Tetraacylstannanes as Long-Wavelength Visible-Light Photoinitiators with Intriguing Low Toxicity

Judith Radebner, Anna Eibel, Mario Leypold, Nina Jungwirth, Thomas Pickl, Ana Torvisco, Roland Fischer, Urs Karl Fischer, Norbert Moszner, Georg Gescheidt, Harald Stueger, Michael Haas

Research output: Contribution to journalArticleResearchpeer-review

Abstract

The first tetraacylstannanes Sn[(CO)R]4 (R=2,4,6-trimethylphenyl (1 a) and 2,6-dimethylphenyl (1 b)), a class of highly efficient Sn-based photoinitiators, were synthesized. The formation of these derivatives was confirmed by NMR spectroscopy, mass spectrometry, and X-ray crystallography. The UV/Vis absorption spectra of 1 a, b reveal a significant redshift of the longest wavelength absorption compared to the corresponding germanium compounds. In contrast to the known toxicity of organotin derivatives, the AMES test and cytotoxicity studies reveal intriguing low toxicity. The excellent performance of 1 as photoinitiators is demonstrated by photobleaching (UV/Vis) and NMR/CIDNP investigations, as well as photo-DSC studies.

Original languageEnglish
Pages (from-to)8281-8285
Number of pages5
JournalChemistry - a European Journal
Volume24
Issue number33
DOIs
Publication statusPublished - 12 Jun 2018

Fingerprint

Toxicity
Germanium compounds
Derivatives
Photobleaching
Wavelength
X ray crystallography
Carbon Monoxide
Cytotoxicity
Nuclear magnetic resonance spectroscopy
Mass spectrometry
Absorption spectra
Nuclear magnetic resonance

Keywords

  • acylstannanes
  • organostannanes
  • photochemistry
  • photoinitiators
  • radical polymerization

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Tetraacylstannanes as Long-Wavelength Visible-Light Photoinitiators with Intriguing Low Toxicity. / Radebner, Judith; Eibel, Anna; Leypold, Mario; Jungwirth, Nina; Pickl, Thomas; Torvisco, Ana; Fischer, Roland; Fischer, Urs Karl; Moszner, Norbert; Gescheidt, Georg; Stueger, Harald; Haas, Michael.

In: Chemistry - a European Journal, Vol. 24, No. 33, 12.06.2018, p. 8281-8285.

Research output: Contribution to journalArticleResearchpeer-review

Radebner, Judith ; Eibel, Anna ; Leypold, Mario ; Jungwirth, Nina ; Pickl, Thomas ; Torvisco, Ana ; Fischer, Roland ; Fischer, Urs Karl ; Moszner, Norbert ; Gescheidt, Georg ; Stueger, Harald ; Haas, Michael. / Tetraacylstannanes as Long-Wavelength Visible-Light Photoinitiators with Intriguing Low Toxicity. In: Chemistry - a European Journal. 2018 ; Vol. 24, No. 33. pp. 8281-8285.
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AU - Pickl, Thomas

AU - Torvisco, Ana

AU - Fischer, Roland

AU - Fischer, Urs Karl

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