scholarly journals Ethoxylated Butoxyethanol-BADGE Adducts—New Potential Migrants from Epoxy Resin Can Coating Material

Materials ◽  
2021 ◽  
Vol 14 (13) ◽  
pp. 3682
Author(s):  
Monika Beszterda ◽  
Małgorzata Kasperkowiak ◽  
Magdalena Frańska ◽  
Sandra Jęziołowska ◽  
Rafał Frański
Keyword(s):  
Mass Spectrometry ◽  
High Pressure ◽  
Liquid Chromatography ◽  
Epoxy Resin ◽  
Diglycidyl Ether ◽  
Ionization Mass ◽  
Coating Materials ◽  
Oxyethylene Unit ◽  
Bisphenol A Diglycidyl Ether ◽  
Product Ions

The acetonitrile extracts of can-coating materials have been analyzed by using high-pressure liquid chromatography/electrospray ionization-mass spectrometry (HPLC/ESI-MS). On the basis of detected ions [M + H]+, [M + NH4]+, [M + Na]+ and product ions, the ethoxylated butoxyethanol-bisphenol A diglycidyl ether adducts were identified in two of the analyzed extracts. Although the oxyethylene unit-containing compounds are widely used for the production of different kinds of materials, the ethoxylated species have not been earlier detected in epoxy resin can-coatings.

scholarly journals Parvibaculum lavamentivorans DS-1T Degrades Centrally Substituted Congeners of Commercial Linear Alkylbenzenesulfonate to Sulfophenyl Carboxylates and Sulfophenyl Dicarboxylates

2007 ◽  
Vol 73 (15) ◽  
pp. 4725-4732 ◽  
Author(s):  
David Schleheck ◽  
Thomas P. Knepper ◽  
Peter Eichhorn ◽  
Alasdair M. Cook
Keyword(s):  
Mass Spectrometry ◽  
High Pressure ◽  
Liquid Chromatography ◽  
Electrospray Ionization ◽  
Electrospray Ionization Mass Spectrometry ◽  
Ion Trap ◽  
Ionization Mass ◽  
Large Array ◽  
Linear Alkylbenzenesulfonate ◽  
Linear Alkanes

ABSTRACT Commercial linear alkylbenzenesulfonate (LAS) contains 20 congeners of linear alkanes (C10 to C13) substituted subterminally with the 4-sulfophenyl moiety in any position from lateral to central. Parvibaculum lavamentivorans DS-1T degrades each of eight laterally substituted congeners [e.g., 2-(4-sulfophenyl)decane (2-C10-LAS); herein, compounds are named systematically by chain length (e.g., C10) and by the position of the substituent on the chain (e.g., position 2)] to a major sulfophenyl carboxylate [SPC; here 3-(4-sulfophenyl)butyrate (3-C4-SPC)] and two minor products, namely, the α,β-unsaturated SPC (SPC-2H, here 3-C4-SPC-2H) and the SPC+2C (here 5-C6-SPC) species (D. Schleheck, T. P. Knepper, K. Fischer, and A. M. Cook, Appl. Environ. Microbiol. 70:4053-4063). The degradation of centrally substituted congeners by strain DS-1 was examined in this work. 5-C10-LAS yielded not only the predicted 4-C8-SPC, 4-C8-SPC-2H, and 6-C10-SPC (about 70% of products) but also sulfophenyl dicarboxylates (SPdC), i.e., C6-, C8-, and C10-SPdC. These were identified by electrospray ionization-mass spectrometry (ESI-MS) after separation by high-pressure liquid chromatography (HPLC). ESI ion-trap MS and ESI-time of flight-MS were used to confirm the identities of key intermediates. Different mixtures of congeners obtained by separation of commercial LAS by HPLC were degraded, and the degradative products were compared. If a congener carried the sulfophenyl substituent on the 5, 6, or 7 position, SPdCs were formed as well as SPC, SPC-2H, and SPC+2C, whereas the substituent on the 2, 3, or 4 position yielded only SPC, SPC-2H, and SPC+2C. Some 50 products were generated from the 20 LAS congeners: 11 major SPCs, each with an SPC-2H and an SPC+2C (i.e., 33 SPC and SPC-2H species), and about 17 SPdC species. A large array of compounds, many in low quantities, is thus generated by P. lavamentivorans DS-1 during the degradation of commercial LAS.

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