Please use this identifier to cite or link to this item: https://apo.ansto.gov.au/dspace/handle/10238/7485
Title: Mild conditions for deuteration of primary and secondary arylamines for the synthesis of deuterated optoelectronic organic molecules
Authors: Krause-Heuer, AM
Yepuri, NR
Darwish, TA
Holden, PJ
Keywords: Deuteration
Synthesis
Molecules
Polymers
Optoelectronic devices
Scattering lengths
Issue Date: 13-Nov-2014
Publisher: Multidisciplinary Digital Publishing Institute
Citation: Krause-Heuer, A., Yepuri, N., Darwish, T., & Holden, P. (2014). Mild conditions for deuteration of primary and secondary arylamines for the synthesis of deuterated optoelectronic organic molecules. Molecules, 19(11), 18604. doi: http://dx.doi.org/10.3390/molecules191118604
Abstract: Deuterated arylamines demonstrate great potential for use in optoelectronic devices, but their widespread utility requires a method for large-scale synthesis. The incorporation of these deuterated materials into optoelectronic devices also provides the opportunity for studies of the functioning device using neutron reflectometry based on the difference in the scattering length density between protonated and deuterated compounds. Here we report mild deuteration conditions utilising standard laboratory glassware for the deuteration of: diphenylamine, N-phenylnaphthylamine, N-phenyl-o-phenylenediamine and 1-naphthylamine (via H/D exchange in D2O at 80 °C, catalysed by Pt/C and Pd/C). These conditions were not successful in the deuteration of triphenylamine or N,N-dimethylaniline, suggesting that these mild conditions are not suitable for the deuteration of tertiary arylamines, but are likely to be applicable for the deuteration of other primary and secondary arylamines. The deuterated arylamines can then be used for synthesis of larger organic molecules or polymers with optoelectronic applications. © 2014, Creative Commons.
Gov't Doc #: 7073
URI: http://dx.doi.org/10.3390/molecules191118604
http://apo.ansto.gov.au/dspace/handle/10238/7485
ISSN: 1420-3049
Appears in Collections:Journal Articles

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