Citation: Chao Liu, Chao Jia, Shi-Xian Gan, Qiao-Yan Qi, Guo-Fang Jiang, Xin Zhao. A luminescent one-dimensional covalent organic framework for organic arsenic sensing in water[J]. Chinese Chemical Letters, ;2024, 35(11): 109750. doi: 10.1016/j.cclet.2024.109750 shu

A luminescent one-dimensional covalent organic framework for organic arsenic sensing in water

Chao Liu ^{a, b} ,
Chao Jia ^b ,
Shi-Xian Gan ^b ,
Qiao-Yan Qi ^b ,
Guo-Fang Jiang ^{a, *,} ,
Xin Zhao ^{b, *,}

a.
Advanced Catalytic Engineer Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China
b.
Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

gfjiang@hnu.edu.cn

xzhao@sioc.ac.cn

Received Date: 23 October 2023
Revised Date: 23 February 2024
Accepted Date: 5 March 2024
Available Online: 11 March 2024

Figures(4)

Roxarsone (ROX) is a commonly used antibacterial and growth-promoting additive to animal feed. The development of an effective method for detecting ROX and its conversion products is of importance because of their potential harm to human health and ecosystem. Herein, we report the designed synthesis of a novel one-dimensional covalent organic framework (1D COF), named EP-COF, and its application as a fluorescent probe for ROX sensing. EP-COF is constructed based on imine linkages, exhibiting high crystallinity, strong fluorescence emission, and good dispersibility in water. It displays a remarkable capability to efficiently detect ROX, with an impressive detection limit of 4.5 nmol/L. Moreover, EP-COF also offers advantages of excellent selectivity, and high structural stability. This work not only presents a promising approach for the detection of harmful substances like ROX, but also serves as a valuable reference for exploring application of 1D COFs in chemical sensing.
- One-dimensional,
- Covalent organic framework,
- Fluorescent probe,
- Roxarsone,
- Sensing
1. [1]
  L. Rodríguez-Lado, G. Sun, M. Berg, et al., Science 341 (2013) 866–868. doi: 10.1126/science.1237484
2. [2]
  B.K. Mandal, K.T. Suzuki, Talanta 58 (2002) 201–235. doi: 10.1016/S0039-9140(02)00268-0
3. [3]
  J. Bundschuh, N.K. Niazi, M.A. Alam, et al., J. Hazard. Mater. 436 (2022) 129197. doi: 10.1016/j.jhazmat.2022.129197
4. [4]
  M. Tolins, M. Ruchirawat, P. Landrigan, Ann. Glob. Health 80 (2014) 303–314. doi: 10.1016/j.aogh.2014.09.005
5. [5]
  E.K. Silbergeld, K. Nachman, Ann. N. Y. Acad. Sci. 1140 (2008) 346–357. doi: 10.1196/annals.1454.049
6. [6]
  A.A. Duker, E.J. Carranza, M. Hale, Environ. Int. 31 (2005) 631–641. doi: 10.1016/j.envint.2004.10.020
7. [7]
  J. Luo, Z. Qiu, J. Chen, et al., Toxicology 311 (2013) 99–106. doi: 10.1016/j.tox.2013.06.007
8. [8]
  D. Mohan, C.U. Pittman Jr., J. Hazard. Mater. 142 (2007) 1–53. doi: 10.1016/j.jhazmat.2007.01.006
9. [9]
  C. Wang, J. Luan, C. Wu, Water Res. 158 (2019) 370–382. doi: 10.1016/j.watres.2019.04.043
10. [10]
  B. Liu, K.H. Kim, V. Kumar, et al., J. Hazard. Mater. 388 (2020) 121815. doi: 10.1016/j.jhazmat.2019.121815
11. [11]
  R. Quansah, F.A. Armah, D.K. Essumang, et al., Environ. Health Perspect. 123 (2015) 412–421. doi: 10.1289/ehp.1307894
12. [12]
  K.E. Nachman, P.A. Baron, G. Raber, et al., Environ. Health Perspect. 121 (2013) 818–824. doi: 10.1289/ehp.1206245
13. [13]
  Q. Liu, X. Lu, H. Peng, et al., Trac-Trend Anal. Chem. 104 (2018) 171–182. doi: 10.1016/j.trac.2017.10.006
14. [14]
  H. Chen, W. Liu, L. Cheng, et al., Chem. Eng. J. 429 (2022) 132162. doi: 10.1016/j.cej.2021.132162
15. [15]
  S. Chinnapaiyan, U. Rajaji, S.-M. Chen, et al., Electrochim. Acta 401 (2022) 139487. doi: 10.1016/j.electacta.2021.139487
16. [16]
  R. Tang, Y. Wang, S. Yuan, et al., J. Hazard. Mater. 406 (2021) 124789. doi: 10.1016/j.jhazmat.2020.124789
17. [17]
  B.P. Jackson, P.M. Bertsch, M.L. Cabrera, et al., J. Environ. Qual. 32 (2003) 535–540. doi: 10.2134/jeq2003.5350
18. [18]
  K.R. Kim, G. Owens, S.I. Kwon, et al., Water Air Soil Pollut. 214 (2010) 163–174.
19. [19]
  L. Wang, H. Cheng, Environ. Sci. Technol. 49 (2015) 3473–3481. doi: 10.1021/es505358c
20. [20]
  A. Adak, K.P. Mangalgiri, J. Lee, et al., Water Res. 70 (2015) 74–85. doi: 10.1016/j.watres.2014.11.025
21. [21]
  J. Cui, Y.-b. Xiao, L. Dai, et al., Food Anal. Method 6 (2012) 370–379.
22. [22]
  J. Lv, B. Wang, Y. Xie, et al., Environ. Sci: Nano 6 (2019) 2759–2766. doi: 10.1039/C9EN00316A
23. [23]
  S.D. Conklin, N. Shockey, K. Kubachka, et al., J. Agric. Food Chem. 60 (2012) 9394–9404. doi: 10.1021/jf302366a
24. [24]
  S.K. Srivastava Nikhil, A. Srivastava, et al., ACS Omega 7 (2022) 2908–2917. doi: 10.1021/acsomega.1c05800
25. [25]
  Z. Li, X. Chen, X. Zhang, et al., Food Chem. 347 (2021) 129054. doi: 10.1016/j.foodchem.2021.129054
26. [26]
  L. Basabe-Desmonts, D.N. Reinhoudt, M. Crego-Calama, Chem. Soc. Rev. 36 (2007) 993–1017. doi: 10.1039/b609548h
27. [27]
  J. Wu, W. Liu, J. Ge, et al., Chem. Soc. Rev. 40 (2011) 3483–3495. doi: 10.1039/c0cs00224k
28. [28]
  R. Xue, H. Guo, T. Wang, et al., Anal. Methods 9 (2017) 3737–3750. doi: 10.1039/C7AY01261F
29. [29]
  L. Guo, L. Yang, M. Li, et al., Coordin. Chem. Rev. 440 (2021) 213957. doi: 10.1016/j.ccr.2021.213957
30. [30]
  L. Guo, J. Zhang, Q. Huang, et al., Chin. Chem. Lett. 33 (2022) 2856–2866. doi: 10.1016/j.cclet.2022.02.065
31. [31]
  X.H. Han, J.Q. Chu, W.Z. Wang, et al., Chin. Chem. Lett. 33 (2022) 2464–2468. doi: 10.1016/j.cclet.2021.11.066
32. [32]
  M.S. Lohse, T. Bein, Adv. Funct. Mater. 28 (2018) 1705553. doi: 10.1002/adfm.201705553
33. [33]
  Z. Wang, S. Zhang, Y. Chen, et al., Chem. Soc. Rev. 49 (2020) 708–735. doi: 10.1039/C9CS00827F
34. [34]
  D. Zhu, G. Xu, M. Barnes, et al., Adv. Funct. Mater. 31 (2021) 2100505. doi: 10.1002/adfm.202100505
35. [35]
  Z.C. Guo, Z.Q. Shi, X.Y. Wang, et al., Coordin. Chem. Rev. 422 (2020) 213465. doi: 10.1016/j.ccr.2020.213465
36. [36]
  Q. Du, J. Zou, Z. Huang, et al., Chin. Chem. Lett. 34 (2023) 107763. doi: 10.1016/j.cclet.2022.107763
37. [37]
  F. Yang, S. Cheng, X. Zhang, et al., Adv. Mater. 30 (2017) 1702415.
38. [38]
  Z. Xia, Y. Zhao, S.B. Darling, Adv. Mater. Interfaces 8 (2021) 2001507. doi: 10.1002/admi.202001507
39. [39]
  X. Liu, D. Huang, C. Lai, et al., Chem. Soc. Rev. 48 (2019) 5266–5302. doi: 10.1039/C9CS00299E
40. [40]
  H. Hu, Q. Yan, R. Ge, et al., Chinese J. Catal. 39 (2018) 1167–1179. doi: 10.1016/S1872-2067(18)63057-8
41. [41]
  A.P. Cote, A.I. Benin, N.W. Ockwig, et al., Science 310 (2005) 1166–1170. doi: 10.1126/science.1120411
42. [42]
  H.L. Nguyen, C. Gropp, O.M. Yaghi, J. Am. Chem. Soc. 142 (2020) 2771–2776. doi: 10.1021/jacs.9b13971
43. [43]
  Z. Chen, K. Wang, X. Hu, et al., ACS Appl. Mater. Interfaces 13 (2021) 1145–1151. doi: 10.1021/acsami.0c16116
44. [44]
  P. Shi, J. Wang, Z. Guo, Chem. Eng. J. 451 (2023) 139082. doi: 10.1016/j.cej.2022.139082
45. [45]
  Z. Chen, K. Wang, Y. Tang, et al., Angew. Chem. Int. Ed. 62 (2023) e202213268. doi: 10.1002/anie.202213268
46. [46]
  C. Jia, A. Duan, C. Liu, et al., Small 19 (2023) 2300518. doi: 10.1002/smll.202300518
47. [47]
  S. An, X. Li, S. Shang, et al., Angew. Chem. Int. Ed. 62 (2023) e202218742. doi: 10.1002/anie.202218742
48. [48]
  X. Chen, M. Addicoat, E.Q. Jin, et al., J. Am. Chem. Soc. 137 (2015) 3241–3247. doi: 10.1021/ja509602c
49. [49]
  M. Yin, L. Wang, S. Tang, ACS Appl. Mater. Interfaces 14 (2022) 55674–55685. doi: 10.1021/acsami.2c18226
50. [50]
  Z. Li, N. Huang, K.H. Lee, et al., J. Am. Chem. Soc. 140 (2018) 12374–12377. doi: 10.1021/jacs.8b08380
51. [51]
  J.Y. Yue, X.L. Ding, Y.T. Wang, et al., J. Mater. Chem. A 9 (2021) 26861–26866. doi: 10.1039/D1TA06867A
52. [52]
  H. Min, S. Wu, Z. Han, et al., Chem. Eur. J. 27 (2021) 17459–17464. doi: 10.1002/chem.202103297
53. [53]
  M. Afshari, M. Dinari, H. Farrokhpour, et al., ACS Appl. Mater. Interfaces 14 (2022) 22398–22406. doi: 10.1021/acsami.1c24555
54. [54]
  J.Q. Chen, Q.Q. Zheng, S.J. Xiao, et al., Anal. Chem. 94 (2022) 2517–2526. doi: 10.1021/acs.analchem.1c04406
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