多功能圆偏振发光有机小分子

doi:10.6023/cjoc202510014

摘要/Abstract

圆偏振发光材料在3D显示等领域展现出广阔的应用前景,近年来备受关注。其中,有机小分子因其结构与性质关系明确等优势,成为构建圆偏振发光材料的重要体系。与此同时,室温磷光及热活化延迟荧光材料可有效利用三重态激子,聚集诱导发光材料则能避免聚集诱导淬灭现象,因此,具有室温磷光、热活化延迟荧光、聚集诱导发光性质的多功能圆偏振发光材料,不仅显著提升了光学性能与器件效率,也极大拓宽了其应用范围。本文首先简要介绍圆偏振发光有机小分子的基本概念,进而重点探究了多功能圆偏振发光有机小分子的设计策略、光学性质及器件性能,最后总结并展望了该类材料当前面临的挑战及未来的研究方向。

关键词: 圆偏振发光, 室温磷光, 热活化延迟荧光, 聚集诱导发光, 有机小分子

Circularly polarized luminescence (CPL) materials have attracted significant research interest in recent years due to their promising applications in areas such as 3D displays, etc. Among various material systems, small organic molecules have emerged as a pivotal platform for constructing CPL-active materials, owing to their well-defined structure-property relationships. Meanwhile, room-temperature phosphorescence (RTP) and thermally activated delayed fluorescence (TADF) materials can effectively utilize triplet excitons, while aggregation-induced emission (AIE) materials suppress the aggregation-caused quenching (ACQ) common to traditional fluorophores. Consequently, the integration of RTP, TADF, and AIE functionalities into CPL materials has not only substantially enhanced their optical and device performance but also significantly broadened their application scope. This article begins with a brief introduction to CPL small organic molecules, then focuses on the design strategies, optical properties, and device performance of such multifunctional CPL systems. Finally, it concludes by summarizing the current challenges and future research directions in this field.

Key words: circularly polarized luminescence, room-temperature phosphorescence, thermally activated delayed fluorescence, aggregation-induced emission, small organic molecules

引用此文

张梦媛, 袁之敏. 多功能圆偏振发光有机小分子[J]. 有机化学, doi: 10.6023/cjoc202510014.

Zhang Mengyuan, Yuan Zhimin. Multifunctional Circularly Polarized Luminescence of Small Organic Molecules[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202510014.

导出引用 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

分享此文

参考文献

[1] Richardson F. S.; Riehl, J. P. Chem. Rev.1977, 77, 773.
[2] Wang M.; Zhao, C. H. Chem. Rec.2022, 22, e202100199.
[3] Xu L.; Liu H.; Peng X.; Shen P.; Tang B. Z.; Zhao, Z. Angew. Chem. Int. Ed.2023, 62, e202300492.
[4] Gong, Z.-L.; Zhu, X.; Zhou, Z.; Zhang, S.-W.; Yang, D.; Zhao, B.; Zhang, Y.-P.; Deng, J.; Cheng, Y.; Zheng, Y.-X.; Zang, S.-Q.; Kuang, H.; Duan, P.; Yuan, M.; Chen, C.-F.; Zhao, Y. S.; Zhong, Y.-W.; Tang, B. Z.; Liu, M.Sci. China Chem. 2021, 64, 2060.
[5] Lin S.; Tang Y.; Kang W.; Bisoyi H. K.; Guo J.; Li Q. Nat. Commun.2023, 14, 3005.
[6] Zhang Y.; Sun Y.; Ren X.; Hu J.; Yu H.; Liu J.; Huang H.; Han, J. Angew. Chem. Int. Ed.2025, 64, e202416221.
[7] Ai Y.; Fei Y.; Shu Z.; Zhu Y.; Liu J.; Li, Y. Chem. Eng. J.2022, 450, 138390.
[8] Sang Y.; Han J.; Zhao T.; Duan P.; Liu M. Adv. Mater.2020, 32, 1900110.
[9] Chen X. M.; Zhang S.; Chen X.; Li Q. ChemPhotoChem2022, 6, e202100256.
[10] Zinna F.; Di Bari L. Chirality2015, 27, 1.
[11] Zhang T.; Zhang Y.; He Z.; Yang T.; Hu X.; Zhu T.; Zhang Y.; Tang Y.; Jiao, J. Chem. - Asian J.2024, 19, e202400049.
[12] Arrico L.; Di Bari L.; Zinna, F. Chem. Eur. J.2021, 27, 2920.
[13] Kubo H.; Hirose T.; Nakashima T.; Kawai T.; Hasegawa J.-y.; Matsuda, K. J. Phys. Chem. Lett.2021, 12, 686.
[14] Zhang J.; Dai L.; Webster A. M.; Chan W. T. K.; Mackenzie L. E.; Pal R.; Cobb S. L.; Law, G. L. Angew. Chem. Int. Ed.2021, 60, 1004.
[15] Thakur D.; Vaidyanathan, S. J. Mater. Chem. C2025, 13, 9410.
[16] Zhong H.; Zhao B.; Deng, J. Adv. Optical Mater.2023, 11, 2202787.
[17] Yu J. X.; Duan B. H.; Chen Z.; Liu N.; Wu Z. Q. ChemPlusChem2024, 89, e202300481.
[18] Wang W.; Wang Z.; Sun D.; Li S.; Deng Q.; Xin X. Nanomaterials2022, 12, 424.
[19] Liu B.-H.; Zong Y.; Liu N.; Wu, Z.-Q. Sci. China Chem.2024, 67, 3247.
[20] Sang Y.; Yang D.; Duan P.; Liu M. Chem. Commun.2019, 55, 11135.
[21] Chen J.-F.; Gao Q.-X.; Yao H.; Shi B.; Zhang Y.-M.; Wei T.-B.; Lin Q. Chem. Commun.2024, 60, 6728.
[22] Li M.; Lin W.-B.; Fang L.; Chen, C.-F. Acta Chim. Sinica2017, 75, 1150 (in Chinese). (李猛, 林伟彬, 房蕾, 陈传峰, 化学学报, 2017, 75, 1150.)
[23] Cao H.; Gao Z.; Yan X.; Li H.; Tao Y. Prog. Chem.2025, 37, 949 (in Chinese). (曹恒昱, 高之胜, 闫馨, 李欢欢, 陶冶, 化学进展, 2025, 37, 949.)
[24] Yang X.; Zheng X.; Dong H.; Sun J.; Wang, H. Chin. J. Org. Chem.2023, 43, 1292 (in Chinese). (杨晓东, 郑小康, 董海亮, 孙静, 王华, 有机化学, 2023, 43, 1292.)
[25] Zou X.; Gan N.; Gao Y.; Gu L.; Huang, W. Angew. Chem. Int. Ed.2025, 64, e202417906.
[26] Yu, L.; Xue, P.; Li, H.; Tao, Y.; Chen, R.; Huang, W. Prog. Chem. 2022, 34, 1996 (in Chinese). (于兰, 薛沛然, 李欢欢, 陶冶, 陈润锋, 黄维, 化学进展, 2022, 34, 1996.)
[27] Hu M.; Feng H.-T.; Yuan Y.-X.; Zheng Y.-S.; Tang, B. Z. Coord. Chem. Rev.2020, 416, 213329.
[28] C P K. P.; Naveen K. R.; Hur, J. Mater. Chem. Front.2024, 8, 769.
[29] Baldo M. A.; O’Brien D. F.; You Y.; Shoustikov A.; Sibley S.; Thompson M. E.; Forrest S. R. Nature1998, 395, 151.
[30] Gu L.; Shi H.; Gu M.; Ling K.; Ma H.; Cai S.; Song L.; Ma C.; Li H.; Xing G.; Hang X.; Li J.; Gao Y.; Yao W.; Shuai Z.; An Z.; Liu X.; Huang, W. Angew. Chem. Int. Ed.2018, 57, 8425.
[31] Stanitska M.; Volyniuk D.; Minaev B.; Agren H.; Grazulevicius, J. V. J. Mater. Chem. C2024, 12, 2662.
[32] Higginbotham H. F.; Okazaki M.; de Silva P.; Minakata S.; Takeda Y.; Data, P. ACS Appl. Mater. Interfaces2021, 13, 2899.
[33] Godumala M.; Kumar A. V.; Chandrasekar, R. J. Mater. Chem. C2021, 9, 14115.
[34] Liu J.; Zhou X.; Tang X.; Tang Y.; Wu J.; Song Z.; Jiang H.; Ma Y.; Li B.; Lu Y.; Li, Q. Adv. Funct. Mater.2025, 35, 2414086.
[35] Patil Y.; Demangeat C.; Favereau L. Chirality2023, 35, 390.
[36] Watanabe, T.; Hirata, S.US 20100328412, 2010.
[37] Hirata S.; Totani K.; Zhang J.; Yamashita T.; Kaji H.; Marder S. R.; Watanabe T.; Adachi, C. Adv. Funct. Mater.2013, 23, 3386.
[38] Hirata S.; Vacha, M. J. Phys. Chem. Lett.2016, 7, 1539.
[39] Huang W.; Fu C.; Liang Z.; Zhou K.; He, Z. Angew. Chem. Int. Ed.2022, 61, e202202977.
[40] Li H.; Li H.; Wang W.; Tao Y.; Wang S.; Yang Q.; Jiang Y.; Zheng C.; Huang W.; Chen, R. Angew. Chem. Int. Ed.2020, 59, 4756.
[41] Yu L.; Gao Z.; Cheng H.; Yan X.; Cao H.; Guo G.; Li H.; Li P.; Chen R.; Tao Y. Small2023, 19, 2303579.
[42] Liang X.; Liu T. T.; Yan Z. P.; Zhou Y.; Su J.; Luo X. F.; Wu Z. G.; Wang Y.; Zheng Y. X.; Zuo, J. L. Angew. Chem. Int. Ed.2019, 58, 17220.
[43] Liu D.; Wang W.-J.; Alam P.; Yang Z.; Wu K.; Zhu L.; Xiong Y.; Chang S.; Liu Y.; Wu B.; Wu Q.; Qiu Z.; Zhao Z.; Tang, B. Z. Nat. Photon.2024, 18, 1276.
[44] Frédéric L.; Desmarchelier A.; Favereau L.; Pieters, G. Adv. Funct. Mater.2021, 31, 2010281.
[45] Konidena R. K.; Lee, J. Y. Chem. Rec.2019, 19, 1499.
[46] Cole C. M.; Yambem, S. D. Adv. Optical Mater.2025, 13, 2402019.
[47] Li M.; Chen, C.-F. Org. Chem. Front.2022, 9, 6441.
[48] Imagawa T.; Hirata S.; Totani K.; Watanabe T.; Vacha M. Chem. Commun.2015, 51, 13268.
[49] Wang Y.; Lv Z.-Y.; Chen Z.-X.; Xing S.; Huo Z.-Z.; Hong X.-F.; Yuan L.; Li W.; Zheng Y.-X. Mater. Horiz.2024, 11, 4722.
[50] Xiao X.; Huo Z.-Z.; Yang B.; Chen Z.-J.; Yuan L.; Li C.-H.; Zheng, Y.-X. Sci. China Chem.2025, 68, 4224.
[51] Wang X. Z.; Xing S.; Xiao X.; Yuan L.; Hou Z. Y.; Zheng, Y. X. Adv. Funct. Mater.2025, 35, 2412044.
[52] Su N.; Wang J.; Yang Y.; Yan Z.; Zhou L.; Zheng Y. X.; Ding, J. Angew. Chem. Int. Ed.2025, 64, e202512717.
[53] Tong J.; Wang P.; Liao X. J.; Wang Y.; Zheng Y. X.; Pan, Y. Adv. Optical Mater.2024, 12, 2302730.
[54] Zhang M. Y.; Li Z. Y.; Lu B.; Wang Y.; Ma Y. D.; Zhao, C. H. Org. Lett.2018, 20, 6868.
[55] Yan, Z.; Lin, J.; Chen, Q.; Zhuang, X.; Yuan, L.; Li, Z.; Wang, Z.; Zheng, Y. X.; Wang, Y.; Bi, H.Adv. Mater. 2025, e11230.
[56] Yan Z. P.; Yuan L.; Zhang Y.; Mao M. X.; Liao X. J.; Ni H. X.; Wang Z. H.; An Z.; Zheng Y. X.; Zuo, J. L. Adv. Mater.2022, 34, 2204253.
[57] Sun Y.; Wang H.; Liu S.; Lu X.; Feng Z.; Zhong D.; Jia D.; Yang X.; Su B.; Sun Y.; Jiao B.; Zhou, G. The Innovation Materials2023, 1, 100028.
[58] Guo W. C.; Zhao W. L.; Tan K. K.; Li M.; Chen, C. F. Angew. Chem. Int. Ed.2024, 63, e202401835.
[59] Luo, J.; Xie, Z.; Lam, J. W. Y.; Cheng, L.; Tang, B. Z.; Chen, H.; Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.Chem. Commun. 2001, 1740.
[60] Zhu F. Y.; Mei L. J.; Tian R.; Li C.; Wang Y. L.; Xiang S. L.; Zhu M. Q.; Tang, B. Z. Chem. Soc. Rev.2024, 53, 3350.
[61] Mei J.; Leung N. L.; Kwok R. T.; Lam J. W.; Tang, B. Z. Chem. Rev.2015, 115, 11718.
[62] Granchak V. M.; Sakhno T. V.; Korotkova I. V.; Sakhno Y. E.; Kuchmy, S. Y. Theor. Exp. Chem.2018, 54, 147.
[63] Yan J. M.; Qin A. J.; Sun J. Z.; Tang, B. Z. Chinese Sci. Bull.2010, 55, 1206 (in Chinese). (闫继明, 秦安军, 孙景志, 唐本忠, 科学通报, 2010, 55, 1206.)
[64] Yu M.; Huang R.; Guo J.; Zhao Z.; Tang B. Z. PhotoniX2020, 1, 11.
[65] Tu Y.; Zhao Z.; Lam J. W. Y.; Tang, B. Z. Natl. Sci. Rev.2021, 8, nwaa260.
[66] Leung N. L.; Xie N.; Yuan W.; Liu Y.; Wu Q.; Peng Q.; Miao Q.; Lam J. W.; Tang, B. Z. Chem. Eur. J.2014, 20, 15349.
[67] Chen Y.; Zhang W.; Zhao Z.; Cai Y.; Gong J.; Kwok R. T. K.; Lam J. W. Y.; Sung H. H. Y.; Williams I. D.; Tang, B. Z. Angew. Chem. Int. Ed.2018, 57, 5011.
[68] Feng H. T.; Yuan Y. X.; Xiong J. B.; Zheng Y. S.; Tang, B. Z. Chem. Soc. Rev.2018, 47, 7452.
[69] La D. D.; Bhosale S. V.; Jones L. A.; Bhosale, S. V. ACS Appl. Mater. Interfaces2018, 10, 12189.
[70] Wang M.; Zhang G.; Zhang D.; Zhu D.; Tang, B. Z. J. Mater. Chem.2010, 20, 1858.
[71] Xiong J. B.; Feng H. T.; Sun J. P.; Xie W. Z.; Yang D.; Liu M.; Zheng, Y. S. J. Am. Chem. Soc.2016, 138, 11469.
[72] Liu J.; He T.; Gong Z. L.; Liang N.; Feng Y.; Long G.; Zhong Y. W.; Yao, C. J. Adv. Optical Mater.2024, 12, 2302486.
[73] Feng H.; Pu J.; Wang S.; Jiang S.; Yang W.; Cao D.; Feng Y.-S. Dyes Pigments2023, 217, 111422.
[74] Li M.; Wang Y. F.; Zhang D.; Duan L.; Chen, C. F. Angew. Chem. Int. Ed.2020, 59, 3500.
[75] Zhou L.; Ni F.; Li N.; Wang K.; Xie G.; Yang, C. Angew. Chem. Int. Ed.2022, 61, e202203844.
[76] Liang N.; Liu J.; Lin Y.; Xie Z.; Cui B. B.; Gong Z. L.; Gan Q.; Zhong Y. W.; Feng Y.; Yao, C. J. Adv. Optical Mater.2024, 12, 2303155.
[77] Zeng L.; Guo C. H.; Li C.; Deng Z.; Lu Y.; Lu L.; Meng P.; Sun S.; Qiu Z.; Li M.; Xiong Y.; Zhao Z.; Chen C. F.; Tang B. Z. Aggregate2025, 6, e70069.