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- Title
Comb-Like Graft Copolymers of Poly(oxa)norbornene: Efficient Synthesis Using a Combination of ROMP and Click Chemistry.
- Authors
Eissa, Ahmed M.; Khosravi, Ezat
- Abstract
The combination of ring-opening metathesis polymerization (ROMP) and copper-catalyzed azide-alkyne cycloaddition (CuAAC) is described as an efficient click reaction to synthesize a new range of well-defined comb-like polynorbornene/polyoxanorbornene graft copolymers containing poly(ethylene glycol) (PEG) and/or poly(ε-caprolactone) (PCL) as side chains. The 'grafting through' method is applied for the synthesis of polyoxanorbornene- g-PEG via ROMP of oxanorbornenyl di-PEG macromonomer prepared by click coupling of azide-terminated PEG with di-alkyne-functionalized oxanorbornene. The well-characterized macromonomer is then subjected to ROMP. Polynorbornene- g-PCL and polynorbornene- g-PEG are prepared by the 'grafting onto' route. This is achieved by ROMP of 5-bromohexyloxymethyl norbornene followed by reaction with NaN3 and then click reaction with alkyne-terminated PEG and PCL. (Polyoxanorbornene- g-PEG)- ran-(polynorbornene- g-PCL) is prepared by ROMP of a mixture of oxanorbornenyl di-PEG and 5-bromohexyloxymethyl norbornene followed by reaction with NaN3 and subsequently click reaction with alkyne-end-capped PCL. All intermediates and final products are characterized by IR, NMR, MS, and size exclusion chromatography (SEC). Self-assembly of these comb-like polymers in solution into micro/nanostructures is foreseen, leading to a wide range of potential applications.
- Subjects
GRAFT copolymers; RING-opening polymerization; POLYETHYLENE glycol; MACROMONOMERS; CAPROLACTONES
- Publication
Macromolecular Chemistry & Physics, 2015, Vol 216, Issue 9, p964
- ISSN
1022-1352
- Publication type
Article
- DOI
10.1002/macp.201400604