Skip to main content
SpringerLink
Log in

Polystyrene-graft-poly(2,2′-bithiophene): synthesis, characterization, and properties

  • Published:
Journal of Materials Science: Materials in Electronics Aims and scope Submit manuscript

Abstract

This paper describes a new approach for graft copolymerization of 2,2′-bithiophene onto a polystyrene (PSt) backbone by a multi-step process. For this purpose, first poly(styrene-co-4-chloromethyl styrene) [P(St-co-CMSt)] was synthesized via a free radical polymerization, and then the chlorine groups of P(St-co-CMSt) copolymer were converted to thiophene groups by a substitution nucleophilic reaction in the presence of a solvent composed of 2-hydroxymethylthiophene, sodium hydride, and dry tetrahydrofuran. The thiophene-functionalized polystyrene multicenter macromonomer obtained was used in oxidative copolymerization with 2,2′-bithiophene to yield a graft copolymer [polystyrene-graft-poly(2,2′-bithiophene) (PSt-g-PBT)]. The chemical structures of all samples as representatives were characterized by 1H nuclear magnetic resonance, and Fourier transform infrared spectroscopy. The thermal behaviors of the synthesized polymers were investigated by means of thermogravimetric analysis. Moreover, the conductivity of the PSt-g-PBT copolymer was measured by four-point probe method, and its electroactivity behavior was verified under cyclic voltammetric conditions.

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

Similar content being viewed by others

References

  1. S. Hunter, J. Chen, T.D. Anthopoulos, Adv. Funct. Mater. 24, 5969 (2014)

    Article  Google Scholar 

  2. M. Jaymand, M. Hatamzadeh, Y. Omidi, Prog. Polym. Sci. (in press). doi:10.1016/j.progpolymsci.2014.11.004

  3. M. Jaymand, Prog. Polym. Sci. 38, 1287 (2013)

    Article  Google Scholar 

  4. B. Kumar, B.K. Kaushik, Y.S. Negi, J. Mater. Sci.: Mater. Electron. 25, 1 (2014)

    Google Scholar 

  5. G. Samsonidze, F.J. Ribeiro, M.L. Cohen, S.G. Louie, Phys. Rev. B. 90, 035123 (2014)

    Article  Google Scholar 

  6. M.M. Pérez-Madrigal, M.I. Giannotti, E. Armelin, F. Sanz, C. Alemán, Polym. Chem. 5, 1248 (2014)

    Article  Google Scholar 

  7. M. Jaymand, Design. Monomer. Polym. 14, 433 (2011)

    Article  Google Scholar 

  8. B. Massoumi, M. Jaymand, R. Samadi, A.A. Entezami, J. Polym. Res. 21, 442 (2014)

    Article  Google Scholar 

  9. P. Sehgal, A.K. Narula, J. Mater. Sci.: Mater. Electron. 25, 4793 (2014)

    Google Scholar 

  10. X. Zhang, A.J. Matzger, J. Org. Chem. 68, 9813 (2003)

    Article  Google Scholar 

  11. T. Baumgartner, J. Inorg. Organometal. Polym. Mater. 5, 389 (2005)

    Article  Google Scholar 

  12. R.V. Solomon, R. Jagadeesan, S.A. Vedha, P. Venuvanalingam, Dye. Pigment. 100, 261 (2014)

    Article  Google Scholar 

  13. H. Tohma, M. Iwata, T. Maegawa, Y. Kiyono, A. Maruyama, Y. Kita, Org. Biomol. Chem. 1, 1647 (2003)

    Article  Google Scholar 

  14. A.G. Macedo, D.C. Silva, N.A.D. Yamamoto, L. Micaroni, R.M.Q. Mello, L.S. Roman, Synthetic. Met. 170, 63 (2013)

    Article  Google Scholar 

  15. T.W. Kelley, P.F. Baude, C. Gerlach, D.E. Ender, D. Muyres, M.A. Haase, D.E. Vogel, S.D. Theiss, Chem. Mater. 16, 4413 (2004)

    Article  Google Scholar 

  16. Y. Fujinami, J. Kuwabara, W. Lu, H. Hayashi, T. Kanbara, ACS. Macro Lett. 1, 67 (2012)

    Article  Google Scholar 

  17. L. Haiyan, F. Jäkle, Polym. Chem. 2, 897 (2011)

    Article  Google Scholar 

  18. M. Hatamzadeh, M. Jaymand, RSC Adv. 4, 16792 (2014)

    Article  Google Scholar 

  19. M. Hatamzadeh, M. Jaymand, B. Massoumi, Polym. Int. 63, 402 (2014)

    Article  Google Scholar 

  20. S. Song, T. Kim, S.Y. Bang, M. Heo, J. Kim, Y. Jin, I. Kim, J.Y. Kim, H. Suh Synthetic. Met. 177, 65 (2013)

    Article  Google Scholar 

  21. Y.A. Getmanenko, S.W. Kang, N. Shakya, C. Pokhrel, S.D. Bunge, S. Kumar, B.D. Ellman, R.J. Twieg, J. Mater. Chem. C. 2, 256 (2014)

    Article  Google Scholar 

  22. J.H. Kim, Y.H. Seo, W.H. Lee, Y. Hong, S.K. Lee, W.S. Shin, S.J. Moon, I.N. Kang, Synthetic. Met. 161, 72 (2011)

    Article  Google Scholar 

Download references

Acknowledgments

We express our gratitude to the Payame Noor University for supporting this project.

Author information

Authors and Affiliations

  1. Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Islamic Republic of Iran

    Bakhshali Massoumi, Mahnaz Javid & Maryam Hatamzadeh

  2. Research Center for Pharmaceutical Nanotechnology, Tabriz University of Medical Sciences, P.O. Box 51656-65811, Tabriz, Islamic Republic of Iran

    Mehdi Jaymand

Authors
  1. Bakhshali Massoumi
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mahnaz Javid
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Maryam Hatamzadeh
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Mehdi Jaymand
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Bakhshali Massoumi or Mehdi Jaymand.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Massoumi, B., Javid, M., Hatamzadeh, M. et al. Polystyrene-graft-poly(2,2′-bithiophene): synthesis, characterization, and properties. J Mater Sci: Mater Electron 26, 2887–2896 (2015). https://doi.org/10.1007/s10854-015-2774-0

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10854-015-2774-0

Keywords

Search

Navigation