Citation: Guang-hui Nie, Wen-jun Wu, Xi Yue, Shi-jun Liao, Xiu-hua Li. Synthesis and Properties of Hydroxide Conductive Polymers Carrying Dense Aromatic Side-chain Quaternary Ammonium Groups[J]. Chinese Journal of Polymer Science, ;2017, 35(7): 823-836. doi: 10.1007/s10118-017-1941-6 shu

Synthesis and Properties of Hydroxide Conductive Polymers Carrying Dense Aromatic Side-chain Quaternary Ammonium Groups

Guang-hui Nie ^a,b ,
Wen-jun Wu ^a,b ,
Xi Yue ^a,b ,
Shi-jun Liao ^a,b ,
Xiu-hua Li ^a,b,,

a.
School of Chemistry & Chemical Engineering, South China University of Technology, Guangzhou 510641, China
a.
The Key Laboratory of Fuel Cell Technology of Guangdong Province, South China University of Technology, Guangzhou 510641, China

Corresponding author: Xiu-hua Li, lixiuhua@scut.edu.cn
Received Date: 16 December 2016
Revised Date: 7 February 2017
Accepted Date: 8 February 2017

Fund Project: Student Research Program (SRP) Funds of South China University of Technology 105612015S165Student Research Program (SRP) Funds of South China University of Technology 105612016S198the National Natural Science Foundation of China 51173045

A series of hydroxide conductive polymers QTBMs carrying dense aromatic side-chain quaternary ammonium groups has been synthesized by using a new monomer of 3, 3'-di(3", 5"-dimethylphenyl)-4, 4'-difluorodiphenyl sulfone and other commercial monomers via polycondensation reaction, and subsequent bromination, quaternization and alkalization. The chemical structures of the ionomers were confirmed by ¹H-and ¹³C-NMR spectroscopy. Water uptake, swelling ratio, hydroxide conductivity, the number of bonded water per ammonium group (λ), volumetric ion exchange capacity (IEC_Vwet), mechanical and thermal properties, and chemical stability were systematically evaluated for the series of QTBMs membranes. QTBMs showed IECs ranging from 1.02 meq·g^-1 to 2.11 meq·g^-1; in particular, QTBM-60 membrane with the highest IEC (2.11 meq·g^-1) had very high hydroxide ion conductivity of 131.9 mS·cm^-1 at 80℃, which was attributed to the well assembled nano-channels with distinct phase separation evidenced by small-angle X-ray scattering (SAXS). It was found that the hydrated QTBMs membranes were mechanically stable with moderate water uptakes and swelling ratios, high chemical stability under the harsh alkaline conditions. This work provides a facile way to prepare anion exchange membranes (AEMs) with high performances for the application in alkaline fuel cells.
- Aromatic side-chain quaternary ammonium,
- Bromination,
- Alkaline anion exchange membrane,
- Poly (arylene ether sulfone) s
1. [1]
  Varcoe, J.R. and Slade, R.C.T., Fuel Cells, 2005, 5: 187 doi: 10.1002/fuce.v5:2
2. [2]
  Merle, G., Wessling, M. and Nijmeijer, K., J. Membr. Sci., 2011, 377: 1 doi: 10.1016/j.memsci.2011.04.043
3. [3]
  Wang, Y.J., Qiao, J., Baker, R. and Zhang, J., Chem. Soc. Rev., 2013, 42: 5768 doi: 10.1039/c3cs60053j
4. [4]
  Li, X., Tao, J., Nie, G., Wang, L., Li, L. and Liao, S., RSC Adv., 2014, 4: 41398 doi: 10.1039/C4RA06519K
5. [5]
  Wang, J., Wang, J., Li, S. and Zhang, S., J. Membr. Sci., 2011, 368: 246 doi: 10.1016/j.memsci.2010.11.058
6. [6]
  Lin, B.C., Qiu, L.H., Qiu, B., Peng, Y. and Yan, F., Macromolecules, 2011, 44: 9642 doi: 10.1021/ma202159d
7. [7]
  Zhang, Q., Zhang, Q., Wang, J., Zhang, S. and Li, S., Polymer, 2010, 51: 5407 doi: 10.1016/j.polymer.2010.09.049
8. [8]
  Chen, D. and Hickner, M.A., Macromolecules, 2013, 46: 9270 doi: 10.1021/ma401620m
9. [9]
  Xu, S., Zhang, G., Zhang, Y., Zhao, C.J., Ma, W.J., Sun, H.C., Zhang, N., Zhang, L.Y., Jiang, H. and Na, H., J. Power Sources, 2012, 209: 228 doi: 10.1016/j.jpowsour.2012.02.076
10. [10]
  Li, Q., Liu, L., Miao, Q., Jin, B. and Bai, R., Chem. Commun., 2014, 50: 2791 doi: 10.1039/c3cc47897a
11. [11]
  Lin, B., Dong, H., Li, Y., Si, Z., Gu, F. and Yan, F. Chem. Mater., 2013, 25: 1858 doi: 10.1021/cm400468u
12. [12]
  Li, X.H., Yu, Y.F., Liu, Q.F. and Meng, Y.Z., J. Membr. Sci., 2013, 436: 202 doi: 10.1016/j.memsci.2013.02.041
13. [13]
  Li, X.H., Liu, Q.F., Yu, Y.F. and Meng, Y.Z., J. Mater. Chem. A, 2013, 1: 4324 doi: 10.1039/c3ta00342f
14. [14]
  Li, N., Wang, C., Lee, S.Y., Park, C.H., Lee, Y.M. and Guiver, M.D., Angew. Chem. Int. Ed., 2011, 123: 9324 doi: 10.1002/ange.201102057
15. [15]
  Lafitte, B. and Jannasch, P., Adv. Funct. Mater., 2007, 17: 2823 doi: 10.1002/(ISSN)1616-3028
16. [16]
  Wang, L.M., Zhang, Q.F. and Zhang, S.B., Chinese J. Polym. Sci., 2015, 33(9): 1225 doi: 10.1007/s10118-015-1671-6
17. [17]
  Li, X., Liu, Q., Yu, Y. and Meng, Y., J. Membr. Sci., 2014, 467: 1 doi: 10.1016/j.memsci.2014.05.016
18. [18]
  Tanaka, M., Fukasawa, K., Nishino, E., Yamaguchi, S., Yamada, K., Tanaka, H., Bae, B., Miyatake, K. and Watanabe, M., J. Am. Chem. Soc., 2011, 133: 10646 doi: 10.1021/ja204166e
19. [19]
  Yokota, N., Ono, H., Miyake, J., Nishino, E., Asazawa, K., Watanabe, M. and Miyatake, K., ACS Appl. Mater. Interfaces, 2014, 6: 17044 doi: 10.1021/am5046586
20. [20]
  Nie, G.H., Li, X.H., Tao, J.X., Wu, W.J. and Liao, S.J., J. Membr. Sci., 2015, 474: 187 doi: 10.1016/j.memsci.2014.09.053
21. [21]
  Liu, Z., Li, X.B., Shen, K.Z., Feng, P.J., Zhang, Y.N., Xu, X., Hu, W., Jiang, Z.H., Liu, B.J. and Guiver, M.D., J. Mater. Chem. A, 2013, 1: 6481 doi: 10.1039/c3ta10355b
22. [22]
  Li, N., Zhang, Q., Wang, C., Lee, Y.M. and Guiver, M.D., Macromolecules, 2012, 45: 2411 doi: 10.1021/ma202681z
23. [23]
  Li, X., Nie, G., Tao, J., Wu, W., Wang, L. and Liao, S., ACS Appl. Mater. Interfaces, 2014, 6: 7585 doi: 10.1021/am500915w
24. [24]
  Li, N., Shin, D.W., Hwang, D.S., Lee, Y.M. and Guiver, M.D., Macromolecules, 2010, 43: 9810 doi: 10.1021/ma102107a
25. [25]
  Yan, J. and Hickner, M.A., Macromolecules, 2010, 43: 2349 doi: 10.1021/ma902430y
26. [26]
  Wang, C.Y., Shen, B., Xu, C., Zhao, X.Y. and Li, J., J. Membr. Sci., 2015, 492: 281 doi: 10.1016/j.memsci.2015.05.060
27. [27]
  Tanaka, M., Koike, M., Miyatake, K. and Watanabe, M., Polym. Chem.-UK, 2011, 2: 99 doi: 10.1039/C0PY00238K
28. [28]
  Li, X., Yu, Y., Liu, Q. and Meng, Y., ACS Appl. Mater. Interfaces, 2012, 4: 3627 doi: 10.1021/am3007005
29. [29]
  Lin, B., Qiu, L., Lu, J. and Yan, F., Chem. Mater., 2010, 22: 6718 doi: 10.1021/cm102957g
30. [30]
  Hickner, M.A., Herring, A.M. and Coughlin, E.B., J. Polym. Sci., Part B: Polym. Phys., 2013, 51: 1727 doi: 10.1002/polb.23395
31. [31]
  Couture, G., Alaaeddine, A., Boschet, F. and Ameduri, B., Prog. Polym. Sci., 2011, 36: 1521 doi: 10.1016/j.progpolymsci.2011.04.004
32. [32]
  Lin, C.X., Zhuo, Y.Z., Lai, A.N., Zhang, Q.G., Zhu, A.M. and Liu, Q.L., RSC Adv., 2016, 6: 17269 doi: 10.1039/C5RA22774G
33. [33]
  He, Y., Si, J., Wu, L., Chen, S., Zhu, Y., Pan, J., Ge, X., Yang, Z. and Xu, T., J. Membr. Sci., 2016, 515: 189 doi: 10.1016/j.memsci.2016.05.058
34. [34]
  Lin, C.X., Zhuo, Y.Z., Lai, A.N., Zhang, Q.G., Zhu, A.M., Ye, M.L. and Liu, Q.L., J. Membr. Sci., 2016, 513: 206 doi: 10.1016/j.memsci.2016.04.054
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