The DOI matches its Crossref record; 55 of the 55 references it cites were found in a registry or an index.
Defluorination of Per- and Polyfluoroalkyl Substances (PFASs) with Hydrated Electrons: Structural Dependence and Implications to PFAS Remediation and Management
Open accessAbstract
Abstract This study investigates critical structure–reactivity relationships within 34 representative per- and polyfluoroalkyl substances (PFASs) undergoing defluorination with UV-generated hydrated electrons. While CnF2n+1–COO– with variable fluoroalkyl chain lengths (n = 2 to 10) exhibited a similar rate and extent of parent compound decay and defluorination, the reactions of telomeric CnF2n+1–CH2CH2–COO– and CnF2n+1–SO3– showed an apparent dependence on the length of the fluoroalkyl chain. Cross comparison of experimental results, including different rates of decay and defluorination of specific PFAS categories, the incomplete defluorination from most PFAS structures, and the surprising 100% defluorination from CF3COO–, leads to the elucidation of new mechanistic insights into PFAS degradation. Theoretical calculations on the C–F bond dissociation energies (BDEs) of all PFAS structures reveal strong relationships among (i) the rate and extent of decay and defluorination, (ii) head functional groups, (iii) fluoroalkyl chain length, and (iv) the position and number of C–F bonds with low BDEs. These relationships are further supported by the spontaneous cleavage of specific bonds during calculated geometry optimization of PFAS structures bearing one extra electron, and by the product analyses with high-resolution mass spectrometry. Multiple reaction pathways, including H/F exchange, dissociation of terminal functional groups, and decarboxylation-triggered HF elimination and hydrolysis, result in the formation of variable defluorination products. The selectivity and ease of C–F bond cleavage highly depends on molecular structures. These findings provide critical information for developing PFAS treatment processes and technologies to destruct a wide scope of PFAS pollutants and for designing fluorochemical formulations to avoid releasing recalcitrant PFASs into the environment.
Overview
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Integrity signals
Registry
Cites
Statistics
Verification
Claims the paper makes
The claims and statistics of this paper haven’t been checked yet.
Run the check — free, no account needed. It reads the open-access text and checks the sources it cites.
Self-check
Percentages, sums and reported differences re-computed from the paper’s own numbers.
The self-check needs the paper’s full text.
Citations
Cites
Organofluorine Chemistry: Principles and Commercial Applications
(1994) · doi:10.1007/978-1-4899-1202-2 · Cited by 1,691
Organofluorine chemistry : principles and commercial applications
Banks, R. E., SMART, B. E., & Tatlow, J. C. (1994) · Springer eBooks · Cited by 1,105
Rahman, M. F., Peldszus, S., & Anderson, W. B. (2014) · Water Research · doi:10.1016/j.watres.2013.10.045 · Cited by 1,022
Barzen-Hanson, K. A., Roberts, S. C., Choyke, S., Oetjen, K., McAlees, A., Riddell, N., McCrindle, R., Ferguson, P. L., Higgins, C. P., & Field, J. A. (2017) · Environmental Science & Technology · doi:10.1021/acs.est.6b05843 · Cited by 873
Monitoring of Perfluorinated Compounds in Aquatic Biota: An Updated Review: PFCs in Aquatic Biota
Houde, M., De Silva, A. O., Muir, D. C. G., & Letcher, R. J. (2011) · Environmental Science & Technology · doi:10.1021/es104326w · Cited by 847
Oxidative Conversion as a Means of Detecting Precursors to Perfluoroalkyl Acids in Urban Runoff
Houtz, E. F., & Sedlak, D. L. (2012) · Environmental Science & Technology · doi:10.1021/es302274g · Cited by 681
Xiao, F. (2017) · Water Research · doi:10.1016/j.watres.2017.07.024 · Cited by 634
Trojanowicz, M., Bojanowska-Czajka, A., Bartosiewicz, I., & Kulisa, K. (2018) · Chemical Engineering Journal · doi:10.1016/j.cej.2017.10.153 · Cited by 550
Hori, H., Hayakawa, E., Einaga, H., Kutsuna, S., Koike, K., Ibusuki, T., Kiatagawa, H., & Arakawa, R. (2004) · Environmental Science & Technology · doi:10.1021/es049719n · Cited by 465
Sonochemical Decomposition of Perfluorooctane Sulfonate and Perfluorooctanoic Acid
Moriwaki, H., Takagi, Y., Tanaka, M., Tsuruho, K., Okitsu, K., & Maeda, Y. (2005) · Environmental Science & Technology · doi:10.1021/es040342v · Cited by 464
Research works printed but not linked: 5
- Environmental, 2012, Protection Agency. Revisions to the unregulated contaminant monitoring regulation (UCMR 3) for public water systems, Fed. Reg., 77, 26071
- Environmental, 2016, Protection Agency. Lifetime health advisories and health effects support documents for perfluorooctanoic acid and perfluorooctane sulfonate, Fed. Reg., 81, 33250
- Grossweiner, 1963, Photochemical generation of the hydrated electron, Science, 141, 805, 10.1126/science.141.3583.805 · doi:10.1126/science.141.3583.805
- Vandamme, 2016, Direct esterification of carboxylic acids with perfluorinated alcohols mediated by XtalFluor-E, Org. Lett., 18, 6468, 10.1021/acs.orglett.6b03365 · doi:10.1021/acs.orglett.6b03365
- Suenram, 1986, Fluoromethanol: Synthesis, microwave spectrum, and dipole moment, J. Mol. Spectrosc., 119, 446, 10.1016/0022-2852(86)90039-1 · doi:10.1016/0022-2852(86)90039-1
Cited by
Cui, J., Gao, P., & Deng, Y. (2020) · Environmental Science & Technology · doi:10.1021/acs.est.9b05565 · Cited by 742
Low-temperature mineralization of perfluorocarboxylic acids
Trang, B., Li, Y., Xue, X.-S., Ateia, M., Houk, K. N., & Dichtel, W. R. (2022) · Science · doi:10.1126/science.abm8868 · Cited by 425
Berhanu, A., Mutanda, I., Taolin, J., Qaria, M. A., Yang, B., & Zhu, D. (2023) · Science of The Total Environment · doi:10.1016/j.scitotenv.2022.160010 · Cited by 294
Phong Vo, H. N., Ngo, H. H., Guo, W., Hong Nguyen, T. M., Li, J., Liang, H., Deng, L., Chen, Z., & Hang Nguyen, T. A. (2020) · Journal of Water Process Engineering · doi:10.1016/j.jwpe.2020.101393 · Cited by 291
Liu, Z., Bentel, M. J., Yu, Y., Ren, C., Gao, J., Pulikkal, V. F., Sun, M., Men, Y., & Liu, J. (2021) · Environmental Science & Technology · doi:10.1021/acs.est.1c00353 · Cited by 198
Self-citationRecent Advances on PFAS Degradation via Thermal and Nonthermal Methods
Verma, S., Lee, T., Sahle-Demessie, E., Ateia, M., & Nadagouda, M. N. (2023) · Chemical Engineering Journal Advances · doi:10.1016/j.ceja.2022.100421 · Cited by 187
Yu, Y., Zhang, K., Li, Z., Ren, C., Chen, J., Lin, Y.-H., Liu, J., & Men, Y. (2020) · Environmental Science & Technology · doi:10.1021/acs.est.0c04483 · Cited by 167
Self-citationRemediation of water from per-/poly-fluoroalkyl substances (PFAS)–Challenges and perspectives
Garg, S., Wang, J., Kumar, P., Mishra, V., Arafat, H., Sharma, R. S., & Dumée, L. F. (2021) · Journal of Environmental Chemical Engineering · doi:10.1016/j.jece.2021.105784 · Cited by 139
Altarawneh, M., Almatarneh, M. H., & Dlugogorski, B. Z. (2022) · Chemosphere · doi:10.1016/j.chemosphere.2021.131685 · Cited by 124
Che, S., Jin, B., Liu, Z., Yu, Y., Liu, J., & Men, Y. (2021) · Environmental Science & Technology Letters · doi:10.1021/acs.estlett.1c00511 · Cited by 113
Self-citationTrifluoroacetate in Precipitation: Deriving a Benchmark Data Set
Freeling, F., Behringer, D., Heydel, F., Scheurer, M., Ternes, T. A., & Nödler, K. (2020) · Environmental Science & Technology · doi:10.1021/acs.est.0c02910 · Cited by 101
Bao, Y., Cagnetta, G., Huang, J., & Yu, G. (2020) · Chemical Engineering Journal · doi:10.1016/j.cej.2019.122866 · Cited by 74
Wackett, L. P., & Robinson, S. L. (2020) · Biochemical Journal · doi:10.1042/bcj20190720 · Cited by 71
Tang, Z., Vogel, T. M., Wang, Q., Wei, C., Ali, M., & Song, X. (2024) · Journal of Hazardous Materials · doi:10.1016/j.jhazmat.2023.133217 · Cited by 71
Phytoremediation prospects of per- and polyfluoroalkyl substances: a review
Mayakaduwage, S., Ekanayake, A., Kurwadkar, S., Rajapaksha, A. U., & Vithanage, M. (2022) · Environmental Research · doi:10.1016/j.envres.2022.113311 · Cited by 65
Jin, B., Zhu, Y., Zhao, W., Liu, Z., Che, S., Chen, K., Lin, Y.-H., Liu, J., & Men, Y. (2023) · Environmental Science & Technology Letters · doi:10.1021/acs.estlett.3c00411 · Cited by 56
Self-citationPseudomonas sp. Strain 273 Degrades Fluorinated Alkanes
Xie, Y., Chen, G., May, A. L., Yan, J., Brown, L. P., Powers, J. B., Campagna, S. R., & Löffler, F. E. (2020) · Environmental Science & Technology · doi:10.1021/acs.est.0c04029 · Cited by 48
Filho, A. H. D. S., & de Souza, G. L. C. (2020) · Physical Chemistry Chemical Physics · doi:10.1039/d0cp02445g · Cited by 43
Occurrence of per- and polyfluoroalkyl substances in water: a review
Wang, Y., Kim, J., Huang, C.-H., Hawkins, G. L., Li, K., Chen, Y., & Huang, Q. (2022) · Environmental Science: Water Research & Technology · doi:10.1039/d1ew00851j · Cited by 31
Perfluoroalkyl chain-length-dependent environmental fate and treatment outcomes of PFAS in water
Lee, Y.-J., Moon, G., Cha, H., Lee, J., & Kwon, E. E. (2026) · npj Clean Water · doi:10.1038/s41545-026-00568-5 · Cited by 29
Sun, Z., Geng, D., Zhang, C., Chen, J., Zhou, X., Zhang, Y., Zhou, Q., & Hoffmann, M. R. (2021) · Chemical Engineering Journal · doi:10.1016/j.cej.2021.130149 · Cited by 25
Liu, J., Edwards, E., Van Hamme, J., Manefield, M., Higgins, C. P., Blotevogel, J., Liu, J., & Lee, L. S. (2023) · Environmental Science & Technology · doi:10.1021/acs.est.3c06681 · Cited by 24
Self-citation
Metadata
- Authors
- Bentel, M. J., Yu, Y., Xu, L., Li, Z., Wong, B. M., Men, Y., & Liu, J.
- Venue
- Environmental Science & Technology
- Publisher
- American Chemical Society (ACS)
- Published
- 2019-03-15
- Volume
- 53
- Issue
- 7
- Pages
- 3718-3728
- ISSN
- 0013-936X (ISSN-L)
- 1520-5851
- OpenAlex
- W2921364395
- Cited by
- 648
- References
- 55
- FWCI
- 19.88
- Type
- journal article
- Language
- en
- Open access
- hybrid
- Funders
- National Science Foundation (NA)
- Division of Chemistry (CHE-1709286, CHE-1709719)
- University of California, Riverside (NA)
- Strategic Environmental Research and Development Program (ER-1289, ER-1497)
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review
Data sources
Bibliographic data: Semantic Scholar, OpenAlex, Crossref.
Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).
Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
