Citation: 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[J]. Chinese Chemical Letters, ;2025, 36(1): 110047. doi: 10.1016/j.cclet.2024.110047 shu

Constructing diverse switchable circularly polarized luminescence via a single azobenzene polymer film

Xiang Wang ^{a, 1} ,
Qingping Song ^{b, 1} ,
Zixiang He ^a ,
Gong Zhang ^{a, *,} ,
Tengfei Miao ^c ,
Xiaoxiao Cheng ^{a, *,} ,
Wei Zhang ^{a, b, *,}

a.
State and Local Joint Engineering Laboratory for Novel Functional Polymeric Materials, Department of Polymer Science and Engineering, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China
b.
School of Chemical and Environmental Engineering, Anhui Polytechnic University, Wuhu 241000, China
c.
Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huaian 223300, China

gzhang177@suda.edu.cn

xxcheng@suda.edu.cn

weizhang@suda.edu.cn

Received Date: 24 April 2024
Revised Date: 21 May 2024
Accepted Date: 24 May 2024
Available Online: 24 May 2024

Figures(6)

Recently circularly polarized luminescence (CPL) materials have attracted significant interest. Introducing reversible dynamic property to these materials has been a key focus in cutting-edge fields, such as in high-level information encryption. Here, we provided a novel and general strategy involving handedness-selective filtration and ground-state chiral self-recovery (CSR) in double film system to address this issue. Based on this strategy, we achieved CPL switch through the reversible modulation of ground-state chirality including absorption and scattering circular dichroism (CD) signals over the full UV-visible wavelength range (365-700 nm) in a single azobenzene polymer (PAzo) film. More importantly, by flexibly changing the type of fluorescent films, it is convenient to achieve general excited-state CSR, that is reversible switching of full-color including ideal white (CIE coordinate (0.33, 0.33)), as well as room-temperature phosphorescent CPL. All these CPL signals without almost any intensity decay after three cycles of on-and-off switching. Experimental results indicated that the trans-cis isomerization and ordered rearrangement of azobenzene units in PAzo film were the fundamental reasons for realizing CPL switching. Finally, based on this system we achieved dynamic visual encryption and decryption process including multiple decryption methods. This study provides an effective method for constructing a universally applicable chiroptical switch in excited state.
- Circularly polarized luminescence,
- Azobenzene polymer,
- Multiple CPL,
- Chiral switch,
- Information encryption
1. [1]
  A.G. Oettinger, Science 209 (1980) 191–198. doi: 10.1126/science.7280661
2. [2]
  C. Li, X. Yang, J. Han, et al., Mater. Adv. 2 (2021) 3851–3855. doi: 10.1039/d1ma00368b
3. [3]
  Y. Ai, Y. Fei, Z. Shu, et al., Chem. Eng. J. 450 (2022) 138390. doi: 10.1016/j.cej.2022.138390
4. [4]
  Q. Guo, M. Zhang, Z. Tong, et al., J. Am. Chem. Soc. 145 (2023) 4246–4253. doi: 10.1021/jacs.2c13108
5. [5]
  S. Lin, Y. Tang, W. Kang, et al., Nat. Commun. 14 (2023) 3005. doi: 10.1038/s41467-023-38801-1
6. [6]
  P. Fan, Z. Fang, S. Wang, et al., Chin. Chem. Lett. 34 (2023) 107934. doi: 10.1016/j.cclet.2022.107934
7. [7]
  G. Qian, X. Yang, X. Wang, et al., Adv. Opt. Mater. 8 (2020) 2000775. doi: 10.1002/adom.202000775
8. [8]
  Z. Gong, X. Zhu, Z. Zhou, et al., Sci. China Chem. 64 (2021) 2060–2104. doi: 10.1007/s11426-021-1146-6
9. [9]
  Y. Sang, J. Han, T. Zhao, et al., Adv. Mater. 32 (2020) e1900110. doi: 10.1002/adma.201900110
10. [10]
  G. Xia, L. Wang, H. Xia, et al., Chin. Chem. Lett. 33 (2022) 4253–4256. doi: 10.1016/j.cclet.2022.03.032
11. [11]
  J. Han, S. Guo, H. Lu, et al., Adv. Opt. Mater. 6 (2018) 1800538. doi: 10.1002/adom.201800538
12. [12]
  J. Roose, B.Z. Tang, K.S. Wong, Small 12 (2016) 6495–6512. doi: 10.1002/smll.201601455
13. [13]
  K. Watanabe, K. Akagi, Sci. Technol. Adv. Mater. 15 (2014) 044203. doi: 10.1088/1468-6996/15/4/044203
14. [14]
  S. Jiang, S. Zhou, Y. Chen, et al., Chin. Chem. Lett. 33 (2022) 2442–2446. doi: 10.1016/j.cclet.2021.10.050
15. [15]
  M. Liu, L. Zhang, T. Wang, Chem. Rev. 115 (2015) 7304–7397. doi: 10.1021/cr500671p
16. [16]
  P. Duan, H. Cao, L. Zhang, et al., Soft Matter 10 (2014) 5428–5448. doi: 10.1039/C4SM00507D
17. [17]
  E. Yashima, N. Ousaka, D. Taura, et al., Chem. Rev. 116 (2016) 13752–13990. doi: 10.1021/acs.chemrev.6b00354
18. [18]
  Y. Li, Y. Chen, J. Luo, et al., Chin. Chem. Lett. 35 (2024) 109864. doi: 10.1016/j.cclet.2024.109864
19. [19]
  J. Han, J. You, X. Li, et al., Adv. Mater. 29 (2017) 1606503. doi: 10.1002/adma.201606503
20. [20]
  T. Goto, Y. Okazaki, M. Ueki, et al., Angew. Chem. 56 (2017) 2989–2993. doi: 10.1002/anie.201612331
21. [21]
  N. Lu, X. Gao, M. Pan, et al., Macromolecules 53 (2020) 8041–8049. doi: 10.1021/acs.macromol.0c00638
22. [22]
  J.J. Tarrío, R. Rodríguez, B. Fernández, et al., Angew. Chem. 134 (2022) e202115070. doi: 10.1002/ange.202115070
23. [23]
  S. Wang, D. Hu, X. Guan, et al., Angew. Chem. 133 (2021) 22089–22097. doi: 10.1002/ange.202108010
24. [24]
  A. Gopal, M. Hifsudheen, S. Furumi, et al., Angew. Chem. Int. Ed. 51 (2012) 10505–10509. doi: 10.1002/anie.201205332
25. [25]
  C. Kulkarni, P.A. Korevaar, K.K. Bejagam, et al., J. Am. Chem. Soc. 139 (2017) 13867–13875. doi: 10.1021/jacs.7b07639
26. [26]
  T. Nishikawa, Y. Nagata, M. Suginome, ACS Macro Lett. 6 (2017) 431–435. doi: 10.1021/acsmacrolett.7b00131
27. [27]
  H. Jiang, Y. Jiang, J. Han, et al., Angew. Chem. 58 (2019) 785–790. doi: 10.1002/anie.201811060
28. [28]
  W. Kang, Y. Tang, X. Meng, et al., Angew. Chem. 135 (2023) e202311486. doi: 10.1002/ange.202311486
29. [29]
  Q. Li, X. Lu, Z. Lv, et al., ACS Nano 16 (2022) 18863–18872. doi: 10.1021/acsnano.2c07768
30. [30]
  T. Miao, X. Cheng, H. Ma, et al., Angew. Chem. Int. Ed. 60 (2021) 18566–18571. doi: 10.1002/anie.202107992
31. [31]
  T. Miao, X. Cheng, G. Zhang, et al., Chem. Sci. 14 (2023) 1673–1678. doi: 10.1039/d2sc05975d
32. [32]
  A.J. Wilson, M. Masuda, R.P. Sijbesma, et al., Angew. Chem. Int. Ed. 44 (2005) 2315–2319. doi: 10.1002/ange.200462347
33. [33]
  B. Zhao, H. Yu, K. Pan, et al., ACS Nano 14 (2020) 3208–3218. doi: 10.1021/acsnano.9b08618
34. [34]
  B. Zhao, K. Pan, J. Deng, Macromolecules 52 (2018) 376–384.
35. [35]
  H. Rau, Angew. Chem. Int. Ed. 12 (1973) 224–235. doi: 10.1002/anie.197302241
36. [36]
  L. Xue, Y. Pan, S. Zhang, et al., Crystals 11 (2021) 840. doi: 10.3390/cryst11070840
37. [37]
  C. Roche, H.J. Sun, P. Leowanawat, et al., Nat. Chem. 8 (2016) 80–89. doi: 10.1038/nchem.2397
38. [38]
  C. Hao, Y. Gao, D. Wu, et al., Adv. Mater. 31 (2019) e1903200. doi: 10.1002/adma.201903200
39. [39]
  W.T. Wiesler, J.T. Vazquez, K. Nakanishi, J. Am. Chem. Soc. 109 (1987) 5586–5592. doi: 10.1021/ja00253a005
40. [40]
  J. Yan, F. Ota, B.A. San Jose, et al., Adv. Funct. Mater. 27 (2016) 1604529.
41. [41]
  C. Ren, W. Sun, T. Zhao, et al., Angew. Chem. Int. Ed. 62 (2023) e202315136. doi: 10.1002/anie.202315136
42. [42]
  Y. Guo, X. Cheng, Z. He, et al., Angew. Chem. Int. Ed. 62 (2023) e202312259. doi: 10.1002/anie.202312259
43. [43]
  X. Cheng, T. Miao, L. Yin, et al., Angew. Chem. Int. Ed. 59 (2020) 9669–9677. doi: 10.1002/anie.202001657
44. [44]
  L. Yang, J. Huang, M. Qin, et al., Nanoscale 12 (2020) 6233–6238. doi: 10.1039/d0nr00279h
45. [45]
  H. Yang, S. Ma, B. Zhao, et al., ACS Appl. Mater. 15 (2023) 13668–13677. doi: 10.1021/acsami.3c01145
46. [46]
  Y. Zhang, Y. Li, Y. Quan, et al., Angew. Chem. Int. Ed. 62 (2023) e202214424. doi: 10.1002/anie.202214424
47. [47]
  G. Zhang, Y. Bao, H. Ma, et al., Angew. Chem. Int. Ed. 63 (2024) e202401077. doi: 10.1002/anie.202401077
48. [48]
  X. Wang, B. Zhao, J. Deng, Adv. Mater. 35 (2023) e2304405. doi: 10.1002/adma.202304405
49. [49]
  Y. Zhang, Y. Su, H. Wu, et al., J. Am. Chem. Soc. 143 (2021) 13675–13685. doi: 10.1021/jacs.1c05213
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]
  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
3. [3]
  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
4. [4]
  Zixi Zou , Jingyuan Wang , Yian Sun , Qian Wang , Da-Hui Qu . Controlling molecular assembly on time scale: Time-dependent multicolor fluorescence for information encryption. Chinese Chemical Letters, 2024, 35(7): 108972-. doi: 10.1016/j.cclet.2023.108972
5. [5]
  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
6. [6]
  Wen-Jun Xia , Yong-Jiang Wang , Yun-Fei Cao , Cai Sun , Xin-Xiong Li , Yan-Qiong Sun , Shou-Tian Zheng . A luminescent folded S-shaped high-nuclearity Eu₁₉-oxo-cluster embedded polyoxoniobate for information encryption. Chinese Chemical Letters, 2025, 36(2): 110248-. doi: 10.1016/j.cclet.2024.110248
7. [7]
  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
8. [8]
  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
9. [9]
  Hui Peng , Xiao Wang , Weiguo Huang , Shuiyue Yu , Linghang Kong , Qilin Wei , Jialong Zhao , Bingsuo Zou . Efficient tunable visible and near-infrared emission in Sb³⁺/Sm³⁺-codoped Cs₂NaLuCl₆ for near-infrared light-emitting diode, triple-mode fluorescence anti-counterfeiting and information encryption. Chinese Chemical Letters, 2024, 35(11): 109462-. doi: 10.1016/j.cclet.2023.109462
10. [10]
  Ying-Yu Zhang , Jia-Qi Luo , Yan Han , Wan-Ying Zhang , Yi Zhang , Hai-Feng Lu , Da-Wei Fu . Bistable switch molecule DPACdCl₄ showing four physical channels and high phase transition temperature. Chinese Chemical Letters, 2025, 36(1): 109530-. doi: 10.1016/j.cclet.2024.109530
11. [11]
  Minghao Hu , Tianci Xie , Yuqiang Hu , Longjie Li , Ting Wang , Tongbo Wu . Allosteric DNAzyme-based encoder for molecular information transfer. Chinese Chemical Letters, 2024, 35(7): 109232-. doi: 10.1016/j.cclet.2023.109232
12. [12]
  Hang Meng , Bicheng Zhu , Ruolun Sun , Zixuan Liu , Shaowen Cao , Kan Zhang , Jiaguo Yu , Jingsan Xu . Dynamic photoluminescence switching of carbon nitride thin films for anticounterfeiting and encryption. Chinese Journal of Structural Chemistry, 2024, 43(10): 100410-100410. doi: 10.1016/j.cjsc.2024.100410
13. [13]
  Ying Xu , Chengying Shen , Hailong Yuan , Wei Wu . Mapping multiple phases in curcumin binary solid dispersions by fluorescence contrasting. Chinese Chemical Letters, 2024, 35(9): 109324-. doi: 10.1016/j.cclet.2023.109324
14. [14]
  Zhiwen Li , Jingjing Zhang , Gao Li . Dynamic assembly of chiral golden knots. Chinese Journal of Structural Chemistry, 2024, 43(7): 100300-100300. doi: 10.1016/j.cjsc.2024.100300
15. [15]
  Xianping Du , Ying Huang , Chen Chen , Zhenhe Feng , Meng Zong . Encapsulating Si particles in multiple carbon shells with pore-rich for constructing free-standing anodes of lithium storage. Chinese Chemical Letters, 2024, 35(12): 109990-. doi: 10.1016/j.cclet.2024.109990
16. [16]
  Xiaoman Dang , Zhiying Wu , Tangxin Xiao , Zhouyu Wang , Leyong Wang . Highly robust supramolecular polymer networks crosslinked by metallacycles. Chinese Chemical Letters, 2024, 35(12): 110208-. doi: 10.1016/j.cclet.2024.110208
17. [17]
  Tong Su , Yue Wang , Qizhen Zhu , Mengyao Xu , Ning Qiao , Bin Xu . Multiple conductive network for KTi₂(PO₄)₃ anode based on MXene as a binder for high-performance potassium storage. Chinese Chemical Letters, 2024, 35(8): 109191-. doi: 10.1016/j.cclet.2023.109191
18. [18]
  Yi Cao , Xiaojiao Ge , Yuanyuan Wei , Lulu He , Aiguo Wu , Juan Li . Tumor microenvironment-activatable neuropeptide-drug conjugates enhanced tumor penetration and inhibition via multiple delivery pathways and calcium deposition. Chinese Chemical Letters, 2024, 35(4): 108672-. doi: 10.1016/j.cclet.2023.108672
19. [19]
  Long Jin , Jian Han , Dongmei Fang , Min Wang , Jian Liao . Pd-catalyzed asymmetric carbonyl alkynylation: Synthesis of axial chiral ynones. Chinese Chemical Letters, 2024, 35(6): 109212-. doi: 10.1016/j.cclet.2023.109212
20. [20]
  Chuan-Zhi Ni , Ruo-Ming Li , Fang-Qi Zhang , Qu-Ao-Wei Li , Yuan-Yuan Zhu , Jie Zeng , Shuang-Xi Gu . A chiral fluorescent probe for molecular recognition of basic amino acids in solutions and cells. Chinese Chemical Letters, 2024, 35(10): 109862-. doi: 10.1016/j.cclet.2024.109862

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(120)
HTML views(3)

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