全氟辛酸(英语:Perfluorooctanoic acid,缩写PFOA共轭碱全氟辛酸根,英语:perfluorooctanoate),也称为C8,是一个人工合成的全氟羧酸含氟表面活性剂。工业上的一个应用是作为含氟聚合物乳液聚合的一种表面活性剂。它已用于制造聚四氟乙烯(商品名为“特氟龙”)这样的常见消费品。PFOA自1940年代以来就已经实现工业化生产[6]。PFOA也是氟代调聚物英语Fluorotelomer降解前体

全氟辛酸
IUPAC名
pentadecafluorooctanoic acid
别名 perfluorooctanoic acid, PFOA, C8, perfluorooctanoate, perfluorocaprylic acid, FC-143, F-n-octanoic acid, PFO
识别
CAS号 335-67-1  checkY
PubChem 9554
ChemSpider 9180
SMILES
 
  • FC(F)(C(F)(F)C(=O)O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
InChI
 
  • 1/C8HF15O2/c9-2(10,1(24)25)3(11,12)4(13,14)5(15,16)6(17,18)7(19,20)8(21,22)23/h(H,24,25)
InChIKey SNGREZUHAYWORS-UHFFFAOYAQ
EINECS 206-397-9
ChEBI 35549
RTECS RH0781000
性质
化学式 C8HF15O2
摩尔质量 414.07 g/mol g·mol⁻¹
外观 无色液体
密度 1.8 g/cm3[1]
熔点 40-50 °C(263 K)
沸点 189-192 °C(270 K)
溶解性 可溶, 9.5 g/L (PFO)[2]
溶解性(其它溶剂) 极性有机溶剂
pKa ~0[3][4][5]
危险性
警示术语 R:R22 R34 R52/53
安全术语 S:S26 S36/37/39 S45
主要危害 强酸、灼伤、畸形、癌变
NFPA 704
0
3
0
 
相关物质
相关化合物 Perfluorooctanesulfonic acid (PFOS), Perfluorononanoic acid (PFNA), Perfluorooctanesulfonamide (PFOSA), Trifluoroacetic acid (TFA)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

它在2023年被列入IARC第1类致癌物质[7]

参考文献

编辑
  1. ^ Record of Perfluorooctanoic acid in the GESTIS Substance Database from the IFA英语Institute for Occupational Safety and Health, accessed on 5 November 2008
  2. ^ Prevedouros K, Cousins IT, Buck RC, Korzeniowski SH. Sources, fate and transport of perfluorocarboxylates. Environ. Sci. Technol. January 2006, 40 (1): 32–44. PMID 16433330. doi:10.1021/es0512475. 
  3. ^ Goss KU. The pKa values of PFOA and other highly fluorinated carboxylic acids. Environ. Sci. Technol. July 2008, 42 (2): 456–458. PMID 18284146. doi:10.1021/es702192c. 
  4. ^ Cheng J, Psillakis E, Hoffmann MR, Colussi AJ. Acid dissociation versus molecular association of perfluoroalkyl oxoacids: Environmental implications. J. Phys. Chem. A. July 2009, 113 (29): 8152–8156. PMID 19569653. doi:10.1021/jp9051352. 
  5. ^ Rayne S, Forest K. Theoretical studies on the pKa values of perfluoroalkyl carboxylic acids. J. Mol. Struct. (Theochem). June 2010, 949 (1–3): 60–69. doi:10.1016/j.theochem.2010.03.003. 
  6. ^ Lindstrom, Andrew B.; Strynar, Mark J.; Libelo, E. Laurence. Polyfluorinated Compounds: Past, Present, and Future. Environ. Sci. Technol. 2011-08-25, 45 (19): 7954–7961. doi:10.1021/es2011622. 
  7. ^ IARC MONOGRAPHS ON THE IDENTIFICATION OF CARCINOGENIC HAZARDS TO HUMANS. WHO. 2023-12-01 [2023-12-06]. (原始内容存档于2021-04-05). 

外部链接

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