Epoxy Resin/Ionic Liquid Composite as a New Promising Coating Material with Improved Toughness and Antibiofilm Activity

Long-chain imidazolium-based ionic liquids (ILs) possess a broad-spectrum biological activity and are considered promising antifouling agents for protective coatings. A new hydrophobic IL, 1-dodecyl-3-methylimidazolium dodecylbenzenesulfonate (C12C1IM-DBS), has been synthesized, and a modified epoxy coating material containing 10, 20, and 30 wt% of this IL was prepared by dissolution of C12C1IM-DBS in commercial DER 331 epoxy resin, followed by a curing phase with diethylenetriamine. Infrared analysis revealed physicochemical interactions between the hydroxyl groups of the resin and the IL. Spectrophotometric studies showed no release of C12C1IM-DBS after 30 days of exposure of the modified coatings to water. The plasticizing effect of the IL on the epoxy resin was established by differential scanning calorimetry analysis. The introduction of 10 and 20% C12C1IM-DBS into DER 331 reduced its glass transition temperature from 122.8 °C to 109.3 and 91.5 °C, respectively. The hardness of epoxy resin decreased by approximately 26% after the introduction of the IL. Moreover, DER 331/C12C1IM-DBS coatings on steel substrates showed significantly improved impact resistance compared to neat resin. The antibiofilm efficiency of DER 331/C12C1IM-DBS coatings was evaluated by assessing the capability of two biofilm-forming model strains, Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa PA01, to form attached biofilms on the surface. The IL effectively inhibited S. aureus surface-associated biofilm development even at the lowest content of 10%. On the contrary, an approximately 50% inhibition of biofilm metabolic activity was detected for DER 331/C12C1IM-DBS coatings containing 20% and 30% of the IL. Overall, the results of this study indicate that the hydrophobic IL C12C1IM-DBS is an efficient modifying additive for epoxy resins, which can significantly improve their operational properties for various industrial applications.

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Publication Details

Journal
Coatings
Published
2025-07-14
DOI
https://doi.org/10.3390/coatings15070821
Citations
3
Primary Topic
Ionic liquids properties and applications
Type
article
Field-Weighted Citation Impact
1.17
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article

Epoxy Resin/Ionic Liquid Composite as a New Promising Coating Material with Improved Toughness and Antibiofilm Activity

Anastasiia Hubina, Olena Moshynets, Alina Madalina Darabut, Yevheniia Lobko et al.
3 citations
Coatings
Ionic liquids properties and applications
1.17
article

Epoxy Resin/Ionic Liquid Composite as a New Promising Coating Material with Improved Toughness and Antibiofilm Activity

Anastasiia Hubina, Olena Moshynets, Alina Madalina Darabut, Yevheniia Lobko, О.В. Джужа, Geert Potters, Oksana Tarasyuk, Sergiy Rogalsky, Y. M. Romanenko
article en
3 citations

Abstract

Long-chain imidazolium-based ionic liquids (ILs) possess a broad-spectrum biological activity and are considered promising antifouling agents for protective coatings. A new hydrophobic IL, 1-dodecyl-3-methylimidazolium dodecylbenzenesulfonate (C12C1IM-DBS), has been synthesized, and a modified epoxy coating material containing 10, 20, and 30 wt% of this IL was prepared by dissolution of C12C1IM-DBS in commercial DER 331 epoxy resin, followed by a curing phase with diethylenetriamine. Infrared analysis revealed physicochemical interactions between the hydroxyl groups of the resin and the IL. Spectrophotometric studies showed no release of C12C1IM-DBS after 30 days of exposure of the modified coatings to water. The plasticizing effect of the IL on the epoxy resin was established by differential scanning calorimetry analysis. The introduction of 10 and 20% C12C1IM-DBS into DER 331 reduced its glass transition temperature from 122.8 °C to 109.3 and 91.5 °C, respectively. The hardness of epoxy resin decreased by approximately 26% after the introduction of the IL. Moreover, DER 331/C12C1IM-DBS coatings on steel substrates showed significantly improved impact resistance compared to neat resin. The antibiofilm efficiency of DER 331/C12C1IM-DBS coatings was evaluated by assessing the capability of two biofilm-forming model strains, Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa PA01, to form attached biofilms on the surface. The IL effectively inhibited S. aureus surface-associated biofilm development even at the lowest content of 10%. On the contrary, an approximately 50% inhibition of biofilm metabolic activity was detected for DER 331/C12C1IM-DBS coatings containing 20% and 30% of the IL. Overall, the results of this study indicate that the hydrophobic IL C12C1IM-DBS is an efficient modifying additive for epoxy resins, which can significantly improve their operational properties for various industrial applications.

CoatingsVol. 15(7)
University of Antwerp (BE), Charles University (CZ), Antwerp Maritime Academy (BE), Institute of Bioorganic Chemistry and Petrochemistry V.P. Kukhar (UA), V. Bakul Institute for Superhard Materials (UA), Institute of Molecular Biology and Genetics (UA), University of Chemistry and Technology, Prague (CZ)
Openalex Percentile: Top 22%
Ionic liquids properties and applications
1.17
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