Identification of sensitizing diethyleneglycol maleate in a two‐component polyester cement

Abstract

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.

Plastic Materials and Glues

“…The same car cements are also used in other industrial trades: for example, in mold manufacturing they are used to fill out small holes or imperfections in the mold surface. Diethyleneglycol maleate (DEGM) has been identified as the causative allergen in two cases [86]. Allergic contact dermatitis due to polyester putties has been reported in car painters, car repairmen, mold manufacturers, and a door frame manufacturer [85].…”

Occupational contact allergy to components of polyester resin systems

“…A total of 6 car painters and 2 mould manufacturers with contact allergy to polyester cements have been previously reported by the FIOH (3,4). Diethyleneglycol maleate (DEGM) was identified as the causative allergen in 2 of the 6 painters (4,19). DEGM was purified by thin-layer chromatography specifically in the case of these 2 patients.…”

Creation of technology for desalination of saturated diethylene glycol substance in East Berdak gas complex preparation plant

“…The presence of two hydroxyl groups in the diethylene glycol molecule leads to the formation of intramolecular and intermolecular hydrogen bonds with other substances (water, amines) containing an electronegative atom. Diethylene glycol saltation causes the following problems [6,7]: 1. Increase in costs for gas drying; 2.…”