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BISPHENOL A DIGLYCIDYL ETHER RESIN

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BISPHENOL A DIGLYCIDYL ETHER RESIN Basic information

Product Name:
BISPHENOL A DIGLYCIDYL ETHER RESIN
CAS:
1675-54-3
MF:
C21H24O4
MW:
340.41
EINECS:
216-823-5
Mol File:
1675-54-3.mol
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BISPHENOL A DIGLYCIDYL ETHER RESIN Chemical Properties

Melting point:
40-44 °C
Boiling point:
210 °C / 1mmHg
Density 
1,17 g/cm3
refractive index 
1.5735
storage temp. 
2-8°C
form 
viscous liquid
Water Solubility 
Soluble in 100% ethanol, dimethyl sulfoxide (100 mM), dimethyl formamide, chloroform, methanol, and ethanol (50 mM). Insoluble in water.
BRN 
299026
CAS DataBase Reference
1675-54-3(CAS DataBase Reference)
IARC
3 (Vol. 47, 71) 1999
EPA Substance Registry System
Bisphenol A diglycidyl ether (1675-54-3)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38-43
Safety Statements 
28-37/39
WGK Germany 
1
RTECS 
TX3800000
TSCA 
Yes
Toxicity
LD50 oral in rabbit: 1980mg/kg
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BISPHENOL A DIGLYCIDYL ETHER RESIN Usage And Synthesis

Description

Most epoxy resins result from polymerization of bisphenol A diglycidyl ether (BADGE). Delayed hypersensitivity is caused by the low-molecular-weight monomer BADGE (MW 340 g/mol), the dimer having a much lower sensitization power. This allergen caused contact dermatitis in six workers in a plant producing printed circuits boards made of copper sheets and fiberglass fabric impregnated with a brominated epoxy resin. It can also be contained in adhesives.

Chemical Properties

Diglycidyl ether of bisphenol A is a colorless to light amber liquid. Slight epoxy odor.

Uses

Bisphenol A derivative. A PPARγ antagonist; exhibits estrogenic activity; An inhibitor of PPARγ and suppressor of TNFα.

Uses

In the manufacture of epoxy resins and polycarbonates for food packaging.

Production Methods

The synthesis of the basic epoxy resin molecule involves the reaction of epichlorohydrin with bisphenol A, the latter requiring two basic intermediates for synthesis, acetone and phenol. Theoretically, the production of the bisphenol A diglycidyl ether requires 2 mol of epichlorohydrin for each mole of the phenol. Epoxy resins of higher molecular weight are obtained by reducing the epichlorohydrin/bisphenol A ratio. This reaction involves consumption of the initial epoxy groups in the epichlorohydrin and of some of the groups formed by dehydrohalogenation.

General Description

Odorless yellowish brown liquid. Sinks in water.

Air & Water Reactions

Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979 p.151-154, 164]. Insoluble in water.

Reactivity Profile

Epoxides, such as BISPHENOL A DIGLYCIDYL ETHER RESIN, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.

Health Hazard

Contact with liquid irritates eyes. Prolonged or repeated contact with skin causes irritation and dermatitis.

Fire Hazard

BISPHENOL A DIGLYCIDYL ETHER RESIN is probably combustible.

Biological Activity

PPAR γ pure antagonist with micromolar affinity in 3T3-L1 and 3T3-F442A preadipocyte cells; selective over PPAR δ and PPAR α . Antagonizes the ability of rosiglitazone to stimulate transcriptional activity of PPAR γ . Acts as a PPAR γ agonist in an ECV304 cell line. Also produces PPARg-independent apoptosis of tumor cells via several mechanisms. Active in vivo .

Contact allergens

Most epoxy resins result from polymerization of bisphenol A diglycidyl ether (BADGE). Delayed hypersensitivity is caused by the low-molecular-weight monomer BADGE (Molecular Weight 340 g/mol), the dimer having much a lower sensitization power. This allergen caused contact dermatitis in six workers in a plant producing printed circuits boards made of copper sheets and fiber glass fabric impregnated with a brominated epoxy resin. It can be contained in adhesives.

Potential Exposure

Diglycidyl ether of bisphenol A is used as a basic active ingredient of epoxy resins.

Carcinogenicity

In summary, a number of carcinogenicity studies involving the topical application of pure BADGE as well as EPON Resin 828 and other commercial BADGE-based resins have been carried out in experimental animals.Viewing the studies as a whole, the weight of evidence does not show that BADGE or BADGE-based epoxy resins are carcinogenic.

Incompatibilities

Easily oxidized in air; presumed to form unstable and explosive peroxides in storage. Incompatible with strong acids; strong oxidizers.

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.

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BISPHENOL A DIGLYCIDYL ETHER RESINSupplierMore

J & K SCIENTIFIC LTD.
Tel:
400-666-7788 010-82848833-
Email:
jkinfo@jkchemical.com;market6@jkchemical.com
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel:
400-660-8290 21-61259100-
Email:
sh@meryer.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel:
18930552037 821-50328103-801
Email:
3bsc@sina.com
Alfa Aesar
Tel:
400-610-6006
Email:
saleschina@alfa-asia.com
TCI (Shanghai) Development Co., Ltd.
Tel:
021-67121386 / 800-988-0390
Email:
Sales-CN@TCIchemicals.com
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