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Tetrahedra from Aryleneethenylenes – From small Molecules to Luminescent Glasses

Published online by Cambridge University Press:  17 March 2011

H. Detert ,
O. Sadovski  and
Erli Sugiono
H. Detert
Affiliation:
Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz Duesbergweg 10 – 14, 55099 Mainz, Germany
O. Sadovski
Affiliation:
Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz Duesbergweg 10 – 14, 55099 Mainz, Germany
Erli Sugiono
Affiliation:
Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz Duesbergweg 10 – 14, 55099 Mainz, Germany
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Abstract

The fourfold Horner olefination of tetraphenylmethane or –silane with four p-methyl- phosphonate groups and a variety of aromatic aldehydes with donor groups or extended conjugated systems results in the formation of tetrahedra from four chromophores connected via a central atom. Electronic spectra in solution reveal an electronic interaction between the π-systems. In the solid state, the emission of compounds with a dense packing is nearly identical to the solution spectra, more open structures show significant red shifts. The emission of scaffolds with 1-styrylpyrene chromophores is nearly completely quenched. Most of these tetrahedra are thermally stable up to 420°C. Depending on the diameter of the scaffold, glass transitions occur between 99°C and 169°C.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 814: Symposium I – Flexible Electronics 2004-Materials and Device Technology , 2004 , I11.6
Copyright
Copyright © Materials Research Society 2004

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