DOI QR코드

DOI QR Code

Synthesis of 6,7-Dibromo-1,4-dihydropentiptycene-1,4-epoxide

6,7-Dibromo-1,4-dihydropentiptycene-1,4-epoxide의 합성

  • Received : 2010.06.14
  • Accepted : 2010.06.24
  • Published : 2010.06.30

Abstract

Pentiptycene and its derivatives having cavity, ${\pi}-{\pi}$ stacking prohibition, and AIEE functionalities were synthesized. 6,7-Dibromo-1,4-dihydropentiptycene-1,4-epoxide was obtained from the reaction of 6,7-dibromo-1,4-dihydronaphthalene-1,4-epoxide and anthracene. All the synthesized compounds were characterized by fourier transform infrared spectroscopy (FTIR), 1H-NMR, and 13C-NMR spectroscopy. Prepared pentiptycene derivatives could be useful precursor for organofluorene compounds which could be an excellent candidate for electronic devices such as organic light-emitting diodes (OLED's) and chemical sensor.

Keywords

References

  1. J. H. Burroughes, D. D. C. Bradley, A. R. Brown, R. N. Marks, K. Mackay, R. H. Friend, P. L. Burns, and A. B. Holmes, "Light-emitting diodes based on conjugated polymers", Nature, Vol. 347, p. 539, 1990. https://doi.org/10.1038/347539a0
  2. D. D. C. Bradley, "Molecular electronics-Aspects of the physics", Chem. Brit., Vol. 27, p. 719, 1991.
  3. J. H. Burroughes, C. A. Jone, and R. H. Friend, "New semiconductor device physics in polymer diodes and transistors", Nature, Vol. 335, p. 137, 1988. https://doi.org/10.1038/335137a0
  4. Y. Yang and A. J. Heeger, "A new architecture for polymer transistors", Nature, Vol. 372, p. 344, 1994. https://doi.org/10.1038/372344a0
  5. R. H. Friend, R. W. Gymer, A. B. Holmes, J. H. Burroughes, R. N. Marks, C. Taliani, D. D. C. Bradley, D. A. D. Santos, J. L. Bredas, M. Logdlund, and W. R. Salaneck, "Electroluminescence in conjugated polymers", Nature, Vol. 97, p.121, 1999.
  6. P. L. Burn, A. B. Holmes, A. Kraft, D. D. C. Bradley, A. R. Brown, R. H. Friend, and R. W. Gymer, "Chemical tuning of electroluminescent copolymers to improve emission efficiencies and allow patterning", Nature, Vol. 356, pp.47-49, 1992. https://doi.org/10.1038/356047a0
  7. N. C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend, and A. B. Holmes, "Efficient lightemitting diodes based on polymers with high electron affinities", Nature, Vol. 365, p. 628, 1993. https://doi.org/10.1038/365628a0
  8. J. J. Halls, C. A. Walsh, N. C. Greenham, E. A. Marseglia, R. H. Friend, S. C. Moratti, and A. B. Holmes, "Efficient photodiodes from interpenetrating polymer networks", Nature, Vol. 376, p. 498, 1995. https://doi.org/10.1038/376498a0
  9. J. S. Yang and T.M. Swager, "Fluorescent Porous Polymer Films as TNT Chemosensors: Electronic and Structural Effects", J. Am. Chem. Soc. Vol. 120, p. 11864, 1998. https://doi.org/10.1021/ja982293q
  10. J. Luo, Z. Xie, J.W.Y. Lam, L. Cheng, H. Chen, C. Qiu, H.S. Kwok, X. Zhan, Y. Liu, D. Zhu, and B.Z. Tang, "Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole", Chem. Commun., Vol 21, p. 1740, 2001.