4.7 Article

Characterization of synthetic single-chain CP standard materials - Removal of interfering side products

期刊

CHEMOSPHERE
卷 255, 期 -, 页码 -

出版社

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.chemosphere.2020.126959

关键词

Chlorinated olefins; Deconvolution; Photolytic chlorination; Sulfite- and sulfate-diesters

资金

  1. Federal Office for the Environment, Switzerland(FOEN project grant) [19.0011. PJ/S113-1600]

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The photolytic chlorination of n-alkanes in presence of sulfuryl chloride (SO2Cl2) was explored to produce new standard materials. Five mixtures of chlorinated tetradecanes were synthesized with chlorination degrees (m(Cl,EA)) varying from 43.7% to 59.4% (m/m) based on elemental analysis. Chlorine-enhanced negative chemical ionization mass spectrometry (CE-NCI-MS) forcing the formation of chloride-adduct ions [M+Cl](-) was applied to characterize these materials which all contained tetra-to deca-chlorinated paraffins. Deconvolution of respective mass spectra revealed the presence of chlorinated olefins (COs). CO levels were highest in materials, which were exposed longest. All synthesized materials also contained two classes of polar impurities, tentatively assigned as sulfite- and sulfate-diesters with molecular formulas of C14H28-xO3SClx (x = 1-4) and C14H28-xO4SClx (x = 3-6), respectively. MS data were in accordance with the proposed structures but further work is needed to deduce their constitutions. These compounds are thermolabile and were not detected with GC-MS methods. We could remove these sulfur-containing impurities from the CPs with normal-phase liquid chromatography. In conclusion, single-chain CP materials were synthesized via chlorination of n-alkanes with sulfuryl chloride, but these materials contained reactive side products which should be removed to gain non-reactive and stable CP materials suitable as standards and for fate and toxicity studies. (C) 2020 Elsevier Ltd. All rights reserved.

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