Extraction of mercaptobenzothiazole compounds from rubber products

Christer Hansson, Ola Bergendorff, M Ezzelarab, Olov Sterner

Research output: Contribution to journalArticlepeer-review


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.
Original languageEnglish
Pages (from-to)195-200
JournalContact Dermatitis
Issue number4
Publication statusPublished - 1997

Bibliographical note

The information about affiliations in this record was updated in December 2015.
The record was previously connected to the following departments: Organic chemistry (S/LTH) (011001240), Department of Dermatology and Venereology (Lund) (013006000)

Subject classification (UKÄ)

  • Dermatology and Venereal Diseases

Free keywords

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


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