PRODUCTS

TRIMETHOXYBENZYLIDENE PENTANEDIONE

Trimethoxybenzylidene pentanedione is a photostabilizer that helps protect against the harmful effects of UV radiation from the sun.

CAS: 945558-97-4
European Community (EC) Number: 807-059-9

IUPAC Name: 3-[(3,4,5-trimethoxyphenyl)methylidene]pentane-2,4-dione

Molecular Formula: C15H18O5
Molecular Weight: 278.30 g/mol

Trimethoxybenzylidene pentanedione, 322V0ACF25, UNII-322V0ACF25, 945558-97-4, EC 807-059-9, 3-(3,4,5-Trimethoxy benzylidene)-2,4-pentanedione, Synoxyl HSS, SCHEMBL9100974, ATNSJLDBJQDEBF-UHFFFAOYSA-N, DTXSID301036657, NS00001479, TRIMETHOXYBENZYLIDENE PENTANEDIONE [INCI], 3-(3,4,5-trimethoxybenzylidene)-2,4-pentanedione, Q27256128, 2,4-PENTANEDIONE, 3-((3,4,5-TRIMETHOXYPHENYL)METHYLENE)-

Function(s) of Trimethoxybenzylidene pentanedione in cosmetic products
• ANTIOXIDANT
Trimethoxybenzylidene pentanedione inhibits reactions initiated by oxygen and thus prevents oxidation and deterioration of ingredients

• SKIN PROTECTION
Trimethoxybenzylidene pentanedione protects the skin from external influences

• CHELATING AGENT
Trimethoxybenzylidene pentanedione binds metal ions that can negatively affect the stability and/or appearance of cosmetics

Trimethoxybenzylidene pentanedione is very efficient in stabilizing avobenzone in formulated products and boosts in vivo SPF by >50% for organic and inorganic sunscreens, and the formulations have critical wavelengths of >370 nm.
These efficacious properties make Trimethoxybenzylidene pentanedione a promising additive for inclusion in broad-spectrum photoprotective products.

Trimethoxybenzylidene pentanedione is a solution to make Hawaii-compliant sunscreens.
Trimethoxybenzylidene pentanedione is a photostabilizer and SPF booster.
Trimethoxybenzylidene pentanedione is an excellent photostabiliser for Avobenzone, and it functions as a triplet state quencher.
Trimethoxybenzylidene pentanedione provides in-vivo SPF boosting by 50% for both organic and inorganic sunscreens when alone it has no contribution to SPF. Environment-friendly solution.

"Methoxy" refers to the methyl oxygen group (CH3-O-).
Dimethoxy-, trimethoxy-, etc. refer to two, three or more methoxy groups.
Pentane usually refers to a saturated hydrocarbon chain with 5 carbon atoms.
"...Dione" refers to diketones (oxidized secondary alcohols).

Properties:

• Highly effective photostabilizer compared to commercial stabilizers
• Reduces formation of radicals
• Biodegradable – Eco-friendly sunscreen products

Density: 1.1±0.1 g/cm3
Boiling Point: 465.0±45.0 °C at 760 mmHg
Vapour Pressure: 0.0±1.1 mmHg at 25°C
Enthalpy of Vaporization: 72.7±3.0 kJ/mol
Flash Point: 207.3±28.8 °C
Index of Refraction: 1.530
Molar Refractivity: 76.0±0.3 cm3
#H bond acceptors: 5
#H bond donors: 0
#Freely Rotating Bonds: 6

A Research on Trimethoxybenzylidene pentanedione
The ability of Trimethoxybenzylidene pentanedione to stabilize avobenzone under ultraviolet (UV) light exposure was shown both in formulated products and in solution.
A comparative stability study incorporating various combinations of avobenzone, Trimethoxybenzylidene pentanedione (vs. three commercial photostabilizers) and UVB sunscreens clearly showed TMBP to be a very effective stabilizer.
The photostabilizing effect of Trimethoxybenzylidene pentanedione arises from triplet-state energy transfer from avobenzone to Trimethoxybenzylidene pentanedione and through light-induced reactions that preserve the main chromophores.
Interestingly, a 50% in vivo SPF boosting was observed when Trimethoxybenzylidene pentanedione was used with organic and inorganic sunscreens when alone it has no contribution to SPF.
Trimethoxybenzylidene pentanedione-containing sunscreen formulations clearly showed a critical wavelength of well over 370 nm and can thus be categorized as broad-spectrum sunscreens.

Trimethoxybenzylidene pentanedione belongs to the following groups of substances
• Antioxidants
• Stabilizers
• Skin care ingredients

Functions
• Antioxidant : Trimethoxybenzylidene pentanedione inhibits reactions favored by oxygen, thus avoiding oxidation and rancidity
• Chelating : Trimethoxybenzylidene pentanedione reacts and forms complexes with metal ions that could affect the stability and / or appearance of cosmetic products
• Skin protecting : Trimethoxybenzylidene pentanedione helps to avoid the harmful effects of external factors on the skin