Triethanolamine

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Triethanolamine
IUPAC name 2,2',2"-Nitrilotriethanol
Other names Tris(2-hydroxyethyl)amine, 2,2',2"-Trihydroxy-triethylamine, Triethylolamine, Trolamine, TEA
Identifiers
CAS number [102-71-6]
PubChem 7618
EINECS number 203-049-8
KEGG C06771
ChEBI 28621
RTECS number KL9275000
SMILES OCC[N](CCO)CCO
InChI 1/C6H15NO3/c8-4-1-7(2-5-9)3-6-10/h8-10H,1-6H2
Properties
Molecular formula C6H15NO3
Molar mass 149.188 g/mol
Appearance Pale yellow liquid, hygroscopic
Density 1.126 g/cm3
Melting point

20.5°C (293.65 K)

Boiling point

208 °C (20 hPa)
335.4°C (608.55 K)

Solubility in water Miscible
Hazards
MSDS Oxford MSDS
Main hazards Irritant
NFPA 704
1
2
0
 
R-phrases R36, R37, R38
S-phrases S26, S36
Flash point 179 °C
Autoignition
temperature
325 °C
Explosive limits 3.6 - 7.2 %
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Triethanolamine, often abbreviated as TEA, is an organic chemical compound which is both a tertiary amine and a tri-alcohol. A tri-alcohol is a molecule with three hydroxyl groups. Like other amines, triethanolamine acts as a weak base due to the lone pair of electrons on the nitrogen atom.

Contents

[edit] Production

Monoethanolamine is produced by reacting ethylene oxide with aqueous ammonia; the reaction also produces diethanolamine and triethanolamine. the ratio of the products can be controlled by changing the stoichiometry of the reactants.[1]

[edit] Applications

This ingredient is used as a pH balancer in cosmetic preparations in a variety of different products - ranging from skin lotion, eye gels, moisturizers, shampoos, shaving foams etc.

Another common use of TEA is as a complexing agent for aluminium ions in aqueous solutions. This reaction is often used to mask such ions before performing what is called a complexometric titration with another chelating agent such as EDTA (EthylDiamineTetraAcetic acid), which will form stable complexes with most metallic ions.

Triethanolamine (TEA) is also used as organic additive (0.1 wt. %) in the grinding of cement clinker. It is proved to be very effective to facilitate the grinding process by preventing agglomeration and coating of the powder at the surface of balls and mill wall. [2] To what extent could TEA complex heavy metals and radionuclides encapsulated in cement matrix and so could increase their solubility remains an open question.

TEA is listed under Schedule 3, part B of the Chemical Weapons Convention as it can be used in the manufacture of nitrogen mustards.

[edit] Safety

As with any amines, it may have the potential to create nitrosamines, but with the low concentrations used in cosmetic products the chances of that happening is very slim and it is further theorized that nitrosamines cannot penetrate the skin.[citation needed]

[edit] References

  1. ^ Klaus Weissermel, Hans-Jürgen Arpe, Charlet R. Lindley, Stephen Hawkins (2003). "Chap. 7. Oxidation Products of Ethylene", Industrial Organic Chemistry. Wiley-VCH, 159-161. ISBN 3527305785. 
  2. ^ Sohoni, S.; R. Sridhar, G. Mandal (1991). "Effect of grinding aids on the fine grinding of limestone, quartz and portland cement clinker". Powder Technology 67 (3): 277–286. doi:10.1016/0032-5910(91)80109-V. 

[edit] See also