跳转到内容

全氟和多氟烷基物质

维基百科,自由的百科全书

全氟和多氟烷基物质,据其英文(Per- and polyfluoroalkyl substances)常简称为PFAS[1]PFASs[2],是一类烷基链上附着多个氟原子的合成有机氟化合物。根据PubChem数据库,这类化合物多达七百万种。[3]自1938年特氟龙问世以来,PFAS被人类广泛应用于生产可耐热、抗污、防油、疏水的氟聚合物涂料等产品中。如今,此类材料被广泛用以制造多种商品,包括尼龙瑜伽裤、地毯等防水织物,洗发水、女性生理用品、手机屏幕、墙漆、家具、黏合剂、食品包装、[4]特氟龙等耐高温不沾表面、[5]灭火泡沫,以及电线绝缘材料等等。[6][7][8]PFAS亦见于多种美妆与护理产品之中,包括口红眼线睫毛膏粉底遮瑕润唇膏胭脂,以及美甲产品[9][10]

许多全氟和多氟烷基物质,例如全氟辛基磺酸(PFOS)和全氟辛酸(PFOA),作为持久性有机污染物,对人类健康和环境造成了严重威胁。《华盛顿邮报》2018年的一篇文章将它们称为“永久化学品”。[11]有机化学中,碳-氟键是已知最强单键之一,因而一些PFAS的半衰期超过八年。[12][13][14][15][16]这些物质可以在土壤中迁移,并在鱼类和野生动物体内积聚,最终通过食物链进入人体。目前,PFAS残留物英语Residue (chemistry)已普遍存在于雨水、饮用水和废水中。[12][17][18][7]此类化合物因其高度流动性,容易经由皮肤和鼻泪管英语Nasolacrimal duct被人体吸收,人类亦或通过唇部用品无意间摄食PFAS。[19]这类物质种类繁多,不同物质对人类健康和环境的构成不同的潜在风险,相关评估与研究正在进行当中。[20][12][21][22][6]

接触全氟和多氟烷基物质或导致多种健康问题。一些PFAS已被认定为致癌物内分泌干扰物,与肾癌前列腺癌睾丸癌溃疡性结肠炎甲状腺疾病等多种疾病相关,并可损害生育能力,引发荷尔蒙失调,增加次优抗体反应/免疫力下降的风险。妊娠期高血压、婴儿和胎儿生长发育迟缓、肥胖、血脂异常(胆固醇水平畸高),也都是部分PFAS可能导致的情形。[6][23][24]

定义

[编辑]

在早期定义下,此类物质至少须包含一个全氟烷基。2021年,经合组织扩大了PFAS的内涵,对其作如下定义:

含有至少一个完全氟化的甲基亚甲基原子(它不与任何///原子相连[i])的氟化物质,即除了少数明显的例外情况,任何含有至少一个全氟甲基(−CF3)或全氟亚甲基(−CF2−)的化学物质都是全氟和多氟烷基物质。[ii][2]

根据此定义,最简单的PFAS是四氟化碳[26]四氟乙烯(无全氟甲基或全氟亚甲基)、二氟甲烷氟仿(有氢原子与唯一的碳原子相连)等不属于PFAS。[25]

含氟表面活性剂

[编辑]

含氟表面活性剂,或氟化表面活性剂,是全氟和多氟烷基物质的一类。它们具有疏水的氟化“尾部”和亲水的“头部”,表现出表面活性剂的特性。它们包括全氟磺酸,如全氟辛烷磺酸(PFOS);和全氟羧酸,如全氟辛酸(PFOA)。与其他表面活性剂一样,氟化表面活性剂倾向于集中在相界面。

与烃类表面活性剂(疏水的碳链上连接氢原子)相比,氟化表面活性剂能更有效地降低水的表面张力。含氟表面活性剂拥有比烃类表面活性剂更强的疏油性:前者较后者拥有更弱的伦敦分散力,这是由于氟元素具有较高的电负性和较短的键长,从而降低了表面活性剂分子中含氟部分的可极化性。此外,碳-氟键的稳定也使得含氟表面活性剂的稳定性更为优越。以上的优势也意味着氟化表面活性剂在环境中更难分解而持久存在。

全氟辛烷磺酸(PFOS)、全氟辛酸(PFOA)和全氟壬酸(PFNA)等氟化表面活性剂,因其毒性、持久性,以及在大众血液中的普遍存在,已引起各国监管机构关注。

分类

[编辑]

以下清单仅涵盖部分全氟和多氟烷基物质群组,并不完整[27][28]

全氟和多氟烷基物质
非聚合物
全氟烷基物质

全氟烷烃 四氟化碳(全氟甲烷)、六氟乙烷

全氟烷基酸
全氟羧酸

三氟乙酸

五氟丙酸

⋯⋯

PFCAs

三氟甲磺酸

全氟己烷磺酸

全氟辛烷磺酸

⋯⋯

PFSAs
PFAAs
全氟烷基醚酸

全氟烷基醚羧酸德语Perfluoralkylethercarbonsäuren

全氟烷基醚磺羧酸德语Perfluoralkylethersulfonsäuren

PFEAs

全氟烷磺酰氟(PASFs)全氟辛基磺酰氟英语Perfluorooctanesulfonyl fluoride

全氟烷磺酰胺(FASAs)全氟辛基磺酰胺

全氟烷酰基氟(PFAs)三氟乙酰氟七氟丁酰氟九氟戊酰氟

全氟烷基碘化物(PFAIs)五氟碘乙烷全氟己基碘

全氟烷基醛(PFALs)三氟乙醛五氟丙醛

多氟烷基物质

含有氟调聚物英语Fluorotelomer 含氟调聚物醇英语Fluorotelomer alcohol(FTOHs)

多氟烷磺酰胺物质 双(三氟甲基磺酰)胺

多氟烷基醚酸 六氟环氧丙烷二聚体

氯代多氟烷基醚酸 氯代多氟醚基磺酸

氯代多氟烷基酸

多氟烷基羧酸

聚合物

含氟聚合物 如“特氟龙”聚四氟乙烯聚偏二氟乙烯

全氟聚醚英语Perfluoropolyether

侧链氟化聚合物德语Seitenketten-fluorierte Polymere

PFASs

注释

[编辑]
  1. ^ 须澄清的是,若某化合物已经含有完全氟化的甲基或亚甲基碳原子,且该原子不与氢/氯/溴/碘原子相连,其他碳原子则可以与此四种原子相连,如氯代多氟醚基磺酸()、五氟碘乙烷)等。[25]
  2. ^ 原文:PFAS are defined as fluorinated substances that contain at least one fully fluorinated methyl or methylene carbon atom (without any H/Cl/Br/I atom attached to it), i.e., with a few noted exceptions, any chemical with at least a perfluorinated methyl group (−CF3) or a perfluorinated methylene group (−CF2−) is a PFAS.

参考文献

[编辑]
  1. ^ Per- and Polyfluoroalkyl Substances (PFAS). 30 March 2016. 
  2. ^ 2.0 2.1 Reconciling Terminology of the Universe of Per- and Polyfluoroalkyl Substances: Recommendations and Practical Guidance. OECD Series on Risk Management of Chemicals. 经济合作暨发展组织. 2021: 23. ISBN 978-92-64-51128-6. doi:10.1787/e458e796-en (英语). 
  3. ^ Schymanski, Emma L.; Zhang, Jian; Thiessen, Paul A.; Chirsir, Parviel; Kondic, Todor; Bolton, Evan E. Per- and Polyfluoroalkyl Substances (PFAS) in PubChem: 7 Million and Growing. Environmental Science & Technology (American Chemical Society). October 23, 2023, 57 (44): 16918–16928. Bibcode:2023EnST...5716918S. PMC 10634333可免费查阅. PMID 37871188. doi:10.1021/acs.est.3c04855. 
  4. ^ 警惕食品包装中的“氟”. 合肥海关. 2020-09-19 (中文). 
  5. ^ Bagenstose, Kyle. What are PFAS? A guide to understanding chemicals behind nonstick pans, cancer fears. USA TODAY. March 7, 2022. 
  6. ^ 6.0 6.1 6.2 PFAS Explained. United States Environmental Protection Agency. 30 March 2016. 
  7. ^ 7.0 7.1 KLUGER, JEFFREY. All The Stuff in Your Home That Might Contain PFAS 'Forever Chemicals'. Time. May 19, 2023. 
  8. ^ PFAS and Your Health. Centers for Disease Control and Prevention. 17 January 2024 [12 December 2024]. 
  9. ^ Perkins, Tom. Toxic 'forever chemicals' widespread in top makeup brands, study finds. The Guardian. June 15, 2021. (原始内容存档于July 7, 2021). 
  10. ^ Whitehead HD, Venier M, Wu Y, Eastman E, Urbanik S, Diamond ML, Shalin A, Schwartz-Narbonne H, Bruton TA, Blum A, Wang Z. Fluorinated Compounds in North American Cosmetics. Environmental Science & Technology Letters. 15 June 2021, 8 (7): 538–544. doi:10.1021/acs.estlett.1c00240. 
  11. ^ Opinion: These toxic chemicals are everywhere — even in your body. And they won't ever go away. The Washington Post. January 2, 2018. ISSN 0190-8286. (原始内容存档于May 9, 2019). 
  12. ^ 12.0 12.1 12.2 Per- and Polyfluorinated Substances (PFAS) Factsheet. Centers for Disease Control and Prevention. 18 January 2024. 
  13. ^ Buck RC, Franklin J, Berger U, Conder JM, Cousins IT, de Voogt P, et al. Perfluoroalkyl and polyfluoroalkyl substances in the environment: terminology, classification, and origins. Integrated Environmental Assessment and Management. October 2011, 7 (4): 513–541. Bibcode:2011IEAM....7..513B. PMC 3214619可免费查阅. PMID 21793199. doi:10.1002/ieam.258. 
  14. ^ Turkewitz J. Toxic 'Forever Chemicals' in Drinking Water Leave Military Families Reeling有限度免费查阅,超限则需付费订阅. The New York Times. February 22, 2019. ISSN 0362-4331. (原始内容存档于June 8, 2019). 
  15. ^ Kounang, Nadia. FDA confirms PFAS chemicals are in the US food supply. CNN. June 3, 2019. (原始内容存档于June 8, 2019). 
  16. ^ Companies deny responsibility for toxic 'forever chemicals' contamination. The Guardian. September 11, 2019. (原始内容存档于September 11, 2019). 
  17. ^ Munoz G, Budzinski H, Babut M, Drouineau H, Lauzent M, Menach KL, et al. Evidence for the Trophic Transfer of Perfluoroalkylated Substances in a Temperate Macrotidal Estuary (PDF). Environmental Science & Technology. August 2017, 51 (15): 8450–8459. Bibcode:2017EnST...51.8450M. PMID 28679050. doi:10.1021/acs.est.7b02399. 
  18. ^ Elton, Charlotte. 'Frightening' scale of Europe's forever chemical pollution revealed. Euronews. February 24, 2023. 
  19. ^ Toxic 'Forever Chemicals' Widespread in Top Makeup Brands, Study Finds; Researchers Find Signs of PFAS in over Half of 231 Samples of Products Including Lipstick, Mascara and Foundation. The Guardian. UK. 15 June 2021. (原始内容存档于June 26, 2021). 
  20. ^ Our Current Understanding of the Human Health and Environmental Risks of PFAS. June 7, 2023. 
  21. ^ Emerging chemical risks in Europe — 'PFAS'. European Environment Agency. December 12, 2019. 
  22. ^ Some Chemicals Used as Solvents and in Polymer Manufacture. IARC Monographs on the Evaluation of Carcinogenic Risks to Humans 110. 2016. (原始内容存档于March 24, 2020). 
  23. ^ New Report Calls for Expanded PFAS Testing for People With History of Elevated Exposure, Offers Advice for Clinical Treatment (新闻稿). National Academies of Sciences, Engineering, and Medicine. July 28, 2022. 
  24. ^ Zahm S, Bonde JP, Chiu WA, Hoppin J, Kanno J, Abdallah M, et al. Carcinogenicity of perfluorooctanoic acid and perfluorooctanesulfonic acid. The Lancet. November 2023, 25 (1): 16–17. PMID 38043561. S2CID 265571186. doi:10.1016/S1470-2045(23)00622-8. 
  25. ^ 25.0 25.1 Zhanyun Wang; Andreas M. Buser; Ian T. Cousins; Silvia Demattio; Wiebke Drost; Olof Johansson; Koichi Ohno; Grace Patlewicz; Ann M. Richard; Glen W. Walker; Graham S. White; and Eeva Leinala. A New OECD Definition for Per- and Polyfluoroalkyl Substances. 环境科学与技术英语Environmental Science & Technology. 2021-11-09, 55 (23) [2025-01-01] (英语). 
  26. ^ PFAS – Nomenclature. Association of Geotechnical and Geoenvironmental Specialists. 2022-08-10 [2025-01-01] (英语). Under this definition, the simplest PFAS is tetrafluoromethane (CF4),... 
  27. ^ Multi-Industry Per- and Polyfluoroalkyl Substances (PFAS) Study. 2021 Preliminary Report (PDF) (报告). 美国国家环境保护局: 3-2. 2021 (英语). 
  28. ^ Technical/Regulatory Guidance: Per- and polyfluoroalkyl substances (PDF) (报告). 美国州际环境技术与规则委员会: 22. 2023 (英语).