2-Ethylhexyl glycidyl ether
Chemical compound From Wikipedia, the free encyclopedia
2-Ethylhexyl glycidyl ether is a liquid organic molecule with formula C11H22O2[2] an industrial chemical used to reduce the viscosity of epoxy resins.[3] These are then used in adhesives, sealants, and paints or coatings. It has the CAS Registry Number of 2461-15-6.[4][5][6] It has the IUPAC name of 2-(2-ethylhexoxymethyl)oxirane. It also finds use in other polymer based applications.[7]
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| Names | |
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| IUPAC name
2-(2-Ethylhexoxymethyl)oxirane | |
| Identifiers | |
3D model (JSmol) |
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| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.017.776 |
| EC Number |
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PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C11H22O2 | |
| Molar mass | 186.295 g·mol−1 |
| Hazards | |
| GHS labelling:[1] | |
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| Warning | |
| H315, H317, H319, H335 | |
| P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P313, P337+P317, 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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Synthesis
2-Ethylhexanol and epichlorohydrin are reacted in the presence of a Lewis acid catalyst in a condensation reaction to form a halohydrin. This is followed by a caustic dehydrochlorination, to form 2-ethylhexyl glycidyl ether.[8][9] 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.
Commercial
The material is produced domestically in the United States and is also produced in other parts of the world.[10] Over 13 million kg were exported from China in 2019.[11]
Uses
As an Epoxy modifier it is classed as an epoxy reactive diluent.[12] As well as being used as an epoxy resin diluent, it maybe further reacted to produce cosmetics.[13] It is also used to synthesize other molecules.[14] The use of the diluent does effect mechanical properties and microstructure of epoxy resins.[15][16]
Safety
The safety of the product is fairly well understood. It is classed as a skin sensitizer.[17][18][19]
See also
References
Further reading
External Websites
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