Synthesis of Polyurethanes Through the Oxidative Decarboxylation of Oxamic Acids: a New Gateway Toward Self-blown Foams

20 March 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Polyurethane (PU) thermoplastics and thermosets were prepared through the step-growth polymerization of in situ generated polyisocyanates through the decarboxylation of polyoxamic acids, in the presence of phenyliodine diacetate (PIDA), and polyols. The CO2 produced during the reaction allowed the access to self-blown polyurethane foams through an endogenous chemical blowing. The acetic acid released from ligand exchange at the iodine center was also shown to accelerate the polymerization reaction, avoiding the recourse to an additional catalyst. Changing simple parameters during the production process allowed us to access flexible PU foams with a wide range of properties.

Keywords

Polyurethane
oxamic acid
hypervalent iodine
decarboxylation
PU foams

Supplementary materials

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Supporting Information
Description
The supporting information contains the experimental section (materials, characterization methods, synthesis protocols and DFT calculation procedures) as well as supplementary data related to SEC, FTIR, NMR, TGA and DSC characterizations.
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