2095-03-6

Basic information

• Product Name: BISPHENOL F DIGLYCIDYL ETHER
• Synonyms: 2-((4-[4-(2-Oxiranylmethoxy)benzyl]phenoxy)methyl)oxirane;Benzene, 1,1'-methylenebis[4-[(2-oxiranyl)methoxy]-;Bis[4-[(oxiran-2-yl)methoxy]phenyl]methane;Oxirane, 2,2'-[methylenebis(4,1-phenyleneoxymethylene)]bis-;BFDGE;BIS(4-GLYCIDYLOXYPHENYL)METHANE;BISPHENOL F DIGLYCIDYL ETHER;2,2'-[methylenebis(p-phenyleneoxymethylene)]bisoxirane
• CAS NO: 2095-03-6
• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.36
• EINECS: 218-257-4
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 2095-03-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: −15 °C(lit.)
• Boiling Point: 474°Cat760mmHg
• Flash Point: >230 °F
• Appearance: /
• Density: 1.19 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.579(lit.)
• Storage Temp.: 2-8°C
• BRN: 5349017
• CAS DataBase Reference: BISPHENOL F DIGLYCIDYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: BISPHENOL F DIGLYCIDYL ETHER(2095-03-6)
• EPA Substance Registry System: BISPHENOL F DIGLYCIDYL ETHER(2095-03-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/38-43-50/53-36/37/38
• Safety Statements: 37/39-61-60-36/37-26
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 2095-03-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear Colourless Oil

Uses

Bisphenol F Diglycidyl Ether is an novalac glycidyl ether (NOGE). Bisphenol F Diglycidyl Ether is found in resin used as coatings for food cans. Bisphenol F Diglycidyl Ether is a toxic conatminant wit h strict limitations on the amount allowed in food products.

General Description

Bisphenol F diglycidyl ether (BFDGE) is a stabilizing compound, commonly used as a precursor in the production of epoxy resins and as an additive in organosol resins. It is reported to be used as a material for interior coating of food cans.

Contact allergens

Epoxy resins based on Bisphenol F, also called phenolic Novolac, contain bisphenol F diglycidyl ether, which has three sensitizing isomers. DGEBF has a greater resistance than DGEBA. Contact allergy to bisphenol-F-based epoxy resins is rarer than that due to bisphenol-A-based resins and is frequently acquired with flooring materials and putty.

Upstream product

• 620-92-8 bis-(4-hydroxyphenyl)methane 
• 106-89-8 epichlorohydrin 

Relevant articles and documents

Well-Defined Networks from DGEBF - The Importance of Regioisomerism in Epoxy Resin Networks

The previously ignored or unreported impact of regiosomerism within diglycidyl ether of bisphenol F (DGEBF) on its network properties is presented. Routes to the isomers of DGEBF were explored: high-performance liquid chromatography showed good separation of the three isomers [para-para-DGEBF (ppDGEBF), para-ortho-DGEBF (poDGEBF), and ortho-ortho-DGEBF (ooDGEBF)] with small yields; column chromatography gave good separation of pp- + po- from oo-DGEBF but pp-/po- separation was not achieved. Synthesis was optimized to crude yields of 76% for pp-; 87% for po-, and 86% for oo-. Subsequently, crosslinked networks were prepared with meta-xylylenediamine. With increasing ortho content, degradation of chemical resistance and an inherent weakening of the network was observed, that is, glass transition temperature (Tg), beta transition temperature (Tβ), density, crosslink density, and the desorption diffusion coefficient decreased, whereas sorption diffusion coefficient and ultimate solvent uptake increased. This clearly shows that a subtle chemical structure change can significantly impact network performance.

METHOD OF PRODUCING EPOXY COMPOUNDS

Provided is a method of efficiently producing an epoxy compound from an allyl ether having an aromatic ring under mild conditions by using hydrogen peroxide as an oxidizing agent without using an organic solvent. The method of producing an epoxy compound comprises reacting an allyl ether having an aromatic ring with hydrogen peroxide to epoxidize a carbon-carbon double bond of an allyl group to thereby produce a corresponding epoxy compound having an aromatic ring, wherein water only is used as a solvent without using an organic solvent, and a tungsten compound, and a tertiary amine and/or a quaternary ammonium salt, are used as a reaction catalyst.