title: Side-chain modification and "grafting onto" via olefin cross-metathesis.
abstract: Olefin cross-metathesis is introduced as a versatile polymer side-chain modification technique. The reaction of a poly(2-oxazoline) featuring terminal double bonds in the side chains with a variety of functional acrylates has been successfully performed in the presence of Hoveyda-Grubbs second-generation catalyst. Self-metathesis, which would lead to polymer-polymer coupling, can be avoided by using an excess of the cross-metathesis partner and a catalyst loading of 5 mol%. The results suggest that bulky acrylates reduce chain-chain coupling due to self-metathesis. Moreover, different functional groups such as alkyl chains, hydroxyl, and allyl acetate groups, as well as an oligomeric poly(ethylene glycol) and a perfluorinated alkyl chain have been grafted with quantitative conversions.
authors.affiliation: Laboratory of Applied Chemistry, Karlsruhe Institute of Technology (KIT), Institute of Organic Chemistry, Fritz-Haber-Weg 6, 76131 Karlsruhe, Germany.
authors.forename: Lucas Montero
authors.initials: LM
authors.lastname: de Espinosa
authors.forename: Kristian
authors.initials: K
authors.lastname: Kempe
authors.forename: Ulrich S
authors.initials: US
authors.lastname: Schubert
authors.forename: Richard
authors.initials: R
authors.lastname: Hoogenboom
authors.forename: Michael A R
authors.initials: MA
authors.lastname: Meier
mesh_terms: D000179:Acrylates / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D010080:Oxazoles / Q000737:chemistry; D011092:Polyethylene Glycols / Q000737:chemistry
chemical_list: D000179:Acrylates; D000475:Alkenes; D010080:Oxazoles; C577913:poly(2-oxazoline); D011092:Polyethylene Glycols