Tris(2-ethylhexyl)phosphate (TEHP[2]) is an organic chemical compound in the organophosphate group. It is a triakylphosphate.
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3D model (JSmol)
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| Abbreviations | TEHP |
| ChEBI | |
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| ChemSpider | |
| ECHA InfoCard | 100.001.015 |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C24H51O4P | |
| Molar mass | 434.642 g·mol−1 |
| Hazards | |
| GHS labelling:.[1] | |
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| Warning | |
| H315, H319, H335 | |
| P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, 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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Occurrence
editSince tris(2-ethylhexyl) phosphate is easily separated from polymers, it is often found in house dust[3]
Properties
editTris(2-ethylhexyl) phosphate is a colourless, viscous liquid with a faint, piercing smell. It has a viscosity of 15 mPas at 20 °C.[4]
Uses
editDue to its properties (including that it is a mild biocide), tris(2-ethylhexyl)phosphate is used in a variety of applications:
- as a plasticizer in polymers (PVC, PU, NBR and others) giving good cold flexibility and flame retarding properties
- as a carrier for pigments and dyes used in colouring polymers
- as a component in cutting fluid[5]
- as a component in release agents, used in the metal casting industry
- as a solvent in hydrogen peroxide synthesis
Safety
editWhen heated above its flash point of 170 °C, TEHP can release vapours capable of forming explosive mixtures with air.[6]
Several studies concluded that TEHP has the highest bioaccumulation factor of all organophosphate flame retardants examined.[7]
References
edit- ^ "Tris(2-ethylhexyl) phosphate". pubchem.ncbi.nlm.nih.gov.
- ^ Bergman, Åke; Rydén, Andreas; Law, Robin J.; de Boer, Jacob; Covaci, Adrian; Alaee, Mehran; Birnbaum, Linda; Petreas, Myrto; Rose, Martin; Sakai, Shinichi; Van den Eede, Nele; van der Veen, Ike (November 2012). "A novel abbreviation standard for organobromine, organochlorine and organophosphorus flame retardants and some characteristics of the chemicals". Environment International. 49: 57–82. Bibcode:2012EnInt..49...57B. doi:10.1016/j.envint.2012.08.003. PMC 3483428. PMID 22982223.
- ^ Wang, Lei; Jia, Yingting; Hu, Jianying (2022-07-01). "Nine alkyl organophosphate triesters newly identified in house dust". Environment International. 165: 107333. Bibcode:2022EnInt.16507333W. doi:10.1016/j.envint.2022.107333. ISSN 0160-4120. PMID 35687946.
- ^ PubChem. "Tris(2-ethylhexyl) phosphate". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-07-05.
- ^ "TRIS(2-ETHYLHEXYL)PHOSPHATE (TEHP) |". atamankimya.com. Retrieved 2023-07-05.
- ^ "TRIS(2-ETHYLHEXYL)PHOSPHATE | CAMEO Chemicals | NOAA". cameochemicals.noaa.gov. Retrieved 2023-08-04.
- ^ Bekele, Tadiyose Girma; Zhao, Hongxia; Wang, Qingzhi; Chen, Jingwen (2019-11-19). "Bioaccumulation and Trophic Transfer of Emerging Organophosphate Flame Retardants in the Marine Food Webs of Laizhou Bay, North China". Environmental Science & Technology. 53 (22): 13417–13426. Bibcode:2019EnST...5313417B. doi:10.1021/acs.est.9b03687. ISSN 0013-936X. PMID 31693343. S2CID 207937460.