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Extraction of mercaptobenzothiazole compounds from rubber products

  • Christer Hansson
  • Ola Bergendorff
  • M Ezzelarab
  • Olov Sterner
Publishing year: 1997
Language: English
Pages: 195-200
Publication/Series: Contact Dermatitis
Volume: 36
Issue: 4
Document type: Journal article
Publisher: Federation of European Neuroscience Societies and Blackwell Publishing Ltd

Abstract english

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.


  • Dermatology and Venereal Diseases
  • hapten
  • extraction
  • patch testing technique
  • rubber
  • mercaptobenzothiazole
  • allergic contact dermatitis
  • acetone
  • tetrahydrofuran
  • methyl tert-butyl ether


  • ISSN: 0105-1873
Olov Sterner
E-mail: olov [dot] sterner [at] chem [dot] lu [dot] se


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