1843-05-6

Basic information

• Product Name: Octabenzone
• Synonyms: [2-Hhydroxy-4-(octyloxy)phenyl]phenylmethanone;2-HYDROXY-4-N-OCTOXYBENZOPHENONE;2-HYDROXY-4-N-OCTYLOXYBENZOPHENONE;2-HYDROXY-4-(OCTYLOXY)BENZOPHENONE;2-HYDROXY-4-(OCTYLOXYL)-BENZOPHENONE;CHIMASSORB 81;BENZOPHENONE-12;Octabenzone
• CAS NO: 1843-05-6
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.43
• EINECS: 217-421-2
• Product Categories: Industrial/Fine Chemicals;Additives for Plastic;Aromatic Benzophenones & Derivatives (substituted);Organics;Polymer Additives;Polymer Science;Stabilizers;Polymer Additives;Polymer Science
• Mol File: 1843-05-6.mol

Chemical Properties

• Melting Point: 47-49 °C(lit.)
• Boiling Point: 424.46°C (rough estimate)
• Flash Point: 102℃
• Appearance: Light Yellow Crystal
• Density: 1.160g/cm3
• Vapor Pressure: 5.25E-09mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• PKA: 7.59±0.35(Predicted)
• Merck: 14,6742
• BRN: 1915198
• CAS DataBase Reference: Octabenzone(CAS DataBase Reference)
• NIST Chemistry Reference: Octabenzone(1843-05-6)
• EPA Substance Registry System: Octabenzone(1843-05-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53-43
• Safety Statements: 26-36-61-60-36/37
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 1
• RTECS: DJ1595000
• TSCA: Yes
• Hazardous Substances Data: 1843-05-6(Hazardous Substances Data)

Usage

Uses

Used in Plastics and Rubber Industry:
Octabenzone is used as a UV stabilizer for polyethylene and polypropylene fibers to protect them against deterioration caused by UV light exposure. It helps to reduce color changes and maintain the physical properties of the materials.
Used in Paints and Coatings Industry:
Octabenzone is used as a light stabilizer in paints and coatings to enhance their light fastness and protect them from UV-induced degradation. It can be combined with antioxidants, phosphites, and other light stabilizers to provide comprehensive protection.
Used in Building/Construction Materials Industry:
Octabenzone is used in building and construction materials to protect them from UV-induced damage, ensuring their durability and longevity.
Used in Fabric, Textile, and Leather Products Industry:
Octabenzone is used in fabric, textile, and leather products to protect them from UV-induced fading and degradation, maintaining their color and strength.
Used in Furniture and Furnishings Industry:
Octabenzone is used in furniture and furnishings to protect them from UV-induced damage, ensuring their durability and maintaining their appearance.
Used in Air Care Products Industry:
Octabenzone is used in air care products to protect them from UV-induced degradation, ensuring their effectiveness and longevity.
Used in Organic Solar Cells (OSCs):
Octabenzone is used as a UV absorber for insulating plastics in organic solar cells, which can be incorporated with active layers to increase the stabilization of the cells. It may also be incorporated in parylene C films to enhance their light stability, potentially making them suitable for use as moisture transfer membranes in electronic boards and photovoltaics.
Used in Processing Aids Industry:
Octabenzone is used as a processing aid in various industries to improve the performance and stability of materials during processing.
Used in Adsorbents and Absorbents Industry:
Octabenzone is used in adsorbents and absorbents to protect them from UV-induced degradation, ensuring their effectiveness and longevity.

Features/benefits

UV Absorber 531 is particularly suitable for thick films, typically > 100 μm and thick sections. The low vapor pressure of UV Absorber 531 prevents losses during processing. Low migration rates reduce the risk of blooming.

Analytic Laboratory Methods

Migration of photo stabilizers from plastics was studied in model elution expt where the plastics were placed at different temp 20 and 45 degree in different solvents, e.g. H2O, acetic acid,? sunflower oil, heptane, and the amt of photostabilizer eluted was determined by spectrophotometry and by gas chromatography. The elution of 2-hydroxy-4-n-octyloxybenzophenone depended on the type of plastic. Elution was low in polystyrene and high in polyolefins, polyethylene. Food contamination from these plastic additives is discussed.

Handling & Safety

In accordance with good industrial practice, handle with care and avoid unnecessary personal contact. Avoid continuous or repetitive breathing of dust. Use only with adequate ventilation. Protect skin. Avoid dust formation and ignition sources. For more detailed information please refer to the material safety data sheet.

References

1. https://pubchem.ncbi.nlm.nih.gov/compound/Octabenzone#section=U-S-Exports 2. https://en.wikipedia.org/wiki/Octabenzone

Preparation

Preparation by reaction of n-octyl chloride with 2,4-di-hydroxybenzophenone, ? in the presence of a mixture of sodium carbonate, triethylamine and potassium iodide in refluxing butanol for 15 h (90%); ? in the presence of potassium carbonate in cyclohexanone at 145° for 5 h (66%); ? in the presence of potassium hydroxide and antimony triiodide in diethylene glycol at 150° for 1 h (93%); ? in the presence of sodium bicarbonate and potassium iodide in 1-methylpyrrolidone for 2 h at 150° (96%).

Flammability and Explosibility

Notclassified

InChI:InChI=1/C21H26O3/c1-2-3-4-5-6-10-15-24-18-13-14-19(20(22)16-18)21(23)17-11-8-7-9-12-17/h7-9,11-14,16,22H,2-6,10,15H2,1H3

Synthetic route

2,4-dihydroxybenzophenone (131-56-6) + 1-Chlorooctane (111-85-3) → Cyasorb UV531

Conditions	Yield
With sodium carbonate; potassium carbonate at 98 - 120℃; Temperature;	95.3%
With sodium carbonate In N,N-dimethyl-formamide at 70℃; for 8h; Temperature; Reagent/catalyst; Solvent;	95%

Upstream product

• 131-56-6 2.4-dihydroxybenzophenone 
• 111-85-3 n-chlorooctane 

Downstream Products

• 129973-36-0 C₂₁H₂₅Cl₂O₄P 
• 34433-71-1 5-(3,5-di-tert-butyl-4-hydroxybenzyl)-2-hydroxy-4-octyloxybenzophenone 
• 162245-05-8 [2,4'-Dihydroxy-3-(2H-benzotriazol-2-yl)-5-methyl-2'-n-octoxy-5'-benzoyl]diphenylmethane 
• 69119-79-5 5,5'-methylenebis(2-hydroxy-4-n-octyloxybenzophenone) 
• 920017-65-8 C₇₅H₉₃N₃O₁₅ 
• 920017-66-9 C₉₁H₁₀₆O₁₅ 
• 1309868-82-3 1-[2-hydroxy-4-n-octyloxy-5-(4-chlorophenylazo)phenyl]-1-phenylmethanone 
• 1309868-77-6 1-[2-hydroxy-4-n-octyloxy-5-(4-nitrophenylazo)phenyl]-1-phenylmethanone 
• 1309868-76-5 1-[2-hydroxy-4-n-octyloxy-5-(2-nitrophenylazo)phenyl]-1-phenylmethanone 
• 1309868-81-2 1-[2-hydroxy-4-n-octyloxy-5-(3-chlorophenylazo)phenyl]-1-phenylmethanone 
• 1309868-80-1 1-[2-hydroxy-4-n-octyloxy-5-(2,4-dimethylphenylazo)phenyl]-1-phenylmethanone 
• 1309868-78-7 1-[2-hydroxy-4-n-octyloxy-5-(3-nitrophenylazo)phenyl]-1-phenylmethanone 

Relevant articles and documents

Novel process for preparing sun-screening agent 2-hydroxy-4-n-octyloxy benzophenone

The invention discloses a novel process for preparing a sun-screening agent 2-hydroxy-4-n-octyloxy benzophenone. According to the process, 2,4-dihydroxy benzophenone is prepared, and 2,4-dihydroxy benzophenone and 1-chloro-n-octane are used as raw materials, wherein the prepared 2,4-dihydroxy benzophenone is simple in method, has no need of posttreatment and can be directly used as a reaction rawmaterial for subsequent reaction, and the energy consumption is reduced from the source; 1-chloro-n-octane is taken as an alkylation reagent, inorganic base is taken as a catalyst, solvents are addedfor reaction, and the yield of the obtained product 2-hydroxy-4-octyloxybenzophenone is high and can reach 90% or above. According to the method, the raw material cost is reduced, the problem of industrial wastewater at present is solved, in addition, the whole process is mild in condition, few in three wastes, high in yield and good in product quality, the use requirements of the cosmetic industry are met, the technological process is simple to operate and easy to realize, the intermediate reaction process is simple and easy to control, and industrial production can be realized.

Process for synthesizing UV-531 by chloro-n-octane

The invention discloses a process for synthesizing UV-531 (2-hydroxy-4-n-octyloxy benzophenone) by chloro-n-octane. According to the process, chloro-n-octane and UV-0 (2,4-dihydroxy benzophenone) areused as raw materials, potassium carbonate and sodium carbonate are used as catalysts, and 2-hydroxy-4-n-octyloxy benzophenone is synthesized. According to the process, 2-hydroxy 4-n-octyloxy benzophenone and chloro-n-octane are used as raw materials, cheap alkali is used as a catalyst, non-toxic PEG is used as a phase transfer catalyst, the reaction conditions are mild, the production operation is simple and convenient, the safety is high, the complete yield of the reaction is high, the cost is low, and the process is suitable for industrial production.

Cosmetic compositions

Suggested is a cosmetic compositions comprising (a) a crosspolymer obtained from copolymerisation of at least two different polyols and at least one dicarboxylic acid and (b) at least one fragrance.

A composition for lightening skin and hair

Suggested is a composition comprising (a) sclareolide and (b1) at least one tyrosinase inhibitor; and/or (b2) at least one sun protection factor; and/or (b3) at least one anti-oxidants; and/or (b4) at least one anti-inflammatory agent; and/or (b5) at least one desquamating agent.

Substituted hexahydro-1,4-diazepin-5-ones and compositions stabilized therewith

The instant invention pertains to white, dyed, dipped, unscented and/or scented candle wax which is effectively stabilized against discoloration and fading by the incorporation therein of a substituted hexahydro-1,4-diazepin-5-ones in combination with a UV absorber and/or an antioxidant. Additionally, some novel substituted hexahydro-1,4-diazepin-5-one compounds are described.

SUNSCREEN COMPOSITIONS

The present invention relates to improved sunscreen compositions, more preferably to improved sunscreen compositions containing at least one sunscreening agent (sunscreen) and a silicone-polyamide copolymer.

Method of purifying arylphenones

Hydroxy and alkyloxy benzophenones, also known as arylphenones, are efficiently and economically purified by contacting them with inorganic phosphorous compounds in the presence of a non-polar solvent. Best results are obtained when the arylphenone is then treated with an activated carbon and/or activated clay.

Phosphites and their production and use

Phosphites represented by the general formula (I): STR1 wherein R1, R2, R4 and R5 independently represent a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms, an alkylcycloalkyl group having 6 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms or a phenyl group; R3 and R6 independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms; X1 is a dihydric alcohol residue, wherein HO--X1 --OH defines the corresponding dihydric alcohol from which residue X1, is obtained; and X2 is a direct bond or an alkylene group having 1 to 8 carbon atoms; and the phosphites are useful as stabilizers for organic materials.

Piperidine compound, a process for producing the same and a stabilizer using the same

2-Methyl-3-(2,2,6,6-tetramethyl-4-piperidylamino)-N-(2,2,6,6-tetramethyl-4-piperidyl)-propionamide represented by the following formula, a process for producing the same and a stabilized organic material composition containing the same wherein the piperidine compound imparts excellent properties, such as light stability or thermal stability to the organic materials. STR1

Light-stable screening cosmetic composition containing bixin combined with a lipid-soluble UV filter and its use for protecting the human epidermis against ultra-violet radiation

The invention relates to a light-stable cosmetic composition for protecting the human epidermis against UV radiation, containing at least 0.0025% by weight of bixin combined with at least 1% by weight of one or more lipid-soluble agents screening UV radiation, chosen from 3-benzylidene-dl-camphor, its derivatives and benzophenone derivatives, in a cosmetically acceptable vehicle comprising at least one fatty phase. The bixin takes the form of an oily extract of annatto containing at least 0.1% by weight of bixin.