Please use this identifier to cite or link to this item:
https://doi.org/10.21256/zhaw-23885
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DC Field | Value | Language |
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dc.contributor.author | Knobloch, Marco C. | - |
dc.contributor.author | Sprengel, Jannik | - |
dc.contributor.author | Mathis, Flurin | - |
dc.contributor.author | Haag, Regula | - |
dc.contributor.author | Kern, Susanne | - |
dc.contributor.author | Bleiner, Davide | - |
dc.contributor.author | Vetter, Walter | - |
dc.contributor.author | Heeb, Norbert V. | - |
dc.date.accessioned | 2022-01-12T14:41:41Z | - |
dc.date.available | 2022-01-12T14:41:41Z | - |
dc.date.issued | 2021-11-16 | - |
dc.identifier.issn | 0045-6535 | de_CH |
dc.identifier.issn | 1879-1298 | de_CH |
dc.identifier.uri | https://digitalcollection.zhaw.ch/handle/11475/23885 | - |
dc.description.abstract | Technical chlorinated paraffins (CPs) are produced via radical chlorination of n-alkane feedstocks with different carbon chain-lengths (∼C10-C30). Short-chain CPs (SCCPs, C10-C13) are classified as persistent organic pollutants (POPs) under the Stockholm Convention. This regulation has induced a shift to use longer-chain CPs as substitutes. Consequently, medium-chain (MCCPs, C14-C17) and long-chain (LCCPs, C>17) CPs have become dominant homologues in recent environmental samples. However, no suitable LCCP-standard materials are available. Herein, we report on the chemical synthesis of single-chain C18-CP-materials, starting with a pure n-alkane and sulfuryl chloride (SO2Cl2). Fractionation of the crude product by normal-phase liquid-chromatography and pooling of suitable fractions yielded in four C18-CP-materials with different chlorination degrees (mCl,EA = 39-52%). In addition, polar side-products, tentatively identified as sulfite-, sulfate- and bis-sulfate-diesters, were separated from CPs. The new single-chain materials were characterized by LC-MS, 1H-NMR and EA. LC-MS provided Relative retention times for different C18-CP homologues and side-products. Mathematical deconvolution of full-scan mass spectra revealed the presence of chloroparaffins (57-93%) and chloroolefins (COs, 7-26%) in the four single-chain C18-CP-materials. Homologue distributions and chlorination degrees were deduced for CPs and COs. 1H-NMR revealed chemical shift ranges of mono-chlorinated (δ = 3.2-5.3 ppm) and non-chlorinated (δ = 1.0-3.2 ppm) hydrocarbon moieties. The synthesized C18-single-chain standard materials and respective spectroscopic data are useful to identify and quantify LCCPs in various materials and environmental samples. CP- and CO-distributions resemble the ones of existing SCCP and MCCP reference materials and technical mixtures. Furthermore, these materials now allow specific studies on the environmental fate and the transformation of long-chain chloroparaffins and chloroolefins. | de_CH |
dc.language.iso | en | de_CH |
dc.publisher | Elsevier | de_CH |
dc.relation.ispartof | Chemosphere | de_CH |
dc.rights | http://creativecommons.org/licenses/by/4.0/ | de_CH |
dc.subject | Chlorinated olefins (COs) | de_CH |
dc.subject | Chlorinated paraffins (CPs) | de_CH |
dc.subject | Long-chain chlorinated paraffins (LCCPs) | de_CH |
dc.subject | Single-chain CPs | de_CH |
dc.subject | Standard material | de_CH |
dc.subject.ddc | 540: Chemie | de_CH |
dc.title | Chemical synthesis and characterization of single-chain C18-chloroparaffin materials with defined degrees of chlorination | de_CH |
dc.type | Beitrag in wissenschaftlicher Zeitschrift | de_CH |
dcterms.type | Text | de_CH |
zhaw.departement | Life Sciences und Facility Management | de_CH |
zhaw.organisationalunit | Institut für Chemie und Biotechnologie (ICBT) | de_CH |
dc.identifier.doi | 10.1016/j.chemosphere.2021.132938 | de_CH |
dc.identifier.doi | 10.21256/zhaw-23885 | - |
dc.identifier.pmid | 34798110 | de_CH |
zhaw.funding.eu | No | de_CH |
zhaw.issue | 132938 | de_CH |
zhaw.originated.zhaw | Yes | de_CH |
zhaw.publication.status | publishedVersion | de_CH |
zhaw.volume | 291, Part 2 | de_CH |
zhaw.publication.review | Peer review (Publikation) | de_CH |
zhaw.author.additional | No | de_CH |
zhaw.display.portrait | Yes | de_CH |
Appears in collections: | Publikationen Life Sciences und Facility Management |
Files in This Item:
File | Description | Size | Format | |
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2021_Knobloch-etal_Single-chain-C18-chloroparaffin-materials_Chemosphere.pdf | 8.27 MB | Adobe PDF | View/Open |
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Knobloch, M. C., Sprengel, J., Mathis, F., Haag, R., Kern, S., Bleiner, D., Vetter, W., & Heeb, N. V. (2021). Chemical synthesis and characterization of single-chain C18-chloroparaffin materials with defined degrees of chlorination. Chemosphere, 291, Part 2(132938). https://doi.org/10.1016/j.chemosphere.2021.132938
Knobloch, M.C. et al. (2021) ‘Chemical synthesis and characterization of single-chain C18-chloroparaffin materials with defined degrees of chlorination’, Chemosphere, 291, Part 2(132938). Available at: https://doi.org/10.1016/j.chemosphere.2021.132938.
M. C. Knobloch et al., “Chemical synthesis and characterization of single-chain C18-chloroparaffin materials with defined degrees of chlorination,” Chemosphere, vol. 291, Part 2, no. 132938, Nov. 2021, doi: 10.1016/j.chemosphere.2021.132938.
KNOBLOCH, Marco C., Jannik SPRENGEL, Flurin MATHIS, Regula HAAG, Susanne KERN, Davide BLEINER, Walter VETTER und Norbert V. HEEB, 2021. Chemical synthesis and characterization of single-chain C18-chloroparaffin materials with defined degrees of chlorination. Chemosphere. 16 November 2021. Bd. 291, Part 2, Nr. 132938. DOI 10.1016/j.chemosphere.2021.132938
Knobloch, Marco C., Jannik Sprengel, Flurin Mathis, Regula Haag, Susanne Kern, Davide Bleiner, Walter Vetter, and Norbert V. Heeb. 2021. “Chemical Synthesis and Characterization of Single-Chain C18-Chloroparaffin Materials with Defined Degrees of Chlorination.” Chemosphere 291, Part 2 (132938). https://doi.org/10.1016/j.chemosphere.2021.132938.
Knobloch, Marco C., et al. “Chemical Synthesis and Characterization of Single-Chain C18-Chloroparaffin Materials with Defined Degrees of Chlorination.” Chemosphere, vol. 291, Part 2, no. 132938, Nov. 2021, https://doi.org/10.1016/j.chemosphere.2021.132938.
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