Bisphenol AF (BPAF) is a
fluorinated
In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a chemical compound, compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the prod ...
organic compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. T ...
that is an analogue of
bisphenol A in which the two
methyl groups are replaced with
trifluoromethyl
The trifluoromethyl group is a functional group that has the formula -CF3. The naming of is group is derived from the methyl group (which has the formula -CH3), by replacing each hydrogen atom by a fluorine atom. Some common examples are trifluoro ...
groups. It exists as a white to light-gray powder.
Biological and Chemical Action
Bisphenol AF is an endocrine disrupting chemical.
Whereas BPA binds with human
estrogen-related receptor gamma
Estrogen-related receptor gamma (ERR-gamma), also known as NR3B3 (nuclear receptor subfamily 3, group B, member 3), is a nuclear receptor that in humans is encoded by the ESRRG (EStrogen Related Receptor Gamma) gene. It behaves as a constitutive ...
(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
Nuclear magnetic resonance spectroscopy, most commonly known as NMR spectroscopy or magnetic resonance spectroscopy (MRS), is a spectroscopic technique to observe local magnetic fields around atomic nuclei. The sample is placed in a magnetic fie ...
are given in the literature.
Applications
Bisphenol AF is used as a crosslinking agent for certain
fluoroelastomers {{refimprove, date=June 2008
A fluoroelastomer is a fluorocarbon-based synthetic rubber. Fluroelastomers generally have wide chemical resistance.
Composition
Several compositions of fluoroelastomers exist including FKM (by ASTM D1418 standard, eq ...
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.
See also
*
Bisphenol A
*
Bisphenol S
Bisphenol S (BPS) is an organic compound with the formula (HOC6H4)2SO2. It has two phenol functional groups on either side of a sulfonyl group. It is commonly used in curing fast-drying epoxy resin adhesives. It is classified as a bisphenol, ...
References
{{Estrogen-related receptor modulators
2,2-Bis(4-hydroxyphenyl)propanes
Endocrine disruptors
Trifluoromethyl compounds
Plasticizers