Skip to main content
SpringerLink
Log in

Sulfonated copoly(norbornene)s bearing sultone pendant groups and application as proton exchange membranes candidates

  • Original Paper
  • Published:
Journal of Polymer Research Aims and scope Submit manuscript

Abstract

Novel copolynorbornenes bearing pendant sultone groups (designated as P(BN/SulNBOH) and P(BN/SulNBOMe)) have been successfully synthesized via copolymerization of functionalized norbornenes bearing sultones (designated as SulNBOH and SulNBOMe) with 2-butoxymethylene norbornene (BN). The catalyst system showed high catalyst activity (104 gpolymer/molNi·h) and the obtained copolymers have high molecular weight and a narrow molecular weight distribution. Furthermore, the achieved copolymers P(BN/SulNBOH) and P(BN/SulNBOMe) were converted into sulfonated copolymers sP(BN/NBOH) and sP(BN/NBOMe). Both sP(BN/NBOH) and sP(BN/NBOMe) membranes displayed low water uptake, high thermal properties, good mechanical properties, and better proton exchange membranes properties. The proton conductivities measured in the hydrated state at 80 °C ranged from 10−5 to 7.19 × 10−3 S·cm−1.

Novel copolynorbornenes bearing pendant sultone groups are synthesized. The achieved copolymers are converted into the sulfonated copolymers. The proton conductivities of the membranes measured in the hydrated state at 80 °C ranged from 10−5 to 7.19 × 10-3 S·cm−1.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1
Scheme 2
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Scheme 3
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11

Similar content being viewed by others

References

  1. Rikukawa M, Sanui K (2000) Prog Polym Sci 25:1463–1502

    Article  CAS  Google Scholar 

  2. Hickner MA, Ghassemi H, Kim YS, Einsla BR, McGrath JE (2004) Chem Rev 104:4587–4612

    Article  CAS  Google Scholar 

  3. Li Q, He R, Jensen JO, Bjerrum NJ (2003) Chem Mater 15:4896–4915

    Article  CAS  Google Scholar 

  4. Li K, Ye G, Pan J, Zhang H, Pan M (2010) J Membr Sci 347:26–31

    Article  CAS  Google Scholar 

  5. Fatyeyeva K, Bigarré J, Blondel B, Galiano H, Gaud D, Lecardeur M, Poncin-Epaillard F (2011) J Membr Sci 366:33–42

    Article  CAS  Google Scholar 

  6. Kim E, Weck PF, Balakrishnan N, Bae C (2008) J Phys Chem B 112:3283–3286

    Article  CAS  Google Scholar 

  7. Feng S, Shang Y, Wang Y, Liu G, Xie X, Dong W, Xu J, Mathur VK (2010) J Membr Sci 352:14–21

    Article  CAS  Google Scholar 

  8. Zhang Q, Gong F, Zhang S, Li S (2011) J Membr Sci 367:166–173

    Article  CAS  Google Scholar 

  9. Han M, Zhang G, Li M, Wang S, Zhang Y, Li H, Lew CM, Na H (2011) Int J Hydrogen Energy 36:2197–2206

    Article  CAS  Google Scholar 

  10. Miyatake K, Furuya H, Tanaka M, Watanabe M (2012) J Power Sources 204:74–78

    Article  CAS  Google Scholar 

  11. Amirinejad M, Madaeni SS, Navarra MA, Rafiee E, Scrosati B (2011) J Power Sources 196:988–998

    Article  CAS  Google Scholar 

  12. Yu TL, Lin HL, Shen KS, Huang LN, Chang YC, Jung GB, Huang JC (2004) J Polym Res 11:217–224

    Article  CAS  Google Scholar 

  13. Decker B, Hartmann-Thompson C, Carver PI, Keinath SE, Santurri PR (2010) Chem Mater 22:942–948

    Article  CAS  Google Scholar 

  14. Tripathi BP, Shahi VK (2011) Prog Polym Sci 36:945–979

    Article  CAS  Google Scholar 

  15. Kim Y-S, Wang F, Hickner M, Zawodzinski T, McGrath JE (2003) J Membr Sci 212:263–282

    Article  CAS  Google Scholar 

  16. Santiago AA, Vargas J, Cruz-Gomez J, Tlenkopatchev MA, Gavino R, Lopez-Gonzalez M, Riande E (2011) Polymer 52:4208–4220

    Article  CAS  Google Scholar 

  17. Compañ V, Fernández-Carretero FJ, Riande E, Linares A, Acosta JL (2007) J Electrochem Soc 154:B159–B164

    Article  Google Scholar 

  18. Wang X, Hu J, Hu T, Zhang Y, Chen Y, Zhou W, Xiao S, He X (2012) J Appl Polym Sci 123:3225–3233

    Article  CAS  Google Scholar 

  19. Xing P, Robertson GP, Guiver MD, Mikhailenko SD, Wang K, Kaliaguine S (2004) J Membr Sci 229:95–106

    Article  CAS  Google Scholar 

  20. Kobayashi T, Rikukawa M, Sanui K, Ogata N (1998) Solid State Ionics 106:219–225

    Article  CAS  Google Scholar 

  21. Gautier-Luneau I, Denoyelle A, Sanchez JY, Poinsignon C (1992) Electrochim Acta 37:1615–1618

    Article  CAS  Google Scholar 

  22. Gil M, Ji X, Li X, Na H, Eric Hampsey J, Lu Y (2004) J Membr Sci 234:75–81

    Article  CAS  Google Scholar 

  23. Jouanneau J, Mercier R, Gonon L, Gebel G (2007) Macromolecules 40:983–990

    Article  CAS  Google Scholar 

  24. Makovetskii KL (2008) Polym Sci Ser C 50:22–38

    Article  Google Scholar 

  25. Masayoshi T, Toshihiko Y, Masahiro U, Yuri T (2007) JP patent 096,747

  26. Takamiya I, Yamashita M, Murotani E, Morizawa Y, Nozaki K (2008) J Polym Sci Polym Chem 46:5133–5141

    Article  CAS  Google Scholar 

  27. Thrasher SR, Rezac ME (2004) Polymer 45:2641–2649

    Article  CAS  Google Scholar 

  28. Liu S, Chen Y, He X, Chen L, Zhou W (2011) J Appl Polym Sci 121:1166–1175

    Article  CAS  Google Scholar 

  29. Wu X, Rhodes LF, Seger, L (2005) US patent 070,993

  30. He XH, Yao YZ, Luo X, Zhang JK, Liu YH, Zhang L, Wu Q (2003) Organometallics 22:4952–4957

    Article  CAS  Google Scholar 

  31. Ravikiran R, Wu XM, Rhodes LF, Nakano H, Wang HB, Jayaraman S, Duff RJ, Lipian J-H (2005) US patent 0,019,638

  32. Gao H, Chen Y, Zhu F, Wu Q (2006) J Polym Sci Polym Chem 44:5237–5246

    Article  CAS  Google Scholar 

  33. He F, Chen Y, He X, Chen M, Zhou W, Wu Q (2009) J Polym Sci Polym Chem 47:3990–4000

    Article  CAS  Google Scholar 

  34. Deimede VA, Kallitsis JK (2005) Macromolecules 38:9594–9601

    Article  CAS  Google Scholar 

  35. Ma X, Shen L, Zhang C, Xiao G, Yan D, Sun G (2008) J Membr Sci 310:303–311

    Article  CAS  Google Scholar 

  36. Cho E-B, Luu DX, Kim D (2010) J Membr Sci 351:58–64

    Article  CAS  Google Scholar 

  37. Zhao Y, Yin J (2010) J Membr Sci 351:28–35

    Article  CAS  Google Scholar 

  38. Kreuer KD (2001) J Membr Sci 185:29–39

    Article  CAS  Google Scholar 

  39. Tan N, Xiao G, Yan D (2010) Chem Mater 22:1022–1031

    Article  CAS  Google Scholar 

  40. Gao N, Zhang F, Zhang S, Liu J (2011) J Membr Sci 372:49–56

    Article  CAS  Google Scholar 

  41. Won J, Park HH, Kim YJ, Choi SW, Ha HY, Oh I-H, Kim HS, Kang YS, Ihn KJ (2003) Macromolecules 36:3228–3234

    Article  CAS  Google Scholar 

  42. Tripathi BP, Shahi VK (2008) J Phys Chem B 112:15678–15690

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This work was supported by the National Natural Science Foundation of China (21164006).

Author information

Authors and Affiliations

  1. Department of Chemistry/Institute of Polymers, Nanchang University, 999 Xuefu Avenue, Nanchang, 330031, China

    Meiping Hu, Xiaohui He & Yiwang Chen

  2. School of Civil Engineering and Architecture, Nanchang University, 999 Xuefu Avenue, Nanchang, 330031, China

    Defu Chen

Authors
  1. Meiping Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Xiaohui He
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yiwang Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Defu Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Xiaohui He or Yiwang Chen.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Hu, M., He, X., Chen, Y. et al. Sulfonated copoly(norbornene)s bearing sultone pendant groups and application as proton exchange membranes candidates. J Polym Res 19, 9977 (2012). https://doi.org/10.1007/s10965-012-9977-3

Download citation

  • Received:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1007/s10965-012-9977-3

Keywords

Search

Navigation