Diphenylperylene Isomers as Novel Emissive Organic Semiconductors

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-12-05 DOI:10.1002/ajoc.202400608
Liangliang Chen, Ying Wang, Zitong Liu
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Abstract

Emissive organic semiconductors are crucial for integrated optoelectronic devices, yet only a limited number of materials exhibit high mobility and high photoluminescence quantum yield because of the contradictory requirements for molecular stacking. In this study, two diphenylperylene isomers, 39P-Ph and 310P-Ph, were successfully synthesized through a one-step process by varying the positions of the substituent phenyl groups on the perylene core. Both compounds were comprehensively characterized and demonstrated excellent hole transport capabilities and moderate photoluminescence quantum yield (PLQY), along with long-wavelength emission, establishing them as effective emissive organic semiconductors. 39P-Ph emits orange-yellow fluorescence in crystalline powder with an absolute PLQY of 15.4 % and 310P-Ph shows orange-red emission with an emissive wavelength of up to 612 nm in 17.5 % PLQY. Moreover, the carrier mobilities of 39P-Ph and 310P-Ph are up to 3.05 cm2 V−1 s−1 and 1.36 cm2 V−1 s−1, respectively, based on the single-crystal devices. These results reveal that 39P-Ph and 310P-Ph are promising candidates as emissive semiconductors, offering a balance between efficient charge transport and light emission for integrated optoelectronic applications.

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二苯基苝异构体作为新型发光有机半导体
发光有机半导体是集成光电器件的关键,但由于分子堆叠的矛盾要求,只有有限数量的材料具有高迁移率和光致发光量子产率。在本研究中,通过改变取代基苯基在苝核上的位置,一步法成功合成了两个二苯基苝异构体39P-Ph和310P-Ph。对这两种化合物进行了全面表征,并显示出优异的空穴输运能力和中等的光致发光量子产率(PLQY),以及长波长发射,确定它们是有效的发光有机半导体。在结晶粉末中,39P-Ph发出桔黄色荧光,绝对PLQY为15.4%;310P-Ph在17.5% PLQY下发出桔红色荧光,发射波长高达612 nm。此外,基于单晶器件,39P-Ph和310P-Ph的载流子迁移率分别高达3.05 cm2 V−1 s−1和1.36 cm2 V−1 s−1。这些结果表明,39P-Ph和310P-Ph是有希望成为发射半导体的候选者,为集成光电应用提供了高效电荷传输和光发射之间的平衡。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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