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Side-chain modification and 'grafting onto' via olefin cross-metathesis

(2012) MACROMOLECULAR RAPID COMMUNICATIONS. 33(23). p.2023-2028
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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 HoveydaGrubbs second-generation catalyst. Self-metathesis, which would lead to polymerpolymer 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 chainchain 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.
Keywords
functionalization of polymers, cross-metathesis, graft copolymers, poly(2-oxazoline), TRANSFER RADICAL POLYMERIZATION, CLICK CHEMISTRY, COPOLYMERS, POLY(2-OXAZOLINE)S, COMBINATION, POLYMERS, STRATEGY, RAFT, ATRP

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Citation

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Chicago
de Espinosa, Lucas Montero, Kristian Kempe, Ulrich S Schubert, Richard Hoogenboom, and Michael AR Meier. 2012. “Side-chain Modification and ‘Grafting onto’ via Olefin Cross-metathesis.” Macromolecular Rapid Communications 33 (23): 2023–2028.
APA
de Espinosa, L. M., Kempe, K., Schubert, U. S., Hoogenboom, R., & Meier, M. A. (2012). Side-chain modification and “grafting onto” via olefin cross-metathesis. MACROMOLECULAR RAPID COMMUNICATIONS, 33(23), 2023–2028.
Vancouver
1.
de Espinosa LM, Kempe K, Schubert US, Hoogenboom R, Meier MA. Side-chain modification and “grafting onto” via olefin cross-metathesis. MACROMOLECULAR RAPID COMMUNICATIONS. 2012;33(23):2023–8.
MLA
de Espinosa, Lucas Montero, Kristian Kempe, Ulrich S Schubert, et al. “Side-chain Modification and ‘Grafting onto’ via Olefin Cross-metathesis.” MACROMOLECULAR RAPID COMMUNICATIONS 33.23 (2012): 2023–2028. Print.
@article{3097538,
  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 HoveydaGrubbs second-generation catalyst. Self-metathesis, which would lead to polymerpolymer 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 chainchain 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.},
  author       = {de Espinosa, Lucas Montero and Kempe, Kristian and Schubert, Ulrich S and Hoogenboom, Richard and Meier, Michael AR},
  issn         = {1022-1336},
  journal      = {MACROMOLECULAR RAPID COMMUNICATIONS},
  keyword      = {functionalization of polymers,cross-metathesis,graft copolymers,poly(2-oxazoline),TRANSFER RADICAL POLYMERIZATION,CLICK CHEMISTRY,COPOLYMERS,POLY(2-OXAZOLINE)S,COMBINATION,POLYMERS,STRATEGY,RAFT,ATRP},
  language     = {eng},
  number       = {23},
  pages        = {2023--2028},
  title        = {Side-chain modification and 'grafting onto' via olefin cross-metathesis},
  url          = {http://dx.doi.org/10.1002/marc.201200487},
  volume       = {33},
  year         = {2012},
}

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