Separation and fluorine nuclear magnetic resonance spectroscopic (19F NMR) analysis of individual branched isomers present in technical perfluorooctanesulfonic acid (PFOS)

被引:49
作者
Arsenault, Gilles [1 ]
Chittim, Brock [1 ]
Gu, Jun [3 ]
McAlees, Alan [1 ]
McCrindle, Robert [2 ]
Robertson, Valerie [3 ]
机构
[1] Wellington Labs Inc, Div Res, Guelph, ON N1G 3MG, Canada
[2] Univ Guelph, Dept Chem, Guelph, ON N1G 2W1, Canada
[3] Univ Guelph, NMR Ctr, Guelph, ON N1G 2W1, Canada
关键词
PFOS; PFOSF; F-19; NMR; structural determination; through space coupling;
D O I
10.1016/j.chemosphere.2007.06.096
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The production of perfluoroalkylsulfonate (PFOS) derivatives from linear alkyl precursors using electro-chemical fluorination is not a clean process but, instead, gives complex mixtures. This study reports the isolation and F-19 NMR characterization of eleven perfluorooctanesulfonate isomers from a commercial mixture. This allowed the quantification of the individual CF3 branched isomers that predominate in technical PFOS. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:S53 / S59
页数:7
相关论文
共 23 条
[1]   Perfluorinated stellanes: The synthesis of perfluorinated bisnoradamantane. Long-range F-19 NMR virtual coupling [J].
Adcock, JL ;
Zhang, HQ .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06) :1975-1977
[2]   Controlled step-wise telomerization of vinylidene fluoride, hexafluoropropene and trifluoroethylene with iodofluorinated transfer agents [J].
Balagué, J ;
Améduri, B ;
Boutevin, B ;
Caporiccio, G .
JOURNAL OF FLUORINE CHEMISTRY, 2000, 102 (1-2) :253-268
[3]   SYNTHESIS OF FLUORINATED TELOMERS .3. TELOMERIZATION OF HEXAFLUOROPROPENE WITH PERFLUOROALKYL IODIDES [J].
BALAGUE, J ;
AMEDURI, B ;
BOUTEVIN, B ;
CAPORICCIO, G .
JOURNAL OF FLUORINE CHEMISTRY, 1995, 74 (01) :49-58
[4]   2D 19F/19F NOESY for the assignment of NMR spectra of fluorochemicals [J].
Battiste, JL ;
Jing, NY ;
Newmark, PA .
JOURNAL OF FLUORINE CHEMISTRY, 2004, 125 (09) :1331-1337
[5]   A solid-state fluorine-NMR study on hexafluorobenzene sorbed by sediments, polymers, and active carbon [J].
Cornelissen, G ;
Van Noort, PCM ;
Nachtegaal, G ;
Kentgens, APM .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2000, 34 (04) :645-649
[6]   The use of 19F NMR to interpret the structural properties of perfluorocarboxylate acids:: A possible correlation with their environmental disposition [J].
Ellis, DA ;
Denkenberger, KA ;
Burrow, TE ;
Mabury, SA .
JOURNAL OF PHYSICAL CHEMISTRY A, 2004, 108 (46) :10099-10106
[7]   Quantitative characterization of trace levels of PFOS and PFOA in the Tennessee River [J].
Hansen, KJ ;
Johnson, HO ;
Eldridge, JS ;
Butenhoff, JL ;
Dick, LA .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 2002, 36 (08) :1681-1685
[8]   The source of helicity in perfluorinated N-alkanes [J].
Jang, SS ;
Blanco, M ;
Goddard, WA ;
Caldwell, G ;
Ross, RB .
MACROMOLECULES, 2003, 36 (14) :5331-5341
[9]   TEMPERATURE DEPENDENCE OF JFF IN 2-FLUORO-ALPHA-CHLORO-ALPHA ALPHA-DIFLUOROTOLUENE AND 2-FLUORO-ALPHA ALPHA-DICHLORO-ALPHA-FLUOROTOLUENE [J].
JONAS, J ;
BOROWSKI, L ;
GUTOWSKY, HS .
JOURNAL OF CHEMICAL PHYSICS, 1967, 47 (07) :2441-&