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Study of the mass spectrometric behaviour of phthalocyanine and azo dyes using electrospray ionisation and matrix-assisted laser desorption/ionisation

Biomedical Sciences Research Institute Computer Science Research Institute Environmental Sciences Research Institute Nanotechnology & Advanced Materials Research Institute

Conneely, A, McClean, Stephen, Smyth, Franklin and McMullan, Geoffrey (2001) Study of the mass spectrometric behaviour of phthalocyanine and azo dyes using electrospray ionisation and matrix-assisted laser desorption/ionisation. RAPID COMMUNICATIONS IN MASS SPECTROMETRY, 15 (22). pp. 2076-2084. [Journal article]

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Abstract

The negative ion MALDI-MS and ESI-MS behaviour of sulphonated. copper phthalocyanine dyes has shown the presence of both anionic and radical anionic species. Substituent groups such as sulphonates and linker arms, as are present in commercial dyes such as Remazol TB and Everzol TB, are found to be labile and the dyes undergo in-source fragmentation in both MALDI-MS and ESI-MS. Ions corresponding to sodium salts can be formed. It appears that Cu is firmly bound in the phthalocyanine structure, unlike the corresponding Mg and Al chelates that can undergo demetallation. The application of ESI-MS' confirmed that these labile groups can be fragmented from the dye molecules and, in addition, SO2 losses are observed as for EI-MS. Hydrolysed commercial azo dyes such as Remazol Black B (I) and Remazol Red RB (III) showed both singly and doubly charged molecular anion species as well as sodium salts using negative ion ESI-MS, but did not desulphonate like the copper phthalocyanine dyes. The application of ESI-MSn revealed fragmentation of the dye molecules with the loss of entities such as HOCH2CH2SO2C6H4N2 (for both dyes) and SO2 (for Remazol Black B). MALDI-MS, ESI-MS and ESI-MSn can therefore be used for the characterisation of such dyes by exploiting these fragmentation processes, and some structural information can be obtained for the dyes whose structures are not in the public domain. Copyright (C) 2001 John Wiley & Sons, Ltd.

Item Type:Journal article
Faculties and Schools:Faculty of Life and Health Sciences
Faculty of Life and Health Sciences > School of Biomedical Sciences
Research Institutes and Groups:Biomedical Sciences Research Institute
Biomedical Sciences Research Institute > Northern Ireland Centre for Food and Health (NICHE)
Biomedical Sciences Research Institute > Pharmaceutical Science and Practice
ID Code:1095
Deposited By:Prof W.Franklin Smyth
Deposited On:11 Jan 2010 16:30
Last Modified:16 May 2012 15:58

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