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Article << Previous     |     Next >>   Contents Vol 65(1)

Synthesis, Functionalization and Reductive Degradation of Multibrominated Disulfide-containing Hyperbranched Polymers

Delia-Laura Popescu A and Nicolay V. Tsarevsky A B C

A Department of Chemistry, Southern Methodist University, 3215 Daniel Avenue, Dallas, TX 75275, USA.
B Center for Drug Discovery, Design, and Delivery in Dedman College, Southern Methodist University, Dallas, TX 75275, USA.
C Corresponding author. Email: nvt@smu.edu

Australian Journal of Chemistry 65(1) 28-34 http://dx.doi.org/10.1071/CH11376
Submitted: 22 September 2011  Accepted: 14 November 2011   Published: 12 December 2011


 
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Abstract

Reductively degradable hyperbranched polymethacrylates with multiple peripheral alkyl bromide groups were synthesized by the azobis(2-isobutyronitrile)-initiated copolymerization of diethylene glycol methyl ether methacrylate or oligo(ethylene oxide) methyl ether methacrylate with the disulfide-containing crosslinker bis(2-methacryloyloxyethyl)disulfide (2.5–10.0 mol-% relative to the monomer) in the presence of carbon tetrabromide (10–40-fold excess relative to the radical initiator) as efficient chain transfer agent. The alkyl bromide groups initiated the atom-transfer radical polymerization of methyl methacrylate, and star copolymers with hyperbranched disulfide-containing cores were formed. Both the macroinitiators and the star copolymers derived from them were degraded in reducing environment.





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