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Poly (alkyl thiophenes) and Poly (substituted heteroaromatic vinylenes): Versatile, Highly Conductive, Processible Polymers with Tunable Properties

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Electronic Properties of Conjugated Polymers

Part of the book series: Springer Series in Solid-State Sciences ((SSSOL,volume 76))

Abstract

Conductive polymers derived from heteroaromatics such as thiophenes, furans, and pyrroles have been found to be a highly versatile conductive polymers. Unlike other conducting polymers, such as polyacetylene and polyphenylene, the polyheteroaromatics can be substituted with a variety of substituents to give polymers with widely varied physical and optical properties while maintaining high levels of conductivity. Especially versatile are polymers based on thiophenes. Here, long-chain alkyl substituents render the rigid polythiophenes solution processible in both the neutral and conductive forms. Further, strong electron donating or electron withdrawing groups can dramatically influence both polymer ionization potential and band gap. Such ready substitution allows one to fine tune the oxidative and reductive potentials of the polymer as well as manipulate the optical properties of the neutral and conductive forms. Adding a vinyl linkage between heteroaromatic rings reduces both the band gap and ionization potential of the parent polymer while providing a simplified route to their preparation and fabrication via the sulphonium polyelectrolyte precursor route. Herein we describe the preparation and properties of these novel materials.

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References

  1. W. Deits, P. Cukor, M. Rubner, and Jopson, Ind. Eng, Chem. Prod, Res. Dev., 20, 696 (1981).

    Article  CAS  Google Scholar 

  2. J. Bargon, S. Mohmand and R.J. Waltman, IBM J. Res. Develop., 27, 330 (1983).

    Article  CAS  Google Scholar 

  3. G. Tourillon and F. Gamier, J. Electroanal. Chem., 161, 407 (1984).

    Article  CAS  Google Scholar 

  4. K. Tamao, S. Losama, I. Nakajima, M. Kunada, A. Minato, and K. Suzuki, Tetrahedron, 38, 3347 (1982).

    Article  CAS  Google Scholar 

  5. J. Barker, P.R. Huddleston and M.L. Wood, Syn. Commun., 5, 59 (1975).

    Article  CAS  Google Scholar 

  6. M. Kobayashi, J. Chen, T.-C. Moraes, A.J. Heeger, and F. Wudl, Synth. Met., 9, 77 (1984).

    Article  CAS  Google Scholar 

  7. R.L. Elsenbaumer, K.Y. Jen, G.G. Miller, and L.W. Shacklette, Svnth. Met., 18, 277 (1987).

    Article  CAS  Google Scholar 

  8. S. Hotta, S.D.D.V. Rughootuputh, A.J. Heeger, and F. Wudl, Macromolecules, 20, 212 (1987).

    Article  CAS  Google Scholar 

  9. G. Tourillon, D. Gourier, P. Gamier and D. Vivien, J. Phvs. Chem., 88, 1049 (1984).

    Article  CAS  Google Scholar 

  10. M. Sato, S. Tanaka and K. Kaeriyama, Synth. Met., 18, 229 (1987).

    Article  CAS  Google Scholar 

  11. G. Koßmehl, M. Hartel, and G. Manecke, Macromol. Chem., 131, 15 (1970).

    Article  Google Scholar 

  12. R.H. Baughman, J.L. Brédas, R.R. Chance, R.L. Elsenbaumer, and L.W. Shacklette, Chem. Rev., 82, 209 (1982).

    Article  CAS  Google Scholar 

  13. M. Kanbe and M. Okawara, J. Polym. Sci. Part A-1, 6, 1058 (1968).

    Article  CAS  Google Scholar 

  14. R.A. Wessling and R.G. Zimmerman, U.S. Pat. #3,401,152 and U.S. Pat #3,706,677.

    Google Scholar 

  15. J.L. Brédas, R.L. Elsenbaumer. R.R. Chance, and R. Silbey, J. Chem. Phys., 78(9), 5656 (1983).

    Article  Google Scholar 

  16. G. Koßmehl, Ber. Bunsenges. Phys. Chem., 83, 417 (1979), and references therein.

    Google Scholar 

  17. A.G. MacDiarmid and A.J. Heeger, Synth. Met., 1, 101 (1979).

    Article  Google Scholar 

  18. M. Sato, S. Tanaka, and K. Kaeriyama, Synth. Met., 14, 279 (1986).

    Article  CAS  Google Scholar 

  19. G. Harbeke, E. Meier, W. Kobel, M. Egli, H. Kiess and E. Tosatti, Solid State Commun., 55, 419 (1985).

    Article  CAS  Google Scholar 

  20. K. Kaneto, S. Hayashi, S. Ura, and K. Yoshino, J. Phys. Soc. Jpn., 54, 1146 (1985).

    Article  Google Scholar 

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© 1987 Springer-Verlag Berlin Heidelberg

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Elsenbaumer, R.L., Jen, KY., Miller, G.G., Eckhardt, H., Shacklette, L.W., Jow, R. (1987). Poly (alkyl thiophenes) and Poly (substituted heteroaromatic vinylenes): Versatile, Highly Conductive, Processible Polymers with Tunable Properties. In: Kuzmany, H., Mehring, M., Roth, S. (eds) Electronic Properties of Conjugated Polymers. Springer Series in Solid-State Sciences, vol 76. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-83284-0_74

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  • DOI: https://doi.org/10.1007/978-3-642-83284-0_74

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-83286-4

  • Online ISBN: 978-3-642-83284-0

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