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Abstract
A detailed study of the action of alkali on methylene blue (C.I. Basic Blue 9) and other thiazine dyes was
carried out through a combination of UV/visible spectroscopy, thin layer chromatography, mass and NMR
spectrometry and computational methods. In 0.1 M aq alkali solution, methylene blue forms a highly
coloured, lipophilic species that is mainly Bernthsen's methylene violet i.e. a hydrolysis decomposition
product, this being contrary to the report of a red N-hydroxy methylene blue adduct. The nature of the
heterocyclic nitrogen atom in C.I. Basic Blue 9 is discussed and it is concluded there is no basis for the
proposal of nucleophile addition at this site of the dye. In contrast, other thiazine dyes are deprotonated
by alkali to form their neutral, highly coloured, lipophilic conjugate base forms.
Original language | English |
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Pages (from-to) | 149-155 |
Number of pages | 7 |
Journal | Dyes and Pigments |
Volume | 88 |
Issue number | 2 |
DOIs | |
Publication status | Published - Feb 2010 |
Keywords
- methylene blue
- hydrolysis
- thiazine
- C.I. basic blue 9
- methylene violet
- DFT
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Dive into the research topics of 'Effect of alkali on methylene blue (C.I. basic blue 9) and other thiazine dyes'. Together they form a unique fingerprint.Projects
- 1 Finished
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Physical Organic Chemistry: Opportunities In Synthesis, Materials And Pharmaceuticals (Science And Innovation Award)
Murphy, J. (Principal Investigator), Coombs, G. (Co-investigator), Ferguson, A. (Co-investigator) & Florence, A. (Co-investigator)
Scottish Funding Council SFC, EPSRC (Engineering and Physical Sciences Research Council)
1/09/07 → 30/10/12
Project: Research