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Tetrazine-norbornene click reactions to functionalize degradable polymers derived from lactide
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Barker, Ian A., Hall, Daniel J., Hansell, Claire F., Du Prez, Filip E., O'Reilly, Rachel K. and Dove, Andrew P. (2011) Tetrazine-norbornene click reactions to functionalize degradable polymers derived from lactide. Macromolecular Rapid Communications, Vol.32 (No.17). pp. 1362-1366. doi:10.1002/marc.201100324 ISSN 10221336.
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Official URL: http://dx.doi.org/10.1002/marc.201100324
Abstract
Post-polymerization modification of polymers derived from sustainable resources using the click reaction between tetrazines and norbornenes is shown to provide a mild and efficient route for the synthesis of functional degradable polymers. Norbornene chain-end functional poly(lactide) was synthesized using organocatalytic methods and functionalized by the addition of 3,6-di-2-pyridyl-1,2,4,5-tetrazine without degradation of the polymer backbone. The versatility of this reaction was demonstrated by the application of analogues bearing amine and poly(ethylene oxide) groups to realize amine-functional polymers and block copolymers. Poly(spiro[6-methyl-1,4-dioxane-2,5-dione-3,2'-bicyclo[2.2.1]hept[5]ene]) was prepared from lactide. The pendant norbornene group on the backbone of the resultant polymer was modified in a similar manner to produce functional degradable polymers and graft co-polymers.
Item Type: | Journal Article | ||||
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Subjects: | Q Science > QD Chemistry | ||||
Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||
Library of Congress Subject Headings (LCSH): | Polymers -- Biodegradation, Chemical reactions, Tetrazine | ||||
Journal or Publication Title: | Macromolecular Rapid Communications | ||||
Publisher: | Wiley - V C H Verlag GmbH & Co. KGaA | ||||
ISSN: | 10221336 | ||||
Official Date: | 1 September 2011 | ||||
Dates: |
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Volume: | Vol.32 | ||||
Number: | No.17 | ||||
Page Range: | pp. 1362-1366 | ||||
DOI: | 10.1002/marc.201100324 | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access |
Data sourced from Thomson Reuters' Web of Knowledge
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