s−1 and a shelf lifetime beyond the analyzed period of 5 months. Analysis of the thin films by grazing incidence X-ray diffraction (GIRXD) and atomic force microscopy (AFM) revealed that the meta-substitution also induces a higher degree of order and better morphology, further corroborating the potential of this structural approach.
5,10,15-三己基-10,15-二氢-5-二吲哚[3,2-:3′,2′-]咔唑内核,即三吲哚,以其突出的空穴传输特性和空气稳定性而闻名。这种内核的功能化也非常灵活,可以通过在不同位置(如 3,8,13(相对于硝基)、2,7,12(类似)或氮杂原子)锚定目标支架来调节其特性。因此,三吲哚是长效有机薄膜晶体管(OTFT)中可利用的关键半导体。本报告旨在揭示硫酸化分子对三吲哚或其位置功能化的影响,以提高 OTFT 的性能。值得注意的是,-取代衍生物在热学、光学、分子间排列和半导体特性方面均优于同类衍生物,其迁移率值高达 2 × 10 cm V s,保存寿命超过了 5 个月的分析期。通过掠入射 X 射线衍射(GIRXD)和原子力显微镜(AFM)对薄膜进行的分析表明,"-"取代还能产生更高的有序度和更好的形态,进一步证实了这种结构方法的潜力。
期刊介绍:
Organic Electronics is a journal whose primary interdisciplinary focus is on materials and phenomena related to organic devices such as light emitting diodes, thin film transistors, photovoltaic cells, sensors, memories, etc.
Papers suitable for publication in this journal cover such topics as photoconductive and electronic properties of organic materials, thin film structures and characterization in the context of organic devices, charge and exciton transport, organic electronic and optoelectronic devices.