Bisphenol F diglycidyl ether

Three groups of substances are regulated individually, i.e. vinyl chloride monomer in plastics (78/142/EEC), nitrosamines in rubber teats and soothers (93/11/EEC), and bisphenol A diglycidyl ether, bisphenol F diglycidyl ether, and novolac glycidyl ethers in plastics and coatings (2002/16/EC). 

Figure 14.1 Structures of (a) bisphenol A, (b) bisphenol A diglycidyl ether, and (c) bisphenol F diglycidyl ether.

Theobald, A., Simoneau, C., Hannaert, P., Roncari, P., Roncari, A., Rudolph, T. and Anklam, E. (2000). Occurrence of bisphenol-F-diglycidyl ether (BFDGE) in fish canned in oil, Food Addit. Contam., 17, 10, 881-887. 

Apart from pure bisphenol A, two of its derivatives, bisphenol-A diglycidyl ether (BADGE) and bisphenol-F diglycidyl ether (BFDGE), are very important for industry. Figure 7.2 shows the structural formulae of these two compounds. 

Residual monomers of epoxy resins (i.e., m-xylylenediamine and bisphenol A diglycidyl ether) were extracted from cured epoxy resins and analyzed on a C g column (A = 275 nm, ex 300 nm, em for m-xylylenediamine) using a complex 20-min 30/70 -> 75/25 acetonitrile/water gradient [1019]. Excellent resolution of bisphenol F, bisphenol A, three bisphenol F diglycidyl ether isomers, and bisphenol A diglycidyl ether resulted. Peak sh s were also excellent. Linear concentration curves from 20 to 1000 pg/L were obtained. The m-xylylenediamine was derivatized with fluorescamine and analyzed with the same column and gradient as for bisphenol (but with different excitation/emission wavelengths) and linear curves from 10-800 pg/L were obtained. 

A recent publication describes a pragmatic approach for developing a thermosetting anisotropic conductive adhesive film to electrically connect a flexible circuit to ITO terminal pads [121], The basic components are a solid high molecular weight bisphenol-A diglycidyl ether, a liquid bisphenol-F diglycidyl ether, a phenoxy resin M = Tg = 94°C), (2,3-epoxypropyl)... 

The epoxy adhesive is a two-part system whose first container comprises equal weights of bisphenol-F diglycidyl ether 18 and epoxydized novolac resin... 

BISPHENOL A, DIGLYCIDYL ETHER (1675-54-8) Combustible liquid (flash point 175°F/79°C). Unstable ethers form peroxides on contact with air and light. Incompatible with strong acids, acyl halides, strong oxidizers, permanganates, peroxides, alkalis, ammonium persulfate, bromine dioxide. Attacks some plastics, rubber, and coatings. 

Epotuf 37-136. See Epoxy, bisphenol A Epotuf 37-138. See Epoxy, bisphenol F Epotuf 37-139, Epotuf 37-140. See Bisphenol A diglycidyl ether Epotuf 37-141. See Epoxy resin Epotuf 37-143, Epotuf 37-146. See Epoxy, bisphenol A... 

CA 62, 395(1965) [A castable expl compn provided by curing a mixture contg 50—80% powdered hydrazine nitrate, 13—40% binder (such as a polyester of mol wt 500—5000 derived from polyhydric ales and polybasic acids), and 3—10% curing agent (such as a diglycidyl ether of bisphenol A or.F), powd metals (such as Mg, Al, Ti, etc) 5—15%, and minor propns... 

Bisphenol F Resins. Diglycidyl ether resins based on bisphenol F (DGEBF) have been developed to provide cured epoxy resins with greater flexibility and lower softening temperatures than conventional DGEB A epoxy resins. The preparation of bisphenol F resins is from formaldehyde and phenol. Three isomers are possible because substitution can occur at the ortho-, meta-, or para- positions. The proportion of isomers depends upon the pH of the reaction medium. 

Other phenol derivatives that are used to form the backbone of an epoxy resin include bisphenol E, bisphenol F, resorcinol, brominated bisphenols, and more highly functionalized molecules such as tetrakisphenylolethane. Alcohols, amines, and carboxylic acids may be combined with epichlorohydrin to give a range of diglycidyl ether based epoxy resins. Non-aromatic, commercially available epoxides are produced by peracid epoxidation of alkenes and dienes, such as vinyl cyclohexene and esters of cyclohexane carboxylic acids [23]. The chemical formulas for two common uncured polymers are shown below ... 

Gamma irradiation curing of epoxy resins for structural adhesives — Radiation cure polymerization of commercial diglycidyl ether of bisphenol F epoxy resin has been achieved using Co-60 irradiation source, compounding the monomer with and onium salt catalyst [9],... 

Materials. The diglycidyl ether of bisphenol F (DGEBF), and N,N,N ,N -tetraglycidyl-4,4 -diaminodiphenylmethane (TGDDM), were received from Ciba Geigy. 4,4-diaminodiphenylmethane (DDM), was obtained fi om Aldrich. 4,4 -diaminodiphenylsulphone (DDS), was provided from Sigma Chemical. All chemicals were used without further purification. The monomers are presented in Figure 1. 

---