Extraction of mercaptobenzothiazole compounds from rubber products

被引:11
作者
Hansson, C [1 ]
Bergendorff, O [1 ]
Ezzelarab, M [1 ]
Sterner, O [1 ]
机构
[1] LUND UNIV,DEPT ORGAN CHEM 2,LUND,SWEDEN
关键词
hapten; extraction; patch testing technique; rubber; mercaptobenzothiazole; allergic contact dermatitis; acetone; tetrahydrofuran; methyl tert-butyl ether;
D O I
10.1111/j.1600-0536.1997.tb00269.x
中图分类号
R392 [医学免疫学];
学科分类号
100102 ;
摘要
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.
引用
收藏
页码:195 / 200
页数:6
相关论文
共 7 条
[1]  
Bruze M., 1992, Am J Contact Dermat, V3, P133
[2]  
Chapman AV., 1990, J NAT RUBB RES, V5, P259
[3]   DETECTION OF ROSIN (COLOPHONY) COMPONENTS IN TECHNICAL PRODUCTS USING AN HPLC TECHNIQUE [J].
EHRIN, E ;
KARLBERG, AT .
CONTACT DERMATITIS, 1990, 23 (05) :359-366
[4]  
FREGERT S, 1964, ACTA DERM-VENEREOL, V44, P107
[5]   STABILITY OF THE MERCAPTOBENZOTHIAZOLE COMPOUNDS [J].
HANSSON, C ;
AGRUP, G .
CONTACT DERMATITIS, 1993, 28 (01) :29-34
[6]   ISOLATION, VIA ACTIVITY-DIRECTED FRACTIONATION, OF MERCAPTOBENZOTHIAZOLE AND DIBENZOTHIAZYL DISULFIDE AS 2 ALLERGENS RESPONSIBLE FOR TENNIS SHOE DERMATITIS [J].
JUNG, JH ;
MCLAUGHLIN, JL ;
STANNARD, J ;
GUIN, JD .
CONTACT DERMATITIS, 1988, 19 (04) :254-259
[7]  
Schwartz L., 1957, OCCUPATIONAL DIS SKI