Hostname: page-component-8448b6f56d-jr42d Total loading time: 0 Render date: 2024-04-23T19:51:48.129Z Has data issue: false hasContentIssue false
  • English
  • Français

Synthesis and Characterization of Poly(N-alkyl-2,7-carbazole)s: Blue Light-Emitting Materials

Published online by Cambridge University Press:  21 March 2011

J.-F. Morin ,
M. Leclerc ,
I. Lévesque  and
M. D'Iorio
J.-F. Morin
Affiliation:
Département de Chimie, Université Laval, Cité Universitaire, Québec, Canada, G1K 7P4
M. Leclerc
Affiliation:
Département de Chimie, Université Laval, Cité Universitaire, Québec, Canada, G1K 7P4
I. Lévesque
Affiliation:
National Research Council of Canada, Institute for Microstructural Sciences, Montreal Road, Ottawa, Ontario, Canada, K1A OR6
M. D'Iorio
Affiliation:
National Research Council of Canada, Institute for Microstructural Sciences, Montreal Road, Ottawa, Ontario, Canada, K1A OR6
Get access

Abstract

The synthesis of a new class of π-conjugated based on N-alkyl-2,7-carbazole is reported. Two different synthetic pathways were used to obtain 2,7-functionalized carbazole units. The first pathway leads to N-alkyl-2,7-dichlorocarbazole which undergoes a Yamamoto coupling to obtain the homopolymer. The second synthetic method provides N-alkyl-2,7-diiodocarbazole. This monomer allows the utilization of more versatile synthetic tools such as Suzuki and Stille couplings to obtain highly regioregular copolymers. Poly(N-(2-ethylhexyl)-2,7-carbazole) (PEHC) prepared using Yamamoto coupling shows strong pure blue photoluminescence (437 nm) and electroluminescence (432 nm, 225 cd/m2) with no excimer formation.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 665: Symposium C – Electronic, Optical and Optoelectronic Polymers and Oligomers , 2001 , C5.14
Copyright
Copyright © Materials Research Society 2001

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

1. Burroughes, J. H., Bradley, D. D. C., Broen, A. R., Marks, R. N., MacKay, K., Friend, R. H, Burns, P. L., Holmes, A. B., Nature 347, 539 (1990).Google Scholar
2. Cacialli, F., Chuah, B. S., Friend, R. H., Moratti, S. C., Holmes, Ab. A., Synth. Met. 111–112, 155 (2000).Google Scholar
3. Anh, T., Jang, M. S., Shim, H.-K., Hwang, D.-H., Zyung, T., Macromolecules 32, 3279 (1999).Google Scholar
4. Donat-Bouillud, A., Lévesque, I., Tao, Y., D'Iorio, M., Beaupré, S., Blondin, P., Bouchard, J., Leclerc, M., Chem. Mater. 12, 1931 (2000).Google Scholar
5. Bernius, M., Inbasekaran, M., Woo, E., Wu, W., Wujkowski, L., Thin Solid Films 363, 55 (2000).Google Scholar
6. Kido, J., Hongawa, K., Okuyama, K., Nagai, K., Appl. Phys. Lett. 63, 2627 (1993).Google Scholar
7. Pelouse, Y., Froyer, G., Adès, D., Chevrot, C., Siove, A., Polym. Comm. 31, 341 (1990).Google Scholar
8. Stéphan, O., Vial, J.-C., Synth. Met. 106, 115 (1999).Google Scholar
9. Meng, H., Chen, Z.-K., Liu, X.-L., Lai, Y.-H., Chua, S.-J., Huang, W., Phys. Chem. Chem. Phys. 1, 3123 (1999).Google Scholar
10. Cadogan, J. I. G., Cameron-Wood, M., Mackie, R. K., Searle, J. G., J. Chem. Soc., 4831 (1965).Google Scholar
11. Pei, Q., Yang, Y., J. Am. Chem. Soc. 118, 7416 (1996).Google Scholar
12. Smith, P. A. S., Brown, B. B., J. Am. Chem. Soc. 73, 2438 (1951).Google Scholar
13. Chen, J. P., Natanshon, A., Macromolecules 32, 3171 (1999).Google Scholar
14. Ranger, M., Rondeau, D., Leclerc, M., Macromolecules 30, 7686 (1997).Google Scholar
15. Tsuie, B., Reddinger, J. L., Sotzing, G. A., Soloducho, J., Katritzky, A. R., Reynolds, J. R., J. Mater. Chem. 9, 2189 (1999).Google Scholar
16. Krevenschmidt, M., Klaerner, G., Fuhrer, T., Ashenhurst, J., Karg, S., Chen, W. D., Lee, V. Y., Scott, J. C., Miller, R. D., Macromolecules 31, 1099 (1998).Google Scholar
17. Yu, W.-L., Cao, Y., Pei, J., Huang, W., Heeger, A. J., Appl. Phys. Lett. 75, 3270 (1999).Google Scholar