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Diallyl bisphenol A

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Products Intro: Product Name:2,2'-diallyl bisphenol A; o-diallyl bisphenol A; 4,4'-(1-methylethylidene)bis[2-(2-propenyl)]phenol
CAS:1745-89-7
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CAS:1745-89-7
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CAS:1745-89-7
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Products Intro: Product Name:Diallyl bisphenol A
CAS:1745-89-7
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CAS:1745-89-7
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Diallyl bisphenol A Basic information
Appearance application Storage Condition
Product Name:Diallyl bisphenol A
Synonyms:2,2'-Diallylbisphenol A technical grade, 85%;4,4’-(1-methylethylidene)bis[2-(2-propenyl)-pheno;4,4’-(1-methylethylidene)bis[2-(2-propenyl)-Phenol;LABOTEST-BB LT00159294;4,4'-(Propane-2,2-diyl)bis(2-allylphenol);4,4'-(1-METHYLETHYLIDENE)BIS(2-ALLYLPHENOL);ALLYL BISPHENOL A;4,4'-isopropylidenebis[2-allylphenol]
CAS:1745-89-7
MF:C21H24O2
MW:308.41
EINECS:217-121-1
Product Categories:Allyl Monomers;Monomers;Polymer Science
Mol File:1745-89-7.mol
Diallyl bisphenol A Structure
Diallyl bisphenol A Chemical Properties
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
pka10.53±0.10(Predicted)
form viscous liquid
AppearanceOff-white to yellow Solid-Liquid Mixture
Water Solubility 31.1mg/L at 20℃
InChIInChI=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
InChIKeyWOCGGVRGNIEDSZ-UHFFFAOYSA-N
SMILESC(C1=CC=C(O)C(CC=C)=C1)(C1=CC=C(O)C(CC=C)=C1)(C)C
LogP4.12 at 20℃
CAS DataBase Reference1745-89-7(CAS DataBase Reference)
EPA Substance Registry SystemPhenol, 4,4'-(1-methylethylidene)bis[2-(2-propenyl)- (1745-89-7)
Safety Information
Hazard Codes C
Risk Statements 34-43
Safety Statements 23-26-27-36/37/39-45
RIDADR UN 1760 8/PG 3
WGK Germany 3
HazardClass 8
PackingGroup III
MSDS Information
ProviderLanguage
2,2'-Diallylbisphenol A English
SigmaAldrich English
Diallyl bisphenol A Usage And Synthesis
AppearanceDiallyl bisphenol A is light yellow or brown liquid
Diallyl bisphenol A
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.

Usesdiallyl 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 Description2,2′-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
Bisphenol A

80-05-7

Allyl chloride

107-05-1

Diallyl bisphenol A

1745-89-7

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
Diallyl bisphenol A Preparation Products And Raw materials
Raw materialsBisphenol A-->Allyl chloride-->Sodium carbonate-->Sodium hydroxide
Tag:Diallyl bisphenol A(1745-89-7) Related Product Information
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