Octocrylene

Organic UV Filter (UVBshort UVA)

Also known as: 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate, 2-Ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate

Description

Octocrylene is a cyanoacrylate-based UV absorber that provides protection across the UVB and short UVA range (290–360 nm), with peak absorption around 303 nm. Approved by the FDA at up to 10%, it serves a dual role in sunscreen formulations: as a direct UV absorber and, critically, as a photostabilizer for avobenzone. Octocrylene quenches the excited triplet state of avobenzone, preventing its photodegradation and maintaining broad-spectrum UVA protection. It has a favorable safety profile, though concerns have been raised about its degradation product benzophenone, a potential endocrine disruptor and photoallergen, which may accumulate in aged formulations. [Burnett 2011]

Mechanism of Action

Octocrylene absorbs UV radiation through its 2-cyano-3,3-diphenylacrylate chromophore, dissipating absorbed energy as heat via vibrational relaxation. As a photostabilizer, it acts as a triplet-state quencher for avobenzone — it accepts energy from the excited triplet state of avobenzone's diketo form via triplet–triplet energy transfer, preventing the irreversible photolysis that would otherwise destroy avobenzone's UVA-absorbing capacity. Octocrylene itself is highly photostable due to the rigidity of its acrylate backbone, making it an ideal stabilizing partner in broad-spectrum formulations. [Shaath 2010]

Indications

  • UVB and short UVA photoprotection [Burnett]
  • Photostabilization of avobenzone-containing formulations [Burnett]
  • Broad-spectrum sunscreen formulations
  • SPF boosting

Available Concentrations

5%10% (FDA maximum)

Side Effects

  • Contact dermatitis (uncommon) [Burnett]
  • Photoallergic contact dermatitis (rare, more common in children) [Matta]
  • Potential benzophenone accumulation in aged products
  • Mild irritation in sensitive skin

Contraindications

  • Known hypersensitivity to octocrylene or acrylate compounds
  • History of photoallergic contact dermatitis to octocrylene

Pregnancy Category

Not formally classified (topical use generally considered low risk)

Found In

Cosmetics containing Octocrylene

Related Conditions

References

  1. Burnett ME, Wang SQ. "Current sunscreen controversies: a critical review." Photodermatol Photoimmunol Photomed, 2011. doi:10.1111/j.1600-0781.2011.00557.x
  2. Matta MK, Zusterzeel R, Pilli NR, et al. "Effect of sunscreen application under maximal use conditions on plasma concentration of sunscreen active ingredients." JAMA, 2019. doi:10.1001/jama.2019.5586
  3. Shaath NA. "Ultraviolet filters." Photochem Photobiol Sci, 2010. doi:10.1039/b9pp00174c

Limitations

This page provides a general overview of Octocrylene in dermatology. It does not cover every possible use, formulation, or interaction. Individual responses to compounds vary — what works for one person may not work for another. Always consult a qualified dermatologist before starting or changing any treatment.