Identification | More | [Name]
Diallyl bisphenol A | [CAS]
1745-89-7 | [Synonyms]
2,2'-DIALLYLBISPHENOL A 4,4'-(1-METHYLETHYLIDENE)BIS(2-ALLYLPHENOL) ALLYL BISPHENOL A LABOTEST-BB LT00159294 4,4’-(1-methylethylidene)bis[2-(2-propenyl)-pheno 4,4’-(1-methylethylidene)bis[2-(2-propenyl)-Phenol 4,4'-isopropylidenebis[2-allylphenol] 2,2'-DIALLYLBISPHENOL A, TECH., 85% O,O'-Diallylbisphenol A Phenol, 4,4-(1-methylethylidene)bis2-(2-propenyl)- 3.3''-DIALLYL BISPHENOL A(DAB) DBA Diallyl bisphenol A O-DABPA Ortho-diallyl Bisphenol A 1-Butene, 2,3,4-trichloro 2,3,4-Trichlorobutene Trichlorobutylene 4,4'-(Propane-2,2-diyl)bis[2-(2-propenyl)phenol] DABPA | [EINECS(EC#)]
217-121-1 | [Molecular Formula]
C21H24O2 | [MDL Number]
MFCD00191977 | [Molecular Weight]
308.41 | [MOL File]
1745-89-7.mol |
Questions And Answer | Back Directory | [Appearance]
Diallyl bisphenol A is light yellow or brown liquid
 | [application]
It is mainly used for the modification of Bismaleimide (BMI), which can greatly reduce the application cost of BMI resin and improve the handling and processability of BMI resin. Improve the toughness, heat resistance and moldability of BMI resin. Can be used for:
1. electrical insulation materials, copper clad circuit boards, high temperature impregnating varnish, insulating varnish laminates, molded plastics, etc.
2. wear-resistant materials, diamond grinding wheel, heavy-duty grinding wheel, brake pads, high temperature bearing adhesives, etc.
3. aerospace structural materials.
4. functional materials. Anti-aging agent for rubber, adding 1-3% BBA to rubber can greatly improve the anti-aging process of rubber.
| [Storage Condition]
Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals. Secure and label area. Protect containers/cylinders from physical damage.
|
Chemical Properties | Back Directory | [Boiling point ]
445.2±40.0 °C(Predicted) | [density ]
1.08 g/mL at 25 °C(lit.)
| [vapor pressure ]
0Pa at 20℃ | [refractive index ]
n20/D 1.587(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
viscous liquid | [pka]
10.53±0.10(Predicted) | [Water Solubility ]
31.1mg/L at 20℃ | [InChI]
InChI=1S/C21H24O2/c1-5-7-15-13-17(9-11-19(15)22)21(3,4)18-10-12-20(23)16(14-18)8-6-2/h5-6,9-14,22-23H,1-2,7-8H2,3-4H3 | [InChIKey]
WOCGGVRGNIEDSZ-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(O)C(CC=C)=C1)(C1=CC=C(O)C(CC=C)=C1)(C)C | [LogP]
4.12 at 20℃ | [CAS DataBase Reference]
1745-89-7(CAS DataBase Reference) | [EPA Substance Registry System]
1745-89-7(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. R43:May cause sensitization by skin contact. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S27:Take off immediately all contaminated clothing . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1760 8/PG 3
| [WGK Germany ]
3
| [HazardClass ]
8 | [PackingGroup ]
III |
Hazard Information | Back Directory | [Uses]
diallyl bisphenol A is a kind of modified monomer of thermosetting resin which is mainly used in the modifying and toughening of bismaleimide resin, epoxy resin, phenolic resin etc., and it can enhance the toughness of thermosetting resin greatly. It also can be used as actively diluent of thermosetting resin. The adhesion strength between metal can be further improved when used in rubber. | [General Description]
2,2′-Diallylbisphenol A (DABA) is a diallyl based epoxy modification agent that blends with the resin to improve the mechanical property of the epoxy material. It is majorly used in novalac based resins, which can be further cured with bismaleimides (BMI) for aerospace, electronics and wireless communication based applications. | [Synthesis]
To an autoclave equipped with a stirrer was added 356 g of ethylene glycol monobutyl ether and 19 g of water, followed by 150 g (0.657 mol) of bisphenol A. Sequentially, 53 g (1.325 mol) of sodium hydroxide and 14 g (0.132 mol) of sodium carbonate were added. Next, 121 g (1.581 mol) of 3-chloropropene was added, the autoclave was sealed, and the reaction was heated at 100 to 105 °C for 8 hours. Upon completion of the reaction, unreacted 3-chloropropene was removed by distillation according to the same method as in Example 1 and aqueous phase separation was performed. After neutralizing the reaction mixture, heat treatment was performed to obtain a glycol monobutyl ether solution of bisphenol A diallyl ether. The solution had a sodium ion content of about 10 ppm. 2,2-bis(4-allylhydroxyphenyl)propane was analyzed by HPLC at a composition ratio of 95.0% (area percentage), bisphenol A at 0.2%, and 4-hydroxyphenyl-4'-allylhydroxyphenylpropane (bisphenol A monoallyl ether) at 2.2%. Based on the content of bisphenol A monoallyl ether, a yield of 95% was calculated. The thermally filtered reaction solution (filtrate) was transferred to an autoclave and heated and reacted under closed conditions (0.1 MPaG) at 195-200 °C for 7 hours. Subsequently, ethylene glycol monobutyl ether was removed by distillation under reduced pressure at 150 °C to give 166 g of 4,4'-(propane-2,2-diyl)bis(2-allylphenol) (yield: 82%). The HPLC composition ratio of the resulting product was 92.0% (% area). | [References]
[1] Patent: KR101597659, 2016, B1. Location in patent: Paragraph 0104-0107 |
|
|