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Updated: Apr 27, 2026

Microwave-assisted Functionalization of Polyethylene glycol and On-resin Peptides for Use in Chain Polymerizations and Hydrogel Formation
Published on: October 29, 2013
A deeper insight into the postpolymerization modification of polypenta fluorophenyl methacrylates to
Nicole Mohr1, Matthias Barz, Romina Forst
1Institute of Organic Chemistry, Johannes Gutenberg-University Mainz, Duesbergweg 10-14, 55099, Mainz, Germany.
Abstract:
This work provides a detailed insight into the synthesis of N-(2-hydroxypropyl)methacrylamide (HPMA) polymers employing the activated ester approach. In this approach, polypenta fluorophenyl methacrylate (PFPMA)-activated ester polymers are synthesized by the reversible addition-fragmentation chain transfer (RAFT) polymerization and transferred into HPMA-based systems by the use of 2-hydroxypropylamine. To prove quantitative conversion in the absence of side reactions, special attention is devoted to investigate different reaction conditions by different analytical methods ((1) H, (19) F, inverse-gated (13) C NMR, and zeta potential measurements). Furthermore the influence of common solvent impurities, such as water, is investigated. Besides differences in polymer tacticity, the poly(N-(2-hydroxypropyl) methacrylamide) (PHPMA) synthesized under water-free conditions display the same properties like the conventional synthesized control-PHPMA. However, 3% water content in the dimethylsulfoxide are already sufficient to yield PHPMA polymers with a negative zeta potential of -15.8 mV indication the presence of carboxylic groups due to partial hydrolysis of the activated ester.
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