Deuteration of molecules for neutron reflectometry on organic light-emitting diode thin films

Darwish, Tamim A., Smith, Arthur R. G., Gentle, Ian R., Burn, Paul L., Luks, Emily, Moraes, Greta, Gillon, Marie, Holden, Peter J. and James, Michael (2012) Deuteration of molecules for neutron reflectometry on organic light-emitting diode thin films. Tetrahedron Letters, 53 8: 931-935. doi:10.1016/j.tetlet.2011.12.032


Author Darwish, Tamim A.
Smith, Arthur R. G.
Gentle, Ian R.
Burn, Paul L.
Luks, Emily
Moraes, Greta
Gillon, Marie
Holden, Peter J.
James, Michael
Title Deuteration of molecules for neutron reflectometry on organic light-emitting diode thin films
Journal name Tetrahedron Letters   Check publisher's open access policy
ISSN 0040-4039
1873-3581
Publication date 2012-02-22
Year available 2011
Sub-type Article (original research)
DOI 10.1016/j.tetlet.2011.12.032
Volume 53
Issue 8
Start page 931
End page 935
Total pages 5
Place of publication Kidlington, Oxford, United Kingdom
Publisher Pergamon
Collection year 2012
Language eng
Formatted abstract
Deuterated forms of aromatic charge transporting heterocycles 2 and 3 used in organic light-emitting diodes have been produced by hydrothermal reactions, catalyzed by Pt/C or Pd/C. Comprehensive analysis by mass spectroscopy, 1H, 2H and 13C NMR enables determination of the overall quantity of D atoms present, as well as the level of deuteration at each molecular site. The roles of solubility and steric availability in deuteration are discussed in the light of these results. Neutron reflectometry indicates excellent scattering contrast between protonated and deuterated forms of these molecules, with nanoscale thin films showing the same density as in their bulk molecular forms. Although used for morphological studies of thin films typically used in OLEDs, the synthetic and analysis methods described here are generic and suitable for deuteration of other conjugated aromatic heterocycles and other optoelectronic devices.
Keyword Hydrothermal deuteration
Aromatic heterocycles
Steric availability
Organic light-emitting diode
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ
Additional Notes Available online 16 December 2011

Document type: Journal Article
Sub-type: Article (original research)
Collections: Centre for Organic Photonics and Electronics
Official 2012 Collection
School of Chemistry and Molecular Biosciences
 
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