Trimethylolpropane triglycidyl ether
Chemical compound
From Wikipedia, the free encyclopedia
Trimethylolpropane triglycidyl ether (TMPTGE) is an organic chemical in the glycidyl ether family.[2][3] It has the formula C15H26O6 and the IUPAC name is 2-[2,2-bis(oxiran-2-ylmethoxymethyl)butoxymethyl]oxirane, and the CAS number 3454-29-3.[4][5] It also has another CAS number of 30499-70-8[6][7] A key use is as a modifier for epoxy resins as a reactive diluent.[8]
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| Names | |
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| IUPAC name
2-[2,2-bis(oxiran-2-ylmethoxymethyl)butoxymethyl]oxirane | |
| Other names
1-(2,3-Epoxypropoxy)-2,2-bis((2,3-epoxypropoxy)methyl)butane | |
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| Properties | |
| C15H26O6 | |
| Molar mass | 302.364 g/mol |
| Hazards | |
| GHS labelling:[1] | |
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| Danger | |
| H315, H317, H318, H319, H334, H335, H412 | |
| P261, P264, P264+P265, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P333+P313, P337+P317, P342+P316, P362+P364, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Alternative names
- Oxirane, 2,2′-[[2-ethyl-2-[(2-oxiranylmethoxy)methyl]-1,3-propanediyl]bis(oxymethylene)]bis-
- Butane, 1-(2,3-epoxypropoxy)-2,2-bis[(2,3-epoxypropoxy)methyl]-
- Oxirane, 2,2′-[[2-ethyl-2-[(oxiranylmethoxy)methyl]-1,3-propanediyl]bis(oxymethylene)]bis-
- 2,2′-[[2-Ethyl-2-[(2-oxiranylmethoxy)methyl]-1,3-propanediyl]bis(oxymethylene)]bis[oxirane]
- 1,1,1-Trimethylolpropane triglycidyl ether
Manufacture
Trimethylolpropane 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.[9][10]
Uses
As the molecule has 3 oxirane functionalities, a key use is modifying and reducing the viscosity of epoxy resins.[11] These reactive diluent modified epoxy resins may then be further formulated into CASE applications: Coatings,[12] Adhesives,[13] Sealants,[14] Elastomers. The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[15][16] It produces epoxy coatings with high impact resistance[17] Polymer systems with shape memory may also be produced with this particular molecule.[18] Fluoropolymers have also been produced with the material via a photoinitiated mechanism.[19] Production of biocompatible materials is also possible.[20]