High-Molecular-Weight Polyampholytes Synthesized via Daylight-Induced, Initiator-Free Radical Polymerization of Renewable Itaconic Acid

Kacper Mielczarek , Maria Łabanowska , Magdalena Kurdziel , Rafał Konefał , Hynek Beneš , Sonia Bujok , Grzegorz Kowalski , Szczepan Bednarz


Herein, it is reported for the first time that when mixed with choline chloride, itaconic acid (IA), normally a low‐reactive vinyl monomer, undergoes initiator‐free radical polymerization under normal daylight. Furthermore, the process results in the formation of abnormally high‐molecular‐weight poly(itaconic acid) derivatives with Mw greater than ≈800 000 g mol−1. Detailed 1D/2D NMR studies indicate that the polymers have two types of ionizable moieties, that is, anionic carboxylic and cationic choline ester groups in an average molar ratio of 12:1. Potentiometric titration shows polyampholyte behavior of the polymers. Tentative mechanistic studies reveal that the daylight‐induced polymerization is initiated by species generated via interactions of near UV light with IA. However, EPR findings show that choline also participates in secondary radical reactions. The obtained polyampholytes are useful bio‐based materials for fast and straightforward fabrication of polymer–clay nanocomposite hydrogels with excellent mechanical properties.
Author Kacper Mielczarek - Jagiellonian University (UJ)
Kacper Mielczarek,,
, Maria Łabanowska - Jagiellonian University (UJ)
Maria Łabanowska,,
, Magdalena Kurdziel - Jagiellonian University (UJ)
Magdalena Kurdziel,,
, Rafał Konefał - The Czech Academy of Sciences
Rafał Konefał,,
, Hynek Beneš - The Czech Academy of Sciences
Hynek Beneš,,
, Sonia Bujok - The Czech Academy of Sciences
Sonia Bujok,,
, Grzegorz Kowalski (FoFT / DoEaMiFI)
Grzegorz Kowalski,,
- Department of Engineering and Machinery in Food Industry
, Szczepan Bednarz - Politechnika Krakowska
Szczepan Bednarz,,
Journal seriesMacromolecular Rapid Communications, ISSN 1022-1336, e-ISSN 1521-3927, (N/A 100 pkt)
Issue year2020
Publication size in sheets0.5
Article number1900611
Keywords in Englishdeep eutectic solvents, photopolymerization, polyampholytes, radical polymerization, renewable monomers
ASJC Classification1605 Organic Chemistry; 2505 Materials Chemistry; 2507 Polymers and Plastics
URL https://onlinelibrary.wiley.com/doi/epdf/10.1002/marc.201900611
Languageen angielski
High-Molecular-Weight Polyampholytes Synthesized via Daylight-Induced, Initiator-Free Radical Polymerization of Renewable Itaconic Acid of 23-06-2020
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Score (nominal)100
Score sourcejournalList
Publication indicators WoS Citations = 0; Scopus SNIP (Source Normalised Impact per Paper): 2017 = 0.94; WoS Impact Factor: 2018 = 4.078 (2) - 2018=3.871 (5)
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FinansowanieS. Bujok and H. Beneš thank the Ministry of Education, Youth and Sports of Czech Republic (National Sustainability Program I-NPU I, Project POLYMAT LO1507) for financial support.
LicencjaFull access na stronie czasopisma 23.06.2020
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