4.8 Article

Tetraacylgermanes: Highly Efficient Photoinitiators for Visible-Light-Induced Free-Radical Polymerization

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 11, Pages 3103-3107

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201611686

Keywords

acylgermanes; photochemistry; photoinitiators; radical polymerization; reaction mechanisms

Funding

  1. Ivoclar Vivadent AG
  2. NAWI Graz

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In this contribution a convenient synthetic method to obtain tetraacylgermanes Ge[C(O)R](4) (R=mesityl (1a), phenyl (1b)), a previously unknown class of highly efficient Ge-based photoinitiators, is described. Tetraacylgermanes are easily accessible via a one-pot synthetic protocol in > 85% yield, as confirmed by NMR spectroscopy, mass spectrometry, and X-ray crystallography. The efficiency of 1a, b as photoinitiators is demonstrated in photobleaching (UV/Vis), time-resolved EPR (CIDEP), and NMR/CIDNP investigations as well as by photo-DSC studies. Remarkably, the tetraacylgermanes exceed the performance of currently known long-wavelength visible-light photoinitiators for free-radical polymerization

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