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Proceedings Paper

Sterically hindered pyridinium phenoxides as chromophores for quadratic optics
Author(s): V. Diemer; H. Chaumeil; A. Defoin; A. Boeglin; A. Barsella; A. Fort; P. Jacques; C. Carré
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Paper Abstract

Polymers doped with non-linear optical (NLO) molecules are key materials in the elaboration of organic NLO devices. In this field, there is an ongoing need for chromophores with large dipole moments and optical non linearities. Here, we consider pyridinium phenoxides, a type of zwitterionic biphenyl-like molecule. A combination of mathematical modelling and some preliminary experimental measurements indicate that the NLO properties of these molecules depend on the twist angle existing between the two aromatic rings. In order to corroborate this structure/activity relationship, different sterically hindered pyridinium phenoxides were synthesized using the Suzuki coupling reaction involving a boronic ester and an aryl halide. We analyze the solvatochromism of the substituted zwitterions in details, determine the chemical equilibrium of protonation and perfom nonlinear optical measurements which are interpreted with the help of semi-empirical calculations.

Paper Details

Date Published: 20 April 2006
PDF: 7 pages
Proc. SPIE 6192, Organic Optoelectronics and Photonics II, 619234 (20 April 2006); doi: 10.1117/12.663437
Show Author Affiliations
V. Diemer, Chimie Organique et Bioorganique, CNRS, Ecole Nationale Supérieure de Chimie de Mulhouse (France)
H. Chaumeil, Chimie Organique et Bioorganique, CNRS, Ecole Nationale Supérieure de Chimie de Mulhouse (France)
A. Defoin, Chimie Organique et Bioorganique, CNRS, Ecole Nationale Supérieure de Chimie de Mulhouse (France)
A. Boeglin, Institut de Physique et Chimie des Matériaux de Strasbourg, ULP, CNRS (France)
A. Barsella, Institut de Physique et Chimie des Matériaux de Strasbourg, ULP, CNRS (France)
A. Fort, Institut de Physique et Chimie des Matériaux de Strasbourg, ULP, CNRS (France)
P. Jacques, CNRS, Ecole Nationale Supérieure de Chimie de Mulhouse (France)
C. Carré, Chimie Organique et Bioorganique, CNRS, Ecole Nationale Supérieure de Chimie de Mulhouse (France)


Published in SPIE Proceedings Vol. 6192:
Organic Optoelectronics and Photonics II
Paul L. Heremans; Michele Muccini; Eric A. Meulenkamp, Editor(s)

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