Identification of sensitizing diethyleneglycol maleate in a two-component polyester cement.
Unsaturated polyester (UP) cement caused allergic contact dermatitis in car repair work. The resin was a condensate of polyols and maleic anhydride with reactive solvent, auxiliary substances, and inorganic reinforcement substances. To identify the causative chemicals, the cement was tested on a sensitized patient. For analysis, samples of the resin were eluted with acetone and eluted with hexane to precipitate inorganic material and large polyester molecules. The eluate was evaporated. The remainder, dissolved in acetone, was separated into fractions on silica plates by thin layer chromatography (TLC). On the developed (hexane/chloroform, 15/85) plates, 20 bands were obtained under UV-light at 254 nm. Samples of the bands were scraped and used for patch testing. The scraping at a retention factor (Rf) of 0.24 caused a skin reaction. The bands at this retention were removed from six plates, combined, eluted with acetone and purified again by TLC. The purified fraction mixed in petrolatum in the dilution series was used for conclusive patch testing on the patient. An allergic reaction was induced at down to 0.003% wt/wt. According to MS and IR analyses, the isolated compound was diethyleneglycol maleate (DEGM, MW204). In addition to the resin part, the sanding dust also contained this monomer.
Pfäffli
Pirkko
P
Department of Industrial Hygiene and Toxicology, Finnish Institute of Occupational Health, Topeliuksenkatu 41 a A, FIN-00250 Helsinki, Finland. pirkko.pfaffli@occuphealth.fi
Jolanki
Riitta
R
Estlander
Tuula
T
Tarvainen
Kyllikki
K
Kanerva
Lasse
L
D017449:Dermatitis, Allergic Contact / Q000209:etiology*; D009783:Dermatitis, Occupational / Q000209:etiology*; D005026:Ethylene Glycols / Q000009:adverse effects*; D006801:Humans; D008297:Male; D008298:Maleates / Q000009:adverse effects*; D010328:Patch Tests; D011091:Polyesters / Q000009:adverse effects*; D012116:Resins, Plant / Q000009:adverse effects
D005026:Ethylene Glycols; D008298:Maleates; D011091:Polyesters; D012116:Resins, Plant; C081553:diethylene glycol maleate