A novel one-pot procedure for the fast and efficient conversion of RAFT polymers into hydroxy-functional polymers
Gruendling, T., Dietrich, M., & Barner-Kowollik, C. (2009) A novel one-pot procedure for the fast and efficient conversion of RAFT polymers into hydroxy-functional polymers. Australian Journal of Chemistry, 62(8).
We report on the successful quantitative transformation of methacrylate and acrylate-type polymers prepared by reversible additionfragmentation chain transfer (RAFT) polymerization carrying a dithioester-end-group into hydroxy-functional polymers. The simple reaction procedure involves stirring a solution of the dithioester-capped polymer and an azo-initiator in tetrahydrofuran at elevated temperatures (T = 60°C) in the presence of air. This reaction quantitatively yields hydroperoxide functionalities that can be efficiently reduced to hydroxy groups in a one-pot procedure using triphenylphosphine. Size exclusion chromatography - electrospray mass spectrometry was employed to monitor the progress of the reaction. The new backbone-linked hydroxy group provides a versatile anchor for chemical end-group conversions and conjugation reactions with prepared RAFT polymers, which alleviates problems with the rather limited ability of the dithioester-end-group to undergo non-radical transformations. © 2009 CSIRO.
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|Item Type:||Journal Article|
|Additional Information:||Cited By :28
Export Date: 5 September 2016
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), 76128 Karlsruhe, Germany; email: firstname.lastname@example.org
|Keywords:||Azoinitiator, Dithioesters, Electrospray mass spectrometry, Elevated temperature, End groups, Hydroperoxides, Hydroxy groups, One-pot procedures, Quantitative transformation, Radical transformation, Reversible addition-fragmentation chain transfer polymerization, Simple reaction, Tetra-hydrofuran, Triphenyl phosphines, Chromatographic analysis, Free radical polymerization, Mass spectrometry, Organic polymers, Polymers, Size exclusion chromatography, Functional polymers|
|Divisions:||Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
|Deposited On:||22 Sep 2016 04:50|
|Last Modified:||25 Oct 2016 23:41|
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