Carboxylic Acid Ionic Modification of Castor‐Oil‐Based Polyurethanes Bearing Amine Groups: Chemically Tunable Physical Properties and Recyclability

A family of supramolecular side‐chain ionic polyurethanes (PUs) is synthesized by a simple method using polyurethanes with tertiary amines as pendant groups, and carboxylic acids. The resulting polyurethanes contain diethyl ammonium and carboxylate moieties that are bonded by a combination of ionic...

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Bibliographic Details
Published in:Macromolecular chemistry and physics 2017-12, Vol.218 (23), p.n/a
Main Authors: Comí, Marc, Fernández, Mercedes, Santamaría, Antxon, Lligadas, Gerard, Ronda, Juan C., Galià, Marina, Cádiz, Virginia
Format: Article
Language:English
Subjects:
Amines
Carboxylic acids
Chains
Chemical bonds
Dielectric properties
Differential scanning calorimetry
Fourier transforms
Hydrogen bonds
Infrared reflection
ionic postmodification
Mechanical properties
NMR
Nuclear magnetic resonance
Physical properties
Polyurethane resins
Recyclability
Rheological properties
rheology
Spectrum analysis
supramolecular polyurethanes
Synthesis
Thermal analysis
thermal properties
Thermogravimetric analysis
Viscoelasticity
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Summary:A family of supramolecular side‐chain ionic polyurethanes (PUs) is synthesized by a simple method using polyurethanes with tertiary amines as pendant groups, and carboxylic acids. The resulting polyurethanes contain diethyl ammonium and carboxylate moieties that are bonded by a combination of ionic and hydrogen bonds. The self‐assembling process is observed by Fourier‐transform infrared spectroscopy‐attenuated total reflection (FTIR‐ATR) and nuclear magnetic resonance (NMR) spectroscopy. The synthesized polyurethanes are characterized by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). Rheological, dielectric, and mechanical properties are investigated, and it is found that the tunability of the properties depends on the acid functionality and the chain length. Dynamic viscoelastic tests reveal a rapid and complete thermal reversibility, which opens the door to studying the recyclability of the samples. The synthesis of polyurethanes (PUs) containing a tertiary amine and their further postpolymerization modification with carboxylic acids to supramolecular side‐chain ionic polyurethanes (SIPUs) are described. Different spectroscopic techniques confirm the presence of diethyl ammonium and carboxylate moieties that are bonded by a combination of ionic and hydrogen bonds. SIPUs exhibit tunable properties that are correlated with their chemical structure.
ISSN:1022-1352
1521-3935
DOI:10.1002/macp.201700379