Diglycidyl resorcinol ether, also called Resorcinol diglycidyl ether (RDGE) is a liquid aromatic organic chemical compound and chemically a glycidyl ether.
The formula is C12H14O4 and the CAS Registry Number 101-90-6. It is one of a number of glycidyl ethers available commercially that are used to reduce the viscosity of epoxy resins. These are then further used in coatings, sealants, adhesives and elastomers. It has the CAS Registry Number 101-90-6. It has the IUPAC name 2-[[3-(oxiran-2-ylmethoxy)phenoxy]methyl]oxirane and is registered on TSCA ([[Toxic Substances Control Act of 1976]]) as Oxirane, 2,2'-[1,3-phenylenebis(oxymethylene)]bis-. It is [[Registration, Evaluation, Authorisation and Restriction of Chemicals|REACH]] registered and on [[European Community number|EINECS]].
Synthesis.
[[Resorcinol]] and [[epichlorohydrin]] are reacted in the presence of a base and not a [[Lewis acid]] [[catalyst]] as normal with glycidyl ethers. A [[halohydrin]] is formed. This is followed by washing with [[sodium hydroxide]] in [[dehydrochlorination]] step. This forms Resorcinol diglycidyl ether. The waste products are water and sodium chloride and excess caustic soda. One of the quality control tests would involve measuring the [[Epoxy value]] by determination of the epoxy equivalent weight.
Uses.
The material has two oxirane groups and is thus used mainly in [[epoxy]] resins systems as a reactive diluent and modifier. It has found use as an additive for bonding resin systems and also as a modifier for phenolic resins Despite the toxicity it generally gives excellent properties and so there are military applications. The use of the diluent does effect mechanical properties and microstructure of epoxy resins. However, this diluent is one of the best for not reducing properties too much.
Toxicology.
It is classed as [[IARC group 2B]] by the [[International Agency for Research on Cancer]]. The toxicology has been studied for a long time and is fairly well understood.
References.
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External Websites.
[[Category:Reactive diluents]]
[[Category:Glycidyl ethers]]