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Push–Pull Acylo-Phosphine Oxides for Two-Photon-Induced Polymerization

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    Push–Pull Acylo-Phosphine Oxides for Two-Photon-Induced Polymerization
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    † Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
    ‡ Institute of Electronic Structure and Laser (IESL), Foundation for Research and Technology Hellas (FORTH), P.O. Box 1527, 711 10 Heraklion, Crete, Greece
    § Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, Warsaw, Poland
    *E-mails: [email protected] and [email protected]
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    Macromolecules

    Cite this: Macromolecules 2013, 46, 18, 7239–7244
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    https://doi.org/10.1021/ma4010988
    Published September 13, 2013
    Copyright © 2013 American Chemical Society
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    Abstract

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    The two-step method for the synthesis of acyl–phosphine oxides from aromatic aldehydes was optimized giving the products in 52–97% overall yield. Linear and nonlinear optical properties of series of acyl–phosphine oxides possessing substituents with different electron-donating ability were investigated. Two-photon absorption cross sections (σ2) of push–pull acyl–phosphine oxide was determined as 9GM via z-scan measurements with femtosecond laser pulses. Using acyl–phosphine oxides possessing dipolar structure as initiators, 3D nanopatterns were successfully fabricated by two-photon initiated polymerization. These compounds also initiate classical photopolymerization when excited with UV radiation.

    Copyright © 2013 American Chemical Society

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    1H NMR and 13C NMR spectra of compounds 2a–2e and 3a–3e . This material is available free of charge via the Internet at http://pubs.acs.org.

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    This article is cited by 45 publications.

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    Macromolecules

    Cite this: Macromolecules 2013, 46, 18, 7239–7244
    Click to copy citationCitation copied!
    https://doi.org/10.1021/ma4010988
    Published September 13, 2013
    Copyright © 2013 American Chemical Society
    Request reuse permissions

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