Castor Oil-Derived Ionic Liquids for Flexible, Antibacterial Biobased Thermosetting Polymers via Thiol–Ene Click Chemistry

The escalating threat of bacterial infections highlights the urgent need for flexible antibacterial biobased resin materials. In this study, castor oil was transformed into imidazole-based ionic liquids (<b>c1</b> and <b>c2</b>) via a two-step atom-economic synthesis. Thermosetting resins were fabricated through UV-thermal dual-cured thiol-ene click polymerization of <b>c1</b>/<b>c2</b> with multifunctional thiol monomers. A biobased aromatic α,ω-diene carbonate monomer (<b>d</b>) was introduced to modulate the network structure. Thermal curing behavior was optimized by using NMR and FTIR analyses. Tensile testing identified <b>Pc1</b><sub><b>1</b></sub><b>d</b><sub><b>9</b></sub><b>-4SH</b> and <b>Pc2</b><sub><b>1</b></sub><b>d</b><sub><b>9</b></sub><b>-4SH</b> as optimal formulations, exhibiting tensile strengths of 9.42 and 9.08 MPa, elongation at break of 279.9% and 280.0%, and a glass transition temperature around 15 °C. DMA and TGA confirmed their viscoelastic behavior and thermal stability, while AFM/SEM revealed phase-separated microstructures contributing to enhanced mechanical properties. Antibacterial tests demonstrated exceptional efficacy (99.9% inhibition) against common pathogens. By integrating molecular design and process innovation, this work establishes a biobased resin system combining flexibility, thermal stability, and potent antibacterial activity, offering a novel strategy for developing infection-resistant biomedical materials.

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Journal
ACS Macro Letters
Published
2025-08-20
DOI
https://doi.org/10.1021/acsmacrolett.5c00409
Primary Topic
Ionic liquids properties and applications
Type
article
Field-Weighted Citation Impact
0.00

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article

Castor Oil-Derived Ionic Liquids for Flexible, Antibacterial Biobased Thermosetting Polymers via Thiol–Ene Click Chemistry

Yang You, Michael North, Jia-Xing Guo, Yunqi Li et al.
ACS Macro Letters
Ionic liquids properties and applications
article

Castor Oil-Derived Ionic Liquids for Flexible, Antibacterial Biobased Thermosetting Polymers via Thiol–Ene Click Chemistry

Yang You, Michael North, Jia-Xing Guo, Yunqi Li, Haibo Xie, Chen Qin, Zhi Hao
article en

Abstract

The escalating threat of bacterial infections highlights the urgent need for flexible antibacterial biobased resin materials. In this study, castor oil was transformed into imidazole-based ionic liquids (<b>c1</b> and <b>c2</b>) via a two-step atom-economic synthesis. Thermosetting resins were fabricated through UV-thermal dual-cured thiol-ene click polymerization of <b>c1</b>/<b>c2</b> with multifunctional thiol monomers. A biobased aromatic α,ω-diene carbonate monomer (<b>d</b>) was introduced to modulate the network structure. Thermal curing behavior was optimized by using NMR and FTIR analyses. Tensile testing identified <b>Pc1</b><sub><b>1</b></sub><b>d</b><sub><b>9</b></sub><b>-4SH</b> and <b>Pc2</b><sub><b>1</b></sub><b>d</b><sub><b>9</b></sub><b>-4SH</b> as optimal formulations, exhibiting tensile strengths of 9.42 and 9.08 MPa, elongation at break of 279.9% and 280.0%, and a glass transition temperature around 15 °C. DMA and TGA confirmed their viscoelastic behavior and thermal stability, while AFM/SEM revealed phase-separated microstructures contributing to enhanced mechanical properties. Antibacterial tests demonstrated exceptional efficacy (99.9% inhibition) against common pathogens. By integrating molecular design and process innovation, this work establishes a biobased resin system combining flexibility, thermal stability, and potent antibacterial activity, offering a novel strategy for developing infection-resistant biomedical materials.

ACS Macro LettersVol. 14(9)
Guizhou University (CN), China National Bamboo Research Center (CN), Green Chemistry (PL), University of York (GB)
National Natural Science Foundation of China, Guizhou Science and Technology Department
Openalex Percentile: Top 88%
Ionic liquids properties and applications
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