Bisphenol AF (BPAF) is a fluorinated organic compound that is an analogue of bisphenol A in which the two methyl groups are replaced with trifluoromethyl groups. It exists as a white to light-gray powder.
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| Names | |
|---|---|
| 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 | |
| Identifiers | |
3D model (JSmol) | |
| Abbreviations | BPAF |
| ChemSpider | |
| ECHA InfoCard | 100.014.579 |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C15H10F6O2 | |
| Molar mass | 336.233 g·mol−1 |
| Melting point | 162 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Biological and Chemical Action
Bisphenol AF is an endocrine disrupting chemical. Whereas BPA binds with human estrogen-related receptor gamma (ERR-γ), BPAF all but ignores ERR-γ. Instead, BPAF activates ERR-α and binds to and disables ERR-β.
The chemical shifts in 1H, 13C and 19F NMR spectroscopy are given in the literature.
Applications
Bisphenol AF is used as a crosslinking agent for certain fluoroelastomers and 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.