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Enantioselective Analytical- and Preparative-Scale Separation of Hexabromocyclododecane Stereoisomers Using Packed Column Supercritical Fluid Chromatography
Örebro University, School of Science and Technology, Örebro University, Sweden. Wellington Laboratories Inc., Guelph, Canada. (Man-Technology-Environment (MTM) Research Center)
Örebro University, School of Science and Technology, Örebro University, Sweden. Waters Corporation, Milford, USA. (Man-Technology-Environment (MTM) Research Center)
Örebro University, School of Science and Technology, Örebro University, Sweden. Norwegian Institute for Water Research, Oslo, Norway. (Man-Technology-Environment (MTM) Research Center)ORCID iD: 0000-0001-6217-8857
Örebro University, School of Science and Technology, Örebro University, Sweden. (Man-Technology-Environment (MTM) Research Center)ORCID iD: 0000-0002-6330-789X
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2016 (English)In: Molecules, ISSN 1420-3049, E-ISSN 1420-3049, Vol. 21, no 11, 1509Article in journal (Refereed) Published
Abstract [en]

Hexabromocyclododecane (HBCDD) is an additive brominated flame retardant which has been listed in Annex A of the Stockholm Convention for elimination of production and use. It has been reported to persist in the environment and has the potential for enantiomer-specific degradation, accumulation, or both, making enantioselective analyses increasingly important. The six main stereoisomers of technical HBCDD (i.e., the (+) and (-) enantiomers of α-, β-, and γ-HBCDD) were separated and isolated for the first time using enantioselective packed column supercritical fluid chromatography (pSFC) separation methods on a preparative scale. Characterization was completed using published chiral liquid chromatography (LC) methods and elution profiles, as well as X-ray crystallography, and the isolated fractions were definitively identified. Additionally, the resolution of the enantiomers, along with two minor components of the technical product (δ- and ε-HBCDD), was investigated on an analytical scale using both LC and pSFC separation techniques, and changes in elution order were highlighted. Baseline separation of all HBCDD enantiomers was achieved by pSFC on an analytical scale using a cellulose-based column. The described method emphasizes the potential associated with pSFC as a green method of isolating and analyzing environmental contaminants of concern.

Place, publisher, year, edition, pages
Basel, Switzerland: MDPI AG , 2016. Vol. 21, no 11, 1509
Keyword [en]
hexabromocyclododecane, enantiomeric separation, supercritical fluid chromatography
National Category
Analytical Chemistry
Identifiers
URN: urn:nbn:se:oru:diva-53487DOI: 10.3390/molecules21111509ISI: 000389918200091PubMedID: 27834934ScopusID: 2-s2.0-84997428723OAI: oai:DiVA.org:oru-53487DiVA: diva2:1046735
Available from: 2016-11-15 Created: 2016-11-14 Last updated: 2017-01-09Bibliographically approved

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Riddell, NicoleMullin, Lauren Gaylevan Bavel, BertEricson Jogsten, Ingrid
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School of Science and Technology, Örebro University, Sweden
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