Octocrylene
CAS Number: 6197-30-4
Molecular Formula: C24H27NO2
Molecular Weight: 361.5
APPLICATIONS
Octocrylene is chemically related to cinnamates.
Furthermore, Octocrylene can be used to boost SPF and improve water resistance in a givenformulation.
Octocrylene is photostable and can improve the photostability of other sunscreens.
Uses at industrial sites:
Octocrylene is used in the following products:
cosmetics and personal care products
laboratory chemicals
perfumes andfragrances
pharmaceuticals and photo-chemicals
Octocrylene is used in the following areas:
formulation of mixtures and/or re-packaging
Octocrylene is used for the manufacture of plastic products.
Release to the environment of Octocrylene can occur from industrial use:
in the production of articles
in processing aids atindustrial sites
as an intermediate step in further manufacturing of another substance (use of intermediates)
as aprocessing aid
for thermoplastic manufacture and as a processing aid
Intermediates
Odour agents
Paint additives and coating additives
Manufacturers worldwide use octocrylene as an additive ingredient in skin care products and cosmetics.
Octocrylene can help protect the skin against UV radiation and also has emollient properties.
Consumer Uses of Octocrylene:
Octocrylene is used in the following products: cosmetics and personal care products and perfumes and fragrances.
Another release to the environment of Octocrylene is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use as a processing aid.
Another release to the environment of Octocrylene is likely to occur from, outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Octocrylene can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones) and paper (e.g. tissues, feminine hygiene products, nappies, books, magazines, wallpaper).
Widespread uses of Octocrylene by professional workers:
Octocrylene is used in the following products: cosmetics and personal care products, laboratory chemicals, perfumes and fragrances, pharmaceuticals and photo-chemicals.
Octocrylene is used in the following areas: formulation of mixtures and/or re-packaging.
Octocrylene may be used as an analytical reference standard for the quantification of the analyte in the following:
Sunscreen formulations using reversed-phase high-performance liquid chromatography (RP-HPLC) technique.
Marine mammals using ultra-high-performance liquid chromatography (UHPLC).
Solid lipid nanoparticle systems using high-performance liquid chromatography (HPLC) technique.
Octocrylene is a compound often used as an additive in sunscreen and is thought to have skin moisturizing effects because of its emollient properties.
What makes Octocrylene such a popular additive to sunblock, is its ability to neutralize UV radiation dissipated by sunlight, and to minimize skin damage from prolonged sun exposure.
Octocrylene is also often combined with avobenzone, another common sunscreen ingredient often appearing on ingredient labels.
Because of its effectiveness, Octocrylene has been approved across the globe for use in cosmetics and skin care products, but the concentrations of this ingredient are usually limited to no more than 10 or 12 %.
However, the use of Octocrylene doesn’t just stop with sunscreen for the face and arms but can extend to a variety of other products, like hair spray, tannin oil, BB cream,conditioner, and CC cream, among others.
Octocrylene can be used as a UV-B filter in sunscreen products at a concentration up to 10% (as acid) and is often used together with dibenzoylmethane derivatives to stabilise sunscreen products.
Moreover, Octocrylene is also used in body and face care products, perfumes and fragrances.
Octocrylene is a chemical sunscreen ingredient, used not only for its own ability to protect skin from both UVA and UVB rays but also for its ability to increase further the stability and efficacy of other chemical sunscreen ingredients, hence its popularity and prevalence.
Some Uses of Octocrylene:
Physical sunscreens:
Physical sunscreens work by reflecting the UV rays from the sun, protecting the skin from the harmful rays.
These formulations rely on the use of ingredients such as zinc oxide and titanium dioxide to provide this protection.
Physical sunscreens create a barrier between the skin and the sun and aren’t absorbed into the skin.
They are generally broad-spectrum, meaning that they protect against both UVA and UVB rays.
Chemical sunscreens:
Chemical sunscreens are absorbed into the skin and absorb the skin’s harmful rays before they can penetrate deep enough to cause damage to the skin.
Often chemical sunscreens are used in combination with another chemical sunscreen to provide broad-spectrum protection.
In the case of octocrylene, it is commonly used in conjunction with avobenzone.
Also, both types of sunscreens, physical and chemical, will often include ingredients such as vitamin C or E to protect against damage from free radicals.
Free radicals damage is more likely to occur with chemical sunscreens than with physical sunscreens, so these ingredients are important to look for in your sunscreen product.
Formulation or re-packing:
Octocrilene is used in the following products: cosmetics and personal care products and perfumes and fragrances.
Release to the environment of Octocrylene can occur from industrial use: formulation of mixtures.
Benefits of octocrylene:
Manufacturers include octocrylene in their skin products because it reportedly offers a range of skin benefits.
Absorbs UVA and UVB rays:
Unlike many other sunscreen ingredients, octocrylene protects the skin against short UVA and long UVB rays.
Protects against skin aging:
UVA rays comprise 95% of the sun’s rays that reach the ground.
Octocrylene can help protect against premature skin aging and signs of sun damage, such as wrinkles and age spots.
This is because of its ability to absorb UVA rays.
Helps prevent skin cancer:
Octocrylene may help prevent skin cancers because of its ability to absorb UV radiation.
Aside from sunburn, UVB rays are responsible for most skin cancers , while UVA rays also contribute to the development of some cancers.
Remains photostable:
Octocrylene is photostable, which means its SPF remains stable after exposure to light.
This property makes it popular among cosmetic manufacturers.
Boosts the effectiveness of other sunscreen ingredients:
The sun protection octocrylene provides at safe levels is more effective in combination with other ingredients.
In sunscreens, Octocrylene combines with other strong yet photo-unstable UV filters, such as avobenzone, to provide a higher SPF while maintaining stability.
Has skin moisturizing effects:
Octocrylene also has emollient properties.
Emollients cover the top layer of the skin with a thin film to trap moisture.
A person may notice that their skin feels softer and moisturized after using an emollient.
Improves water resistance of products:
Octocrylene is hydrophobic, meaning it does not mix or dissolve in water.
Therefore, Octocrylene can help add water-resistant properties to sunscreen formulas.
Uses of Octocrylene:
General purpose repair adhesives including all purpose glues, super glue, and epoxies; not including wood glues
Products for coating and protecting household surfaces other than glass, stone, or grout
General personal care products which do not fit into a more refined category
Body cleaners, washes, shower gels
Lipophilic products applied to skin (excluding baby oils)
Personal care products intended for use by children, which do not fit into a more specific category
Baby cream or lotion (excluding diaper creams)
Products applied to skin located around the eye to moisturize or improve skin qualities
Facial cleansing and moisturizing products which do not fit into a more refined category
Moisturizers, lotions, and creams for treating the face (excluding eye-specific products)
Leave-on masks or peels for treatment of the face
Fragrances, colognes, and perfumes
Products specifically marketed for application to hands or body to moisturize or improve skin characteristics (excluding baby lotion)
General hair styling or hair care products which do not fit into a more refined category
Rinse-out everyday hair conditioners (excluding combo shampoo/conditioner products)
Products for imparting hold, shine, or texture to hair
Make-up or cosmetic products which do not fit into a more refined category
Cheek blushes, bronzers, and rouges
Eye liners or brow coloring products
Foundation make-up and concealers
Lip products primarily for protection
Colored lip products, excluding glosses
Eyelash mascaras
Chemical products for tanning, staining, or coloring the skin
Products applied to the skin following shaving to provide scent, or improve skin characteristics
Products for removal of body or facial hair
Products applied to the skin to block harmful effects of sunlight
Products for repelling insects from skin
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 is also often combined with avobenzone, another common sunscreen ingredient often appearing on ingredient labels. Because of its effectiveness, the chemical has been approved across the globe for use in cosmetics and skin care products, but the concentrations of this ingredient are usually limited to no more than 10 or 12 percent.
However, the use of Octocrylene doesn’t just stop with sunscreen for face and arms, but can extend to a variety of other products, like hair spray, tannin oil, BB cream, conditioner, and CC cream, among others.
Octocrylene may cause contact and photocontact allergy.
Industrial uses of Octocrylene:
Oxidizing/reducing agents
Photosensitive chemicals
UV stabilizer
Octocrylene protects the skin from the harmful effects of the sun and premature skin aging.
More to that, Octocrylene 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.
Octocrylene remains stable and therefore effective during exposure to the sun.
Octocrylene stabilises avobenzone, a particularly effective filter against long UVA rays, enabling it to be used.
Moreover, Octocrylene enables sunscreen products to be water resistant.
Octocrylene is a solvent for solid sunscreens.
Further, Octocrylene is a UV absorber for plastics and paints.
Octocrylene is a UVB sunscreen with strong water-resistant properties and a rather broad-band absorption range.
Moreover, Octocrylene 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 % in both the United States and the European Union.
DESCRIPTION
Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics.
Further, Octocrylene is an ester formed by the reaction of 3,3-diphenylcyanoacrylate with 2-ethylhexanol.
Octocrylene is a viscous, oily liquid that is clear and colourless.
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, protecting the skin from direct DNA damage.
The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water-resistant) properties.
Octocrylene is a pale yellow liquid with a melting point of 96-98ºC.
Octocrylene is an oil-miscible UV-B filter that is approved in the USA, Europe and in Japan for use in suncare preparations.
As Octocrylene is miscible with many cosmetic oils, it can easily be incorporated in the oily phase of an emulsion.
Because Octocrylene is hydrophobic and oil-soluble, it is preferred for water-resistant and water-repellant formulations.
Also, Octocrylene features excellent photostability, and its ability to stabilize Butyl Methoxydibenzoylmethane.
Octocrylene is an oil-soluble chemical sunscreen agent that protects skin in the UVB and somewhat in the UVA II range with a peak absorption of 304 nm.
Its protection is not strong enough on its own but Octocrylene is quite photostable (loses 10% of SPF protection in 95 mins) and is often used to stabilize other photo-unstable UV-filters, for example, Avobenzone.
Octocrylene is also often used to improve the water resistance of the products.
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 Octocrylene 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 is also often combined with avobenzone, another common sunscreen ingredient often appearing on ingredient labels.
Because of its effectiveness, the chemical has been approved across the globe for use in cosmetics and skin care products, but the concentrations of this ingredient are usually limited to no more than 10 or 12 percent.
However, the use of Octocrylene doesn’t just stop with sunscreen for face and arms, but can extend to a variety of other products, like hair spray, tannin oil, BB cream, conditioner, and CC cream, among others.
Octocrylene may cause contact and photocontact allergy.
Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics.
More to that, Octocrylene is an ester formed by the condensation of 2-ethylhexyl cyanoacetate with benzophenone.
Octocrylene 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, protecting the skin from direct DNA damage.
The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water resistant) properties.
Octocrylene is an oil-soluble liquid, meaning it dissolves in oil.
Octocrylene is also an organic compound, which means it contains carbon-hydrogen bonds.
Many companies add Octocrylene to skin care products because of its ability to absorb harmful UV rays from the sun, helping prevent skin damage.
Octocrylene is a thick, colorless ingredient that manufacturers include in a variety of cosmetic products, such as sunscreens, lip balms, beauty balm creams, hair conditioners, and anti-aging creams.
PROPERTIES
Molecular Weight: 361.5
XLogP3-AA: 7.1
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 10
Exact Mass: 361.204179104
Monoisotopic Mass: 361.204179104
Topological Polar Surface Area: 50.1 Ų
Heavy Atom Count: 27
Formal Charge: 0
Complexity: 510
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
FIRST AID
Eyes:
First check the victim for contact lenses and remove if present.
Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center.
Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician.
IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Skin:
IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing.
Gently wash all affected skin areas thoroughly with soap and water.
If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.
Inhalation:
IMMEDIATELY leave the contaminated area; take deep breaths of fresh air.
If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital.
Provide proper respiratory protection to rescuers entering an unknown atmosphere.
Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.
Ingestion:
DO NOT INDUCE VOMITING.
If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center.
Be prepared to transport the victim to a hospital if advised by a physician.
If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body.
DO NOT INDUCE VOMITING.
IMMEDIATELY transport the victim to a hospital.
HANDLING AND STORAGE
If you spill Octocrylene, use absorbent paper to pick up liquid spill material.
Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal.
Solvent wash all contaminated surfaces with toluene followed by washing with a strong soap and water solution.
Do no reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
You should store Octocrylene in a refrigerator.
SYNONYMS
Octocrylene
Octocrilene
Uvinul N-539
Octocrylene
6197-30-4
2-Ethylhexyl 2-cyano-3,3-diphenylacrylate
Octocrilene
2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester
2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
Octocrilene [INN]
2-Cyano-3,3-diphenylacrylic Acid 2-Ethylhexyl Ester
5A68WGF6WM
MLS002454364
Octocrilene (INN)
NSC-760433
UV-3039
NCGC00091585-03
NCGC00091585-05
SMR001371988
DSSTox_CID_5299
DSSTox_RID_77734
2-Ethylhexyl 2-cyano-3,3-diphenylacrylate, 97%
DSSTox_GSID_25299
Octocrylene [USAN]
Octocrileno
Octocrilenum
Octocrilenum [INN-Latin]
Octocrileno [INN-Spanish]
UV Absorber-3
CAS-6197-30-4
CCRIS 4814
EINECS 228-250-8
Octocrylene [USAN:USP]
UNII-5A68WGF6WM
Octocrilen
2-Ethylhexyl 2-cyano-3,3-diphenyl-2-acrylate
2-Ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate
Octocrylene (USP)
Neo heliopan 303
Uvinul N53
80135-31-
Parsol 30
2-ETHYLEXYL 2-CYANO-3,3-DIPHENYL-PROP-2-ENOATE
Uvinul N-539
OCTOCRYLENE [MI]
2-CYANO-3,3-DIPHENYL-2-PROPENOIC ACID, 2-ETHYLHEXYL ESTER
OCTOCRYLENE [INCI]
EC 228-250-8
OCTOCRILENE [MART.]
SCHEMBL16483
OCTOCRILENE [WHO-DD]
OCTOCRYLENE [USP-RS]
cid_22571
Octocrylene, analytical standard
CHEMBL1201147
DTXSID9025299
BDBM74416
OCTOCRYLENE [ORANGE BOOK]
CHEBI:135526
HMS3039D04
OCTOCRYLENE [USP IMPURITY]
OCTOCRYLENE [USP MONOGRAPH]
AMY40810
BCP15293
HY-A0087
Octyl 2-Cyano-3,3-diphenylacrylate
Tox21_111153
Tox21_200236
MFCD00059260
s1750
AKOS015900539
Tox21_111153_1
AC-7027
CCG-268181
CS-4296
NSC 760433
ANTHELIOS SX COMPONENT OCTOCRYLENE
NCGC00091585-01
NCGC00091585-04
NCGC00091585-06
NCGC00257790-01
AS-13821
CAPITAL SOLEIL COMPONENT OCTOCRYLENE
2-ethylhexyl 2-cyano-3,3-diphenyl-acrylate
2-ethylhexyl alpha-cyano-beta-phenylcinnamate
2-ethylhexyl-alpha-cyano-beta-phenylcinnamate
FT-0612234
OCTOCRYLENE COMPONENT OF ANTHELIOS SX
OCTOCRYLENE COMPONENT OF CAPITAL SOLEIL
D05227
D70471
A833511
Q424805
SR-01000864577
Q-201499
SR-01000864577-2
2-cyano-3,3-diphenyl-acrylic acid 2-ethylhexyl ester
2-cyano-3,3-diphenylacrylic acid-2-ethylhexyl ester
2-cyano-3,3-diphenyl-acrylic acid 2-ethyl-hexyl ester
(7-Methoxy-8-(3-methyl-2-buten-1-yl)-2H-chromen-2-one)
Octocrylene, United States Pharmacopeia (USP) Reference Standard
Octocrylene, Pharmaceutical Secondary Standard; Certified Reference Materia