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Design of new fluorinated bridged push-pull stilbenes and preparation of LB films for second harmonic generation in the blue domain

Year: 2000

Journal: New J. Chem., 2000, 24, 977-985, 20111221

Authors: Stephanie Desrousseaux, Bernard Bennetau, Jean-Pierre Morand, Christophe Mingotaud, Jean-Francois Letard, Sebastien Montant and Eric Freysz

Organizations: a Laboratoire de Chimie Organique et (CNRS UMR 5802), de Organometallique Universite de Bordeaux I, 351 Cours de la Liberation, F-33405 Talence cedex, France b Laboratoire d'Analyse Chimique par Reconnaissance Moleculaire Ecole Nationale Superieure de Chimie et de Physique de Bordeaux, Av. Pey-Berland BP 108, F-33402 T alence, France c Centre de Recherche Paul Pascal, Av. du Docteur A. Schweitzer, F-33600 Pessac, France d Laboratoire des Sciences Moleculaires, Institut de Chimie de la Matiere Condense de Bordeaux (CNRS UPR 9048), Universite de Bordeaux I, Av. du Docteur A. Schweitzer, F-33608 Pessac, France. E-mail : Letard@chimsol.icmcb.u-bordeaux.fr e Centre de Physique Moleculaire Optique et Hertzienne (CNRS UMR 5798), Universite de Bordeaux I, 351 Cours de la Liberation, F-33405 Talence, France

In order to prepare alternating Y-type multilayers involving push-pull stilbenes giving second harmonic generation (SHG) in the blue domain, we have synthesized two new bridged compounds, 1 and 2, with the hydrophobic chain grafted onto the donor group. The photophysical properties of these dyes in both solution and LB films are reported. The SHG signal of monolayer LB films containing 1 and 2 are close to that of the analog 3 and 4 having the hydrophobic chain grafted onto the acceptor group. Finally, multilayer LB films based on one, two and four bilayers of 1/3 or 2/4 were prepared and the SHG measurements show a regular noncentrosymmetric arrangement for 2/4 films only.