Bisphenol AF
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| Names | |
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| Preferred IUPAC name
4,4′-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)diphenol | |
| Other names
Biphenol AF; Hexafluorobisphenol A; Hexafluorodiphenylolpropane; Bisphenol A hexafluoride; 4,4'-(Hexafluoroisopropylidene)diphenol; Hexafluoroacetone bisphenol A; 2,2-Bis(4-hydroxyphenyl)hexafluoropropane
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| Identifiers | |
3D model (JSmol)
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| Abbreviations | BPAF |
| ChemSpider | |
| ECHA InfoCard | 100.014.579 |
PubChemCID
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| UNII | |
CompTox Dashboard(EPA)
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| Properties | |
| C15H10F6O2 | |
| Molar mass | 336.233g·mol−1 |
| Melting point | 162 °C[1] |
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).
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Bisphenol AF(BPAF) is afluorinatedorganic compoundthat is an analogue ofbisphenol Ain which the twomethylgroups are replaced withtrifluoromethylgroups. It exists as a white to light-gray powder.
Biological and Chemical Action
[edit]Bisphenol AF is an endocrine disrupting chemical.[2] Whereas BPA binds with humanestrogen-related receptor gamma(ERR-γ), BPAF all but ignores ERR-γ. Instead, BPAF activatesERR-αand binds to and disablesERR-β.[3]
The chemical shifts in1H,13Cand19FNMR spectroscopyare given in the literature.[4]
Applications
[edit]Bisphenol AF is used as a crosslinking agent for certainfluoroelastomersand as a monomer for polyimides, polyamides, polyesters, polycarbonate copolymers and other specialty polymers. Polymers containing Bisphenol AF are useful in specialties such as high-temperature composites and electronic materials. Industries include cosmetics, chemical manufacturing, production of metals and rubber. It can also be a plastic additive.[5]
See also
[edit]References
[edit]- ^Hayasaka, Tatsuya; Katsuhara, Yutaka; Kume, Takashi; Yamazaki, Takashi (2011). "HF-mediated equilibrium between fluorinated ketones and the corresponding α-fluoroalcohols".Tetrahedron.67(12): 2215–2219.doi:10.1016/j.tet.2011.01.087.
- ^Escrivá, Laura; Hanberg, Annika; Zilliacus, Johanna; Beronius, Anna (September 2019)."Assessment of the endocrine disrupting properties of Bisphenol AF according to the EU criteria and ECHA/EFSA guidance".EFSA Journal.17(EU‐FORA: Series 2): e170914.doi:10.2903/j.efsa.2019.e170914.PMC7015508.PMID32626472.
- ^"Janet Raloff: Another plastics ingredient raises safety concerns, Science News, June 5th, 2010; Vol.177 #12 (p. 14)".Archived fromthe originalon 2012-09-27.Retrieved2010-06-11.
- ^Hayasaka, Tatsuya; Katsuhara, Yutaka; Kume, Takashi; Yamazaki, Takashi (2011). "HF-mediated equilibrium between fluorinated ketones and the corresponding α-fluoroalcohols".Tetrahedron.67(12): 2215–2219.doi:10.1016/j.tet.2011.01.087.
- ^"Bisphenol AF".PubChem.National Library of Medicine.Retrieved20 January2021.