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Journal of Materials Science

, Volume 40, Issue 13, pp 3423–3428 | Cite as

Synthesis, characterization and structure dependence of thermochromism of polythiophene derivatives

  • Xiongyan ZhaoEmail author
Article

Abstract

In order to investigate the effect of the bulky pendant group and the spacer length between the pendant group and polythiophene main chain on the optical property of polythiophene backbone, a series of polythiophene derivatives were synthesized via copolymerization of 3-hexylthiophene with four different types of 4-((4-(phenyl)azo)phenoxy)alkyl-3thienylacetate. The alkyl spacers with different lengths, i.e., butyl, hexyl, octyl and undecyl groups were used between the bulky azobenzene group and the thiophene ring. The compositions and structures of these polythiophene derivatives were characterized. The structural dependence of thermochromic behaviour of these copolymers were systematically studied and results compared with poly(3-hexylthiophene) (P3HeT). A thermochromic temperature coefficient (CTC) was defined for the first time in an attempt to quantitatively compare the sensitivity of the thermochromism in the copolymers. The results have shown that these copolymers with a bulky azobenzene group in side chain have a higher (CTC) value than P3HT and the CTC value of the copolymers increase with increasing the spacer length.

Keywords

Butyl Copolymerization Thiophene Structural Dependence Phenoxy 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    M. ZAGORSKA, I. KULSZEWICZ-BAJER, A. PRON, J. SUKIENNIK, P. RAIMOND, F. KAJZAR, A. J. ATTIAS and M. LAPKOWSKI, Macromoleculars 31 (1998) 9146.Google Scholar
  2. 2.
    A. O. PATIL, A. J. HEEGER and F. WUDL, Chem. Rev. 88 (1988) 183.Google Scholar
  3. 3.
    J. RONCALI, Chem. Rev. 92 (1992) 711.Google Scholar
  4. 4.
    D. CLERY, Science 263 (1994) 1700.Google Scholar
  5. 5.
    M. LEELERC and K. FAID, Adv. Mater. 9 (1997) 1087.Google Scholar
  6. 6.
    Y. MURAMATSU, T. YAMAMOTO, M. HASEGAWA, T. YASI and H. KOINUMA, Polymer 42 (2001) 6673.Google Scholar
  7. 7.
    I. LEVESQUE and M. LECLERC, Macromolecules 30 (1997) 4347.Google Scholar
  8. 8.
    I. LEVESQUE and M. LECLERC, Synth. Met. 84 (1997) 203.Google Scholar
  9. 9.
    P. BAUERLE and S. SCHEIB, Adv. Mater. 5 (1993) 848.Google Scholar
  10. 10.
    M. J. MARSELLA and T. M. SWAGER, J. Am. Chem. Soc. 115 (1993) 12214.Google Scholar
  11. 11.
    M. J. MARSELLA, R. J. NEWLAND, P. J. CARROLL and T. M. SWAGER, J. Am. Chem. Soc. 117 (1995) 9842.Google Scholar
  12. 12.
    M. ZAGORSKA, I. KULSZEWICZ-BAJER, A. PRON, J. SUKIENNIK, P. RAIMOND, F. KAJZAR and A. J. ATTIAS, Synth. Met. 102 (1999) 1141.Google Scholar
  13. 13.
    H. MOCHIZUKI, Y. NABESHIMA, T. KITSUNAI, A. KANAZAWA, T. SHIONO, T. IKEDA, T. HIYAMA, T. MARUYAMA, T. YAMAMOTO and N. KOIDE, J. Mater. Chem. 9 (1999) 2215.Google Scholar
  14. 14.
    D. OFER, D. M. CROOKS and M. S. WRIGHTON, J. Am. Chem. Soc. 112 (1990) 7869.Google Scholar
  15. 15.
    C. THOBIE-GAUTIER, A. GORGUES, M. JUBAULT and J. RONCALI, Macromolecules 26 (1993) 4094.Google Scholar
  16. 16.
    C. THOBIE-GAUTIER, Y. BOULIGAND, A. GORGUES, M. JUBAULT and J. RONCALI, Adv. Mater. 6 (1994) 138.Google Scholar
  17. 17.
    A. YASSAR, C. MOUSTROU, K. H. YOUSSOUFI, A. SAMAT, A. R. GUGLIELMETTI and F. GARNIER, Macromolecules 28 (1995) 4548.Google Scholar
  18. 18.
    T.A. CHEN, X. WU and R. D. RIEKE, J. Am. Chem. Soc. 117 (1995) 233.Google Scholar
  19. 19.
    K. G. CHITTIBABU, L. LI, M. KAMATH, J. KUMAR and S. K. TRIPATHY, Chem. Mater. 6 (1994) 475.Google Scholar
  20. 20.
    B. THEMANS, W. R. SALANECK and J. L. BREDAS, Synth. Met. 28 (1989) C359.Google Scholar
  21. 21.
    M. ZAGORSKA and B. KRISCHE, Polymer 31 (1990) 1379.Google Scholar
  22. 22.
    M. LIU and R. V. GREGORY, Synth. Met. 69 (1995) 349.Google Scholar
  23. 23.
    S. A. CHEN and J. M. NI, Macromolecules 25(1992) 6081.Google Scholar
  24. 24.
    M. LECLERC, M. FRECHETTTE, J. BERGERON, N. LEVESQUE and K. FAID, Macrol. Chem. Phys. 197 (1996) 2077.Google Scholar
  25. 25.
    I. LEVESQUE and M. LECLERC, Chem. Mater. 8 (1996) 2843.Google Scholar
  26. 26.
    S. D. D. V. RUGHOOPUTH, D. BLOOR, D. PHILLIPS and B. MOVAGHAR, Phys. Rev. B 35 (1987) 8103.Google Scholar
  27. 27.
    C. ROUX, J. Y. BERGERON and K. FAID, Makromol. Chem. 194 (1993) 869.Google Scholar
  28. 28.
    J. R. LINTON, C. W. FRANK and S. D. D. V. RUGHOOPUTH, Synth. Met. 28 (1989) C399.Google Scholar

Copyright information

© Springer Science + Business Media, Inc. 2005

Authors and Affiliations

  1. 1.College of Material Science & EngineeringHebei University of Science and TechnologyPeople’s Republic of China

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