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Melt-Polymerization of Acrylamide Initiated by Nucleophiles: A Route Towards Highly Branched and Amorphous Polyamide 3

preprint
submitted on 24.11.2020, 16:12 and posted on 25.11.2020, 12:07 by David Edinger, Hansjörg Weber, Ema Žagar, David Pahovnik, Christian Slugovc
The melt-polymerization of acrylamide initiated by nucleophiles allows for the preparation of polyamide 3 (PA 3) with a branching factor of about 1.5. The high share of branching units imparts a fully amorphous morphology featuring a low glass transition temperature of 67 °C and renders the polymer water soluble. The disclosed method provides an easy, resource-efficient and green access to a polymer interesting for applications in biological and biomedical systems. The obtained PA 3 was characterized by several NMR-techniques, MALDI-TOF mass spectrometry, size-exclusion chromatography, thermal analyses and powder-X-ray diffractometry. Preparation and characterization of a 15N-marked polymer complemented the elucidation of the polymers structure. Mechanistically, the polymerization can be considered as an aza-Michael polymerization of acrylamide involving zwitter-ionic species as the key intermediates being responsible for the high degree of branching.

Funding

Christian Doppler Research Association

History

Email Address of Submitting Author

slugovc@tugraz.at

Institution

Graz University of Technology

Country

Austria

ORCID For Submitting Author

0000-0003-1873-5200

Declaration of Conflict of Interest

no conflict

Exports

ChemRxiv

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