Skip to main content
SpringerLink
Log in

Application of excited-state intramolecular proton transfer (ESIPT) principle to functional polymeric materials

  • Feature article
  • Published:
Macromolecular Research Aims and scope Submit manuscript

Abstract

Synthesis and properties of novel excited-state intramolecular proton transfer (ESIPT) materials, recently developed in our group, are described. Highly efficient ESIPT reaction, achieved in polyquinolines, polybenzoxazoles, and oxadiazole and imidazole derivatives possessing an intramolecular tautomerizable hydrogen bond, has been investigated theoretically and experimentally. It is demonstrated that unique properties arising from the ESIPT process (large Stokes’ shift, no self-absorption, and easy population inversion, etc.) make it possible to produce advanced polymer devices for lasing, optical storage, and electroluminescence.

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. J. Goodman and L. E. Brus,J. Am. Chem. Soc.,100, 7472 (1978).

    Article  CAS  Google Scholar 

  2. M. Kasha,Journal of the Chemical Society-Faraday Transactions Ii,82, 2379 (1986).

    Article  CAS  Google Scholar 

  3. A. S. Klymchenko and A. P. Demchenko,J. Am. Chem. Soc.,124, 12372 (2002).

    Article  CAS  Google Scholar 

  4. K. Sakai, M. Ichikawa, and Y. Taniguchi,Chem. Phys. Lett.,420, 405 (2006).

    Article  CAS  Google Scholar 

  5. R. M. Tarkka, X. J. Zhang, and S. A. Jenekhe,J. Am. Chem. Soc.,118, 9438 (1996).

    Article  CAS  Google Scholar 

  6. M. Luiz, A. Biasutti, A. T. Soltermann, and N. A. Garcia,Polym. Degrad. Stab.,63, 447 (1999).

    Article  CAS  Google Scholar 

  7. J. Seo, S. Kim, S. Park, and S. Y. Park,Bull. Korean Chem. Soc.,26, 1706 (2005).

    Article  CAS  Google Scholar 

  8. R. Traiphol and 1N. Charoenthai,Macromol. Res.,16, 224 (2008)

    Article  CAS  Google Scholar 

  9. Y. H. Kim, H. O. Lee, and K.S. Lee,Macromol. Res.,11, 471 (2003).

    Article  CAS  Google Scholar 

  10. M. Fischer and P. Wan,J. Am. Chem. Soc.,121, 4555 (1999).

    Article  CAS  Google Scholar 

  11. J. Seo, S. Kim, and S. Y. Park,J. Am. Chem. Soc.,126, 11154 (2004).

    Article  CAS  Google Scholar 

  12. D. W. Chang, S. Kim, S. Y. Park, H. Yu, and D.-J. Jang,Macromolecules,33, 7223 (2000).

    Article  CAS  Google Scholar 

  13. C. H. Kim, D. W. Chang, S. Kim, S. Y. Park, and T. Joo,Chem. Phys. Lett.,450, 302 (2008).

    Article  CAS  Google Scholar 

  14. J. Seo, S. Kim, S. H. Gihm, C. R. Park, and S. Y. Park,J. Mater. Chem.,17, 5052 (2007).

    Article  CAS  Google Scholar 

  15. S. Park, O.-H. Kwon, Y.-S. Lee, D.-J. Jang, and S. Y. Park,J. Phys. Chem.,111, 9649 (2007).

    Article  CAS  Google Scholar 

  16. M. K. Nayak, J. Seo, S. Park, and S. Y. Park,J. Photochem. Photobiol. A: Chem.,191, 228 (2007).

    Article  CAS  Google Scholar 

  17. J. Seo, S. Kim, Y.-S. Lee, O.-H. Kwon, K. H. Park, S. Y. Choi, D.-J. Jang, and S. Y. Park,J. Photochem. Photobiol. A: Chem.,191, 51 (2007).

    Article  CAS  Google Scholar 

  18. H. H. Lim, S. Boomadevi, O.-Y. Jeon, K. Kyhm, M. Cha, S. Park, and S. Y. Park,J. Kor. Phys. Soc.,50, 484 (2007).

    Article  CAS  Google Scholar 

  19. H. H. Lim, S. Boomadevi, O.-Y. Jeon, K. Kyhm, M. Cha, S. Park, and S. Y. Park,Mater. Lett.,61, 4213 (2007).

    Article  CAS  Google Scholar 

  20. J. H. Park, O.-Y. Jeon, H. H. Lim, M. Cha, S. Park, and S. Y. Park,J. Kor. Phys. Soc.,49, S592 (2006).

    Google Scholar 

  21. S. Kim, D. W. Chang, S. Y. Park, K. Kim, and J.-I. Jin,Bull. Kor. Chem. Soc.,22, 1407 (2001).

    CAS  Google Scholar 

  22. C. Park, M. Rhue, and M. Im,Macromol. Res.,15, 688 (2007).

    Article  CAS  Google Scholar 

  23. S. J. Min, B. J. Park, and J. M. Kim.Macromol. Res.,12, 615 (2004).

    Article  CAS  Google Scholar 

  24. S. Park, O.-H.won, S. Kim, S. Park, M.-G. Choi, M.-Cha, D.-J. Jang, and S. Y. Park,J. Am. Chem. Soc.,127, 10070 (2005).

    Article  CAS  Google Scholar 

  25. S. Kim, D. W. Chang, S. Y. Park, S. C. Jeoung, and D. Kim,Macromolecules,15, 6064 (2002).

    Article  Google Scholar 

  26. S. Kim, D. W. Chang, S. Y. Park, H. Kawai, and T. Nagamura,Macromolecules,35, 2748 (2002).

    Article  CAS  Google Scholar 

  27. S. Kim, S. Y. Park, I. Yoshida, H. Kawai, and T. Nagamura,J. Phys. Chem. B.,106, 9291 (2002).

    Article  CAS  Google Scholar 

  28. P.-T. Chou, Y.-C. Chen, W.-S. Yu, Y.-H. Chou, C.-Y. Wei, and Y.-M. Cheng,J. Phys. Chem. A,105, 1731 (2001).

    Article  CAS  Google Scholar 

  29. S. Kim and S. Y. Park,Adv. Mater.,15, 1341 (2003).

    Article  CAS  Google Scholar 

  30. S. Park, S. Kim, J. Seo, and S. Y. Park,Macromolecules,38, 4557 (2005).

    Article  CAS  Google Scholar 

  31. G. W. Kim, W. G. Jun, S. K. Lee, M. J. Cho, J. I. Jin, and D. H. Choi,Macromol. Res.,13, 477 (2005).

    Article  CAS  Google Scholar 

  32. C. S. Hong, M. Jikei, R. Kikuchi, and M. Kakimoto,Macromolecules,36, 3174 (2003).

    Article  CAS  Google Scholar 

  33. C.-W. Lee, Y-.H. Seo, and S.-H. Lee,Macromolecules,37, 4070 (2004).

    Article  CAS  Google Scholar 

  34. J. M. Klopp, D. Pasini, J. D. Byers, C. G. Willson, and J. M. Fréchet,Chem. Mater.,13, 4147 (2001).

    Article  CAS  Google Scholar 

  35. S. Park, J. Seo, S. H. Kim, and S. Y. Park,Adv. Funct. Mater.,18, 726 (2008).

    Article  CAS  Google Scholar 

  36. S. Kim, J. Seo, H. K. Jung, J.-J. Kim, and S. Y. Park,Adv. Mater.,17, 2077 (2005).

    Article  CAS  Google Scholar 

  37. I. B. Berlman,Handbook of Fluorescence Spectra of Aromatic Molecules, Academic Press, New York, 1971.

    Google Scholar 

  38. J. C. deMello, H. F. Wittmann, and R. H. Friend,Adv. Mater.,9, 230 (1997).

    Article  CAS  Google Scholar 

  39. J. Yoo, J. H. Lee, I. Cho, K. D. Ahn, and J. M. Kim,Macromol. Res.,11, 69 (2003).

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. School of Materials Science and Engineering, Seoul National University, ENG 445, 151-744, Seoul, Korea

    Sanghyuk Park, Sehoon Kim, Jangwon Seo & Soo Young Park

Authors
  1. Sanghyuk Park
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Sehoon Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Jangwon Seo
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Soo Young Park
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Soo Young Park.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Park, S., Kim, S., Seo, J. et al. Application of excited-state intramolecular proton transfer (ESIPT) principle to functional polymeric materials. Macromol. Res. 16, 385–395 (2008). https://doi.org/10.1007/BF03218534

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03218534

Keywords

Search

Navigation