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15 October 2004 Improved transparency-nonlinearity trade-off with boroxine-based octupolar molecules
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Over the last two decades, a substantial effort has been devoted to the design of molecules with enhanced NLO responses. It has become increasingly clear over recent years that multipolar structures offer challenging possibilities in this respect. In particular, the octupolar framework provides an interesting route towards enhanced NLO responses and improved nonlinearity-transparency trade-off. In this perspective, we have implemented an innovative route based on octupolar structures derived from the boroxine ring. By grafting three electron-donating appendices on the electron-deficient boroxine core, octupolar quasi-planar molecules displaying markedly improved nonlinearity-transparency trade-off, as compared to the prototypical octupole (TATB) or the extensively studied triazine derivatives, were designed. This route indeed led to octupolar molecules showing beta(0) values (from calculations and solution measurements) larger than that of TIATB while remaining blue-shifted by nearly 100 nm and totally transparent in the visible region. Combined experimental and theoretical investigations reveal that this behavior is related to a periphery-to-core intramolecular charge transfer phenomenon in relation with the low-aromaticity and electron-withdrawing character of the boroxine ring. This study opens a new route for molecular engineering of transparent octupolar derivatives for NLO, including the design of effective materials for SHG in the visible-blue region.
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Claudine Katan, Olivier Mongin, Gilles Alcaraz, Michel Vaultier, Abdou Boucekkine, and Mireille H. Blanchard-Desce "Improved transparency-nonlinearity trade-off with boroxine-based octupolar molecules", Proc. SPIE 5517, Linear and Nonlinear Optics of Organic Materials IV, (15 October 2004);

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