Citation: Chaoyang Wang, Tao Jiang, Xiang Ma. Circularly polarized luminescence induced by excimer based on pyrene-modified binaphthol[J]. Chinese Chemical Letters, ;2020, 31(11): 2921-2924. doi: 10.1016/j.cclet.2020.03.021 shu

Circularly polarized luminescence induced by excimer based on pyrene-modified binaphthol

Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China

maxiang@ecust.edu.cn

Received Date: 4 February 2020
Revised Date: 6 March 2020
Accepted Date: 6 March 2020
Available Online: 7 March 2020

Figures(4)

A new chiral bromobinaphthol-pyrene compound was developed to achieve a green circularly polarized luminescence (CPL) from its excimer with a dissymmetry factor (|g_lum|) value of 4.3×10^-3 and a high quantum yield Φ_{F, solid} up to 55.9%, while no CPL signals could be observed for the blue luminescence from unimolecule. Meanwhile, reversal CPL signals can be observed from both concentrated solution and solid.
- Chirality,
- Excimer,
- Circularly polarized luminescence,
- Aggregated induced emission,
- Binaphthol
1. [1]
  J.Y. Zhu, C.X. Li, P.Z. Chen, et al., Mater. Chem. Front. 4(2020) 176-181. doi: 10.1039/C9QM00518H
2. [2]
  H. Chen, X. Yao, X. Ma, H. Tian, Adv. Opt. Mater. 4(2016) 1397-1401. doi: 10.1002/adom.201600427
3. [3]
  P.Z. Chen, Y.X. Weng, L.Y. Niu, et al., Angew. Chem. Int. Ed. 55(2016) 2759-2763. doi: 10.1002/anie.201510503
4. [4]
  N. Liu, P.Z. Chen, J.X. Wang, et al., Chin. Chem. Lett. 30(2019) 1939-1941. doi: 10.1016/j.cclet.2019.04.058
5. [5]
  D. Yan, D.G. Evans, Mater. Horiz. 1(2014) 46-57. doi: 10.1039/C3MH00023K
6. [6]
  X. Yang, X. Lin, Y. Zhao, Y.S. Zhao, D. Yan, Angew. Chem. Int. Ed. 56(2017) 7853-7857. doi: 10.1002/anie.201703917
7. [7]
  Q. Xiong, C. Xu, N. Jiao, et al., Chin. Chem. Lett. 30(2019) 1387-1389. doi: 10.1016/j.cclet.2019.04.010
8. [8]
  R.D. Richardson, M.G.J. Baud, C.E. Weston, et al., Chem. Sci. 6(2015) 3853-3862. doi: 10.1039/C4SC03897E
9. [9]
  Y. Zhang, X.Y. Wu, J. Han, Chin. Chem. Lett. 30(2019) 1519-1522. doi: 10.1016/j.cclet.2019.04.042
10. [10]
  J. Yuasa, T. Ohno, H. Tsumatori, et al., Chem. Commun. 49(2013) 4604-4606. doi: 10.1039/c3cc40331a
11. [11]
  H.T. Feng, X. Gu, J.W.Y. Lam, Y.S. Zheng, B.Z. Tang, J. Mater. Chem. C. 6(2018) 8934-8940. doi: 10.1039/C8TC02504E
12. [12]
  Z.G. Wu, H.B. Han, Z.P. Yan, et al., Adv. Mater. 31(2019)1900524. doi: 10.1002/adma.201900524
13. [13]
  Z. Ma, T. Winands, N. Liang, et al., Sci. China Chem. 63(2019) 208-214.
14. [14]
  Z.P. Yan, X.F. Luo, W.Q. Liu, et al., Chem. Eur. J. 25(2019) 5672-5676. doi: 10.1002/chem.201900955
15. [15]
  X. Jin, Y. Jiang, P. Duan, M. Liu, D. Yang, Chem. Commun. 54(2018) 4513-4516. doi: 10.1039/C8CC00893K
16. [16]
  X. Ma, J. Wang, H. Tian, Acc. Chem. Res. 52(2019) 738-748. doi: 10.1021/acs.accounts.8b00620
17. [17]
  X. Qin, J. Han, D. Yang, et al., Chin. Chem. Lett. 30(2019) 1923-1926. doi: 10.1016/j.cclet.2019.04.035
18. [18]
  Y. Sang, J. Han, T. Zhao, P. Duan, M. Liu, Adv. Mater. 31(2019) 1900110.
19. [19]
  B. Lu, S. Liu, D. Yan, Chin. Chem. Lett. 30(2019) 1908-1922. doi: 10.1016/j.cclet.2019.09.012
20. [20]
  Y. Lu, Y. Tang, H. Lin, et al., Chin. Chem. Lett. 29(2018) 1541-1543. doi: 10.1016/j.cclet.2017.12.021
21. [21]
  Y. Wang, X. Li, L. Yang, et al., Mater. Chem. Front. 2(2018) 554-558. doi: 10.1039/C7QM00560A
22. [22]
  F. Song, Z. Xu, Q. Zhang, et al., Adv. Funct. Mater. 28(2018) 1800051. doi: 10.1002/adfm.201800051
23. [23]
  X. Li, Q. Li, Y. Wang, et al., Chem. Eur. J. 24(2018) 12607-12612. doi: 10.1002/chem.201801186
24. [24]
  L. Ji, Q. He, D. Niu, et al., Chem. Commun. 55(2019) 11747-11750. doi: 10.1039/C9CC06305F
25. [25]
  C. Xu, L. Xu, X. Ma, Chin. Chem. Lett. 29(2018) 970-972. doi: 10.1016/j.cclet.2017.11.045
26. [26]
  J. Han, D. Yang, X. Jin, et al., Angew. Chem. Int. Ed. 58(2019) 7013-7019. doi: 10.1002/anie.201902090
27. [27]
  Z. Jiang, X. Wang, J. Ma, Z. Liu, Sci. China Chem. 62(2019) 355-362. doi: 10.1007/s11426-018-9385-7
28. [28]
  J. Li, C. Yang, C. Huang, Y. Wan, W.Y. Lai, Tetrahedron Lett. 57(2016) 1256-1260. doi: 10.1016/j.tetlet.2016.02.015
29. [29]
  K. Takaishi, M. Yasui, T. Ema, J. Am. Chem. Soc. 140(2018) 5334-5338. doi: 10.1021/jacs.8b01860
30. [30]
  Q.W. Zhang, D. Li, X. Li, et al., J. Am. Chem. Soc. 138(2016) 13541-13550. doi: 10.1021/jacs.6b04776
31. [31]
  C. Gao, S. Silvi, X. Ma, et al., Chem. Commun. 48(2012) 7577-7579. doi: 10.1039/c2cc33601d
32. [32]
  K. Takaishi, K. Iwachido, R. Takehana, M. Uchiyama, T. Ema, J. Am. Chem. Soc. 141(2019) 6185-6190. doi: 10.1021/jacs.9b02582
33. [33]
  K. Takaishi, R. Takehana, T. Ema, Chem. Commun. 54(2018) 1449-1452. doi: 10.1039/C7CC09187G
34. [34]
  Y. Ohishi, M. Inouye, Tetrahedron Lett. 60(2019) 151232. doi: 10.1016/j.tetlet.2019.151232
35. [35]
  S. Reiter, M.K. Roos, R. Vivie-Riedle, ChemPhotoChem 3(2019) 881-888. doi: 10.1002/cptc.201900096
36. [36]
  Y. Wang, Y. Li, S. Liu, et al., Macromolecules 49(2016) 5444-5451. doi: 10.1021/acs.macromol.6b00883
37. [37]
  S. Ito, K. Ikeda, S. Nakanishi, Y. Imai, M. Asami, Chem. Commun. 53(2017) 6323-6326. doi: 10.1039/C7CC01351E
38. [38]
  D. Kaji, S. Ikeda, K. Takamura, et al., Chem. Lett. 48(2019) 874-876. doi: 10.1246/cl.190246
39. [39]
  Y. Sheng, D. Shen, W. Zhang, et al., Chem. Eur. J. 21(2015) 13196-13200. doi: 10.1002/chem.201502193
1. [1]
  Zhao-Xia Lian , Xue-Zhi Wang , Chuang-Wei Zhou , Jiayu Li , Ming-De Li , Xiao-Ping Zhou , Dan Li . Producing circularly polarized luminescence by radiative energy transfer from achiral metal-organic cage to chiral organic molecules. Chinese Chemical Letters, 2024, 35(8): 109063-. doi: 10.1016/j.cclet.2023.109063
2. [2]
  Yuanpeng Ye , Longfei Yao , Guofeng Liu . Engineering circularly polarized luminescence through symmetry manipulation in achiral tetraphenylpyrazine structures. Chinese Journal of Structural Chemistry, 2025, 44(2): 100460-100460. doi: 10.1016/j.cjsc.2024.100460
3. [3]
  Yang Li , Yihan Chen , Jiaxin Luo , Qihuan Li , Yiwu Quan , Yixiang Cheng . Enhanced circularly polarized luminescence emission promoted by achiral dichroic oligomers of F8BT in cholesteric liquid crystal. Chinese Chemical Letters, 2024, 35(11): 109864-. doi: 10.1016/j.cclet.2024.109864
4. [4]
  Wenying Cui , Zhetong Jin , Wentao Fu , Chengshuo Shen . Flag-hinge-like highly luminescent chiral nanographenes with twist geometry. Chinese Chemical Letters, 2024, 35(11): 109667-. doi: 10.1016/j.cclet.2024.109667
5. [5]
  Yongjing Deng , Feiyang Li , Zijian Zhou , Mengzhu Wang , Yongkang Zhu , Jianwei Zhao , Shujuan Liu , Qiang Zhao . Chiral induction and Sb³⁺ doping in indium halides to trigger second harmonic generation and circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(8): 109085-. doi: 10.1016/j.cclet.2023.109085
6. [6]
  Xue-Zhi Wang , Yi-Tong Liu , Chuang-Wei Zhou , Bei Wang , Dong Luo , Mo Xie , Meng-Ying Sun , Yong-Liang Huang , Jie Luo , Yan Wu , Shuixing Zhang , Xiao-Ping Zhou , Dan Li . Amplified circularly polarized luminescence of chiral metal-organic frameworks via post-synthetic installing pillars. Chinese Chemical Letters, 2024, 35(10): 109380-. doi: 10.1016/j.cclet.2023.109380
7. [7]
  Xiang Wang , Qingping Song , Zixiang He , Gong Zhang , Tengfei Miao , Xiaoxiao Cheng , Wei Zhang . Constructing diverse switchable circularly polarized luminescence via a single azobenzene polymer film. Chinese Chemical Letters, 2025, 36(1): 110047-. doi: 10.1016/j.cclet.2024.110047
8. [8]
  Genlin Sun , Yachun Luo , Zhihong Yan , Hongdeng Qiu , Weiyang Tang . Chiral metal-organic frameworks-based materials for chromatographic enantioseparation. Chinese Chemical Letters, 2024, 35(12): 109787-. doi: 10.1016/j.cclet.2024.109787
9. [9]
  Teng-Yu Huang , Junliang Sun , De-Xian Wang , Qi-Qiang Wang . Recent progress in chiral zeolites: Structure, synthesis, characterization and applications. Chinese Chemical Letters, 2024, 35(12): 109758-. doi: 10.1016/j.cclet.2024.109758
10. [10]
  Yi Zhou , Wei Zhang , Rong Fu , Jiaxin Dong , Yuxuan Liu , Zihang Song , Han Han , Kang Cai . Self-assembly of two pairs of homochiral M₂L₄ coordination capsules with varied confined space using Tröger's base ligands. Chinese Chemical Letters, 2025, 36(2): 109865-. doi: 10.1016/j.cclet.2024.109865
11. [11]
  Jiawei Li , Cheng Chen , Mingyan Wu . Donor-acceptor type organic cocrystals for deep-red circularly polarized luminescence and two-photon excited emission. Chinese Journal of Structural Chemistry, 2025, 44(3): 100513-100513. doi: 10.1016/j.cjsc.2025.100513
12. [12]
  Junying Zhang , Ruochen Li , Haihua Wang , Wenbing Kang , Xing-Dong Xu . Photo-induced tunable luminescence from an aggregated amphiphilic ethylene-pyrene derivative in aqueous media. Chinese Chemical Letters, 2024, 35(6): 109216-. doi: 10.1016/j.cclet.2023.109216
13. [13]
  Sifan Du , Yuan Wang , Fulin Wang , Tianyu Wang , Li Zhang , Minghua Liu . Evolution of hollow nanosphere to microtube in the self-assembly of chiral dansyl derivatives and inversed circularly polarized luminescence. Chinese Chemical Letters, 2024, 35(7): 109256-. doi: 10.1016/j.cclet.2023.109256
14. [14]
  Yiming Yang , Lichao Sun , Qingfeng Zhang . Plasmonic nanocrystals with intrinsic chirality: Biomolecule-directed synthesis and applications. Chinese Journal of Structural Chemistry, 2025, 44(1): 100467-100467. doi: 10.1016/j.cjsc.2024.100467
15. [15]
  Wenkai Chen , Yunjia Shen , Xiangmeng Kong , Yanli Zeng . Quantum Chemistry Calculation of Key Physical Quantity in Circularly Polarized Luminescence: Introducing an Exploratory Computational Chemistry Experiment. University Chemistry, 2025, 40(3): 83-91. doi: 10.12461/PKU.DXHX202405018
16. [16]
  Shuo Li , Qianfa Liu , Lijun Mao , Xin Zhang , Chunju Li , Da Ma . Benzothiadiazole-based water-soluble macrocycle: Synthesis, aggregation-induced emission and selective detection of spermine. Chinese Chemical Letters, 2024, 35(11): 109791-. doi: 10.1016/j.cclet.2024.109791
17. [17]
  Pengfei Li , Chulin Qu , Fan Wu , Hu Gao , Chengyan Zhao , Yue Zhao , Zhen Shen . Robust free-base and metalated corrole radicals with reduction-induced emission. Chinese Chemical Letters, 2025, 36(2): 110292-. doi: 10.1016/j.cclet.2024.110292
18. [18]
  Rui Cheng , Xin Huang , Tingting Zhang , Jiazhuang Guo , Jian Yu , Su Chen . Solid superacid catalysts promote high-performance carbon dots with narrow-band fluorescence emission for luminescence solar concentrators. Chinese Chemical Letters, 2024, 35(8): 109278-. doi: 10.1016/j.cclet.2023.109278
19. [19]
  Jiayuan Liang , Xin Mi , Songhao Guo , Hui Luo , Kejun Bu , Tonghuan Fu , Menglin Duan , Yang Wang , Qingyang Hu , Rengen Xiong , Peng Qin , Fuqiang Huang , Xujie Lü . Pressure-induced emission in 0D metal halide (EATMP)SbBr5 by regulating exciton-phonon coupling. Chinese Journal of Structural Chemistry, 2024, 43(7): 100333-100333. doi: 10.1016/j.cjsc.2024.100333
20. [20]
  Jun-Jie Fang , Zheng Liu , Yun-Peng Xie , Xing Lu . Superatomic Ag₅₈ nanoclusters incorporating a [MS₄@Ag₁₂]²⁺ (M = Mo or W) kernel show aggregation-induced emission. Chinese Chemical Letters, 2024, 35(10): 109345-. doi: 10.1016/j.cclet.2023.109345

Get Citation

PDF

XML

Metrics

PDF Downloads(4)
Abstract views(801)
HTML views(73)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142