Hostname: page-component-5d59c44645-n6p7q Total loading time: 0 Render date: 2024-03-03T18:30:42.854Z Has data issue: false hasContentIssue false

Synthesis of New Building Blocks for Light Emitting Polymers

Published online by Cambridge University Press:  21 March 2011

C. Fischmeister
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
F. Geneste
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
A. B. Holmes
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
Y. Ma
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
R. E. Martin
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
T. Sano
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
C.-S Tuan
Affiliation:
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Pembroke Street, Cambridge, CB2 3RA, U.K.
F. Cacialli
Affiliation:
Cavendish Laboratory, Department of Physics, University of Cambridge, Madingley Road, Cambridge, CB3 0HE, U.K.
R. H. Riehn
Affiliation:
Cavendish Laboratory, Department of Physics, University of Cambridge, Madingley Road, Cambridge, CB3 0HE, U.K.
R. H. Friend
Affiliation:
Cavendish Laboratory, Department of Physics, University of Cambridge, Madingley Road, Cambridge, CB3 0HE, U.K.
Get access

Abstract

The synthesis of poly(2,3-dibutoxy-1,4-phenylene vinylene) (DB-PPV) has allowed the study of this material as the active layer in a multiple layer device using a composite combination of polymer and Alq3 with an oxadiazole as electron injection/transport layers. The luminous efficiency of the resulting device was significantly improved as a result of this combination of transport layers. An entirely new approach to the synthesis of monomers for PPV precursors is described in which the 2- and 5- substituents are introduced by directed metallation groups (DMGs) which ultimately become the bis(halomethyl) groups.

Type
Research Article
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. Kraft, A., Grimsdale, A. C., and Holmes, A. B., Angew. Chem. Int. Ed. 37, 402 (1998).Google Scholar
2. Segura, J. L., Acta Polym. 49, 319 (1998).Google Scholar
3. Friend, R. H., Gymer, R. W., Holmes, A. B., Burroughes, J. H., Marks, R. N., Taliani, C., Bradley, D. D. C., Santos, D. A. dos, Brédas, J. L., Lögdlund, M., and Salaneck, W. R., Nature 397, 121 (1999).Google Scholar
4. Cacialli, F., Curr. Opin. Coll. Int. Sci. 4, 159 (1999).Google Scholar
5. Sheats, J. R., Chang, Y. L., Roitman, D. B., and Stocking, A., Acc. Chem. Res. 32, 193 (1999).Google Scholar
6. Murray, M.M. and Holmes, A.B. in Semiconducting Polymers - Chemistry, Physics and Engineering, Hadziioannou, G. and Hutten, P.F. van (Eds.), Wiley-VCH, Weinheim, 1999, pp. 135.Google Scholar
7. Martin, R. E., Geneste, F., Holmes, A. B., C. R. Acad. Sci., Ser. IV: Phys., Astrophys. 1, 447 (2000).Google Scholar
8. Cacialli, F., Phil. Trans. R. Soc. Lond. A 358, 173 (2000).Google Scholar
9. Chuah, B. S., Cacialli, F., Davies, J. E., Feeder, N., Friend, R. H., Holmes, A. B., Marseglia, E. A., Moratti, S. C., Brédas, J.-L., and Santos, D. A. dos, Mat. Res. Soc. Symp. Proc. 488, 87 (1998).Google Scholar
10. Martin, R.E., Geneste, F., Riehn, R., Chuah, B.S., Cacialli, F., Holmes, A.B. and Friend, R.H., Chem. Commun. 291 (2000).Google Scholar
11. Hwang, D.-H., Kim, S. T., Shim, H.-K., Holmes, A. B., Moratti, S. C., and Friend, R. H., Chem. Commun. 2241 (1996).Google Scholar
12. Rost, H., Chuah, B. S., Hwang, D.-H., Moratti, S. C., Holmes, A. B., Wilson, J., Morgado, J., Halls, J. J., Mello, J. C. De and Friend, R. H., Synth. Met. 102, 937 (1999).Google Scholar
13. Chu, H.-Y., Hwang, D.-H., Do, L.-M., Jang, J.-H., Shim, H.-K., Holmes, A. B., and Zyung, T., Synth. Met. 101, 216 (1999).Google Scholar
14. Kim, S. T., Hwang, D.-H., Li, X. C., Grüner, J., Friend, R. H., Holmes, A. B., and Shim, H.-K., Adv. Mater. 8, 979 (1996).Google Scholar
15. Hawker, C. J. and Fréchet, J. M. J., J. Chem. Soc., Chem. Commun., 1010 (1990).Google Scholar
16. Hawker, C. J. and Fréchet, J. M. J., J. Am. Chem. Soc. 112, 7638 (1990).Google Scholar
17. Carter, S. A., Angelopoulos, M., Karg, S., Brock, P. J. and Scott, J. C., Appl. Phys. Lett. 70, 2067 (1997).Google Scholar
18. Tang, C. W. and Slyke, S. A. van, Appl. Phys. Lett. 51, 913 (1987).Google Scholar
19. Hamada, Y., Adachi, C., Tsutsui, T. and Saito, S., Optoelectronics – Devices and Technologies 7, 83 (1992).Google Scholar
20. Sano, T., Hamada, Y. and Shibata, K., IEEE J. Selected Topics in Quantum Electronics 4, 34 (1998).Google Scholar
21. Snieckus, V., Chem. Rev. 90, 879 (1990).Google Scholar
22. Bowser, J. R., Williams, P. J. and Kurz, K., J. Org. Chem. 48, 4111 (1983).Google Scholar