Advertisement

If you have an ACS member number, please enter it here so we can link this account to your membership. (optional)

ACS values your privacy. By submitting your information, you are gaining access to C&EN and subscribing to our weekly newsletter. We use the information you provide to make your reading experience better, and we will never sell your data to third party members.

ENJOY UNLIMITED ACCES TO C&EN

Synthesis

Bursting With Aroma

Microcapsules loaded with 2-oxoacetates pop open in the presence of ultraviolet light

by Bethany Halford
January 26, 2015 | A version of this story appeared in Volume 93, Issue 4

By making use of an 80-year-old reaction, chemists have developed a positively popping way to deliver fragrances, agrochemicals, and other volatile compounds. Researchers at fragrance and flavor maker Firmenich, led by Damien L. Berthier and Andreas Herr­mann, report using the photochemical degradation of 2-oxoacetates to burst open polyurea microcapsules (Angew. Chem. Int. Ed. 2015, DOI: 10.1002/anie.201410778). In the presence of ultraviolet light and oxygen, 2-oxoacetates react to form ketones, carboxylic acids, and carbon dioxide (shown). When there’s no oxygen around, they form ketones, aldehydes, and carbon monoxide. The Firmenich team reasoned the gas generated in these reactions might be sufficient to make microcapsules pop open. Chemists reported a similar strategy using light-generated nitrogen gas to break microcapsule walls more than 30 years ago. But no one ever used the chemistry to deliver active compounds. The Firmenich scientists demonstrated they could combine 2-oxoacetates with fragrance compounds in the microcapsule, or they could create precursor fragrance molecules out of the 2-oxoacetates.

Article:

This article has been sent to the following recipient:

0 /1 FREE ARTICLES LEFT THIS MONTH Remaining
Chemistry matters. Join us to get the news you need.