Formamide based monomer for highly functionalized polymers

Multicomponent reactions (MCRs) are widely used in organic chemistry to simplify the synthesis of highly functionalized molecules in a single‐pot reaction. However, their utility for polymer post‐functionalization is severely limited due to the complexity of handling highly reactive and unpleasant i...

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Veröffentlicht in:Journal of polymer science (2020) 2022-01, Vol.60 (1), p.131-141
Hauptverfasser: Chen, Ri, Ayyakkalai, Balamurugan, Sun, Jian, Lee, Gene A., Gopalan, Padma
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Sprache:eng
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Zusammenfassung:Multicomponent reactions (MCRs) are widely used in organic chemistry to simplify the synthesis of highly functionalized molecules in a single‐pot reaction. However, their utility for polymer post‐functionalization is severely limited due to the complexity of handling highly reactive and unpleasant isocyanide compounds. In this work, we present a stable methacrylate monomer 2‐formamido ethyl methacrylate (FEMA) containing a benign formamide group that can be converted to isocyanide in situ and that can undergo MCRs in a one‐pot protocol. Block and random copolymers of FEMA with methyl methacrylate were tested for efficiency in MCRs. As a function of composition and architecture, MCR conversions of >90% was achieved in the polymers. This benign bench stable monomer allows incorporation of complex functionality in a one‐pot synthesis to the polymer sidechain using MCRs without direct handling of the isocyanide monomers and polymers.
ISSN:2642-4150
2642-4169
DOI:10.1002/pol.20210651