Electric-Field Triggered Controlled Release of Bioactive Volatiles from Imine-Based Liquid Crystalline Phases

Authors

  • Andreas Herrmann Dr.,

    1. Firmenich SA, Division Recherche et Développement, 1 route des Jeunes, B.P. 239, 1211 Genève 8 (Switzerland)
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  • Nicolas Giuseppone Prof. Dr.,

    1. ISIS, Université Louis Pasteur, 8 allée Gaspard Monge, B.P. 70028, 67083 Strasbourg Cedex (France)
    2. Present address: SAMS Laboratory, Université Louis Pasteur icFRC and Institut Charles Sadron CNRS—UPR 22, 23 rue du Loess, B.P. 84047, 67034 Srasbourg Cedex 2 (France)
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  • Jean-Marie Lehn Prof. Dr.

    1. ISIS, Université Louis Pasteur, 8 allée Gaspard Monge, B.P. 70028, 67083 Strasbourg Cedex (France)
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Abstract

Application of an electric field to liquid crystalline film forming imines with negative dielectric anisotropy, such as N-(4-methoxybenzylidene)-4-butylaniline (MBBA, 1), results in the expulsion of compounds that do not participate in the formation of the liquid crystalline phase. Furthermore, amines and aromatic aldehydes undergo component exchange with the imine by generating constitutional dynamic libraries. The strength of the electric field and the duration of its application to the liquid crystalline film influence the release rate of the expelled compounds and, at the same time, modulate the equilibration of the dynamic libraries. The controlled release of volatile organic molecules with different chemical functionalities from the film was quantified by dynamic headspace analysis. In all cases, higher headspace concentrations were detected in the presence of an electric field. These results point to the possibility of using imine-based liquid crystalline films to build devices for the controlled release of a broad variety of bioactive volatiles as a direct response to an external electric signal.

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