Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
3981377
Reference Type
Journal Article
Title
Detailed NMR investigation of cyclodextrin-perfluorinated surfactant interactions in aqueous media
Author(s)
Weiss-Errico, MJ; O'Shea, KE
Year
2017
Is Peer Reviewed?
Yes
Journal
Journal of Hazardous Materials
ISSN:
0304-3894
EISSN:
1873-3336
Volume
329
Page Numbers
57-65
Language
English
PMID
28122278
DOI
10.1016/j.jhazmat.2017.01.017
Web of Science Id
WOS:000396950700007
Abstract
Perfluorochemicals (PFCs) are contaminants of serious concern because of their toxicological properties, widespread presence in drinking water sources, and incredible stability in the environment. To assess the potential application of α-, β-, and γ-cyclodextrins for PFC remediation, we investigated their complexation with linear fluorinated carboxylic acids, sulfonates, and a sulfonamide with carbon backbones ranging from C4-C9. (19)F Nuclear Magnetic Resonance (NMR) spectroscopy studies demonstrated β-CD formed the strongest complexes with these PFCs. The polar head group had a modest influence, but for PFCs with backbones longer than six carbons, strong association constants are observed for 1:1 (K1:1∼10(5)M(-1)) and 2:1 (K2:1∼10(3)M(-1)) β-CD:PFC complexes. Excess β-CD can be used to complex 99.5% of the longer chain PFCs. Competition studies with adamantane-carboxylic acid and phenol confirmed the nature and persistence of the β-CD:PFC complex. Detailed analyses of the individual NMR chemical shifts and Job plots indicate the favored positions of the β-CD along the PFC chain. Solution pH, ionic strength, and the presence of humic acid have modest influence on the β-CD:PFC complexes. The strong encapsulation of PFCs by β-CD under a variety of water quality conditions demonstrates the tremendous potential of CD-based materials for the environmental remediation of PFCs.
Tags
PFAS
•
Additional PFAS (formerly XAgency)
•
^Per- and Polyfluoroalkyl Substances (PFAS)
PFOA (335-67-1) and PFOS (1763-23-1)
Literature Search – Adverse outcome pathway (2015-present)
Pubmed
WOS
•
PFAS 150
Literature Search August 2019
PubMed
Not prioritized for screening
Ammonium perfluorooctanoate
Perfluorooctanoic acid
•
PFNA
Litsearch Update 2017-2018
Toxline
Literature Search
Toxline
•
PFOA (335-67-1) and PFOS (1763-23-1)
Literature Search – Adverse outcome pathway (2015-present)
Pubmed
WOS
Screening Results
Excluded/Not on Topic
Literature Search Update (2013-2019)
PubMed
WOS
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity