Октокрилен

Описание

Octocrylene (OCT) is a viscous, clear, colorlesss oi introduced in commercial sunscreens and anti-ageing creams about 15 years ago. It is the 2-ethylhexyl ester of 2-cyano-3,3-diphenylacrylic acid, with the extended conjugation of the acid portion that absorbs UVB and short-wave UVA (ultraviolet) rays, with wavelengths from 280 to 320 nm, which promote tanning but also contribute to the onset of sunburn and skin cancer. It is used in various body care products, in concentrations up to 10%, to provide an adequate sun-protection factor or to protect the body care formulations themselves from UV radiation[1].

Химические свойства

Clear yellow viscous liquid with mild characteristic odor, Miscible in methanol, n-butanol, ethyl acetate, mineral oil, hexane, toluene. Immiscible in water. Octocrylene is an effective oil soluble liquid UV‐B filter. It has excellent dissolving properties for crystalline UV filters.

Использование

Octocrylene is an ingredient used in sunscreens for its ability to absorb UV rays, protecting the skin from sun damage. It is chemically related to cinnamates. It can be used to boost SPF and improve water resistance in a given formulation. Octocrylene is photostable and can improve the photostability of other sunscreens. It is expensive and can present difficulties in formulation.

прикладной

octocrylene is a uVB sunscreen with strong water-resistant properties and a rather broad-band absorption range. It exhibits good photostability, and is being evaluated by many companies as an effective SPF booster and waterproofing enhancer. This is an expensive ingredient with an approved usage level of 7 to 10 percent in both the united States and the european union. Although gaining in popularity among formulators, its cost and usage level can limit use. In addition, some studies are indicating it may cause allergic reactions in skin with a history of photoallergy.

Определение

ChEBI: Octocrylene is a diarylmethane. It is an ester formed by the condensation of a diphenylcyanoacrylate with 2-ethylhexanol, used in sunscreens and cosmetics.

преимущество

Octocrylene is a compound often used as an additive in sun screen, and is thought to have skin moisturizing effects because of its emollient properties. What makes this chemical such a popular additive to sun block, is its ability to neutralize UV radiation dissipated by sunlight, and to minimize skin damage from prolonged sun exposure. Octocrylene protects the skin from the harmful effects of the sun and premature skin aging. It helps prevent the risk of skin cancer. This filter mainly absorbs UVB rays, and shorter UVA rays, which are responsible for aging but also for skin cancer.

Общее описание

Yellow viscous liquid. Insoluble in water.

Реакции воздуха и воды

Insoluble in water.

Профиль реактивности

Octocrilene is an ester derivative. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Пожароопасность

Flash point data for Octocrilene are not available. Octocrilene is probably combustible.

Контактные аллергены

Octocrylene is an anti-UVB filter used in cosmetics that may induce photoallergic contact dermatitis.

Побочные эффекты

Some people are concerned about the body’s ability to absorb octocrylene, which can present in the blood, urine, and breast milk. It may promote the production of free radicals, which can damage DNA, potentially increasing the risk of melanoma. However, further research is necessary.
People with sensitive skin or skin conditions, such as eczema, may prefer to avoid products containing octocrylene. Alternatively, a person can perform a patch test before using a product containing octocrylene for the first time. The patch test should indicate if an individual is allergic or sensitive to an ingredient in the product.
The Food and Drug Administration (FDA) evaluated the safety of octocrylene for use in sunscreen products and found that concentrations of up to 10% are safe.
The European Scientific Committee on Consumer Safety (SCCS) also stated that octocrylene is safe in products containing concentrations of no more than 10%.
Berardesca, E.,et al.(2019). Review of the safety of octocrylene used as an ultraviolet filter in cosmetics.
https://onlinelibrary.wiley.com/doi/full/10.1111/jdv.15945

Профиль безопасности

Low toxicity by ingestion. Whenheated to decomposition it emits toxic vapors of NOx.

использованная литература

[1] Antonio Medici. “Octocrylene: From Sunscreens to the Degradation Pathway during Chlorination Processes: Formation of Byproducts and Their Ecotoxicity Assessment.” Molecules (2022).