Journal
MACROMOLECULES
Volume 42, Issue 1, Pages 141-147Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ma801977e
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Funding
- EPSRC [EP/C007999/1]
- EPSRC [EP/D079136/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/C007999/1, EP/D079136/1] Funding Source: researchfish
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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.
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