Name | Bisphenol-A diallyl ether |
Synonyms | BBE 223-123-3 DIALLYLETHER BISPHENOL A Bisphenol-A diallyl ether Bisphenol A diallyl ether Bisphenol A bisallyl ether Bisphenol A Bisallyl Ether PARA-DIALLYL ETHER BISPHENOL-A 2,2-Bis(4-allyloxyphenyl)propane Propane, 2,2-bis(p-(allyloxy)phenyl)- Propane, 2,2-bis[p-(allyloxy)phenyl]- 4,4'-isopropylidenebis[(allyloxy)benzene] 1,1'-Propane-2,2-diylbis[4-(allyloxy)benzene] 1,1'-propane-2,2-diylbis[4-(prop-2-en-1-yloxy)benzene] 1,1'-(1-Methylethylidene)bis[4-(2-propenyloxy)benzene] 3,3'-[Dimethylmethylenebis(4,1-phenyleneoxy)]bis(1-propene) benzene, 1,1'-(1-methylethylidene)bis[4-(2-propen-1-yloxy)- |
CAS | 3739-67-1 |
EINECS | 223-123-3 |
InChI | InChI=1/C21H24O2/c1-5-15-22-19-11-7-17(8-12-19)21(3,4)18-9-13-20(14-10-18)23-16-6-2/h5-14H,1-2,15-16H2,3-4H3 |
Molecular Formula | C21H24O2 |
Molar Mass | 308.41 |
Density | 1.043 g/cm3(Temp: 25 °C) |
Boling Point | 125-180 °C |
Flash Point | 155.3°C |
Vapor Presure | 3.25E-07mmHg at 25°C |
Storage Condition | Room Temprature |
Refractive Index | 1.536 |
Use | Mainly used for the crosslinking agent of epoxy resin |
Reference Show more | 1. [IF=3.645] Guiqi Huang et al."Evaluation of three sorbent-phase extraction techniques based on hyper-crosslinked polymer for the extraction of five endocrine disrupters in water."Journal Of Separation Science. 2021 Dec 16 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | bisphenol A bisallyl ether is an important organic synthesis intermediate, mainly used for crosslinking agent of epoxy resin. At present, most methods for synthesizing bisphenol A bisallyl ether are to first add bisphenol A and alkali to the solvent to react to form bisphenol A salt, and then add allyl halide for etherification to obtain the product. This requires the use of additional solvents. The recovery of solvents not only increases the cost, but also most of the solvents used are harmful to the environment. The existing technology uses ethanol as a solvent, and uses bisphenol A, sodium hydroxide, and propylene chloride as raw materials to synthesize bisphenol A bisallyl ether. Although the method uses ethanol as a solvent, although it is relatively environmentally friendly, water will be produced in the reaction, which makes it difficult to reuse ethanol, and excessive chloropropene will react with ethanol to form chloropropene ether. The product synthesized by this method has a darker color and needs to be washed with toluene, and activated carbon adsorption can obtain qualified products, which virtually increases the amount of solvent used. In the prior art, toluene and diallyl ether are used as solvents, and allyl alcohol is allowed to react with bisphenol A under catalyst conditions to obtain bisphenol A bisallyl ether. This method will produce many by-products, and the yield is very low. |
application | bisphenol A bisallyl ether can be rearranged to form diallyl bisphenol A under high temperature or catalyst conditions. diallyl bisphenol A is an excellent modifier of bismaleimide (BMI) resin, which can greatly reduce the application cost of BMI resin and improve the operability and manufacturability of BMI resin. BMI resin is widely used in aviation, aerospace, machinery, electronics and other industries with its excellent performance, and its dosage is very large. In addition, bisphenol A bisallyl ether can also be applied to adhesives on the surface of semiconductor wafers, photoresist materials, impact-resistant prepregs, fiber-reinforced structural parts molding, high-temperature and chemical corrosion-resistant mixed materials, etc. Therefore, bisphenol A bisallyl ether has great commercial development value. |
preparation | method 1: a synthesis method of bisphenol A bisallyl ether, which comprises the following steps: adding 228g bisphenol A, 112gKOH, 114g bisphenol A bisallyl ether into the reaction kettle, starting stirring, vacuuming with a vacuum pump, replacing the air in the reaction kettle with N2, adding 0.114g of reduced Fe powder and 367.5g of allyl chloride into the reaction kettle after N2 is placed, closing the reaction kettle, heating to 110 ℃ for 3 hours. After the reaction is over, 68.4g of deionized water is added into the reaction kettle, stirred for 10min, let stand and layer in layers, release the lower layer of water after being divided into layers, and repeat for many times until the separated water phase is neutral. The upper organic phase is dehydrated under reduced pressure and filtered to obtain the final product. The obtained product has 95.3% purity and color 17. |
use | mainly used as crosslinking agent for epoxy resin bisphenol A bisallyl ether is applied to high-end application technology, including adhesive on the surface of semiconductor wafer, photoresist material, impact prepreg, forming of fiber reinforced structural parts, mixed materials for preventing high temperature and chemical corrosion, high temperature coating, waterproof, anti-corrosion and other functions |