Related Experiment Video
Updated: Sep 19, 2025

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
Published on: November 21, 2017
Post-Polymerization Modification of Polyethylene through Photochemical Oximation and Consecutive Ketonization
Maartje Otten1, Inèz Klein Gebbink1, Patrick J Schara2
1Organic Chemistry & Catalysis, Institute for Sustainable and Circular Chemistry, Faculty of Science, Utrecht University, Universiteitsweg 99, 3584 CG Utrecht, The Netherlands.
We developed a novel photochemical oximation method to functionalize polyethylene without solvents or catalysts. This process efficiently introduces various chemical groups, enhancing polymer properties and potential applications.
Area of Science:
- Polymer Chemistry
- Materials Science
- Organic Chemistry
Background:
- Post-polymerization modification offers a route to functional polymers beyond traditional synthesis.
- Polyolefins, like polyethylene, are widely used but often lack diverse functionalities.
Purpose of the Study:
- To demonstrate a clean and efficient method for functionalizing polyethylene.
- To introduce oxime, ketone, and nitro groups onto the polyethylene backbone.
Main Methods:
- Solvent- and catalyst-free photochemical oximation using t-butyl nitrite.
- Utilizing various polyethylene grades.
- Employing 15N labeling for detailed structural analysis.
Main Results:
- Successful incorporation of oxime, ketone, and nitro groups without polymer degradation.
- Tuneable functionalization degree (up to 2.9%) controlled by reaction conditions.
- Preferential functionalization at pre-terminal carbons with random group spacing.
Conclusions:
- The photochemical oximation is a robust and novel method for polyethylene modification.
- This technique allows for tailored polyolefins with potentially expanded applications and improved recyclability.
Related Concept Videos
Free-Radical Chain Reaction and Polymerization of Alkenes
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists...
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
Types of Step-Growth Polymers: Polyesters
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the...

