Non-targeted screening of extracts from polyester-phenolic can coatings: Identification of new aldehyde molecules from resole-based resins

Talanta. 2022 Jun 1:243:123351. doi: 10.1016/j.talanta.2022.123351. Epub 2022 Mar 7.

Abstract

Phenolic and substituted phenol based resoles are commonly used in the formulation of can coatings. However, migration analyses of these coatings are very little described compared to other coating technologies. While epoxy and polyester have well known migrants with defined formation mechanisms, Non-Intentionally Added Substances (NIAS) specifically related to the phenolic resin are hardly studied in the literature. The goal of the publication is to further explore the influence of the phenolic resole, used in the formulation of can coatings, on extracted NIAS's nature. Six different model polyester-phenolic can coatings were formulated each with a specific phenol, cresol or tertbutylphenol-based resole. Can coating films were extracted for 24 h at 40 °C in acetonitrile before analysis. NIAS identification was done using gas chromatography separation coupled to high resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy analyses. Cyclic polyester oligomers were found in all extracts, with oligomers found in a range of 10 μg/dm2 to 226 μg/dm2, without specific influence of the resole used in formulation. While very few or no peaks were detected from cresol- and phenol-based resoles, 48 peaks were specifically observed in coating extracts of formulas with tertbutylphenol-based resoles as well as in their respective resoles. The most intense peaks were identified as aldehyde compounds by HRMS and NMR analysis. These aldehydes were semi-quantified in similar proportions as polyester oligomers. The presence of such aldehydes has never been reported in the literature regarding NIAS in can coatings. Further study will then be needed to better understand the aldehyde formation mechanism and assess the toxicological profile of such chemicals.

Keywords: Can coating; Food contact material; High resolution mass spectrometry; NIAS; Non-targeted analysis; Resole.

MeSH terms

  • Aldehydes / analysis
  • Food Contamination / analysis
  • Food Packaging*
  • Gas Chromatography-Mass Spectrometry
  • Plant Extracts
  • Polyesters* / chemistry

Substances

  • Aldehydes
  • Plant Extracts
  • Polyesters