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Extraction of mercaptobenzothiazole compounds from rubber products

Hansson, Christer LU ; Bergendorff, Ola LU ; Ezzelarab, M and Sterner, Olov LU (1997) In Contact Dermatitis 36(4). p.195-200
Abstract
At evaluation of contact dermatitis caused by solid material, patch testing is usually performed with the material as such and with extracts of it. In this study, optimization of the extraction technique monitored by quantitative HPLC analysis of the extracted haptens is described for mercaptobenzothiazole derivatives. Several solvents with different properties are included. Acetone has traditionally been a solvent widely used for the extraction of organic haptens from solid products. However, acetone and other ketones are not inert solvents. The rubber accelerators 2-(4-morpholinyl mercapto) benzothiazole (MMBT) and N-cyclohexyl-2-benzothiazyl sulfenamide (CBS) react with acetone, yielding 2 new compounds, which were isolated and... (More)
At evaluation of contact dermatitis caused by solid material, patch testing is usually performed with the material as such and with extracts of it. In this study, optimization of the extraction technique monitored by quantitative HPLC analysis of the extracted haptens is described for mercaptobenzothiazole derivatives. Several solvents with different properties are included. Acetone has traditionally been a solvent widely used for the extraction of organic haptens from solid products. However, acetone and other ketones are not inert solvents. The rubber accelerators 2-(4-morpholinyl mercapto) benzothiazole (MMBT) and N-cyclohexyl-2-benzothiazyl sulfenamide (CBS) react with acetone, yielding 2 new compounds, which were isolated and characterised by NMR and MS. For the extraction of solid rubber products, methyl tert-butyl ether (MTBE) was found to be a more suitable solvent which is unreactive to most common haptens. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
hapten, extraction, patch testing technique, rubber, mercaptobenzothiazole, allergic contact dermatitis, acetone, tetrahydrofuran, methyl tert-butyl ether
in
Contact Dermatitis
volume
36
issue
4
pages
195 - 200
publisher
Federation of European Neuroscience Societies and Blackwell Publishing Ltd
external identifiers
  • pmid:9165202
  • scopus:0030951019
ISSN
0105-1873
DOI
10.1111/j.1600-0536.1997.tb00269.x
language
English
LU publication?
yes
id
565dca7c-f5c9-4321-bde3-47c1917c0a79 (old id 1111946)
date added to LUP
2008-07-21 10:44:05
date last changed
2017-01-01 05:08:17
@article{565dca7c-f5c9-4321-bde3-47c1917c0a79,
  abstract     = {At evaluation of contact dermatitis caused by solid material, patch testing is usually performed with the material as such and with extracts of it. In this study, optimization of the extraction technique monitored by quantitative HPLC analysis of the extracted haptens is described for mercaptobenzothiazole derivatives. Several solvents with different properties are included. Acetone has traditionally been a solvent widely used for the extraction of organic haptens from solid products. However, acetone and other ketones are not inert solvents. The rubber accelerators 2-(4-morpholinyl mercapto) benzothiazole (MMBT) and N-cyclohexyl-2-benzothiazyl sulfenamide (CBS) react with acetone, yielding 2 new compounds, which were isolated and characterised by NMR and MS. For the extraction of solid rubber products, methyl tert-butyl ether (MTBE) was found to be a more suitable solvent which is unreactive to most common haptens.},
  author       = {Hansson, Christer and Bergendorff, Ola and Ezzelarab, M and Sterner, Olov},
  issn         = {0105-1873},
  keyword      = {hapten,extraction,patch testing technique,rubber,mercaptobenzothiazole,allergic contact dermatitis,acetone,tetrahydrofuran,methyl tert-butyl ether},
  language     = {eng},
  number       = {4},
  pages        = {195--200},
  publisher    = {Federation of European Neuroscience Societies and Blackwell Publishing Ltd},
  series       = {Contact Dermatitis},
  title        = {Extraction of mercaptobenzothiazole compounds from rubber products},
  url          = {http://dx.doi.org/10.1111/j.1600-0536.1997.tb00269.x},
  volume       = {36},
  year         = {1997},
}