Synthesis and Properties of 6,13-Bis(4-propylphenyl)pentacene

  • Choi, E-Joon (Department of Polymer Science and Engineering, Kumoh National Institute of Technology) ;
  • Kim, Heung-Gyu (Department of Polymer Science and Engineering, Kumoh National Institute of Technology) ;
  • Park, Jae-Hoon (Department of Electronics and Communications Engineering, Department of Information Display Engineering, Hanyang University) ;
  • Kim, Jae-Hoon (Department of Electronics and Communications Engineering, Department of Information Display Engineering, Hanyang University)
  • Published : 2009.09.30

Abstract

In this study, 6,13-Bis(4-propylphenyl)pentacene was synthesized and characterized. The structures of the products that were obtained during the reaction steps were identified via FT-IR and NMR spectroscopy and elemental analysis. The compound was found to be soluble in organic solvents like chloroform, dichloromethane, THF, and toluene. The charge transport mobility was $10^{-4}cm^2V^{-1}s^{-1}$, and the on/off current ratio was $10^2$, while the compound was 2.5 times more stable under oxidation in a solution compared with pentacene.

Keywords

References

  1. M. Halik, H. Klauk, U. Zschieschang, G. Schmid, C. Dehm, M. Schutz, S. Maisch, F. Effenberger, M. Brunnbauer and F. Stellaccl, Nature 431, 963 (2004) https://doi.org/10.1038/nature02987
  2. A. Maliakal, K. Raghavachari, H. Katz, E. Chandross and T. Siegrist, Chem. Mater. 16, 4980 (2004) https://doi.org/10.1021/cm049060k
  3. H. E. Katz, Z. Bao and S. L. Gilat, Acc. Chem. Res. 34, 359 (2001) https://doi.org/10.1021/ar990114j
  4. G. Horowitz, R. Hajlaoui, R. Bourguiga and M. Hajlaoui, Synth. Met. 101, 401 (1999) https://doi.org/10.1016/S0379-6779(98)00313-0
  5. C. R. Swartz, S. R. Parkin, J. E. Bullock, J. E. Anthony, A. C. Mayer and G. G. Malliaras, Org. Lett. 7, 3163 (2005) https://doi.org/10.1021/ol050872b
  6. Y. M. Wang, N. Y. Fu, S. H. Chan, H. K. Lee and H. N. C. Wong, Tetrahedron 63, 8586 (2007) https://doi.org/10.1016/j.tet.2007.04.052
  7. N. Vets, M. Smet and W. Dehaen, Tetrahedron Lett. 45, 7287 (2004) https://doi.org/10.1016/j.tetlet.2004.08.011
  8. O. Katsuhiko, T. Hiroaki, H. Takao, Y. Akihiro, S. Katsuhiro, E. Katsuya, T. Masaaki, N. Junichi and Y. Yoshiro, Tetrahedron 63, 9699 (2007) https://doi.org/10.1016/j.tet.2007.07.021
  9. F. De Angelis, M. Gaspari, A. Procopio, G. Cuda and E. Di Fabrizio, Chem. Phys. Lett. 468, 193 (2009) https://doi.org/10.1016/j.cplett.2008.12.048
  10. Y. Li, Y. Wu, P. Liu, Z. Prostran, S. Gardner and B. S. Ong, Chem. Mater. 19, 418 (2007) https://doi.org/10.1021/cm062378n