1,4-Butanediol diglycidyl ether (B14DODGE) is an organic chemical in the glycidyl ether family. It is aliphatic and a colorless liquid. It has two epoxide (oxirane) groups per molecule.[1] Its main use is in modifying epoxy resins especially viscosity reduction.[2]
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IUPAC name
2-[4-(Oxiran-2-ylmethoxy)butoxymethyl]oxirane
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Other names
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ECHA InfoCard | 100.017.611 |
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C10H18O4 | |
Molar mass | 202.250 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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It is REACH registered.[3] The IUPAC name is 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane.
1,4-Butanediol and epichlorohydrin are reacted in the presence of a Lewis acid as catalyst to form a halohydrin: each hydroxyl group of the diol reacts with an epoxide on epichlorohydrin. This process is followed by washing with sodium hydroxide to re-form the epoxide rings in dehydrochlorination reaction.[4] One of the quality control tests would involve measuring the Epoxy value by determination of the epoxy equivalent weight.
A key use is modifying the viscosity and properties of epoxy resins[5] which may then be formulated into CASE applications: Coatings,[6] Adhesives, Sealants, Elastomers, composite materials, fillers, putties, plasters, modelling clay and semiconductors. It also has a number of medical applications.[7][8][9] The molecule is also used to synthesize other molecules.[10][11] As an Epoxy modifier it is classed as an epoxy reactive diluent.The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[12][13]
The toxicity is fairly well known and understood and is rated as a severe skin and eye irritant. Contact dermatitis is also possible.[14][15][16]
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