Rapid Communication in Photoscience

Korean Society of Photoscience (한국광과학회)
권호 표지
DOI QR코드

DOI QR Code

Photoluminescence Characteristics of p-Phenylene Vinylene and Its Derivatives in Solution and in Nanoaggregates

  • Eom, Intae (Department of Chemistry, Pohang University of Science and Technology (POSTECH)) ;
  • Lim, Seon Jeong (School of Materials Science and Engineering, Seoul National University) ;
  • Park, Soo Young (School of Materials Science and Engineering, Seoul National University) ;
  • Joo, Taiha (Department of Chemistry, Pohang University of Science and Technology (POSTECH))
  • Received : 2015.09.20
  • Accepted : 2015.09.25
  • Published : 2015.09.30
Download PDF
⟨ Previous Next ⟩

Abstract

Oligomers of p-phenylene vinylene and its derivatives have drawn much attention due to their unusual emission characteristics of showing increased emission when they form into nanoparticles. We have investigated the optical properties of the oligo-(p-phenylene vinylene) and its cyano-substituted derivatives in solution and in nanoaggregate media by femtosecond and picosecond time resolved fluorescence as well as stationary spectroscopies. All the spectroscopic data are consistent with the conclusion that the cyano substitution on the ${\beta}$-position of oligo-(p-phenylene vinylene) leads to breakage of the otherwise planar structure of cyano-unsubstituted molecules, which opens up an extremely efficient, as fast as 100 fs, non-radiative relaxation channel of the excited state. Formation of the nanoaggregates reverts the effect to make the molecules planar and to block the non-radiative relaxation channel. Therefore, concerning the applications in organic electroluminescent devices and organic light emitting diodes, substitution by the cyano group is not advantageous, although such modification should be useful in respect of controlling fluorescence intensity in different media.

Keywords

References

  1. Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burns, P. L.; Holmes, A. B. Nature 1990, 347, 539-541. https://doi.org/10.1038/347539a0
  2. Bredas, J. L.; Heeger, A. J. Chem. Phys. Lett. 1994, 217, 507. https://doi.org/10.1016/0009-2614(93)E1421-C
  3. Deans, R.; Kim, J.; Machacek, M. R.; Swager, T. M. J. Am. Chem. Soc. 2000, 122, 8565-8566. https://doi.org/10.1021/ja0007298
  4. Koepping-Grem, G.; Leising, G.; Schimetta, M.; Stelzer, F.; Huber, A. Synth. Met. 1996, 76, 53-56. https://doi.org/10.1016/0379-6779(95)03418-J
  5. Samuel, I. D. W.; Rumbles, G.; Collison, C. J. Phys. Rev. B 1995, 52, 11573-11576. https://doi.org/10.1103/PhysRevB.52.R11573
  6. Hanack, M.; Behnisch, B.; Hackl, H.; Martinez-Ruiz, R.; Schweikart, K. H. Thin Solid Films 2002, 417, 26. https://doi.org/10.1016/S0040-6090(02)00591-6
  7. Li, S. Y.; He, L. M.; Xiong, F.; Li, Y.; Yang, G. Q. J. Phys. Chem. B 2004, 108, 10887-10892. https://doi.org/10.1021/jp0488012
  8. An, B. K.; Kwon, S. K.; Jung, S. D.; Park, S. Y. J. Am. Chem. Soc. 2002, 124, 14410-14415. https://doi.org/10.1021/ja0269082
  9. Fu, H. B.; Yao, J. N. J. Am. Chem. Soc. 2001, 123, 1434-1439. https://doi.org/10.1021/ja0026298
  10. Nguyen, T. P.; Yang, S. H.; Gomes, J.; Wong, M. S. Synth. Met. 2005, 151, 269-274. https://doi.org/10.1016/j.synthmet.2005.05.008
  11. Oelkrug, D.; Egelhaaf, H.-J.; Gierschner, J.; Tompert, A. Synth. Met. 1996, 76, 249-253. https://doi.org/10.1016/0379-6779(95)03464-1
  12. Oelkrug, D.; Tompert, A.; Gierschner, J.; Egelhaaf, H. J.; Hanack, M.; Hohloch, M.; Steinhuber, E. J. Phys. Chem. B 1998, 102, 1902-1907. https://doi.org/10.1021/jp973225d
  13. Hong, Y.; Lam, J. W. Y.; Tang, B. Z. Chem. Commun. 2009, 4332-4353.
  14. Hong, Y.; Lam, J. W. Y.; Tang, B. Z. Chem. Soc. Rev. 2011, 40, 5361-5388. https://doi.org/10.1039/c1cs15113d
  15. Horn, D.; Rieger, J. Angew. Chem., Int. Ed. 2001, 40, 4331.
  16. Rhee, H.; Joo, T. Opt. Lett. 2005, 30, 96-98. https://doi.org/10.1364/OL.30.000096
  17. Cornil, J.; Dossantos, D. A.; Beljonne, D.; Bredas, J. L. J. Phys. Chem. 1995, 99, 5604. https://doi.org/10.1021/j100015a051
  18. Hrenar, T.; Mitric, R.; Meic, Z.; Meier, H.; Stalmach, U. J. Mol. Struct. 2003, 661-662, 33-40. https://doi.org/10.1016/S0022-2860(03)00526-X
  19. Levitus, M.; Schmieder, K.; Ricks, H.; Shimizu, K. D.; Bunz, U. H. F.; Garcia-Garibay, M. A. J. Am. Chem. Soc. 2001, 123, 4259. https://doi.org/10.1021/ja003959v

Cited by

  1. Solid State Luminescence Enhancement in π-Conjugated Materials: Unraveling the Mechanism beyond the Framework of AIE/AIEE vol.121, pp.41, 2017, https://doi.org/10.1021/acs.jpcc.7b08060