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基于聚集诱导发光的咔唑取代呋喃类化合物在生物窗口的发射用于有机发光二极管和随机激光器

Emission in the Biological Window from AIE-Based Carbazole-Substituted Furan-Based Compounds for Organic Light-Emitting Diodes and Random Lasers.

作者信息

Lupinska Kamila, Kotowicz Sonia, Grabarz Anna, Siwy Mariola, Sulowska Karolina, Mackowski Sebastian, Bu Lulu, Bretonnière Yann, Andraud Chantal, Schab-Balcerzak Ewa, Sznitko Lech

机构信息

Institute of Advanced Materials, Faculty of Chemistry, Wroclaw University of Science and Technology, Wybrzeze Wyspianskiego 27, 50-370 Wroclaw, Poland.

Institute of Chemistry, University of Silesia, 9 Szkolna Str., 40-006 Katowice, Poland.

出版信息

ACS Omega. 2024 Sep 18;9(39):40769-40782. doi: 10.1021/acsomega.4c05484. eCollection 2024 Oct 1.

DOI:10.1021/acsomega.4c05484
PMID:39371987
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11447741/
Abstract

The emission quenching observed in devices utilizing luminescent materials such as solid thin films is a prevalent issue. Consequently, searching for new organic luminescent compounds exhibiting aggregation-induced emission (AIE) behavior and characterized by relatively simple and cost-effective synthesis is of crucial interest among applications from optoelectronics and organic lasing branches. Herein, we report the optical properties of three furan-based carbazole-substituted compounds, namely, tBuCBzSOPh, tBuCBzSPh, and tBuCbzTCF, exhibiting the aforementioned AIE phenomenon. The optical properties of dyes were determined in classical spectroscopic experiments supported by quantum-chemical calculations. The thermal investigations and electrochemical properties of dyes were performed to verify their usefulness in the construction of organic light-emitting diodes (OLEDs). In pursuit of this objective, OLEDs with a different design were fabricated, and their performance was subject to evaluation. In more detail, the different design strategies relying on the utilization of neat-dye films, as well as the preparation of dye-doped poly(9-vinylcarbazole):2-(4--butylphenyl)-5-(4-biphenylyl)-1,3,4-oxadiazole (PVK:PBD) matrices were examined. The analysis that was conducted indicated the superior potential of tBuCBzSPh for optoelectronic applications. Notably, the positive impact of the AIE effect on the emission of the OLEDs and the ability to establish the lasing phenomenon in asymmetric, poly(methyl methacrylate) (PMMA)-doped polymeric slab waveguides were verified. The study showed that the combination of the strong intramolecular charge transfer (ICT) effect with dye aggregation enables the tuning of the emission of the OLED toward the first biological window, making examined dyes promising candidates for biomedical purposes. The same optical region can be attained for laser emission at relatively low pumping conditions, reaching as low as 7.3 kW of optical power for the tBuCBzSOPh compound.

摘要

在使用诸如固体薄膜等发光材料的器件中观察到的发射猝灭是一个普遍存在的问题。因此,寻找具有聚集诱导发光(AIE)行为且合成相对简单且成本效益高的新型有机发光化合物,在光电和有机激光分支的应用中具有至关重要的意义。在此,我们报告了三种基于呋喃的咔唑取代化合物,即tBuCBzSOPh、tBuCBzSPh和tBuCbzTCF的光学性质,它们表现出上述AIE现象。在量子化学计算支持的经典光谱实验中测定了染料的光学性质。对染料进行了热研究和电化学性质研究,以验证它们在有机发光二极管(OLED)构建中的实用性。为了实现这一目标,制备了不同设计的OLED,并对其性能进行了评估。更详细地说,研究了依赖于使用纯染料薄膜以及制备染料掺杂的聚(9-乙烯基咔唑):2-(4-丁基苯基)-5-(4-联苯基)-1,3,4-恶二唑(PVK:PBD)基质的不同设计策略。所进行的分析表明tBuCBzSPh在光电应用方面具有优异的潜力。值得注意的是,验证了AIE效应对OLED发射的积极影响以及在不对称的、聚甲基丙烯酸甲酯(PMMA)掺杂的聚合物平板波导中建立激光现象的能力。研究表明,强分子内电荷转移(ICT)效应与染料聚集的结合能够将OLED的发射调谐到第一个生物窗口,使得所研究的染料成为生物医学用途的有前途的候选物。在相对较低的泵浦条件下,对于tBuCBzSOPh化合物,激光发射可达到相同的光学区域,光功率低至7.3 kW。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/a51fc8e6bcdc/ao4c05484_0006.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/4cca3d778665/ao4c05484_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/ecb61f4caf83/ao4c05484_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/0d2548bde3b7/ao4c05484_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/24bca9123fee/ao4c05484_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/e11576262411/ao4c05484_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c3c2/11447741/a51fc8e6bcdc/ao4c05484_0006.jpg

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