Research Progress of Circularly Polarized Room-temperature Phosphorescent Materials based on Chiral Supramolecular Assembly

doi:10.6023/A25010004

Acta Chimica Sinica ›› 2025, Vol. 83 ›› Issue (6): 639-654.DOI: 10.6023/A25010004 Previous Articles

Review

手性超分子组装圆偏振室温磷光材料的研究进展

潘禹州, 殷炜杰, 张雨霞^*()

南京邮电大学信息材料与纳米技术研究院/材料科学与工程学院南京 210000

投稿日期:2025-01-02 发布日期:2025-03-24

作者简介:

潘禹州, 南京邮电大学有机电子与信息显示国家重点实验室及先进材料研究所材料科学与工程学院材料物理专业大三本科生, 国家励志奖学金获得者. 包括中国国际大学生创新大赛全国金奖在内的国家级省级奖项6项, 本科期间申请发表专利4件, 发表SCI论文一篇. 研究方向主要集中在手性聚合物光电材料的设计与合成, 以及圆偏振电致发光的应用研究.

殷炜杰, 南京邮电大学有机电子与信息显示国家重点实验室及先进材料研究所材料科学与工程学院材料物理专业大三本科生, 曾获鼓楼绿色低碳奖学金, 主持1项国家级大创项目, 获得包括中国国际大学生创新大赛全国金奖在内的国家级省级奖项5项, 本科期间申请发表专利1件, 研究方向主要集中在小分子光电功能材料设计及圆偏振有机发光二极管应用研究.

张雨霞, 2022年在南京大学成义祥教授的指导下获得博士学位. 目前任职南京邮电大学有机电子与信息显示国家重点实验室及先进材料研究所的讲师、校聘副教授, 硕士生导师. 研究方向主要集中在手性聚合物光电材料的设计与合成及其圆偏振电致发光器件.

基金资助:
国家自然科学基金(62305172); 江苏省高校自然科学基金(23KJB430026); 南京邮电大学人才引进自然科学研究启动基金(NY223052)

Research Progress of Circularly Polarized Room-temperature Phosphorescent Materials based on Chiral Supramolecular Assembly

Yuzhou Pan, Weijie Yin, Yuxia Zhang^*()

Institute of Advanced Materials/School of Materials Science and Engineering, Nanjing University of Posts and Telecommunications, Nanjing 210000

Received:2025-01-02 Published:2025-03-24
Contact: *E-mail: iamyxzhang@njupt.edu.cn
Supported by:
National Natural Science Foundation of China(62305172); Natural Science Fund for Colleges and Universities in Jiangsu Province(23KJB430026); Natural Science Research Start-up Foundation of Recruiting Talents of Nanjing University of Posts and Telecommunications(NY223052)

Circularly polarized room-temperature phosphorescence (CP-RTP) materials have garnered significant attention due to their exceptional optical sensitivity and spatial resolution, making them highly promising for a wide array of applications, such as three-dimensional displays, anti-counterfeiting, and information storage. Generally, the polarization magnitude is quantified by the luminescence dissymmetry factor (g_lum), which has a value between －2 and 2. However, while chiral organic RTP materials often demonstrate higher luminous efficiency, they typically display remarkably low g_lum values, generally in the order of 10^-5 to 10^-3, owing to their inherently weak magnetic transition dipole moment. This limitation significantly hinders the practical application of high-performance CP-RTP materials. Therefore, enhancing the g_lum values of CP-RTP materials remains a substantial challenge. With the rapid advancement of chiral supramolecular assembly, researchers have discovered that this system can construct long-range ordered helical nanostructures by precisely regulating intermolecular interactions, such as π-π stacking and hydrogen bonding. This approach facilitates the attainment of a high g_lum value while maintaining favorable luminous efficiency. Meanwhile, the processes of chiral self-assembly or co-assembly frequently involve chiral transfer, chiral induction, and intermolecular Förster resonance energy transfer. These processes are advantageous for inducing achiral dyes to achieve CP-RTP. This dramatically simplifies the synthesis of CP-RTP materials, circumventing the often-complex and costly preparation of intrinsically chiral RTP chromophores. Consequently, chiral supramolecular assembly systems have emerged as a highly effective strategy for the development of CP-RTP materials exhibiting substantially improved g_lum values. This review comprehensively examines the influence of helical structures on the photophysical properties of chiral supramolecular assembly systems, summarizing recent progress in the design, synthesis, and application of chiral supramolecular RTP materials, with a particular focus on their exploitation in advanced information encryption and anti-counterfeiting technologies. We delve into the underlying mechanisms driving enhanced circular polarization and discuss future directions for this rapidly evolving field.

Key words: chiral supramolecular assembly, circularly polarized luminescence, room temperature phosphorescence, circular polarization luminescence dissymmetry factor, intermolecular interactions, liquid crystal

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Yuzhou Pan, Weijie Yin, Yuxia Zhang. Research Progress of Circularly Polarized Room-temperature Phosphorescent Materials based on Chiral Supramolecular Assembly[J]. Acta Chimica Sinica, 2025, 83(6): 639-654.

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Fig. & Tab. 17

Figure 1. Schematic diagrams of achieving CP-RTP emission and the glum values of recent various CP-RTP materials

Figure 2. (A) Chemical structure of LGluP (DGluP); (B) self-assembly mechanisms from nanoﬁber to nanobundle; excitation energy diagram of helical nanoﬁber (C) and nanobundle (D)[40] Reproduced with permission. Copyright 2024, Wiley-VCH.

Figure 4. (a) Host-guest complexation between Pg and aromatics allows for versatile emission behaviors and chiroptical activities; (b) chemical structures of guests[43] Reproduced with permission. Copyright 2022, American Chemical Society.

Figure 5. (a) Structures of HTB-DG/LG and a schematic of the stimuli-responsive chiral single-component sol-gel system; (b) CD spectra and (c) corresponding glum curves (λex=365 nm) for HTB-DG/LG organogels; (d) photographs of HTB-DG in gel and sol states under ambient light (top) and UV light (bottom)[51] Reproduced with permission. Copyright 2021, Royal Society of Chemistry.

Figure 6. (a) Molecular structure of L-Lys-C18, L-Lys-C14 and L-Lys-Amide-C18, which self-assembled to form nanotube, nanosheet and fiber, respectively; (b) Schematic diagram of excitation wavelength-dependent CP-RTP and multicolor CP afterglow of L-Lys-C18 [54] Reproduced with permission. Copyright 2024, American Chemical Society.

Figure 8. Schematic illustration for circularly polarized phosphorescence via chiral supramolecular polymerization of benzils and the chemical structures of (S)-1~(S)-5 and 6[58] Reproduced with permission. Copyright 2024, Wiley-VCH.

Figure 9. (a) Tridentate ligand like a fan, where the arm side occurs the rotation in one direction driven by coordination interaction and simplified network with two kinds of helix chains[60], Reproduced with permission. Copyright 2020, Wiley-VCH; (b) the molecular structures of D/L-cam, 1,1,2,2-tetra(pyridin-4-yl)ethene and guest emitters; (c) guest emitters were encapsulated into chiral pores to form the sandwich structure and proposed transfer model between guest and host[61], Reproduced with permission. Copyright 2023, Wiley-VCH

Figure 10. (a) Strategy to obtaining circularly polarized phosphorescence from superhelical co-assemblies consisting of PtN and PtBox[62], Reproduced with permission. Copyright 2019, Royal Society of Chemistry; (b) Combined bottom-up and top-down approach toward improving the CPL performance of phosphorescent Pt(II) complexes[63], Reproduced with permission. Copyright 2022, Wiley-VCH.

Figure 11. The “sergeant-soldier” effect in the chiral helical columnar phase of MJLCPs and the activation of circularly polarized fluorescence and phosphorescence[79] Reproduced with permission. Copyright 2024, American Chemical Society.

Figure 13. (a) The chemical structures of monomers, co-polymers and chiral inducer; (b) schematic diagram of co-assembly; (c) The application of effective encryption and transmission of information[83] Reproduced with permission. Copyright 2024, Elsevier.

Figure 14. (a) The chemical structures of XT-3-Br, BBXT-3-Br, BOHXT-3-Br, RM257 and Irg651; (b) the intelligent information storage device based on BOHXT-3-Br@PRM257 ﬁlm, including writing, removing and erasing of information[86] Reproduced with permission. Copyright 2024, Wiley-VCH.

Figure 15. (a) The molecular structures of RTP polymer, RM257, R811 and IRG 651[87]; (b) photographs of number patterns under the conditions of UV on, UV off without filter, UV off with L-CPF, and UV off with R-CPF[87], Reproduced with permission. Copyright 2023, Wiley-VCH; (c) chemical structures of the photo-responsive material M1[88]; (d) dynamic and reversible light control of P1-SHS-M1 film upon the irradiation of 405 nm UV by passing through different masks[88], Reproduced with permission. Copyright 2024, Wiley-VCH.

Figure 16. (a) Schematic diagram of tunable CP-RTP based on CLCEs; (b) synthesis route of CLCE; (c) 4D information encryption combining CP-RTP with dynamic reconfigurable features of CLCEs[91] Reproduced with permission. Copyright 2022, Elsevier.

Figure 17. (a) Fabrication process of hybrid film based on CNCs infiltrated with polycyclic aromatic hydrocarbon doped PMMA; (b) Schematic illustration of CNC based hybrid film pad with structural color, RTP and CP-RTP; (c) information encryption with 5 channels (structural color, phosphorescence, delayed emission with 3 s, CP-RTP with L-CPF and R-CPF) information created by 3×3 pixels’ array based on hybrid CNCs film[97] Reproduced with permission. Copyright 2024, Elsevier.

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手性超分子组装圆偏振室温磷光材料的研究进展

Research Progress of Circularly Polarized Room-temperature Phosphorescent Materials based on Chiral Supramolecular Assembly

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