Volume 135, Issue 38 e202309104
Forschungsartikel

Mild Synthesis of Polychlorinated Arenes for Efficient Organic Light-emitting Diodes with Dual Thermally Activated Delayed Fluorescence

Yihang Jiao

Yihang Jiao

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Zijian Chen

Zijian Chen

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Dr. Weidong Qiu

Corresponding Author

Dr. Weidong Qiu

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Hongwei Xie

Hongwei Xie

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Jiaji Yang

Jiaji Yang

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Dr. Xiaomei Peng

Dr. Xiaomei Peng

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Dr. Wentao Xie

Dr. Wentao Xie

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Qing Gu

Qing Gu

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Dr. Mengke Li

Dr. Mengke Li

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Dr. Kunkun Liu

Dr. Kunkun Liu

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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Prof. Shi-Jian Su

Corresponding Author

Prof. Shi-Jian Su

State Key Laboratory of Luminescent Materials and Devices and Institute of Polymer Optoelectronic Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640 Guang-dong Province, P. R. China

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First published: 27 July 2023
Citations: 2

Abstract

Polychlorinated (hetero)arenes have shown great promise for organic optoelectronics applications. However, the harsh synthetic routes for polychlorinated compounds and the possible luminescence quenching from the compact intermolecular π–π stacking induced by chlorine atoms limit their investigations and applications in luminescent materials. Herein, two isomeric polychlorinated polycyclic aromatic hydrocarbon (PAH) compounds JY-1-Cl and JY-2-Cl consisting of rigidified aryl ketones and amine are designed and synthesized under mild conditions through nucleophilic chlorination intermediated by an electron donor-acceptor complex. Among them, as a result of the strong π–π interactions induced by chlorine atoms, JY-2-Cl exhibits bright monomer and dimer emissions with dual thermally activated delayed fluorescence (TADF) characters. Notably, compared with the non-chlorinated compounds, a high photoluminescence quantum yield is maintained after introducing multiple chlorine atoms into JY-2-Cl. The first dual-TADF organic light-emitting diodes are also successfully fabricated with maximum external quantum efficiency as high as 29.1 % by employing JY-2-Cl as emitter. This work presents a new paradigm and synthesis of polychlorinated amine-carbonyl PAHs and demonstrates the great potential of the chlorinated materials for luminescent applications.

Conflict of interest

The authors declare no conflict of interest.

Data Availability Statement

The data that support the findings of this study are available in the supplementary material of this article.

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