Bisphenol, diglycidyl ether

DGEBA. See Bisphenol A, diglycidyl ether. Bisphenol A, diglycidyl ether (DGEBA) [1675-54-3]... 

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). 

The prepolymer stage in most cases is DGEBA (diglycidyl ether bisphenol A) (see Fig. 15.2a). 

Bis (p-hydroxyphenyl) propane, diglycidyl ether Bisphenol A-epichlorohydrin Bisphenol A-epichlorohydrin condensate DBEBPA DGEBA... 

Aminoethylpiperazine Bisphenol A diglycidyl ether Bisphenol A, hydrogenated Diethyl toluene diamine Dimethylaminomethyl phenol... 

Tensile modnlns of poly-p-phenylene [83], relaxation modulus in LDPE [84], diglycidyl ether bisphenol A epoxy resins [85], and styrene-butadiene block copolymers with doped polyaniline [86]. 

He J, Wang J (2009) Preparation and characterization of epoxidate poly(l,2-butadiene) -toughened diglycidyl ether bisphenol-a epoxy composites. J Appl Polym Sci 113 3165-3170. doi 10.1002/app... 

Poly(ethylene glycol), reacted with bisphenol A diglycidyl ether Bisphenol A diglycidyl ether-polyethylene glycol polymer 37225-26-6 Oxirane, 2,2 -(( I-mediylediyli-dene) bis(4,l-phenyleneoxy- methylene))bis-polymer with cc-hydro-w-hydroxypoly (oxy-1,2-ethane(hyl) R (C21H24O4 (C2H40) H2O). 

Numerous avenues to produce these materials have been explored (128—138). The synthesis of two new fluorinated bicycHc monomers and the use of these monomers to prepare fluorinated epoxies with improved physical properties and a reduced surface energy have been reported (139,140). The monomers have been polymerized with the diglycidyl ether of bisphenol A, and the thermal and mechanical properties of the resin have been characterized. The resulting polymer was stable up to 380°C (10% weight loss by tga). 

Bisphenol A diglycidyl ether [1675-54-3] reacts readily with methacrylic acid [71-49-4] in the presence of benzyl dimethyl amine catalyst to produce bisphenol epoxy dimethacrylate resins known commercially as vinyl esters. The resins display beneficial tensile properties that provide enhanced stmctural performance, especially in filament-wound glass-reinforced composites. The resins can be modified extensively to alter properties by extending the diepoxide with bisphenol A, phenol novolak, or carboxyl-terrninated mbbers. 

Comparable process techniques involving the reaction of bisphenol A diglycidyl ether with methacrylic acid produce the corresponding hydroxy... 

Epichlorohydrin and Bisphenol A-Derived Resins. The most widely used epoxy resins are diglycidyl ethers of bisphenol A [25068-38-6] (1) derived from bisphenol A [80-05-7] and epichlorohydrin [106-89-8],... 

The pure diglycidyl ether of bisphenol A [1675-54-3] DGEBA is a crystalline soHd (mp 43°C) with a weight per epoxide (WPE) = 170. The typical commercial unmodified Hquid resins are viscous Hquids with viscosities of 11—16 Pa-s (110—160 P) at 25°C, and an epoxy equivalent weight of ca 188. 

Advancement Process. In the advancement process, sometimes referred to as the fusion method, Hquid epoxy resin (cmde diglycidyl ether of bisphenol A) is chain-extended with bisphenol A in the presence of a catalyst to yield higher polymerized products. The advancement reaction is conducted at elevated temperatures (175—200°C) and is monitored for epoxy value and viscosity specifications. The finished product is isolated by cooling and cmshing or flaking the molten resin or by allowing it to soHdify in containers. 

Bais resin = diglycidyl ether of bisphenol A (wtper epoxide (WPE) = 182-196). 

Diglycidyl Ether of Bisphenol A. The Hquid DGEBPA-based resins exhibit low acute toxicity with a single-dose oral LD q value in rats of >2000 mg/kg (40). The potential for absorption of DGEBPA through the skin in acutely toxic amounts is low. LD q values of >800 mg/kg for acute dermal toxicity have been obtained from studies using both the pure and commercial DGEBPA (41,42). 

The term epoxy is familiar to nonchemists because of the widespread use of epoxy glues and resins. These are crosslinked polyether thermoplastics made from a liquid resin which is typically a mixture of bisphenol A diglycidyl ether (70) and a polymer (71 Scheme 86). The liquid resin is cured or hardened to the final resin by mixing with a crosslinking reagent, which can be an acid, a di- or poly-alcohol, or a di- or poly-amine (Scheme 86). 

Diethylene glycol Diethylene glycol ether Di-(2 ethyl hexyl) phthalate Diethylenetriamine Difluorodibromomethane Difluorodichloromethane Diglycidyl ether of Bisphenol A Dihydrocapsaicin... 

The diglycidyl ether (DGEBA) and the polyglycidyl compound (PGCBA) were mixed and heated to about 120 °C. The stoichiometric amount of bisphenol A was dissolved in the resin and, after cooling to about 60 °C, 0,1% by weight of 2-ethyl-4-methyl-imidazol was added to the mixture. The well stirred composition was degassed in a vacuum oven in order to remove trapped air. Afterwards, the reactive mixture was poured into preheated moulds and cured for two hours at 140 °C followed by two hours at 180 °C. 

Applications with real composites have been performed in order to verify the results so far outlined. Namely, a metalfilled epoxy composite was selected, whose matrix material was a diglycidyl ether of bisphenol-A resin, cured with 8 percent by weight of the resin, triethylene-tetramine. 

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