CO<sub>2</sub>-derived non-isocyanate polyurethanes (NIPUs) and their potential applications

Turnaturi, Rita; Zagni, Chiara; Patamia, Vincenzo; Barbera, Vincenzina; Floresta, Giuseppe; Rescifina, Antonio

doi:10.1039/d3gc02796a

Cited by 3 publications

References 105 publications

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Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Jaraba Cabrera,

Álvarez‐Miguel,

Hernando Rodríguez

et al. 2024

Eur J Org Chem

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The synthesis of bio‐derived cyclic carbonates is attracting a lot of attention as the incorporation of bio‐derived functionality into these compounds provides the opportunity to prepare previously unknown structures, whilst also improving their sustainability profiles. This study presents a facile preparation of diastereomerically pure bio‐derived cyclic carbonates displaying a range of optical rotation values. These compounds are obtained from glycidol, amino acids and CO2 in a facile two‐step approach. Initially, the diastereomerically pure amino acid functionalised epoxides are prepared through a robust Steglich esterification of enantiopure glycidol (R or S) and an amino acid (D or L). Thereafter, in a second step, cycloaddition of the epoxide with CO2 results in the retention of the initial stereochemistry of the epoxide, furnishing novel diastereomerically pure and optically active cyclic carbonate products. A DFT study has explained the basis of this observed retention of configuration for these compounds. Further, results from this DFT study also provide new mechanistic information concerning a co‐catalyst‐free cycloaddition reaction starting from glycidol when using the gallium‐catalyst, which is found to operate through metal‐ligand cooperativity.

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Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Jaraba Cabrera,

Álvarez‐Miguel,

Hernando Rodríguez

et al. 2024

Eur J Org Chem

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Innovative design and green synthesis of bio-based non-isocyanate polyurethanes: Efficient combination of cardanol and carbon dioxide with high fire safety and robust adhesion

Yang,

Qiu,

Zhang

et al. 2024

Chemical Engineering Journal

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Self-Healing and Reprocessable Biobased Non-Isocyanate Polyurethane Elastomer with Dual Dynamic Covalent Adaptive Network for Flexible Strain Sensor

Mou,

Yang,

Lai

et al. 2024

Preprint

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CO₂-derived non-isocyanate polyurethanes (NIPUs) and their potential applications

Abstract: Using CO2 as feedstock to fabricate valuable products has become essential to green and sustainable chemistry and represents a rewarding challenge.

Cited by 3 publications

References 105 publications

Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Innovative design and green synthesis of bio-based non-isocyanate polyurethanes: Efficient combination of cardanol and carbon dioxide with high fire safety and robust adhesion

Self-Healing and Reprocessable Biobased Non-Isocyanate Polyurethane Elastomer with Dual Dynamic Covalent Adaptive Network for Flexible Strain Sensor

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CO2-derived non-isocyanate polyurethanes (NIPUs) and their potential applications

Abstract: Using CO2 as feedstock to fabricate valuable products has become essential to green and sustainable chemistry and represents a rewarding challenge.

Cited by 3 publications

References 105 publications

Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Exploitation of Mechanistic Product Selectivity for the Two‐Step Synthesis of Optically Active Bio‐Derived Cyclic Carbonates Incorporating Amino Acids

Innovative design and green synthesis of bio-based non-isocyanate polyurethanes: Efficient combination of cardanol and carbon dioxide with high fire safety and robust adhesion

Self-Healing and Reprocessable Biobased Non-Isocyanate Polyurethane Elastomer with Dual Dynamic Covalent Adaptive Network for Flexible Strain Sensor

Contact Info

Product

Resources

About

CO₂-derived non-isocyanate polyurethanes (NIPUs) and their potential applications