Skip to main content
SpringerLink
Log in

Synthesis of a new monomer for sulfonated poly(arylene ether sulfones)

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

4-({2,4-Bis[(4-chlorophenyl)sulfonyl]phenyl}thio)benzenesulfonic acid was synthesized based on the scheme suggested from the results of retrosynthetic analysis. This compound is a new monomer for the preparation of sulfonated poly(arylene ether sulfones) used as a solid polymer electrolyte in fuel cells. The structure of the aromatic disulfone containing a sulfo group was suggested based on the data on the influence of chemical structure of structural elements of polysulfone proton-conducting membranes on their operational characteristics.

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

Similar content being viewed by others

References

  1. R. Nolte, K. Ledjeff, M. Bauer, R. Mülhaupt, J. Membr. Sci., 1993, 83, 211

    Article  CAS  Google Scholar 

  2. D. S. Kim, K. H. Shin, H. B. Park, Y. M. Lee, J. Membr. Sci., 2006, 278, 428

    Article  CAS  Google Scholar 

  3. G. Li, J. Xie, H. Cai, J. Qiao, Int. J. Hydrogen Energy, 2014, 39, 2639.

    Article  CAS  Google Scholar 

  4. R. Guan, H. Zou, D. Lu, C. Gong, Y. Liu, Eur. Polym. J., 2005, 41, 1554

    Article  CAS  Google Scholar 

  5. L. Wang, Y. Z. Meng, S. J. Wang, A. S. Hay, J. Polym. Sci., Part A: Polym. Chem., 2004, 42, 1779

    Article  CAS  Google Scholar 

  6. K. Miyatake, Y. Chikashige, M. Watanabe, Macromolecules, 2003, 36, 9691.

    Article  CAS  Google Scholar 

  7. D. J. Kim, H. J. Lee, S. Y. Nam, Int. J. Hydrogen Energy, 2014, 39, 17524

    Article  CAS  Google Scholar 

  8. Y. S. Kim, F. Wang, M. Hickner, J. Membr. Sci., 2003, 212, 263

    Article  CAS  Google Scholar 

  9. W. L. Harrison, F. Wang, J. B. Mecham, V. A. Bhanu, M. Hill, Y. S. Kim, J. E. McGrath, J. Polym. Sci., Part A: Polym. Chem., 2003, 41, 2264.

    Article  CAS  Google Scholar 

  10. A. L. Rusanov, L. G. Komarova, E. G. Bulycheva, M. G. Bugaenko, R. S. Begunov, A. N. Valyaeva, Polym. Sci., Ser. B, 2010, 52, 499.

    Article  Google Scholar 

  11. G. C. Eastmond, J. Paprotny, R. S. Irwin, Macromolecules, 1996, 29, 1382.

    Article  CAS  Google Scholar 

  12. Yu. A. Mikhailin, Termoustoichivye polimery i polimernye materialy [Thermally Stable Polymers and Polymeric Materials], Professiya, St.-Petersburg, 2006, 624 pp. (in Russain).

    Google Scholar 

  13. C. E. Shaner, G. M. Ferrence, T. A. Mitchell, Synlett, 2013, 24, 1861

    Article  CAS  Google Scholar 

  14. C. Bhanja, S. Jena, J. Chem. Pharm. Res., 2012, 4, 3610

    CAS  Google Scholar 

  15. Y. Koyama, R. Yamaguchi, K. Suzuki, Angew. Chem., Int. Ed., 2008, 47, 1084.

    Article  CAS  Google Scholar 

  16. V. A. Al´fonsov, L. I. Belen´kii, N. N. Vlasova, M. G. Voronkov, A. I. Gershenovich, E. N. Deryagina, V. N. Drozd, A. A. Dudinov, E. N. Karaulova, V. I. Knutov, E. N. Komarova, E. S. Levchenko, V. E. Mazaev, L. N. Markovskii, V. I. Nedel´kin, I. S. Nizamov, E. N. Prilezhaeva, B. V. Salov, F. M. Stoyanovich, E. R. Uzhdavini, V. A. Usov, V. G. Kharchenko, S. N. Chalaya, Yu. G. Shermolovich, Poluchenie i svoistva organicheskikh soedinenii sery [Synthesis and Properties of Organosulfur Compounds], Nauka, Moscow, 1998, 560 pp. (in Russian).

    Google Scholar 

  17. F. Terrier, Nucleophilic Aromatic Displacement: The Influence of the Nitro Group, VCH, New York, 1991, 426 pp

    Google Scholar 

  18. H. Suhr, Chem. Ber., 1964, 97, 3277

    Article  CAS  Google Scholar 

  19. H. Suhr, Chem. Ber., 1964, 97, 3268.

    Article  CAS  Google Scholar 

  20. R. S. Begunov, A. N. Valyaeva, V. V. Belyaev, N. O. Dobretsova, Russ. Chem. Bull., 2015, 64, 1971.

    Article  CAS  Google Scholar 

  21. V. M. Vlasov, Russ. Chem. Rev., 2003, 72, 681.

    Article  CAS  Google Scholar 

  22. K. Matsumoto, T. Higashihara, M. Ueda, Macromolecules, 2009, 42, 1161

    Article  CAS  Google Scholar 

  23. L. Wang, Y. Z. Meng, X. H. Li, M. Xiao, S. J. Wang, A. S. Hay, J. Membr. Sci., 2006, 280, 108

    Article  CAS  Google Scholar 

  24. N. Li, C. Wang, S. Y. Lee, Angew. Chem., 2011, 123, 9324.

    Article  Google Scholar 

  25. A. M. Tsedilin, A. N. Fakhrutdinov, D. B. Eremin, S. S. Zalesskiy, A. O. Chizhov, N. G. Kolotyrkina, V. P. Ananikov, Mendeleev Commun., 2015, 25, 454.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. P. G. Demidov Yaroslavl State University, 14 ul. Sovetskaya, 150000, Yaroslavl, Russian Federation

    R. S. Begunov, A. N. Valyaeva & S. A. Pirogova

  2. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    A. N. Fakhrutdinov

Authors
  1. R. S. Begunov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. A. N. Valyaeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. N. Fakhrutdinov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. S. A. Pirogova
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to R. S. Begunov.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Begunov, R.S., Valyaeva, A.N., Fakhrutdinov, A.N. et al. Synthesis of a new monomer for sulfonated poly(arylene ether sulfones). Russ Chem Bull 66, 545–551 (2017). https://doi.org/10.1007/s11172-017-1769-9

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-017-1769-9

Key words

Search

Navigation