首页|Factors influencing migration of NIAS: Model experiments with 7,9-di-tert-butyl-1-oxaspiro(4,5)deca-6,9-diene-2,8-dione (Arvin 8)

Factors influencing migration of NIAS: Model experiments with 7,9-di-tert-butyl-1-oxaspiro(4,5)deca-6,9-diene-2,8-dione (Arvin 8)

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The transfer of intentionally added substances (IAS) and non-intentionally added substances (NIAS) from foodcontact materials is usually investigated by means of migration tests. However, detailed knowledge about thestability of NIAS in food simulants during migration is scarcely available although it is considered essential forrisk assessments. In this study we performed migration and stability tests with the known NIAS breakdownproduct 7,9-di-tert-butyl-1-oxaspiro(4,5)deca-6,9-diene-2,8-dione (S.1, a.k.a. Arvin 8) in 4 % acetic acid and50 % ethanol. Maximum migration values for S.1 were reached faster in 50 % ethanol but decreased significantlyover time due to the instability of S.1 in this solvent. LC-MS/MS and LC-QTOF-MS analysis enabled the determinationof two transformation products including the known 3-(3,5-di-tert-butyl-1-hydroxy-4-oxo-2,5-cyclohexadien-1-yl)propionic acid (S.2), whilst the second (S.3) was not described, yet. The preparative isolation ofS.3 by countercurrent chromatography (CCC) followed by 1H NMR analysis enabled to identify the secondcompound as ethyl 3-(3,5-di-tert-butyl-1-hydroxy-4-oxocyclohexa-2,5-dien-1-yl)propanoate. The short-term formationof the novel intermediate product S.3 was the main reason for the high instability of S.1 in 50 % ethanol.In contrast to that, the polymer matrix was shown to be responsible for the slowdown of the lactone-ring openingreaction converting S.1 into S.2 and S.3. The present findings confirmed the potential influence of different foodsimulants and co-migrating polymer matrix residuals on the migration test results of S.1. Knowledge on theseeffects is a key factor for the meaningful food safety risk assessment of the migration of S.1.

Food contact materialFood simulantMigrationNon-intentionally added substance7,9-di-tert-butyl-1-oxaspiro(4,5)deca-6,9-diene-2,8-dionePolymer matrix

Alina Remezov、Bastian Knaup、Silke Wermann、Davide Marchesi、Felix Ruettler、Walter Vetter

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University of Hohenheim, Institute of Food Chemistry (170b), Garbenstraße 28, Stuttgart 70599, Germany||Tetra Holdings GmbH, Untere Waldplaetze 27, Stuttgart 70569, Germany

Tetra Holdings GmbH, Untere Waldplaetze 27, Stuttgart 70569, Germany

University of Hohenheim, Institute of Food Chemistry (170b), Garbenstraße 28, Stuttgart 70599, Germany

2025

Food Packaging and Shelf Life

Food Packaging and Shelf Life

ISSN:
年,卷(期):2025.48(1)
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