Determination of bisphenol A diglycidyl ether and its hydrolysis and chlorohydroxy derivatives by liquid chromatography–mass spectrometry

GC-MS Screening for the Identification of Potential Migrants Present in Polymeric Coatings of Food Cans

“…The case of BADGE.2HCl is more difficult to explain; it could be explained if the molecule loses its chloride anion and the hydroxyl groups of the chlorohydrin act as nucleophilic reagents, giving rise to a conjugated acid from which the epoxide arises by the elimination of a proton. Thereby, the formed molecule would act as BADGE, forming an adduct with a molecule of acetonitrile (m/z 382), which coincides with the information reported by other authors [42,43]. For BADGE.H 2 O.HCl, the same process as described for BADGE.2HCl takes place at the chlorinated end of the molecule, until the formation of the epoxy ring leading to a molecule of BADGE.H 2 O, which in negative ionization mode the most intense precursor ion observed (m/z 283) comes from the in-source α-cleavage of the ether bond [M-H-C 3 H 6 O 2 ] − [44].…”

Recent advances in mass spectrometry analysis of phenolic endocrine disruptors and related compounds

“…Some chlorinated and hydroxylated bisphenol diglycidyl ethers also suffer from significant in‐source fragmentation under negative‐APCI conditions. Although the base peak of the spectra is generally [M − H] − , other abundant characteristic fragment ions are also present, particularly those from the cleavage of the central alkyl chain (Sendon Garcia & Paseiro Losada, 2004; Sendon Garcia, Perex Lamela, & Paseiro Losda, 2005).…”

“…Therefore, with APCI, the ionization of AP n EOs is dispersed among many adduct ions with highly variable abundance, to produce a significant decrease in sensitivity and to make quantitation difficult. Acetonitrile cluster ions [M + CH 3 CNH] + of BADGEs and BFDGEs have been used as quantifiers to analyze these compounds in metal packaging, as well as precursor ions when these compounds are determined with LC–MS/MS (Sendon Garcia & Paseiro Losada, 2004; Sendon Garcia, Perex Lamela, & Paseiro Losda, 2005; Pardo et al, 2006). Another effect observed in positive‐APCI is that the mass spectra of BADGE·2HCl and BFDGE·2HCl are identical to those obtained for BADGE and BFDGE, respectively.…”

Determination of bisphenol F diglycidyl ether and related compounds by high‐performance liquid chromatography/mass spectrometry

“…A similar difficulty was found in the analysis of BADGE and its related compounds employing the same technique. 23 As noted above, the 2-ring component of NOGE is bisphenol F diglycidyl ether (BFDGE); there are three isomers of BFDGE, seven of 3-ring NOGEs and 27 of 4-ring NOGEs. 18 The chromatographic separation of individual components with more than four rings has not been achieved due to the large number of isomers.…”