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Phenolic benzotriazole is an ultraviolet light absorber (UVA) of the hydroxyphenyl benzotriazole class, imparting good light stability to a wide variety of polymers.
Phenolic benzotriazole, also referred to as phenolic benzotriazoles, are an important class of UV absorbers comprising the benzotriazole building block.
Phenolic benzotriazole is a class of organic compounds that contain both a phenol and a benzotriazole group in their molecular structure.
CAS Number: 2440-22-4
Molecular Formula: C13H11N3O
Molecular Weight: 225.25
EINECS Number: 219-470-5
Synonyms: Drometrizole, 2440-22-4, 2-(2-HYDROXY-5-METHYLPHENYL)BENZOTRIAZOLE, 2-(2H-Benzotriazol-2-yl)-4-methylphenol, Drometrizol, 2-(2'-Hydroxy-5'-methylphenyl)benzotriazole, Phenol, 2-(2H-benzotriazol-2-yl)-4-methyl-, Drometrizolum, DTXSID1027479, 5X93W9OFZL, NSC-91885, DTXCID207479, 219-470-5, RefChem:590441, 607-063-9, Benazol P, 2-(2H-Benzotriazol-2-yl)-p-cresol, Tinuvin P, 2-(2H-benzo[d][1,2,3]triazol-2-yl)-4-methylphenol, 2-(2-Benzotriazolyl)-p-cresol, UV Absorber-1, Tin P, Porex P, 2-Benzotriazolyl-4-methylphenol, 2240-22-4, UV-P, 2-(benzotriazol-2-yl)-4-methylphenol, 2-(2-Hydroxy-5-methylphenyl)-2H-benzotriazole, p-Cresol, 2-(2H-benzotriazol-2-yl)-, Ultraviolet Absorbent UV-P, NSC 91885, MFCD00022903, 2-Benzotriazol-2-yl-4-methyl-phenol, 2-(2H-1,2,3-Benzotriazol-2-yl)-4-methylphenol, 2-(2'-Hydroxy-5-methylphenyl)benzotriazole, NCGC00166243-01, benazol II, Tinuvin II, Drometrizole [USAN:INN], Drometrizolum [INN-Latin], CAS-2440-22-4, Drometrizol [INN-Spanish, French], EINECS 219-470-5, UNII-5X93W9OFZL, BRN 0615546, BenazolP, Uvazol P, Lowilite 55, Topanex 100BT, UV-P (drometrizole), 2-(benzotriazol-2-yl)-4-methyl-phenol, Drometrizole (Standard), DROMETRIZOLE [MI], ChemDiv2_000180, Drometrizole (USAN/INN), DROMETRIZOLE [INN], DROMETRIZOLE [USAN], EC 219-470-5, NCIOpen2_005624, SCHEMBL15616, DROMETRIZOLE [MART.], MLS000713327, DROMETRIZOLE [USP-RS], DROMETRIZOLE [WHO-DD], CHEMBL1564747, SCHEMBL11462292, SCHEMBL11594636, SCHEMBL29046137, SCHEMBL29350665, MCPKSFINULVDNX-UHFFFAOYSA-, MSK3457, CHEBI:134926, HMS1369I04, HMS2650F14, 2-(2H-bentriazol-2-yl)-p-cresol, NSC91885, Tox21_112369, Tox21_200876, Tox21_303578, WLN: T56 BNNNJ CR BQ E1, BBL013151, STK096143, (BENZOTRIAZOL-2-YL)-P-CRESOL, AKOS000369894, Tox21_112369_1, CCG-103301, HY-131551R, NCGC00166243-02, NCGC00166243-03, NCGC00257391-01, NCGC00258430-01, 2(2'hydroxy5'-methylphenyl)benzotriazole, AC-11259, AS-12550, DA-52699, MSK3457-1000, SMR000272808, 4-methyl-2-(2H-benzotriazol-2-yl)phenol, o-[2H-benzotriazol-2-yl)-4-methylphenol, phenol, 2-(benzotriazol-2-yl)-4-methyl-, 2-(2-hydroxy-5-methylphenyl) benzotriazole, 2-(2H-benzotriazol-2-yl)-4-methyl-phenol, 2-(2h-benzotriazole-2-yl)-4-methylphenol, DB-226477, DB-226478, HY-131551, 2-(2-hydroxyl-5-methylphenyl) benzotriazole, CS-0136496, EU-0000279, H0560, NS00010695, ST50271127, 2-(2'-hydroxy-5'-methylphenyl) benzotriazol, 2-(2-hydrobenzotriazol-2-yl)-4-methylphenol, 2-(2'-hydroxy-5'-methylphenyl) benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)-benzotriazole, D03913, 2-(2'-Hydroxy-5-methylphenyl)2H-benzotriazole, 2-(2-Hydroxy-5-methylphenyl)benzotriazole, 97%, AE-641/02338040, F238745, SR-01000390735, 3-(2H-benzotriazole-2-yl)-4-hydroxyphenyl methane, SR-01000390735-1, 2-(2H-1,2,3-Benzotriazol-2-yl)-4-methylphenol #, Q27263002, Drometrizole, United States Pharmacopeia (USP) Reference Standard, 2-(2-Hydroxy-5-methylphenyl)benzotriazole Solution in Methanol, 1000 µg/mL, InChI=1/C13H11N3O/c1-9-6-7-13(17)12(8-9)16-14-10-4-2-3-5-11(10)15-16/h2-8,17H,1H3, (2'-Hydroxy-5mg-methylphenyl) benzotriazole;2-(2H-Benzotriazol-2-yl)-p-cresol(UV-P);TinuvinP/2-(2H-Benzotriazol-2-yl)-p-cresol;LOTSORB UV P;2-(2H-1,2,3-Benzotriazol-2-yl)-4-methylphenol;2-(2h-benzotriazol-2-yl)-4-methyl-pheno;2-(2h-benzotriazol-2-yl)-p-creso;2-(2-hydroxy-5-methyl-phenyl)-2H-benzotriazole
Phenolic benzotriazoles are also used in paints, varnishes, and adhesives.
These two parts work together to provide powerful ultraviolet (UV) light absorption properties.
Because of this, they are commonly used as UV stabilizers in many industrial and consumer products.
They protect polymers, plastics, coatings, and fibers from degradation caused by sunlight exposure.
By absorbing harmful UV radiation, they prevent discoloration, brittleness, and loss of mechanical strength.
This makes them essential additives in outdoor materials such as automotive coatings and packaging films.
They help maintain the gloss, color, and surface integrity of coatings over long periods.
This property ensures durability and extends the lifespan of coated materials.
In cosmetic and personal care products, certain forms of phenolic benzotriazoles act as UV filters.
They protect the skin or hair from ultraviolet radiation and reduce photodamage.
These ingredients are often included in sunscreens, lotions, and hair sprays.
Phenolic benzotriazoles are thermally stable and compatible with a wide range of materials.
They do not easily volatilize or decompose under processing conditions.
This stability allows them to perform efficiently even at high temperatures.
Their chemical structure enables them to absorb UV light and dissipate it as harmless heat.
This mechanism prevents chemical reactions that can cause fading or material breakdown.
Thus, they act as a shield for both natural and synthetic materials against light-induced damage.
Some commonly known examples include Tinuvin P, UV-P, and related compounds.
These are widely used in plastics, coatings, and cosmetic industries worldwide.
Each compound may differ slightly in molecular size or solubility, depending on its specific application.
In summary, phenolic benzotriazoles are multifunctional UV absorbers with strong protective abilities.
They play an important role in extending the life, appearance, and quality of various materials.
Their effectiveness, stability, and broad compatibility make them indispensable in modern formulation chemistry.
Phenolic benzotriazole provides ultraviolet protection in a wide variety of polymers including styrene homoand copolymers, engineering plastics such as polyesters and acrylic resins, polyvinyl chloride, and other halogen containing polymers and copolymers (e.g. vinylidenes), acetals and cellulose esters.
Elastomers, adhesives, polycarbonate blends, polyurethanes, and some cellulose esters and epoxy materials also benefit from the use of Drometrizole.
Phenolic benzotriazole features a strong absorption of ultraviolet radiation in the 300-400 nm region.
Phenolic benzotriazole also has a high degree of photostability over long periods of light exposure.
The high absorbance combined with photostability and the ability to release absorbed energy in non sensitizing ways make Drometrizole an effective stabilizer against the effects of ultraviolet light.
The molecules are composed of substituted benzotriazoles with a phenyl group in the 2-position, which carries a hydroxy group in the ortho-position.
Phenolic benzotriazole is a chemical compound that belongs to the phenolic benzotriazoles.
It is a UV filter that is used as an UV-absorber for plastics.
Phenolic benzotriazole and its derivatives, often referred to as phenolic benzotriazoles, are a critically important class of ultraviolet (UV) absorbers.
Their primary role is to safeguard materials such as plastics, coatings, and textiles from photodegradation by absorbing harmful UV radiation and dissipating it as harmless thermal energy.
This protective function is crucial for extending the lifespan and maintaining the structural integrity and appearance of a wide variety of consumer and industrial products.
Melting point: 125.5–129.5 °C (lit.)
Boiling point: 225 °C at 10 mmHg
Density: 1.38
Vapor pressure: 0 Pa at 20 °C
Refractive index: 1.5600 (estimated)
Flash point: 54 °C
Storage temperature: 15–25 °C
Solubility: Slightly soluble in DMSO and methanol
Form: Solid
pKa: 8.15 ± 0.43 (predicted)
Color: Off-white to pale yellow
Water solubility: 173 µg/L at 20 °C
Merck: 14,3447
Stability: Hygroscopic
InChIKey: MCPKSFINULVDNX-UHFFFAOYSA-N
LogP: 4.2 at 25 °C
Phenolic benzotriazole range between 0.10% and 0.50%, depending on substrate and performance requirements of the final application.
Phenolic benzotriazole can be used alone or in a variety of blends and combinations with Ciba IRGAFOS, Ciba IRGANOX and Ciba CHIMASSORB stabilizers where often a synergistic performance is observed.
Phenolic benzotriazole may react with various heavy metal ions to form salts or complexes.
For example, if Phenolic benzotriazole comes into contact with iron or cobalt ions, colored complexes are formed.
Reducing and oxidizing agents used in polymerization and curing processes have no effect on the stability of Phenolic benzotriazole.
Phenolic benzotriazoles are synthetic molecules designed to stabilize materials exposed to sunlight and weathering.
Their chemical backbone includes aromatic rings that efficiently absorb UV radiation.
This structural feature makes them superior light stabilizers compared to simpler UV filters.
They are often used in combination with antioxidants and hindered amine light stabilizers (HALS).
This combination provides synergistic protection against both photo-oxidation and thermal degradation.
Together, they help maintain the physical and optical properties of polymers for years.
In the plastics industry, phenolic benzotriazoles are essential in transparent and colored plastics.
They prevent yellowing, hazing, and embrittlement caused by continuous sunlight exposure.
Common applications include polycarbonate lenses, PVC films, acrylic sheets, and polyethylene packaging.
In automotive applications, they are used in exterior paints, headlight covers, and dashboard materials.
These additives ensure long-term resistance to UV-induced fading, cracking, or chalking.
This durability helps maintain the appearance and value of vehicles under harsh environmental conditions.
Phenolic benzotriazoles are also used in electronic and optical materials.
They help protect components such as screens, LEDs, and optical fibers from UV damage.
This contributes to the stability and longevity of advanced technological products.
Their effectiveness depends on molecular weight, solubility, and compatibility with the host material.
Low-molecular-weight types work well in transparent coatings, while higher-weight variants suit polymers.
Choosing the right grade ensures optimal performance without affecting color or transparency.
In manufacturing, they are easy to incorporate into polymer melts or coating formulations.
They remain evenly distributed throughout the material, providing uniform UV protection.
This makes them ideal for large-scale industrial applications where consistency is critical.
Phenolic benzotriazoles are generally non-toxic and environmentally stable when used correctly.
They show low volatility and are resistant to leaching from finished materials.
However, like all additives, they should be used in regulated amounts to prevent accumulation in the environment.
In research, these compounds are continuously modified to improve light absorption and stability.
Scientists develop new derivatives with broader UV spectra and better compatibility with bio-based materials.
Such innovations support sustainable development in plastics, coatings, and cosmetics.
Phenolic benzotriazole represent a vital group of UV stabilizers in modern material science.
They combine chemical durability, high efficiency, and versatile usability across multiple industries.
Their role in preserving materials against light-induced degradation remains fundamental to product quality and longevity.
Uses:
An ultraviolet light absorber for stabilizing plastics and other organic materials against discoloration and deterioration.
Phenolic benzotriazoles are primarily used as ultraviolet (UV) light absorbers in industrial and consumer products.
They protect polymers and coatings from photodegradation caused by sunlight exposure.
This makes them essential components in materials that must maintain color and strength outdoors.
They are widely used in plastics to prevent yellowing, brittleness, and cracking.
These additives absorb UV radiation before it can break down the polymer chains.
They are especially effective in transparent materials such as polycarbonate, acrylic, and PVC.
In automotive coatings, phenolic benzotriazoles help preserve color and surface gloss.
They protect the paint from fading, chalking, and oxidation due to long-term sunlight exposure.
This ensures that vehicles retain their aesthetic and protective properties for many years.
They are also used in architectural coatings for buildings and outdoor furniture.
These coatings resist weathering, moisture, and UV-induced discoloration.
By doing so, they increase durability and reduce maintenance costs for exposed surfaces.
Phenolic benzotriazoles are applied in the packaging industry, particularly in food and cosmetic containers.
They prevent product deterioration caused by light-sensitive ingredients or photooxidation.
This helps extend the shelf life and quality of packaged goods.
In the cosmetics field, they serve as UV filters in sunscreens, lotions, and hair care products.
They protect the skin and hair from the harmful effects of ultraviolet radiation.
This reduces sunburn, photoaging, and color fading in dyed hair.
They are incorporated into adhesives, sealants, and varnishes to prevent light-induced weakening.
This maintains elasticity, adhesion strength, and optical clarity over long periods.
Such protection is vital for products used outdoors or in high-light environments.
Phenolic benzotriazoles are used in electronics and optical materials such as lenses, screens, and films.
They minimize UV damage that can reduce transparency or alter optical performance.
This application enhances the longevity and clarity of sensitive optical components.
They are also used in synthetic fibers and textiles to preserve color and strength.
By blocking UV light, they prevent fading and deterioration during prolonged sunlight exposure.
This keeps fabrics bright, durable, and visually appealing.
In research and development, phenolic benzotriazoles are used to study light stabilization mechanisms.
They serve as model compounds for designing new and more efficient UV absorbers.
This promotes innovation in sustainable and long-lasting material protection technologies.
Phenolic benzotriazole have versatile applications across plastics, coatings, cosmetics, and electronics.
They extend the life, appearance, and performance of products exposed to sunlight.
Their effectiveness and compatibility make them indispensable in modern material engineering.
Phenolic benzotriazole is an UV adsorber for use in plastics, cosmetics, dental materials, acrylic materials, dyes, etc.
Phenolic benzotriazole is an intermediate reactant in the synthesis of UV light absorbers for polyester fibers.
Phenolic benzotriazole are used as UV stabilizers in lacquers and plastics.[2]
Phenolic benzotriazole is a light stabilizer for a variety of plastics and other organic substrates.
It has been used for the stabilization of styrene homopolymers and copolymers, acrylic polymers, unsaturated polyesters, polyvinyl chloride, polyolefins, polyurethanes, polyacetals, polyvinyl butyral, elastomers and adhesives.
Phenolic benzotriazole protects polymers and organic pigments from UV radiation and helps maintain the original appearance and physical integrity of moldings, films, sheets and fibers during outdoor weathering.
Phenolic benzotriazole has been used for applications such as automotive coatings, industrial coatings, commercial inks such as wood stains or do-it-yourself inks.
Safety Profile:
In accordance with good industrial practice, handle with care and avoid unnecessary personal contact.
Prevent contamination of the environment avoid dust formation and ignition sources.
Phenolic benzotriazoles are generally considered low in toxicity when handled properly.
However, direct exposure to high concentrations of dust or powder may cause mild irritation.
Therefore, it is recommended to handle them with standard protective measures.
Contact with eyes may cause temporary redness or irritation.
If eye contact occurs, the affected area should be rinsed thoroughly with clean water.
Prolonged or repeated exposure should be avoided to prevent discomfort.
Skin contact with phenolic benzotriazoles may cause slight dryness or irritation in sensitive individuals.
Although they are not classified as strong skin irritants, gloves are recommended during handling.
Washing the skin with soap and water after contact helps prevent potential irritation.
When inhaled as fine dust, they may irritate the respiratory system.
Inhalation of large amounts can cause coughing or mild throat discomfort.
To minimize this risk, adequate ventilation and protective masks are advised in the workplace.
