SYNTHESIS AND CHARACTERIZATION OF NOVEL BLUE LIGHT-EMITTING HOLE-TRANSPORTING MATERIALS
Keywords:
Blue light-emitting materials, hole transporting materials, organic light-emitting diode, carbazole, fluoreneAbstract
A series of novel blue light-emitting hole-transporting molecules bearing the core structures of
phenylene and oligofluorenes (n = 1 to 3) end-capped with hole-transporting carbazole was synthesized
by Ullmann coupling reaction and Suzuki coupling reaction. Their electronic absorption and emission
properties vary depending on the molecular structure of the cores. All compounds fluoresce a strong
blue colour in both solutions and solid states. On excitation the energy is transferred from the outer
carbazole units into the fluorescent core.
References
Burroughes, J.H., Bradley, D.D.C., Brown, A.R., Marks, R.N., Mackay, K., Friend, R.H., Burn, P.L., and Holmes, A.B. (1990). Light-emitting diodes based on conjugated polymers. Nature, 347:539-541.
Forrest, S.R. (2003). The road to high efficiency organic light emitting devices. Organic Electronic, 4:45-48
Grazulevicius, J.V., Strohriegl, P., Pielichowski, J., and Pielichowski. K. (2003). Carbazolecontaining polymers: synthesis, properties and applications. Prog. Polym. Sci., 28:1,297-1,353.
Greenham, N.C., Moratti, S.C., Bradley, D.D.C., Friend, R.H., and Holmes, A.B. (1993). Efficient light-emitting diodes based on polymers with high electron affinities. Nature, 365:628-630.
Kelley, C.J., Ghiorghis, A., and Kauffman, J.M. (1997). The synthesis of bridges oligophenylene from fluorene 1. Terphenyls and quaterphenyls. J. Chem. Research (M), 2,701-2,709.
Kim, D.Y., Cho, H.N., and Kim, C.Y. (2000). Blue light emitting polymers. Prog. Polym. Sci., 25:1,089-1,139.
Koene, B.E., Loy, D.E., and Thompson, M.E. (1998). Asymmetric triaryldiamines as thermally stable hole transporting layers for organic light-emitting devices. Chem. Mater., 10:2,235-2,250.
Lee, S.H., and Tsutsui, T. (2000). Molecular design of fluorine-based polymers and oligomers for organic light-emitting diodes. Thin Solid Films, 363:76-80.
Markham, J.P.J., Lo, S.-C., Magennis, S.W., Burn, P.L., and Samuel, I.D.W. (2002). High-efficiency green phosphorescence from spin-coated single-layer dendrimer light-emitting diodes. Appl. Phys. Lett., 80:2,645-2,647.
McClenaghan, N.D., Passalacqua, R., Loiseau, F., Campagna, S., Verheyde, B., Hameurlaine, A., and Dehaen, W. (2003). Ruthenium(II) dendrimers containing carbazole-based chromophores as branches. J. Am. Chem. Soc., 125:5, 356- 5,365.
Pei, Q., and Yang, Y. (1995). 1,3,4-Oxadiazolecontaining polymers as electron-injection and blue electroluminescent materials in polymer light-emitting diodes. Chem. Mater., 7:1,568-1,575.
Pielichowski, J., and Kyziot, J. (1974). Monatshefte fur Chemie, 105:1,306-1,312.
Tang, C. W., Van Slyke, S. A., and Chen, C. H. (1989). Electroluminescence of doped organic thin films. J. Appl. Phys., 65:3,610-3,616.
Vajeekamol, J., and Kwasakaew, P. (2003). The synthesis and characterization of light-emitting hole-transporting materials based on carbazole derivatives for organic light emitting diodes, (B.Sc. thesis). Department of Chemistry, Faculty of Science, Ubon Ratchathani University, Ubon Ratchathani, Thailand, 45.
Weder, C., and Wrighton, K.S. (1996). Efficient solid-state photoluminescence in new Macromolecules, 29:5,157-5,165.
Wong, K.T., Chien, Y.Y., Chen, R.T., Wang, C.F., Lin, Y.T., Chiang, H.H.; Hsieh, P.Y., Wu, C.C., Chou C.H., Su, Y.O., Lee, G.H., and Peng, S.M. (2002). Ter(9,9-diarylfluorene)s: highly efficient blue emitter with promising electrochemical and thermal stability. J. Am. Chem. Soc., 124:11,576-11,577.








