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.
This is a preview of subscription content, access via your institution.
References
- 1.
G. Hadziioannou, Semiconducting Polymers, (Wiley-VCH, Weinheim 1999).
- 2.
K. Müllen, G. Wegner, Electronic Materials: The Oligomer Approach (Wiley-VCH, Weinheim 1998).
- 3.
H. Detert, E. Sugiono, Synth. Metals 115, 89 (2000); J. Phys. Org. Chem. 13, 587 (2000); Eur. J. Org. Chem. 2927 (2001).
- 4.
Z. Yang, B. Hu, F. E. Karasz, Macromolecules 26, 1188 (1993).
- 5.
C. Hochfilzer, S. Tasch, B. Winkler, J. Huslage, G. Leising, Synt. Metals 83, 161 (1995).
- 6.
C. Pietraszuk, B. Marciniec, H. Fischer, Organometallics 19, 913 (2000).
- 7.
E. Sugiono, Th. Metzroth and H. Detert, Adv. Synth. Catal. 343, 351 (2001).
- 8.
E. Sugiono and H. Detert, Synthesis, 893 (2001).
- 9.
C. Carbonneau, R. Frantz, J. O. Durand, R. J. P. Corriu, Tetrahedron Lett. 40, 5855 (1999).
- 10.
J. R. Lackowicz, Principles of fluorescence spectroscopy, 2nd ed. (Kluwer, New York 1999) p. 53.
Author information
Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Detert, H., Sugiono, E. The Synthesis, Condensation, and Luminescence of Stilbenoid Oligomers with Alkoxysilane End Groups. MRS Online Proceedings Library 665, 532 (2000). https://doi.org/10.1557/PROC-665-C5.32
Published: