Citation: Yongfu Li, Xinyue Lou, Chunyu Wang, Yan Wang, Yu Jia, Qi Lin, Yingwei Yang. Synthesis of stimuli-responsive pillararene-based supramolecular polymer materials for the detection and separation of metal ions[J]. Chinese Chemical Letters, ;2023, 34(5): 107877. doi: 10.1016/j.cclet.2022.107877 shu

Synthesis of stimuli-responsive pillararene-based supramolecular polymer materials for the detection and separation of metal ions

Yongfu Li ^{a, 1} ,
Xinyue Lou ^{a, 1} ,
Chunyu Wang ^b ,
Yan Wang ^{a, *,} ,
Yu Jia ^c ,
Qi Lin ^c ,
Yingwei Yang ^{a, *,}

a.
International Joint Research Laboratory of Nano-Micro Architecture Chemistry, College of Chemistry, Jilin University, Changchun 130012, China
b.
State Key Laboratory of Supramolecular Structure and Materials, Institute of Theoretical Chemistry, Laboratory of Theoretical and Computational Chemistry, College of Chemistry, Jilin University, Changchun 130012, China
c.
Key Laboratory of Eco-Functional Polymer Materials of the Ministry of Education, Key Laboratory of Eco-Environmental Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070, China

ywyang@jlu.edu.cn

wangy2011@jlu.edu.cn

Received Date: 7 July 2022
Revised Date: 29 September 2022
Accepted Date: 2 October 2022
Available Online: 13 October 2022

Figures(4)

A stimuli-responsive supramolecular polymer network (G-(CN)₂⊂BXDSP5) with aggregation-induced emission (AIE) properties has been efficiently constructed by host–guest interactions between pillar[5]arene derivative BXDSP5 and a homoditopic guest G-(CN)₂, which shows not only excellent fluorescence properties due to the AIE effect but also desirable ion-sensing abilities in both solution and solid states, holding great potential in the applicable fluorescence detection for Fe³⁺. The resultant G-(CN)₂⊂BXDSP5 can be transformed into supramolecular polymer gel at high concentration via multiple noncovalent interactions, showing multi-stimuli-responsiveness in response to temperature change, mechanical force, and competitive agent. Meanwhile, the xerogel of supramolecular polymer material has been successfully used to remove Fe³⁺ from water with high adsorption efficiency. In addition, an ion-responsive film based on supramolecular polymer has also been developed, which can serve as a practical and convenient fluorescence test kit for detecting Fe³⁺.
- Aggregation-induced emission,
- Host–guest chemistry,
- Sensing and separation,
- Stimuli-responsive materials,
- Supramolecular polymer materials
1. [1]
  D. Feng, T. Zhang, T. Zhong, et al., J. Mater. Chem. C 9 (2021) 16978–16984. doi: 10.1039/d1tc03516a
2. [2]
  Y. Luo, W. Zhang, Q. Ren, et al., Chin. Chem. Lett. 33 (2022) 5120–5123. doi: 10.1016/j.cclet.2022.04.028
3. [3]
  M.K. Goshisht, G.K. Patra, N. Tripathi, Mater. Adv. 3 (2022) 2612–2669. doi: 10.1039/d1ma01175h
4. [4]
  Q. Yang, C. Li, J. Li, et al., J. Mater. Chem. C 8 (2020) 5554–5561. doi: 10.1039/c9tc07072a
5. [5]
  S.H. Park, N. Kwon, J.H. Lee, J. Yoon, I. Shin, Chem. Soc. Rev. 49 (2020) 143–179. doi: 10.1039/c9cs00243j
6. [6]
  L.J. Chen, Y.Y. Ren, N.W. Wu, et al., J. Am. Chem. Soc. 137 (2015) 11725–11735. doi: 10.1021/jacs.5b06565
7. [7]
  H. Wang, X. Ji, Z. Li, F. Huang, Adv. Mater. 29 (2017) 1606117. doi: 10.1002/adma.201606117
8. [8]
  Z. Zhao, H. Zhang, J.W.Y. Lam, B.Z. Tang, Angew. Chem. Int. Ed. 59 (2020) 9888–9907. doi: 10.1002/anie.201916729
9. [9]
  J. Li, J. Wang, H. Li, et al., Chem. Soc. Rev. 49 (2020) 1144–1172. doi: 10.1039/c9cs00495e
10. [10]
  X. Zhao, Y. Chen, G. Niu, et al., ACS Appl. Mater. Interfaces 11 (2019) 13134–13139. doi: 10.1021/acsami.9b02228
11. [11]
  C.W. Zhang, B. Ou, S.T. Jiang, et al., Polym. Chem. 9 (2018) 2021–2030. doi: 10.1039/C8PY00226F
12. [12]
  Y. Wang, M.Z. Lv, N. Song, et al., Macromolecules 50 (2017) 5759–5766. doi: 10.1021/acs.macromol.7b01010
13. [13]
  J. Wu, S. Sun, X. Feng, et al., Chem. Commun. 50 (2014) 9122–9125. doi: 10.1039/C4CC03127J
14. [14]
  Z.Y. Li, Y. Zhang, C.W. Zhang, et al., J. Am. Chem. Soc. 136 (2014) 8577–8589. doi: 10.1021/ja413047r
15. [15]
  Z. Li, G. Yu, J. Yang, Org. Chem. Front. 4 (2017) 115–118. doi: 10.1039/C6QO00579A
16. [16]
  W. Xia, M. Ni, C. Yao, et al., Macromolecules 48 (2015) 4403–4409. doi: 10.1021/acs.macromol.5b00889
17. [17]
  P. Wang, J. Ma, D. Xia, Org. Chem. Front. 5 (2018) 1297–1302. doi: 10.1039/C7QO01165B
18. [18]
  Y. Wang, C.L. Sun, L.Y. Niu, et al., Polym. Chem. 8 (2017) 3596–3602. doi: 10.1039/C7PY00326A
19. [19]
  X. Yan, F. Wang, B. Zheng, F. Huang, Chem. Soc. Rev. 41 (2012) 6042–6065. doi: 10.1039/c2cs35091b
20. [20]
  D. Chen, J. Zhan, M. Zhang, et al., Polym. Chem. 6 (2015) 25–29. doi: 10.1039/C4PY01206B
21. [21]
  Y. Li, Y. Dong, X. Miao, et al., Angew. Chem. Int. Ed. 57 (2018) 729–733. doi: 10.1002/anie.201710553
22. [22]
  S. Guo, Y. Song, Y. He, X.Y. Hu, L. Wang, Angew. Chem. Int. Ed. 57 (2018) 3163–3167. doi: 10.1002/anie.201800175
23. [23]
  J. Li, K. Shi, M. Drechsler, et al., Chem. Commun. 52 (2016) 12466–12469. doi: 10.1039/C6CC06432A
24. [24]
  H. Wang, X. Ji, Z. Li, et al., Mater. Chem. Front. 1 (2017) 167–171. doi: 10.1039/C6QM00164E
25. [25]
  N. Song, T. Kakuta, T. Yamagishi, Y.W. Yang, T. Ogoshi, CHEM 4 (2018) 2029–2053. doi: 10.1016/j.chempr.2018.05.015
26. [26]
  M.H. Li, X.Y. Lou, Y.W. Yang, Chem. Commun. 57 (2021) 13429–13447. doi: 10.1039/d1cc06105d
27. [27]
  X.S. Hu, H.M. Deng, J. Li, X.S. Jia, C.J. Li, Chin. Chem. Lett. 24 (2013) 707–709. doi: 10.1016/j.cclet.2013.05.008
28. [28]
  J.D. Ding, W.J. Jin, Z. Pei, Y. Pei, Chem. Commun. 56 (2020) 10113–10126. doi: 10.1039/d0cc03682j
29. [29]
  Y.F. Li, Z. Li, Q. Lin, Y.W. Yang, Nanoscale 12 (2020) 2180–2200. doi: 10.1039/c9nr09532b
30. [30]
  F. Lu, Y. Chen, B. Fu, S. Chen, L. Wang, Chin. Chem. Lett. 33 (2022) 5111–5115. doi: 10.1016/j.cclet.2022.03.103
31. [31]
  K. Zhong, S. Lu, W. Guo, et al., J. Mater. Chem. A 9 (2021) 10180–10185. doi: 10.1039/d1ta00483b
32. [32]
  P. Li, Y. Chen, Y. Liu, Chin. Chem. Lett. 30 (2019) 1190–1197. doi: 10.1016/j.cclet.2019.03.035
33. [33]
  D. Dai, Z. Li, J. Yang, et al., J. Am. Chem. Soc. 141 (2019) 4756–4763. doi: 10.1021/jacs.9b01546
34. [34]
  Z. Liu, J. Wu, C. Wang, et al., Chin. Chem. Lett. 30 (2019) 2299–2303. doi: 10.1016/j.cclet.2019.10.023
35. [35]
  X.H. Wang, N. Song, W. Hou, et al., Adv. Mater. 31 (2019) 1903962. doi: 10.1002/adma.201903962
36. [36]
  X.Y. Lou, Y.W. Yang, Adv. Mater. 32 (2020) 2003263. doi: 10.1002/adma.202003263
37. [37]
  T. Xiao, W. Zhong, L. Zhou, et al., Chin. Chem. Lett. 30 (2019) 31–36. doi: 10.1016/j.cclet.2018.05.034
38. [38]
  X.Y. Lou, Y.W. Yang, Adv. Opt. Mater. 6 (2018) 1800668. doi: 10.1002/adom.201800668
39. [39]
  X.H. Wang, X.Y. Lou, T. Lu, et al., ACS Appl. Mater. Interfaces 13 (2021) 4593–4604. doi: 10.1021/acsami.0c21651
40. [40]
  X.Y. Lou, Y.W. Yang, J. Am. Chem. Soc. 143 (2021) 11976–11981. doi: 10.1021/jacs.1c07006
41. [41]
  J. Yang, D. Dai, L. Ma, Y.W. Yang, Chin. Chem. Lett. 32 (2021) 729–734. doi: 10.1016/j.cclet.2020.08.035
42. [42]
  X.Y. Lou, N. Song, Y.W. Yang, Chem. Eur. J. 25 (2019) 11975–11982. doi: 10.1002/chem.201902700
43. [43]
  P. Wang, X. Yan, F. Huang, Chem. Commun. 50 (2014) 5017–5019. doi: 10.1039/c4cc01560f
44. [44]
  Y. Jia, J.P. Hu, L.R. Dang, et al., ACS Sustainable Chem. Eng. 9 (2021) 16203–16209. doi: 10.1021/acssuschemeng.1c05451
45. [45]
  R. Zhang, X. Yan, H. Guo, et al., Chem. Commun. 56 (2020) 948–951. doi: 10.1039/c9cc09155f
46. [46]
  K.E. Feldman, M.J. Kade, E.W. Meijer, C.J. Hawker, E.J. Kramer, Macromolecules 43 (2010) 5121–5127. doi: 10.1021/ma1003776
47. [47]
  H.N. Kim, W.X. Ren, J.S. Kim, J. Yoon, Chem. Soc. Rev. 41 (2012) 3210–3244. doi: 10.1039/C1CS15245A
48. [48]
  Q. Lin, G.F. Gong, Y.Q. Fan, et al., Chem. Commun. 55 (2019) 3247–3250. doi: 10.1039/c8cc09876j
49. [49]
  G. Yu, Z. Zhang, C. Han, et al., Chem. Commun. 48 (2012) 2958–2960. doi: 10.1039/c2cc00125j
50. [50]
  W.M. Wang, D. Dai, J.R. Wu, et al., Chem. Eur. J. 27 (2021) 11879–11887. doi: 10.1002/chem.202101437
51. [51]
  Y.I. Kim, W.E. Hatfield, Inorg. Chim. Acta 188 (1991) 15–24. doi: 10.1016/S0020-1693(00)80911-1
52. [52]
  J. Wang, Y. Fan, H. w. Lee, et al., ACS Appl. Nano Mater. 1 (2018) 3747–3753. doi: 10.1021/acsanm.8b01083
53. [53]
  X. Li, Z. Li, Y.W. Yang, Adv. Mater. 30 (2018) 1800177. doi: 10.1002/adma.201800177
54. [54]
  W. Yan, C. Zhang, S. Chen, L. Han, H. Zheng, ACS Appl. Mater. Interfaces 9 (2017) 1629–1634. doi: 10.1021/acsami.6b14563
55. [55]
  D. Ma, B. Li, Z. Cui, et al., ACS Appl. Mater. Interfaces 8 (2016) 24097–24103. doi: 10.1021/acsami.6b07470
56. [56]
  S. Li, Y. Li, J. Cao, et al., Anal. Chem. 86 (2014) 10201–10207. doi: 10.1021/ac503183y
57. [57]
  H. Yao, X.T. Kan, Q. Zhou, et al., ACS Sustain. Chem. Eng. 8 (2020) 13048–13055. doi: 10.1021/acssuschemeng.0c04490
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