Trimethylolethane triglycidyl ether
From Wikipedia, the free encyclopedia
 | |
| Names | |
|---|---|
| IUPAC name
2-({2-Methyl-3-(2-oxiranylmethoxy)-2-[(2-oxiranylmethoxy)methyl]propoxy}methyl)oxirane | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.214.877 |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C14H24O6 | |
| Molar mass | 288.340 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Trimethylolethane triglycidyl ether (TMETGE) is an organic chemical in the glycidyl ether family. It has the formula C14H24O6 and the IUPAC name is 2-({2-methyl-3-[(oxiran-2-yl)methoxy]-2-{[(oxiran-2-yl)methoxy]methyl}propoxy}methyl)oxirane. The CAS number is 68460-21-9.[dubious – discuss][1] A key use is as a modifier for epoxy resins as a reactive diluent.[2][3]
- Trimethylolethane,chloromethyloxirane polymer
- Trimethylolethane triglycidyl ether
- 1,3-Propanediol,2-(hydroxymethyl)-2-methyl-,polymer with (chloromethyl)oxirane
- 1,3-Propanediol,2-(hydroxymethyl)-2-methyl-,polymer with 2-(chloromethyl)oxirane
- 2-(hydroxymethyl)-2-methylpropane-1,3-diol-2-(chloromethyl)oxirane (1:1)
Manufacture
Trimethylolethane and epichlorohydrin are reacted with a Lewis acid catalyst to form a halohydrin. The next step is dehydrochlorination with sodium hydroxide. This forms the triglycidyl ether. Waste products are sodium chloride, water and excess sodium hydroxide (alkaline brine).[5][6]
Uses
As the molecule has 3 oxirane functionalities, a key use is modifying and reducing the viscosity of epoxy resins but giving higher functionality.[7] These reactive diluent modified epoxy resins may then be further formulated into CASE applications: Coatings, Adhesives, Sealants, and Elastomers. The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[8][9] It produces epoxy coatings with high impact resistance[10] The molecule has been used to synthesize other molecules.[11][12]
