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The Synthesis, Condensation, and Luminescence of Stilbenoid Oligomers with Alkoxysilane End Groups

Published online by Cambridge University Press:  21 March 2011

H. Detert
Affiliation:
Institute of Organic Chemistry, Johannes Gutenberg-University Mainz, Duesbergweg 10 – 14, 55099 Mainz, Germany
E. Sugiono
Affiliation:
Institute of Organic Chemistry, Johannes Gutenberg-University Mainz, Duesbergweg 10 – 14, 55099 Mainz, Germany
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Abstract

A synthetic route to highly luminescent organic semiconductors with curable alkoxysilyl groups is described. Monodisperse oligo(phenylenevinylene)s are rigidly connected to di- and triethoxysilanes via Heck reactions or via cross-metathesis. Hydrolysis of the silicic esters yields silanols condensing to linear and cyclic oligo-OPV-siloxanes or to three-dimensional networks, thus allowing the transformation of small molecules to fluorescent materials with well-defined chromophores. Transparent films are obtained by casting of soluble cyclosiloxanes and from OPV-silanetriols, the latter can be cured to insoluble networks.

Type
Research Article
Copyright
Copyright © Materials Research Society 2001

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References

REFERENCES

1. Hadziioannou, G., Semiconducting Polymers, (Wiley-VCH, Weinheim 1999).Google Scholar
2. Müllen, K., Wegner, G., Electronic Materials: The Oligomer Approach (Wiley-VCH, Weinheim 1998).Google Scholar
3. Detert, H., Sugiono, E., Synth. Metals 115, 89 (2000); J. Phys. Org. Chem. 13, 587 (2000); Eur. J. Org. Chem. 2927 (2001).Google Scholar
4. Yang, Z., Hu, B., Karasz, F. E., Macromolecules 26, 1188 (1993).Google Scholar
5. Hochfilzer, C., Tasch, S., Winkler, B., Huslage, J., Leising, G., Synt. Metals 83, 161 (1995).Google Scholar
6. Pietraszuk, C., Marciniec, B., Fischer, H., Organometallics 19, 913 (2000).Google Scholar
7. Sugiono, E., Metzroth, Th. and Detert, H., Adv. Synth. Catal. 343, 351 (2001).Google Scholar
8. Sugiono, E. and Detert, H., Synthesis, 893 (2001).Google Scholar
9. Carbonneau, C., Frantz, R., Durand, J. O., Corriu, R. J. P., Tetrahedron Lett. 40, 5855 (1999).Google Scholar
10. Lackowicz, J. R., Principles of fluorescence spectroscopy, 2nd ed. (Kluwer, New York 1999) p.53.Google Scholar