Controlled release of encapsulated bioactive volatiles by rupture of the capsule wall through the light-induced generation of a gas

Angew Chem Int Ed Engl. 2015 Feb 9;54(7):2275-9. doi: 10.1002/anie.201410778. Epub 2015 Jan 14.

Abstract

The encapsulation of photolabile 2-oxoacetates in core-shell microcapsules allows the light-induced, controlled release of bioactive compounds. On irradiation with UVA light these compounds degrade to generate an overpressure of gas inside the capsules, which expands or breaks the capsule wall. Headspace measurements confirmed the light-induced formation of CO and CO2 and the successful release of the bioactive compound, while optical microscopy demonstrated the formation of gas bubbles, the cleavage of the capsule wall, and the leakage of the oil phase out of the capsule. The efficiency of the delivery system depends on the structure of the 2-oxoacetate, the quantity used with respect to the thickness of the capsule wall, and the intensity of the irradiating UVA light.

Keywords: controlled release; encapsulation; fragrances; photochemistry.

MeSH terms

  • Acetates / chemistry*
  • Capsules / chemistry
  • Delayed-Action Preparations / chemistry*
  • Perfume / administration & dosage*
  • Ultraviolet Rays

Substances

  • Acetates
  • Capsules
  • Delayed-Action Preparations
  • Perfume