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Exploiting racemism enhanced organic room-temperature phosphorescence to demonstrate Wallach’s rule in the lighting chiral chromophores

Author

Listed:
  • Xiugang Wu

    (Changzhou University)

  • Chun-Ying Huang

    (National Taiwan University)

  • Deng-Gao Chen

    (National Taiwan University)

  • Denghui Liu

    (Changzhou University)

  • Chichi Wu

    (National Normal Taiwan University)

  • Keh-Jiunh Chou

    (National Taiwan University)

  • Bin Zhang

    (Changzhou University)

  • Yafei Wang

    (Changzhou University)

  • Yu Liu

    (Changzhou University)

  • Elise Y. Li

    (National Normal Taiwan University)

  • Weiguo Zhu

    (Changzhou University)

  • Pi-Tai Chou

    (National Taiwan University)

Abstract

The correlation between molecular packing structure and its room-temperature phosphorescence (RTP), hence rational promotion of the intensity, remains unclear. We herein present racemism enhanced RTP chiral chromophores by 2,2-bis-(diphenylphosphino)-1,1-napthalene (rac-BINAP) in comparison to its chiral counterparts. The result shows that rac-BINAP in crystal with denser density, consistent with a long standing Wallach’s rule, exhibits deeper red RTP at 680 nm than that of the chiral counterparts. The cross packing between alternative R- and S- forms in rac-BINAP crystal significantly retards the bimolecular quenching pathway, triplet-triplet annihilation (TTA), and hence suppresses the non-radiative pathway, boosting the RTP intensity. The result extends the Wallach’s rule to the fundamental difference in chiral-photophysics. In electroluminescence, rac-BINAP exhibits more balanced fluorescence versus phosphorescence intensity by comparison with that of photoluminescence, rendering a white-light emission. The result paves an avenue en route for white-light organic light emitting diodes via full exploitation of intrinsic fluorescence and phosphorescence.

Suggested Citation

  • Xiugang Wu & Chun-Ying Huang & Deng-Gao Chen & Denghui Liu & Chichi Wu & Keh-Jiunh Chou & Bin Zhang & Yafei Wang & Yu Liu & Elise Y. Li & Weiguo Zhu & Pi-Tai Chou, 2020. "Exploiting racemism enhanced organic room-temperature phosphorescence to demonstrate Wallach’s rule in the lighting chiral chromophores," Nature Communications, Nature, vol. 11(1), pages 1-10, December.
    • Handle: RePEc:nat:natcom:v:11:y:2020:i:1:d:10.1038_s41467-020-15976-5
    DOI: 10.1038/s41467-020-15976-5
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    Cited by:

    1. Biao Chen & Wenhuan Huang & Guoqing Zhang, 2023. "Observation of Chiral-selective room-temperature phosphorescence enhancement via chirality-dependent energy transfer," Nature Communications, Nature, vol. 14(1), pages 1-8, December.
    2. Rongjuan Huang & Yunfei He & Juan Wang & Jindou Zou & Hailan Wang & Haodong Sun & Yuxin Xiao & Dexin Zheng & Jiani Ma & Tao Yu & Wei Huang, 2024. "Tunable afterglow for mechanical self-monitoring 3D printing structures," Nature Communications, Nature, vol. 15(1), pages 1-11, December.
    3. Xiaokang Yao & Huili Ma & Xiao Wang & He Wang & Qian Wang & Xin Zou & Zhicheng Song & Wenyong Jia & Yuxin Li & Yufeng Mao & Manjeet Singh & Wenpeng Ye & Jian Liang & Yanyun Zhang & Zhuang Liu & Yixiao, 2022. "Ultralong organic phosphorescence from isolated molecules with repulsive interactions for multifunctional applications," Nature Communications, Nature, vol. 13(1), pages 1-8, December.
    4. Tianwen Zhu & Tianjia Yang & Qiang Zhang & Wang Zhang Yuan, 2022. "Clustering and halogen effects enabled red/near-infrared room temperature phosphorescence from aliphatic cyclic imides," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
    5. Guang Lu & Jing Tan & Hongxiang Wang & Yi Man & Shuo Chen & Jing Zhang & Chunbo Duan & Chunmiao Han & Hui Xu, 2024. "Delayed room temperature phosphorescence enabled by phosphines," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
    6. Juan Wei & Chenyuan Liu & Jiayu Duan & Aiwen Shao & Jinlu Li & Jiangang Li & Wenjie Gu & Zixian Li & Shujuan Liu & Yun Ma & Wei Huang & Qiang Zhao, 2023. "Conformation-dependent dynamic organic phosphorescence through thermal energy driven molecular rotations," Nature Communications, Nature, vol. 14(1), pages 1-8, December.
    7. Hui Li & Jie Gu & Zijie Wang & Juan Wang & Fei He & Ping Li & Ye Tao & Huanhuan Li & Gaozhan Xie & Wei Huang & Chao Zheng & Runfeng Chen, 2022. "Single-component color-tunable circularly polarized organic afterglow through chiral clusterization," Nature Communications, Nature, vol. 13(1), pages 1-8, December.
    8. Yanju Luo & Kai Zhang & Zhenming Ding & Ping Chen & Xiaomei Peng & Yihuan Zhao & Kuan Chen & Chuan Li & Xujun Zheng & Yan Huang & Xuemei Pu & Yu Liu & Shi-Jian Su & Xiandeng Hou & Zhiyun Lu, 2022. "Ultra-fast triplet-triplet-annihilation-mediated high-lying reverse intersystem crossing triggered by participation of nπ*-featured excited states," Nature Communications, Nature, vol. 13(1), pages 1-12, December.

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