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Benzophenone, Diphenyl Ketone, Benzophenone‑1, Benzophenone‑3, Oxybenzone, Benzophenone‑4, Sulisobenzone, 119‑61‑9, 131‑56‑6, 131‑57‑7, 4065‑45‑6

Benzophenone, Diphenyl Ketone, Benzophenone‑1, Benzophenone‑3, Oxybenzone, Benzophenone‑4, Sulisobenzone, 119‑61‑9, 131‑56‑6, 131‑57‑7, 4065‑45‑6

1. BENZOPHENONE (CAS No: 119‑61‑9)

General Information
Benzophenone is the simplest member of the benzophenone family. It appears as white crystalline flakes or powder with a characteristic sweet, rose‑like odor.

Physical & Chemical Properties

  • Appearance: white crystalline solid

  • Odor: sweet, reminiscent of roses

  • Melting point: ~48 °C

  • Boiling point: 305 °C

  • Solubility: insoluble in water; soluble in organic solvents (acetone, ethanol, benzene)

Applications

  1. Fragrance Fixative: Widely used in soaps, perfumes, and cosmetics to impart a sweet note and prolong the scent. It is found in rose, geranium, vanilla, cream, peach, and oriental fragrances.

  2. Industrial Intermediate: Used in the synthesis of pharmaceuticals (e.g., diphenhydramine hydrochloride, bicyclohexyridine), organic pigments, and pesticides.

  3. Polymerization Inhibitor: Prevents unwanted polymerization of styrene and other monomers during storage.

  4. UV Absorber & Photoinitiator: Employed in UV‑curable coatings, inks, adhesives, and varnishes to initiate polymerization upon exposure to UV light.

  5. Rubber Industry: Acts as a low‑temperature fast vulcanizing agent for fluoro rubber.

2. BENZOPHENONE‑1 (CAS No: 131‑56‑6)

General Information
Benzophenone‑1 (2,4‑dihydroxybenzophenone) is primarily used as a UV stabilizer and light stabilizer for industrial materials.

Applications

  • UV Absorber: Protects plastics, adhesives, resins, and coatings from discoloration and degradation caused by UV radiation.

  • Photoinitiator: Used in UV‑curable inks, coatings, and adhesives.

  • Cosmetics: Occasionally used in sunscreens to enhance UV protection, though less common than Benzophenone‑3 or ‑4.

3. BENZOPHENONE‑3 (CAS No: 131‑57‑7) – Oxybenzone

General Information
Benzophenone‑3 (oxybenzone) is one of the most widely used benzophenone derivatives. It acts as a broad‑spectrum UV filter in personal care products. It is also naturally found in some plants and fruits like grapes.

Chemical Properties

  • Molecular Formula: C₁₄H₁₂O₃

  • Molecular Weight: 228.24 g/mol

  • Appearance: pale yellow crystalline powder

  • Melting Point: 62–64 °C

  • Solubility: insoluble in water; soluble in oils, alcohols, and organic solvents

Applications

  1. Sunscreens & Cosmetics: Absorbs UV‑A and UV‑B rays, protecting skin and hair from sun damage. Used in lotions, creams, lip balms, and hair care products.

  2. Color & Fragrance Stabilizer: Prevents fading of colors and oxidative degradation of fragrances in soaps, shampoos, and shower gels when exposed to sunlight.

  3. Polymerization Inhibitor: Inhibits styrene polymerization during production and storage.

  4. Food Flavoring: Under certain regulations (e.g., GB 2760‑1996), it may be used in trace amounts as a flavor fixative for vanilla, cream, fresh fruit, nut, and peach flavors.

  5. Industrial: Used in varnishes, paints, plastic coatings, and printing inks as a UV stabilizer and photoinitiator.

4. BENZOPHENONE‑4 (CAS No: 4065‑45‑6) – Sulisobenzone

General Information
Benzophenone‑4 (sulisobenzone, sodium benzophenone‑4 sulfonate) is a water‑soluble benzophenone derivative. Its water solubility makes it ideal for clear formulations and water‑based products.

Physical & Chemical Properties

  • INCI Name: Benzophenone‑4 / Sulisobenzone

  • Appearance: yellowish powder

  • Solubility: soluble in water; insoluble in oils

  • Stability: stable in the pH range 5–8

Applications & Benefits

  1. Water‑Soluble UV Filter: Used in sunscreens, often combined with oil‑soluble UV filters to boost SPF and provide broad‑spectrum protection.

  2. Color Protector: Prevents fading of dyes and pigments in shampoos, conditioners, mascaras, and other colored cosmetics, especially when packaged in clear containers.

  3. Fragrance Protector: Prevents oxidation and spoilage of perfumes and fragrances in cosmetic products.

  4. Preservative‑like Action: Helps protect formulations from degradation caused by bacteria, fungi, and yeast, thereby extending shelf life.

  5. Enhances Penetration: Aids in the delivery of other active ingredients into the skin.

  6. Approved Usage: Approved by the FDA (USA) and in European countries at typical usage levels of 5‑8%.

Summary Table

Compound CAS No. Main Applications Solubility
Benzophenone 119‑61‑9 Fragrance fixative, photoinitiator, polymerization inhibitor, pharmaceutical intermediate Oil‑soluble
Benzophenone‑1 131‑56‑6 UV absorber, light stabilizer for plastics and coatings Moderate
Benzophenone‑3 131‑57‑7 UV filter in sunscreens, color/fragrance stabilizer in cosmetics Oil‑soluble
Benzophenone‑4 4065‑45‑6 Water‑soluble UV filter, color/fragrance protector in clear formulations Water‑soluble

 

Comparison Table of Benzophenone Derivatives

Property / Criterion Benzophenone Benzophenone‑1 Benzophenone‑3 (Oxybenzone) Benzophenone‑4 (Sulisobenzone)
CAS Number 119‑61‑9 131‑56‑6 131‑57‑7 4065‑45‑6
Chemical Name Diphenylmethanone, Benzoylbenzene 2,4‑Dihydroxybenzophenone 2‑Hydroxy‑4‑methoxybenzophenone 2‑Hydroxy‑4‑methoxybenzophenone‑5‑sulfonic acid (sodium salt)
Appearance White crystalline solid White to pale yellow crystals Pale yellow crystalline powder Yellowish powder
Odor Rose‑like, sweet Slight characteristic odor Slight floral odor Slight characteristic odor
Melting Point ~48 °C ~68‑71 °C ~62‑64 °C >320 °C (decomposes)
Solubility Insoluble in water; soluble in organic solvents (acetone, ethanol, benzene) Slightly soluble in water; soluble in organic solvents Insoluble in water; soluble in oils and organic solvents High water solubility; insoluble in oils
Main Function Fragrance fixative, photoinitiator, polymerization inhibitor, intermediate UV absorber, light stabilizer, photoinitiator UV filter (UV‑A & UV‑B), fragrance/color stabilizer Water‑soluble UV filter, color/fragrance protector, preservative booster
Primary Applications • Fragrance fixative in soaps, perfumes, detergents
• Synthesis of pharmaceuticals, pigments, pesticides
• Styrene polymerization inhibitor
• UV‑curable coatings, inks
• Fluoro rubber vulcanization
• UV absorber in plastics, resins, adhesives, varnishes
• Photoinitiator in UV‑curable systems
• Light stabilizer
• Sunscreens, cosmetics (UV filter)
• Color & fragrance stabilizer in shampoos, soaps, shower gels
• Polymerization inhibitor (styrene)
• Flavor fixative in foods (vanilla, cream, fruit) in some regions
• Water‑based sunscreens (SPF booster)
• Color protector in clear products (shampoos, mascaras)
• Antioxidant for perfumes & fragranced products
• Preservative‑like action against bacteria, fungi
• Penetration enhancer in formulations
Usage Level (Cosmetics) Varies depending on product Low; mostly industrial 1‑10% (sunscreens) 5‑8% (FDA / EU)
Approval / Regulation Limited in cosmetics by FDA; primarily industrial chemical Industrial chemical; limited use in cosmetics FDA‑approved (≤6%); EU permitted FDA‑approved; EU permitted; preferred for water‑based formulas
Remarks Widely used as photoinitiator in UV coatings Good UV‑B absorption; prevents discoloration Most widely used benzophenone derivative; some environmental restrictions in certain regions Water‑soluble nature ideal for oil‑free and transparent formulations

Key Differences at a Glance

  • Solubility: Benzophenone‑4 is distinctly water‑soluble, making it suitable for clear, water‑based products such as shampoos, body washes, and mascaras. The others are oil‑soluble or only slightly water‑soluble.

  • Primary Use: Benzophenone and Benzophenone‑1 are mainly used in industrial applications (resins, coatings, polymers). Benzophenone‑3 and Benzophenone‑4 are heavily used in cosmetics and personal care.

  • UV Protection: All possess UV‑absorbing properties. Benzophenone‑3 is the most common broad‑spectrum UV filter (UV‑A/UV‑B) in sunscreens, while Benzophenone‑4 is the water‑soluble alternative, often used to boost SPF in aqueous formulations.

  • Fragrance Fixation: Benzophenone and Benzophenone‑3 are widely used as fragrance fixatives in soaps and perfumes; Benzophenone‑4 also protects fragrances from oxidation, serving a similar stabilizing role.

Benzophenone Derivatives – Other Names, Alternatives, and Sectoral Suitability

Chemical Other Names (Excluding Trade Names) Alternatives Sectoral Suitability
Benzophenone (CAS 119‑61‑9) • Diphenylmethanone
• Diphenyl ketone
• Benzoylbenzene
• α‑Oxodiphenylmethane
• Diphenyl ketone
Fragrance fixative: Ethylene brassylate, galaxolide, macrocyclic musks, benzyl benzoate.
Photoinitiator: 1‑Hydroxycyclohexyl phenyl ketone (Irgacure 184), 2‑Hydroxy‑2‑methyl‑1‑phenyl‑1‑propanone (Darocur 1173).
Polymerization inhibitor: 4‑tert‑Butylcatechol (TBC), hydroquinone.
• Perfumery & soap industry (fragrance fixative)
• UV coatings, inks, adhesives (photoinitiator)
• Styrene & acrylate monomer production (polymerization inhibitor)
• Intermediate for pharmaceuticals, pesticides, pigments
• Fluoro rubber vulcanization
Benzophenone‑1 (CAS 131‑56‑6) • 2,4‑Dihydroxybenzophenone
• 2,4‑DHB
UV absorber / light stabilizer: Tinuvin series (e.g., Tinuvin 328, Tinuvin 326), benzotriazole derivatives, Cyasorb UV‑531 (2‑Hydroxy‑4‑octoxybenzophenone).
Photoinitiator: Same as above.
• UV stabilizer in plastics, polymers, adhesives, coatings
• Photoinitiator in UV‑curable systems
• Automotive coatings, exterior paints (long‑term light stability)
• Limited use in cosmetics (UV‑absorbing additive)
Benzophenone‑3 (CAS 131‑57‑7) • Oxybenzone
• 2‑Hydroxy‑4‑methoxybenzophenone
• Benzophenone‑3
• 2‑Hydroxy‑4‑methoxyphenyl phenyl ketone
UV filter (sunscreens): Avobenzone, octocrylene, octisalate, homosalate, ensulizole, bemotrizinol (Tinosorb S), bis‑ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb M).
Fragrance/color stabilizer: BHT, tocopherol (vitamin E), citric acid, EDTA.
• Cosmetics & personal care (sunscreens, moisturizers, lip balms, hair care) – UV filter
• Soaps, shampoos, shower gels – color & fragrance stabilizer
• Packaging, plastics, varnishes – light stabilizer
• Food flavors (trace amounts as fixative in some countries)
• Polymerization inhibitor (styrene)
Benzophenone‑4 (CAS 4065‑45‑6) • Sulisobenzone
• Sodium benzophenone‑4 sulfonate
• 2‑Hydroxy‑4‑methoxybenzophenone‑5‑sulfonic acid (and its salts)
• 5‑Benzoyl‑4‑hydroxy‑2‑methoxybenzenesulfonic acid
Water‑soluble UV filter: Phenylbenzimidazole sulfonic acid (ensulizole), terephthalylidene dicamphor sulfonic acid (Mexoryl SX), disodium phenyl dibenzimidazole tetrasulfonate (Neo Heliopan AP).
Color/fragrance protector: BHT, tocopherol, EDTA, sodium metabisulfite.
Preservative booster: Phenoxyethanol, potassium sorbate, sodium benzoate.
• Water‑based & transparent cosmetics (sunscreen lotions, sprays, gels) – UV filter & SPF booster
• Color cosmetics (shampoos, mascaras, hair dyes) – color stabilizer
• Perfumes, colognes, deodorants – antioxidant / oxidation preventer
• Personal care products – auxiliary preservative
• Industrial aqueous coatings & inks – UV protector

 

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