Skip to main content
padlock icon - secure page this page is secure

Open Access Photochemistry of 2-Oxoacetates: from Mechanistic Insights to Profragrances and Bursting Capsules

Download Article:
 Download
(PDF 621.7 kb)
 

This article is Open Access under the terms of the Creative Commons CC BY-NC licence.

Photoirradiation of 2-oxoacetates (α-ketoesters) with UV-A light proceeds via an intramolecular hydrogen abstraction of the triplet state in a Norrish type II pathway to form carbonyl compounds, carbon monoxide and/or dioxide, and a series of other side products. This review gives a detailed overview of the mechanistic aspects of photooxidation by explaining the pathways that yield the major products formed in the presence or absence of oxygen. Furthermore, it demonstrates how the photoreaction can be used for the light-induced controlled release of fragrances from non-polymeric profragrances, polymer conjugates and core-shell microcapsules in applications of functional perfumery. In the case of microcapsules, the gas formation accompanying the Norrish type II fragmentation can generate an overpressure that expands or cleaves the capsule wall to release fragrances and thus provides access to multi-stimuli responsive delivery systems.
No References for this article.
No Supplementary Data.
No Article Media
No Metrics

Keywords: DELIVERY SYSTEMS; FRAGRANCE ENCAPSULATION; NORRISH TYPE II REACTIONS; PHOTOCHEMISTRY; PROPERFUMES

Document Type: Research Article

Affiliations: Firmenich SA, Division Recherche et Développement, Route des Jeunes 1, B. P. 239, CH-1211 Genève 8, Switzerland;, Email: [email protected]

Publication date: February 1, 2020

More about this publication?
  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

  • Editorial Board
  • Information for Authors
  • Subscribe to this Title
  • Information for Advertisers
  • Ingenta Connect is not responsible for the content or availability of external websites
  • Access Key
  • Free content
  • Partial Free content
  • New content
  • Open access content
  • Partial Open access content
  • Subscribed content
  • Partial Subscribed content
  • Free trial content
Cookie Policy
X
Cookie Policy
Ingenta Connect website makes use of cookies so as to keep track of data that you have filled in. I am Happy with this Find out more