title: Radiosynthesis of perfluorooctanesulfonate (PFOS) and perfluorobutanesulfonate (PFBS), including solubility, partition and adhesion studies.
abstract: Here, we describe for the first time the synthesis of [(35)S] PFOS and [(35)S] PFBS with sulfur-35 enriched sulfur dioxide as the radiolabelled reagent, resulting in 2.5 and 2.3 mCi of product, respectively. Basic information concerning the physicochemical properties of perfluorooctanesulfonate (PFOS), perfluorobutanesulfonate (PFBS) and perfluorooctanoic acid (PFOA) are still limited. Hence, we utilized these radiolabelled perfluoroalkanesulfonates (PFSAs), as well as carbon-14 labelled perfluorooctanoic acid ([(14)C] PFOA) to determine some basic characteristics of physiological and experimental significance. The solubility of PFOS in buffered aqueous solutions at pH 7.4 was found to be severely reduced in the presence of potassium and sodium ions, which, however, did not reduce the solubility of PFOA or PFBS. PFOS was found to adhere to a small extent to polypropylene and polystyrene, whereas no such adhesion of PFOA or PFBS was detected. The extents of adhesion of PFOS and PFOA to glass were found to be 20% and 10%, respectively. For the first time, the partition coefficients for PFOS, PFBS and PFOA between n-octanol and water were determined experimentally, to be -0.7, -0.3, and 1.4, respectively, reflecting the difference in the amphiphilic natures of these molecules.
authors.affiliation: Environmental Chemistry Unit, Department of Materials and Environmental Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden. maria.sundstrom@mmk.su.se
authors.forename: Maria
authors.initials: M
authors.lastname: Sundström
authors.forename: Jasna
authors.initials: J
authors.lastname: Bogdanska
authors.forename: Hung V
authors.initials: HV
authors.lastname: Pham
authors.forename: Vlastaras
authors.initials: V
authors.lastname: Athanasios
authors.forename: Stefan
authors.initials: S
authors.lastname: Nobel
authors.forename: Alan
authors.initials: A
authors.lastname: McAlees
authors.forename: Johan
authors.initials: J
authors.lastname: Eriksson
authors.forename: Joseph W
authors.initials: JW
authors.lastname: DePierre
authors.forename: Åke
authors.initials: Å
authors.lastname: Bergman
mesh_terms: D000269:Adhesives / Q000138:chemical synthesis* / Q000737:chemistry*; D017738:Alkanesulfonic Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D005466:Fluorocarbons / Q000138:chemical synthesis* / Q000737:chemistry*; D011854:Radiochemistry; D018570:Risk Assessment; D012995:Solubility
chemical_list: D000269:Adhesives; D017738:Alkanesulfonic Acids; D005466:Fluorocarbons; C076994:perfluorooctane sulfonic acid; C108042:perfluorobutane