DOI QR코드

DOI QR Code

Chemiluminescent Properties of Fluorene- and Carbazole-Containing Polymeric Fluorophores


Abstract

Fluorene and carbazole-containing distyrylarylene model and polymeric fluorophores were prepared by reacting 2,7-dibromo-9-butylfluorene and 3,6-dibromo-9-butylcarbazole with styrene and divinylbenzene using the Heck reaction for the chemiluminesc ence. The UV-vis absorbance, photoluminescence (PL) as well as the chemiluminescence (CL) characteristics of the model and polymeric fluorophores were measured. Sodium salicylate-catalyzed reaction of bis(2,4,6-trichlorophenyl)oxalate (TCPO) with hydrogen peroxide produced a strong chemiluminescent blue light emission with 439-489 nm in the presence of the fluorophore. The wave-length of CL light was similar to that of photoluminescence. The chemiluminescent intensity was decayed according to the exponential equation.The glow of CL maintained more than 12 hr and was visible with naked eye.

Keywords

References

  1. Tetrahedron Lett. v.19 Chandross, E. A.
  2. J. Am. Chem. Soc. v.88 Rauhut, M. M.;Roberts, B. G.;Semsel, A. M.
  3. J. Am. Chem. Soc. v.89 Bollyky, L. J.;Loy, M.;Roberts, B. G.;Whiteman, R. H.;Iannotta, A. V.;Rallhut, M. M.;Semsel, A. M.
  4. J. Am. Chem. Soc. v.89 Bollyky, L. J.;Roberts, B. G.;Rauhut, M. M.
  5. J. Org. Chem. v.33 Bollyky, L. J.;Roberts, B. G.;Whitman, R. H.;Lancaster, J. E.
  6. J. Org. Chem. v.34 Maulding , D. R.;Clarke, R. A.;Roberts, B. G.;Rauhut, M. M.
  7. Pure Appl. Chem. v.11 McCapra, F.
  8. Prog. Org. Chem. v.8 McCapra, F.
  9. Acc. Chem. Res. v.9 McCarpa, F.
  10. Chem. Soc. Chem. Commun. v.944 McCapra, F.
  11. Encyclopedia of Chemical Technology v.5 Mark, H. F.
  12. Polymer(Korea) v.22 Lee, C. W.;Jo, J. H.;Gong, M. S.
  13. Korea Pat. 98-38454 Lee, C. W.;Jo, J. H.;Lee, S. J.;Kim, J. K.;Gong, M. S.
  14. US Pat. 5004565 Arthur, P.
  15. J. Org. Chem. v.37 Heck, R. F.;Nolly, J. P. Jr.
  16. Org. React. v.27 Heck, R. F.
  17. Synlett. v.792 Marttia, B.;Alexander, Z.
  18. J. Chem. Edu. v.51 Mohan, A. G.;Turro, N. J.
  19. Angew. CHem. Int. Ed. v.37 Kraft, A.;Grimsdale, A. C.;Holmes, A. B.
  20. Ph. D Thesis of Korea University Peroxyoxalate Chemiluminescence of Some Polycyclic Aromatic Hydrocarbons in a Phthalate Medium Song, H. S.
  21. Crit. Rev. Anal. Chem. v.26 Orasz, G.;Givens, R. S.;Schowen, R.

Cited by

  1. CYCLOPOLYMERIZATION OF DIPROPARGYL DERIVATIVES BY Cp 2 MoCl 2 -EtAlCl 2 CATALYST SYSTEM vol.39, pp.3, 2002, https://doi.org/10.1081/ma-120013263
  2. Chemiluminescent properties of polyurethane fluorophores containing red and blue chromophore moieties vol.99, pp.3, 2002, https://doi.org/10.1016/s0022-2313(02)00339-3
  3. Chemiluminescent Properties of Novel Biphenyl Analogue Blue Fluorophores vol.25, pp.8, 2000, https://doi.org/10.5012/bkcs.2004.25.8.1202
  4. Identification of thiol from 11-(9-carbazolyl)-1-undecyl disulfide by NMR spectroscopy and single step coating of gold nanoparticles vol.35, pp.6, 2000, https://doi.org/10.1080/17415993.2014.943224
  5. All Eyes on Visible‐Light Peroxyoxalate Chemiluminescence Read‐Out Systems vol.26, pp.1, 2000, https://doi.org/10.1002/chem.201904054