Chiral Molecular Carbon Imides for Circularly Polarized Luminescence

doi:10.6023/A26050172

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Review

手性分子碳酰亚胺的圆偏振发光

赵逸伦^a, 王朝晖^b, 姜玮^a,*

^a中国科学院大学化学科学学院北京 100049;
^b清华大学化学系北京 100084

投稿日期:2026-05-21
作者简介:赵逸伦，中国科学院大学化学科学学院2025级在读博士研究生。目前研究方向为手性共轭分子材料的设计合成及其手性性质研究。
王朝晖，清华大学化学系教授，博士生导师。2005年入选中国科学院百人计划， 2012年获国家杰出青年科学基金资助，2014年获中国化学会－巴斯夫公司青年知识创新奖，2017年入选万人计划科技创新领军人才。长期从事多尺度多维度分子碳材料体系的设计合成、可控组装以及分子器件的研究工作。迄今在国际学术刊物上发表SCI收录论文200余篇。承担国家重点研发计划纳米科技专项（首席科学家）、国家自然科学基金重点项目、中国科学院先导B项目子课题、科技部国家重大研究计划子课题等。
姜玮，中国科学院大学化学科学学院教授，博士生导师。2011年博士毕业于中国科学院化学研究所，2017年入选“中国科学院青年创新促进会”会员，2021年获国家自然科学基金委优秀青年科学基金项目资助，2024年获Thieme Chemistry Journals Award。长期聚焦有机共轭分子功能材料的高效创制和功能调控开展研究工作，迄今在Acc. Chem. Res., Chem. Soc. Rev., J. Am. Chem. Soc., Angew. Chem. Int. Ed., Adv. Mater., CCS Chemistry, Sci. China Chem.等国际学术刊物上发表SCI收录论文120余篇。
基金资助:
中央高校基本科研业务费专项资金（No. E5EQ0301X2）和国家自然科学基金项目（No. 22275112）

Chiral Molecular Carbon Imides for Circularly Polarized Luminescence

Yilun Zhao^a, Zhaohui Wang^b, Wei Jiang^a,*

^aSchool of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049;
^bDepartment of Chemistry, Tsinghua University, Beijing 100084

Received:2026-05-21
Contact: * E-mail: jiangw@ucas.ac.cn
Supported by:
Fundamental Research Funds for the Central Universities (No. E5EQ0301X2), the National Natural Science Foundation of China (No. 22275112).

Circularly polarized luminescence (CPL), arising from the unequal emission of left- and right-handed circularly polarized light by chiral luminophores, has attracted increasing attention owing to its promising applications in three-dimensional displays, quantum communication, information storage and encryption, bioimaging, and advanced optoelectronic devices. Among various CPL-active materials, chiral molecular carbon imides (CMCIs), derived from rylene diimides (RDI)-based molecular carbon frameworks, have emerged as a unique class of chiral π-conjugated systems. Benefiting from their rigid aromatic skeletons, excellent photochemical stability, large molar extinction coefficients, and tunable molecular structures, CMCIs provide an attractive platform for investigating chirality generation, transmission, amplification, and regulation, while offering opportunities for the development of high-performance CPL materials. In recent years, substantial progress has been achieved in the design and synthesis of CPL-active CMCIs. Through the integration of conjugated fusion and helical distortion strategies, a variety of chiral conjugated helices have been developed, including single-strand chiral conjugated helices (ss-CCHs), double-strand chiral conjugated helices (ds-CCHs), and multiple-strand chiral conjugated helices (ms-CCHs). These systems exhibit diverse topological architectures and distinctive chiroptical properties. Continuous advances in molecular engineering such as enhancing molecular symmetry, introducing heteroatom-annulated structures and constructing multiple chiral centers, have enabled significant improvements in luminescence dissymmetry factors (g_lum), photoluminescence quantum yields (Φ_PL), and CPL brightness (B_CPL). This review systematically summarizes recent advances in CPL-active CMCIs and classifies representative systems according to their molecular topologies. The relationships between molecular structures, electronic transitions, and CPL performance are discussed in detail, with attention paid to the molecular origins of chirality generation, transmission, and amplification. Key factors governing luminescence dissymmetry factors and CPL brightness are analyzed from both structural and photophysical perspectives. Finally, the remaining challenges and future opportunities are highlighted, including the synergistic optimization of g_lum, Φ_PL, and B_CPL, the development of high-performance near-infrared CPL emitters, and the practical implementation of CMCIs in chiral photonic and optoelectronic technologies.

Key words: chirality, molecular carbon imides, circularly polarized luminescence, luminescence dissymmetry factor, photoluminescence quantum yield

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Yilun Zhao, Zhaohui Wang, Wei Jiang. Chiral Molecular Carbon Imides for Circularly Polarized Luminescence[J]. Acta Chimica Sinica, doi: 10.6023/A26050172.

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References

[1] Balthasar Mueller J. P.; Rubin N. A.; Devlin R. C.; Groever B.; Capasso, F. Phys. Rev. Lett.2017, 118, 113901.
[2] Kitzmann W. R.; Freudenthal J.; Reponen A.-P. M.; VanOrman Z. A.; Feldmann S. Adv. Mater.2023, 35, 2302279.
[3] Hu R.; Qin, W. Laser Photonics Rev.2025, 19, 2400761.
[4] Brandt J. R.; Salerno F.; Fuchter M. J.Nat. Rev. Chem. 2017, 1, 0045.
[5] Frédéric L.; Desmarchelier A.; Favereau L.; Pieters G.Adv. Funct. Mater. 2021, 31, 2010281.
[6] Han J.; Guo S.; Lu H.; Liu S.; Zhao Q.; Huang W.Adv. Opt. Mater. 2018, 6, 1800538.
[7] Yan Z.-P.; Liu T.-T.; Wu R.; Liang X.; Li Z.-Q.; Zhou L.; Zheng Y.-X.; Zuo J.-L.Adv. Funct. Mater. 2021, 31, 2103875.
[8] Song I.; Ahn J.; Ahn H.; Lee S. H.; Mei J.; Kotov N. A.; Oh J. H.Nature 2023, 617, 92.
[9] Sherson J. F.; Krauter H.; Olsson R. K.; Julsgaard B.; Hammerer K.; Cirac I.; Polzik E. S.Nature 2006, 443, 557.
[10] Xu L.; Feng Y.; Yu D.; Zheng Z.; Chen X.; Hong, W. Adv. Mater. Technol.2020, 5, 2000373.
[11] Li H.; Gu J.; Wang Z.; Wang J.; He F.; Li P.; Tao Y.; Li H.; Xie G.; Huang W.; Zheng C.; Chen R.Nat. Commun. 2022, 13, 429.
[12] Zheng H.; Li W.; Li W.; Wang X.; Tang Z.; Zhang S. X.-A.; Xu, Y.Adv. Mater. 2018, 30, 1705948.
[13] Shi Y.; Han J.; Jin X.; Miao W.; Zhang Y.; Duan P.Adv. Sci. 2022, 9, 2201565.
[14] Hassey R.; Swain E. J.; Hammer N. I.; Venkataraman D.; Barnes M. D.Science 2006, 314, 1437.
[15] Hao C.; Xu L.; Sun M.; Zhang H.; Kuang H.; Xu, C. Chem. -Eur. J.2019, 25, 12235.
[16] Yang Y.; da Costa R. C.; Fuchter M. J.; Campbell, A. J. Nat. Photon.2013, 7, 634.
[17] Zheng J.; Fu Y.; Wang J.; Zhang W.; Lu X.; Lin H.-Q.; Shao L.; Wang J.Nat. Commun. 2025, 16, 1658.
[18] Jia J.; Cao X.; Ma X.; De J.; Yao J.; Schumacher S.; Liao Q.; Fu H.Nat. Commun. 2023, 14, 31.
[19] Jin X.; Sang Y.; Shi Y.; Li Y.; Zhu X.; Duan P.; Liu M.ACS Nano 2019, 13, 2804.
[20] Zhang C.; Guan S.; Zhang Z.-M.; Wu B.-Y.; Han Z.; Zang S.-Q.Nat. Commun. 2025, 16, 6848.
[21] Yu N.; Aieta F.; Genevet P.; Kats M. A.; Gaburro Z.; Capasso F. Nano Lett.2012, 12, 6328.
[22] Zhang M.; Yuan, Z. Chin. J. Org. Chem.2026, 46, 1871 (in Chinese).
(张梦媛, 袁之敏, 有机化学,2026, 46, 1871.)
[23] Yang X.; Zheng X.; Dong L.; 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.)
[24] Richardson F. S.; Riehl, J. P. Chem. Rev.1977, 77, 773.
[25] Arrico L.; Di Bari L.; Zinna, F. Chem. -Eur. J.2021, 27, 2920.
[26] 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.
[27] Pan Y.; Yin W.; Zhang, Y. Acta Chim. Sinica.2025, 83, 639 (in Chinese).
(潘禹州, 殷炜杰, 张雨霞, 化学学报,2025, 83, 639.)
[28] Li X.; Sun, Q. Acta Chim. Sinica.2024, 82, 707 (in Chinese).
(李小贞, 孙庆福, 化学学报,2024, 82, 707.)
[29] Yang Y.; Li N.; Miao J.; Cao X.; Ying A.; Pan K.; Lv X.; Ni F.; Huang Z.; Gong S.; Yang, C. Angew. Chem. Int. Ed.2022, 61, e202202227.
[30] Li M.; Li S.-H.; Zhang D.; Cai M.; Duan L.; Fung M.-K.; Chen C.-F.Angew. Chem. Int. Ed. 2018, 57, 2889.
[31] Zu B.; Guo Y.; He, C. J. Am. Chem. Soc.2021, 143, 16302.
[32] Gon M.; Sawada R.; Morisaki Y.; Chujo Y.Macromolecules 2017, 50, 1790.
[33] Chen J.-F.; Yin X.; Wang B.; Zhang K.; Meng G.; Zhang S.; Shi Y.; Wang N.; Wang S.; Chen P.Angew. Chem. Int. Ed. 2020, 59, 11267.
[34] Morisaki Y.; Hifumi R.; Lin L.; Inoshita K.; Chujo Y.Polym. Chem. 2012, 3, 2727.
[35] Takaishi K.; Iwachido K.; Ema, T. J. Am. Chem. Soc.2020, 142, 1774.
[36] Huang W.; Fu C.; Liang Z.; Zhou K.; He Z.Angew. Chem. Int. Ed. 2022, 61, e202202977.
[37] Sánchez-Carnerero E. M.; Moreno F.; Maroto B. L.; Agarrabeitia A. R.; Ortiz M. J.; Vo B. G.; Muller G.; Moya, S. d. l. J. Am. Chem. Soc.2014, 136, 3346.
[38] Fang S.; Tong K.; Chen S.; Zhang Q.; Tong B.; Feng M.; Kong, H. Acta Chim. Sinica.2025, 83, 471 (in Chinese).
(方素琴, 童恺宁, 陈思浛, 张千峰, 童碧海, 冯敏强, 孔辉, 化学学报,2025, 83, 471.)
[39] Zhao W.-L.; Li M.; Lu H.-Y.; Chen C.-F.Chem. Commun. 2019, 55, 13793.
[40] Li J.-K.; Chen X.-Y.; Guo Y.-L.; Wang X.-C.; Sue A. C. H.; Cao X.-Y.; Wang, X.-Y. J. Am. Chem. Soc.2021, 143, 17958.
[41] Nakamura K.; Furumi S.; Takeuchi M.; Shibuya T.; Tanaka, K. J. Am. Chem. Soc.2014, 136, 5555.
[42] Sun C.; Xue Y.; Chen, P. Chin. J. Org. Chem.2025, 45, 4048 (in Chinese).
(孙翠萍, 薛雨婷, 陈磅宽, 有机化学,2025, 45, 4048.)
[43] Sato S.; Yoshii A.; Takahashi S.; Furumi S.; Takeuchi M.; Isobe, H. Proc. Natl. Acad. Sci. U.S.A.2017, 114, 13097.
[44] Wang J.; Zhuang G.; Chen M.; Lu D.; Li Z.; Huang Q.; Jia H.; Cui S.; Shao X.; Yang S.; Du P.Angew. Chem. Int. Ed. 2020, 59, 1619.
[45] Li G.; Mao L.-L.; Gao J.-N.; Shi X.; Huo Z.-Y.; Yang J.; Zhou W.; Li H.; Yang H.-B.; Tung C.-H.; Wu L.-Z.; Cong H.Angew. Chem. Int. Ed. 2025, 64, e202419435.
[46] Huang C.; Barlow S.; Marder, S. R. J. Org. Chem.2011, 76, 2386.
[47] Al Kobaisi M.; Bhosale S. V.; Latham K.; Raynor A. M.; Bhosale, S. V. Chem. Rev.2016, 116, 11685.
[48] Bhosale S. V.;Al Kobaisi, M.; Jadhav, R. W.; Morajkar, P. P.; Jones, L. A.; George, S.Chem. Soc. Rev. 2021, 50, 9845.
[49] Nowak-Król A.; Würthner, F. Org. Chem. Front.2019, 6, 1272.
[50] Holtrup F. O.; Müller G. R. J.; Quante H.; De Feyter S.; De Schryver F. C.; Müllen, K. Chem. -Eur. J.1997, 3, 219.
[51] Ghosh C.; Samanta S. K.Small, n/a, e11895.
[52] Oh J. H.; Lee W.-Y.; Noe T.; Chen W.-C.; Könemann M.; Bao, Z. J. Am. Chem. Soc.2011, 133, 4204.
[53] Xue N.; Chen K.; Liu G.; Wang Z.; Jiang W.Small 2024, 20, 2307875.
[54] Liu C.; Zhang S.; Li J.; Wei J.; Müllen K.; Yin M.Angew. Chem. Int. Ed. 2019, 58, 1638.
[55] Jiang W.; Wang, Z. J. Am. Chem. Soc.2022, 144, 14976.
[56] Zhang Y.; Liu Y.; Jiang W.; Wang, Z. Acc. Mater. Res.2025, 6, 158.
[57] Rickhaus M.; Mayor M.; Juríček, M. Chem. Soc. Rev.2016, 45, 1542.
[58] Tian X.; Shoyama K.; Mahlmeister B.; Brust F.; Stolte M.; Würthner, F. J. Am. Chem. Soc.2023, 145, 9886.
[59] Liu B.; Böckmann M.; Jiang W.; Doltsinis N. L.; Wang, Z. J. Am. Chem. Soc.2020, 142, 7092.
[60] Bræstrup C.; Xiao X.; García-González F.; Brock-Nannestad T.; Aranda D.; Bao S. T.; Cavlovic D.; Jiang H.; Ng F.; Nuckolls C.; Santoro F.; Pittelkow, M. Adv. Opt. Mater.2025, 13, 2403061.
[61] Zhen Y.; Yue W.; Li Y.; Jiang W.; Di Motta S.; Di Donato E.; Negri F.; Ye S.; Wang Z. Chem. Commun.2010, 46, 6078.
[62] Jiang W.; Xiao C.; Hao L.; Wang Z.; Ceymann H.; Lambert C.; DiβMotta S.; Negri, F. Chem. -Eur. J.2012, 18, 6764.
[63] Liu Y.; Ma Z.; Wang Z.; Jiang, W. J. Am. Chem. Soc.2022, 144, 11397.
[64] Ma Z.; Sun Q.; Zhou J.; Liu Y.; Shuai Z.; Wang Z.; Jiang, W. ACS Mater. Lett.2023, 5, 450.
[65] Liu Y.; Li Z.; Wang M.-W.; Chan J.; Liu G.; Wang Z.; Jiang, W. J. Am. Chem. Soc.2024, 146, 5295.
[66] Chen K.; Liu Y.; Wang Z.; Hu S.; Zhao Y.; Wang W.; Liu G.; Wang Z.; Jiang, W. J. Am. Chem. Soc.2024, 146, 13499.
[67] Meng D.; Fu H.; Xiao C.; Meng X.; Winands T.; Ma W.; Wei W.; Fan B.; Huo L.; Doltsinis N. L.; Li Y.; Sun Y.; Wang, Z. J. Am. Chem. Soc.2016, 138, 10184.
[68] Ma Z.; Winands T.; Liang N.; Meng D.; Jiang W.; Doltsinis N. L.; Wang, Z. Sci. China Chem.2020, 63, 208.
[69] Meng D.; Liu G.; Xiao C.; Shi Y.; Zhang L.; Jiang L.; Baldridge K. K.; Li Y.; Siegel J. S.; Wang, Z. J. Am. Chem. Soc.2019, 141, 5402.
[70] Wu Y.; Liu Y.; Jiang W.; Wang, Z. Sci. China Chem.2023, 66, 2400.
[71] Zhao Y.; Liu Z.; Wen X.; Chen K.; Liu G.; Wang Z.; Jiang, W. Angew. Chem. Int. Ed.2025, 64, e202507891.
[72] Chen K.; Chen X.; Hu K.; Zhao Y.; Liu Y.; Liu G.; Chen J.; Jiang W.; Shuai Z.; Qu, D.-H. Wang, Z. Sci. China Chem.2024, 67, 1324.

手性分子碳酰亚胺的圆偏振发光

Chiral Molecular Carbon Imides for Circularly Polarized Luminescence

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