Skip to main content
Log in

Generation of Stable Radical Cations (Polarons) and Dications (Bipolarons) on Model Thiophene Oligomers

  • Article
  • Published:
MRS Online Proceedings Library Aims and scope

Abstract

Oxidative doping of individual thiophene oligomers nT (n = 3 to 6) with FeC13 in dilute CH2Cl2 solution generates the corresponding radical cations (polarons) nT+.. as evidenced by in-situ visible/near infrared absorption and electron spin resonance spectroscopies. The nT+. species in solution progressively precipitate as conducting (0′300K = 10−1−10−2 S/cm) and strongly paraaagnetic radical cation salts (g = 2.003, ΔHPP ∼ 4–8 G). The conductivity of the 6T+. salt is weakly temperature dependent, with an activation energy of 32 meV above 100 K and a tendency to level Dff at lower temperatures. In the case of the sexithienyl radical 6T+., further doping results in the quantitative conversion into the dication 6T++ (bipolaron).

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. (a) T.-C. Chung, J.H. Kaufman, A.J. Heeger and F. Vudl, Phys. Rev. Β 30, 702 (1984). (b) K. Kaneto, Y. Kohno and K. Yoshino, Mol. Cryst. Liq. Cryst. 118, 217 (1985).

    Article  CAS  Google Scholar 

  2. D. Bertho and C. Jouanin, Phys. Rev. Β 35, 626 (1987).

    Article  CAS  Google Scholar 

  3. S. Stafström and J.L. Brédas, Phys. Rev. Β 38, 4180 (1988).

    Article  Google Scholar 

  4. (a) D. Fichou, G. Horowitz and F. Gamier, in press, (b) Z. Xu, D. Fichou, G. Horowitz and F. Garnier, J. Electroanal. Chem. 267, 339 (1989).

  5. (a) D. Fichou, F. Garnier, F. Charra, F. Kajzar and J. Messier, in “Organic Materials for Nonlinear Optics”, eds. R. Hahn and D. Bloor, Royal Society of Chemistry, London, pp.176 (1989).

  6. (a) G, Horowitz, D. Fichou and F. Garnier, Solid State Commun. 70, 385 (1989). (b) G. Horowitz, D. Fichou, X. Peng, Z. Xu and F. Garnier, Solid State Commun., in press.

    Article  CAS  Google Scholar 

  7. (a) J. Kagan and S. Arora, Heterocycles, 20, 1937 (1983). (b) J. Kagan and S. Arora, Tetrahedron Lett., 24, 4043 (1983).

    Article  CAS  Google Scholar 

  8. G. Vincow, in “Radical Ions”, eds. E.T. Kaiser and L.Kevan, (Interscience, Hew-York, 1968), pp. 151.

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Fichou, D., Horowitz, G. Generation of Stable Radical Cations (Polarons) and Dications (Bipolarons) on Model Thiophene Oligomers. MRS Online Proceedings Library 173, 379–384 (1989). https://doi.org/10.1557/PROC-173-379

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1557/PROC-173-379

Navigation