Octocrylene
Names | |
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IUPAC name
2-ethylhexyl 2-cyano-3,3- | |
Other names
Octocrylene Octocrilene Uvinul N-539 | |
Identifiers | |
3D model (JSmol) |
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ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.025.683 |
PubChem CID |
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UNII | |
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Properties | |
C24H27NO2 | |
Molar mass | 361.48 g/mol |
Density | 1.05 g/cm3 |
Melting point | 14 °C (57 °F; 287 K) |
Boiling point | 218 °C (424 °F; 491 K) at 1.5 mmHg |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics. It is an ester formed by the reaction of 3,3-diphenylcyanoacrylate with 2-ethylhexanol. It is a viscous, oily liquid that is clear and colorless.
The extended conjugation of the acrylate portion of the molecule absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths from 280 to 320 nm,[1] protecting the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water resistant) properties.
This organic compound can penetrate into the skin where it acts as a photosensitizer. This results in an increased production of free radicals under illumination.[2]
See also
References
- ↑ Smart Skin Care: Octocrylene
- ↑ Hanson Kerry M.; Gratton Enrico; Bardeen Christopher J. (2006). "Sunscreen enhancement of UV-induced reactive oxygen species in the skin". Free Radical Biology and Medicine. 41 (8): 1205–1212. doi:10.1016/j.freeradbiomed.2006.06.011. PMID 17015167.
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