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Issue 3, 2011
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N-Heterocyclic carbene-borane radicals as efficient initiating species of photopolymerization reactions under air

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Abstract

Eight N-heterocyclic carbene-boranes (NHC-boranes) are proposed as new efficient co-initiators for acrylate photopolymerization reactions. They are particularly interesting in aerated conditions, where they help overcome the classical oxygen inhibition. The carbene boryl radicals that are the initiating species have been characterized by their transient absorption spectra obtained in laser flash photolysis (LFP) experiments. Rate constants for the generation of the carbene boryl radicals by hydrogen abstraction with t-butoxyl radical and triplet benzophenone as well as the reactions with oxygen, electron rich and electron poor alkenes, two alkyl halides (CHCl3 and iodopropane) and diphenyliodonium hexafluorophosphate have been measured. The reactivity of N-heterocyclic carbene borane radicals is clearly affected by the NHC substituent.

Graphical abstract: N-Heterocyclic carbene-borane radicals as efficient initiating species of photopolymerization reactions under air

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Publication details

The article was received on 09 Sep 2010, accepted on 27 Oct 2010 and first published on 16 Nov 2010


Article type: Paper
DOI: 10.1039/C0PY00296H
Citation: Polym. Chem., 2011,2, 625-631
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    N-Heterocyclic carbene-borane radicals as efficient initiating species of photopolymerization reactions under air

    M. Tehfe, J. Monot, M. M. Brahmi, H. Bonin-Dubarle, D. P. Curran, M. Malacria, L. Fensterbank, E. Lacôte, J. Lalevée and J. Fouassier, Polym. Chem., 2011, 2, 625
    DOI: 10.1039/C0PY00296H

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