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One-pot synthesis of alpha,omega-chain end functional, stereoregular, star-shaped poly(lactide)
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Stanford, Matthew J. and Dove, Andrew P. (2009) One-pot synthesis of alpha,omega-chain end functional, stereoregular, star-shaped poly(lactide). Macromolecules, Vol.42 (No.1). pp. 141-147. doi:10.1021/ma801977e ISSN 0024-9297 .
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Official URL: http://dx.doi.org/10.1021/ma801977e
Abstract
The synthesis of stereoregular alpha,omega-chain end functional linear, telechelic, and star-shaped polymers and copolymers is reported using a one-pot chain end functionalization methodology. Aluminum methyl complexes are applied in combination with functional and multifunctional initiating species to synthesize stereoregular poly(lactide)s by the stereospecific ring-opening polymerization of rac-lactide. The quenching of the reactions with an excess of acid chloride functional molecules has enabled the in situ quantitative modification of the omega-chain ends of the polymers such that primary and secondary alkyl and aryl groups can be incorporated. This methodology has been extended to the synthesis of linear, telechelic, and star-shaped polymers with "click" functional handles for both copper-catalyzed Huisgen 1,3-dipolar cycloaddition and thiol-ene Michael additions and block copolymers through the application of a trithiocarbonate, suitable for mediating RAFT polymerization. This tolerant and mild method is used in the synthesis of star-shaped block copolymers with a biodegradable poly(lactide) core and results in poly(lactide)s that display increased resistance to degradation.
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): | Ring-opening polymerization, Stereochemistry, Combinatorial chemistry, Polyesters, Block copolymers, Polymers -- Biodegration, Aluminum | ||||
Journal or Publication Title: | Macromolecules | ||||
Publisher: | American Chemical Society | ||||
ISSN: | 0024-9297 | ||||
Official Date: | 13 January 2009 | ||||
Dates: |
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Volume: | Vol.42 | ||||
Number: | No.1 | ||||
Number of Pages: | 7 | ||||
Page Range: | pp. 141-147 | ||||
DOI: | 10.1021/ma801977e | ||||
Status: | Peer Reviewed | ||||
Publication Status: | Published | ||||
Access rights to Published version: | Restricted or Subscription Access | ||||
Funder: | Research Councils UK (RCUK), Engineering and Physical Sciences Research Council (EPSRC) | ||||
Grant number: | EP/C007999/1 (EPSRC), EP/D079136/1 (EPSRC) |
Data sourced from Thomson Reuters' Web of Knowledge
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