Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Chemiluminescent Properties of Novel Biphenyl Analogue Blue Fluorophores

  • Published : 2004.08.20
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Abstract

Novel naphthyl-containing biphenyl analogues were prepared by Suzki reaction for the chemiluminescent blue fluorophores. UV-Vis absorption, photoluminescence, chemiluminescence and CIE chromaticities were measured. The fluorophores displayed blue photoluminescence in solution with a maximum intensity around 378-415 nm. Sodium salicylate-catalyzed reaction of them with bis(2 carbopentyloxy-3,5,6-trichlorophenyl)-oxalate with hydrogen peroxide provided a strong chemiluminescent red light emission with wavelengths of 398-427 nm; these were similar to the photoluminescent spectra. The chemiluminescent intensity decayed exponentially and the glow of chemiluminescence, which was visible with naked eyes, was maintained for more than 4 h.

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References

  1. Mohan, A. G. Peroxyoxalate Chemiluminescence in Chemi- andBioluminescence; Burr, J. G., Ed.; Marcel Dekker, Inc.: NewYork-Basel, 1985; pp 245-258.
  2. Mark, H. F. Encyclopedia of Chemical Technology; John Wiely &Sons: New York, 1979; Vol 5, p 416.
  3. Hanhela, P. J.; Paul, D. Aust. J. Chem. 1981, 34, 1669. https://doi.org/10.1071/CH9811669
  4. Muellen, K.; Dotcheva, D. T.; Klapper, M. US Patent 5,67,7417, 1997.
  5. Dugliss, C. H. US Patent 4,678,608, 1987.
  6. Arnold, Z.; Donald, R. M. US Patent 3,557,233, 1971.
  7. Arthur, G. M.; Michael, M. R. US Patent 4,379,320, 1971.
  8. Charles, H. D. US Patent 4,678,608, 1987.
  9. Iden, R.; Seybold G. US Patent 4,667,036, 1987.
  10. Kim, C.; Rhee, H. W.; Gong, M. S. Bull. Korean Chem. Soc. 2001,22, 727.
  11. Lee, C. W.; Kim, C.; Rhee, H. W.; Gong, M. S. Bull. KoreanChem. Soc. 2000, 21, 701.
  12. Birgit, K.; Dieter, E. Eur. J. Org. Chem. 1998, 4, 701.
  13. Hey, D. H.; Perkins, M. J.; Williams, G. H. J. Chem. Soc.,Abstracts (Dec), 1963, 5604.
  14. Kim, C. Y.; Cho, H. N.; Kim, D. Y.; Kim, Y. C.; Lee, J. Y.; Kim, J. K. US Patent 5,807,974, 1998.
  15. Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513. https://doi.org/10.1080/00397918108063618
  16. Ishiyama, T.; Murata, M.; Miyaura, N. J. Org. Chem. 1995, 60,7508. https://doi.org/10.1021/jo00128a024
  17. Ishiyama, T.; Itoh, Y.; Kitano, T.; Miyaura, N. Tetrahedron Lett.1997, 38, 3447. https://doi.org/10.1016/S0040-4039(97)00642-4
  18. Miyaura, N.; Yamada, K.; Suginome, H.; Suzuki, A. J. Am. Chem.Soc. 1985, 107, 972. https://doi.org/10.1021/ja00290a037
  19. Suzuki, A. J. Organomet. Chem. 1999, 147, 576.
  20. Tamura, H. Syn. Met. 1999, 20, 107.
  21. Cheon, J. W.; Lee, C. W.; Geum, N.; Gong, M. S. Dyes andPigments 2004, 61, 23. https://doi.org/10.1016/j.dyepig.2003.08.008
  22. Stern, E. S.; Timmons, C. J. Electronic Absorption Spectroscopyin Organic Chemistry; Edward Arnold LTD: London, 1970.
  23. Martin, K.; Josef, M. Exicited States and Photochemistry ofOrganic Molecules; VCH: New York, 1995; Chap. 1, pp 44-60.

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