4.7 Article

RAFT-polymerized poly(hexafluoroisopropyl methacrylate)s as precursors for functional water-soluble polymers

Journal

POLYMER CHEMISTRY
Volume 5, Issue 7, Pages 2484-2495

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3py01630g

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Funding

  1. Fonds der Chemischen Industrie (FCI)
  2. Max Planck Graduate Center
  3. Johannes Gutenberg-Universitat Mainz (MPGC)
  4. DFG [Sonderforschungsbereich SFB 1066]

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Post-polymerization modification of well-defined precursor polymers is a versatile tool to obtain multifunctional water-soluble polymers that cannot be synthesized by common polymerization techniques. For the first time, 1,1,1,3,3,3-hexafluoroisopropyl methacrylate (HFIPMA) based homo and block copolymers were synthesized via RAFT polymerization to provide precise precursors for the post-polymerization modification of the 1,1,1,3,3,3-hexafluoroisopropyl ester side chains with water-soluble amines (methoxy tri(ethylene glycol) amine, 2-hydroxypropyl amine and 3-(dimethylamino)-1-propylamine). Sequential aminolysis using Oregon Green cadaverine first followed by 2-hydroxypropyl amine enables access to dye-labelled poly(2-hydroxypropyl methacrylamide) and aminolysis with 3-(dimethylamino)-1-propylamine provides homo and block co-catiomers that complex pDNA in PBS. To this respect, poly(1,1,1,3,3,3-hexafluoroisopropyl methacrylate)s P(HFIPMA) s as precursor polymers may become an alternative route for the synthesis of multifunctional water-soluble polymers for advanced applications.

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