Name | Bisphenol AF |
Synonyms | BPAF Bisphenol AF BISPHENOL AF-M HexafluorophenolA TIMTEC-BB SBB001375 Hexafluorobisphenol A Hexeafluorobisphenol A 1,1,1-trifluorononan-2-ol 4,4'-(HEXAFLUOROISOPROPYLIDENE)DIPHEOL 4,4′-(hexafluoroisopropylidene)diphenol 4,4'-(Hexafluoroisopropylidene)diphenol 3,3'-(hexafluoroisopropylidene)diphenol 2,2-BIS(4-HYDROXYPHENYL)HEXAFLUOROPROPANE 2,2-Bis(4-hydroxyphenyl)hexafluoropropane 4,4'-(perfluoropropane-2,2-diyl) diphenol 2,2-BIS(PARA-HYDROXYPHENYL)PERFLUOROPROPANE 4,4'-(bis(trifluoromethyl)methylene)di-Phenol Hexafluoroisopropylidenebis(4-hydroxybenzene) 4,4'-(1,1,1,3,3,3-hexafluoropropane-2,2-diyl)diphenol 4,4'-(trifluoro-1-(trifluoromethyl)ethylidene)diphenol 4,4'-(trifluoro-1-(trifluoromethyl)ethylidene)di-pheno 2,2-bis(4-hydroxy-phenyl)-1,1,1,3,3,3-hexafluoropropane ,4'-[2,2,2-Trifluoro-1-(trifluoromethyl)ethylidene]bisphenol 4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]diphenol 4,4′-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bisphenol 4,4'-(2,2,2-trifluoro-1-(trifluoromethyl)ethylidene)bis-pheno 4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis-pheno 2,3,5,6-tetrafluoro-4-{2-[4-(fluorooxy)phenyl]propan-2-yl}phenyl hypofluorite |
CAS | 1478-61-1 |
EINECS | 216-036-7 |
InChI | InChI=1/C15H10F6O2/c1-15(2,7-3-5-8(22-20)6-4-7)9-10(16)12(18)14(23-21)13(19)11(9)17/h3-6H,1-2H3 |
InChIKey | ZFVMWEVVKGLCIJ-UHFFFAOYSA-N |
Molecular Formula | C15H10F6O2 |
Molar Mass | 336.23 |
Density | 1.3837 (estimate) |
Melting Point | 160-163°C(lit.) |
Boling Point | 400°C |
Flash Point | >100°C |
Water Solubility | Insoluble in water. |
Solubility | Insoluble in water. |
Vapor Presure | 0Pa at 20℃ |
Appearance | White to off-white powder |
Color | White to Pale Beige |
BRN | 1891568 |
pKa | 8.74±0.10(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.473 |
MDL | MFCD00000439 |
Physical and Chemical Properties | Melting Point: 159-164°C |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 2 |
RTECS | SN2780000 |
TSCA | Yes |
HS Code | 29081990 |
Hazard Note | Corrosive |
Reference Show more | 1. [IF=4.142] Li Qiaofeng et al."An ultrasensitive sensor based on quantitatively modified upconversion particles for trace bisphenol A detection."Anal Bioanal Chem. 2019 Jan;411(1):171-179 2. [IF=4.219] Fuhong Tian et al."In utero bisphenol AF exposure causes fetal Leydig cell dysfunction and induces multinucleated gonocytes by generating oxidative stress and reducing the SIRT1/PGC1α signals."TOXICOLOGY AND APPLIED PHARMACOLOGY. 2022 Jul;447:116069 |
LogP | 2.79 at 20℃ |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
introduction | bisphenol AF alias hexafluorobisphenol A, 2,2-bis (4-hydroxyphenyl) hexafluoropropane, 2,2-bis (4-hydroxyphenyl) hexafluoropropane, etc., referred to as BPAF. It is slightly soluble in carbon tetrachloride, hardly soluble in water, easily soluble in ethanol, acetone, ether, toluene and other organic solvents and strong alkali solutions. Bisphenol AF can decompose and burn when heated to 510 ℃. |
Chemical reaction | Bisphenol AF is dissolved in dilute alkali to form the corresponding metal salt, which can occur nitrification reaction, nitrosation reaction, Friedel-Crafts alkyl substitution reaction, halogenation reaction, carboxylation reaction, esterification reaction, can be condensed with acetone to form polyphenol, and condensed with excess formaldehyde in alkaline medium to form phenolic resin, condensation with fatty alcohols, epoxy polymers, epichlorohydrin, etc. to form corresponding ethers. |
application | bisphenol AF is mainly used as vulcanizing agent (crosslinking agent) for fluororubber, and bisphenol AF vulcanizing system is adopted for more than 70% of fluororubber. Bisphenol AF can be used as a monomer to synthesize fluorinated polyamines, fluorinated polyesters, fluorinated polyaryl ethers, fluorinated polyether ketones, fluorinated polycarbonates, fluorinated epoxy resins, fluorinated polyurethanes and other fluoropolymers, used as gas separation membranes, proton exchange membranes, dielectric coatings, optical fiber sheaths, photocell substrates, adhesives, etc., are widely used in microelectronics, fuel cells, optics, space technology and other fields. |
synthesis method | 4-step synthesis method uses hexafluoroacetone trihydrate and aniline as raw materials, and undergoes 4-step condensation, diazotization, hydrolysis, and Friedel-Crafts alkylation to synthesize bisphenol AF under normal pressure. A new method for the synthesis of bisphenol AF was established by optimizing the synthesis conditions of intermediates. |
use | is mainly used as fluororubber vulcanization accelerator. fluororubber vulcanized with FF34 has small permanent deformation and high tensile strength. It can also be used as a pharmaceutical intermediate. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |