Citation: Haoyong Yang, Tao Zhang, Qunji Xue. Recent advances in single-crystalline two-dimensional polymers: Synthesis, characterization and challenges[J]. Chinese Chemical Letters, ;2022, 33(12): 4989-5000. doi: 10.1016/j.cclet.2022.02.030 shu

Recent advances in single-crystalline two-dimensional polymers: Synthesis, characterization and challenges

Haoyong Yang ^{a, b} ,
Tao Zhang ^{a, *,} ,
Qunji Xue ^a

a.
Key Laboratory of Marine Materials and Related Technologies, Zhejiang Key Laboratory of Marine Materials and Protective Technologies, Ningbo Institute of Materials Technology and Engineering, Chinese Academy of Sciences, Ningbo 315201, China
b.
School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China

tzhang@nimte.ac.cn

Received Date: 9 December 2021
Revised Date: 28 January 2022
Accepted Date: 15 February 2022
Available Online: 18 February 2022

Figures(15)

Two-dimensional polymers (2DPs) are emerging crystalline 2D organic material comprising free-standing, single-atom/monomer-thick, planar, and covalent networks with long-ranging structural order. Benefiting from their intrinsic porosity, crystallinity, and electrical properties, 2DPs have displayed great potential for separation, energy conversion and electronic fields. In this mini review, we aim to provide the recent progress in crystalline 2DPs films form synthesis strategies to characterization methods, as well as the future trends. We first present the synthesis strategy of single-crystalline 2DPs films including crystal engineering approaches and surface science. Also, we summarize the characterization methods of 2DPs films and highlight the advantages and limitations of different methods focusing on chemical bonding, morphology, and crystal structure. Finally, we will present the current challenges and trends regarding the future developments of crystallinity, monomer design, synthesis strategy and characterization.
- 2D polymer,
- Single crystal,
- Organic thin film,
- Interfacial synthesis,
- Structural characterization
1. [1]
  Proc. R. Soc. Lond. Ser. Math. Phys. Sci. 153 (1935) 116–128.
2. [2]
  Proc. R. Soc. Lond. Ser. Math. Phys. Sci. 153 (1935) 129–141.
3. [3]
  K.S. Novoselov, A.K. Geim, S.V. Morozov, et al., Science 306 (2004) 666–669. doi: 10.1126/science.1102896
4. [4]
  M. Servalli, A.D. Schlüter, Annu. Rev. Mater. Res. 47 (2017) 361–389. doi: 10.1146/annurev-matsci-070616-124040
5. [5]
  J. Sakamoto, J. van Heijst, Oleg Lukin, Angew. Chem. Int. Ed. 48 (2009) 1030–1069. doi: 10.1002/anie.200801863
6. [6]
  P. Kissel, R. Erni, W.B. Schweizer, et al., Nat. Chem. 4 (2012) 287–291. doi: 10.1038/nchem.1265
7. [7]
  M. Bieri, M. Treier, J. Cai, et al., Chem. Commun. (2009) 6919–6921. doi: 10.1039/b915190g
8. [8]
  R. Makiura, S. Motoyama, Y. Umemura, et al., Nat. Mater. 9 (2010) 565–571. doi: 10.1038/nmat2769
9. [9]
  W. Liu, X. Luo, Y. Bao, et al., Nat. Chem. 9 (2017) 563–570. doi: 10.1038/nchem.2696
10. [10]
  Y. Zhong, B. Cheng, C. Park, et al., Science 366 (2019) 1379–1384. doi: 10.1126/science.aax9385
11. [11]
  K. Liu, H. Qi, R. Dong, et al., Nat. Chem. 11 (2019) 994–1000. doi: 10.1038/s41557-019-0327-5
12. [12]
  Y. Jin, Y. Hu, M. Ortiz, et al., Chem. Soc. Rev. 49 (2020) 4637–4666. doi: 10.1039/c9cs00879a
13. [13]
  K. Dey, M. Pal, K.C. Rout, et al., J. Am. Chem. Soc. 139 (2017) 13083–13091. doi: 10.1021/jacs.7b06640
14. [14]
  M.X. Wu, Y.W. Yang, Chin. Chem. Lett. 28 (2017) 1135–1143. doi: 10.1016/j.cclet.2017.03.026
15. [15]
  C.Y. Lin, D. Zhang, Z. Zhao, et al., Adv. Mater. 30 (2018) 1703646. doi: 10.1002/adma.201703646
16. [16]
  H. Sahabudeen, H. Qi, B.A. Glatz, et al., Nat. Commun. 7 (2016) 13461. doi: 10.1038/ncomms13461
17. [17]
  P. Payamyar, B.T. King, H.C. Öttinger, et al., Chem. Commun. 52 (2016) 18–34. doi: 10.1039/C5CC07381B
18. [18]
  A.D. Schlüter, T. Weber, G. Hofer, Chem. Soc. Rev. 49 (2020) 5140–5158. doi: 10.1039/d0cs00176g
19. [19]
  F.J. Uribe-Romo, W.R. Dichtel, Nat. Chem. 4 (2012) 244–245. doi: 10.1038/nchem.1317
20. [20]
  R. Bhola, P. Payamyar, D.J. Murray, et al., J. Am. Chem. Soc. 135 (2013) 14134–14141. doi: 10.1021/ja404351p
21. [21]
  P. Kissel, D.J. Murray, W.J. Wulftange, et al., Nat. Chem. 6 (2014) 774–778. doi: 10.1038/nchem.2008
22. [22]
  M.J. Kory, M. Wörle, T. Weber, et al., Nat. Chem. 6 (2014) 779–784. doi: 10.1038/nchem.2007
23. [23]
  R.Z. Lange, G. Hofer, T. Weber, et al., J. Am. Chem. Soc. 139 (2017) 2053–2059. doi: 10.1021/jacs.6b11857
24. [24]
  J. Mahmood, E.K. Lee, M. Jung, et al., Proc. Natl. Acad. Sci. 113 (2016) 7414–7419. doi: 10.1073/pnas.1605318113
25. [25]
  W. Liu, M. Ulaganathan, I. Abdelwahab, et al., ACS Nano 12 (2018) 852–860. doi: 10.1021/acsnano.7b08354
26. [26]
  R. Makiura, O. Konovalov, Sci. Rep. 3 (2013) 2506. doi: 10.1038/srep02506
27. [27]
  R. Dong, M. Pfeffermann, H. Liang, et al., Angew. Chem. 127 (2015) 12226–12231. doi: 10.1002/ange.201506048
28. [28]
  S. Park, Z. Liao, B. Ibarlucea, et al., Angew. Chem. 59 (2020) 8218–8224. doi: 10.1002/anie.201916595
29. [29]
  H. Sahabudeen, H. Qi, M. Ballabio, et al., Angew. Chem. 59 (2020) 6028–6036. doi: 10.1002/anie.201915217
30. [30]
  F. Tan, S. Han, D. Peng, et al., J. Am. Chem. Soc. (2021) jacs. 0c13458.
31. [31]
  T. Zhang, H. Qi, Z. Liao, et al., Nat. Commun. 10 (2019) 4225. doi: 10.1038/s41467-019-11921-3
32. [32]
  T. Zhang, P. Zhang, Z. Liao, et al., Chin. Chem. Lett. 33 (2022) 3921–3924. doi: 10.1016/j.cclet.2021.11.052
33. [33]
  Z. Wang, Z. Zhang, H. Qi, et al., Nat. Synth. 1 (2022) 69–76. doi: 10.1038/s44160-021-00001-4
34. [34]
  T. Seki, X. Yu, P. Zhang, et al., Chem. 7 (2021) 2548–2550. doi: 10.1016/j.chempr.2021.09.007
35. [35]
  R. Dong, T. Zhang, X. Feng, Chem. Rev. 118 (2018) 6189–6235. doi: 10.1021/acs.chemrev.8b00056
36. [36]
  A.M. Evans, L.R. Parent, N.C. Flanders, et al., Science 361 (2018) 52–57. doi: 10.1126/science.aar7883
37. [37]
  M. Matsumoto, R.R. Dasari, W. Ji, et al., J. Am. Chem. Soc. 139 (2017) 4999–5002. doi: 10.1021/jacs.7b01240
38. [38]
  M. Matsumoto, L. Valentino, G.M. Stiehl, et al., Chem 4 (2018) 308–317. doi: 10.1016/j.chempr.2017.12.011
39. [39]
  O. MacLean, F. Rosei, Science 366 (2019) 1308–1309. doi: 10.1126/science.aaz9326
40. [40]
  R. Dong, P. Han, H. Arora, et al., Nat. Mater. 17 (2018) 1027–1032. doi: 10.1038/s41563-018-0189-z
41. [41]
  R. Matsuoka, R. Sakamoto, K. Hoshiko, et al., J. Am. Chem. Soc. 139 (2017) 3145–3152. doi: 10.1021/jacs.6b12776
42. [42]
  J.W. Colson, A.R. Woll, A. Mukherjee, et al., Science 332 (2011) 228–231. doi: 10.1126/science.1202747
43. [43]
  X. Song, X. Wang, Y. Li, et al., Angew. Chem. Int. Ed. 59 (2020) 1118–1123. doi: 10.1002/anie.201911543
44. [44]
  D.D. Medina, J.M. Rotter, Y. Hu, et al., J. Am. Chem. Soc. 137 (2015) 1016–1019. doi: 10.1021/ja510895m
45. [45]
  J.W. Colson, W.R. Dichtel, Nat. Chem. 5 (2013) 453–465. doi: 10.1038/nchem.1628
46. [46]
  L. Grill, M. Dyer, L. Lafferentz, et al., Nat. Nanotechnol. 2 (2007) 687–691. doi: 10.1038/nnano.2007.346
47. [47]
  L. Lafferentz, V. Eberhardt, C. Dri, et al., Nat. Chem. 4 (2012) 215–220. doi: 10.1038/nchem.1242
48. [48]
  G. Galeotti, F. Marchi, E. Hamzehpoor, et al., Nat. Mater. 19 (2020) 874–880. doi: 10.1038/s41563-020-0682-z
49. [49]
  L. Grill, S. Hecht, Nat. Chem. 12 (2020) 115–130. doi: 10.1038/s41557-019-0392-9
50. [50]
  V. Müller, A. Hinaut, M. Moradi, et al., Angew. Chem. Int. Ed. 57 (2018) 10584–10588. doi: 10.1002/anie.201804937
51. [51]
  Y. Xu, Y. Zhang, H. Yang, et al., Chin. Chem. Lett. 33 (2022) 968–972. doi: 10.1016/j.cclet.2021.07.041
52. [52]
  V. Müller, F. Shao, M. Baljozovic, et al., Angew. Chem. Int. Ed. 56 (2017) 15262–15266. doi: 10.1002/anie.201707140
53. [53]
  H. Qi, H. Sahabudeen, B. Liang, et al., Sci. Adv. 6 (2020) eabb5976. doi: 10.1126/sciadv.abb5976
54. [54]
  D.B. Shinde, G. Sheng, X. Li, et al., J. Am. Chem. Soc. 140 (2018) 14342–14349. doi: 10.1021/jacs.8b08788
55. [55]
  T.F. Machado, M.E.S. Serra, D. Murtinho, et al., Polymers (Basel) 13 (2021) 970. doi: 10.3390/polym13060970
56. [56]
  M. Wang, R. Dong, X. Feng, Chem. Soc. Rev. 50 (2021) 2764–2793. doi: 10.1039/d0cs01160f
57. [57]
  R. Gutzler, D.F. Perepichka, J. Am. Chem. Soc. 135 (2013) 16585–16594. doi: 10.1021/ja408355p
58. [58]
  Y. Jing, T. Heine, Nat. Mater. 19 (2020) 823–824. doi: 10.1038/s41563-020-0690-z
59. [59]
  K. Geng, T. He, R. Liu, et al., Chem. Rev. 120 (2020) 8814–8933. doi: 10.1021/acs.chemrev.9b00550
60. [60]
  Y. Zhang, K. Ren, L. Wang, et al., Chin. Chem. Lett. 33 (2022) 33–60. doi: 10.6023/cjoc202107066
61. [61]
  D. Zhou, X. Tan, H. Wu, et al., Angew. Chem. Int. Ed. 58 (2019) 1376–1381. doi: 10.1002/anie.201811399
62. [62]
  A. Dieter Schlüter, Commun. Chem. 3 (2020) 12. doi: 10.1038/s42004-020-0258-5
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