Octyl triazone
[CAS# 88122-99-0]

Identification

• Classification: Analytical chemistry >> Standard >> Volatile organic compounds (VOCs)
• Name: Octyl triazone
• Synonyms: 4,4',4''-(1,3,5-Triazine-2,4,6-triyltriimino)trisbenzoic acid tris(2-ethylhexyl) ester; UVT-150; Uvinul T 150
• Molecular Formula: C₄₈H₆₆N₆O₆
• Molecular Weight: 823.07
• CAS Registry Number: 88122-99-0 (116244-12-3)
• EC Number: 402-070-1
• SMILES: CCCCC(CC)COC(=O)C1=CC=C(C=C1)NC2=NC(=NC(=N2)NC3=CC=C(C=C3)C(=O)OCC(CC)CCCC)NC4=CC=C(C=C4)C(=O)OCC(CC)CCCC

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.576, Calc.^*
• Boiling Point: 869.5±75.0 ºC (760 mmHg), Calc.^*
• Flash Point: 479.6±37.1 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302
• Precautionary Statements: P280-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413

Discovory and Applicatios

Octyl triazone, also known as octyl triazone or Oxybenzone-4, is a chemical compound primarily used as an ultraviolet (UV) filter in sunscreens and other cosmetic products. It belongs to a class of chemicals known as triazines, which are commonly used in personal care formulations to absorb harmful UV radiation and protect the skin from sun damage. Octyl triazone is highly effective in absorbing UVB rays, which are primarily responsible for causing sunburns and skin damage. Its ability to block UV radiation makes it an essential ingredient in sunscreens designed to protect the skin from harmful exposure to sunlight.

The discovery of octyl triazone came as part of an ongoing effort to develop more effective UV filters for sunscreen products. As awareness of the dangers of sun exposure grew, researchers focused on finding ingredients that could provide better protection against UV radiation without causing harm to the skin or leaving visible residues. Octyl triazone was developed as an organic, broad-spectrum UV filter that absorbs UVB rays efficiently and contributes to the overall sun protection factor (SPF) of sunscreens.

Octyl triazone works by absorbing UVB radiation in the range of 280–320 nm and converting it into harmless heat energy, preventing it from penetrating the skin. This action helps to protect the skin from sunburns, premature aging, and the potential for long-term damage, such as DNA mutations that could lead to skin cancer. As a result, octyl triazone is commonly used in a variety of sunscreens, particularly those designed for daily use or for sensitive skin, as it is well-tolerated and does not cause significant irritation.

One of the key advantages of octyl triazone is its stability under sun exposure. Unlike some other UV filters, which can degrade or lose their effectiveness over time when exposed to sunlight, octyl triazone remains effective for longer periods, providing continuous protection against UV radiation. This makes it an attractive option for sunscreens designed for outdoor activities, where prolonged exposure to sunlight is a concern. Octyl triazone is also often used in combination with other UV filters, such as avobenzone or octinoxate, to provide broad-spectrum protection that blocks both UVA and UVB rays.

The application of octyl triazone extends beyond sunscreens to include other skincare products, such as moisturizers, foundations, and anti-aging creams. These products are often formulated to include octyl triazone to protect the skin from the harmful effects of UV radiation during daily use. By including UV filters in these formulations, manufacturers can offer consumers a convenient way to incorporate sun protection into their skincare routine without the need for additional sunscreen products.

In addition to its role in sun protection, octyl triazone is also favored for its cosmetic properties. It is a colorless, odorless compound that does not leave a greasy residue or alter the appearance of the skin. This makes it ideal for use in cosmetic products intended for individuals who prefer a lightweight, non-greasy feel. Its compatibility with a wide range of other ingredients in cosmetic formulations further contributes to its popularity as a sunscreen agent.

While octyl triazone is generally considered safe for use in cosmetic products, there have been concerns raised about the potential for certain UV filters to cause skin irritation or contribute to environmental harm. Some studies have suggested that UV filters like octyl triazone may be harmful to marine life, particularly coral reefs, when they wash off into bodies of water. As a result, there is increasing interest in developing alternative sunscreen ingredients that are more environmentally friendly. Nevertheless, octyl triazone remains a widely used and effective sunscreen agent in many regions.

In conclusion, octyl triazone is a valuable chemical compound used in sunscreens and other cosmetic products to protect the skin from harmful UV radiation. Its ability to absorb UVB rays and its stability under sun exposure make it an essential ingredient in many modern sunscreen formulations. As the demand for effective sun protection continues to grow, octyl triazone will likely remain an important component in skincare products aimed at reducing the risk of sunburn, premature aging, and skin cancer.

References

2022. Assessing the eco-compatibility of new generation sunscreen products through a combined microscopic-molecular approach. Environmental Pollution (Barking, Essex : 1987), 314.
DOI: 10.1016/j.envpol.2022.120212

2019. Synthesis and evaluation of 1,3,5-triazine derivatives as sunscreens useful to prevent skin cancer. Bioorganic & Medicinal Chemistry Letters, 29(24).
DOI: 10.1016/j.bmcl.2019.126755

2018. In vivo Human Skin Penetration of the UV Filter Ethylhexyl Triazone: Effect of Lipid Microparticle Encapsulation. Skin Pharmacology and Physiology, 31(6).
DOI: 10.1159/000493761