R.M. Edkins
The formation of peroxide degradation products of photochromic triphenylimidazolyl radical-dimers
Edkins, R.M.; Probert, M.R.; Fucke, K.; Robertson, C.M.; Howard, J.A.K.; Beeby, A.
Authors
M.R. Probert
K. Fucke
C.M. Robertson
J.A.K. Howard
A. Beeby
Abstract
Following the recent report of Abe and co-workers (Phys. Chem. Chem. Phys., 2012, 14, 5855) of the isolation of a bridging peroxide of a naphthalene-tethered bisimidazolyl diradical, it is reported herein that this degradation pathway is a more general phenomenon for the chromic dimers of 2,4,5-triphenylimidazolyl radical (TPIR) materials, with non-tethered TPIRs forming similar oxygen adducts. The peroxides of two derivatives have been characterised by single crystal X-ray diffraction (SC-XRD) and it is identified that the 4-position of the imidazolyl ring is the site susceptible to reaction with oxygen. Furthermore, mass spectrometry has been used to show that for a range of five known, non-tethered derivatives, peroxide formation can be detected within 30 minutes when samples are irradiated under an oxygen atmosphere, thus presenting a significant challenge to the long term use of this class of material in colour-switching device applications.
Citation
Edkins, R., Probert, M., Fucke, K., Robertson, C., Howard, J., & Beeby, A. (2013). The formation of peroxide degradation products of photochromic triphenylimidazolyl radical-dimers. Physical Chemistry Chemical Physics, 15(20), 7848-7853. https://doi.org/10.1039/c3cp50757b
Journal Article Type | Article |
---|---|
Publication Date | May 28, 2013 |
Deposit Date | Jan 16, 2014 |
Journal | Physical Chemistry Chemical Physics |
Print ISSN | 1463-9076 |
Electronic ISSN | 1463-9084 |
Publisher | Royal Society of Chemistry |
Peer Reviewed | Peer Reviewed |
Volume | 15 |
Issue | 20 |
Pages | 7848-7853 |
DOI | https://doi.org/10.1039/c3cp50757b |
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