page_title: Bisphenol A diglycidyl ether
section_title: Preparation and reactions
hierarchical_section_title: Bisphenol A diglycidyl ether / Preparation and reactions
caption_attribution_description: English: structure of ingredient in "vinyl ester resin"
context_page_description: Bisphenol A diglycidyl ether is an organic compound used as constituent of epoxy resins. The compound is a colorless solid that melts slightly above room temperature.
context_section_description: It is prepared by O-alkylation of bisphenol A with epichlorohydrin.  This reaction mainly affords bisphenol A diglycidyl ether, as well as some oligomer.  The degree of polymerization may be as low as 0.1.  The epoxide content of such epoxy resins is of interest.  This parameter is commonly expressed as the epoxide number, which is the number of epoxide equivalents in 1 kg of resin (Eq./kg), or as the equivalent weight, which is the weight in grams of resin containing 1 mole equivalent of epoxide (g/mol).  Since unsymmetrical epoxides are chiral, the bis epoxide consists of three stereoisomers, although these are not separated.
  Bisphenol A diglycidyl ether slowly hydrolyzes to 2,2-bis[4(2,3-hydroxypropoxy)phenyl)propane (bis-HPPP).
  Similarly, DGEBA reacts with acrylic acid to give vinyl ester resins.  The reaction results in opening of the epoxide ring, generating unsaturated esters at each terminus of the molecule.  Such materials are often diluted with styrene and converted to resin.
  Epoxy resins are thermosetting polymers, which are crosslinked using hardeners (curing agents). The most common curing agents for epoxy resins are polyamines, aminoamides, and phenolic compounds.
caption: Bis-GMA is a typical vinyl ester resin.
exif: {}