Citation: Xuerui Song, Xi Hu, Zhengxing Zeng, Ruikang Qin, Ting Wang, Huan Yang, Chuanfeng Wang, Zhouyu Wang, Xiaoqi Yu. White-light organic molecule based on structural regulation of aldehyde–gemdiol equilibrium and its applications in information encryption[J]. Chinese Chemical Letters, ;2026, 37(8): 112568. doi: 10.1016/j.cclet.2026.112568 shu

White-light organic molecule based on structural regulation of aldehyde–gemdiol equilibrium and its applications in information encryption

Xuerui Song ^a ,
Xi Hu ^a ,
Zhengxing Zeng ^a ,
Ruikang Qin ^a ,
Ting Wang ^a ,
Huan Yang ^{a, b} ,
Chuanfeng Wang ^{a, *,} ,
Zhouyu Wang ^{a, c, *,} ,
Xiaoqi Yu ^a

a.
Sichuan Provincial Engineering Research Center of Molecular Targeted Diagnostic & Therapeutic Drugs, Department of Chemistry, Xihua University, Chengdu 610039, China
b.
Key Laboratory of High-Performance Scientific Computation, Xihua University, Chengdu 610039, China
c.
Asymmetric Synthesis and Chiral Technology Key Laboratory of Sichuan Province, Chengdu 610039, China

wangchuanfeng@mail.xhu.edu.cn

zhouyuwang@mail.xhu.edu.cn

Received Date: 12 December 2025
Revised Date: 16 February 2026
Accepted Date: 2 March 2026
Available Online: 3 March 2026

Figures(7)

White-light organic molecules (WLOMs) exhibit distinct advantages over multi-component systems, such as good reproducibility and high long-term stability. However, the complex synthesis method and the unsatisfactory CIE coordinates hinder their further application. To meet this challenge, a series of novel white-light-emitting single-molecule compounds (BTP-Phs) based on the benzothiazolopyridinone skeleton were rationally designed and synthesized by modulating the donor-acceptor (D-A) structure of the molecules. The study of the structure-spectra relationship indicated that the strong electron-donating ability of the aromatic substituents and the synergistic effect of the extended π-conjugated system enhanced the intramolecular charge transfer (ICT), which reduces the energy gap of the molecules and favors the long-wavelength emission of BTP-Phs. Notably, ideal white light emission (0.31, 0.34) was achieved through the aldehyde-gemdiol equilibrium in mixed solvents. The emission color could be finely tuned by solvent composition, excitation wavelength and concentration. In addition, a fluorescent ink was developed based on BTP-CHO-OPh as a functional material, which could realize information storage and encryption through QR codes or ASCII binary encoding. This study not only provides valuable design strategies for constructing WLOMs based on aldehyde-geminal diol equilibrium, but also highlights their potential in the field of secure information technology.
- Fluorescent,
- Organic single molecule,
- White light,
- Aldehyde–gemdiol balance,
- Information encryption
1. [1]
  M.Y. Chen, Y. Zhao, L.J. Yan, et al., Angew. Chem. Int. Ed. 56 (2017) 722–727. doi: 10.1002/anie.201608131
2. [2]
  G.M. Farinola, R. Ragni, Chem. Soc. Rev. 40 (2011) 3467–3482. doi: 10.1039/c0cs00204f
3. [3]
  M.C. Gather, A. Köhnen, A. Falcou, et al., Adv. Funct. Mater. 17 (2007) 191–200. doi: 10.1002/adfm.200600651
4. [4]
  J. Kido, M. Kimura, K. Nagai, Science 267 (1995) 1332–1334. doi: 10.1126/science.267.5202.1332
5. [5]
  S. Reineke, F. Lindner, G. Schwartz, et al., Nature 459 (2009) 234–238. doi: 10.1038/nature08003
6. [6]
  S. Santhosh Babu, J. Aimi, H. Ozawa, et al., Angew. Chem. Int. Ed. 51 (2012) 3391–3395. doi: 10.1002/anie.201108853
7. [7]
  C. Vijayakumar, V.K. Praveen, A. Ajayaghosh, Adv. Mater. 21 (2009) 2059–2063. doi: 10.1002/adma.200802932
8. [8]
  M. Kasha, Discuss. Faraday Soc. 9 (1950) 14–19. doi: 10.1039/df9500900014
9. [9]
  T. Sun, J.X. Zhang, J. Zhang, et al., J. Am. Chem. Soc. 147 (2025) 39879–39889. doi: 10.1021/jacs.5c14577
10. [10]
  J. Liu, C. Gong, J. Qian, et al., Chin. Chem. Lett. 37 (2026) 111522. doi: 10.1016/j.cclet.2025.111522
11. [11]
  P.T. Furuta, L. Deng, S. Garon, et al., J. Am. Chem. Soc. 126 (2004) 15388–15389. doi: 10.1021/ja0446247
12. [12]
  S. Shinde, S.K. Asha, Macromolecules 49 (2016) 8134–8145. doi: 10.1021/acs.macromol.6b01708
13. [13]
  H. Wu, L. Ying, W. Yang, et al., Chem. Soc. Rev. 38 (2009) 3391–3400. doi: 10.1039/b816352a
14. [14]
  H. Gao, M. Wang, Y. Mao, et al., Adv. Mater. 35 (2023) 2300616. doi: 10.1002/adma.202300616
15. [15]
  A. Layek, P.C. Stanish, V. Chirmanov, et al., Chem. Mater. 27 (2015) 1021–1030. doi: 10.1021/cm504330k
16. [16]
  J. Malinge, C. Allain, A. Brosseau, et al., Angew. Chem. Int. Ed. 51 (2012) 8534-8437. doi: 10.1002/anie.201203374
17. [17]
  J. Xiang, S.L. Li, Z.B. Sun, et al., Adv. Opt. Mater. 9 (2021) 2100675. doi: 10.1002/adom.202100675
18. [18]
  D. Guo, X. Le, H. Shang, et al., Chin. Chem. Lett. 34 (2023) 108347. doi: 10.1016/j.cclet.2023.108347
19. [19]
  L. Shi, K. Li, L.L. Li, et al., Chem. Sci. 9 (2018) 8969–8974. doi: 10.1039/c8sc03369b
20. [20]
  D.S. Tu, P. Leong, S. Guo, et al., Angew. Chem. Int. Ed. 56 (2017) 11370–11374. doi: 10.1002/anie.201703862
21. [21]
  Q.Y. Yang, J.M. Lehn, Angew. Chem. Int. Ed. 53 (2014) 4572–4577. doi: 10.1002/anie.201400155
22. [22]
  J. Zhang, P. Alam, S. Zhang, et al., Nat. Commun. 13 (2022) 3492. doi: 10.1038/s41467-022-31184-9
23. [23]
  W.J. Chi, Q.L. Qiao, R. Lee, et al., Angew. Chem. Int. Ed. 58 (2019) 7073–7077. doi: 10.1002/anie.201902766
24. [24]
  Z. Chen, C.L. Ho, L.Q. Wang, et al., Adv. Mater. 32 (2020) 1903269. doi: 10.1002/adma.201903269
25. [25]
  Z. Wang, J.T. Mo, J.J. Pan, et al., Adv. Funct. Mater. 33 (2023) 2300021. doi: 10.1002/adfm.202300021
26. [26]
  D.F. Li, W.D. Hu, J. Wang, et al., Chem. Sci. 9 (2018) 5709–5715. doi: 10.1039/c8sc01915k
27. [27]
  M. Li, Z. Li, X. Peng, et al., Angew. Chem. Int. Ed. 64 (2025) 202420474. doi: 10.1002/anie.202420474
28. [28]
  Q. Huang, Q. Guo, J.B. Lan, et al., Mater. Horiz. 8 (2021) 1499–1508. doi: 10.1039/d0mh02032j
29. [29]
  O. Kotova, S. Comby, C. Lincheneau, et al., Chem. Sci. 8 (2017) 3419–3426. doi: 10.1039/C7SC00739F
30. [30]
  S. Park, J.E. Kwon, S.H. Kim, et al., J. Am. Chem. Soc. 131 (2009) 14043–14049. doi: 10.1021/ja902533f
31. [31]
  K.C. Tang, M.J. Chang, T.Y. Lin, et al., J. Am. Chem. Soc. 133 (2011) 17738–17745. doi: 10.1021/ja2062693
32. [32]
  B.W. Li, Z.Y. Li, F.Y. Guo, et al., ACS Appl. Mater. Interfaces 12 (2020) 14233–14243. doi: 10.1021/acsami.9b20162
33. [33]
  P. Zhao, W.C. Guo, M. Li, et al., Angew. Chem. Int. Ed. 63 (2024) e202409020. doi: 10.1002/anie.202409020
34. [34]
  P.L. Lu, K. Li, L. Shi, et al., Mater. Adv. 1 (2020) 61. doi: 10.1039/d0ma00022a
35. [35]
  M. Song, W. Zhou, J. Wang, et al., J. Rare Earths 43 (2025) 2357–2367. doi: 10.1016/j.jre.2024.11.009
36. [36]
  J. Liu, T. He, Z.L. Gong, et al., Adv. Optical Mater. 12 (2024) 2302486. doi: 10.1002/adom.202302486
37. [37]
  X. Li, L. Liu, L. Jia, et al., Nat. Commun. 16 (2025) 467. doi: 10.1038/s41467-025-55895-x
38. [38]
  Q. Li, Y. Wu, J. Cao, et al., Angew. Chem. Int. Ed. 61 (2022) e202202381. doi: 10.1002/anie.202202381
39. [39]
  L. Volyniuk, D. Gudeika, A.A. Panchenko, et al., ACS Sustain. Chem. Eng. 11 (2023) 16914–16925. doi: 10.1021/acssuschemeng.3c04011
40. [40]
  F.T. Liu, H. Liu, Y.C. Chen, et al., CCS Chem. 7 (2025) 3172–3184. doi: 10.31635/ccschem.025.202405291
41. [41]
  Y. Zheng, L. Zuo, L. Zhang, et al., Chin. Chem. Lett. 33 (2022) 4536–4540. doi: 10.1016/j.cclet.2022.01.059
42. [42]
  R. Hu, K. Wang, J. Liu, et al., Chin. Chem. Lett. 36 (2025) 110113. doi: 10.1016/j.cclet.2024.110113
43. [43]
  Z.X. Zeng, X.R. Song, X. Hu, et al., Adv. Funct. Mater. 35 (2025) 2504033. doi: 10.1002/adfm.202504033
44. [44]
  N. Wang, Y.M. Zhang, Z.X. Zeng, et al., Food Chem. 489 (2025) 144930. doi: 10.1016/j.foodchem.2025.144930
45. [45]
  Z.X. Zeng, N. Wang, Y.M. Zhang, et al., Chem. Commun. 61 (2025) 13948–13951. doi: 10.1039/d5cc04141d
46. [46]
  S.Y. Wu, Z.C. Ban, H. Tang, et al., Chem. Commun. 61 (2025) 10574–10577. doi: 10.1039/d5cc02608c
47. [47]
  Z.C. Ban, N. Ma, H. Tang, et al., Org. Chem. Front. 12 (2025) 6040–6046. doi: 10.1039/d5qo00684h
48. [48]
  Q. Zhou, S.Q. Wang, X.Y. Ran, et al., Chin. Chem. Lett. 34 (2023) 107922. doi: 10.1016/j.cclet.2022.107922
49. [49]
  T. Lu, J. Chem. Phys. 161 (2024) 082503. doi: 10.1063/5.0216272
50. [50]
  T. Lu, F.W. Chen, J. Comput. Chem. 33 (2012) 580–592. doi: 10.1002/jcc.22885
51. [51]
  W. Humphrey, A. Dalke, K. Schulten, J. Mol. Graph. 14 (1996) 33–38. doi: 10.1016/0263-7855(96)00018-5
52. [52]
  H. Wang, Y. Tian, T. Wu, et al., Chin. Chem. Lett. 36 (2025) 110509. doi: 10.1016/j.cclet.2024.110509
1. [1]
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2. [2]
  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
3. [3]
  Jie Niu , Xuan Wu , Jie Yu , Zhuo Lei , Ying-Ming Zhang , Li-Hua Wang , Yu Liu . Cucurbit[7]uril-confined cascade assembly of cyclodextrin phosphor derivative achieving multicolor delayed luminescence for information encryption. Chinese Chemical Letters, 2026, 37(5): 111419-. doi: 10.1016/j.cclet.2025.111419
4. [4]
  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
5. [5]
  Lin Yang , Xia Liu , Bohan Li , Zhuo Liu , Yani Li , Canzhi Shi , Yan Xu . Emission regulation in 0D hybrid copper halides via structural transformation: From defect to non-defect states for information encryption and storage. Chinese Chemical Letters, 2026, 37(5): 110858-. doi: 10.1016/j.cclet.2025.110858
6. [6]
  Wei-Tao Dou , Qing-Wen Zeng , Yan Kang , Haidong Jia , Yulian Niu , Jinglong Wang , Lin Xu . Construction and application of multicomponent fluorescent droplets. Chinese Chemical Letters, 2025, 36(1): 109995-. doi: 10.1016/j.cclet.2024.109995
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]
  Yi Cao , Qi Pang , Dandan Zhang , Zhengkun Xie , Jiaheng Zhang . Development of a dual-mode aptasensor platform for fluorescent and colorimetric detection of multiple targets. Chinese Chemical Letters, 2026, 37(8): 112001-. doi: 10.1016/j.cclet.2025.112001
9. [9]
  Siyu Zong , Xiaowei Yu , Yining Yang , Xin Yang , Jiyang Li . Multi-mode luminescence anti-counterfeiting and visual iron(Ⅲ) ions RTP detection constructed by assembly of CDs&Eu³⁺ in porous RHO zeolite. Chinese Chemical Letters, 2025, 36(6): 110343-. doi: 10.1016/j.cclet.2024.110343
10. [10]
  Hong Wang , Yong Tian , Tiancheng Wu , Shun He , Jiaxi Cui , Jian Chen , Xudong Chen . Photoswitchable dual-color fluorescent polymeric nanoparticles for self-erased time-resolved information encryption and anti-counterfeiting. Chinese Chemical Letters, 2025, 36(7): 110509-. doi: 10.1016/j.cclet.2024.110509
11. [11]
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12. [12]
  Yanrui Liu , Paramaguru Ganesan , Peng Gao . Harnessing d-f transition rare earth complexes for single layer white organic light emitting diodes. Chinese Journal of Structural Chemistry, 2024, 43(9): 100369-100369. doi: 10.1016/j.cjsc.2024.100369
13. [13]
  Xiangan Song , Shaogang Shen , Mengyao Lu , Ying Wang , Yong Zhang . Trifluoromethyl enable high-performance single-emitter white organic light-emitting devices based on quinazoline acceptor. Chinese Chemical Letters, 2024, 35(4): 109118-. doi: 10.1016/j.cclet.2023.109118
14. [14]
  Xinbao Tong , Jiaying Liu , Yanqi Zhao , Jingjun Li , Ye Tian , Qingyi Liu , Shuiying Gao , Rong Cao . Metal-organic framework supported carbon quantum dots as white light-emitting phosphor. Chinese Chemical Letters, 2025, 36(7): 111058-. doi: 10.1016/j.cclet.2025.111058
15. [15]
  Hua Tong , Haibo Li , Wei Liu , Gangfeng Ouyang . Lead-free organic antimony halide with dual-band intrinsic white light emission for warm WLED directly. Chinese Journal of Structural Chemistry, 2025, 44(10): 100678-100678. doi: 10.1016/j.cjsc.2025.100678
16. [16]
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17. [17]
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