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Side‐Chain Modification and “Grafting Onto” via Olefin Cross‐Metathesis
Author(s) -
de Espinosa Lucas Montero,
Kempe Kristian,
Schubert Ulrich S.,
Hoogenboom Richard,
Meier Michael A. R.
Publication year - 2012
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.201200487
Subject(s) - side chain , metathesis , acyclic diene metathesis , grafting , polymer chemistry , alkyl , ethylene glycol , ring opening metathesis polymerisation , polymer , olefin fiber , salt metathesis reaction , oxazoline , catalysis , chemistry , materials science , organic chemistry , polymerization
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.