Chemical analysis of monomers in epoxy resins based on bisphenols F and A.
Diglycidyl ether of bisphenol A (DGEBA) is the monomer and most important contact allergen in epoxy resin(s) based on bisphenol A (DGEBA-R). Both thin-layer chromatography (TLC) and high-pressure liquid chromatography (HPLC) methods are available for the analysis of products containing DGEBA-R. With respect to detection and quantification, epoxy resins of the bisphenol F-type, i.e. epoxy resins containing the isomers of diglycidyl ethers of bisphenol F (DGEBF), are not as well investigated as DGEBA-R. The isomers of DGEBF are p,p'-DGEBF, o,p'-DGEBF and o,o'-DGEBF. Both p,p'-DGEBF and o,p'-DGEBF have been shown to be contact allergens in humans, and all 3 isomers are sensitizers in the guinea pig maximization test. We aimed (i). to develop HPLC methods for separation and purification of the individual DGEBF isomers, (ii). to detect and quantify the DGEBF isomers in epoxy resins of the bisphenol F-type and (iii). to evaluate and develop the TLC as a method for the detection of the DGEBF monomers. We found the total content of the DGEBF isomers in the investigated epoxy resins of the bisphenol F-type to vary from 17.0 to 81.7% w/w. Some of them also contained 0.1-2.4% w/w DGEBA. The HPLC method showed a sensitivity that was 2000-20 000x higher than that obtained with the TLC method for the DGEBF monomers. We concluded that the range of the DGEBF isomer content in epoxy resins of the bisphenol F-type is approximately the same as the monomer content in liquid compared to solid DGEBA-R. The relevance of contact allergy to DGEBA-R can remain unrecognized if the suspected product is an epoxy resin of the bisphenol F-type, which is analysed with the TLC method.
Pontén
A
A
Department of Occupational and Environmental Dermatology, Malmö University Hospital, Malmö, Sweden. ann.ponten@skane.se
Zimerson
E
E
Sörensen
O
O
Bruze
M
M
D000485:Allergens / Q000737:chemistry; D001559:Benzhydryl Compounds; D002851:Chromatography, High Pressure Liquid; D017449:Dermatitis, Allergic Contact / Q000175:diagnosis*; D004852:Epoxy Compounds / Q000737:chemistry; D004853:Epoxy Resins / Q000737:chemistry; D006801:Humans; D010328:Patch Tests / Q000592:standards; D000098826:Bisphenol A Compounds
D000485:Allergens; D001559:Benzhydryl Compounds; D004852:Epoxy Compounds; D004853:Epoxy Resins; C019273:bisphenol A diglycidyl ether; D000098826:Bisphenol A Compounds; C423722:bisphenol F diglycidyl ether